# Supplementary Material (ESI) for Organic & Biomolecular Chemistry
# This journal is © The Royal Society of Chemistry 2003

data_global
_journal_name_full               Org.Biomol.Chem.

_journal_coden_Cambridge         0177

loop_
_publ_author_name
'Jonathan White'
'Marissa Spiniello'

_publ_contact_author_name        'Dr Jonathan White'
_publ_contact_author_address     
;
Chemistry
University of Melbourne
Parkville
Melbourne
VIC
3010
AUSTRALIA
;

_publ_contact_author_email       WHITEJM@UNIMELB.EDU.AU

_publ_section_title              
;
Low temperature X-ray structural studies of the
ester and ether derivatives of cis- and trans-4-tert-butyl cyclohexanol
and 2-adamantanol; An attempt to determine the relative s-donor ability
of C-H and C-C bonds
;

data_compound4e
_database_code_CSD               205439

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          89.5-90.5
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H22 N2 O6'
_chemical_formula_weight         350.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.388(5)
_cell_length_b                   7.1290(10)
_cell_length_c                   16.839(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.56(3)
_cell_angle_gamma                90.00
_cell_volume                     1705.9(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      12
_cell_measurement_theta_max      15

_exptl_crystal_description       slabs
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.364
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            3114
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_sigmaI/netI    0.0332
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.46
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2993
_reflns_number_gt                2323
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0619P)^2^+0.3901P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0053(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2993
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0421
_refine_ls_wR_factor_ref         0.1147
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.72333(14) 0.5798(3) 0.05189(13) 0.0252(4) Uani 1 1 d . . .
H1 H 0.7334 0.4554 0.0293 0.030 Uiso 1 1 calc R . .
C2 C 0.61885(14) 0.6181(3) 0.02241(13) 0.0272(4) Uani 1 1 d . . .
H2A H 0.5880 0.5081 0.0363 0.033 Uiso 1 1 calc R . .
H2B H 0.5921 0.6339 -0.0408 0.033 Uiso 1 1 calc R . .
C3 C 0.59658(13) 0.7923(3) 0.06375(12) 0.0238(4) Uani 1 1 d . . .
H3A H 0.5275 0.8040 0.0455 0.029 Uiso 1 1 calc R . .
H3B H 0.6196 0.9049 0.0434 0.029 Uiso 1 1 calc R . .
C4 C 0.64212(13) 0.7838(3) 0.16209(12) 0.0213(4) Uani 1 1 d . . .
H4 H 0.6178 0.6677 0.1798 0.026 Uiso 1 1 calc R . .
C5 C 0.74868(13) 0.7566(3) 0.18905(12) 0.0236(4) Uani 1 1 d . . .
H5A H 0.7753 0.8681 0.1715 0.028 Uiso 1 1 calc R . .
H5B H 0.7785 0.7466 0.2525 0.028 Uiso 1 1 calc R . .
C6 C 0.77208(14) 0.5819(3) 0.14896(12) 0.0258(4) Uani 1 1 d . . .
H6A H 0.8410 0.5757 0.1649 0.031 Uiso 1 1 calc R . .
H6B H 0.7531 0.4693 0.1727 0.031 Uiso 1 1 calc R . .
C7 C 0.61510(13) 0.9508(3) 0.20753(12) 0.0238(4) Uani 1 1 d . . .
C8 C 0.64759(15) 1.1391(3) 0.18508(14) 0.0297(5) Uani 1 1 d . . .
H8A H 0.7159 1.1364 0.2009 0.045 Uiso 1 1 calc R . .
H8B H 0.6316 1.2397 0.2167 0.045 Uiso 1 1 calc R . .
H8C H 0.6162 1.1618 0.1232 0.045 Uiso 1 1 calc R . .
C9 C 0.66088(15) 0.9241(3) 0.30551(13) 0.0308(5) Uani 1 1 d . . .
H9A H 0.7294 0.9193 0.3236 0.046 Uiso 1 1 calc R . .
H9B H 0.6386 0.8067 0.3213 0.046 Uiso 1 1 calc R . .
H9C H 0.6438 1.0294 0.3341 0.046 Uiso 1 1 calc R . .
C10 C 0.50833(14) 0.9561(3) 0.18173(14) 0.0314(5) Uani 1 1 d . . .
H10A H 0.4917 1.0624 0.2101 0.047 Uiso 1 1 calc R . .
H10B H 0.4875 0.8391 0.1994 0.047 Uiso 1 1 calc R . .
H10C H 0.4774 0.9703 0.1192 0.047 Uiso 1 1 calc R . .
C11 C 0.84148(13) 0.6946(3) 0.00463(12) 0.0227(4) Uani 1 1 d . . .
C12 C 0.86919(13) 0.8504(3) -0.04093(11) 0.0209(4) Uani 1 1 d . . .
C13 C 0.83455(12) 1.0331(3) -0.04923(11) 0.0204(4) Uani 1 1 d . . .
C14 C 0.85605(13) 1.1673(3) -0.09753(12) 0.0231(4) Uani 1 1 d . . .
H14 H 0.8308 1.2905 -0.1033 0.028 Uiso 1 1 calc R . .
C15 C 0.91591(13) 1.1152(3) -0.13733(12) 0.0224(4) Uani 1 1 d . . .
C16 C 0.95376(13) 0.9374(3) -0.13050(12) 0.0234(4) Uani 1 1 d . . .
H16 H 0.9952 0.9063 -0.1583 0.028 Uiso 1 1 calc R . .
C17 C 0.92966(13) 0.8056(3) -0.08198(12) 0.0224(4) Uani 1 1 d . . .
H17 H 0.9548 0.6824 -0.0766 0.027 Uiso 1 1 calc R . .
N1 N 0.77733(11) 1.0995(2) -0.00208(11) 0.0235(4) Uani 1 1 d . . .
N2 N 0.94115(12) 1.2581(2) -0.18833(11) 0.0289(4) Uani 1 1 d . . .
O1 O 0.76166(9) 0.73029(18) 0.01427(8) 0.0216(3) Uani 1 1 d . . .
O2 O 0.88637(10) 0.5506(2) 0.02498(10) 0.0331(4) Uani 1 1 d . . .
O3 O 0.81521(10) 1.1043(2) 0.07652(9) 0.0294(3) Uani 1 1 d . . .
O4 O 0.69733(10) 1.1520(2) -0.04435(10) 0.0342(4) Uani 1 1 d . . .
O5 O 0.90349(11) 1.4123(2) -0.19672(10) 0.0391(4) Uani 1 1 d . . .
O6 O 0.99891(13) 1.2138(2) -0.21819(12) 0.0470(5) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0341(11) 0.0144(9) 0.0312(10) -0.0012(8) 0.0170(9) -0.0028(8)
C2 0.0310(10) 0.0245(10) 0.0270(10) -0.0041(8) 0.0121(9) -0.0073(9)
C3 0.0212(9) 0.0253(10) 0.0226(10) -0.0002(8) 0.0057(8) -0.0006(8)
C4 0.0247(10) 0.0171(9) 0.0223(10) 0.0020(7) 0.0091(8) -0.0021(7)
C5 0.0254(10) 0.0244(10) 0.0194(9) 0.0020(8) 0.0067(8) -0.0006(8)
C6 0.0280(10) 0.0182(9) 0.0320(11) 0.0076(8) 0.0122(8) 0.0029(8)
C7 0.0279(10) 0.0214(10) 0.0226(9) 0.0009(8) 0.0102(8) -0.0013(8)
C8 0.0398(12) 0.0186(10) 0.0342(11) -0.0004(8) 0.0181(9) 0.0004(9)
C9 0.0385(11) 0.0296(11) 0.0253(10) -0.0024(9) 0.0132(9) -0.0017(9)
C10 0.0308(11) 0.0307(11) 0.0347(11) -0.0001(9) 0.0150(9) 0.0031(9)
C11 0.0273(10) 0.0185(10) 0.0223(9) -0.0037(7) 0.0095(8) 0.0020(8)
C12 0.0211(9) 0.0190(9) 0.0189(9) -0.0027(7) 0.0037(7) 0.0004(8)
C13 0.0195(9) 0.0196(9) 0.0205(9) -0.0039(7) 0.0059(7) 0.0011(8)
C14 0.0218(9) 0.0197(9) 0.0248(10) -0.0003(8) 0.0056(8) 0.0012(8)
C15 0.0213(9) 0.0229(10) 0.0208(9) -0.0002(8) 0.0057(7) -0.0038(8)
C16 0.0210(9) 0.0268(10) 0.0219(9) -0.0071(8) 0.0077(7) -0.0020(8)
C17 0.0237(9) 0.0186(9) 0.0222(9) -0.0037(7) 0.0057(8) 0.0020(8)
N1 0.0268(9) 0.0139(8) 0.0329(10) -0.0015(7) 0.0148(7) -0.0002(7)
N2 0.0301(9) 0.0283(10) 0.0295(9) -0.0002(7) 0.0127(8) -0.0047(8)
O1 0.0269(7) 0.0145(6) 0.0251(7) -0.0002(5) 0.0120(6) -0.0002(5)
O2 0.0411(9) 0.0231(8) 0.0418(9) 0.0073(6) 0.0234(7) 0.0113(7)
O3 0.0396(8) 0.0247(7) 0.0281(8) -0.0036(6) 0.0178(6) -0.0011(6)
O4 0.0255(8) 0.0315(8) 0.0465(9) -0.0007(7) 0.0147(7) 0.0061(6)
O5 0.0414(9) 0.0293(9) 0.0504(10) 0.0137(7) 0.0216(8) 0.0053(7)
O6 0.0611(11) 0.0364(9) 0.0650(11) 0.0050(8) 0.0482(10) 0.0009(8)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.479(2) . ?
C1 C6 1.515(3) . ?
C1 C2 1.514(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.525(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.532(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.537(3) . ?
C4 C7 1.555(3) . ?
C4 H4 1.0000 . ?
C5 C6 1.524(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.530(3) . ?
C7 C10 1.530(3) . ?
C7 C9 1.537(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O2 1.211(2) . ?
C11 O1 1.324(2) . ?
C11 C12 1.502(3) . ?
C12 C17 1.392(3) . ?
C12 C13 1.394(3) . ?
C13 C14 1.376(3) . ?
C13 N1 1.472(2) . ?
C14 C15 1.382(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.381(3) . ?
C15 N2 1.477(3) . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
N1 O4 1.221(2) . ?
N1 O3 1.225(2) . ?
N2 O6 1.219(2) . ?
N2 O5 1.225(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C6 109.95(15) . . ?
O1 C1 C2 106.05(15) . . ?
C6 C1 C2 112.08(16) . . ?
O1 C1 H1 109.6 . . ?
C6 C1 H1 109.6 . . ?
C2 C1 H1 109.6 . . ?
C1 C2 C3 113.16(16) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.8 . . ?
C2 C3 C4 111.82(16) . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?
C3 C4 C5 108.54(15) . . ?
C3 C4 C7 113.83(15) . . ?
C5 C4 C7 114.05(15) . . ?
C3 C4 H4 106.6 . . ?
C5 C4 H4 106.6 . . ?
C7 C4 H4 106.6 . . ?
C6 C5 C4 112.26(16) . . ?
C6 C5 H5A 109.2 . . ?
C4 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C1 C6 C5 112.51(16) . . ?
C1 C6 H6A 109.1 . . ?
C5 C6 H6A 109.1 . . ?
C1 C6 H6B 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C8 C7 C10 108.98(17) . . ?
C8 C7 C9 108.36(16) . . ?
C10 C7 C9 107.93(16) . . ?
C8 C7 C4 112.06(15) . . ?
C10 C7 C4 109.87(16) . . ?
C9 C7 C4 109.54(16) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O1 125.71(18) . . ?
O2 C11 C12 121.91(17) . . ?
O1 C11 C12 112.26(16) . . ?
C17 C12 C13 117.87(18) . . ?
C17 C12 C11 117.29(17) . . ?
C13 C12 C11 124.73(17) . . ?
C14 C13 C12 122.66(18) . . ?
C14 C13 N1 115.12(16) . . ?
C12 C13 N1 122.10(17) . . ?
C13 C14 C15 117.13(18) . . ?
C13 C14 H14 121.4 . . ?
C15 C14 H14 121.4 . . ?
C14 C15 C16 122.99(18) . . ?
C14 C15 N2 118.01(17) . . ?
C16 C15 N2 118.99(17) . . ?
C15 C16 C17 118.15(18) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 H16 120.9 . . ?
C16 C17 C12 121.19(18) . . ?
C16 C17 H17 119.4 . . ?
C12 C17 H17 119.4 . . ?
O4 N1 O3 125.22(17) . . ?
O4 N1 C13 117.53(16) . . ?
O3 N1 C13 117.19(15) . . ?
O6 N2 O5 124.93(18) . . ?
O6 N2 C15 117.21(17) . . ?
O5 N2 C15 117.86(16) . . ?
C11 O1 C1 117.01(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -69.63(19) . . . . ?
C6 C1 C2 C3 50.4(2) . . . . ?
C1 C2 C3 C4 -54.5(2) . . . . ?
C2 C3 C4 C5 56.4(2) . . . . ?
C2 C3 C4 C7 -175.43(16) . . . . ?
C3 C4 C5 C6 -56.9(2) . . . . ?
C7 C4 C5 C6 175.07(15) . . . . ?
O1 C1 C6 C5 67.5(2) . . . . ?
C2 C1 C6 C5 -50.2(2) . . . . ?
C4 C5 C6 C1 54.8(2) . . . . ?
C3 C4 C7 C8 -62.2(2) . . . . ?
C5 C4 C7 C8 63.1(2) . . . . ?
C3 C4 C7 C10 59.1(2) . . . . ?
C5 C4 C7 C10 -175.55(16) . . . . ?
C3 C4 C7 C9 177.55(15) . . . . ?
C5 C4 C7 C9 -57.2(2) . . . . ?
O2 C11 C12 C17 18.9(3) . . . . ?
O1 C11 C12 C17 -157.40(16) . . . . ?
O2 C11 C12 C13 -165.01(18) . . . . ?
O1 C11 C12 C13 18.7(3) . . . . ?
C17 C12 C13 C14 1.5(3) . . . . ?
C11 C12 C13 C14 -174.53(17) . . . . ?
C17 C12 C13 N1 -174.28(16) . . . . ?
C11 C12 C13 N1 9.7(3) . . . . ?
C12 C13 C14 C15 -1.2(3) . . . . ?
N1 C13 C14 C15 174.92(16) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C13 C14 C15 N2 -179.01(16) . . . . ?
C14 C15 C16 C17 0.5(3) . . . . ?
N2 C15 C16 C17 179.64(16) . . . . ?
C15 C16 C17 C12 -0.2(3) . . . . ?
C13 C12 C17 C16 -0.8(3) . . . . ?
C11 C12 C17 C16 175.52(17) . . . . ?
C14 C13 N1 O4 65.2(2) . . . . ?
C12 C13 N1 O4 -118.70(19) . . . . ?
C14 C13 N1 O3 -112.05(19) . . . . ?
C12 C13 N1 O3 64.1(2) . . . . ?
C14 C15 N2 O6 175.16(18) . . . . ?
C16 C15 N2 O6 -4.0(3) . . . . ?
C14 C15 N2 O5 -4.1(3) . . . . ?
C16 C15 N2 O5 176.79(17) . . . . ?
O2 C11 O1 C1 -1.1(3) . . . . ?
C12 C11 O1 C1 175.08(14) . . . . ?
C6 C1 O1 C11 81.80(19) . . . . ?
C2 C1 O1 C11 -156.83(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.047


data_compound4f
_database_code_CSD               205440

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          118-119.5
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H22 N2 O6'
_chemical_formula_weight         350.37

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   16.441(2)
_cell_length_b                   5.981(2)
_cell_length_c                   18.722(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.47(2)
_cell_angle_gamma                90.00
_cell_volume                     1735.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      20
_cell_measurement_theta_max      25

_exptl_crystal_description       needles
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744
_exptl_absorpt_coefficient_mu    0.856
_exptl_absorpt_correction_type   Analytical
_exptl_absorpt_correction_T_min  0.69
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_process_details   'ABSORB Platon'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            3027
_diffrn_reflns_av_R_equivalents  0.0080
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.87
_diffrn_reflns_theta_max         65.00
_reflns_number_total             2923
_reflns_number_gt                2622
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0621P)^2^+0.6469P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0049(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2923
_refine_ls_number_parameters     227
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0360
_refine_ls_wR_factor_ref         0.1048
_refine_ls_wR_factor_gt          0.1014
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_restrained_S_all      1.012
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.75206(9) 0.2376(2) 0.11422(8) 0.0277(3) Uani 1 1 d . . .
H1 H 0.7409 0.2934 0.0615 0.033 Uiso 1 1 calc R . .
C2 C 0.82532(9) 0.0697(3) 0.13480(8) 0.0300(3) Uani 1 1 d . . .
H2A H 0.8751 0.1355 0.1237 0.036 Uiso 1 1 calc R . .
H2B H 0.8067 -0.0648 0.1027 0.036 Uiso 1 1 calc R . .
C3 C 0.85412(9) 0.0001(2) 0.21788(8) 0.0286(3) Uani 1 1 d . . .
H3A H 0.9048 -0.0999 0.2288 0.034 Uiso 1 1 calc R . .
H3B H 0.8071 -0.0848 0.2275 0.034 Uiso 1 1 calc R . .
C4 C 0.87776(8) 0.2023(2) 0.27135(8) 0.0254(3) Uani 1 1 d . . .
H4 H 0.9241 0.2854 0.2589 0.030 Uiso 1 1 calc R . .
C5 C 0.79926(9) 0.3580(2) 0.25149(8) 0.0289(3) Uani 1 1 d . . .
H5A H 0.7509 0.2794 0.2610 0.035 Uiso 1 1 calc R . .
H5B H 0.8137 0.4912 0.2848 0.035 Uiso 1 1 calc R . .
C6 C 0.77105(9) 0.4326(2) 0.16897(9) 0.0302(3) Uani 1 1 d . . .
H6A H 0.7187 0.5265 0.1580 0.036 Uiso 1 1 calc R . .
H6B H 0.8171 0.5256 0.1611 0.036 Uiso 1 1 calc R . .
C7 C 0.91561(9) 0.1386(2) 0.35656(8) 0.0275(3) Uani 1 1 d . . .
C8 C 0.84922(10) 0.0217(3) 0.38448(9) 0.0374(4) Uani 1 1 d . . .
H8A H 0.7992 0.1198 0.3766 0.056 Uiso 1 1 calc R . .
H8B H 0.8752 -0.0120 0.4386 0.056 Uiso 1 1 calc R . .
H8C H 0.8307 -0.1177 0.3562 0.056 Uiso 1 1 calc R . .
C9 C 0.99316(10) -0.0162(3) 0.36928(9) 0.0361(4) Uani 1 1 d . . .
H9A H 1.0361 0.0574 0.3515 0.054 Uiso 1 1 calc R . .
H9B H 0.9743 -0.1556 0.3411 0.054 Uiso 1 1 calc R . .
H9C H 1.0188 -0.0496 0.4234 0.054 Uiso 1 1 calc R . .
C10 C 0.94815(10) 0.3490(3) 0.40428(9) 0.0354(4) Uani 1 1 d . . .
H10A H 0.9908 0.4248 0.3866 0.053 Uiso 1 1 calc R . .
H10B H 0.9749 0.3069 0.4576 0.053 Uiso 1 1 calc R . .
H10C H 0.8995 0.4499 0.3991 0.053 Uiso 1 1 calc R . .
C11 C 0.59970(9) 0.2060(2) 0.08213(7) 0.0239(3) Uani 1 1 d . . .
C12 C 0.52764(8) 0.0755(2) 0.09365(7) 0.0223(3) Uani 1 1 d . . .
C13 C 0.54188(9) -0.1248(2) 0.13369(7) 0.0251(3) Uani 1 1 d . . .
H13 H 0.5983 -0.1856 0.1541 0.030 Uiso 1 1 calc R . .
C14 C 0.47199(9) -0.2327(2) 0.14290(7) 0.0256(3) Uani 1 1 d . . .
C15 C 0.38924(10) -0.1510(2) 0.11525(7) 0.0278(3) Uani 1 1 d . . .
H15 H 0.3422 -0.2277 0.1228 0.033 Uiso 1 1 calc R . .
C16 C 0.37792(9) 0.0490(2) 0.07584(7) 0.0248(3) Uani 1 1 d . . .
C17 C 0.44503(9) 0.1639(2) 0.06378(7) 0.0232(3) Uani 1 1 d . . .
H17 H 0.4350 0.2996 0.0358 0.028 Uiso 1 1 calc R . .
N1 N 0.48692(9) -0.4433(2) 0.18613(6) 0.0317(3) Uani 1 1 d . . .
N2 N 0.29108(8) 0.1462(2) 0.04729(7) 0.0307(3) Uani 1 1 d . . .
O1 O 0.67630(6) 0.11460(16) 0.11842(5) 0.0265(3) Uani 1 1 d . . .
O2 O 0.58821(6) 0.37349(17) 0.04430(6) 0.0313(3) Uani 1 1 d . . .
O3 O 0.56050(8) -0.51668(18) 0.21050(6) 0.0388(3) Uani 1 1 d . . .
O4 O 0.42428(8) -0.53658(19) 0.19452(6) 0.0418(3) Uani 1 1 d . . .
O5 O 0.23166(7) 0.0366(2) 0.05454(7) 0.0468(3) Uani 1 1 d . . .
O6 O 0.28245(7) 0.32917(19) 0.01698(7) 0.0415(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0244(7) 0.0255(8) 0.0324(7) 0.0032(6) 0.0083(6) -0.0026(6)
C2 0.0281(7) 0.0270(8) 0.0342(8) -0.0040(6) 0.0094(6) 0.0013(6)
C3 0.0271(7) 0.0212(7) 0.0352(8) -0.0019(6) 0.0074(6) 0.0046(6)
C4 0.0236(7) 0.0202(7) 0.0328(7) -0.0010(6) 0.0099(6) -0.0004(5)
C5 0.0288(7) 0.0196(7) 0.0372(8) -0.0037(6) 0.0094(6) 0.0022(6)
C6 0.0257(7) 0.0201(7) 0.0418(8) 0.0013(6) 0.0070(6) 0.0008(6)
C7 0.0280(7) 0.0230(7) 0.0315(7) -0.0003(6) 0.0100(6) 0.0001(6)
C8 0.0410(8) 0.0351(9) 0.0393(8) 0.0024(7) 0.0178(7) -0.0031(7)
C9 0.0344(8) 0.0359(9) 0.0350(8) 0.0028(7) 0.0078(6) 0.0086(7)
C10 0.0374(8) 0.0320(8) 0.0347(8) -0.0040(7) 0.0090(6) -0.0023(7)
C11 0.0270(7) 0.0217(7) 0.0213(6) 0.0006(6) 0.0058(5) 0.0015(5)
C12 0.0279(7) 0.0206(7) 0.0173(6) -0.0019(5) 0.0062(5) -0.0011(5)
C13 0.0334(7) 0.0217(7) 0.0188(6) -0.0023(5) 0.0070(5) -0.0003(6)
C14 0.0421(8) 0.0181(7) 0.0173(6) -0.0011(5) 0.0106(6) -0.0027(6)
C15 0.0391(8) 0.0251(7) 0.0228(7) -0.0041(6) 0.0148(6) -0.0088(6)
C16 0.0290(7) 0.0251(7) 0.0209(6) -0.0027(5) 0.0090(5) -0.0021(6)
C17 0.0311(7) 0.0198(7) 0.0194(6) -0.0014(5) 0.0095(5) -0.0014(5)
N1 0.0543(8) 0.0210(6) 0.0201(6) -0.0013(5) 0.0126(6) -0.0050(6)
N2 0.0302(6) 0.0328(7) 0.0327(6) -0.0003(5) 0.0151(5) -0.0033(5)
O1 0.0237(5) 0.0217(5) 0.0311(5) 0.0036(4) 0.0050(4) -0.0006(4)
O2 0.0281(5) 0.0294(6) 0.0351(6) 0.0122(5) 0.0090(4) 0.0012(4)
O3 0.0592(7) 0.0264(6) 0.0299(6) 0.0064(4) 0.0136(5) 0.0075(5)
O4 0.0642(8) 0.0304(6) 0.0330(6) 0.0029(5) 0.0190(5) -0.0158(5)
O5 0.0348(6) 0.0467(7) 0.0660(8) 0.0086(6) 0.0263(6) -0.0056(5)
O6 0.0335(6) 0.0375(7) 0.0552(7) 0.0151(5) 0.0169(5) 0.0049(5)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.4712(16) . ?
C1 C2 1.516(2) . ?
C1 C6 1.515(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.525(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.5350(19) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.5334(19) . ?
C4 C7 1.554(2) . ?
C4 H4 1.0000 . ?
C5 C6 1.524(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.528(2) . ?
C7 C9 1.529(2) . ?
C7 C10 1.533(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O2 1.2049(17) . ?
C11 O1 1.3326(16) . ?
C11 C12 1.4931(19) . ?
C12 C17 1.389(2) . ?
C12 C13 1.391(2) . ?
C13 C14 1.378(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.374(2) . ?
C14 N1 1.4730(18) . ?
C15 C16 1.385(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.3807(19) . ?
C16 N2 1.4676(19) . ?
C17 H17 0.9500 . ?
N1 O3 1.2231(17) . ?
N1 O4 1.2265(17) . ?
N2 O6 1.2188(17) . ?
N2 O5 1.2212(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 105.68(11) . . ?
O1 C1 C6 109.64(11) . . ?
C2 C1 C6 111.77(12) . . ?
O1 C1 H1 109.9 . . ?
C2 C1 H1 109.9 . . ?
C6 C1 H1 109.9 . . ?
C1 C2 C3 112.99(12) . . ?
C1 C2 H2A 109.0 . . ?
C3 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C3 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
C2 C3 C4 112.01(12) . . ?
C2 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C5 C4 C3 108.10(11) . . ?
C5 C4 C7 114.48(11) . . ?
C3 C4 C7 113.82(11) . . ?
C5 C4 H4 106.6 . . ?
C3 C4 H4 106.6 . . ?
C7 C4 H4 106.6 . . ?
C6 C5 C4 111.76(12) . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5B 109.3 . . ?
C4 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C1 C6 C5 112.62(12) . . ?
C1 C6 H6A 109.1 . . ?
C5 C6 H6A 109.1 . . ?
C1 C6 H6B 109.1 . . ?
C5 C6 H6B 109.1 . . ?
H6A C6 H6B 107.8 . . ?
C8 C7 C9 108.88(12) . . ?
C8 C7 C10 109.06(12) . . ?
C9 C7 C10 107.18(12) . . ?
C8 C7 C4 112.10(12) . . ?
C9 C7 C4 109.64(11) . . ?
C10 C7 C4 109.84(12) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O1 125.25(13) . . ?
O2 C11 C12 122.88(12) . . ?
O1 C11 C12 111.87(11) . . ?
C17 C12 C13 120.71(13) . . ?
C17 C12 C11 117.35(12) . . ?
C13 C12 C11 121.92(12) . . ?
C14 C13 C12 118.25(13) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C15 C14 C13 123.25(13) . . ?
C15 C14 N1 118.30(13) . . ?
C13 C14 N1 118.43(13) . . ?
C14 C15 C16 116.64(13) . . ?
C14 C15 H15 121.7 . . ?
C16 C15 H15 121.7 . . ?
C17 C16 C15 122.95(13) . . ?
C17 C16 N2 118.48(12) . . ?
C15 C16 N2 118.55(12) . . ?
C16 C17 C12 118.19(13) . . ?
C16 C17 H17 120.9 . . ?
C12 C17 H17 120.9 . . ?
O3 N1 O4 123.88(13) . . ?
O3 N1 C14 118.34(12) . . ?
O4 N1 C14 117.77(13) . . ?
O6 N2 O5 124.10(13) . . ?
O6 N2 C16 118.26(12) . . ?
O5 N2 C16 117.63(12) . . ?
C11 O1 C1 116.15(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -69.11(14) . . . . ?
C6 C1 C2 C3 50.10(16) . . . . ?
C1 C2 C3 C4 -54.52(16) . . . . ?
C2 C3 C4 C5 57.02(15) . . . . ?
C2 C3 C4 C7 -174.60(11) . . . . ?
C3 C4 C5 C6 -57.78(15) . . . . ?
C7 C4 C5 C6 174.22(11) . . . . ?
O1 C1 C6 C5 66.05(14) . . . . ?
C2 C1 C6 C5 -50.80(16) . . . . ?
C4 C5 C6 C1 56.02(15) . . . . ?
C5 C4 C7 C8 58.97(16) . . . . ?
C3 C4 C7 C8 -66.07(15) . . . . ?
C5 C4 C7 C9 -179.98(12) . . . . ?
C3 C4 C7 C9 54.98(15) . . . . ?
C5 C4 C7 C10 -62.45(15) . . . . ?
C3 C4 C7 C10 172.51(12) . . . . ?
O2 C11 C12 C17 -5.11(19) . . . . ?
O1 C11 C12 C17 174.85(11) . . . . ?
O2 C11 C12 C13 175.97(12) . . . . ?
O1 C11 C12 C13 -4.07(18) . . . . ?
C17 C12 C13 C14 -0.04(19) . . . . ?
C11 C12 C13 C14 178.85(11) . . . . ?
C12 C13 C14 C15 -0.8(2) . . . . ?
C12 C13 C14 N1 -179.19(11) . . . . ?
C13 C14 C15 C16 0.7(2) . . . . ?
N1 C14 C15 C16 179.10(11) . . . . ?
C14 C15 C16 C17 0.23(19) . . . . ?
C14 C15 C16 N2 -178.15(12) . . . . ?
C15 C16 C17 C12 -1.0(2) . . . . ?
N2 C16 C17 C12 177.40(11) . . . . ?
C13 C12 C17 C16 0.87(19) . . . . ?
C11 C12 C17 C16 -178.07(11) . . . . ?
C15 C14 N1 O3 179.72(12) . . . . ?
C13 C14 N1 O3 -1.77(18) . . . . ?
C15 C14 N1 O4 0.81(18) . . . . ?
C13 C14 N1 O4 179.32(12) . . . . ?
C17 C16 N2 O6 -3.13(19) . . . . ?
C15 C16 N2 O6 175.32(12) . . . . ?
C17 C16 N2 O5 175.86(12) . . . . ?
C15 C16 N2 O5 -5.70(19) . . . . ?
O2 C11 O1 C1 3.29(19) . . . . ?
C12 C11 O1 C1 -176.67(10) . . . . ?
C2 C1 O1 C11 -161.16(11) . . . . ?
C6 C1 O1 C11 78.23(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        65.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.041

data_compound4g
_database_code_CSD               205441

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          55-57
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H19 Cl3 O2'
_chemical_formula_weight         301.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.6540(10)
_cell_length_b                   6.026(2)
_cell_length_c                   13.044(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.090(10)
_cell_angle_gamma                90.00
_cell_volume                     725.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      20
_cell_measurement_theta_max      30

_exptl_crystal_description       needles
_exptl_crystal_colour            brown
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             316
_exptl_absorpt_coefficient_mu    5.630
_exptl_absorpt_correction_type   Analytical
_exptl_absorpt_correction_T_min  0.22
_exptl_absorpt_correction_T_max  0.67
_exptl_absorpt_process_details   'ABSORB Platon'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            1733
_diffrn_reflns_av_R_equivalents  0.0665
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.54
_diffrn_reflns_theta_max         74.89
_reflns_number_total             1636
_reflns_number_gt                1589
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.1044P)^2^+0.1497P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0082(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_number_reflns         1636
_refine_ls_number_parameters     155
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0371
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0966
_refine_ls_goodness_of_fit_ref   0.846
_refine_ls_restrained_S_all      0.845
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4610(3) 0.5887(6) 0.6742(2) 0.0248(6) Uani 1 1 d . . .
H1 H 0.5461 0.5471 0.6493 0.030 Uiso 1 1 calc R . .
C2 C 0.5061(3) 0.7565(6) 0.7639(2) 0.0271(7) Uani 1 1 d . . .
H2A H 0.5360 0.8955 0.7359 0.033 Uiso 1 1 calc R . .
H2B H 0.5907 0.6987 0.8206 0.033 Uiso 1 1 calc R . .
C3 C 0.3835(3) 0.8073(6) 0.8126(2) 0.0247(6) Uani 1 1 d . . .
H3A H 0.3040 0.8831 0.7583 0.030 Uiso 1 1 calc R . .
H3B H 0.4198 0.9097 0.8740 0.030 Uiso 1 1 calc R . .
C4 C 0.3239(3) 0.5978(5) 0.8510(2) 0.0195(5) Uani 1 1 d . . .
H4 H 0.4070 0.5240 0.9045 0.023 Uiso 1 1 calc R . .
C5 C 0.2724(3) 0.4397(6) 0.7556(2) 0.0240(6) Uani 1 1 d . . .
H5A H 0.1913 0.5092 0.7000 0.029 Uiso 1 1 calc R . .
H5B H 0.2359 0.3013 0.7794 0.029 Uiso 1 1 calc R . .
C6 C 0.3943(4) 0.3829(6) 0.7068(2) 0.0277(7) Uani 1 1 d . . .
H6A H 0.4704 0.2980 0.7597 0.033 Uiso 1 1 calc R . .
H6B H 0.3552 0.2874 0.6430 0.033 Uiso 1 1 calc R . .
C7 C 0.2069(3) 0.6479(6) 0.9090(2) 0.0257(7) Uani 1 1 d . . .
C8 C 0.2741(4) 0.7906(8) 1.0083(2) 0.0367(8) Uani 1 1 d . . .
H8A H 0.3076 0.9314 0.9864 0.055 Uiso 1 1 calc R . .
H8B H 0.3564 0.7116 1.0566 0.055 Uiso 1 1 calc R . .
H8C H 0.2013 0.8201 1.0455 0.055 Uiso 1 1 calc R . .
C9 C 0.0749(3) 0.7682(8) 0.8359(2) 0.0344(8) Uani 1 1 d . . .
H9A H 0.1061 0.9071 0.8104 0.052 Uiso 1 1 calc R . .
H9B H 0.0061 0.8011 0.8761 0.052 Uiso 1 1 calc R . .
H9C H 0.0280 0.6735 0.7744 0.052 Uiso 1 1 calc R . .
C10 C 0.1571(5) 0.4319(9) 0.9470(3) 0.0449(9) Uani 1 1 d . . .
H10A H 0.1118 0.3377 0.8850 0.067 Uiso 1 1 calc R . .
H10B H 0.0867 0.4641 0.9860 0.067 Uiso 1 1 calc R . .
H10C H 0.2408 0.3546 0.9947 0.067 Uiso 1 1 calc R . .
C11 C 0.3399(3) 0.6335(6) 0.4883(2) 0.0210(6) Uani 1 1 d . . .
C12 C 0.2059(3) 0.7458(5) 0.4085(2) 0.0218(6) Uani 1 1 d . . .
O1 O 0.3496(2) 0.6996(4) 0.58677(15) 0.0228(4) Uani 1 1 d . . .
O2 O 0.4139(2) 0.5019(5) 0.46062(17) 0.0313(5) Uani 1 1 d . . .
Cl1 Cl 0.20147(8) 1.03268(12) 0.43233(6) 0.0273(2) Uani 1 1 d . . .
Cl2 Cl 0.20956(8) 0.70131(15) 0.27572(5) 0.0309(2) Uani 1 1 d . . .
Cl3 Cl 0.05085(7) 0.61547(15) 0.42818(6) 0.0311(2) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0203(12) 0.0308(18) 0.0212(13) 0.0032(13) 0.0028(10) 0.0075(12)
C2 0.0224(13) 0.0339(18) 0.0246(13) 0.0007(13) 0.0063(11) -0.0056(13)
C3 0.0295(15) 0.0205(14) 0.0230(13) -0.0043(12) 0.0061(11) -0.0048(12)
C4 0.0211(12) 0.0187(13) 0.0164(11) 0.0004(11) 0.0018(9) -0.0012(11)
C5 0.0301(14) 0.0187(13) 0.0212(13) 0.0002(12) 0.0044(11) -0.0037(13)
C6 0.0360(16) 0.0206(14) 0.0250(14) 0.0005(12) 0.0066(13) 0.0070(13)
C7 0.0227(13) 0.0336(18) 0.0201(13) 0.0022(13) 0.0053(11) -0.0002(13)
C8 0.0373(17) 0.050(2) 0.0216(14) -0.0078(16) 0.0067(13) 0.0033(17)
C9 0.0247(14) 0.051(2) 0.0259(14) -0.0005(15) 0.0050(12) 0.0093(15)
C10 0.047(2) 0.050(2) 0.0435(18) 0.009(2) 0.0227(16) -0.008(2)
C11 0.0199(12) 0.0229(14) 0.0198(12) -0.0006(11) 0.0052(10) -0.0009(12)
C12 0.0167(12) 0.0252(16) 0.0219(13) -0.0007(12) 0.0030(10) -0.0003(11)
O1 0.0221(9) 0.0284(11) 0.0173(8) 0.0015(9) 0.0049(7) 0.0056(9)
O2 0.0293(11) 0.0372(14) 0.0265(10) -0.0028(11) 0.0067(8) 0.0121(11)
Cl1 0.0292(4) 0.0220(3) 0.0284(3) 0.0019(3) 0.0049(3) 0.0035(3)
Cl2 0.0295(4) 0.0433(5) 0.0185(3) -0.0019(3) 0.0050(2) 0.0009(3)
Cl3 0.0207(3) 0.0374(4) 0.0358(4) 0.0020(3) 0.0094(3) -0.0059(3)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.478(3) . ?
C1 C2 1.510(4) . ?
C1 C6 1.515(5) . ?
C1 H1 1.0000 . ?
C2 C3 1.529(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.531(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.529(4) . ?
C4 C7 1.562(4) . ?
C4 H4 1.0000 . ?
C5 C6 1.532(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C10 1.520(5) . ?
C7 C9 1.531(4) . ?
C7 C8 1.532(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O2 1.192(4) . ?
C11 O1 1.321(3) . ?
C11 C12 1.557(4) . ?
C12 Cl1 1.759(3) . ?
C12 Cl2 1.763(3) . ?
C12 Cl3 1.775(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 105.9(3) . . ?
O1 C1 C6 108.3(2) . . ?
C2 C1 C6 112.4(2) . . ?
O1 C1 H1 110.1 . . ?
C2 C1 H1 110.1 . . ?
C6 C1 H1 110.1 . . ?
C1 C2 C3 111.9(2) . . ?
C1 C2 H2A 109.2 . . ?
C3 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
C3 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 C3 C4 112.5(3) . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3B 109.1 . . ?
C4 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
C5 C4 C3 108.1(2) . . ?
C5 C4 C7 114.0(2) . . ?
C3 C4 C7 113.2(3) . . ?
C5 C4 H4 107.1 . . ?
C3 C4 H4 107.1 . . ?
C7 C4 H4 107.1 . . ?
C4 C5 C6 111.8(2) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C1 C6 C5 112.0(3) . . ?
C1 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C1 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C10 C7 C9 108.9(3) . . ?
C10 C7 C8 107.5(3) . . ?
C9 C7 C8 109.2(3) . . ?
C10 C7 C4 109.6(3) . . ?
C9 C7 C4 112.2(2) . . ?
C8 C7 C4 109.4(2) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O1 128.1(3) . . ?
O2 C11 C12 122.7(3) . . ?
O1 C11 C12 109.1(2) . . ?
C11 C12 Cl1 111.6(2) . . ?
C11 C12 Cl2 109.8(2) . . ?
Cl1 C12 Cl2 109.37(17) . . ?
C11 C12 Cl3 106.3(2) . . ?
Cl1 C12 Cl3 110.11(17) . . ?
Cl2 C12 Cl3 109.64(16) . . ?
C11 O1 C1 116.2(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 67.0(3) . . . . ?
C6 C1 C2 C3 -51.0(4) . . . . ?
C1 C2 C3 C4 55.0(3) . . . . ?
C2 C3 C4 C5 -57.2(3) . . . . ?
C2 C3 C4 C7 175.5(2) . . . . ?
C3 C4 C5 C6 57.4(3) . . . . ?
C7 C4 C5 C6 -175.8(3) . . . . ?
O1 C1 C6 C5 -65.0(3) . . . . ?
C2 C1 C6 C5 51.6(3) . . . . ?
C4 C5 C6 C1 -55.7(3) . . . . ?
C5 C4 C7 C10 57.5(3) . . . . ?
C3 C4 C7 C10 -178.4(3) . . . . ?
C5 C4 C7 C9 -63.6(4) . . . . ?
C3 C4 C7 C9 60.5(3) . . . . ?
C5 C4 C7 C8 175.1(3) . . . . ?
C3 C4 C7 C8 -60.8(3) . . . . ?
O2 C11 C12 Cl1 -135.3(3) . . . . ?
O1 C11 C12 Cl1 47.9(3) . . . . ?
O2 C11 C12 Cl2 -13.9(4) . . . . ?
O1 C11 C12 Cl2 169.3(2) . . . . ?
O2 C11 C12 Cl3 104.6(3) . . . . ?
O1 C11 C12 Cl3 -72.2(3) . . . . ?
O2 C11 O1 C1 -3.5(5) . . . . ?
C12 C11 O1 C1 173.1(2) . . . . ?
C2 C1 O1 C11 151.1(3) . . . . ?
C6 C1 O1 C11 -88.1(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        74.89
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.761
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.077

data_compound4h
_database_code_CSD               205442

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H22 Cl N O4'
_chemical_formula_weight         339.81

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.9757(3)
_cell_length_b                   36.6182(8)
_cell_length_c                   7.0342(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 107.5550(10)
_cell_angle_gamma                90.00
_cell_volume                     1713.12(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25460
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       slab
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_absorpt_coefficient_mu    0.242
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_diffrn_measurement_method       CCD
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10738
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_sigmaI/netI    0.0624
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -43
_diffrn_reflns_limit_k_max       43
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.34
_diffrn_reflns_theta_max         25.00
_reflns_number_total             2860
_reflns_number_gt                1991
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0412P)^2^+0.0407P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2860
_refine_ls_number_parameters     208
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.0947
_refine_ls_wR_factor_gt          0.0865
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1205(3) -0.12455(6) 0.5856(3) 0.0300(5) Uani 1 1 d . . .
H1 H -0.0012 -0.1167 0.4765 0.036 Uiso 1 1 calc R . .
C2 C 0.2394(3) -0.15216(6) 0.5072(3) 0.0327(6) Uani 1 1 d . . .
H2A H 0.2887 -0.1404 0.4040 0.039 Uiso 1 1 calc R . .
H2B H 0.1496 -0.1725 0.4434 0.039 Uiso 1 1 calc R . .
C3 C 0.4177(3) -0.16739(6) 0.6708(3) 0.0291(5) Uani 1 1 d . . .
H3A H 0.5160 -0.1476 0.7234 0.035 Uiso 1 1 calc R . .
H3B H 0.4850 -0.1864 0.6136 0.035 Uiso 1 1 calc R . .
C4 C 0.3529(3) -0.18393(6) 0.8424(3) 0.0267(5) Uani 1 1 d . . .
H4 H 0.2529 -0.2034 0.7815 0.032 Uiso 1 1 calc R . .
C5 C 0.2388(3) -0.15516(6) 0.9230(3) 0.0311(5) Uani 1 1 d . . .
H5A H 0.3318 -0.1350 0.9840 0.037 Uiso 1 1 calc R . .
H5B H 0.1906 -0.1663 1.0285 0.037 Uiso 1 1 calc R . .
C6 C 0.0593(3) -0.13958(6) 0.7602(3) 0.0325(6) Uani 1 1 d . . .
H6A H -0.0424 -0.1590 0.7118 0.039 Uiso 1 1 calc R . .
H6B H -0.0031 -0.1198 0.8174 0.039 Uiso 1 1 calc R . .
C7 C 0.5263(3) -0.20321(6) 1.0053(3) 0.0321(6) Uani 1 1 d . . .
C8 C 0.6818(4) -0.17579(7) 1.1244(4) 0.0525(7) Uani 1 1 d . . .
H8A H 0.6151 -0.1575 1.1845 0.079 Uiso 1 1 calc R . .
H8B H 0.7459 -0.1636 1.0353 0.079 Uiso 1 1 calc R . .
H8C H 0.7841 -0.1886 1.2297 0.079 Uiso 1 1 calc R . .
C9 C 0.6314(4) -0.23113(7) 0.9103(3) 0.0447(7) Uani 1 1 d . . .
H9A H 0.5323 -0.2486 0.8321 0.067 Uiso 1 1 calc R . .
H9B H 0.7334 -0.2442 1.0150 0.067 Uiso 1 1 calc R . .
H9C H 0.6959 -0.2186 0.8228 0.067 Uiso 1 1 calc R . .
C10 C 0.4366(4) -0.22384(7) 1.1491(4) 0.0513(7) Uani 1 1 d . . .
H10A H 0.3669 -0.2066 1.2116 0.077 Uiso 1 1 calc R . .
H10B H 0.5448 -0.2359 1.2523 0.077 Uiso 1 1 calc R . .
H10C H 0.3411 -0.2422 1.0749 0.077 Uiso 1 1 calc R . .
C11 C 0.1780(3) -0.06046(6) 0.6520(3) 0.0248(5) Uani 1 1 d . . .
C12 C 0.3361(3) -0.03180(6) 0.7033(3) 0.0226(5) Uani 1 1 d . . .
C13 C 0.2788(3) 0.00446(6) 0.7147(3) 0.0231(5) Uani 1 1 d . . .
H13 H 0.1420 0.0104 0.6974 0.028 Uiso 1 1 calc R . .
C14 C 0.4220(3) 0.03158(6) 0.7510(3) 0.0225(5) Uani 1 1 d . . .
C15 C 0.6244(3) 0.02350(6) 0.7836(3) 0.0244(5) Uani 1 1 d . . .
C16 C 0.6816(3) -0.01239(6) 0.7762(3) 0.0278(5) Uani 1 1 d . . .
H16 H 0.8196 -0.0182 0.8006 0.033 Uiso 1 1 calc R . .
C17 C 0.5387(3) -0.04007(6) 0.7334(3) 0.0265(5) Uani 1 1 d . . .
H17 H 0.5788 -0.0646 0.7245 0.032 Uiso 1 1 calc R . .
N1 N 0.3542(3) 0.06959(5) 0.7486(3) 0.0275(4) Uani 1 1 d . . .
O1 O 0.2572(2) -0.09358(4) 0.6530(2) 0.0284(4) Uani 1 1 d . . .
O2 O -0.0009(2) -0.05414(4) 0.6107(2) 0.0301(4) Uani 1 1 d . . .
O3 O 0.2371(2) 0.07688(4) 0.8439(2) 0.0340(4) Uani 1 1 d . . .
O4 O 0.4141(2) 0.09179(4) 0.6487(2) 0.0368(4) Uani 1 1 d . . .
Cl1 Cl 0.80951(8) 0.056615(16) 0.84170(8) 0.03503(19) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0289(12) 0.0244(14) 0.0309(13) -0.0015(11) 0.0001(10) 0.0013(10)
C2 0.0433(14) 0.0271(14) 0.0271(13) -0.0007(11) 0.0097(10) 0.0037(11)
C3 0.0339(13) 0.0245(13) 0.0311(13) 0.0002(11) 0.0129(10) 0.0055(10)
C4 0.0297(12) 0.0195(13) 0.0283(12) -0.0029(10) 0.0049(9) -0.0032(9)
C5 0.0374(13) 0.0256(13) 0.0328(13) 0.0023(11) 0.0145(10) 0.0005(11)
C6 0.0297(13) 0.0255(14) 0.0431(14) -0.0010(12) 0.0124(11) 0.0024(10)
C7 0.0376(13) 0.0255(13) 0.0304(13) 0.0014(11) 0.0060(10) 0.0040(11)
C8 0.0456(16) 0.0382(17) 0.0553(17) -0.0042(14) -0.0126(13) 0.0058(13)
C9 0.0487(16) 0.0373(16) 0.0417(15) 0.0022(12) 0.0040(12) 0.0168(12)
C10 0.0646(19) 0.0483(18) 0.0398(15) 0.0159(13) 0.0140(13) 0.0150(14)
C11 0.0306(13) 0.0255(14) 0.0177(11) 0.0008(10) 0.0065(9) 0.0075(11)
C12 0.0271(12) 0.0242(13) 0.0165(11) 0.0002(10) 0.0064(9) 0.0031(10)
C13 0.0244(11) 0.0284(14) 0.0173(11) 0.0019(10) 0.0075(9) 0.0045(10)
C14 0.0265(12) 0.0216(12) 0.0199(12) 0.0018(10) 0.0076(9) 0.0034(10)
C15 0.0262(12) 0.0311(14) 0.0159(11) -0.0015(10) 0.0062(9) -0.0035(10)
C16 0.0253(12) 0.0358(15) 0.0230(12) -0.0002(11) 0.0083(9) 0.0039(10)
C17 0.0325(13) 0.0275(14) 0.0206(12) -0.0005(10) 0.0094(9) 0.0051(10)
N1 0.0264(10) 0.0268(12) 0.0270(11) -0.0026(10) 0.0046(8) -0.0019(9)
O1 0.0283(8) 0.0196(9) 0.0359(9) 0.0002(7) 0.0077(7) 0.0026(7)
O2 0.0266(9) 0.0265(9) 0.0351(9) -0.0013(7) 0.0064(7) 0.0035(7)
O3 0.0328(9) 0.0343(10) 0.0381(9) -0.0032(8) 0.0156(7) 0.0042(7)
O4 0.0413(10) 0.0272(10) 0.0443(10) 0.0058(8) 0.0166(8) -0.0040(8)
Cl1 0.0274(3) 0.0401(4) 0.0367(4) -0.0024(3) 0.0082(2) -0.0066(3)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.466(2) . ?
C1 C2 1.513(3) . ?
C1 C6 1.520(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.523(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.536(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.529(3) . ?
C4 C7 1.562(3) . ?
C4 H4 1.0000 . ?
C5 C6 1.530(3) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.524(3) . ?
C7 C8 1.529(3) . ?
C7 C10 1.539(3) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O2 1.215(2) . ?
C11 O1 1.332(2) . ?
C11 C12 1.486(3) . ?
C12 C13 1.396(3) . ?
C12 C17 1.398(3) . ?
C13 C14 1.377(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.392(3) . ?
C14 N1 1.468(3) . ?
C15 C16 1.379(3) . ?
C15 Cl1 1.728(2) . ?
C16 C17 1.389(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
N1 O4 1.227(2) . ?
N1 O3 1.232(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 105.08(17) . . ?
O1 C1 C6 109.45(16) . . ?
C2 C1 C6 111.76(18) . . ?
O1 C1 H1 110.1 . . ?
C2 C1 H1 110.1 . . ?
C6 C1 H1 110.1 . . ?
C1 C2 C3 112.45(18) . . ?
C1 C2 H2A 109.1 . . ?
C3 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C3 C2 H2B 109.1 . . ?
H2A C2 H2B 107.8 . . ?
C2 C3 C4 111.78(17) . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 107.9 . . ?
C5 C4 C3 109.24(17) . . ?
C5 C4 C7 114.47(16) . . ?
C3 C4 C7 114.10(17) . . ?
C5 C4 H4 106.1 . . ?
C3 C4 H4 106.1 . . ?
C7 C4 H4 106.1 . . ?
C4 C5 C6 112.30(18) . . ?
C4 C5 H5A 109.1 . . ?
C6 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
C6 C5 H5B 109.1 . . ?
H5A C5 H5B 107.9 . . ?
C1 C6 C5 111.98(17) . . ?
C1 C6 H6A 109.2 . . ?
C5 C6 H6A 109.2 . . ?
C1 C6 H6B 109.2 . . ?
C5 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
C9 C7 C8 108.99(19) . . ?
C9 C7 C10 107.7(2) . . ?
C8 C7 C10 108.91(18) . . ?
C9 C7 C4 110.50(17) . . ?
C8 C7 C4 111.69(19) . . ?
C10 C7 C4 109.00(18) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O1 124.7(2) . . ?
O2 C11 C12 123.9(2) . . ?
O1 C11 C12 111.43(17) . . ?
C13 C12 C17 119.4(2) . . ?
C13 C12 C11 118.78(18) . . ?
C17 C12 C11 121.75(19) . . ?
C14 C13 C12 119.50(19) . . ?
C14 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
C13 C14 C15 121.4(2) . . ?
C13 C14 N1 117.92(18) . . ?
C15 C14 N1 120.69(19) . . ?
C16 C15 C14 119.13(19) . . ?
C16 C15 Cl1 118.28(16) . . ?
C14 C15 Cl1 122.55(17) . . ?
C15 C16 C17 120.46(19) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?
C16 C17 C12 120.1(2) . . ?
C16 C17 H17 120.0 . . ?
C12 C17 H17 120.0 . . ?
O4 N1 O3 124.30(18) . . ?
O4 N1 C14 118.09(17) . . ?
O3 N1 C14 117.59(17) . . ?
C11 O1 C1 118.31(16) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 65.9(2) . . . . ?
C6 C1 C2 C3 -52.7(2) . . . . ?
C1 C2 C3 C4 55.3(2) . . . . ?
C2 C3 C4 C5 -55.8(2) . . . . ?
C2 C3 C4 C7 174.62(18) . . . . ?
C3 C4 C5 C6 55.7(2) . . . . ?
C7 C4 C5 C6 -174.94(17) . . . . ?
O1 C1 C6 C5 -63.9(2) . . . . ?
C2 C1 C6 C5 52.0(2) . . . . ?
C4 C5 C6 C1 -54.6(2) . . . . ?
C5 C4 C7 C9 -179.65(19) . . . . ?
C3 C4 C7 C9 -52.8(2) . . . . ?
C5 C4 C7 C8 -58.1(2) . . . . ?
C3 C4 C7 C8 68.7(2) . . . . ?
C5 C4 C7 C10 62.2(2) . . . . ?
C3 C4 C7 C10 -170.87(19) . . . . ?
O2 C11 C12 C13 3.2(3) . . . . ?
O1 C11 C12 C13 -178.13(16) . . . . ?
O2 C11 C12 C17 -174.55(18) . . . . ?
O1 C11 C12 C17 4.1(3) . . . . ?
C17 C12 C13 C14 1.4(3) . . . . ?
C11 C12 C13 C14 -176.39(17) . . . . ?
C12 C13 C14 C15 -2.2(3) . . . . ?
C12 C13 C14 N1 175.96(17) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
N1 C14 C15 C16 -177.18(18) . . . . ?
C13 C14 C15 Cl1 -176.75(15) . . . . ?
N1 C14 C15 Cl1 5.1(3) . . . . ?
C14 C15 C16 C17 1.2(3) . . . . ?
Cl1 C15 C16 C17 178.95(14) . . . . ?
C15 C16 C17 C12 -2.0(3) . . . . ?
C13 C12 C17 C16 0.7(3) . . . . ?
C11 C12 C17 C16 178.38(17) . . . . ?
C13 C14 N1 O4 -130.31(19) . . . . ?
C15 C14 N1 O4 47.9(2) . . . . ?
C13 C14 N1 O3 48.2(2) . . . . ?
C15 C14 N1 O3 -133.66(18) . . . . ?
O2 C11 O1 C1 4.8(3) . . . . ?
C12 C11 O1 C1 -173.86(15) . . . . ?
C2 C1 O1 C11 152.66(16) . . . . ?
C6 C1 O1 C11 -87.2(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.946
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.946
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.046

data_compound4i
_database_code_CSD               205443

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          80-83
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H23 N O3'
_chemical_formula_weight         277.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.179(2)
_cell_length_b                   11.071(3)
_cell_length_c                   11.130(2)
_cell_angle_alpha                100.57(2)
_cell_angle_beta                 90.17(2)
_cell_angle_gamma                95.16(2)
_cell_volume                     745.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      12
_cell_measurement_theta_max      15

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             300
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            2888
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.39
_diffrn_reflns_theta_max         24.97
_reflns_number_total             2622
_reflns_number_gt                2196
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0785P)^2^+0.2995P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.011(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2622
_refine_ls_number_parameters     182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0531
_refine_ls_R_factor_gt           0.0439
_refine_ls_wR_factor_ref         0.1332
_refine_ls_wR_factor_gt          0.1252
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3865(3) 0.07958(15) 0.85672(14) 0.0234(4) Uani 1 1 d . . .
H1 H 0.4509 0.1144 0.9397 0.028 Uiso 1 1 calc R . .
C2 C 0.1834(3) -0.00456(16) 0.86885(15) 0.0275(4) Uani 1 1 d . . .
H2A H 0.0708 0.0457 0.9098 0.033 Uiso 1 1 calc R . .
H2B H 0.2174 -0.0636 0.9215 0.033 Uiso 1 1 calc R . .
C3 C 0.0918(3) -0.07673(15) 0.74619(15) 0.0241(4) Uani 1 1 d . . .
H3A H 0.0425 -0.0185 0.6965 0.029 Uiso 1 1 calc R . .
H3B H -0.0358 -0.1328 0.7605 0.029 Uiso 1 1 calc R . .
C4 C 0.2623(2) -0.15245(14) 0.67575(14) 0.0205(4) Uani 1 1 d . . .
H4 H 0.3132 -0.2067 0.7306 0.025 Uiso 1 1 calc R . .
C5 C 0.4576(3) -0.06245(15) 0.65725(14) 0.0234(4) Uani 1 1 d . . .
H5A H 0.5711 -0.1093 0.6126 0.028 Uiso 1 1 calc R . .
H5B H 0.4115 -0.0043 0.6065 0.028 Uiso 1 1 calc R . .
C6 C 0.5537(3) 0.01078(15) 0.77855(15) 0.0227(4) Uani 1 1 d . . .
H6A H 0.6164 -0.0465 0.8248 0.027 Uiso 1 1 calc R . .
H6B H 0.6731 0.0708 0.7616 0.027 Uiso 1 1 calc R . .
C7 C 0.1731(3) -0.23881(15) 0.55625(15) 0.0243(4) Uani 1 1 d . . .
C8 C 0.3532(3) -0.31444(18) 0.49629(17) 0.0362(5) Uani 1 1 d . . .
H8A H 0.4094 -0.3612 0.5544 0.054 Uiso 1 1 calc R . .
H8B H 0.4712 -0.2588 0.4727 0.054 Uiso 1 1 calc R . .
H8C H 0.2941 -0.3717 0.4235 0.054 Uiso 1 1 calc R . .
C9 C 0.0866(3) -0.16610(18) 0.46449(16) 0.0340(4) Uani 1 1 d . . .
H9A H 0.2031 -0.1074 0.4445 0.051 Uiso 1 1 calc R . .
H9B H -0.0342 -0.1211 0.5005 0.051 Uiso 1 1 calc R . .
H9C H 0.0355 -0.2233 0.3899 0.051 Uiso 1 1 calc R . .
C10 C -0.0119(3) -0.32990(17) 0.58622(17) 0.0314(4) Uani 1 1 d . . .
H10A H 0.0411 -0.3771 0.6448 0.047 Uiso 1 1 calc R . .
H10B H -0.0627 -0.3865 0.5112 0.047 Uiso 1 1 calc R . .
H10C H -0.1322 -0.2843 0.6218 0.047 Uiso 1 1 calc R . .
C11 C 0.4309(3) 0.29030(15) 0.82239(14) 0.0217(4) Uani 1 1 d . . .
C12 C 0.6414(3) 0.31271(15) 0.87319(15) 0.0247(4) Uani 1 1 d . . .
H12 H 0.7123 0.2474 0.8960 0.030 Uiso 1 1 calc R . .
C13 C 0.7453(3) 0.43071(16) 0.89000(15) 0.0250(4) Uani 1 1 d . . .
H13 H 0.8885 0.4466 0.9240 0.030 Uiso 1 1 calc R . .
C14 C 0.6412(3) 0.52519(15) 0.85750(14) 0.0222(4) Uani 1 1 d . . .
C15 C 0.4310(3) 0.50498(15) 0.80790(14) 0.0247(4) Uani 1 1 d . . .
H15 H 0.3594 0.5712 0.7877 0.030 Uiso 1 1 calc R . .
C16 C 0.3292(3) 0.38710(16) 0.78880(15) 0.0245(4) Uani 1 1 d . . .
H16 H 0.1879 0.3714 0.7523 0.029 Uiso 1 1 calc R . .
N1 N 0.7489(2) 0.65006(13) 0.88015(12) 0.0262(4) Uani 1 1 d . . .
O1 O 0.31333(18) 0.17921(10) 0.80173(10) 0.0250(3) Uani 1 1 d . . .
O2 O 0.6475(2) 0.73451(11) 0.85959(12) 0.0343(3) Uani 1 1 d . . .
O3 O 0.9383(2) 0.66542(12) 0.91877(13) 0.0389(4) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0276(9) 0.0239(8) 0.0193(8) 0.0052(6) -0.0015(6) 0.0031(7)
C2 0.0302(9) 0.0297(9) 0.0235(9) 0.0069(7) 0.0080(7) 0.0024(7)
C3 0.0189(8) 0.0250(8) 0.0293(9) 0.0074(7) 0.0058(7) 0.0011(6)
C4 0.0184(8) 0.0229(8) 0.0214(8) 0.0067(6) 0.0003(6) 0.0031(6)
C5 0.0202(8) 0.0264(8) 0.0234(8) 0.0044(7) 0.0039(6) 0.0022(7)
C6 0.0190(8) 0.0231(8) 0.0263(9) 0.0056(7) -0.0012(6) 0.0015(6)
C7 0.0230(8) 0.0259(9) 0.0237(8) 0.0044(7) -0.0009(7) 0.0011(7)
C8 0.0337(10) 0.0379(11) 0.0317(10) -0.0071(8) 0.0022(8) 0.0022(8)
C9 0.0384(10) 0.0355(10) 0.0275(9) 0.0077(8) -0.0102(8) -0.0044(8)
C10 0.0297(9) 0.0289(9) 0.0341(10) 0.0050(7) -0.0037(7) -0.0039(7)
C11 0.0238(8) 0.0234(8) 0.0171(7) 0.0013(6) 0.0007(6) 0.0032(6)
C12 0.0261(9) 0.0255(9) 0.0232(8) 0.0043(7) -0.0049(7) 0.0059(7)
C13 0.0221(8) 0.0307(9) 0.0218(8) 0.0050(7) -0.0045(6) 0.0005(7)
C14 0.0252(8) 0.0243(8) 0.0171(8) 0.0043(6) 0.0005(6) 0.0015(7)
C15 0.0266(9) 0.0266(9) 0.0226(8) 0.0066(7) -0.0003(7) 0.0071(7)
C16 0.0212(8) 0.0293(9) 0.0229(8) 0.0033(7) -0.0034(6) 0.0039(7)
N1 0.0283(8) 0.0288(8) 0.0224(7) 0.0083(6) -0.0014(6) -0.0007(6)
O1 0.0239(6) 0.0225(6) 0.0284(6) 0.0047(5) -0.0043(5) 0.0017(5)
O2 0.0358(7) 0.0265(7) 0.0438(8) 0.0142(6) -0.0018(6) 0.0048(6)
O3 0.0330(8) 0.0352(7) 0.0488(8) 0.0132(6) -0.0150(6) -0.0062(6)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.460(2) . ?
C1 C2 1.516(2) . ?
C1 C6 1.520(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.529(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.533(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.534(2) . ?
C4 C7 1.556(2) . ?
C4 H4 1.0000 . ?
C5 C6 1.530(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.534(2) . ?
C7 C10 1.534(2) . ?
C7 C8 1.534(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O1 1.352(2) . ?
C11 C16 1.396(2) . ?
C11 C12 1.399(2) . ?
C12 C13 1.383(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.377(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.393(2) . ?
C14 N1 1.457(2) . ?
C15 C16 1.376(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
N1 O2 1.2257(19) . ?
N1 O3 1.232(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 105.47(13) . . ?
O1 C1 C6 111.61(13) . . ?
C2 C1 C6 111.33(14) . . ?
O1 C1 H1 109.5 . . ?
C2 C1 H1 109.5 . . ?
C6 C1 H1 109.5 . . ?
C1 C2 C3 113.25(13) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 111.39(14) . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
C3 C4 C5 107.57(13) . . ?
C3 C4 C7 114.09(13) . . ?
C5 C4 C7 114.23(13) . . ?
C3 C4 H4 106.8 . . ?
C5 C4 H4 106.8 . . ?
C7 C4 H4 106.8 . . ?
C6 C5 C4 112.16(13) . . ?
C6 C5 H5A 109.2 . . ?
C4 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C1 C6 C5 112.72(13) . . ?
C1 C6 H6A 109.0 . . ?
C5 C6 H6A 109.0 . . ?
C1 C6 H6B 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C9 C7 C10 108.54(14) . . ?
C9 C7 C8 108.97(15) . . ?
C10 C7 C8 107.59(15) . . ?
C9 C7 C4 111.92(14) . . ?
C10 C7 C4 109.85(13) . . ?
C8 C7 C4 109.87(13) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O1 C11 C16 115.58(14) . . ?
O1 C11 C12 124.80(15) . . ?
C16 C11 C12 119.61(15) . . ?
C13 C12 C11 119.47(15) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C14 C13 C12 120.02(15) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 121.37(15) . . ?
C13 C14 N1 119.52(15) . . ?
C15 C14 N1 119.05(15) . . ?
C16 C15 C14 118.63(15) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C15 C16 C11 120.86(15) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
O2 N1 O3 123.19(15) . . ?
O2 N1 C14 118.62(14) . . ?
O3 N1 C14 118.19(14) . . ?
C11 O1 C1 119.05(13) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 70.72(17) . . . . ?
C6 C1 C2 C3 -50.49(19) . . . . ?
C1 C2 C3 C4 56.24(19) . . . . ?
C2 C3 C4 C5 -58.25(17) . . . . ?
C2 C3 C4 C7 173.94(13) . . . . ?
C3 C4 C5 C6 58.23(17) . . . . ?
C7 C4 C5 C6 -174.04(13) . . . . ?
O1 C1 C6 C5 -67.81(17) . . . . ?
C2 C1 C6 C5 49.75(18) . . . . ?
C4 C5 C6 C1 -55.38(18) . . . . ?
C3 C4 C7 C9 61.46(18) . . . . ?
C5 C4 C7 C9 -62.86(18) . . . . ?
C3 C4 C7 C10 -59.18(18) . . . . ?
C5 C4 C7 C10 176.50(13) . . . . ?
C3 C4 C7 C8 -177.35(14) . . . . ?
C5 C4 C7 C8 58.33(18) . . . . ?
O1 C11 C12 C13 -179.95(14) . . . . ?
C16 C11 C12 C13 0.3(2) . . . . ?
C11 C12 C13 C14 0.4(2) . . . . ?
C12 C13 C14 C15 0.2(2) . . . . ?
C12 C13 C14 N1 177.55(14) . . . . ?
C13 C14 C15 C16 -1.6(2) . . . . ?
N1 C14 C15 C16 -178.88(14) . . . . ?
C14 C15 C16 C11 2.3(2) . . . . ?
O1 C11 C16 C15 178.57(14) . . . . ?
C12 C11 C16 C15 -1.7(2) . . . . ?
C13 C14 N1 O2 -174.33(14) . . . . ?
C15 C14 N1 O2 3.0(2) . . . . ?
C13 C14 N1 O3 5.9(2) . . . . ?
C15 C14 N1 O3 -176.73(14) . . . . ?
C16 C11 O1 C1 -167.24(13) . . . . ?
C12 C11 O1 C1 13.0(2) . . . . ?
C2 C1 O1 C11 154.01(13) . . . . ?
C6 C1 O1 C11 -84.96(16) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        24.97
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.216
_refine_diff_density_rms         0.045

data_compound5e
_database_code_CSD               205444

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          88-90
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H23 N O4'
_chemical_formula_weight         305.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.23700(10)
_cell_length_b                   12.7728(2)
_cell_length_c                   20.4391(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.7220(10)
_cell_angle_gamma                90.00
_cell_volume                     1613.49(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    18573
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.257
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_diffrn_measurement_method       CCD
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16946
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0421
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.66
_diffrn_reflns_theta_max         28.49
_reflns_number_total             3719
_reflns_number_gt                2826
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0328P)^2^+0.7320P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3719
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1033
_refine_ls_wR_factor_gt          0.0943
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2274(2) 0.49331(11) 0.13064(7) 0.0226(3) Uani 1 1 d . . .
H1 H 0.3004 0.4725 0.1753 0.027 Uiso 1 1 calc R . .
C2 C 0.3870(2) 0.49077(11) 0.08168(7) 0.0257(3) Uani 1 1 d . . .
H2A H 0.5121 0.5362 0.0972 0.031 Uiso 1 1 calc R . .
H2B H 0.3178 0.5177 0.0385 0.031 Uiso 1 1 calc R . .
C3 C 0.4642(2) 0.37838(11) 0.07381(7) 0.0243(3) Uani 1 1 d . . .
H3A H 0.5379 0.3529 0.1168 0.029 Uiso 1 1 calc R . .
H3B H 0.5703 0.3773 0.0419 0.029 Uiso 1 1 calc R . .
C4 C 0.2751(2) 0.30484(11) 0.04952(7) 0.0228(3) Uani 1 1 d . . .
H4 H 0.2001 0.3351 0.0075 0.027 Uiso 1 1 calc R . .
C5 C 0.1153(2) 0.30891(12) 0.09959(8) 0.0278(3) Uani 1 1 d . . .
H5A H 0.1851 0.2809 0.1424 0.033 Uiso 1 1 calc R . .
H5B H -0.0109 0.2641 0.0842 0.033 Uiso 1 1 calc R . .
C6 C 0.0378(2) 0.42107(12) 0.10943(8) 0.0280(3) Uani 1 1 d . . .
H6A H -0.0435 0.4470 0.0676 0.034 Uiso 1 1 calc R . .
H6B H -0.0611 0.4214 0.1435 0.034 Uiso 1 1 calc R . .
C7 C 0.3493(2) 0.19269(12) 0.03329(7) 0.0252(3) Uani 1 1 d . . .
C8 C 0.4714(3) 0.19770(13) -0.02658(8) 0.0355(4) Uani 1 1 d . . .
H8A H 0.5989 0.2427 -0.0165 0.053 Uiso 1 1 calc R . .
H8B H 0.3764 0.2265 -0.0644 0.053 Uiso 1 1 calc R . .
H8C H 0.5174 0.1271 -0.0373 0.053 Uiso 1 1 calc R . .
C9 C 0.4979(3) 0.14311(12) 0.09171(8) 0.0307(4) Uani 1 1 d . . .
H9A H 0.6238 0.1883 0.1040 0.046 Uiso 1 1 calc R . .
H9B H 0.5464 0.0741 0.0787 0.046 Uiso 1 1 calc R . .
H9C H 0.4177 0.1355 0.1295 0.046 Uiso 1 1 calc R . .
C10 C 0.1507(3) 0.12173(13) 0.01438(9) 0.0357(4) Uani 1 1 d . . .
H10A H 0.0677 0.1168 0.0517 0.054 Uiso 1 1 calc R . .
H10B H 0.1989 0.0517 0.0032 0.054 Uiso 1 1 calc R . .
H10C H 0.0592 0.1516 -0.0238 0.054 Uiso 1 1 calc R . .
C11 C 0.0786(2) 0.63388(11) 0.18715(7) 0.0237(3) Uani 1 1 d . . .
C12 C 0.0322(2) 0.74905(11) 0.18414(7) 0.0232(3) Uani 1 1 d . . .
C13 C -0.1410(2) 0.79318(11) 0.21012(7) 0.0235(3) Uani 1 1 d . . .
C14 C -0.1726(3) 0.90012(12) 0.21351(7) 0.0301(3) Uani 1 1 d . . .
H14 H -0.2928 0.9277 0.2319 0.036 Uiso 1 1 calc R . .
C15 C -0.0249(3) 0.96620(13) 0.18953(8) 0.0346(4) Uani 1 1 d . . .
H15 H -0.0434 1.0399 0.1911 0.042 Uiso 1 1 calc R . .
C16 C 0.1479(3) 0.92475(13) 0.16347(8) 0.0341(4) Uani 1 1 d . . .
H16 H 0.2492 0.9702 0.1473 0.041 Uiso 1 1 calc R . .
C17 C 0.1765(2) 0.81717(12) 0.16050(7) 0.0285(3) Uani 1 1 d . . .
H17 H 0.2967 0.7899 0.1420 0.034 Uiso 1 1 calc R . .
N1 N -0.3073(2) 0.72513(10) 0.23136(6) 0.0270(3) Uani 1 1 d . . .
O1 O 0.15043(16) 0.60199(8) 0.13214(5) 0.0250(2) Uani 1 1 d . . .
O2 O 0.06059(19) 0.57958(8) 0.23421(5) 0.0339(3) Uani 1 1 d . . .
O3 O -0.37136(19) 0.65077(9) 0.19614(6) 0.0377(3) Uani 1 1 d . . .
O4 O -0.3784(2) 0.74853(10) 0.28202(6) 0.0431(3) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0241(8) 0.0205(7) 0.0241(7) -0.0001(6) 0.0064(6) 0.0015(6)
C2 0.0265(8) 0.0231(7) 0.0293(8) -0.0034(6) 0.0100(6) -0.0057(6)
C3 0.0223(8) 0.0255(8) 0.0268(7) -0.0047(6) 0.0100(6) -0.0048(6)
C4 0.0240(8) 0.0231(7) 0.0218(7) -0.0017(6) 0.0050(6) -0.0035(6)
C5 0.0251(8) 0.0248(8) 0.0356(8) -0.0022(6) 0.0120(7) -0.0069(6)
C6 0.0228(8) 0.0284(8) 0.0345(8) -0.0008(6) 0.0098(6) -0.0008(6)
C7 0.0274(8) 0.0226(7) 0.0266(7) -0.0035(6) 0.0072(6) -0.0052(6)
C8 0.0470(10) 0.0302(8) 0.0322(8) -0.0065(7) 0.0162(7) -0.0014(7)
C9 0.0340(9) 0.0241(8) 0.0347(9) 0.0006(6) 0.0066(7) -0.0012(6)
C10 0.0371(9) 0.0284(8) 0.0415(9) -0.0099(7) 0.0046(7) -0.0078(7)
C11 0.0223(8) 0.0252(7) 0.0244(7) -0.0001(6) 0.0057(6) 0.0017(6)
C12 0.0253(8) 0.0241(7) 0.0201(7) -0.0006(6) 0.0024(6) 0.0014(6)
C13 0.0261(8) 0.0236(7) 0.0204(7) -0.0006(6) 0.0017(6) 0.0000(6)
C14 0.0370(9) 0.0275(8) 0.0253(7) -0.0041(6) 0.0023(6) 0.0063(7)
C15 0.0507(11) 0.0204(8) 0.0316(8) -0.0023(6) 0.0019(8) 0.0007(7)
C16 0.0427(10) 0.0274(8) 0.0317(8) 0.0022(7) 0.0032(7) -0.0092(7)
C17 0.0288(8) 0.0296(8) 0.0275(8) 0.0019(6) 0.0050(6) -0.0015(6)
N1 0.0258(7) 0.0296(7) 0.0264(6) -0.0004(5) 0.0065(5) 0.0042(5)
O1 0.0294(6) 0.0218(5) 0.0252(5) 0.0005(4) 0.0088(4) 0.0028(4)
O2 0.0471(7) 0.0282(6) 0.0295(6) 0.0063(5) 0.0166(5) 0.0092(5)
O3 0.0389(7) 0.0369(7) 0.0383(7) -0.0081(5) 0.0091(5) -0.0121(5)
O4 0.0502(8) 0.0447(7) 0.0398(7) -0.0045(6) 0.0262(6) 0.0023(6)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.4705(17) . ?
C1 C2 1.5034(19) . ?
C1 C6 1.516(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.530(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.5370(19) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.5224(19) . ?
C4 C7 1.555(2) . ?
C4 H4 1.0000 . ?
C5 C6 1.534(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.527(2) . ?
C7 C10 1.542(2) . ?
C7 C9 1.545(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 O2 1.2032(17) . ?
C11 O1 1.3292(16) . ?
C11 C12 1.499(2) . ?
C12 C17 1.384(2) . ?
C12 C13 1.386(2) . ?
C13 C14 1.383(2) . ?
C13 N1 1.4629(19) . ?
C14 C15 1.387(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.371(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.388(2) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
N1 O4 1.2173(15) . ?
N1 O3 1.2259(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 106.34(11) . . ?
O1 C1 C6 109.63(11) . . ?
C2 C1 C6 110.91(12) . . ?
O1 C1 H1 110.0 . . ?
C2 C1 H1 110.0 . . ?
C6 C1 H1 110.0 . . ?
C1 C2 C3 109.65(12) . . ?
C1 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C2 C3 C4 111.64(12) . . ?
C2 C3 H3A 109.3 . . ?
C4 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
C4 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 C3 107.78(11) . . ?
C5 C4 C7 114.55(12) . . ?
C3 C4 C7 113.24(12) . . ?
C5 C4 H4 106.9 . . ?
C3 C4 H4 106.9 . . ?
C7 C4 H4 106.9 . . ?
C4 C5 C6 111.49(12) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C1 C6 C5 111.02(12) . . ?
C1 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C1 C6 H6B 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
C8 C7 C10 107.12(13) . . ?
C8 C7 C9 108.93(13) . . ?
C10 C7 C9 109.33(13) . . ?
C8 C7 C4 109.10(12) . . ?
C10 C7 C4 110.06(12) . . ?
C9 C7 C4 112.17(12) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
O2 C11 O1 125.30(13) . . ?
O2 C11 C12 124.09(13) . . ?
O1 C11 C12 110.55(12) . . ?
C17 C12 C13 117.05(14) . . ?
C17 C12 C11 120.03(13) . . ?
C13 C12 C11 122.63(13) . . ?
C14 C13 C12 122.98(14) . . ?
C14 C13 N1 117.41(13) . . ?
C12 C13 N1 119.49(13) . . ?
C13 C14 C15 118.52(15) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C16 C15 C14 119.77(15) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.76(15) . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C12 C17 C16 120.91(15) . . ?
C12 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
O4 N1 O3 124.23(13) . . ?
O4 N1 C13 117.41(13) . . ?
O3 N1 C13 118.31(12) . . ?
C11 O1 C1 117.07(11) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -176.33(11) . . . . ?
C6 C1 C2 C3 -57.19(16) . . . . ?
C1 C2 C3 C4 59.56(16) . . . . ?
C2 C3 C4 C5 -58.74(16) . . . . ?
C2 C3 C4 C7 173.48(11) . . . . ?
C3 C4 C5 C6 56.92(16) . . . . ?
C7 C4 C5 C6 -176.06(12) . . . . ?
O1 C1 C6 C5 173.44(11) . . . . ?
C2 C1 C6 C5 56.30(16) . . . . ?
C4 C5 C6 C1 -56.91(17) . . . . ?
C5 C4 C7 C8 168.87(13) . . . . ?
C3 C4 C7 C8 -66.97(16) . . . . ?
C5 C4 C7 C10 51.61(17) . . . . ?
C3 C4 C7 C10 175.77(12) . . . . ?
C5 C4 C7 C9 -70.35(16) . . . . ?
C3 C4 C7 C9 53.81(16) . . . . ?
O2 C11 C12 C17 133.72(16) . . . . ?
O1 C11 C12 C17 -43.58(18) . . . . ?
O2 C11 C12 C13 -39.9(2) . . . . ?
O1 C11 C12 C13 142.81(14) . . . . ?
C17 C12 C13 C14 -0.5(2) . . . . ?
C11 C12 C13 C14 173.32(14) . . . . ?
C17 C12 C13 N1 175.51(13) . . . . ?
C11 C12 C13 N1 -10.7(2) . . . . ?
C12 C13 C14 C15 0.3(2) . . . . ?
N1 C13 C14 C15 -175.71(13) . . . . ?
C13 C14 C15 C16 -0.2(2) . . . . ?
C14 C15 C16 C17 0.3(2) . . . . ?
C13 C12 C17 C16 0.5(2) . . . . ?
C11 C12 C17 C16 -173.45(14) . . . . ?
C15 C16 C17 C12 -0.4(2) . . . . ?
C14 C13 N1 O4 -43.92(19) . . . . ?
C12 C13 N1 O4 139.88(14) . . . . ?
C14 C13 N1 O3 133.59(15) . . . . ?
C12 C13 N1 O3 -42.60(19) . . . . ?
O2 C11 O1 C1 -4.3(2) . . . . ?
C12 C11 O1 C1 172.99(11) . . . . ?
C2 C1 O1 C11 -154.35(12) . . . . ?
C6 C1 O1 C11 85.68(14) . . . . ?

_diffrn_measured_fraction_theta_max 0.909
_diffrn_reflns_theta_full        28.49
_diffrn_measured_fraction_theta_full 0.909
_refine_diff_density_max         0.251
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.040

data_compound5f
_database_code_CSD               205445

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H24 O3 S'
_chemical_formula_weight         296.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   24.7358(3)
_cell_length_b                   6.20220(10)
_cell_length_c                   20.9387(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.4870(10)
_cell_angle_gamma                90.00
_cell_volume                     3158.68(9)
_cell_formula_units_Z            8
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    40594
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       blocks
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.247
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1280
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_diffrn_measurement_method       CCD
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            38021
_diffrn_reflns_av_R_equivalents  0.0579
_diffrn_reflns_av_sigmaI/netI    0.0610
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.51
_diffrn_reflns_theta_max         28.28
_reflns_number_total             7783
_reflns_number_gt                5301
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0488P)^2^+0.5290P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         7783
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0816
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1112
_refine_ls_wR_factor_gt          0.0989
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S S 0.361173(18) 0.29280(7) 0.24489(2) 0.02563(12) Uani 1 1 d . . .
O1 O 0.30604(5) 0.16307(17) 0.22969(5) 0.0245(3) Uani 1 1 d . . .
O3 O 0.37704(5) 0.2829(2) 0.31369(6) 0.0354(3) Uani 1 1 d . . .
O2 O 0.35482(5) 0.49650(18) 0.21297(7) 0.0362(3) Uani 1 1 d . . .
C4 C 0.17243(7) 0.0448(2) 0.07297(8) 0.0211(4) Uani 1 1 d . . .
H4 H 0.1535 -0.0163 0.1072 0.025 Uiso 1 1 calc R . .
C1 C 0.27472(7) 0.1620(3) 0.16190(8) 0.0227(4) Uani 1 1 d . . .
H1 H 0.2978 0.2260 0.1321 0.027 Uiso 1 1 calc R . .
C2 C 0.26208(7) -0.0698(3) 0.14364(8) 0.0265(4) Uani 1 1 d . . .
H2A H 0.2428 -0.1379 0.1760 0.032 Uiso 1 1 calc R . .
H2B H 0.2968 -0.1495 0.1436 0.032 Uiso 1 1 calc R . .
C3 C 0.22601(7) -0.0819(3) 0.07644(8) 0.0282(4) Uani 1 1 d . . .
H3A H 0.2172 -0.2347 0.0654 0.034 Uiso 1 1 calc R . .
H3B H 0.2466 -0.0236 0.0439 0.034 Uiso 1 1 calc R . .
C5 C 0.18706(7) 0.2788(3) 0.09249(8) 0.0263(4) Uani 1 1 d . . .
H5A H 0.2064 0.3448 0.0600 0.032 Uiso 1 1 calc R . .
H5B H 0.1528 0.3613 0.0925 0.032 Uiso 1 1 calc R . .
C6 C 0.22347(7) 0.2944(3) 0.15960(8) 0.0265(4) Uani 1 1 d . . .
H6A H 0.2336 0.4469 0.1694 0.032 Uiso 1 1 calc R . .
H6B H 0.2029 0.2419 0.1929 0.032 Uiso 1 1 calc R . .
C7 C 0.13178(7) 0.0212(3) 0.00724(8) 0.0228(4) Uani 1 1 d . . .
C8 C 0.15360(7) 0.1279(3) -0.04910(8) 0.0282(4) Uani 1 1 d . . .
H8A H 0.1605 0.2812 -0.0395 0.042 Uiso 1 1 calc R . .
H8B H 0.1263 0.1130 -0.0891 0.042 Uiso 1 1 calc R . .
H8C H 0.1879 0.0577 -0.0547 0.042 Uiso 1 1 calc R . .
C9 C 0.12121(8) -0.2182(3) -0.00837(9) 0.0382(5) Uani 1 1 d . . .
H9A H 0.1073 -0.2878 0.0274 0.057 Uiso 1 1 calc R . .
H9B H 0.1556 -0.2876 -0.0141 0.057 Uiso 1 1 calc R . .
H9C H 0.0939 -0.2323 -0.0484 0.057 Uiso 1 1 calc R . .
C10 C 0.07645(7) 0.1254(3) 0.01263(9) 0.0338(4) Uani 1 1 d . . .
H10A H 0.0820 0.2790 0.0227 0.051 Uiso 1 1 calc R . .
H10B H 0.0612 0.0546 0.0473 0.051 Uiso 1 1 calc R . .
H10C H 0.0508 0.1091 -0.0287 0.051 Uiso 1 1 calc R . .
C11 C 0.40718(7) 0.1358(3) 0.20937(8) 0.0228(4) Uani 1 1 d . . .
C12 C 0.42261(7) -0.0655(3) 0.23575(9) 0.0283(4) Uani 1 1 d . . .
H12 H 0.4076 -0.1192 0.2713 0.034 Uiso 1 1 calc R . .
C13 C 0.46020(7) -0.1864(3) 0.20942(9) 0.0327(4) Uani 1 1 d . . .
H13 H 0.4710 -0.3245 0.2268 0.039 Uiso 1 1 calc R . .
C14 C 0.48201(7) -0.1072(3) 0.15797(9) 0.0359(5) Uani 1 1 d . . .
H14 H 0.5084 -0.1896 0.1408 0.043 Uiso 1 1 calc R . .
C15 C 0.46567(8) 0.0913(3) 0.13135(9) 0.0381(5) Uani 1 1 d . . .
H15 H 0.4802 0.1433 0.0953 0.046 Uiso 1 1 calc R . .
C16 C 0.42804(7) 0.2151(3) 0.15702(9) 0.0301(4) Uani 1 1 d . . .
H16 H 0.4168 0.3520 0.1390 0.036 Uiso 1 1 calc R . .
S' S 0.124074(17) 0.67607(7) 0.24608(2) 0.02367(12) Uani 1 1 d . . .
O1' O 0.17484(4) 0.82687(17) 0.26743(5) 0.0234(3) Uani 1 1 d . . .
O2' O 0.10471(5) 0.73003(19) 0.17944(6) 0.0324(3) Uani 1 1 d . . .
O3' O 0.13776(5) 0.45715(17) 0.26313(6) 0.0307(3) Uani 1 1 d . . .
C1' C 0.21068(7) 0.7990(2) 0.33241(8) 0.0222(4) Uani 1 1 d . . .
H1' H 0.1887 0.7388 0.3639 0.027 Uiso 1 1 calc R . .
C2' C 0.23034(7) 1.0231(3) 0.35318(8) 0.0245(4) Uani 1 1 d . . .
H2'1 H 0.1986 1.1124 0.3596 0.029 Uiso 1 1 calc R . .
H2'2 H 0.2470 1.0905 0.3185 0.029 Uiso 1 1 calc R . .
C3' C 0.27270(7) 1.0165(3) 0.41621(8) 0.0269(4) Uani 1 1 d . . .
H3'1 H 0.2551 0.9614 0.4518 0.032 Uiso 1 1 calc R . .
H3'2 H 0.2860 1.1645 0.4278 0.032 Uiso 1 1 calc R . .
C4' C 0.32167(7) 0.8716(2) 0.40931(8) 0.0230(4) Uani 1 1 d . . .
H4' H 0.3366 0.9280 0.3713 0.028 Uiso 1 1 calc R . .
C5' C 0.29933(7) 0.6455(3) 0.39045(8) 0.0262(4) Uani 1 1 d . . .
H5'1 H 0.3302 0.5489 0.3857 0.031 Uiso 1 1 calc R . .
H5'2 H 0.2816 0.5872 0.4255 0.031 Uiso 1 1 calc R . .
C6' C 0.25765(7) 0.6492(3) 0.32683(9) 0.0265(4) Uani 1 1 d . . .
H6'1 H 0.2759 0.6978 0.2911 0.032 Uiso 1 1 calc R . .
H6'2 H 0.2433 0.5018 0.3165 0.032 Uiso 1 1 calc R . .
C7' C 0.36987(7) 0.8781(3) 0.46824(9) 0.0289(4) Uani 1 1 d . . .
C8' C 0.38956(8) 1.1118(3) 0.48088(10) 0.0399(5) Uani 1 1 d . . .
H8'1 H 0.4003 1.1707 0.4416 0.060 Uiso 1 1 calc R . .
H8'2 H 0.4212 1.1148 0.5167 0.060 Uiso 1 1 calc R . .
H8'3 H 0.3597 1.1989 0.4924 0.060 Uiso 1 1 calc R . .
C9' C 0.35361(8) 0.7883(3) 0.53039(9) 0.0379(5) Uani 1 1 d . . .
H9'1 H 0.3409 0.6391 0.5230 0.057 Uiso 1 1 calc R . .
H9'2 H 0.3240 0.8762 0.5421 0.057 Uiso 1 1 calc R . .
H9'3 H 0.3855 0.7921 0.5658 0.057 Uiso 1 1 calc R . .
C10' C 0.41812(8) 0.7476(3) 0.45206(10) 0.0424(5) Uani 1 1 d . . .
H10D H 0.4068 0.5972 0.4439 0.064 Uiso 1 1 calc R . .
H10E H 0.4490 0.7543 0.4887 0.064 Uiso 1 1 calc R . .
H10F H 0.4294 0.8079 0.4132 0.064 Uiso 1 1 calc R . .
C11' C 0.07577(7) 0.7620(2) 0.29323(8) 0.0209(4) Uani 1 1 d . . .
C12' C 0.03632(7) 0.6127(3) 0.30380(8) 0.0238(4) Uani 1 1 d . . .
H12' H 0.0374 0.4693 0.2881 0.029 Uiso 1 1 calc R . .
C13' C -0.00439(7) 0.6750(3) 0.33730(8) 0.0271(4) Uani 1 1 d . . .
H13' H -0.0319 0.5750 0.3439 0.033 Uiso 1 1 calc R . .
C14' C -0.00496(7) 0.8838(3) 0.36125(8) 0.0273(4) Uani 1 1 d . . .
H14' H -0.0326 0.9258 0.3848 0.033 Uiso 1 1 calc R . .
C15' C 0.03475(7) 1.0310(3) 0.35084(8) 0.0265(4) Uani 1 1 d . . .
H15' H 0.0343 1.1730 0.3677 0.032 Uiso 1 1 calc R . .
C16' C 0.07501(7) 0.9723(3) 0.31602(8) 0.0245(4) Uani 1 1 d . . .
H16' H 0.1016 1.0741 0.3078 0.029 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S 0.0218(2) 0.0259(2) 0.0288(3) -0.00404(18) 0.00338(18) -0.00272(17)
O1 0.0194(6) 0.0317(7) 0.0216(6) 0.0002(5) 0.0020(5) -0.0043(5)
O3 0.0298(7) 0.0494(8) 0.0258(7) -0.0121(6) 0.0023(6) -0.0039(6)
O2 0.0334(7) 0.0204(6) 0.0542(9) 0.0000(6) 0.0064(6) -0.0020(5)
C4 0.0237(9) 0.0198(8) 0.0204(9) 0.0012(6) 0.0052(7) -0.0013(7)
C1 0.0217(9) 0.0283(9) 0.0175(8) 0.0011(7) 0.0021(7) -0.0021(7)
C2 0.0272(10) 0.0236(9) 0.0269(10) -0.0016(7) 0.0004(8) 0.0052(7)
C3 0.0331(10) 0.0237(9) 0.0265(10) -0.0040(7) 0.0017(8) 0.0051(8)
C5 0.0262(9) 0.0228(9) 0.0282(10) -0.0021(7) 0.0000(8) 0.0031(7)
C6 0.0274(10) 0.0218(9) 0.0282(10) -0.0049(7) -0.0006(8) 0.0014(7)
C7 0.0236(9) 0.0224(9) 0.0223(9) -0.0002(7) 0.0036(7) -0.0014(7)
C8 0.0300(10) 0.0308(10) 0.0237(9) 0.0006(7) 0.0046(8) 0.0014(8)
C9 0.0451(12) 0.0280(10) 0.0351(11) -0.0003(8) -0.0095(9) -0.0100(9)
C10 0.0237(10) 0.0489(12) 0.0283(10) -0.0005(8) 0.0035(8) -0.0015(8)
C11 0.0175(8) 0.0243(9) 0.0254(9) -0.0016(7) 0.0008(7) -0.0023(7)
C12 0.0261(10) 0.0263(10) 0.0311(10) 0.0001(7) 0.0018(8) -0.0047(7)
C13 0.0252(10) 0.0274(10) 0.0425(12) -0.0026(8) -0.0019(9) 0.0007(8)
C14 0.0208(10) 0.0467(12) 0.0384(12) -0.0122(9) 0.0001(8) 0.0046(8)
C15 0.0275(10) 0.0578(13) 0.0300(11) 0.0040(9) 0.0076(9) 0.0018(9)
C16 0.0253(10) 0.0351(10) 0.0294(10) 0.0050(8) 0.0036(8) 0.0010(8)
S' 0.0226(2) 0.0258(2) 0.0232(2) -0.00168(17) 0.00573(18) -0.00365(17)
O1' 0.0201(6) 0.0263(6) 0.0233(6) 0.0019(5) 0.0030(5) -0.0038(5)
O2' 0.0318(7) 0.0451(8) 0.0202(7) -0.0014(5) 0.0043(5) -0.0095(6)
O3' 0.0313(7) 0.0210(6) 0.0419(8) -0.0029(5) 0.0122(6) -0.0005(5)
C1' 0.0222(9) 0.0252(9) 0.0189(9) 0.0015(7) 0.0028(7) -0.0022(7)
C2' 0.0236(9) 0.0217(9) 0.0288(10) -0.0010(7) 0.0063(7) 0.0018(7)
C3' 0.0274(10) 0.0229(9) 0.0296(10) -0.0051(7) 0.0032(8) -0.0006(7)
C4' 0.0235(9) 0.0219(9) 0.0244(9) -0.0008(7) 0.0061(7) -0.0012(7)
C5' 0.0252(9) 0.0234(9) 0.0292(10) -0.0004(7) 0.0028(8) 0.0042(7)
C6' 0.0273(9) 0.0219(9) 0.0300(10) -0.0040(7) 0.0045(8) 0.0003(7)
C7' 0.0241(9) 0.0327(10) 0.0290(10) -0.0006(8) 0.0028(8) -0.0006(8)
C8' 0.0385(12) 0.0404(11) 0.0355(11) -0.0018(9) -0.0072(9) -0.0113(9)
C9' 0.0328(11) 0.0489(12) 0.0295(11) 0.0057(9) -0.0010(9) -0.0017(9)
C10' 0.0254(11) 0.0558(13) 0.0445(13) -0.0069(10) 0.0021(9) 0.0037(9)
C11' 0.0205(9) 0.0228(9) 0.0185(9) 0.0031(7) 0.0013(7) 0.0017(7)
C12' 0.0264(9) 0.0233(9) 0.0211(9) 0.0011(7) 0.0026(7) -0.0026(7)
C13' 0.0238(9) 0.0330(10) 0.0247(9) 0.0040(7) 0.0046(7) -0.0039(8)
C14' 0.0241(9) 0.0359(10) 0.0224(9) 0.0050(7) 0.0052(7) 0.0070(8)
C15' 0.0295(10) 0.0234(9) 0.0257(9) 0.0022(7) 0.0029(8) 0.0038(7)
C16' 0.0229(9) 0.0246(9) 0.0251(9) 0.0037(7) 0.0017(7) -0.0004(7)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S O3 1.4238(13) . ?
S O2 1.4246(12) . ?
S O1 1.5655(11) . ?
S C11 1.7620(17) . ?
O1 C1 1.4882(18) . ?
C4 C3 1.531(2) . ?
C4 C5 1.533(2) . ?
C4 C7 1.557(2) . ?
C4 H4 1.0000 . ?
C1 C6 1.504(2) . ?
C1 C2 1.506(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.525(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C5 C6 1.528(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C9 1.533(2) . ?
C7 C8 1.534(2) . ?
C7 C10 1.536(2) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C16 1.384(2) . ?
C11 C12 1.390(2) . ?
C12 C13 1.385(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.380(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
S' O3' 1.4288(12) . ?
S' O2' 1.4300(12) . ?
S' O1' 1.5644(11) . ?
S' C11' 1.7652(17) . ?
O1' C1' 1.4926(18) . ?
C1' C6' 1.509(2) . ?
C1' C2' 1.510(2) . ?
C1' H1' 1.0000 . ?
C2' C3' 1.529(2) . ?
C2' H2'1 0.9900 . ?
C2' H2'2 0.9900 . ?
C3' C4' 1.536(2) . ?
C3' H3'1 0.9900 . ?
C3' H3'2 0.9900 . ?
C4' C5' 1.533(2) . ?
C4' C7' 1.552(2) . ?
C4' H4' 1.0000 . ?
C5' C6' 1.529(2) . ?
C5' H5'1 0.9900 . ?
C5' H5'2 0.9900 . ?
C6' H6'1 0.9900 . ?
C6' H6'2 0.9900 . ?
C7' C10' 1.530(2) . ?
C7' C9' 1.535(2) . ?
C7' C8' 1.537(2) . ?
C8' H8'1 0.9800 . ?
C8' H8'2 0.9800 . ?
C8' H8'3 0.9800 . ?
C9' H9'1 0.9800 . ?
C9' H9'2 0.9800 . ?
C9' H9'3 0.9800 . ?
C10' H10D 0.9800 . ?
C10' H10E 0.9800 . ?
C10' H10F 0.9800 . ?
C11' C16' 1.390(2) . ?
C11' C12' 1.392(2) . ?
C12' C13' 1.383(2) . ?
C12' H12' 0.9500 . ?
C13' C14' 1.390(2) . ?
C13' H13' 0.9500 . ?
C14' C15' 1.387(2) . ?
C14' H14' 0.9500 . ?
C15' C16' 1.386(2) . ?
C15' H15' 0.9500 . ?
C16' H16' 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S O2 119.97(8) . . ?
O3 S O1 104.66(7) . . ?
O2 S O1 110.04(7) . . ?
O3 S C11 108.84(8) . . ?
O2 S C11 108.46(8) . . ?
O1 S C11 103.64(7) . . ?
C1 O1 S 118.63(10) . . ?
C3 C4 C5 108.23(13) . . ?
C3 C4 C7 114.06(13) . . ?
C5 C4 C7 114.09(13) . . ?
C3 C4 H4 106.6 . . ?
C5 C4 H4 106.6 . . ?
C7 C4 H4 106.6 . . ?
O1 C1 C6 108.51(13) . . ?
O1 C1 C2 107.12(12) . . ?
C6 C1 C2 112.24(14) . . ?
O1 C1 H1 109.6 . . ?
C6 C1 H1 109.6 . . ?
C2 C1 H1 109.6 . . ?
C1 C2 C3 109.92(13) . . ?
C1 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C2 C3 C4 112.00(14) . . ?
C2 C3 H3A 109.2 . . ?
C4 C3 H3A 109.2 . . ?
C2 C3 H3B 109.2 . . ?
C4 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
C6 C5 C4 112.12(13) . . ?
C6 C5 H5A 109.2 . . ?
C4 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
C4 C5 H5B 109.2 . . ?
H5A C5 H5B 107.9 . . ?
C1 C6 C5 110.30(14) . . ?
C1 C6 H6A 109.6 . . ?
C5 C6 H6A 109.6 . . ?
C1 C6 H6B 109.6 . . ?
C5 C6 H6B 109.6 . . ?
H6A C6 H6B 108.1 . . ?
C9 C7 C8 108.91(14) . . ?
C9 C7 C10 107.67(15) . . ?
C8 C7 C10 108.53(14) . . ?
C9 C7 C4 109.73(13) . . ?
C8 C7 C4 112.24(13) . . ?
C10 C7 C4 109.65(13) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C16 C11 C12 121.26(16) . . ?
C16 C11 S 120.03(13) . . ?
C12 C11 S 118.70(13) . . ?
C13 C12 C11 118.94(17) . . ?
C13 C12 H12 120.5 . . ?
C11 C12 H12 120.5 . . ?
C14 C13 C12 120.27(17) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.35(18) . . ?
C13 C14 H14 119.8 . . ?
C15 C14 H14 119.8 . . ?
C14 C15 C16 120.28(18) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 118.87(17) . . ?
C11 C16 H16 120.6 . . ?
C15 C16 H16 120.6 . . ?
O3' S' O2' 119.22(7) . . ?
O3' S' O1' 110.82(7) . . ?
O2' S' O1' 104.34(7) . . ?
O3' S' C11' 107.50(7) . . ?
O2' S' C11' 109.55(7) . . ?
O1' S' C11' 104.45(7) . . ?
C1' O1' S' 120.27(9) . . ?
O1' C1' C6' 109.79(13) . . ?
O1' C1' C2' 105.24(12) . . ?
C6' C1' C2' 112.15(14) . . ?
O1' C1' H1' 109.9 . . ?
C6' C1' H1' 109.9 . . ?
C2' C1' H1' 109.9 . . ?
C1' C2' C3' 111.00(13) . . ?
C1' C2' H2'1 109.4 . . ?
C3' C2' H2'1 109.4 . . ?
C1' C2' H2'2 109.4 . . ?
C3' C2' H2'2 109.4 . . ?
H2'1 C2' H2'2 108.0 . . ?
C2' C3' C4' 111.25(14) . . ?
C2' C3' H3'1 109.4 . . ?
C4' C3' H3'1 109.4 . . ?
C2' C3' H3'2 109.4 . . ?
C4' C3' H3'2 109.4 . . ?
H3'1 C3' H3'2 108.0 . . ?
C5' C4' C3' 107.82(13) . . ?
C5' C4' C7' 114.65(13) . . ?
C3' C4' C7' 114.51(13) . . ?
C5' C4' H4' 106.4 . . ?
C3' C4' H4' 106.4 . . ?
C7' C4' H4' 106.4 . . ?
C6' C5' C4' 111.43(13) . . ?
C6' C5' H5'1 109.3 . . ?
C4' C5' H5'1 109.3 . . ?
C6' C5' H5'2 109.3 . . ?
C4' C5' H5'2 109.3 . . ?
H5'1 C5' H5'2 108.0 . . ?
C1' C6' C5' 110.39(13) . . ?
C1' C6' H6'1 109.6 . . ?
C5' C6' H6'1 109.6 . . ?
C1' C6' H6'2 109.6 . . ?
C5' C6' H6'2 109.6 . . ?
H6'1 C6' H6'2 108.1 . . ?
C10' C7' C9' 109.35(16) . . ?
C10' C7' C8' 107.54(16) . . ?
C9' C7' C8' 108.67(15) . . ?
C10' C7' C4' 109.12(14) . . ?
C9' C7' C4' 112.50(15) . . ?
C8' C7' C4' 109.55(14) . . ?
C7' C8' H8'1 109.5 . . ?
C7' C8' H8'2 109.5 . . ?
H8'1 C8' H8'2 109.5 . . ?
C7' C8' H8'3 109.5 . . ?
H8'1 C8' H8'3 109.5 . . ?
H8'2 C8' H8'3 109.5 . . ?
C7' C9' H9'1 109.5 . . ?
C7' C9' H9'2 109.5 . . ?
H9'1 C9' H9'2 109.5 . . ?
C7' C9' H9'3 109.5 . . ?
H9'1 C9' H9'3 109.5 . . ?
H9'2 C9' H9'3 109.5 . . ?
C7' C10' H10D 109.5 . . ?
C7' C10' H10E 109.5 . . ?
H10D C10' H10E 109.5 . . ?
C7' C10' H10F 109.5 . . ?
H10D C10' H10F 109.5 . . ?
H10E C10' H10F 109.5 . . ?
C16' C11' C12' 121.07(16) . . ?
C16' C11' S' 121.86(13) . . ?
C12' C11' S' 116.98(12) . . ?
C13' C12' C11' 119.41(15) . . ?
C13' C12' H12' 120.3 . . ?
C11' C12' H12' 120.3 . . ?
C12' C13' C14' 119.97(16) . . ?
C12' C13' H13' 120.0 . . ?
C14' C13' H13' 120.0 . . ?
C15' C14' C13' 120.17(16) . . ?
C15' C14' H14' 119.9 . . ?
C13' C14' H14' 119.9 . . ?
C16' C15' C14' 120.49(16) . . ?
C16' C15' H15' 119.8 . . ?
C14' C15' H15' 119.8 . . ?
C15' C16' C11' 118.86(16) . . ?
C15' C16' H16' 120.6 . . ?
C11' C16' H16' 120.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S O1 C1 173.31(11) . . . . ?
O2 S O1 C1 43.14(12) . . . . ?
C11 S O1 C1 -72.67(12) . . . . ?
S O1 C1 C6 -109.05(13) . . . . ?
S O1 C1 C2 129.56(12) . . . . ?
O1 C1 C2 C3 175.53(13) . . . . ?
C6 C1 C2 C3 56.53(19) . . . . ?
C1 C2 C3 C4 -57.54(19) . . . . ?
C5 C4 C3 C2 56.98(18) . . . . ?
C7 C4 C3 C2 -174.87(13) . . . . ?
C3 C4 C5 C6 -56.24(18) . . . . ?
C7 C4 C5 C6 175.63(14) . . . . ?
O1 C1 C6 C5 -174.14(13) . . . . ?
C2 C1 C6 C5 -55.95(19) . . . . ?
C4 C5 C6 C1 56.28(19) . . . . ?
C3 C4 C7 C9 53.42(19) . . . . ?
C5 C4 C7 C9 178.52(15) . . . . ?
C3 C4 C7 C8 -67.82(17) . . . . ?
C5 C4 C7 C8 57.28(18) . . . . ?
C3 C4 C7 C10 171.48(14) . . . . ?
C5 C4 C7 C10 -63.42(18) . . . . ?
O3 S C11 C16 -135.17(14) . . . . ?
O2 S C11 C16 -3.08(16) . . . . ?
O1 S C11 C16 113.85(14) . . . . ?
O3 S C11 C12 43.61(15) . . . . ?
O2 S C11 C12 175.71(13) . . . . ?
O1 S C11 C12 -67.37(14) . . . . ?
C16 C11 C12 C13 0.9(2) . . . . ?
S C11 C12 C13 -177.82(13) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C13 C14 C15 -1.4(3) . . . . ?
C13 C14 C15 C16 1.4(3) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
S C11 C16 C15 177.81(13) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
O3' S' O1' C1' -42.92(13) . . . . ?
O2' S' O1' C1' -172.44(11) . . . . ?
C11' S' O1' C1' 72.57(12) . . . . ?
S' O1' C1' C6' 91.99(14) . . . . ?
S' O1' C1' C2' -147.12(11) . . . . ?
O1' C1' C2' C3' -173.92(13) . . . . ?
C6' C1' C2' C3' -54.60(19) . . . . ?
C1' C2' C3' C4' 56.73(19) . . . . ?
C2' C3' C4' C5' -58.21(18) . . . . ?
C2' C3' C4' C7' 172.88(14) . . . . ?
C3' C4' C5' C6' 58.97(18) . . . . ?
C7' C4' C5' C6' -172.20(14) . . . . ?
O1' C1' C6' C5' 171.51(12) . . . . ?
C2' C1' C6' C5' 54.88(19) . . . . ?
C4' C5' C6' C1' -57.85(19) . . . . ?
C5' C4' C7' C10' 60.8(2) . . . . ?
C3' C4' C7' C10' -173.75(15) . . . . ?
C5' C4' C7' C9' -60.7(2) . . . . ?
C3' C4' C7' C9' 64.71(19) . . . . ?
C5' C4' C7' C8' 178.33(15) . . . . ?
C3' C4' C7' C8' -56.3(2) . . . . ?
O3' S' C11' C16' 145.13(13) . . . . ?
O2' S' C11' C16' -83.94(14) . . . . ?
O1' S' C11' C16' 27.34(15) . . . . ?
O3' S' C11' C12' -38.26(14) . . . . ?
O2' S' C11' C12' 92.67(13) . . . . ?
O1' S' C11' C12' -156.05(12) . . . . ?
C16' C11' C12' C13' 0.2(2) . . . . ?
S' C11' C12' C13' -176.40(12) . . . . ?
C11' C12' C13' C14' -1.3(2) . . . . ?
C12' C13' C14' C15' 0.9(2) . . . . ?
C13' C14' C15' C16' 0.6(2) . . . . ?
C14' C15' C16' C11' -1.7(2) . . . . ?
C12' C11' C16' C15' 1.3(2) . . . . ?
S' C11' C16' C15' 177.75(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_theta_full        28.28
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.268
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.052

data_compound5g
_database_code_CSD               205446

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          75.5-77
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H26 O3 S'
_chemical_formula_weight         310.44

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.2680(14)
_cell_length_b                   10.4090(15)
_cell_length_c                   13.1900(19)
_cell_angle_alpha                94.300(11)
_cell_angle_beta                 95.040(15)
_cell_angle_gamma                98.830(15)
_cell_volume                     843.6(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      20
_cell_measurement_theta_max      30

_exptl_crystal_description       needles
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.050
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_absorpt_coefficient_mu    1.761
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.66
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_process_details   'ABSORB Platon'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            3519
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0219
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.38
_diffrn_reflns_theta_max         69.93
_reflns_number_total             3204
_reflns_number_gt                2819
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+0.3223P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0104(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3204
_refine_ls_number_parameters     295
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1009
_refine_ls_wR_factor_gt          0.0954
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2670(3) 0.33404(14) 0.56967(12) 0.0228(3) Uani 1 1 d . . .
C2 C 0.4826(3) 0.30312(15) 0.54065(12) 0.0249(3) Uani 1 1 d . . .
C3 C 0.4500(3) 0.17734(16) 0.46908(12) 0.0250(3) Uani 1 1 d . . .
C4 C 0.2958(2) 0.18461(14) 0.37350(11) 0.0208(3) Uani 1 1 d . . .
C5 C 0.0791(2) 0.21286(16) 0.40774(13) 0.0252(3) Uani 1 1 d . . .
C6 C 0.1081(3) 0.33977(16) 0.47780(13) 0.0267(3) Uani 1 1 d . . .
C7 C 0.2718(3) 0.06458(15) 0.29328(12) 0.0253(3) Uani 1 1 d . . .
C8 C 0.4970(3) 0.03684(19) 0.26953(15) 0.0344(4) Uani 1 1 d . . .
C9 C 0.1465(3) -0.05806(17) 0.33027(15) 0.0332(4) Uani 1 1 d . . .
C10 C 0.1519(3) 0.0955(2) 0.19375(14) 0.0382(4) Uani 1 1 d . . .
C11 C 0.3547(3) 0.40894(16) 0.81732(12) 0.0278(3) Uani 1 1 d . . .
C12 C 0.5727(3) 0.4556(2) 0.84418(15) 0.0401(4) Uani 1 1 d . . .
C13 C 0.6881(3) 0.3899(2) 0.91185(16) 0.0456(5) Uani 1 1 d . . .
C14 C 0.5916(3) 0.27921(19) 0.95220(13) 0.0394(4) Uani 1 1 d . . .
C15 C 0.3727(4) 0.23587(19) 0.92554(14) 0.0400(4) Uani 1 1 d . . .
C16 C 0.2520(3) 0.29985(17) 0.85788(13) 0.0343(4) Uani 1 1 d . . .
C17 C 0.7228(5) 0.2059(3) 1.02267(17) 0.0565(7) Uani 1 1 d . . .
O1 O 0.31401(18) 0.46526(10) 0.62727(8) 0.0263(3) Uani 1 1 d . . .
O2 O 0.2600(2) 0.62646(12) 0.75390(10) 0.0415(3) Uani 1 1 d . . .
03 O -0.0138(2) 0.42646(13) 0.71693(9) 0.0378(3) Uani 1 1 d . . .
S1 S 0.20759(7) 0.48867(4) 0.72871(3) 0.02831(15) Uani 1 1 d . . .
H1 H 0.209(3) 0.2740(18) 0.6167(14) 0.025(4) Uiso 1 1 d . . .
H3A H 0.392(3) 0.1044(19) 0.5033(15) 0.030(5) Uiso 1 1 d . . .
H3B H 0.593(3) 0.164(2) 0.4492(16) 0.040(5) Uiso 1 1 d . . .
H4 H 0.361(3) 0.2570(17) 0.3390(13) 0.021(4) Uiso 1 1 d . . .
H4A H 0.576(3) 0.2967(18) 0.6022(15) 0.029(5) Uiso 1 1 d . . .
H4B H 0.555(3) 0.3755(18) 0.5063(14) 0.026(4) Uiso 1 1 d . . .
H5A H -0.022(3) 0.2167(19) 0.3504(16) 0.039(5) Uiso 1 1 d . . .
H5B H 0.009(3) 0.1396(19) 0.4444(14) 0.029(5) Uiso 1 1 d . . .
H6A H -0.028(4) 0.354(2) 0.5027(16) 0.042(6) Uiso 1 1 d . . .
H6B H 0.165(3) 0.4137(18) 0.4413(14) 0.027(5) Uiso 1 1 d . . .
H8A H 0.590(4) 0.115(2) 0.2482(17) 0.048(6) Uiso 1 1 d . . .
H8B H 0.576(4) -0.001(2) 0.3275(18) 0.047(6) Uiso 1 1 d . . .
H8C H 0.482(3) -0.027(2) 0.2091(17) 0.043(6) Uiso 1 1 d . . .
H9A H 0.209(4) -0.077(2) 0.3995(18) 0.046(6) Uiso 1 1 d . . .
H9B H 0.147(4) -0.131(2) 0.2825(17) 0.046(6) Uiso 1 1 d . . .
H9C H -0.007(3) -0.0517(19) 0.3344(15) 0.037(5) Uiso 1 1 d . . .
H10A H 0.140(4) 0.024(2) 0.1405(18) 0.050(6) Uiso 1 1 d . . .
H10B H 0.240(4) 0.171(2) 0.1672(18) 0.054(7) Uiso 1 1 d . . .
H10C H -0.001(4) 0.110(2) 0.2010(18) 0.052(6) Uiso 1 1 d . . .
H12 H 0.640(4) 0.529(2) 0.8144(17) 0.047(6) Uiso 1 1 d . . .
H13 H 0.831(4) 0.421(2) 0.9303(19) 0.058(7) Uiso 1 1 d . . .
H15 H 0.301(4) 0.159(2) 0.9552(17) 0.048(6) Uiso 1 1 d . . .
H16 H 0.097(4) 0.270(2) 0.8392(16) 0.042(6) Uiso 1 1 d . . .
H17A H 0.640(8) 0.143(5) 1.055(4) 0.153(19) Uiso 1 1 d . . .
H17B H 0.850(7) 0.179(4) 0.988(3) 0.137(15) Uiso 1 1 d . . .
H17C H 0.783(6) 0.261(4) 1.081(3) 0.122(13) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0301(8) 0.0170(7) 0.0206(7) 0.0004(6) 0.0038(6) 0.0016(6)
C2 0.0248(8) 0.0258(8) 0.0235(8) 0.0009(6) -0.0023(6) 0.0049(6)
C3 0.0238(8) 0.0258(8) 0.0252(8) 0.0004(6) -0.0025(6) 0.0077(6)
C4 0.0220(7) 0.0194(7) 0.0211(7) 0.0032(6) 0.0013(6) 0.0031(5)
C5 0.0211(7) 0.0261(8) 0.0276(8) -0.0016(6) -0.0017(6) 0.0058(6)
C6 0.0240(8) 0.0256(8) 0.0310(9) -0.0010(7) 0.0002(6) 0.0082(6)
C7 0.0282(8) 0.0251(8) 0.0223(8) -0.0013(6) 0.0002(6) 0.0060(6)
C8 0.0339(9) 0.0362(10) 0.0332(9) -0.0074(8) 0.0058(7) 0.0096(8)
C9 0.0355(10) 0.0230(8) 0.0383(10) -0.0035(7) -0.0011(7) 0.0018(7)
C10 0.0476(11) 0.0443(11) 0.0223(9) -0.0025(8) -0.0041(8) 0.0132(9)
C11 0.0368(9) 0.0296(8) 0.0181(7) -0.0003(6) 0.0031(6) 0.0101(7)
C12 0.0355(10) 0.0477(11) 0.0384(10) 0.0115(9) 0.0050(8) 0.0062(8)
C13 0.0367(11) 0.0638(14) 0.0372(11) 0.0042(9) -0.0007(8) 0.0140(10)
C14 0.0588(12) 0.0472(11) 0.0172(8) -0.0011(7) 0.0034(7) 0.0269(9)
C15 0.0592(12) 0.0332(10) 0.0284(9) 0.0055(7) 0.0034(8) 0.0096(9)
C16 0.0431(10) 0.0306(9) 0.0276(9) 0.0003(7) 0.0015(7) 0.0031(8)
C17 0.0808(17) 0.0721(16) 0.0257(10) 0.0035(10) -0.0013(10) 0.0453(14)
O1 0.0349(6) 0.0207(5) 0.0227(6) -0.0002(4) 0.0055(4) 0.0023(4)
O2 0.0642(9) 0.0280(7) 0.0342(7) -0.0034(5) 0.0041(6) 0.0169(6)
03 0.0320(7) 0.0526(8) 0.0318(7) 0.0065(6) 0.0067(5) 0.0132(6)
S1 0.0369(2) 0.0280(2) 0.0220(2) 0.00070(15) 0.00494(15) 0.01127(16)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O1 1.4869(17) . ?
C1 C2 1.510(2) . ?
C1 C6 1.510(2) . ?
C1 H1 0.968(19) . ?
C2 C3 1.532(2) . ?
C2 H4A 0.970(19) . ?
C2 H4B 0.981(19) . ?
C3 C4 1.534(2) . ?
C3 H3A 0.95(2) . ?
C3 H3B 0.98(2) . ?
C4 C5 1.531(2) . ?
C4 C7 1.555(2) . ?
C4 H4 0.965(18) . ?
C5 C6 1.532(2) . ?
C5 H5A 0.95(2) . ?
C5 H5B 1.00(2) . ?
C6 H6A 0.97(2) . ?
C6 H6B 0.976(19) . ?
C7 C9 1.529(2) . ?
C7 C10 1.535(2) . ?
C7 C8 1.537(2) . ?
C8 H8A 1.00(2) . ?
C8 H8B 1.01(2) . ?
C8 H8C 0.99(2) . ?
C9 H9A 1.01(2) . ?
C9 H9B 0.95(2) . ?
C9 H9C 0.98(2) . ?
C10 H10A 0.97(2) . ?
C10 H10B 0.99(2) . ?
C10 H10C 1.01(2) . ?
C11 C12 1.383(3) . ?
C11 C16 1.385(2) . ?
C11 S1 1.7595(17) . ?
C12 C13 1.385(3) . ?
C12 H12 0.95(2) . ?
C13 C14 1.383(3) . ?
C13 H13 0.91(3) . ?
C14 C15 1.382(3) . ?
C14 C17 1.512(3) . ?
C15 C16 1.392(3) . ?
C15 H15 0.98(2) . ?
C16 H16 0.98(2) . ?
C17 H17A 0.92(5) . ?
C17 H17B 1.02(5) . ?
C17 H17C 0.94(4) . ?
O1 S1 1.5660(11) . ?
O2 S1 1.4283(13) . ?
03 S1 1.4286(14) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 106.14(12) . . ?
O1 C1 C6 108.36(12) . . ?
C2 C1 C6 112.69(13) . . ?
O1 C1 H1 106.3(10) . . ?
C2 C1 H1 110.2(11) . . ?
C6 C1 H1 112.7(11) . . ?
C1 C2 C3 110.57(13) . . ?
C1 C2 H4A 109.2(11) . . ?
C3 C2 H4A 111.6(11) . . ?
C1 C2 H4B 109.5(11) . . ?
C3 C2 H4B 109.4(11) . . ?
H4A C2 H4B 106.6(15) . . ?
C2 C3 C4 111.88(13) . . ?
C2 C3 H3A 110.7(11) . . ?
C4 C3 H3A 108.4(12) . . ?
C2 C3 H3B 107.8(12) . . ?
C4 C3 H3B 109.9(12) . . ?
H3A C3 H3B 108.2(17) . . ?
C5 C4 C3 108.32(13) . . ?
C5 C4 C7 113.50(12) . . ?
C3 C4 C7 114.31(12) . . ?
C5 C4 H4 109.2(10) . . ?
C3 C4 H4 106.6(10) . . ?
C7 C4 H4 104.5(10) . . ?
C4 C5 C6 111.61(13) . . ?
C4 C5 H5A 111.0(13) . . ?
C6 C5 H5A 109.9(12) . . ?
C4 C5 H5B 110.6(11) . . ?
C6 C5 H5B 109.0(11) . . ?
H5A C5 H5B 104.5(16) . . ?
C1 C6 C5 110.38(13) . . ?
C1 C6 H6A 107.6(13) . . ?
C5 C6 H6A 111.1(12) . . ?
C1 C6 H6B 108.0(11) . . ?
C5 C6 H6B 110.2(11) . . ?
H6A C6 H6B 109.5(17) . . ?
C9 C7 C10 109.03(15) . . ?
C9 C7 C8 108.68(14) . . ?
C10 C7 C8 107.88(15) . . ?
C9 C7 C4 112.09(13) . . ?
C10 C7 C4 109.02(13) . . ?
C8 C7 C4 110.05(13) . . ?
C7 C8 H8A 112.5(13) . . ?
C7 C8 H8B 112.9(13) . . ?
H8A C8 H8B 110.5(18) . . ?
C7 C8 H8C 109.9(12) . . ?
H8A C8 H8C 103.2(18) . . ?
H8B C8 H8C 107.2(18) . . ?
C7 C9 H9A 112.3(12) . . ?
C7 C9 H9B 109.7(14) . . ?
H9A C9 H9B 109.2(18) . . ?
C7 C9 H9C 112.1(12) . . ?
H9A C9 H9C 107.9(17) . . ?
H9B C9 H9C 105.3(17) . . ?
C7 C10 H10A 111.3(14) . . ?
C7 C10 H10B 108.6(14) . . ?
H10A C10 H10B 105.1(19) . . ?
C7 C10 H10C 113.5(13) . . ?
H10A C10 H10C 105.4(18) . . ?
H10B C10 H10C 112.5(19) . . ?
C12 C11 C16 121.06(16) . . ?
C12 C11 S1 119.19(14) . . ?
C16 C11 S1 119.75(14) . . ?
C11 C12 C13 118.66(19) . . ?
C11 C12 H12 119.4(14) . . ?
C13 C12 H12 121.9(14) . . ?
C14 C13 C12 121.7(2) . . ?
C14 C13 H13 119.4(16) . . ?
C12 C13 H13 118.9(17) . . ?
C15 C14 C13 118.47(17) . . ?
C15 C14 C17 120.7(2) . . ?
C13 C14 C17 120.9(2) . . ?
C14 C15 C16 121.16(18) . . ?
C14 C15 H15 119.3(13) . . ?
C16 C15 H15 119.5(13) . . ?
C11 C16 C15 118.88(18) . . ?
C11 C16 H16 119.8(13) . . ?
C15 C16 H16 121.3(13) . . ?
C14 C17 H17A 114(3) . . ?
C14 C17 H17B 110(2) . . ?
H17A C17 H17B 118(4) . . ?
C14 C17 H17C 110(2) . . ?
H17A C17 H17C 98(4) . . ?
H17B C17 H17C 106(3) . . ?
C1 O1 S1 119.34(9) . . ?
O2 S1 03 120.00(8) . . ?
O2 S1 O1 103.99(7) . . ?
03 S1 O1 110.07(7) . . ?
O2 S1 C11 109.19(8) . . ?
03 S1 C11 108.72(8) . . ?
O1 S1 C11 103.63(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -172.77(12) . . . . ?
C6 C1 C2 C3 -54.31(17) . . . . ?
C1 C2 C3 C4 55.99(18) . . . . ?
C2 C3 C4 C5 -57.45(17) . . . . ?
C2 C3 C4 C7 174.92(13) . . . . ?
C3 C4 C5 C6 57.94(17) . . . . ?
C7 C4 C5 C6 -173.97(13) . . . . ?
O1 C1 C6 C5 171.98(12) . . . . ?
C2 C1 C6 C5 54.84(18) . . . . ?
C4 C5 C6 C1 -57.04(18) . . . . ?
C5 C4 C7 C9 -54.54(18) . . . . ?
C3 C4 C7 C9 70.38(17) . . . . ?
C5 C4 C7 C10 66.26(18) . . . . ?
C3 C4 C7 C10 -168.81(14) . . . . ?
C5 C4 C7 C8 -175.61(14) . . . . ?
C3 C4 C7 C8 -50.68(18) . . . . ?
C16 C11 C12 C13 0.8(3) . . . . ?
S1 C11 C12 C13 -178.27(15) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C12 C13 C14 C15 -1.6(3) . . . . ?
C12 C13 C14 C17 177.51(19) . . . . ?
C13 C14 C15 C16 1.4(3) . . . . ?
C17 C14 C15 C16 -177.68(17) . . . . ?
C12 C11 C16 C15 -0.9(3) . . . . ?
S1 C11 C16 C15 178.11(13) . . . . ?
C14 C15 C16 C11 -0.2(3) . . . . ?
C2 C1 O1 S1 -134.78(11) . . . . ?
C6 C1 O1 S1 103.94(13) . . . . ?
C1 O1 S1 O2 -171.47(11) . . . . ?
C1 O1 S1 03 -41.71(12) . . . . ?
C1 O1 S1 C11 74.40(12) . . . . ?
C12 C11 S1 O2 -44.93(16) . . . . ?
C16 C11 S1 O2 136.01(14) . . . . ?
C12 C11 S1 03 -177.52(14) . . . . ?
C16 C11 S1 03 3.42(16) . . . . ?
C12 C11 S1 O1 65.42(15) . . . . ?
C16 C11 S1 O1 -113.64(14) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        69.93
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.052

data_compound6a
_database_code_CSD               205447

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          84-85.5
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H19 N O3'
_chemical_formula_weight         273.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.767(2)
_cell_length_b                   9.556(3)
_cell_length_c                   10.887(3)
_cell_angle_alpha                99.43(3)
_cell_angle_beta                 90.68(2)
_cell_angle_gamma                105.38(2)
_cell_volume                     668.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      20
_cell_measurement_theta_max      30

_exptl_crystal_description       blocks
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.38
_exptl_crystal_size_min          0.26
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             292
_exptl_absorpt_coefficient_mu    0.759
_exptl_absorpt_correction_type   Analytical
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.84
_exptl_absorpt_process_details   'ABSORB Platon'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Nickel-filtered
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            2833
_diffrn_reflns_av_R_equivalents  0.0095
_diffrn_reflns_av_sigmaI/netI    0.0130
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.12
_diffrn_reflns_theta_max         74.89
_reflns_number_total             2689
_reflns_number_gt                2645
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0360P)^2^+0.3026P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.042(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2689
_refine_ls_number_parameters     258
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0355
_refine_ls_wR_factor_ref         0.0898
_refine_ls_wR_factor_gt          0.0896
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.48825(16) 0.63447(11) 0.69257(10) 0.0182(2) Uani 1 1 d . . .
C2 C 0.34849(16) 0.69076(12) 0.78584(10) 0.0175(2) Uani 1 1 d . . .
C3 C 0.39468(17) 0.85886(12) 0.79987(10) 0.0196(2) Uani 1 1 d . . .
C4 C 0.62073(18) 0.93109(12) 0.84273(11) 0.0241(3) Uani 1 1 d . . .
C5 C 0.75913(17) 0.87597(13) 0.74688(11) 0.0237(3) Uani 1 1 d . . .
C6 C 0.71412(17) 0.70787(13) 0.73553(11) 0.0224(3) Uani 1 1 d . . .
C7 C 0.44371(18) 0.67279(12) 0.56558(10) 0.0206(2) Uani 1 1 d . . .
C8 C 0.48815(18) 0.84055(12) 0.57682(10) 0.0212(3) Uani 1 1 d . . .
C9 C 0.34885(18) 0.89566(13) 0.67191(11) 0.0229(3) Uani 1 1 d . . .
C10 C 0.71411(18) 0.91372(13) 0.61984(11) 0.0244(3) Uani 1 1 d . . .
C11 C 0.26685(16) 0.66067(11) 0.99810(10) 0.0176(2) Uani 1 1 d . . .
C12 C 0.33363(17) 0.63317(12) 1.11156(10) 0.0203(2) Uani 1 1 d . . .
C13 C 0.21936(17) 0.64610(12) 1.21493(10) 0.0208(2) Uani 1 1 d . . .
C14 C 0.03772(17) 0.68617(11) 1.20374(10) 0.0197(2) Uani 1 1 d . . .
C15 C -0.03125(17) 0.71279(12) 1.09216(11) 0.0208(2) Uani 1 1 d . . .
C16 C 0.08340(16) 0.70014(12) 0.98884(10) 0.0202(2) Uani 1 1 d . . .
N N -0.08397(15) 0.70039(10) 1.31250(9) 0.0229(2) Uani 1 1 d . . .
O1 O 0.38949(12) 0.64466(8) 0.90237(7) 0.0202(2) Uani 1 1 d . . .
O2 O -0.03123(15) 0.66393(11) 1.40805(8) 0.0355(2) Uani 1 1 d . . .
O3 O -0.23567(13) 0.74666(10) 1.30323(8) 0.0309(2) Uani 1 1 d . . .
H1 H 0.457(2) 0.5275(15) 0.6870(12) 0.021(3) Uiso 1 1 d . . .
H2 H 0.204(2) 0.6430(14) 0.7589(12) 0.019(3) Uiso 1 1 d . . .
H3 H 0.307(2) 0.8952(15) 0.8607(13) 0.023(3) Uiso 1 1 d . . .
H4A H 0.647(2) 1.0370(17) 0.8497(13) 0.029(4) Uiso 1 1 d . . .
H4B H 0.652(2) 0.9109(16) 0.9268(14) 0.030(4) Uiso 1 1 d . . .
H5 H 0.904(2) 0.9211(16) 0.7745(14) 0.031(4) Uiso 1 1 d . . .
H6A H 0.747(2) 0.6817(16) 0.8147(14) 0.030(4) Uiso 1 1 d . . .
H6B H 0.806(2) 0.6701(16) 0.6750(14) 0.031(4) Uiso 1 1 d . . .
H7A H 0.297(2) 0.6230(16) 0.5361(13) 0.029(4) Uiso 1 1 d . . .
H7B H 0.532(2) 0.6369(16) 0.5050(13) 0.026(3) Uiso 1 1 d . . .
H8 H 0.460(2) 0.8637(15) 0.4951(14) 0.026(3) Uiso 1 1 d . . .
H9A H 0.201(2) 0.8500(16) 0.6440(14) 0.030(4) Uiso 1 1 d . . .
H9B H 0.371(2) 1.0025(17) 0.6783(14) 0.031(4) Uiso 1 1 d . . .
H10A H 0.744(2) 1.0218(16) 0.6253(13) 0.025(3) Uiso 1 1 d . . .
H10B H 0.805(2) 0.8794(16) 0.5592(14) 0.029(4) Uiso 1 1 d . . .
H12 H 0.459(2) 0.6043(15) 1.1160(13) 0.024(3) Uiso 1 1 d . . .
H13 H 0.266(2) 0.6280(16) 1.2921(14) 0.030(4) Uiso 1 1 d . . .
H15 H -0.154(2) 0.7409(16) 1.0873(13) 0.027(4) Uiso 1 1 d . . .
H18 H 0.035(2) 0.7189(16) 0.9126(14) 0.027(4) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0227(5) 0.0152(5) 0.0172(5) 0.0029(4) 0.0014(4) 0.0062(4)
C2 0.0192(5) 0.0188(5) 0.0149(5) 0.0048(4) 0.0001(4) 0.0049(4)
C3 0.0240(5) 0.0177(5) 0.0182(5) 0.0023(4) 0.0042(4) 0.0079(4)
C4 0.0283(6) 0.0190(5) 0.0207(6) -0.0009(4) 0.0007(4) 0.0019(4)
C5 0.0186(5) 0.0238(6) 0.0254(6) 0.0022(4) 0.0004(4) 0.0012(4)
C6 0.0209(5) 0.0266(6) 0.0225(6) 0.0060(4) 0.0019(4) 0.0100(4)
C7 0.0268(6) 0.0189(5) 0.0155(5) 0.0016(4) 0.0012(4) 0.0057(4)
C8 0.0282(6) 0.0201(5) 0.0175(5) 0.0066(4) 0.0028(4) 0.0085(4)
C9 0.0273(6) 0.0214(6) 0.0241(6) 0.0078(4) 0.0035(4) 0.0112(5)
C10 0.0276(6) 0.0196(5) 0.0251(6) 0.0051(4) 0.0075(5) 0.0040(4)
C11 0.0190(5) 0.0155(5) 0.0171(5) 0.0027(4) 0.0016(4) 0.0023(4)
C12 0.0215(5) 0.0204(5) 0.0202(6) 0.0048(4) 0.0006(4) 0.0073(4)
C13 0.0252(6) 0.0200(5) 0.0172(5) 0.0047(4) -0.0007(4) 0.0053(4)
C14 0.0213(5) 0.0170(5) 0.0185(5) 0.0024(4) 0.0036(4) 0.0017(4)
C15 0.0168(5) 0.0212(5) 0.0240(6) 0.0051(4) 0.0007(4) 0.0038(4)
C16 0.0189(5) 0.0229(5) 0.0181(5) 0.0057(4) -0.0015(4) 0.0033(4)
N 0.0239(5) 0.0221(5) 0.0211(5) 0.0031(4) 0.0036(4) 0.0038(4)
O1 0.0227(4) 0.0249(4) 0.0160(4) 0.0071(3) 0.0030(3) 0.0095(3)
O2 0.0388(5) 0.0530(6) 0.0205(5) 0.0132(4) 0.0076(4) 0.0181(4)
O3 0.0290(5) 0.0376(5) 0.0301(5) 0.0066(4) 0.0087(4) 0.0151(4)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.5259(15) . ?
C1 C7 1.5333(15) . ?
C1 C6 1.5342(16) . ?
C1 H1 0.979(14) . ?
C2 O1 1.4561(13) . ?
C2 C3 1.5341(15) . ?
C2 H2 0.983(14) . ?
C3 C4 1.5335(16) . ?
C3 C9 1.5390(15) . ?
C3 H3 0.979(14) . ?
C4 C5 1.5323(17) . ?
C4 H4A 0.970(15) . ?
C4 H4B 0.998(15) . ?
C5 C10 1.5322(17) . ?
C5 C6 1.5373(16) . ?
C5 H5 0.981(16) . ?
C6 H6A 0.974(15) . ?
C6 H6B 1.001(15) . ?
C7 C8 1.5344(15) . ?
C7 H7A 1.003(15) . ?
C7 H7B 0.976(15) . ?
C8 C9 1.5315(16) . ?
C8 C10 1.5346(17) . ?
C8 H8 0.979(15) . ?
C9 H9A 1.001(16) . ?
C9 H9B 0.983(15) . ?
C10 H10A 0.990(14) . ?
C10 H10B 0.984(15) . ?
C11 O1 1.3542(13) . ?
C11 C16 1.3970(16) . ?
C11 C12 1.3983(15) . ?
C12 C13 1.3804(16) . ?
C12 H12 0.964(14) . ?
C13 C14 1.3905(16) . ?
C13 H13 0.951(15) . ?
C14 C15 1.3817(16) . ?
C14 N 1.4589(15) . ?
C15 C16 1.3812(16) . ?
C15 H15 0.942(15) . ?
C16 H18 0.949(15) . ?
N O2 1.2275(13) . ?
N O3 1.2298(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C7 108.38(9) . . ?
C2 C1 C6 110.15(9) . . ?
C7 C1 C6 109.50(9) . . ?
C2 C1 H1 107.9(8) . . ?
C7 C1 H1 110.3(8) . . ?
C6 C1 H1 110.5(8) . . ?
O1 C2 C1 105.97(8) . . ?
O1 C2 C3 112.00(9) . . ?
C1 C2 C3 109.96(9) . . ?
O1 C2 H2 107.6(8) . . ?
C1 C2 H2 110.3(8) . . ?
C3 C2 H2 110.9(8) . . ?
C4 C3 C2 110.00(9) . . ?
C4 C3 C9 110.07(9) . . ?
C2 C3 C9 107.80(9) . . ?
C4 C3 H3 109.7(8) . . ?
C2 C3 H3 110.0(8) . . ?
C9 C3 H3 109.3(8) . . ?
C5 C4 C3 109.81(9) . . ?
C5 C4 H4A 109.4(9) . . ?
C3 C4 H4A 108.5(9) . . ?
C5 C4 H4B 110.5(8) . . ?
C3 C4 H4B 111.2(9) . . ?
H4A C4 H4B 107.3(12) . . ?
C10 C5 C4 109.66(10) . . ?
C10 C5 C6 109.30(10) . . ?
C4 C5 C6 108.79(10) . . ?
C10 C5 H5 110.2(9) . . ?
C4 C5 H5 110.0(9) . . ?
C6 C5 H5 108.8(9) . . ?
C1 C6 C5 109.85(9) . . ?
C1 C6 H6A 110.6(9) . . ?
C5 C6 H6A 110.6(9) . . ?
C1 C6 H6B 110.2(9) . . ?
C5 C6 H6B 110.0(9) . . ?
H6A C6 H6B 105.5(12) . . ?
C1 C7 C8 109.55(9) . . ?
C1 C7 H7A 109.8(8) . . ?
C8 C7 H7A 110.7(8) . . ?
C1 C7 H7B 109.1(8) . . ?
C8 C7 H7B 109.3(8) . . ?
H7A C7 H7B 108.3(12) . . ?
C9 C8 C7 108.91(9) . . ?
C9 C8 C10 109.89(10) . . ?
C7 C8 C10 109.64(9) . . ?
C9 C8 H8 110.1(8) . . ?
C7 C8 H8 108.8(8) . . ?
C10 C8 H8 109.5(8) . . ?
C8 C9 C3 109.45(9) . . ?
C8 C9 H9A 110.6(9) . . ?
C3 C9 H9A 110.4(9) . . ?
C8 C9 H9B 110.3(9) . . ?
C3 C9 H9B 110.0(9) . . ?
H9A C9 H9B 106.0(12) . . ?
C5 C10 C8 109.72(9) . . ?
C5 C10 H10A 110.3(8) . . ?
C8 C10 H10A 109.9(8) . . ?
C5 C10 H10B 109.1(8) . . ?
C8 C10 H10B 110.6(9) . . ?
H10A C10 H10B 107.1(12) . . ?
O1 C11 C16 124.40(10) . . ?
O1 C11 C12 115.54(9) . . ?
C16 C11 C12 120.05(10) . . ?
C13 C12 C11 120.11(10) . . ?
C13 C12 H12 120.9(8) . . ?
C11 C12 H12 119.0(8) . . ?
C12 C13 C14 118.87(10) . . ?
C12 C13 H13 119.9(9) . . ?
C14 C13 H13 121.2(9) . . ?
C15 C14 C13 121.79(10) . . ?
C15 C14 N 118.92(10) . . ?
C13 C14 N 119.29(10) . . ?
C16 C15 C14 119.31(10) . . ?
C16 C15 H15 120.5(9) . . ?
C14 C15 H15 120.1(9) . . ?
C15 C16 C11 119.87(10) . . ?
C15 C16 H18 118.8(9) . . ?
C11 C16 H18 121.3(9) . . ?
O2 N O3 123.36(10) . . ?
O2 N C14 118.37(10) . . ?
O3 N C14 118.26(10) . . ?
C11 O1 C2 119.43(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7 C1 C2 O1 177.06(8) . . . . ?
C6 C1 C2 O1 -63.15(11) . . . . ?
C7 C1 C2 C3 -61.71(11) . . . . ?
C6 C1 C2 C3 58.08(11) . . . . ?
O1 C2 C3 C4 59.34(11) . . . . ?
C1 C2 C3 C4 -58.20(11) . . . . ?
O1 C2 C3 C9 179.37(8) . . . . ?
C1 C2 C3 C9 61.83(11) . . . . ?
C2 C3 C4 C5 59.64(12) . . . . ?
C9 C3 C4 C5 -59.00(12) . . . . ?
C3 C4 C5 C10 59.22(12) . . . . ?
C3 C4 C5 C6 -60.27(12) . . . . ?
C2 C1 C6 C5 -59.38(12) . . . . ?
C7 C1 C6 C5 59.73(12) . . . . ?
C10 C5 C6 C1 -59.64(12) . . . . ?
C4 C5 C6 C1 60.07(12) . . . . ?
C2 C1 C7 C8 60.57(12) . . . . ?
C6 C1 C7 C8 -59.62(12) . . . . ?
C1 C7 C8 C9 -60.53(12) . . . . ?
C1 C7 C8 C10 59.74(12) . . . . ?
C7 C8 C9 C3 60.96(12) . . . . ?
C10 C8 C9 C3 -59.16(12) . . . . ?
C4 C3 C9 C8 58.86(12) . . . . ?
C2 C3 C9 C8 -61.12(12) . . . . ?
C4 C5 C10 C8 -59.58(12) . . . . ?
C6 C5 C10 C8 59.60(12) . . . . ?
C9 C8 C10 C5 59.79(12) . . . . ?
C7 C8 C10 C5 -59.88(12) . . . . ?
O1 C11 C12 C13 -179.85(9) . . . . ?
C16 C11 C12 C13 -0.51(16) . . . . ?
C11 C12 C13 C14 0.22(16) . . . . ?
C12 C13 C14 C15 0.21(16) . . . . ?
C12 C13 C14 N -179.89(9) . . . . ?
C13 C14 C15 C16 -0.35(17) . . . . ?
N C14 C15 C16 179.75(9) . . . . ?
C14 C15 C16 C11 0.05(16) . . . . ?
O1 C11 C16 C15 179.65(10) . . . . ?
C12 C11 C16 C15 0.37(16) . . . . ?
C15 C14 N O2 173.63(10) . . . . ?
C13 C14 N O2 -6.28(15) . . . . ?
C15 C14 N O3 -5.51(15) . . . . ?
C13 C14 N O3 174.58(10) . . . . ?
C16 C11 O1 C2 9.31(15) . . . . ?
C12 C11 O1 C2 -171.39(9) . . . . ?
C1 C2 O1 C11 -170.63(8) . . . . ?
C3 C2 O1 C11 69.47(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.976
_diffrn_reflns_theta_full        74.89
_diffrn_measured_fraction_theta_full 0.976
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.034

data_compound6b
_database_code_CSD               205448

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H18 N2 O6'
_chemical_formula_weight         346.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   29.1896(6)
_cell_length_b                   7.05180(10)
_cell_length_c                   15.4150(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.7170(10)
_cell_angle_gamma                90.00
_cell_volume                     3166.34(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    28281
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       blocks
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.453
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1456
_exptl_absorpt_coefficient_mu    0.111
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_diffrn_measurement_method       CCD
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            19999
_diffrn_reflns_av_R_equivalents  0.0638
_diffrn_reflns_av_sigmaI/netI    0.0523
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.40
_diffrn_reflns_theta_max         25.00
_reflns_number_total             5513
_reflns_number_gt                3957
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0926P)^2^+0.2241P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5513
_refine_ls_number_parameters     451
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0797
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1680
_refine_ls_wR_factor_gt          0.1377
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.137
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.16332(5) 0.34452(19) 0.63848(10) 0.0278(4) Uani 1 1 d . . .
O2 O 0.20781(5) 0.1177(2) 0.58553(13) 0.0470(5) Uani 1 1 d . . .
O3 O 0.17829(5) 0.7574(2) 0.70084(10) 0.0343(4) Uani 1 1 d . . .
O4 O 0.16019(5) 0.7205(2) 0.56405(9) 0.0264(4) Uani 1 1 d . . .
O5 O 0.34177(5) 0.9811(2) 0.61348(10) 0.0335(4) Uani 1 1 d . . .
O6 O 0.38908(5) 0.7444(2) 0.61111(11) 0.0356(4) Uani 1 1 d . . .
N1 N 0.18643(6) 0.7037(2) 0.62829(11) 0.0202(4) Uani 1 1 d . . .
N2 N 0.35042(6) 0.8105(3) 0.61122(11) 0.0259(4) Uani 1 1 d . . .
C1 C 0.09771(8) 0.1855(3) 0.56135(15) 0.0312(6) Uani 1 1 d . . .
H1 H 0.1182 0.1421 0.5157 0.037 Uiso 1 1 calc R . .
C2 C 0.12534(7) 0.2080(3) 0.64725(16) 0.0289(5) Uani 1 1 d . . .
H2 H 0.1383 0.0822 0.6660 0.035 Uiso 1 1 calc R . .
C3 C 0.09557(8) 0.2837(3) 0.71676(15) 0.0287(5) Uani 1 1 d . . .
H3 H 0.1148 0.3035 0.7721 0.034 Uiso 1 1 calc R . .
C4 C 0.07265(8) 0.4703(3) 0.68816(15) 0.0295(5) Uani 1 1 d . . .
H4A H 0.0964 0.5673 0.6792 0.035 Uiso 1 1 calc R . .
H4B H 0.0532 0.5164 0.7340 0.035 Uiso 1 1 calc R . .
C5 C 0.04322(8) 0.4396(3) 0.60358(15) 0.0309(6) Uani 1 1 d . . .
H5 H 0.0281 0.5615 0.5850 0.037 Uiso 1 1 calc R . .
C6 C 0.07457(8) 0.3723(3) 0.53333(15) 0.0318(6) Uani 1 1 d . . .
H6A H 0.0562 0.3541 0.4777 0.038 Uiso 1 1 calc R . .
H6B H 0.0982 0.4697 0.5244 0.038 Uiso 1 1 calc R . .
C7 C 0.06068(8) 0.0338(3) 0.57497(16) 0.0353(6) Uani 1 1 d . . .
H7A H 0.0421 0.0121 0.5198 0.042 Uiso 1 1 calc R . .
H7B H 0.0755 -0.0874 0.5930 0.042 Uiso 1 1 calc R . .
C8 C 0.02963(7) 0.1014(3) 0.64505(16) 0.0316(6) Uani 1 1 d . . .
H8 H 0.0056 0.0034 0.6540 0.038 Uiso 1 1 calc R . .
C9 C 0.05873(8) 0.1330(3) 0.73061(16) 0.0365(6) Uani 1 1 d . . .
H9A H 0.0388 0.1755 0.7764 0.044 Uiso 1 1 calc R . .
H9B H 0.0736 0.0125 0.7498 0.044 Uiso 1 1 calc R . .
C10 C 0.00651(8) 0.2889(3) 0.61768(16) 0.0324(6) Uani 1 1 d . . .
H10A H -0.0134 0.3318 0.6633 0.039 Uiso 1 1 calc R . .
H10B H -0.0129 0.2704 0.5632 0.039 Uiso 1 1 calc R . .
C11 C 0.20160(8) 0.2796(3) 0.60793(16) 0.0292(5) Uani 1 1 d . . .
C12 C 0.23829(7) 0.4266(3) 0.60507(14) 0.0245(5) Uani 1 1 d . . .
C13 C 0.23231(7) 0.6215(3) 0.61717(13) 0.0197(5) Uani 1 1 d . . .
C14 C 0.26810(7) 0.7484(3) 0.61905(13) 0.0223(5) Uani 1 1 d . . .
H14 H 0.2631 0.8802 0.6269 0.027 Uiso 1 1 calc R . .
C15 C 0.31148(7) 0.6775(3) 0.60913(13) 0.0217(5) Uani 1 1 d . . .
C16 C 0.31969(7) 0.4873(3) 0.59606(14) 0.0271(5) Uani 1 1 d . . .
H16 H 0.3499 0.4422 0.5890 0.032 Uiso 1 1 calc R . .
C17 C 0.28277(7) 0.3642(3) 0.59351(15) 0.0293(6) Uani 1 1 d . . .
H17 H 0.2879 0.2332 0.5836 0.035 Uiso 1 1 calc R . .
O1' O 0.33594(5) 0.3406(2) 0.37032(11) 0.0314(4) Uani 1 1 d . . .
O2' O 0.28408(6) 0.1332(2) 0.31145(13) 0.0471(5) Uani 1 1 d . . .
O3' O 0.32788(5) 0.7081(2) 0.29230(10) 0.0302(4) Uani 1 1 d . . .
O4' O 0.33024(5) 0.7834(2) 0.42827(10) 0.0385(4) Uani 1 1 d . . .
O5' O 0.15825(5) 0.9861(2) 0.39295(10) 0.0337(4) Uani 1 1 d . . .
O6' O 0.10977(5) 0.7526(2) 0.38658(11) 0.0355(4) Uani 1 1 d . . .
N1' N 0.31195(6) 0.7100(2) 0.36337(12) 0.0232(4) Uani 1 1 d . . .
N2' N 0.14876(6) 0.8163(3) 0.38824(11) 0.0259(4) Uani 1 1 d . . .
C1' C 0.40169(8) 0.2569(4) 0.28477(16) 0.0397(6) Uani 1 1 d . . .
H1' H 0.3812 0.2641 0.2303 0.048 Uiso 1 1 calc R . .
C2' C 0.37378(8) 0.2036(3) 0.36124(17) 0.0347(6) Uani 1 1 d . . .
H2' H 0.3605 0.0742 0.3511 0.042 Uiso 1 1 calc R . .
C3' C 0.40343(8) 0.2026(4) 0.44472(16) 0.0384(6) Uani 1 1 d . . .
H3' H 0.3841 0.1742 0.4944 0.046 Uiso 1 1 calc R . .
C4' C 0.42694(9) 0.3912(4) 0.45967(17) 0.0427(7) Uani 1 1 d . . .
H4'1 H 0.4461 0.3879 0.5150 0.051 Uiso 1 1 calc R . .
H4'2 H 0.4036 0.4923 0.4639 0.051 Uiso 1 1 calc R . .
C5' C 0.45697(8) 0.4346(3) 0.38462(18) 0.0414(7) Uani 1 1 d . . .
H5' H 0.4729 0.5587 0.3953 0.050 Uiso 1 1 calc R . .
C6' C 0.42600(8) 0.4468(4) 0.30160(17) 0.0420(7) Uani 1 1 d . . .
H6'1 H 0.4445 0.4785 0.2520 0.050 Uiso 1 1 calc R . .
H6'2 H 0.4030 0.5483 0.3072 0.050 Uiso 1 1 calc R . .
C7' C 0.43744(9) 0.0992(4) 0.27699(19) 0.0517(8) Uani 1 1 d . . .
H7'1 H 0.4561 0.1254 0.2270 0.062 Uiso 1 1 calc R . .
H7'2 H 0.4217 -0.0239 0.2667 0.062 Uiso 1 1 calc R . .
C8' C 0.46876(8) 0.0887(3) 0.36121(16) 0.0348(6) Uani 1 1 d . . .
H8' H 0.4921 -0.0136 0.3559 0.042 Uiso 1 1 calc R . .
C9' C 0.43930(8) 0.0443(4) 0.43702(18) 0.0456(7) Uani 1 1 d . . .
H9'1 H 0.4590 0.0356 0.4917 0.055 Uiso 1 1 calc R . .
H9'2 H 0.4236 -0.0791 0.4271 0.055 Uiso 1 1 calc R . .
C10' C 0.49278(8) 0.2778(3) 0.37629(18) 0.0408(7) Uani 1 1 d . . .
H10C H 0.5118 0.3063 0.3271 0.049 Uiso 1 1 calc R . .
H10D H 0.5132 0.2718 0.4301 0.049 Uiso 1 1 calc R . .
C11' C 0.29409(8) 0.2858(3) 0.34308(16) 0.0293(5) Uani 1 1 d . . .
C12' C 0.25812(7) 0.4321(3) 0.35710(14) 0.0246(5) Uani 1 1 d . . .
C13' C 0.26597(7) 0.6263(3) 0.36978(13) 0.0207(5) Uani 1 1 d . . .
C14' C 0.23112(7) 0.7524(3) 0.38293(13) 0.0226(5) Uani 1 1 d . . .
H14' H 0.2372 0.8836 0.3919 0.027 Uiso 1 1 calc R . .
C15' C 0.18708(7) 0.6817(3) 0.38265(13) 0.0212(5) Uani 1 1 d . . .
C16' C 0.17718(7) 0.4910(3) 0.37264(14) 0.0260(5) Uani 1 1 d . . .
H16' H 0.1466 0.4455 0.3746 0.031 Uiso 1 1 calc R . .
C17' C 0.21318(7) 0.3683(3) 0.35971(15) 0.0280(5) Uani 1 1 d . . .
H17' H 0.2070 0.2368 0.3524 0.034 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0164(8) 0.0209(8) 0.0467(10) 0.0019(7) 0.0060(7) 0.0009(6)
O2 0.0290(10) 0.0245(9) 0.0889(15) -0.0084(9) 0.0149(9) -0.0007(8)
O3 0.0315(10) 0.0489(10) 0.0230(9) -0.0084(8) 0.0060(7) 0.0057(8)
O4 0.0231(8) 0.0299(8) 0.0259(8) 0.0026(7) 0.0003(7) 0.0040(7)
O5 0.0307(9) 0.0248(9) 0.0452(11) 0.0027(7) 0.0034(8) -0.0033(7)
O6 0.0167(9) 0.0413(10) 0.0487(11) -0.0028(8) 0.0015(7) 0.0001(8)
N1 0.0201(10) 0.0192(9) 0.0213(10) 0.0016(8) 0.0009(8) -0.0006(8)
N2 0.0227(11) 0.0314(11) 0.0236(10) 0.0003(8) 0.0022(8) -0.0027(9)
C1 0.0241(13) 0.0332(13) 0.0375(14) -0.0113(11) 0.0111(10) -0.0024(10)
C2 0.0209(12) 0.0189(11) 0.0468(15) 0.0029(10) 0.0020(10) -0.0013(10)
C3 0.0256(12) 0.0334(13) 0.0269(13) 0.0048(10) 0.0015(10) -0.0041(11)
C4 0.0260(12) 0.0293(12) 0.0341(13) -0.0072(10) 0.0083(10) -0.0013(10)
C5 0.0248(12) 0.0271(12) 0.0407(14) 0.0007(11) 0.0014(10) 0.0035(10)
C6 0.0275(13) 0.0400(14) 0.0277(13) 0.0018(10) -0.0003(10) -0.0071(11)
C7 0.0262(13) 0.0307(13) 0.0492(16) -0.0110(11) 0.0048(11) -0.0042(11)
C8 0.0190(12) 0.0260(12) 0.0504(16) 0.0007(11) 0.0055(11) -0.0039(10)
C9 0.0309(14) 0.0371(14) 0.0420(15) 0.0097(11) 0.0070(11) -0.0053(11)
C10 0.0217(12) 0.0337(13) 0.0422(15) -0.0052(11) 0.0044(11) -0.0006(11)
C11 0.0217(12) 0.0218(12) 0.0445(15) 0.0011(10) 0.0048(10) 0.0029(10)
C12 0.0198(11) 0.0226(11) 0.0311(13) 0.0010(9) 0.0020(9) 0.0016(10)
C13 0.0174(11) 0.0247(11) 0.0172(11) 0.0008(8) 0.0027(8) 0.0034(9)
C14 0.0251(12) 0.0213(11) 0.0203(11) 0.0010(9) 0.0007(9) 0.0004(10)
C15 0.0196(12) 0.0262(12) 0.0190(11) 0.0025(9) -0.0009(9) -0.0028(10)
C16 0.0192(12) 0.0305(13) 0.0320(13) 0.0028(10) 0.0051(9) 0.0029(10)
C17 0.0253(13) 0.0227(11) 0.0403(14) 0.0005(10) 0.0057(10) 0.0025(10)
O1' 0.0164(8) 0.0222(8) 0.0556(11) 0.0004(7) 0.0016(7) 0.0007(7)
O2' 0.0296(10) 0.0347(10) 0.0763(14) -0.0184(9) -0.0016(9) 0.0010(8)
O3' 0.0287(9) 0.0332(9) 0.0297(9) 0.0052(7) 0.0100(7) 0.0018(7)
O4' 0.0338(10) 0.0553(11) 0.0255(9) 0.0020(8) -0.0047(7) -0.0198(9)
O5' 0.0333(10) 0.0252(9) 0.0434(10) 0.0006(7) 0.0087(8) 0.0038(7)
O6' 0.0168(9) 0.0418(10) 0.0477(11) -0.0003(8) -0.0004(7) -0.0015(8)
N1' 0.0198(10) 0.0244(10) 0.0254(11) 0.0053(8) 0.0015(8) 0.0003(8)
N2' 0.0249(11) 0.0305(11) 0.0222(10) 0.0019(8) 0.0020(8) 0.0025(9)
C1' 0.0347(14) 0.0533(16) 0.0304(14) -0.0088(12) -0.0048(11) 0.0163(13)
C2' 0.0205(12) 0.0181(11) 0.0651(18) 0.0012(11) -0.0014(12) 0.0034(10)
C3' 0.0275(13) 0.0509(16) 0.0382(15) 0.0186(12) 0.0130(11) 0.0103(12)
C4' 0.0326(15) 0.0592(17) 0.0355(15) -0.0112(13) -0.0049(11) 0.0128(14)
C5' 0.0225(13) 0.0296(13) 0.072(2) 0.0007(13) 0.0032(12) -0.0050(11)
C6' 0.0341(14) 0.0422(15) 0.0520(17) 0.0203(13) 0.0208(12) 0.0103(12)
C7' 0.0438(17) 0.0564(17) 0.0547(19) -0.0172(14) 0.0023(14) 0.0171(14)
C8' 0.0207(13) 0.0313(13) 0.0529(16) 0.0038(11) 0.0062(11) 0.0077(11)
C9' 0.0272(14) 0.0449(15) 0.0656(19) 0.0240(14) 0.0096(13) 0.0074(12)
C10' 0.0245(13) 0.0367(14) 0.0619(18) 0.0083(13) 0.0083(12) 0.0017(12)
C11' 0.0238(13) 0.0253(12) 0.0391(14) -0.0001(11) 0.0042(10) -0.0025(10)
C12' 0.0224(12) 0.0239(11) 0.0274(12) -0.0012(9) 0.0002(9) 0.0001(10)
C13' 0.0168(11) 0.0270(11) 0.0182(11) 0.0034(9) -0.0011(8) -0.0029(9)
C14' 0.0263(12) 0.0220(11) 0.0194(11) 0.0003(9) 0.0003(9) -0.0011(10)
C15' 0.0193(11) 0.0282(12) 0.0160(11) 0.0016(9) 0.0014(8) 0.0026(10)
C16' 0.0208(12) 0.0296(12) 0.0275(12) -0.0002(9) 0.0010(9) -0.0042(10)
C17' 0.0233(12) 0.0228(11) 0.0375(14) -0.0013(10) 0.0005(10) -0.0032(10)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.322(3) . ?
O1 C2 1.481(2) . ?
O2 C11 1.210(3) . ?
O3 N1 1.219(2) . ?
O4 N1 1.218(2) . ?
O5 N2 1.230(2) . ?
O6 N2 1.221(2) . ?
N1 C13 1.479(3) . ?
N2 C15 1.472(3) . ?
C1 C2 1.513(3) . ?
C1 C6 1.530(3) . ?
C1 C7 1.545(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.520(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.528(3) . ?
C3 C9 1.537(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.529(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C10 1.535(3) . ?
C5 C6 1.538(3) . ?
C5 H5 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.531(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C10 1.531(3) . ?
C8 C9 1.538(3) . ?
C8 H8 1.0000 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.493(3) . ?
C12 C17 1.394(3) . ?
C12 C13 1.399(3) . ?
C13 C14 1.374(3) . ?
C14 C15 1.379(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.380(3) . ?
C16 C17 1.382(3) . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
O1' C11' 1.323(3) . ?
O1' C2' 1.481(3) . ?
O2' C11' 1.210(3) . ?
O3' N1' 1.218(2) . ?
O4' N1' 1.218(2) . ?
O5' N2' 1.230(2) . ?
O6' N2' 1.222(2) . ?
N1' C13' 1.475(3) . ?
N2' C15' 1.474(3) . ?
C1' C2' 1.523(4) . ?
C1' C6' 1.530(4) . ?
C1' C7' 1.535(3) . ?
C1' H1' 1.0000 . ?
C2' C3' 1.504(3) . ?
C2' H2' 1.0000 . ?
C3' C4' 1.508(4) . ?
C3' C9' 1.540(3) . ?
C3' H3' 1.0000 . ?
C4' C5' 1.527(4) . ?
C4' H4'1 0.9900 . ?
C4' H4'2 0.9900 . ?
C5' C6' 1.521(4) . ?
C5' C10' 1.532(3) . ?
C5' H5' 1.0000 . ?
C6' H6'1 0.9900 . ?
C6' H6'2 0.9900 . ?
C7' C8' 1.540(4) . ?
C7' H7'1 0.9900 . ?
C7' H7'2 0.9900 . ?
C8' C10' 1.518(3) . ?
C8' C9' 1.528(3) . ?
C8' H8' 1.0000 . ?
C9' H9'1 0.9900 . ?
C9' H9'2 0.9900 . ?
C10' H10C 0.9900 . ?
C10' H10D 0.9900 . ?
C11' C12' 1.497(3) . ?
C12' C17' 1.390(3) . ?
C12' C13' 1.400(3) . ?
C13' C14' 1.376(3) . ?
C14' C15' 1.378(3) . ?
C14' H14' 0.9500 . ?
C15' C16' 1.382(3) . ?
C16' C17' 1.386(3) . ?
C16' H16' 0.9500 . ?
C17' H17' 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O1 C2 117.54(16) . . ?
O4 N1 O3 124.50(18) . . ?
O4 N1 C13 118.04(17) . . ?
O3 N1 C13 117.38(16) . . ?
O6 N2 O5 124.40(18) . . ?
O6 N2 C15 117.95(18) . . ?
O5 N2 C15 117.65(18) . . ?
C2 C1 C6 110.96(18) . . ?
C2 C1 C7 106.94(19) . . ?
C6 C1 C7 109.56(18) . . ?
C2 C1 H1 109.8 . . ?
C6 C1 H1 109.8 . . ?
C7 C1 H1 109.8 . . ?
O1 C2 C1 110.35(18) . . ?
O1 C2 C3 107.53(17) . . ?
C1 C2 C3 110.91(18) . . ?
O1 C2 H2 109.3 . . ?
C1 C2 H2 109.3 . . ?
C3 C2 H2 109.3 . . ?
C2 C3 C4 111.03(18) . . ?
C2 C3 C9 106.98(18) . . ?
C4 C3 C9 109.77(18) . . ?
C2 C3 H3 109.7 . . ?
C4 C3 H3 109.7 . . ?
C9 C3 H3 109.7 . . ?
C3 C4 C5 109.60(18) . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 C10 109.63(19) . . ?
C4 C5 C6 108.48(18) . . ?
C10 C5 C6 109.81(18) . . ?
C4 C5 H5 109.6 . . ?
C10 C5 H5 109.6 . . ?
C6 C5 H5 109.6 . . ?
C1 C6 C5 109.81(19) . . ?
C1 C6 H6A 109.7 . . ?
C5 C6 H6A 109.7 . . ?
C1 C6 H6B 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C1 109.38(18) . . ?
C8 C7 H7A 109.8 . . ?
C1 C7 H7A 109.8 . . ?
C8 C7 H7B 109.8 . . ?
C1 C7 H7B 109.8 . . ?
H7A C7 H7B 108.2 . . ?
C7 C8 C10 110.2(2) . . ?
C7 C8 C9 109.32(19) . . ?
C10 C8 C9 108.68(19) . . ?
C7 C8 H8 109.5 . . ?
C10 C8 H8 109.5 . . ?
C9 C8 H8 109.5 . . ?
C3 C9 C8 109.49(19) . . ?
C3 C9 H9A 109.8 . . ?
C8 C9 H9A 109.8 . . ?
C3 C9 H9B 109.8 . . ?
C8 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
C8 C10 C5 109.75(18) . . ?
C8 C10 H10A 109.7 . . ?
C5 C10 H10A 109.7 . . ?
C8 C10 H10B 109.7 . . ?
C5 C10 H10B 109.7 . . ?
H10A C10 H10B 108.2 . . ?
O2 C11 O1 125.0(2) . . ?
O2 C11 C12 121.7(2) . . ?
O1 C11 C12 113.25(18) . . ?
C17 C12 C13 116.92(19) . . ?
C17 C12 C11 117.42(19) . . ?
C13 C12 C11 125.59(19) . . ?
C14 C13 C12 122.74(19) . . ?
C14 C13 N1 115.81(17) . . ?
C12 C13 N1 121.45(18) . . ?
C13 C14 C15 117.66(19) . . ?
C13 C14 H14 121.2 . . ?
C15 C14 H14 121.2 . . ?
C14 C15 C16 122.5(2) . . ?
C14 C15 N2 118.67(18) . . ?
C16 C15 N2 118.79(19) . . ?
C15 C16 C17 118.2(2) . . ?
C15 C16 H16 120.9 . . ?
C17 C16 H16 120.9 . . ?
C16 C17 C12 121.9(2) . . ?
C16 C17 H17 119.0 . . ?
C12 C17 H17 119.0 . . ?
C11' O1' C2' 117.27(16) . . ?
O3' N1' O4' 124.80(18) . . ?
O3' N1' C13' 117.27(17) . . ?
O4' N1' C13' 117.84(18) . . ?
O6' N2' O5' 124.39(18) . . ?
O6' N2' C15' 118.12(17) . . ?
O5' N2' C15' 117.47(18) . . ?
C2' C1' C6' 110.50(19) . . ?
C2' C1' C7' 106.4(2) . . ?
C6' C1' C7' 109.7(2) . . ?
C2' C1' H1' 110.1 . . ?
C6' C1' H1' 110.1 . . ?
C7' C1' H1' 110.1 . . ?
O1' C2' C3' 108.3(2) . . ?
O1' C2' C1' 110.61(18) . . ?
C3' C2' C1' 110.88(19) . . ?
O1' C2' H2' 109.0 . . ?
C3' C2' H2' 109.0 . . ?
C1' C2' H2' 109.0 . . ?
C2' C3' C4' 110.96(19) . . ?
C2' C3' C9' 107.1(2) . . ?
C4' C3' C9' 110.3(2) . . ?
C2' C3' H3' 109.5 . . ?
C4' C3' H3' 109.5 . . ?
C9' C3' H3' 109.5 . . ?
C3' C4' C5' 109.8(2) . . ?
C3' C4' H4'1 109.7 . . ?
C5' C4' H4'1 109.7 . . ?
C3' C4' H4'2 109.7 . . ?
C5' C4' H4'2 109.7 . . ?
H4'1 C4' H4'2 108.2 . . ?
C6' C5' C4' 108.04(19) . . ?
C6' C5' C10' 110.0(2) . . ?
C4' C5' C10' 110.3(2) . . ?
C6' C5' H5' 109.5 . . ?
C4' C5' H5' 109.5 . . ?
C10' C5' H5' 109.5 . . ?
C5' C6' C1' 109.68(19) . . ?
C5' C6' H6'1 109.7 . . ?
C1' C6' H6'1 109.7 . . ?
C5' C6' H6'2 109.7 . . ?
C1' C6' H6'2 109.7 . . ?
H6'1 C6' H6'2 108.2 . . ?
C1' C7' C8' 109.8(2) . . ?
C1' C7' H7'1 109.7 . . ?
C8' C7' H7'1 109.7 . . ?
C1' C7' H7'2 109.7 . . ?
C8' C7' H7'2 109.7 . . ?
H7'1 C7' H7'2 108.2 . . ?
C10' C8' C9' 109.9(2) . . ?
C10' C8' C7' 109.3(2) . . ?
C9' C8' C7' 108.8(2) . . ?
C10' C8' H8' 109.6 . . ?
C9' C8' H8' 109.6 . . ?
C7' C8' H8' 109.6 . . ?
C8' C9' C3' 109.24(19) . . ?
C8' C9' H9'1 109.8 . . ?
C3' C9' H9'1 109.8 . . ?
C8' C9' H9'2 109.8 . . ?
C3' C9' H9'2 109.8 . . ?
H9'1 C9' H9'2 108.3 . . ?
C8' C10' C5' 109.62(19) . . ?
C8' C10' H10C 109.7 . . ?
C5' C10' H10C 109.7 . . ?
C8' C10' H10D 109.7 . . ?
C5' C10' H10D 109.7 . . ?
H10C C10' H10D 108.2 . . ?
O2' C11' O1' 125.6(2) . . ?
O2' C11' C12' 121.2(2) . . ?
O1' C11' C12' 113.24(18) . . ?
C17' C12' C13' 117.30(19) . . ?
C17' C12' C11' 116.95(19) . . ?
C13' C12' C11' 125.73(19) . . ?
C14' C13' C12' 122.48(19) . . ?
C14' C13' N1' 115.83(18) . . ?
C12' C13' N1' 121.54(19) . . ?
C13' C14' C15' 117.63(19) . . ?
C13' C14' H14' 121.2 . . ?
C15' C14' H14' 121.2 . . ?
C14' C15' C16' 122.7(2) . . ?
C14' C15' N2' 118.56(18) . . ?
C16' C15' N2' 118.63(19) . . ?
C15' C16' C17' 118.0(2) . . ?
C15' C16' H16' 121.0 . . ?
C17' C16' H16' 121.0 . . ?
C16' C17' C12' 121.9(2) . . ?
C16' C17' H17' 119.1 . . ?
C12' C17' H17' 119.1 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 O1 C2 C1 -83.5(2) . . . . ?
C11 O1 C2 C3 155.38(19) . . . . ?
C6 C1 C2 O1 -63.5(2) . . . . ?
C7 C1 C2 O1 177.06(16) . . . . ?
C6 C1 C2 C3 55.6(2) . . . . ?
C7 C1 C2 C3 -63.9(2) . . . . ?
O1 C2 C3 C4 64.9(2) . . . . ?
C1 C2 C3 C4 -55.9(2) . . . . ?
O1 C2 C3 C9 -175.37(16) . . . . ?
C1 C2 C3 C9 63.9(2) . . . . ?
C2 C3 C4 C5 58.8(2) . . . . ?
C9 C3 C4 C5 -59.3(2) . . . . ?
C3 C4 C5 C10 59.3(2) . . . . ?
C3 C4 C5 C6 -60.6(2) . . . . ?
C2 C1 C6 C5 -58.3(2) . . . . ?
C7 C1 C6 C5 59.6(2) . . . . ?
C4 C5 C6 C1 60.5(2) . . . . ?
C10 C5 C6 C1 -59.3(2) . . . . ?
C2 C1 C7 C8 60.8(2) . . . . ?
C6 C1 C7 C8 -59.5(2) . . . . ?
C1 C7 C8 C10 59.4(2) . . . . ?
C1 C7 C8 C9 -59.9(2) . . . . ?
C2 C3 C9 C8 -60.5(2) . . . . ?
C4 C3 C9 C8 60.1(2) . . . . ?
C7 C8 C9 C3 60.0(2) . . . . ?
C10 C8 C9 C3 -60.3(2) . . . . ?
C7 C8 C10 C5 -59.2(2) . . . . ?
C9 C8 C10 C5 60.5(2) . . . . ?
C4 C5 C10 C8 -60.3(2) . . . . ?
C6 C5 C10 C8 58.8(2) . . . . ?
C2 O1 C11 O2 1.0(3) . . . . ?
C2 O1 C11 C12 -177.66(17) . . . . ?
O2 C11 C12 C17 -13.3(3) . . . . ?
O1 C11 C12 C17 165.4(2) . . . . ?
O2 C11 C12 C13 170.0(2) . . . . ?
O1 C11 C12 C13 -11.3(3) . . . . ?
C17 C12 C13 C14 -0.9(3) . . . . ?
C11 C12 C13 C14 175.9(2) . . . . ?
C17 C12 C13 N1 178.76(19) . . . . ?
C11 C12 C13 N1 -4.5(3) . . . . ?
O4 N1 C13 C14 103.6(2) . . . . ?
O3 N1 C13 C14 -73.4(2) . . . . ?
O4 N1 C13 C12 -76.1(2) . . . . ?
O3 N1 C13 C12 107.0(2) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
N1 C13 C14 C15 179.85(18) . . . . ?
C13 C14 C15 C16 1.2(3) . . . . ?
C13 C14 C15 N2 -179.79(17) . . . . ?
O6 N2 C15 C14 172.82(19) . . . . ?
O5 N2 C15 C14 -6.8(3) . . . . ?
O6 N2 C15 C16 -8.1(3) . . . . ?
O5 N2 C15 C16 172.29(18) . . . . ?
C14 C15 C16 C17 -0.4(3) . . . . ?
N2 C15 C16 C17 -179.47(19) . . . . ?
C15 C16 C17 C12 -1.0(3) . . . . ?
C13 C12 C17 C16 1.7(3) . . . . ?
C11 C12 C17 C16 -175.4(2) . . . . ?
C11' O1' C2' C3' -134.8(2) . . . . ?
C11' O1' C2' C1' 103.5(2) . . . . ?
C6' C1' C2' O1' 65.0(2) . . . . ?
C7' C1' C2' O1' -175.92(18) . . . . ?
C6' C1' C2' C3' -55.1(2) . . . . ?
C7' C1' C2' C3' 63.9(2) . . . . ?
O1' C2' C3' C4' -65.5(2) . . . . ?
C1' C2' C3' C4' 56.0(3) . . . . ?
O1' C2' C3' C9' 174.10(18) . . . . ?
C1' C2' C3' C9' -64.4(2) . . . . ?
C2' C3' C4' C5' -59.7(3) . . . . ?
C9' C3' C4' C5' 58.8(3) . . . . ?
C3' C4' C5' C6' 61.8(3) . . . . ?
C3' C4' C5' C10' -58.5(3) . . . . ?
C4' C5' C6' C1' -61.0(3) . . . . ?
C10' C5' C6' C1' 59.5(3) . . . . ?
C2' C1' C6' C5' 58.2(3) . . . . ?
C7' C1' C6' C5' -58.8(3) . . . . ?
C2' C1' C7' C8' -60.7(3) . . . . ?
C6' C1' C7' C8' 58.8(3) . . . . ?
C1' C7' C8' C10' -59.5(3) . . . . ?
C1' C7' C8' C9' 60.5(3) . . . . ?
C10' C8' C9' C3' 59.5(3) . . . . ?
C7' C8' C9' C3' -60.1(3) . . . . ?
C2' C3' C9' C8' 61.5(3) . . . . ?
C4' C3' C9' C8' -59.4(3) . . . . ?
C9' C8' C10' C5' -59.4(3) . . . . ?
C7' C8' C10' C5' 59.9(3) . . . . ?
C6' C5' C10' C8' -60.4(3) . . . . ?
C4' C5' C10' C8' 58.7(3) . . . . ?
C2' O1' C11' O2' 0.1(4) . . . . ?
C2' O1' C11' C12' 178.53(19) . . . . ?
O2' C11' C12' C17' 20.4(3) . . . . ?
O1' C11' C12' C17' -158.1(2) . . . . ?
O2' C11' C12' C13' -161.2(2) . . . . ?
O1' C11' C12' C13' 20.3(3) . . . . ?
C17' C12' C13' C14' -1.1(3) . . . . ?
C11' C12' C13' C14' -179.5(2) . . . . ?
C17' C12' C13' N1' -176.52(18) . . . . ?
C11' C12' C13' N1' 5.1(3) . . . . ?
O3' N1' C13' C14' -109.6(2) . . . . ?
O4' N1' C13' C14' 67.1(2) . . . . ?
O3' N1' C13' C12' 66.1(3) . . . . ?
O4' N1' C13' C12' -117.2(2) . . . . ?
C12' C13' C14' C15' -0.5(3) . . . . ?
N1' C13' C14' C15' 175.15(17) . . . . ?
C13' C14' C15' C16' 2.2(3) . . . . ?
C13' C14' C15' N2' -174.27(17) . . . . ?
O6' N2' C15' C14' 178.87(18) . . . . ?
O5' N2' C15' C14' 0.0(3) . . . . ?
O6' N2' C15' C16' 2.3(3) . . . . ?
O5' N2' C15' C16' -176.60(18) . . . . ?
C14' C15' C16' C17' -2.1(3) . . . . ?
N2' C15' C16' C17' 174.36(18) . . . . ?
C15' C16' C17' C12' 0.3(3) . . . . ?
C13' C12' C17' C16' 1.2(3) . . . . ?
C11' C12' C17' C16' 179.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.987
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.467
_refine_diff_density_rms         0.139

data_compound6c
_database_code_CSD               205449

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          68-70
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H19 N O4'
_chemical_formula_weight         301.33

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.539(3)
_cell_length_b                   8.479(2)
_cell_length_c                   12.043(3)
_cell_angle_alpha                75.30(2)
_cell_angle_beta                 76.86(2)
_cell_angle_gamma                88.83(3)
_cell_volume                     724.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      12
_cell_measurement_theta_max      15

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             320
_exptl_absorpt_coefficient_mu    0.809
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            4014
_diffrn_reflns_av_R_equivalents  0.0183
_diffrn_reflns_av_sigmaI/netI    0.0169
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.90
_diffrn_reflns_theta_max         73.20
_reflns_number_total             2761
_reflns_number_gt                2635
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0578P)^2^+0.2867P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0173(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2761
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1113
_refine_ls_wR_factor_gt          0.1096
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.30953(12) 0.08925(10) 0.18764(8) 0.0234(2) Uani 1 1 d . . .
C14 C 0.21602(16) 0.57349(15) -0.08941(11) 0.0223(3) Uani 1 1 d . . .
O3 O 0.27102(16) 0.82751(12) -0.06239(9) 0.0374(3) Uani 1 1 d . . .
O2 O 0.35333(18) 0.32809(12) 0.22850(9) 0.0429(3) Uani 1 1 d . . .
O4 O 0.16115(16) 0.81940(13) -0.21348(9) 0.0408(3) Uani 1 1 d . . .
C2 C 0.36240(17) -0.00098(14) 0.29665(11) 0.0207(3) Uani 1 1 d . . .
H2 H 0.4427 0.0706 0.3205 0.025 Uiso 1 1 calc R . .
N N 0.21650(15) 0.75318(13) -0.12446(9) 0.0263(3) Uani 1 1 d . . .
C12 C 0.26038(16) 0.32898(15) 0.05055(11) 0.0212(3) Uani 1 1 d . . .
C7 C 0.52876(17) -0.24008(15) 0.38320(11) 0.0240(3) Uani 1 1 d . . .
H7A H 0.5992 -0.3353 0.3681 0.029 Uiso 1 1 calc R . .
H7B H 0.6085 -0.1666 0.4044 0.029 Uiso 1 1 calc R . .
C10 C 0.24134(19) -0.40879(16) 0.44764(12) 0.0293(3) Uani 1 1 d . . .
H10A H 0.1339 -0.4477 0.5135 0.035 Uiso 1 1 calc R . .
H10B H 0.3094 -0.5051 0.4324 0.035 Uiso 1 1 calc R . .
C5 C 0.17722(19) -0.31698(16) 0.33572(13) 0.0293(3) Uani 1 1 d . . .
H5 H 0.0976 -0.3918 0.3142 0.035 Uiso 1 1 calc R . .
C11 C 0.31200(18) 0.25105(15) 0.16563(11) 0.0238(3) Uani 1 1 d . . .
C1 C 0.46475(17) -0.14847(15) 0.27105(11) 0.0228(3) Uani 1 1 d . . .
H1 H 0.5738 -0.1110 0.2045 0.027 Uiso 1 1 calc R . .
C13 C 0.26464(16) 0.49866(15) 0.01576(11) 0.0219(3) Uani 1 1 d . . .
H13 H 0.2999 0.5618 0.0626 0.026 Uiso 1 1 calc R . .
C9 C 0.25948(19) -0.14603(17) 0.50405(11) 0.0282(3) Uani 1 1 d . . .
H9A H 0.3389 -0.0721 0.5251 0.034 Uiso 1 1 calc R . .
H9B H 0.1525 -0.1807 0.5709 0.034 Uiso 1 1 calc R . .
C17 C 0.20717(17) 0.23888(16) -0.02006(11) 0.0240(3) Uani 1 1 d . . .
H17 H 0.2043 0.1230 0.0036 0.029 Uiso 1 1 calc R . .
C4 C 0.07179(18) -0.16736(17) 0.35736(13) 0.0299(3) Uani 1 1 d . . .
H4A H -0.0389 -0.2021 0.4214 0.036 Uiso 1 1 calc R . .
H4B H 0.0335 -0.1084 0.2850 0.036 Uiso 1 1 calc R . .
C15 C 0.16208(17) 0.48719(17) -0.16110(11) 0.0259(3) Uani 1 1 d . . .
H15 H 0.1290 0.5423 -0.2322 0.031 Uiso 1 1 calc R . .
C3 C 0.19504(17) -0.05386(16) 0.39200(11) 0.0243(3) Uani 1 1 d . . .
H3 H 0.1268 0.0438 0.4071 0.029 Uiso 1 1 calc R . .
C6 C 0.3416(2) -0.26165(16) 0.23679(12) 0.0284(3) Uani 1 1 d . . .
H6A H 0.3032 -0.2027 0.1644 0.034 Uiso 1 1 calc R . .
H6B H 0.4097 -0.3574 0.2204 0.034 Uiso 1 1 calc R . .
C8 C 0.36440(17) -0.29572(16) 0.48224(11) 0.0241(3) Uani 1 1 d . . .
H8 H 0.4032 -0.3554 0.5552 0.029 Uiso 1 1 calc R . .
C16 C 0.15823(18) 0.31823(17) -0.12528(12) 0.0275(3) Uani 1 1 d . . .
H16 H 0.1222 0.2559 -0.1723 0.033 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0315(5) 0.0148(4) 0.0237(5) -0.0026(3) -0.0088(4) 0.0020(3)
C14 0.0205(6) 0.0204(6) 0.0213(6) -0.0012(5) 0.0000(5) 0.0015(5)
O3 0.0544(7) 0.0213(5) 0.0357(6) -0.0010(4) -0.0151(5) -0.0043(4)
O2 0.0835(9) 0.0181(5) 0.0352(6) -0.0064(4) -0.0310(6) 0.0041(5)
O4 0.0584(7) 0.0313(6) 0.0286(5) 0.0051(4) -0.0163(5) 0.0063(5)
C2 0.0243(6) 0.0164(6) 0.0217(6) -0.0035(5) -0.0077(5) 0.0018(5)
N 0.0280(6) 0.0230(6) 0.0216(5) 0.0015(4) -0.0013(4) 0.0003(4)
C12 0.0205(6) 0.0198(6) 0.0209(6) -0.0038(5) -0.0017(5) 0.0015(4)
C7 0.0206(6) 0.0202(6) 0.0294(7) -0.0028(5) -0.0060(5) 0.0022(5)
C10 0.0285(7) 0.0217(6) 0.0332(7) 0.0036(5) -0.0094(5) -0.0044(5)
C5 0.0331(7) 0.0209(6) 0.0354(7) -0.0011(5) -0.0170(6) -0.0057(5)
C11 0.0292(7) 0.0167(6) 0.0243(6) -0.0042(5) -0.0049(5) 0.0011(5)
C1 0.0245(6) 0.0177(6) 0.0223(6) -0.0022(5) -0.0010(5) 0.0027(5)
C13 0.0229(6) 0.0201(6) 0.0213(6) -0.0045(5) -0.0028(5) 0.0002(5)
C9 0.0299(7) 0.0328(7) 0.0208(6) -0.0062(5) -0.0042(5) 0.0047(5)
C17 0.0235(6) 0.0215(6) 0.0266(6) -0.0077(5) -0.0031(5) 0.0028(5)
C4 0.0220(6) 0.0308(7) 0.0334(7) 0.0015(6) -0.0098(5) -0.0012(5)
C15 0.0244(6) 0.0315(7) 0.0199(6) -0.0043(5) -0.0039(5) 0.0048(5)
C3 0.0239(6) 0.0248(6) 0.0235(6) -0.0060(5) -0.0048(5) 0.0062(5)
C6 0.0443(8) 0.0179(6) 0.0251(6) -0.0063(5) -0.0121(6) 0.0048(5)
C8 0.0239(6) 0.0245(6) 0.0215(6) 0.0000(5) -0.0071(5) 0.0018(5)
C16 0.0283(7) 0.0311(7) 0.0264(7) -0.0131(5) -0.0067(5) 0.0040(5)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C11 1.3293(15) . ?
O1 C2 1.4776(15) . ?
C14 C13 1.3910(18) . ?
C14 C15 1.3924(19) . ?
C14 N 1.4740(17) . ?
O3 N 1.2305(16) . ?
O2 C11 1.2098(17) . ?
O4 N 1.2358(15) . ?
C2 C3 1.4882(18) . ?
C2 C1 1.5175(17) . ?
C2 H2 1.0000 . ?
C12 C13 1.3915(18) . ?
C12 C17 1.4018(18) . ?
C12 C11 1.5095(18) . ?
C7 C8 1.4989(18) . ?
C7 C1 1.5521(17) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C10 C8 1.5389(18) . ?
C10 C5 1.5508(18) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C5 C6 1.498(2) . ?
C5 C4 1.530(2) . ?
C5 H5 1.0000 . ?
C1 C6 1.5377(19) . ?
C1 H1 1.0000 . ?
C13 H13 0.9500 . ?
C9 C8 1.5294(19) . ?
C9 C3 1.5540(18) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C17 C16 1.4016(19) . ?
C17 H17 0.9500 . ?
C4 C3 1.5427(19) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C15 C16 1.386(2) . ?
C15 H15 0.9500 . ?
C3 H3 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 H8 1.0000 . ?
C16 H16 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 O1 C2 116.92(9) . . ?
C13 C14 C15 123.31(12) . . ?
C13 C14 N 118.08(11) . . ?
C15 C14 N 118.58(11) . . ?
O1 C2 C3 109.08(10) . . ?
O1 C2 C1 107.73(10) . . ?
C3 C2 C1 110.24(10) . . ?
O1 C2 H2 109.9 . . ?
C3 C2 H2 109.9 . . ?
C1 C2 H2 109.9 . . ?
O3 N O4 124.25(11) . . ?
O3 N C14 117.65(11) . . ?
O4 N C14 118.10(11) . . ?
C13 C12 C17 119.66(12) . . ?
C13 C12 C11 117.15(11) . . ?
C17 C12 C11 123.18(11) . . ?
C8 C7 C1 108.76(10) . . ?
C8 C7 H7A 109.9 . . ?
C1 C7 H7A 109.9 . . ?
C8 C7 H7B 109.9 . . ?
C1 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
C8 C10 C5 110.46(10) . . ?
C8 C10 H10A 109.6 . . ?
C5 C10 H10A 109.6 . . ?
C8 C10 H10B 109.6 . . ?
C5 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
C6 C5 C4 108.82(11) . . ?
C6 C5 C10 108.64(11) . . ?
C4 C5 C10 110.41(12) . . ?
C6 C5 H5 109.6 . . ?
C4 C5 H5 109.6 . . ?
C10 C5 H5 109.6 . . ?
O2 C11 O1 124.65(12) . . ?
O2 C11 C12 123.50(11) . . ?
O1 C11 C12 111.84(11) . . ?
C2 C1 C6 110.52(11) . . ?
C2 C1 C7 108.26(10) . . ?
C6 C1 C7 110.42(10) . . ?
C2 C1 H1 109.2 . . ?
C6 C1 H1 109.2 . . ?
C7 C1 H1 109.2 . . ?
C14 C13 C12 118.28(12) . . ?
C14 C13 H13 120.9 . . ?
C12 C13 H13 120.9 . . ?
C8 C9 C3 110.38(10) . . ?
C8 C9 H9A 109.6 . . ?
C3 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C3 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C16 C17 C12 120.57(12) . . ?
C16 C17 H17 119.7 . . ?
C12 C17 H17 119.7 . . ?
C5 C4 C3 109.22(11) . . ?
C5 C4 H4A 109.8 . . ?
C3 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
C3 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
C16 C15 C14 117.78(12) . . ?
C16 C15 H15 121.1 . . ?
C14 C15 H15 121.1 . . ?
C2 C3 C4 110.45(11) . . ?
C2 C3 C9 106.61(10) . . ?
C4 C3 C9 110.38(11) . . ?
C2 C3 H3 109.8 . . ?
C4 C3 H3 109.8 . . ?
C9 C3 H3 109.8 . . ?
C5 C6 C1 109.43(11) . . ?
C5 C6 H6A 109.8 . . ?
C1 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
C1 C6 H6B 109.8 . . ?
H6A C6 H6B 108.2 . . ?
C7 C8 C9 108.68(11) . . ?
C7 C8 C10 109.33(11) . . ?
C9 C8 C10 109.34(11) . . ?
C7 C8 H8 109.8 . . ?
C9 C8 H8 109.8 . . ?
C10 C8 H8 109.8 . . ?
C15 C16 C17 120.39(12) . . ?
C15 C16 H16 119.8 . . ?
C17 C16 H16 119.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C11 O1 C2 C3 96.03(13) . . . . ?
C11 O1 C2 C1 -144.31(11) . . . . ?
C13 C14 N O3 4.47(17) . . . . ?
C15 C14 N O3 -177.36(11) . . . . ?
C13 C14 N O4 -175.03(11) . . . . ?
C15 C14 N O4 3.15(17) . . . . ?
C8 C10 C5 C6 60.11(15) . . . . ?
C8 C10 C5 C4 -59.15(14) . . . . ?
C2 O1 C11 O2 -0.37(19) . . . . ?
C2 O1 C11 C12 178.47(9) . . . . ?
C13 C12 C11 O2 1.16(19) . . . . ?
C17 C12 C11 O2 -177.95(13) . . . . ?
C13 C12 C11 O1 -177.69(10) . . . . ?
C17 C12 C11 O1 3.19(17) . . . . ?
O1 C2 C1 C6 -61.49(12) . . . . ?
C3 C2 C1 C6 57.44(13) . . . . ?
O1 C2 C1 C7 177.47(9) . . . . ?
C3 C2 C1 C7 -63.60(13) . . . . ?
C8 C7 C1 C2 61.23(13) . . . . ?
C8 C7 C1 C6 -59.88(13) . . . . ?
C15 C14 C13 C12 0.48(18) . . . . ?
N C14 C13 C12 178.56(10) . . . . ?
C17 C12 C13 C14 -0.26(18) . . . . ?
C11 C12 C13 C14 -179.41(10) . . . . ?
C13 C12 C17 C16 -0.02(18) . . . . ?
C11 C12 C17 C16 179.07(11) . . . . ?
C6 C5 C4 C3 -60.75(14) . . . . ?
C10 C5 C4 C3 58.41(14) . . . . ?
C13 C14 C15 C16 -0.40(19) . . . . ?
N C14 C15 C16 -178.47(11) . . . . ?
O1 C2 C3 C4 60.62(13) . . . . ?
C1 C2 C3 C4 -57.48(13) . . . . ?
O1 C2 C3 C9 -179.44(9) . . . . ?
C1 C2 C3 C9 62.46(13) . . . . ?
C5 C4 C3 C2 59.33(14) . . . . ?
C5 C4 C3 C9 -58.32(14) . . . . ?
C8 C9 C3 C2 -61.05(14) . . . . ?
C8 C9 C3 C4 58.94(14) . . . . ?
C4 C5 C6 C1 60.80(14) . . . . ?
C10 C5 C6 C1 -59.46(13) . . . . ?
C2 C1 C6 C5 -59.36(14) . . . . ?
C7 C1 C6 C5 60.40(13) . . . . ?
C1 C7 C8 C9 -60.05(13) . . . . ?
C1 C7 C8 C10 59.23(13) . . . . ?
C3 C9 C8 C7 60.95(14) . . . . ?
C3 C9 C8 C10 -58.33(14) . . . . ?
C5 C10 C8 C7 -60.43(14) . . . . ?
C5 C10 C8 C9 58.45(14) . . . . ?
C14 C15 C16 C17 0.09(19) . . . . ?
C12 C17 C16 C15 0.11(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.950
_diffrn_reflns_theta_full        73.20
_diffrn_measured_fraction_theta_full 0.950
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.262
_refine_diff_density_rms         0.045

data_compound6d
_database_code_CSD               205450

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          79-82
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H20 O3 S'
_chemical_formula_weight         292.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.7354(9)
_cell_length_b                   11.1250(10)
_cell_length_c                   11.1320(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.382(7)
_cell_angle_gamma                90.00
_cell_volume                     1407.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      20
_cell_measurement_theta_max      25

_exptl_crystal_description       blocks
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             624
_exptl_absorpt_coefficient_mu    2.084
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.57
_exptl_absorpt_correction_T_max  0.83
_exptl_absorpt_process_details   'ABSORB Platon'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     1.54180
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  Nickel-Filtered
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            3055
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_av_sigmaI/netI    0.0197
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         3.89
_diffrn_reflns_theta_max         74.91
_reflns_number_total             2900
_reflns_number_gt                2612
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0389P)^2^+0.7011P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0025(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2900
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0813
_refine_ls_wR_factor_gt          0.0781
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.13972(13) -0.10620(13) -0.08817(12) 0.0207(3) Uani 1 1 d . . .
C2 C 0.23321(12) -0.01858(12) -0.10580(12) 0.0183(3) Uani 1 1 d . . .
C3 C 0.23000(12) -0.00245(12) -0.24272(12) 0.0188(3) Uani 1 1 d . . .
C4 C 0.10692(12) 0.03640(13) -0.31582(13) 0.0215(3) Uani 1 1 d . . .
C5 C 0.01565(12) -0.05698(14) -0.30010(13) 0.0225(3) Uani 1 1 d . . .
C6 C 0.01731(13) -0.06581(15) -0.16200(13) 0.0240(3) Uani 1 1 d . . .
C7 C 0.16999(14) -0.22869(13) -0.13583(13) 0.0236(3) Uani 1 1 d . . .
C8 C 0.16886(13) -0.21906(13) -0.27368(13) 0.0223(3) Uani 1 1 d . . .
C9 C 0.26014(13) -0.12567(14) -0.28946(13) 0.0220(3) Uani 1 1 d . . .
C10 C 0.04600(13) -0.17926(14) -0.34744(13) 0.0247(3) Uani 1 1 d . . .
C11 C 0.35395(12) 0.07311(13) 0.17094(13) 0.0202(3) Uani 1 1 d . . .
C12 C 0.30312(13) 0.09408(14) 0.26960(14) 0.0242(3) Uani 1 1 d . . .
C13 C 0.33447(14) 0.02074(15) 0.37348(14) 0.0290(3) Uani 1 1 d . . .
C14 C 0.41379(14) -0.07229(15) 0.37779(14) 0.0291(3) Uani 1 1 d . . .
C15 C 0.46411(13) -0.09233(14) 0.27945(15) 0.0284(3) Uani 1 1 d . . .
C16 C 0.43523(12) -0.01881(14) 0.17549(14) 0.0242(3) Uani 1 1 d . . .
O1 O 0.20991(9) 0.09804(9) -0.05159(9) 0.0229(2) Uani 1 1 d . . .
O2 O 0.41346(9) 0.16878(10) -0.01669(10) 0.0277(2) Uani 1 1 d . . .
O3 O 0.26537(9) 0.27409(9) 0.06828(10) 0.0274(2) Uani 1 1 d . . .
S1 S 0.31536(3) 0.16472(3) 0.03800(3) 0.02025(12) Uani 1 1 d . . .
H1 H 0.1426(14) -0.1113(16) 0.0001(16) 0.024(4) Uiso 1 1 d . . .
H2 H 0.3108(14) -0.0455(14) -0.0602(14) 0.016(4) Uiso 1 1 d . . .
H3 H 0.2898(14) 0.0571(15) -0.2496(15) 0.017(4) Uiso 1 1 d . . .
H4A H 0.1079(15) 0.0436(16) -0.4030(17) 0.028(4) Uiso 1 1 d . . .
H4B H 0.0887(14) 0.1143(16) -0.2872(15) 0.019(4) Uiso 1 1 d . . .
H5 H -0.0622(15) -0.0330(16) -0.3480(16) 0.027(4) Uiso 1 1 d . . .
H6A H -0.0396(15) -0.1256(16) -0.1487(16) 0.026(4) Uiso 1 1 d . . .
H6B H -0.0041(15) 0.0121(17) -0.1328(17) 0.027(4) Uiso 1 1 d . . .
H7A H 0.2487(16) -0.2563(16) -0.0878(17) 0.028(4) Uiso 1 1 d . . .
H7B H 0.1132(16) -0.2873(17) -0.1236(17) 0.030(5) Uiso 1 1 d . . .
H8 H 0.1892(14) -0.2975(16) -0.3014(15) 0.022(4) Uiso 1 1 d . . .
H9A H 0.2631(16) -0.1183(17) -0.3749(18) 0.032(5) Uiso 1 1 d . . .
H9B H 0.3403(15) -0.1516(15) -0.2434(16) 0.023(4) Uiso 1 1 d . . .
H10A H 0.0445(16) -0.1739(16) -0.4333(18) 0.030(5) Uiso 1 1 d . . .
H10B H -0.0118(17) -0.2389(17) -0.3382(17) 0.032(5) Uiso 1 1 d . . .
H12 H 0.2520(15) 0.1602(16) 0.2650(16) 0.025(4) Uiso 1 1 d . . .
H13 H 0.3021(16) 0.0348(17) 0.4433(18) 0.031(5) Uiso 1 1 d . . .
H14 H 0.4365(17) -0.1208(18) 0.4493(18) 0.037(5) Uiso 1 1 d . . .
H15 H 0.5218(17) -0.1547(17) 0.2830(18) 0.034(5) Uiso 1 1 d . . .
H16 H 0.4729(16) -0.0329(17) 0.1083(18) 0.035(5) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0276(7) 0.0221(7) 0.0128(6) 0.0012(5) 0.0058(5) 0.0002(6)
C2 0.0204(6) 0.0160(6) 0.0167(6) -0.0034(5) 0.0011(5) 0.0036(5)
C3 0.0196(6) 0.0191(7) 0.0181(6) 0.0009(5) 0.0056(5) -0.0007(5)
C4 0.0245(7) 0.0220(7) 0.0173(6) 0.0038(5) 0.0039(5) 0.0024(6)
C5 0.0184(6) 0.0286(8) 0.0187(6) 0.0022(6) 0.0017(5) 0.0006(6)
C6 0.0219(7) 0.0302(8) 0.0213(7) 0.0003(6) 0.0081(5) -0.0015(6)
C7 0.0325(8) 0.0176(7) 0.0192(7) 0.0023(5) 0.0039(6) -0.0013(6)
C8 0.0292(7) 0.0190(7) 0.0176(7) -0.0035(5) 0.0039(5) 0.0006(6)
C9 0.0233(7) 0.0252(7) 0.0183(7) -0.0025(6) 0.0064(5) 0.0025(6)
C10 0.0265(7) 0.0280(8) 0.0177(7) -0.0026(6) 0.0016(5) -0.0058(6)
C11 0.0169(6) 0.0211(7) 0.0206(6) -0.0039(5) 0.0009(5) -0.0034(5)
C12 0.0208(7) 0.0262(7) 0.0246(7) -0.0067(6) 0.0037(5) -0.0021(6)
C13 0.0281(8) 0.0356(9) 0.0225(7) -0.0047(6) 0.0046(6) -0.0080(6)
C14 0.0258(7) 0.0315(8) 0.0248(7) 0.0024(6) -0.0037(6) -0.0084(6)
C15 0.0207(7) 0.0269(8) 0.0330(8) 0.0000(6) -0.0018(6) 0.0000(6)
C16 0.0173(6) 0.0274(8) 0.0264(7) -0.0031(6) 0.0025(5) -0.0003(6)
O1 0.0231(5) 0.0196(5) 0.0226(5) -0.0064(4) -0.0006(4) 0.0046(4)
O2 0.0302(6) 0.0247(5) 0.0309(6) -0.0023(4) 0.0126(4) -0.0030(4)
O3 0.0336(6) 0.0184(5) 0.0291(5) -0.0060(4) 0.0060(4) 0.0037(4)
S1 0.02201(18) 0.01699(18) 0.02114(18) -0.00421(12) 0.00420(13) 0.00013(12)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.5164(19) . ?
C1 C6 1.534(2) . ?
C1 C7 1.536(2) . ?
C1 H1 0.977(17) . ?
C2 O1 1.4847(15) . ?
C2 C3 1.5259(18) . ?
C2 H2 0.973(16) . ?
C3 C4 1.5334(18) . ?
C3 C9 1.5384(19) . ?
C3 H3 0.981(16) . ?
C4 C5 1.533(2) . ?
C4 H4A 0.976(18) . ?
C4 H4B 0.966(17) . ?
C5 C10 1.532(2) . ?
C5 C6 1.5358(19) . ?
C5 H5 0.974(18) . ?
C6 H6A 0.979(18) . ?
C6 H6B 0.980(19) . ?
C7 C8 1.5351(19) . ?
C7 H7A 0.994(18) . ?
C7 H7B 0.966(19) . ?
C8 C9 1.533(2) . ?
C8 C10 1.537(2) . ?
C8 H8 0.975(18) . ?
C9 H9A 0.963(19) . ?
C9 H9B 0.995(17) . ?
C10 H10A 0.953(19) . ?
C10 H10B 0.972(19) . ?
C11 C16 1.391(2) . ?
C11 C12 1.394(2) . ?
C11 S1 1.7609(15) . ?
C12 C13 1.388(2) . ?
C12 H12 0.942(18) . ?
C13 C14 1.385(2) . ?
C13 H13 0.960(19) . ?
C14 C15 1.385(2) . ?
C14 H14 0.94(2) . ?
C15 C16 1.389(2) . ?
C15 H15 0.963(19) . ?
C16 H16 0.971(19) . ?
O1 S1 1.5695(10) . ?
O2 S1 1.4305(11) . ?
O3 S1 1.4270(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 110.71(11) . . ?
C2 C1 C7 106.79(11) . . ?
C6 C1 C7 109.93(12) . . ?
C2 C1 H1 108.8(10) . . ?
C6 C1 H1 110.5(10) . . ?
C7 C1 H1 110.1(10) . . ?
O1 C2 C1 107.27(11) . . ?
O1 C2 C3 109.99(11) . . ?
C1 C2 C3 111.46(11) . . ?
O1 C2 H2 107.4(9) . . ?
C1 C2 H2 110.4(9) . . ?
C3 C2 H2 110.1(9) . . ?
C2 C3 C4 110.46(11) . . ?
C2 C3 C9 106.40(11) . . ?
C4 C3 C9 109.70(11) . . ?
C2 C3 H3 108.4(9) . . ?
C4 C3 H3 111.4(9) . . ?
C9 C3 H3 110.3(9) . . ?
C3 C4 C5 109.95(11) . . ?
C3 C4 H4A 108.0(10) . . ?
C5 C4 H4A 110.5(10) . . ?
C3 C4 H4B 109.5(10) . . ?
C5 C4 H4B 110.6(10) . . ?
H4A C4 H4B 108.2(14) . . ?
C10 C5 C4 109.49(12) . . ?
C10 C5 C6 109.95(12) . . ?
C4 C5 C6 108.79(12) . . ?
C10 C5 H5 108.8(10) . . ?
C4 C5 H5 109.8(10) . . ?
C6 C5 H5 110.0(10) . . ?
C1 C6 C5 109.41(11) . . ?
C1 C6 H6A 107.7(10) . . ?
C5 C6 H6A 110.8(10) . . ?
C1 C6 H6B 111.4(10) . . ?
C5 C6 H6B 109.6(10) . . ?
H6A C6 H6B 108.0(14) . . ?
C8 C7 C1 109.76(11) . . ?
C8 C7 H7A 109.6(10) . . ?
C1 C7 H7A 110.6(11) . . ?
C8 C7 H7B 110.7(11) . . ?
C1 C7 H7B 108.9(11) . . ?
H7A C7 H7B 107.2(15) . . ?
C9 C8 C7 109.21(11) . . ?
C9 C8 C10 109.45(12) . . ?
C7 C8 C10 109.17(12) . . ?
C9 C8 H8 109.7(10) . . ?
C7 C8 H8 108.2(10) . . ?
C10 C8 H8 111.1(10) . . ?
C8 C9 C3 109.83(11) . . ?
C8 C9 H9A 111.6(11) . . ?
C3 C9 H9A 109.0(11) . . ?
C8 C9 H9B 110.0(10) . . ?
C3 C9 H9B 110.5(10) . . ?
H9A C9 H9B 105.8(14) . . ?
C5 C10 C8 109.84(12) . . ?
C5 C10 H10A 110.0(11) . . ?
C8 C10 H10A 109.6(11) . . ?
C5 C10 H10B 110.0(11) . . ?
C8 C10 H10B 109.5(11) . . ?
H10A C10 H10B 108.0(15) . . ?
C16 C11 C12 121.22(14) . . ?
C16 C11 S1 119.15(11) . . ?
C12 C11 S1 119.63(11) . . ?
C13 C12 C11 118.78(14) . . ?
C13 C12 H12 122.5(11) . . ?
C11 C12 H12 118.6(11) . . ?
C14 C13 C12 120.33(15) . . ?
C14 C13 H13 119.5(11) . . ?
C12 C13 H13 120.2(11) . . ?
C15 C14 C13 120.52(15) . . ?
C15 C14 H14 119.2(12) . . ?
C13 C14 H14 120.2(12) . . ?
C14 C15 C16 120.01(15) . . ?
C14 C15 H15 121.1(12) . . ?
C16 C15 H15 118.8(12) . . ?
C15 C16 C11 119.12(14) . . ?
C15 C16 H16 118.9(11) . . ?
C11 C16 H16 122.0(11) . . ?
C2 O1 S1 118.40(8) . . ?
O3 S1 O2 119.68(7) . . ?
O3 S1 O1 104.33(6) . . ?
O2 S1 O1 109.59(6) . . ?
O3 S1 C11 109.27(7) . . ?
O2 S1 C11 108.05(7) . . ?
O1 S1 C11 104.95(6) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 O1 64.42(13) . . . . ?
C7 C1 C2 O1 -175.93(10) . . . . ?
C6 C1 C2 C3 -56.03(15) . . . . ?
C7 C1 C2 C3 63.62(14) . . . . ?
O1 C2 C3 C4 -63.39(14) . . . . ?
C1 C2 C3 C4 55.46(15) . . . . ?
O1 C2 C3 C9 177.62(10) . . . . ?
C1 C2 C3 C9 -63.54(14) . . . . ?
C2 C3 C4 C5 -57.87(15) . . . . ?
C9 C3 C4 C5 59.10(14) . . . . ?
C3 C4 C5 C10 -59.46(15) . . . . ?
C3 C4 C5 C6 60.72(15) . . . . ?
C2 C1 C6 C5 58.69(15) . . . . ?
C7 C1 C6 C5 -59.06(15) . . . . ?
C10 C5 C6 C1 59.06(15) . . . . ?
C4 C5 C6 C1 -60.83(15) . . . . ?
C2 C1 C7 C8 -60.40(15) . . . . ?
C6 C1 C7 C8 59.75(15) . . . . ?
C1 C7 C8 C9 59.97(16) . . . . ?
C1 C7 C8 C10 -59.67(16) . . . . ?
C7 C8 C9 C3 -60.17(15) . . . . ?
C10 C8 C9 C3 59.29(14) . . . . ?
C2 C3 C9 C8 60.43(14) . . . . ?
C4 C3 C9 C8 -59.06(14) . . . . ?
C4 C5 C10 C8 59.77(15) . . . . ?
C6 C5 C10 C8 -59.70(15) . . . . ?
C9 C8 C10 C5 -59.78(15) . . . . ?
C7 C8 C10 C5 59.70(15) . . . . ?
C16 C11 C12 C13 -0.4(2) . . . . ?
S1 C11 C12 C13 179.86(11) . . . . ?
C11 C12 C13 C14 -0.8(2) . . . . ?
C12 C13 C14 C15 0.9(2) . . . . ?
C13 C14 C15 C16 0.1(2) . . . . ?
C14 C15 C16 C11 -1.2(2) . . . . ?
C12 C11 C16 C15 1.3(2) . . . . ?
S1 C11 C16 C15 -178.90(11) . . . . ?
C1 C2 O1 S1 132.00(10) . . . . ?
C3 C2 O1 S1 -106.62(11) . . . . ?
C2 O1 S1 O3 177.36(9) . . . . ?
C2 O1 S1 O2 48.06(11) . . . . ?
C2 O1 S1 C11 -67.75(11) . . . . ?
C16 C11 S1 O3 -160.28(11) . . . . ?
C12 C11 S1 O3 19.48(13) . . . . ?
C16 C11 S1 O2 -28.55(13) . . . . ?
C12 C11 S1 O2 151.21(11) . . . . ?
C16 C11 S1 O1 88.32(12) . . . . ?
C12 C11 S1 O1 -91.92(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        74.91
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.341
_refine_diff_density_rms         0.043

data_compound6e
_database_code_CSD               205451

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          51-53
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H18 O3 S'
_chemical_formula_weight         230.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.000(2)
_cell_length_b                   9.594(4)
_cell_length_c                   26.225(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2264.4(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      12
_cell_measurement_theta_max      15

_exptl_crystal_description       plates
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             992
_exptl_absorpt_coefficient_mu    0.271
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Enraf-Nonius CAD-4 diffractometer'
_diffrn_measurement_method       \q2\q
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  9600
_diffrn_standards_decay_%        2
_diffrn_reflns_number            3002
_diffrn_reflns_av_R_equivalents  0.0331
_diffrn_reflns_av_sigmaI/netI    0.0339
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -1
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         2.74
_diffrn_reflns_theta_max         27.47
_reflns_number_total             2585
_reflns_number_gt                2045
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CAD-4 Software 5.0 (Enraf-Nonius, 1989)'
_computing_cell_refinement       ?
_computing_data_reduction        'PROCESS_DATA (Gable et al., 1994)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0570P)^2^+0.5863P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0035(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         2585
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0375
_refine_ls_wR_factor_ref         0.1012
_refine_ls_wR_factor_gt          0.0918
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.35911(5) 0.15131(4) 0.449310(15) 0.01609(14) Uani 1 1 d . . .
O1 O 0.22935(14) 0.19579(12) 0.41292(4) 0.0173(3) Uani 1 1 d . . .
O2 O 0.42096(15) 0.27963(13) 0.46709(5) 0.0229(3) Uani 1 1 d . . .
O3 O 0.45509(14) 0.05531(14) 0.42382(5) 0.0260(3) Uani 1 1 d . . .
C1 C -0.0141(2) 0.08775(19) 0.40173(6) 0.0166(3) Uani 1 1 d . . .
C2 C 0.1472(2) 0.08658(18) 0.38422(6) 0.0155(3) Uani 1 1 d . . .
C3 C 0.1586(2) 0.12333(19) 0.32772(6) 0.0184(4) Uani 1 1 d . . .
C4 C 0.0884(2) 0.2662(2) 0.31818(7) 0.0215(4) Uani 1 1 d . . .
C5 C -0.0747(2) 0.2650(2) 0.33495(7) 0.0204(4) Uani 1 1 d . . .
C6 C -0.0829(2) 0.2304(2) 0.39190(7) 0.0191(4) Uani 1 1 d . . .
C7 C -0.0981(2) -0.0234(2) 0.37117(7) 0.0215(4) Uani 1 1 d . . .
C8 C -0.0902(2) 0.0110(2) 0.31412(7) 0.0205(4) Uani 1 1 d . . .
C9 C 0.0734(2) 0.0118(2) 0.29742(7) 0.0232(4) Uani 1 1 d . . .
C10 C -0.1595(2) 0.1544(2) 0.30445(7) 0.0237(4) Uani 1 1 d . . .
C11 C 0.2679(2) 0.0665(2) 0.49951(7) 0.0227(4) Uani 1 1 d . . .
H1 H -0.013(2) 0.068(2) 0.4386(7) 0.014(5) Uiso 1 1 d . . .
H2 H 0.195(2) 0.002(2) 0.3911(7) 0.016(5) Uiso 1 1 d . . .
H3 H 0.263(2) 0.118(2) 0.3186(7) 0.022(5) Uiso 1 1 d . . .
H4A H 0.146(2) 0.338(2) 0.3368(8) 0.024(5) Uiso 1 1 d . . .
H4B H 0.096(2) 0.288(2) 0.2817(9) 0.028(6) Uiso 1 1 d . . .
H5 H -0.117(2) 0.353(2) 0.3290(8) 0.024(6) Uiso 1 1 d . . .
H6A H -0.034(3) 0.296(2) 0.4116(9) 0.031(6) Uiso 1 1 d . . .
H6B H -0.191(2) 0.228(2) 0.4031(7) 0.019(5) Uiso 1 1 d . . .
H7A H -0.054(2) -0.118(2) 0.3768(8) 0.023(5) Uiso 1 1 d . . .
H7B H -0.204(3) -0.025(2) 0.3819(8) 0.028(6) Uiso 1 1 d . . .
H8 H -0.143(2) -0.061(2) 0.2941(8) 0.024(5) Uiso 1 1 d . . .
H9A H 0.079(2) 0.036(2) 0.2607(9) 0.028(6) Uiso 1 1 d . . .
H9B H 0.113(3) -0.077(3) 0.3021(8) 0.032(6) Uiso 1 1 d . . .
H10A H -0.154(2) 0.173(2) 0.2676(9) 0.029(6) Uiso 1 1 d . . .
H10B H -0.263(3) 0.156(2) 0.3156(7) 0.022(5) Uiso 1 1 d . . .
H11A H 0.344(3) 0.047(2) 0.5242(9) 0.032(6) Uiso 1 1 d . . .
H11B H 0.196(3) 0.133(2) 0.5142(8) 0.031(6) Uiso 1 1 d . . .
H11C H 0.224(3) -0.011(2) 0.4863(8) 0.028(6) Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0160(2) 0.0142(2) 0.0180(2) -0.00077(15) -0.00383(16) 0.00030(16)
O1 0.0201(6) 0.0128(6) 0.0191(6) -0.0002(5) -0.0064(5) 0.0006(5)
O2 0.0233(7) 0.0170(7) 0.0284(7) -0.0025(5) -0.0070(6) -0.0037(5)
O3 0.0210(7) 0.0279(7) 0.0291(7) -0.0071(6) -0.0038(6) 0.0084(6)
C1 0.0187(8) 0.0182(8) 0.0130(7) 0.0008(6) 0.0006(6) -0.0028(7)
C2 0.0178(8) 0.0128(8) 0.0158(7) -0.0018(6) -0.0036(7) 0.0002(7)
C3 0.0147(8) 0.0245(9) 0.0159(8) -0.0009(7) 0.0012(6) -0.0004(7)
C4 0.0217(9) 0.0240(9) 0.0188(8) 0.0058(7) -0.0011(7) -0.0023(8)
C5 0.0195(8) 0.0189(9) 0.0229(8) 0.0035(7) -0.0041(7) 0.0037(8)
C6 0.0176(8) 0.0197(9) 0.0202(8) -0.0041(7) 0.0003(7) 0.0005(7)
C7 0.0234(9) 0.0196(9) 0.0216(8) 0.0003(7) -0.0012(7) -0.0059(8)
C8 0.0195(9) 0.0242(9) 0.0178(8) -0.0053(7) -0.0026(7) -0.0038(8)
C9 0.0233(9) 0.0299(10) 0.0164(8) -0.0078(8) -0.0005(7) 0.0024(9)
C10 0.0178(9) 0.0335(10) 0.0199(9) 0.0002(8) -0.0047(7) 0.0005(8)
C11 0.0279(10) 0.0211(9) 0.0190(8) 0.0037(7) -0.0049(8) -0.0052(8)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O3 1.4287(13) . ?
S1 O2 1.4293(13) . ?
S1 O1 1.5674(12) . ?
S1 C11 1.7519(19) . ?
O1 C2 1.487(2) . ?
C1 C2 1.522(2) . ?
C1 C6 1.525(3) . ?
C1 C7 1.534(2) . ?
C1 H1 0.984(19) . ?
C2 C3 1.527(2) . ?
C2 H2 0.94(2) . ?
C3 C4 1.530(3) . ?
C3 C9 1.537(3) . ?
C3 H3 0.97(2) . ?
C4 C5 1.532(3) . ?
C4 H4A 0.99(2) . ?
C4 H4B 0.98(2) . ?
C5 C6 1.532(3) . ?
C5 C10 1.532(3) . ?
C5 H5 0.94(2) . ?
C6 H6A 0.92(2) . ?
C6 H6B 1.02(2) . ?
C7 C8 1.534(2) . ?
C7 H7A 1.00(2) . ?
C7 H7B 0.99(2) . ?
C8 C10 1.531(3) . ?
C8 C9 1.536(3) . ?
C8 H8 0.99(2) . ?
C9 H9A 0.99(2) . ?
C9 H9B 0.93(2) . ?
C10 H10A 0.98(2) . ?
C10 H10B 0.98(2) . ?
C11 H11A 0.96(2) . ?
C11 H11B 0.99(2) . ?
C11 H11C 0.91(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 S1 O2 118.19(8) . . ?
O3 S1 O1 109.95(7) . . ?
O2 S1 O1 104.73(7) . . ?
O3 S1 C11 109.62(10) . . ?
O2 S1 C11 109.72(9) . . ?
O1 S1 C11 103.57(9) . . ?
C2 O1 S1 119.13(10) . . ?
C2 C1 C6 110.06(14) . . ?
C2 C1 C7 107.93(14) . . ?
C6 C1 C7 109.59(15) . . ?
C2 C1 H1 106.8(11) . . ?
C6 C1 H1 109.8(11) . . ?
C7 C1 H1 112.6(11) . . ?
O1 C2 C1 108.43(13) . . ?
O1 C2 C3 107.17(13) . . ?
C1 C2 C3 110.78(14) . . ?
O1 C2 H2 106.6(12) . . ?
C1 C2 H2 112.8(12) . . ?
C3 C2 H2 110.8(12) . . ?
C2 C3 C4 109.76(14) . . ?
C2 C3 C9 107.93(15) . . ?
C4 C3 C9 109.45(15) . . ?
C2 C3 H3 106.9(12) . . ?
C4 C3 H3 113.8(12) . . ?
C9 C3 H3 108.8(12) . . ?
C3 C4 C5 109.98(15) . . ?
C3 C4 H4A 109.1(12) . . ?
C5 C4 H4A 111.4(13) . . ?
C3 C4 H4B 108.7(13) . . ?
C5 C4 H4B 110.6(13) . . ?
H4A C4 H4B 106.9(18) . . ?
C6 C5 C10 109.59(16) . . ?
C6 C5 C4 109.12(15) . . ?
C10 C5 C4 109.42(15) . . ?
C6 C5 H5 109.6(14) . . ?
C10 C5 H5 109.6(13) . . ?
C4 C5 H5 109.5(14) . . ?
C1 C6 C5 109.85(14) . . ?
C1 C6 H6A 109.1(15) . . ?
C5 C6 H6A 112.0(15) . . ?
C1 C6 H6B 108.7(12) . . ?
C5 C6 H6B 109.4(11) . . ?
H6A C6 H6B 107.8(19) . . ?
C1 C7 C8 109.70(15) . . ?
C1 C7 H7A 111.0(12) . . ?
C8 C7 H7A 108.7(12) . . ?
C1 C7 H7B 109.7(13) . . ?
C8 C7 H7B 109.0(12) . . ?
H7A C7 H7B 108.7(18) . . ?
C10 C8 C7 109.61(15) . . ?
C10 C8 C9 109.78(16) . . ?
C7 C8 C9 108.91(15) . . ?
C10 C8 H8 109.9(12) . . ?
C7 C8 H8 110.3(12) . . ?
C9 C8 H8 108.4(12) . . ?
C8 C9 C3 109.52(15) . . ?
C8 C9 H9A 109.0(13) . . ?
C3 C9 H9A 108.4(13) . . ?
C8 C9 H9B 108.7(14) . . ?
C3 C9 H9B 112.4(14) . . ?
H9A C9 H9B 108.8(19) . . ?
C8 C10 C5 109.46(15) . . ?
C8 C10 H10A 107.9(13) . . ?
C5 C10 H10A 111.2(13) . . ?
C8 C10 H10B 110.5(13) . . ?
C5 C10 H10B 108.0(12) . . ?
H10A C10 H10B 109.7(18) . . ?
S1 C11 H11A 105.5(14) . . ?
S1 C11 H11B 107.7(13) . . ?
H11A C11 H11B 109.3(18) . . ?
S1 C11 H11C 107.4(14) . . ?
H11A C11 H11C 114(2) . . ?
H11B C11 H11C 113(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O3 S1 O1 C2 47.32(13) . . . . ?
O2 S1 O1 C2 175.28(12) . . . . ?
C11 S1 O1 C2 -69.74(13) . . . . ?
S1 O1 C2 C1 116.90(13) . . . . ?
S1 O1 C2 C3 -123.47(13) . . . . ?
C6 C1 C2 O1 59.40(17) . . . . ?
C7 C1 C2 O1 178.96(13) . . . . ?
C6 C1 C2 C3 -57.95(18) . . . . ?
C7 C1 C2 C3 61.62(18) . . . . ?
O1 C2 C3 C4 -60.48(18) . . . . ?
C1 C2 C3 C4 57.64(19) . . . . ?
O1 C2 C3 C9 -179.69(13) . . . . ?
C1 C2 C3 C9 -61.57(18) . . . . ?
C2 C3 C4 C5 -58.66(19) . . . . ?
C9 C3 C4 C5 59.61(19) . . . . ?
C3 C4 C5 C6 59.90(19) . . . . ?
C3 C4 C5 C10 -60.00(19) . . . . ?
C2 C1 C6 C5 59.02(18) . . . . ?
C7 C1 C6 C5 -59.53(19) . . . . ?
C10 C5 C6 C1 59.84(19) . . . . ?
C4 C5 C6 C1 -59.96(19) . . . . ?
C2 C1 C7 C8 -60.51(19) . . . . ?
C6 C1 C7 C8 59.35(19) . . . . ?
C1 C7 C8 C10 -59.5(2) . . . . ?
C1 C7 C8 C9 60.6(2) . . . . ?
C10 C8 C9 C3 59.55(19) . . . . ?
C7 C8 C9 C3 -60.5(2) . . . . ?
C2 C3 C9 C8 60.26(19) . . . . ?
C4 C3 C9 C8 -59.15(19) . . . . ?
C7 C8 C10 C5 59.7(2) . . . . ?
C9 C8 C10 C5 -59.92(19) . . . . ?
C6 C5 C10 C8 -59.73(19) . . . . ?
C4 C5 C10 C8 59.88(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.47
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.419
_refine_diff_density_min         -0.314
_refine_diff_density_rms         0.058

data_compound6f
_database_code_CSD               205452

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          68-70
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H22 O3 S'
_chemical_formula_weight         306.41

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.12450(10)
_cell_length_b                   12.5511(2)
_cell_length_c                   12.40940(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 106.8600(10)
_cell_angle_gamma                90.00
_cell_volume                     1509.13(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    130.0(2)
_cell_measurement_reflns_used    25493
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plates
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    0.222
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      130.0(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_device       '95mm CCD camera on \k-goniostat'
_diffrn_detector_area_resol_mean 9
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_diffrn_measurement_method       CCD
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            24439
_diffrn_reflns_av_R_equivalents  0.0405
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.47
_diffrn_reflns_theta_max         28.27
_reflns_number_total             3720
_reflns_number_gt                3276
_reflns_threshold_expression     >2sigma(I)

_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement.  R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0819P)^2^+0.4594P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.017(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_number_reflns         3720
_refine_ls_number_parameters     191
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0377
_refine_ls_wR_factor_ref         0.1199
_refine_ls_wR_factor_gt          0.1143
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      0.997
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.33681(15) 0.00289(10) 0.80756(12) 0.0237(3) Uani 1 1 d . . .
H1 H -0.3201 -0.0737 0.8037 0.028 Uiso 1 1 calc R . .
C2 C -0.20025(13) 0.06262(10) 0.84117(10) 0.0192(3) Uani 1 1 d . . .
H2 H -0.1442 0.0385 0.9155 0.023 Uiso 1 1 calc R . .
C3 C -0.22252(14) 0.18247(10) 0.84310(11) 0.0217(3) Uani 1 1 d . . .
H3 H -0.1335 0.2195 0.8617 0.026 Uiso 1 1 calc R . .
C4 C -0.31472(14) 0.22053(11) 0.72859(12) 0.0261(3) Uani 1 1 d . . .
H4A H -0.2697 0.2064 0.6709 0.031 Uiso 1 1 calc R . .
H4B H -0.3295 0.2968 0.7310 0.031 Uiso 1 1 calc R . .
C5 C -0.45415(14) 0.16234(12) 0.69958(11) 0.0256(3) Uani 1 1 d . . .
H5 H -0.5129 0.1874 0.6266 0.031 Uiso 1 1 calc R . .
C6 C -0.42877(14) 0.04267(12) 0.69339(12) 0.0273(3) Uani 1 1 d . . .
H6A H -0.3842 0.0286 0.6354 0.033 Uiso 1 1 calc R . .
H6B H -0.5161 0.0050 0.6738 0.033 Uiso 1 1 calc R . .
C7 C -0.40854(15) 0.02543(12) 0.89893(13) 0.0293(3) Uani 1 1 d . . .
H7A H -0.4959 -0.0122 0.8812 0.035 Uiso 1 1 calc R . .
H7B H -0.3512 0.0001 0.9712 0.035 Uiso 1 1 calc R . .
C8 C -0.43332(15) 0.14559(12) 0.90520(12) 0.0279(3) Uani 1 1 d . . .
H8 H -0.4788 0.1597 0.9635 0.033 Uiso 1 1 calc R . .
C9 C -0.29401(15) 0.20392(12) 0.93461(12) 0.0279(3) Uani 1 1 d . . .
H9A H -0.2358 0.1793 1.0069 0.033 Uiso 1 1 calc R . .
H9B H -0.3086 0.2799 0.9401 0.033 Uiso 1 1 calc R . .
C10 C -0.52548(15) 0.18457(12) 0.79103(12) 0.0279(3) Uani 1 1 d . . .
H10A H -0.5423 0.2604 0.7946 0.034 Uiso 1 1 calc R . .
H10B H -0.6137 0.1481 0.7727 0.034 Uiso 1 1 calc R . .
C11 C 0.08227(12) 0.05965(10) 0.68329(10) 0.0172(2) Uani 1 1 d . . .
C12 C 0.14569(13) -0.00828(10) 0.62526(11) 0.0197(3) Uani 1 1 d . . .
H12 H 0.1548 -0.0805 0.6426 0.024 Uiso 1 1 calc R . .
C13 C 0.19518(13) 0.03337(11) 0.54092(11) 0.0209(3) Uani 1 1 d . . .
H13 H 0.2375 -0.0118 0.5015 0.025 Uiso 1 1 calc R . .
C14 C 0.18283(13) 0.14154(10) 0.51395(11) 0.0199(3) Uani 1 1 d . . .
C15 C 0.11566(13) 0.20778(10) 0.57214(11) 0.0212(3) Uani 1 1 d . . .
H15 H 0.1046 0.2797 0.5538 0.025 Uiso 1 1 calc R . .
C16 C 0.06525(13) 0.16776(10) 0.65675(11) 0.0200(3) Uani 1 1 d . . .
H16 H 0.0209 0.2123 0.6951 0.024 Uiso 1 1 calc R . .
C17 C 0.24100(15) 0.18602(12) 0.42431(11) 0.0266(3) Uani 1 1 d . . .
H17A H 0.2229 0.2611 0.4166 0.040 Uiso 1 1 calc R . .
H17B H 0.1983 0.1512 0.3539 0.040 Uiso 1 1 calc R . .
H17C H 0.3388 0.1740 0.4454 0.040 Uiso 1 1 calc R . .
O1 O -0.12776(9) 0.03784(8) 0.75525(8) 0.0231(2) Uani 1 1 d . . .
O2 O 0.09344(10) 0.07022(8) 0.89678(8) 0.0246(2) Uani 1 1 d . . .
O3 O 0.04770(11) -0.10273(8) 0.80225(9) 0.0283(2) Uani 1 1 d . . .
S1 S 0.03012(3) 0.01037(2) 0.79671(2) 0.01819(13) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0222(7) 0.0210(6) 0.0311(7) 0.0000(5) 0.0126(6) -0.0012(5)
C2 0.0185(6) 0.0242(6) 0.0169(6) 0.0011(4) 0.0082(5) 0.0011(5)
C3 0.0213(6) 0.0220(6) 0.0212(6) -0.0011(5) 0.0054(5) -0.0014(5)
C4 0.0278(7) 0.0256(7) 0.0257(7) 0.0077(5) 0.0088(5) 0.0008(5)
C5 0.0209(6) 0.0346(7) 0.0199(6) 0.0028(5) 0.0037(5) 0.0040(5)
C6 0.0190(6) 0.0356(8) 0.0280(7) -0.0088(6) 0.0079(5) -0.0041(5)
C7 0.0273(7) 0.0325(7) 0.0341(8) 0.0095(6) 0.0185(6) 0.0027(6)
C8 0.0290(7) 0.0354(8) 0.0237(7) 0.0024(5) 0.0146(6) 0.0084(6)
C9 0.0318(7) 0.0299(7) 0.0218(7) -0.0042(5) 0.0074(5) 0.0056(6)
C10 0.0228(7) 0.0335(7) 0.0290(7) 0.0010(5) 0.0099(5) 0.0077(5)
C11 0.0139(5) 0.0181(6) 0.0194(6) 0.0011(4) 0.0045(4) -0.0001(4)
C12 0.0186(6) 0.0165(6) 0.0239(7) 0.0001(4) 0.0058(5) 0.0020(4)
C13 0.0196(6) 0.0225(6) 0.0220(6) -0.0016(5) 0.0080(5) 0.0023(5)
C14 0.0174(6) 0.0224(6) 0.0189(6) 0.0004(4) 0.0039(5) -0.0013(4)
C15 0.0240(6) 0.0173(6) 0.0218(6) 0.0023(4) 0.0059(5) 0.0011(5)
C16 0.0217(6) 0.0177(6) 0.0215(6) -0.0008(4) 0.0077(5) 0.0024(4)
C17 0.0300(7) 0.0297(7) 0.0218(6) 0.0025(5) 0.0104(5) -0.0025(5)
O1 0.0153(4) 0.0368(5) 0.0183(5) -0.0023(4) 0.0065(3) 0.0012(4)
O2 0.0227(5) 0.0303(5) 0.0195(5) 0.0003(4) 0.0039(4) -0.0036(4)
O3 0.0327(5) 0.0188(5) 0.0366(6) 0.0064(4) 0.0150(4) -0.0004(4)
S1 0.01619(19) 0.01909(19) 0.0198(2) 0.00214(10) 0.00606(13) -0.00030(10)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix.  The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry.  An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.5208(18) . ?
C1 C6 1.536(2) . ?
C1 C7 1.5397(19) . ?
C1 H1 0.9800 . ?
C2 O1 1.4920(14) . ?
C2 C3 1.5223(17) . ?
C2 H2 0.9800 . ?
C3 C4 1.5328(18) . ?
C3 C9 1.5371(18) . ?
C3 H3 0.9800 . ?
C4 C5 1.5365(19) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 C6 1.529(2) . ?
C5 C10 1.5371(18) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.535(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C10 1.533(2) . ?
C8 C9 1.536(2) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.3878(17) . ?
C11 C16 1.3951(17) . ?
C11 S1 1.7531(12) . ?
C12 C13 1.3871(18) . ?
C12 H12 0.9300 . ?
C13 C14 1.3951(18) . ?
C13 H13 0.9300 . ?
C14 C15 1.4000(18) . ?
C14 C17 1.5087(17) . ?
C15 C16 1.3878(18) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
O1 S1 1.5689(9) . ?
O2 S1 1.4336(10) . ?
O3 S1 1.4298(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 110.63(11) . . ?
C2 C1 C7 107.04(11) . . ?
C6 C1 C7 109.29(12) . . ?
C2 C1 H1 109.9 . . ?
C6 C1 H1 109.9 . . ?
C7 C1 H1 109.9 . . ?
O1 C2 C1 107.32(10) . . ?
O1 C2 C3 108.85(10) . . ?
C1 C2 C3 111.37(10) . . ?
O1 C2 H2 109.8 . . ?
C1 C2 H2 109.8 . . ?
C3 C2 H2 109.8 . . ?
C2 C3 C4 110.28(11) . . ?
C2 C3 C9 106.76(11) . . ?
C4 C3 C9 109.86(11) . . ?
C2 C3 H3 110.0 . . ?
C4 C3 H3 110.0 . . ?
C9 C3 H3 110.0 . . ?
C3 C4 C5 109.88(11) . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C6 C5 C4 108.80(11) . . ?
C6 C5 C10 109.70(12) . . ?
C4 C5 C10 109.71(12) . . ?
C6 C5 H5 109.5 . . ?
C4 C5 H5 109.5 . . ?
C10 C5 H5 109.5 . . ?
C5 C6 C1 109.80(11) . . ?
C5 C6 H6A 109.7 . . ?
C1 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
C1 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?
C8 C7 C1 109.68(11) . . ?
C8 C7 H7A 109.7 . . ?
C1 C7 H7A 109.7 . . ?
C8 C7 H7B 109.7 . . ?
C1 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
C10 C8 C7 109.36(12) . . ?
C10 C8 C9 109.77(12) . . ?
C7 C8 C9 109.15(12) . . ?
C10 C8 H8 109.5 . . ?
C7 C8 H8 109.5 . . ?
C9 C8 H8 109.5 . . ?
C8 C9 C3 109.73(11) . . ?
C8 C9 H9A 109.7 . . ?
C3 C9 H9A 109.7 . . ?
C8 C9 H9B 109.7 . . ?
C3 C9 H9B 109.7 . . ?
H9A C9 H9B 108.2 . . ?
C8 C10 C5 109.51(11) . . ?
C8 C10 H10A 109.8 . . ?
C5 C10 H10A 109.8 . . ?
C8 C10 H10B 109.8 . . ?
C5 C10 H10B 109.8 . . ?
H10A C10 H10B 108.2 . . ?
C12 C11 C16 121.27(12) . . ?
C12 C11 S1 119.49(9) . . ?
C16 C11 S1 119.17(9) . . ?
C13 C12 C11 118.87(11) . . ?
C13 C12 H12 120.6 . . ?
C11 C12 H12 120.6 . . ?
C12 C13 C14 121.39(12) . . ?
C12 C13 H13 119.3 . . ?
C14 C13 H13 119.3 . . ?
C13 C14 C15 118.51(11) . . ?
C13 C14 C17 120.66(12) . . ?
C15 C14 C17 120.83(12) . . ?
C16 C15 C14 121.03(11) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C15 C16 C11 118.90(11) . . ?
C15 C16 H16 120.6 . . ?
C11 C16 H16 120.6 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C2 O1 S1 118.49(8) . . ?
O3 S1 O2 117.41(6) . . ?
O3 S1 O1 109.55(6) . . ?
O2 S1 O1 109.03(6) . . ?
O3 S1 C11 109.06(6) . . ?
O2 S1 C11 110.33(6) . . ?
O1 S1 C11 100.06(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 O1 -63.10(13) . . . . ?
C7 C1 C2 O1 177.91(10) . . . . ?
C6 C1 C2 C3 55.94(14) . . . . ?
C7 C1 C2 C3 -63.05(13) . . . . ?
O1 C2 C3 C4 62.06(13) . . . . ?
C1 C2 C3 C4 -56.07(14) . . . . ?
O1 C2 C3 C9 -178.64(10) . . . . ?
C1 C2 C3 C9 63.24(13) . . . . ?
C2 C3 C4 C5 58.49(14) . . . . ?
C9 C3 C4 C5 -58.92(15) . . . . ?
C3 C4 C5 C6 -60.74(14) . . . . ?
C3 C4 C5 C10 59.27(15) . . . . ?
C4 C5 C6 C1 60.35(14) . . . . ?
C10 C5 C6 C1 -59.67(14) . . . . ?
C2 C1 C6 C5 -58.16(14) . . . . ?
C7 C1 C6 C5 59.46(14) . . . . ?
C2 C1 C7 C8 60.15(15) . . . . ?
C6 C1 C7 C8 -59.70(15) . . . . ?
C1 C7 C8 C10 60.10(15) . . . . ?
C1 C7 C8 C9 -60.00(15) . . . . ?
C10 C8 C9 C3 -59.45(15) . . . . ?
C7 C8 C9 C3 60.39(15) . . . . ?
C2 C3 C9 C8 -60.63(14) . . . . ?
C4 C3 C9 C8 58.94(15) . . . . ?
C7 C8 C10 C5 -59.96(15) . . . . ?
C9 C8 C10 C5 59.77(15) . . . . ?
C6 C5 C10 C8 59.85(15) . . . . ?
C4 C5 C10 C8 -59.61(15) . . . . ?
C16 C11 C12 C13 1.30(19) . . . . ?
S1 C11 C12 C13 -175.49(10) . . . . ?
C11 C12 C13 C14 0.2(2) . . . . ?
C12 C13 C14 C15 -1.64(19) . . . . ?
C12 C13 C14 C17 178.18(12) . . . . ?
C13 C14 C15 C16 1.57(19) . . . . ?
C17 C14 C15 C16 -178.25(12) . . . . ?
C14 C15 C16 C11 -0.10(19) . . . . ?
C12 C11 C16 C15 -1.37(19) . . . . ?
S1 C11 C16 C15 175.44(10) . . . . ?
C1 C2 O1 S1 -135.49(9) . . . . ?
C3 C2 O1 S1 103.86(10) . . . . ?
C2 O1 S1 O3 96.46(10) . . . . ?
C2 O1 S1 O2 -33.28(11) . . . . ?
C2 O1 S1 C11 -149.02(9) . . . . ?
C12 C11 S1 O3 -7.53(12) . . . . ?
C16 C11 S1 O3 175.61(10) . . . . ?
C12 C11 S1 O2 122.82(10) . . . . ?
C16 C11 S1 O2 -54.05(11) . . . . ?
C12 C11 S1 O1 -122.42(10) . . . . ?
C16 C11 S1 O1 60.71(11) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        28.27
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.068