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

_journal_coden_Cambridge     ?


loop_
_publ_author_name
'Alexander von Zelewsky'
'Chrisophe Bonte'
'Sarah Richard Ducotterd'
'Mathias Duggeli'
'Catherine Goujon-Ginglinger'
'David Mauron'
'Antonia Neels'
'Helen Stoeckli-Evans'

_publ_contact_author_name     	'Prof Alexander von Zelewsky'  
_publ_contact_author_address 
;
Department opf Chemistry
UNIFR
Perolles
Fribourg
CH-1700
SWITZERLAND
;

_publ_contact_author_email       'ALEXANDER.VONZELEWSKY@UNIFR.CH'

_publ_requested_journal       'Organic & Biomolecular Chemistry'


_publ_section_title		
;
Synthetic routes for a new family of chiral
tetradentate ligands containing pyridine rings.
;

data_cpd1
_database_code_CSD                  179702

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C24 H24 N2 O' 
_chemical_formula_weight          356.45 

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    'P 21' 

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

_cell_length_a                    9.1016(9) 
_cell_length_b                    9.3289(7) 
_cell_length_c                    11.1653(12) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  96.651(13) 
_cell_angle_gamma                 90.00 
_cell_volume                      941.64(15) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     153(2) 
_cell_measurement_reflns_used     6755 
_cell_measurement_theta_min       2.74 
_cell_measurement_theta_max       25.94 

_exptl_crystal_description        block 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.50 
_exptl_crystal_size_mid           0.50 
_exptl_crystal_size_min           0.50 
_exptl_crystal_density_meas       none 
_exptl_crystal_density_diffrn     1.257 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              380 
_exptl_absorpt_coefficient_mu     0.077 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       153(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'STOE IPDS' 
_diffrn_measurement_method        'phi oscillation' 
_diffrn_detector_area_resol_mean  0.81\%A 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             7352 
_diffrn_reflns_av_R_equivalents   0.0353 
_diffrn_reflns_av_sigmaI/netI     0.0406 
_diffrn_reflns_limit_h_min        -11 
_diffrn_reflns_limit_h_max        11 
_diffrn_reflns_limit_k_min        -11 
_diffrn_reflns_limit_k_max        11 
_diffrn_reflns_limit_l_min        -13 
_diffrn_reflns_limit_l_max        13 
_diffrn_reflns_theta_min          2.74 
_diffrn_reflns_theta_max          25.94 
_reflns_number_total              3477 
_reflns_number_gt                 2978 
_reflns_threshold_expression      I>2sigma(I) 

_computing_data_collection        'EXPOSE (Stoe IPDS Software, 2000)' 
_computing_cell_refinement        'CELL (Stoe IPDS Software, 2000)' 
_computing_data_reduction         'INTEGRATE (Stoe IPDS Software, 2000)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'PLATON99 (Spek, 1990)' 
_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)' 

_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^)+(0.0396P)^2^] 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_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    -0.8(12) 
_refine_ls_number_reflns          3477 
_refine_ls_number_parameters      340 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0351 
_refine_ls_R_factor_gt            0.0278 
_refine_ls_wR_factor_ref          0.0664 
_refine_ls_wR_factor_gt           0.0639 
_refine_ls_goodness_of_fit_ref    0.949 
_refine_ls_restrained_S_all       0.949 
_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_symetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
N1 N 0.10348(13) 0.25330(13) 0.61130(10) 0.0276(3) Uani 1 1 d . . . 
N2 N 0.29171(13) 0.10671(14) 0.88597(10) 0.0330(3) Uani 1 1 d . . . 
O1 O 1.10937(12) 0.09711(13) 1.18097(10) 0.0420(3) Uani 1 1 d . . . 
C1 C 0.11940(15) 0.18789(15) 0.71982(12) 0.0260(3) Uani 1 1 d . . . 
C2 C 0.00035(16) 0.12436(15) 0.76800(12) 0.0279(3) Uani 1 1 d . . . 
H2 H 0.0177(15) 0.0789(18) 0.8451(14) 0.029(4) Uiso 1 1 d . . . 
C3 C -0.13769(16) 0.12700(15) 0.70165(12) 0.0279(3) Uani 1 1 d . . . 
H3 H -0.2211(16) 0.0832(17) 0.7356(12) 0.025(4) Uiso 1 1 d . . . 
C4 C -0.15567(15) 0.19087(15) 0.58921(12) 0.0264(3) Uani 1 1 d . . . 
C5 C -0.29603(16) 0.19560(16) 0.50393(13) 0.0304(3) Uani 1 1 d . . . 
H5 H -0.3785(19) 0.1514(19) 0.5405(15) 0.037(4) Uiso 1 1 d . . . 
C6 C -0.32255(16) 0.35123(16) 0.45187(13) 0.0292(3) Uani 1 1 d . . . 
C7 C -0.20617(17) 0.31016(17) 0.36528(13) 0.0330(3) Uani 1 1 d . . . 
H7 H -0.2195(17) 0.3510(17) 0.2855(15) 0.025(4) Uiso 1 1 d . . . 
C8 C -0.04888(17) 0.32731(19) 0.42697(13) 0.0339(4) Uani 1 1 d . . . 
H8A H 0.0198(18) 0.287(2) 0.3772(15) 0.041(5) Uiso 1 1 d . . . 
H8B H -0.0244(19) 0.427(2) 0.4384(15) 0.045(5) Uiso 1 1 d . . . 
C9 C -0.03018(15) 0.25448(15) 0.54866(12) 0.0271(3) Uani 1 1 d . . . 
C10 C -0.2545(2) 0.15154(18) 0.37798(14) 0.0374(4) Uani 1 1 d . . . 
H10A H -0.1776(18) 0.079(2) 0.3778(14) 0.038(4) Uiso 1 1 d . . . 
H10B H -0.3425(17) 0.1300(18) 0.3169(14) 0.030(4) Uiso 1 1 d . . . 
C11 C -0.29329(18) 0.47732(17) 0.53756(14) 0.0332(3) Uani 1 1 d . . . 
H11A H -0.375(2) 0.486(2) 0.5939(17) 0.051(5) Uiso 1 1 d . . . 
H11B H -0.1969(19) 0.4702(19) 0.5902(15) 0.035(4) Uiso 1 1 d . . . 
H11C H -0.2957(18) 0.569(2) 0.4918(15) 0.042(4) Uiso 1 1 d . . . 
C12 C -0.47638(19) 0.36822(19) 0.38242(16) 0.0393(4) Uani 1 1 d . . . 
H12A H -0.552(2) 0.367(2) 0.4378(17) 0.041(5) Uiso 1 1 d . . . 
H12B H -0.4845(18) 0.457(2) 0.3338(15) 0.040(5) Uiso 1 1 d . . . 
H12C H -0.499(2) 0.284(3) 0.3209(19) 0.062(6) Uiso 1 1 d . . . 
C13 C 0.27096(15) 0.18678(15) 0.78541(12) 0.0267(3) Uani 1 1 d . . . 
C14 C 0.38610(16) 0.26566(16) 0.74509(13) 0.0297(3) Uani 1 1 d . . . 
H14 H 0.3647(18) 0.3245(19) 0.6684(16) 0.036(4) Uiso 1 1 d . . . 
C15 C 0.52491(17) 0.25930(16) 0.80844(13) 0.0299(3) Uani 1 1 d . . . 
H15 H 0.6036(18) 0.3109(18) 0.7799(14) 0.030(4) Uiso 1 1 d . . . 
C16 C 0.55045(16) 0.17443(16) 0.91215(12) 0.0282(3) Uani 1 1 d . . . 
C17 C 0.42722(16) 0.10228(18) 0.94552(13) 0.0327(3) Uani 1 1 d . . . 
H17 H 0.4411(16) 0.0420(18) 1.0178(15) 0.033(4) Uiso 1 1 d . . . 
C18 C 0.69768(16) 0.15925(15) 0.98326(12) 0.0286(3) Uani 1 1 d . . . 
C19 C 0.73967(17) 0.02907(17) 1.03957(14) 0.0324(3) Uani 1 1 d . . . 
H19 H 0.6717(18) -0.054(2) 1.0282(15) 0.038(4) Uiso 1 1 d . . . 
C20 C 0.87714(19) 0.01246(18) 1.10476(13) 0.0346(4) Uani 1 1 d . . . 
H20 H 0.908(2) -0.077(2) 1.1357(16) 0.044(5) Uiso 1 1 d . . . 
C21 C 0.97611(17) 0.12556(17) 1.11554(12) 0.0307(3) Uani 1 1 d . . . 
C22 C 0.93716(17) 0.25574(18) 1.06214(13) 0.0325(3) Uani 1 1 d . . . 
H22 H 1.0046(18) 0.335(2) 1.0707(14) 0.033(4) Uiso 1 1 d . . . 
C23 C 0.79844(17) 0.27092(17) 0.99641(13) 0.0317(3) Uani 1 1 d . . . 
H23 H 0.7723(18) 0.361(2) 0.9571(15) 0.036(4) Uiso 1 1 d . . . 
C24 C 1.2191(2) 0.2062(2) 1.18631(17) 0.0419(4) Uani 1 1 d . . . 
H24A H 1.2348(18) 0.235(2) 1.1042(17) 0.041(5) Uiso 1 1 d . . . 
H24B H 1.305(2) 0.164(2) 1.2315(16) 0.042(5) Uiso 1 1 d . . . 
H24C H 1.193(2) 0.292(3) 1.2321(19) 0.061(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 
N1 0.0297(6) 0.0252(6) 0.0286(6) 0.0006(5) 0.0071(5) 0.0038(5) 
N2 0.0322(7) 0.0352(8) 0.0319(6) 0.0059(5) 0.0051(5) 0.0008(6) 
O1 0.0382(6) 0.0422(7) 0.0425(6) 0.0052(5) -0.0092(5) -0.0047(6) 
C1 0.0315(7) 0.0197(7) 0.0276(7) -0.0020(6) 0.0069(6) 0.0049(7) 
C2 0.0363(8) 0.0221(7) 0.0267(7) -0.0002(6) 0.0089(6) 0.0037(6) 
C3 0.0311(7) 0.0207(7) 0.0337(7) 0.0003(6) 0.0112(6) -0.0004(6) 
C4 0.0292(7) 0.0200(7) 0.0309(7) -0.0040(6) 0.0073(6) 0.0016(6) 
C5 0.0311(7) 0.0242(8) 0.0359(8) 0.0000(6) 0.0038(6) -0.0050(7) 
C6 0.0305(7) 0.0254(8) 0.0310(7) 0.0011(6) 0.0005(6) -0.0008(6) 
C7 0.0390(8) 0.0337(8) 0.0262(7) 0.0006(6) 0.0031(6) 0.0013(7) 
C8 0.0325(8) 0.0405(10) 0.0296(8) 0.0060(7) 0.0079(6) 0.0019(7) 
C9 0.0315(7) 0.0235(7) 0.0269(7) 0.0009(6) 0.0068(6) 0.0022(6) 
C10 0.0449(9) 0.0313(9) 0.0349(8) -0.0061(6) 0.0002(7) 0.0020(7) 
C11 0.0380(9) 0.0264(8) 0.0350(8) 0.0004(6) 0.0027(7) 0.0018(7) 
C12 0.0354(9) 0.0375(10) 0.0434(9) 0.0012(8) -0.0018(8) -0.0001(8) 
C13 0.0325(7) 0.0226(7) 0.0259(7) -0.0018(6) 0.0074(5) 0.0040(7) 
C14 0.0339(8) 0.0264(7) 0.0293(7) 0.0050(6) 0.0053(6) 0.0044(7) 
C15 0.0314(7) 0.0244(7) 0.0356(8) 0.0015(6) 0.0108(6) 0.0017(7) 
C16 0.0307(7) 0.0254(7) 0.0290(7) -0.0011(6) 0.0061(6) 0.0046(6) 
C17 0.0348(8) 0.0353(9) 0.0285(7) 0.0075(6) 0.0057(6) 0.0033(7) 
C18 0.0330(8) 0.0277(8) 0.0262(7) -0.0024(6) 0.0078(6) 0.0030(7) 
C19 0.0344(8) 0.0281(8) 0.0340(8) 0.0004(6) 0.0014(6) -0.0038(7) 
C20 0.0399(9) 0.0303(9) 0.0329(8) 0.0064(6) 0.0008(7) 0.0008(7) 
C21 0.0338(8) 0.0330(8) 0.0244(6) -0.0028(6) -0.0001(5) -0.0001(7) 
C22 0.0358(8) 0.0265(8) 0.0358(8) -0.0065(6) 0.0070(6) -0.0028(7) 
C23 0.0366(8) 0.0232(8) 0.0361(8) -0.0003(6) 0.0074(6) 0.0032(7) 
C24 0.0359(9) 0.0463(10) 0.0421(10) -0.0034(8) -0.0008(7) -0.0067(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 
N1 C9 1.3312(18) . ? 
N1 C1 1.3494(18) . ? 
N2 C17 1.332(2) . ? 
N2 C13 1.3436(18) . ? 
O1 C21 1.3674(18) . ? 
O1 C24 1.422(2) . ? 
C1 C2 1.396(2) . ? 
C1 C13 1.4850(19) . ? 
C2 C3 1.383(2) . ? 
C2 H2 0.956(16) . ? 
C3 C4 1.382(2) . ? 
C3 H3 0.977(15) . ? 
C4 C9 1.4076(19) . ? 
C4 C5 1.5029(19) . ? 
C5 C10 1.553(2) . ? 
C5 C6 1.572(2) . ? 
C5 H5 0.986(18) . ? 
C6 C11 1.520(2) . ? 
C6 C12 1.528(2) . ? 
C6 C7 1.562(2) . ? 
C7 C8 1.523(2) . ? 
C7 C10 1.555(2) . ? 
C7 H7 0.963(16) . ? 
C8 C9 1.5110(19) . ? 
C8 H8A 0.961(18) . ? 
C8 H8B 0.96(2) . ? 
C10 H10A 0.973(18) . ? 
C10 H10B 1.010(15) . ? 
C11 H11A 1.03(2) . ? 
C11 H11B 1.000(17) . ? 
C11 H11C 1.00(2) . ? 
C12 H12A 0.98(2) . ? 
C12 H12B 0.99(2) . ? 
C12 H12C 1.05(2) . ? 
C13 C14 1.397(2) . ? 
C14 C15 1.376(2) . ? 
C14 H14 1.016(18) . ? 
C15 C16 1.400(2) . ? 
C15 H15 0.948(17) . ? 
C16 C17 1.395(2) . ? 
C16 C18 1.483(2) . ? 
C17 H17 0.980(17) . ? 
C18 C23 1.384(2) . ? 
C18 C19 1.400(2) . ? 
C19 C20 1.381(2) . ? 
C19 H19 0.989(19) . ? 
C20 C21 1.384(2) . ? 
C20 H20 0.94(2) . ? 
C21 C22 1.381(2) . ? 
C22 C23 1.392(2) . ? 
C22 H22 0.960(18) . ? 
C23 H23 0.964(19) . ? 
C24 H24A 0.982(19) . ? 
C24 H24B 0.964(19) . ? 
C24 H24C 1.00(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 
C9 N1 C1 118.17(12) . . ? 
C17 N2 C13 117.82(13) . . ? 
C21 O1 C24 117.29(13) . . ? 
N1 C1 C2 122.04(13) . . ? 
N1 C1 C13 116.29(12) . . ? 
C2 C1 C13 121.67(12) . . ? 
C3 C2 C1 118.91(13) . . ? 
C3 C2 H2 122.4(9) . . ? 
C1 C2 H2 118.7(9) . . ? 
C4 C3 C2 119.93(13) . . ? 
C4 C3 H3 121.1(8) . . ? 
C2 C3 H3 118.9(8) . . ? 
C3 C4 C9 117.30(12) . . ? 
C3 C4 C5 126.20(13) . . ? 
C9 C4 C5 116.47(12) . . ? 
C4 C5 C10 106.71(12) . . ? 
C4 C5 C6 110.13(12) . . ? 
C10 C5 C6 87.29(11) . . ? 
C4 C5 H5 110.9(9) . . ? 
C10 C5 H5 122.8(10) . . ? 
C6 C5 H5 116.6(10) . . ? 
C11 C6 C12 108.82(13) . . ? 
C11 C6 C7 119.82(13) . . ? 
C12 C6 C7 111.00(13) . . ? 
C11 C6 C5 118.28(12) . . ? 
C12 C6 C5 112.08(13) . . ? 
C7 C6 C5 85.20(11) . . ? 
C8 C7 C10 108.64(13) . . ? 
C8 C7 C6 111.31(12) . . ? 
C10 C7 C6 87.59(11) . . ? 
C8 C7 H7 112.8(9) . . ? 
C10 C7 H7 117.0(9) . . ? 
C6 C7 H7 116.9(9) . . ? 
C9 C8 C7 111.19(13) . . ? 
C9 C8 H8A 109.3(10) . . ? 
C7 C8 H8A 109.8(10) . . ? 
C9 C8 H8B 108.4(10) . . ? 
C7 C8 H8B 110.7(10) . . ? 
H8A C8 H8B 107.4(16) . . ? 
N1 C9 C4 123.63(12) . . ? 
N1 C9 C8 118.49(12) . . ? 
C4 C9 C8 117.88(13) . . ? 
C5 C10 C7 86.08(11) . . ? 
C5 C10 H10A 115.9(9) . . ? 
C7 C10 H10A 116.8(10) . . ? 
C5 C10 H10B 113.9(9) . . ? 
C7 C10 H10B 109.8(9) . . ? 
H10A C10 H10B 112.0(13) . . ? 
C6 C11 H11A 110.9(11) . . ? 
C6 C11 H11B 113.3(10) . . ? 
H11A C11 H11B 106.9(13) . . ? 
C6 C11 H11C 110.6(10) . . ? 
H11A C11 H11C 105.9(15) . . ? 
H11B C11 H11C 108.9(14) . . ? 
C6 C12 H12A 110.6(10) . . ? 
C6 C12 H12B 111.8(9) . . ? 
H12A C12 H12B 109.8(15) . . ? 
C6 C12 H12C 110.8(11) . . ? 
H12A C12 H12C 107.8(16) . . ? 
H12B C12 H12C 105.8(16) . . ? 
N2 C13 C14 121.60(13) . . ? 
N2 C13 C1 116.65(12) . . ? 
C14 C13 C1 121.74(12) . . ? 
C15 C14 C13 119.35(13) . . ? 
C15 C14 H14 122.1(10) . . ? 
C13 C14 H14 118.6(10) . . ? 
C14 C15 C16 120.28(14) . . ? 
C14 C15 H15 119.3(9) . . ? 
C16 C15 H15 120.4(9) . . ? 
C17 C16 C15 115.61(13) . . ? 
C17 C16 C18 121.02(13) . . ? 
C15 C16 C18 123.37(13) . . ? 
N2 C17 C16 125.32(14) . . ? 
N2 C17 H17 116.9(9) . . ? 
C16 C17 H17 117.8(9) . . ? 
C23 C18 C19 117.52(13) . . ? 
C23 C18 C16 122.09(13) . . ? 
C19 C18 C16 120.39(14) . . ? 
C20 C19 C18 121.16(15) . . ? 
C20 C19 H19 119.6(10) . . ? 
C18 C19 H19 119.1(10) . . ? 
C19 C20 C21 120.08(15) . . ? 
C19 C20 H20 120.8(11) . . ? 
C21 C20 H20 118.9(11) . . ? 
O1 C21 C22 124.66(14) . . ? 
O1 C21 C20 115.26(14) . . ? 
C22 C21 C20 120.07(14) . . ? 
C21 C22 C23 119.27(15) . . ? 
C21 C22 H22 120.4(10) . . ? 
C23 C22 H22 120.3(10) . . ? 
C18 C23 C22 121.91(14) . . ? 
C18 C23 H23 118.7(10) . . ? 
C22 C23 H23 119.3(10) . . ? 
O1 C24 H24A 109.5(10) . . ? 
O1 C24 H24B 104.3(12) . . ? 
H24A C24 H24B 113.9(15) . . ? 
O1 C24 H24C 112.8(12) . . ? 
H24A C24 H24C 109.2(16) . . ? 
H24B C24 H24C 107.1(15) . . ? 

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 
C9 N1 C1 C2 -1.0(2) . . . . ? 
C9 N1 C1 C13 178.86(12) . . . . ? 
N1 C1 C2 C3 0.9(2) . . . . ? 
C13 C1 C2 C3 -178.99(12) . . . . ? 
C1 C2 C3 C4 0.5(2) . . . . ? 
C2 C3 C4 C9 -1.6(2) . . . . ? 
C2 C3 C4 C5 176.59(13) . . . . ? 
C3 C4 C5 C10 -132.56(15) . . . . ? 
C9 C4 C5 C10 45.64(17) . . . . ? 
C3 C4 C5 C6 134.14(14) . . . . ? 
C9 C4 C5 C6 -47.66(16) . . . . ? 
C4 C5 C6 C11 -42.14(17) . . . . ? 
C10 C5 C6 C11 -148.95(14) . . . . ? 
C4 C5 C6 C12 -169.97(13) . . . . ? 
C10 C5 C6 C12 83.22(14) . . . . ? 
C4 C5 C6 C7 79.29(12) . . . . ? 
C10 C5 C6 C7 -27.52(11) . . . . ? 
C11 C6 C7 C8 38.39(18) . . . . ? 
C12 C6 C7 C8 166.58(14) . . . . ? 
C5 C6 C7 C8 -81.59(14) . . . . ? 
C11 C6 C7 C10 147.47(13) . . . . ? 
C12 C6 C7 C10 -84.34(14) . . . . ? 
C5 C6 C7 C10 27.49(10) . . . . ? 
C10 C7 C8 C9 -45.27(17) . . . . ? 
C6 C7 C8 C9 49.54(18) . . . . ? 
C1 N1 C9 C4 -0.2(2) . . . . ? 
C1 N1 C9 C8 -179.91(13) . . . . ? 
C3 C4 C9 N1 1.5(2) . . . . ? 
C5 C4 C9 N1 -176.86(13) . . . . ? 
C3 C4 C9 C8 -178.80(13) . . . . ? 
C5 C4 C9 C8 2.84(19) . . . . ? 
C7 C8 C9 N1 176.50(13) . . . . ? 
C7 C8 C9 C4 -3.2(2) . . . . ? 
C4 C5 C10 C7 -82.59(13) . . . . ? 
C6 C5 C10 C7 27.63(11) . . . . ? 
C8 C7 C10 C5 83.89(13) . . . . ? 
C6 C7 C10 C5 -27.81(11) . . . . ? 
C17 N2 C13 C14 -1.3(2) . . . . ? 
C17 N2 C13 C1 179.06(13) . . . . ? 
N1 C1 C13 N2 -171.85(13) . . . . ? 
C2 C1 C13 N2 8.01(19) . . . . ? 
N1 C1 C13 C14 8.52(19) . . . . ? 
C2 C1 C13 C14 -171.61(14) . . . . ? 
N2 C13 C14 C15 1.2(2) . . . . ? 
C1 C13 C14 C15 -179.15(13) . . . . ? 
C13 C14 C15 C16 0.1(2) . . . . ? 
C14 C15 C16 C17 -1.2(2) . . . . ? 
C14 C15 C16 C18 178.37(14) . . . . ? 
C13 N2 C17 C16 0.1(2) . . . . ? 
C15 C16 C17 N2 1.2(2) . . . . ? 
C18 C16 C17 N2 -178.41(15) . . . . ? 
C17 C16 C18 C23 -146.30(15) . . . . ? 
C15 C16 C18 C23 34.2(2) . . . . ? 
C17 C16 C18 C19 34.0(2) . . . . ? 
C15 C16 C18 C19 -145.58(15) . . . . ? 
C23 C18 C19 C20 -0.6(2) . . . . ? 
C16 C18 C19 C20 179.10(15) . . . . ? 
C18 C19 C20 C21 0.1(2) . . . . ? 
C24 O1 C21 C22 -5.0(2) . . . . ? 
C24 O1 C21 C20 175.00(14) . . . . ? 
C19 C20 C21 O1 -179.39(14) . . . . ? 
C19 C20 C21 C22 0.6(2) . . . . ? 
O1 C21 C22 C23 179.22(14) . . . . ? 
C20 C21 C22 C23 -0.8(2) . . . . ? 
C19 C18 C23 C22 0.5(2) . . . . ? 
C16 C18 C23 C22 -179.28(13) . . . . ? 
C21 C22 C23 C18 0.3(2) . . . . ? 

_diffrn_measured_fraction_theta_max    0.988 
_diffrn_reflns_theta_full              25.94 
_diffrn_measured_fraction_theta_full   0.988 
_refine_diff_density_max    0.133 
_refine_diff_density_min   -0.120 
_refine_diff_density_rms    0.025 

#===========================================================================
#=========================================

data_cpd2
_database_code_CSD                  179703

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C23 H22 N2' 
_chemical_formula_weight          326.43 

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' 

_symmetry_cell_setting            monoclinic 
_symmetry_space_group_name_H-M    'P 21' 

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

_cell_length_a                    10.8641(16) 
_cell_length_b                    6.3600(8) 
_cell_length_c                    13.0544(17) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.312(10) 
_cell_angle_gamma                 90.00 
_cell_volume                      902.0(2) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     293(2) 
_cell_measurement_reflns_used     '17 + equivalents' 
_cell_measurement_theta_min       12.55 
_cell_measurement_theta_max       18.60 

_exptl_crystal_description        block 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.53 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.30 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.202 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              348 
_exptl_absorpt_coefficient_mu     0.070 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       293(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'STOE AED2 4-circle diffractometer' 
_diffrn_measurement_method        2\q/\w 
_diffrn_detector_area_resol_mean  ? 
_diffrn_standards_number          2 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   60 
_diffrn_standards_decay_%         1 
_diffrn_reflns_number             4520 
_diffrn_reflns_av_R_equivalents   0.0389 
_diffrn_reflns_av_sigmaI/netI     0.0468 
_diffrn_reflns_limit_h_min        -14 
_diffrn_reflns_limit_h_max        14 
_diffrn_reflns_limit_k_min        0 
_diffrn_reflns_limit_k_max        8 
_diffrn_reflns_limit_l_min        -16 
_diffrn_reflns_limit_l_max        16 
_diffrn_reflns_theta_min          2.43 
_diffrn_reflns_theta_max          27.48 
_reflns_number_total              2260 
_reflns_number_gt                 1520 
_reflns_threshold_expression      I>2sigma(I) 

_computing_data_collection        'STADI4 (Stoe & Cie GmbH, Darmstadt, 1997)' 
_computing_cell_refinement        'STADI4 (Stoe & Cie GmbH, Darmstadt, 1997)' 
_computing_data_reduction         'X-RED (Stoe & Cie GmbH, Darmstadt, 1997)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'PLATON/PLUTON (Spek, 1990)' 
_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)' 

_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 w==1/[\s^2^(Fo^2^)+(0.0361P)^2^+0.1223P] 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        0.026(4) 
_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(6) 
_refine_ls_number_reflns          2260 
_refine_ls_number_parameters      315 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0850 
_refine_ls_R_factor_gt            0.0494 
_refine_ls_wR_factor_ref          0.1118 
_refine_ls_wR_factor_gt           0.0967 
_refine_ls_goodness_of_fit_ref    1.119 
_refine_ls_restrained_S_all       1.119 
_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_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
N1 N 0.1616(2) 0.9458(4) 0.61076(18) 0.0482(7) Uani 1 d . . . 
N2 N 0.3415(2) 0.8267(5) 0.38677(19) 0.0507(7) Uani 1 d . . . 
C1 C 0.2074(3) 0.8360(6) 0.5317(2) 0.0458(8) Uani 1 d . . . 
C2 C 0.1700(3) 0.6303(6) 0.5124(2) 0.0488(8) Uani 1 d . . . 
H2 H 0.205(3) 0.559(6) 0.456(2) 0.053(9) Uiso 1 d . . . 
C3 C 0.0814(3) 0.5372(6) 0.5735(2) 0.0492(8) Uani 1 d . . . 
H3 H 0.054(3) 0.394(6) 0.556(2) 0.051(9) Uiso 1 d . . . 
C4 C 0.0329(3) 0.6508(5) 0.6530(2) 0.0438(8) Uani 1 d . . . 
C5 C -0.0640(3) 0.5737(6) 0.7255(2) 0.0487(8) Uani 1 d . . . 
H5 H -0.092(3) 0.429(6) 0.710(2) 0.043(8) Uiso 1 d . . . 
C6 C -0.0210(3) 0.6159(6) 0.8389(2) 0.0511(8) Uani 1 d . . . 
C7 C -0.0659(3) 0.8457(6) 0.8186(3) 0.0544(9) Uani 1 d . . . 
H7 H -0.100(3) 0.917(5) 0.875(2) 0.047(9) Uiso 1 d . . . 
C8 C 0.0302(4) 0.9741(6) 0.7618(3) 0.0583(10) Uani 1 d . . . 
H8A H -0.004(3) 1.095(8) 0.738(3) 0.070(12) Uiso 1 d . . . 
H8B H 0.114(3) 1.014(7) 0.807(3) 0.078(12) Uiso 1 d . . . 
C9 C 0.0773(3) 0.8540(5) 0.6695(2) 0.0462(8) Uani 1 d . . . 
C10 C -0.1580(3) 0.7544(6) 0.7406(3) 0.0562(9) Uani 1 d . . . 
H10A H -0.236(3) 0.704(6) 0.776(2) 0.072(11) Uiso 1 d . . . 
H10B H -0.175(3) 0.840(6) 0.678(3) 0.069(11) Uiso 1 d . . . 
C11 C 0.1131(4) 0.5755(8) 0.8652(3) 0.0669(11) Uani 1 d . . . 
H11A H 0.133(3) 0.636(7) 0.933(3) 0.078(11) Uiso 1 d . . . 
H11B H 0.129(5) 0.405(10) 0.863(4) 0.130(19) Uiso 1 d . . . 
H11C H 0.172(3) 0.655(7) 0.821(3) 0.081(13) Uiso 1 d . . . 
C12 C -0.1019(5) 0.5027(8) 0.9157(3) 0.0718(12) Uani 1 d . . . 
H12A H -0.083(4) 0.349(9) 0.922(3) 0.101(16) Uiso 1 d . . . 
H12B H -0.079(3) 0.559(7) 0.988(3) 0.076(11) Uiso 1 d . . . 
H12C H -0.191(3) 0.529(7) 0.901(3) 0.080(13) Uiso 1 d . . . 
C13 C 0.3007(3) 0.9389(6) 0.4667(2) 0.0471(8) Uani 1 d . . . 
C14 C 0.3443(3) 1.1393(6) 0.4887(3) 0.0539(9) Uani 1 d . . . 
H14 H 0.307(3) 1.219(6) 0.547(3) 0.072(11) Uiso 1 d . . . 
C15 C 0.4309(3) 1.2258(7) 0.4259(3) 0.0629(10) Uani 1 d . . . 
H15 H 0.465(3) 1.372(7) 0.437(2) 0.064(10) Uiso 1 d . . . 
C16 C 0.4759(3) 1.1112(8) 0.3447(3) 0.0658(11) Uani 1 d . . . 
H16 H 0.533(3) 1.161(6) 0.297(2) 0.071(11) Uiso 1 d . . . 
C17 C 0.4293(3) 0.9113(6) 0.3267(3) 0.0534(10) Uani 1 d . . . 
C18 C 0.4699(3) 0.7760(7) 0.2399(2) 0.0582(10) Uani 1 d . . . 
C19 C 0.5888(4) 0.7813(10) 0.2037(3) 0.0847(14) Uani 1 d . . . 
H19 H 0.646(4) 0.884(8) 0.233(3) 0.112(17) Uiso 1 d . . . 
C20 C 0.6238(4) 0.6555(11) 0.1232(4) 0.0953(17) Uani 1 d . . . 
H20 H 0.704(4) 0.656(8) 0.098(3) 0.100(14) Uiso 1 d . . . 
C21 C 0.5425(5) 0.5206(10) 0.0782(4) 0.0909(16) Uani 1 d . . . 
H21 H 0.572(4) 0.432(9) 0.026(4) 0.118(18) Uiso 1 d . . . 
C22 C 0.4229(5) 0.5130(9) 0.1137(4) 0.0940(16) Uani 1 d . . . 
H22 H 0.372(4) 0.428(9) 0.083(3) 0.113(19) Uiso 1 d . . . 
C23 C 0.3884(4) 0.6401(8) 0.1936(3) 0.0740(12) Uani 1 d . . . 
H23 H 0.306(3) 0.624(6) 0.219(2) 0.070(10) Uiso 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 
N1 0.0608(16) 0.0374(16) 0.0466(14) -0.0067(13) 0.0006(13) -0.0002(14) 
N2 0.0487(15) 0.0527(18) 0.0508(15) 0.0028(14) 0.0027(12) -0.0035(14) 
C1 0.0491(18) 0.043(2) 0.0451(17) -0.0003(15) -0.0045(14) 0.0033(16) 
C2 0.0545(19) 0.047(2) 0.0449(17) -0.0100(17) 0.0068(15) 0.0001(18) 
C3 0.064(2) 0.039(2) 0.0450(17) -0.0063(15) 0.0005(15) -0.0036(17) 
C4 0.0522(17) 0.0404(19) 0.0388(15) -0.0033(15) -0.0044(13) 0.0054(17) 
C5 0.0551(19) 0.045(2) 0.0458(17) -0.0001(15) 0.0034(14) -0.0012(16) 
C6 0.0621(19) 0.051(2) 0.0402(15) -0.0018(16) 0.0000(13) 0.0084(18) 
C7 0.068(2) 0.051(2) 0.0443(17) -0.0095(16) 0.0079(16) 0.0141(18) 
C8 0.083(3) 0.038(2) 0.054(2) -0.0113(18) 0.0090(19) 0.007(2) 
C9 0.0585(19) 0.0380(19) 0.0420(16) -0.0044(15) 0.0025(15) 0.0041(17) 
C10 0.053(2) 0.062(2) 0.0533(19) 0.0060(19) -0.0016(16) 0.0127(19) 
C11 0.074(3) 0.074(3) 0.052(2) -0.002(2) -0.0091(18) 0.018(2) 
C12 0.096(3) 0.072(3) 0.048(2) 0.007(2) 0.012(2) 0.009(3) 
C13 0.0450(17) 0.047(2) 0.0495(18) 0.0007(16) -0.0067(15) -0.0008(17) 
C14 0.054(2) 0.049(2) 0.059(2) 0.0021(19) -0.0085(17) -0.0012(19) 
C15 0.058(2) 0.053(3) 0.077(3) 0.001(2) -0.0071(19) -0.012(2) 
C16 0.055(2) 0.072(3) 0.070(2) 0.011(2) 0.0004(18) -0.017(2) 
C17 0.0429(18) 0.060(2) 0.057(2) 0.0049(19) -0.0019(15) -0.0030(18) 
C18 0.0540(19) 0.069(3) 0.0519(19) 0.0065(19) 0.0080(15) -0.006(2) 
C19 0.062(2) 0.115(4) 0.077(3) -0.017(3) 0.015(2) -0.017(3) 
C20 0.064(3) 0.134(5) 0.088(3) -0.013(3) 0.026(2) -0.004(3) 
C21 0.095(3) 0.097(4) 0.081(3) -0.013(3) 0.038(3) -0.002(3) 
C22 0.103(4) 0.093(4) 0.086(3) -0.024(3) 0.035(3) -0.032(3) 
C23 0.072(2) 0.073(3) 0.077(2) -0.010(2) 0.031(2) -0.019(2) 

_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 
N1 C9 1.332(4) . ? 
N1 C1 1.344(4) . ? 
N2 C13 1.342(4) . ? 
N2 C17 1.350(4) . ? 
C1 C2 1.392(5) . ? 
C1 C13 1.478(4) . ? 
C2 C3 1.386(5) . ? 
C3 C4 1.372(4) . ? 
C4 C9 1.396(5) . ? 
C4 C5 1.503(4) . ? 
C5 C10 1.550(5) . ? 
C5 C6 1.572(4) . ? 
C6 C11 1.517(5) . ? 
C6 C12 1.519(5) . ? 
C6 C7 1.563(5) . ? 
C7 C8 1.522(5) . ? 
C7 C10 1.537(5) . ? 
C8 C9 1.517(4) . ? 
C13 C14 1.389(5) . ? 
C14 C15 1.367(5) . ? 
C15 C16 1.378(6) . ? 
C16 C17 1.389(6) . ? 
C17 C18 1.491(5) . ? 
C18 C23 1.375(5) . ? 
C18 C19 1.379(5) . ? 
C19 C20 1.375(6) . ? 
C20 C21 1.363(7) . ? 
C21 C22 1.382(6) . ? 
C22 C23 1.373(6) . ? 

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 
C9 N1 C1 118.2(3) . . ? 
C13 N2 C17 118.5(3) . . ? 
N1 C1 C2 121.2(3) . . ? 
N1 C1 C13 117.9(3) . . ? 
C2 C1 C13 120.8(3) . . ? 
C3 C2 C1 120.0(3) . . ? 
C4 C3 C2 118.7(3) . . ? 
C3 C4 C9 118.1(3) . . ? 
C3 C4 C5 125.3(3) . . ? 
C9 C4 C5 116.6(3) . . ? 
C4 C5 C10 107.6(3) . . ? 
C4 C5 C6 109.3(3) . . ? 
C10 C5 C6 86.9(2) . . ? 
C11 C6 C12 109.2(3) . . ? 
C11 C6 C7 119.7(3) . . ? 
C12 C6 C7 111.9(3) . . ? 
C11 C6 C5 117.7(3) . . ? 
C12 C6 C5 111.7(3) . . ? 
C7 C6 C5 84.8(2) . . ? 
C8 C7 C10 109.0(3) . . ? 
C8 C7 C6 111.7(3) . . ? 
C10 C7 C6 87.7(3) . . ? 
C9 C8 C7 110.6(3) . . ? 
N1 C9 C4 123.7(3) . . ? 
N1 C9 C8 118.2(3) . . ? 
C4 C9 C8 118.1(3) . . ? 
C7 C10 C5 86.4(2) . . ? 
N2 C13 C14 122.4(3) . . ? 
N2 C13 C1 116.2(3) . . ? 
C14 C13 C1 121.5(3) . . ? 
C15 C14 C13 118.7(4) . . ? 
C14 C15 C16 119.8(4) . . ? 
C15 C16 C17 118.9(4) . . ? 
N2 C17 C16 121.7(4) . . ? 
N2 C17 C18 115.1(3) . . ? 
C16 C17 C18 123.2(3) . . ? 
C23 C18 C19 117.8(4) . . ? 
C23 C18 C17 120.3(3) . . ? 
C19 C18 C17 121.9(4) . . ? 
C20 C19 C18 120.7(5) . . ? 
C21 C20 C19 121.0(4) . . ? 
C20 C21 C22 119.1(5) . . ? 
C23 C22 C21 119.6(5) . . ? 
C22 C23 C18 121.8(4) . . ? 

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 
C9 N1 C1 C2 -1.2(4) . . . . ? 
C9 N1 C1 C13 179.9(3) . . . . ? 
N1 C1 C2 C3 1.8(5) . . . . ? 
C13 C1 C2 C3 -179.3(3) . . . . ? 
C1 C2 C3 C4 -0.5(5) . . . . ? 
C2 C3 C4 C9 -1.2(5) . . . . ? 
C2 C3 C4 C5 179.5(3) . . . . ? 
C3 C4 C5 C10 -136.8(3) . . . . ? 
C9 C4 C5 C10 43.9(4) . . . . ? 
C3 C4 C5 C6 130.2(3) . . . . ? 
C9 C4 C5 C6 -49.1(4) . . . . ? 
C4 C5 C6 C11 -40.9(4) . . . . ? 
C10 C5 C6 C11 -148.5(4) . . . . ? 
C4 C5 C6 C12 -168.4(3) . . . . ? 
C10 C5 C6 C12 84.0(3) . . . . ? 
C4 C5 C6 C7 80.1(3) . . . . ? 
C10 C5 C6 C7 -27.6(2) . . . . ? 
C11 C6 C7 C8 37.3(4) . . . . ? 
C12 C6 C7 C8 166.9(3) . . . . ? 
C5 C6 C7 C8 -81.8(3) . . . . ? 
C11 C6 C7 C10 146.9(3) . . . . ? 
C12 C6 C7 C10 -83.6(3) . . . . ? 
C5 C6 C7 C10 27.8(2) . . . . ? 
C10 C7 C8 C9 -46.6(4) . . . . ? 
C6 C7 C8 C9 48.7(4) . . . . ? 
C1 N1 C9 C4 -0.7(5) . . . . ? 
C1 N1 C9 C8 177.1(3) . . . . ? 
C3 C4 C9 N1 1.9(5) . . . . ? 
C5 C4 C9 N1 -178.7(3) . . . . ? 
C3 C4 C9 C8 -175.9(3) . . . . ? 
C5 C4 C9 C8 3.4(4) . . . . ? 
C7 C8 C9 N1 179.4(3) . . . . ? 
C7 C8 C9 C4 -2.6(5) . . . . ? 
C8 C7 C10 C5 84.1(3) . . . . ? 
C6 C7 C10 C5 -28.2(2) . . . . ? 
C4 C5 C10 C7 -81.4(3) . . . . ? 
C6 C5 C10 C7 28.0(2) . . . . ? 
C17 N2 C13 C14 0.9(5) . . . . ? 
C17 N2 C13 C1 -178.2(3) . . . . ? 
N1 C1 C13 N2 -178.1(3) . . . . ? 
C2 C1 C13 N2 3.0(4) . . . . ? 
N1 C1 C13 C14 2.9(4) . . . . ? 
C2 C1 C13 C14 -176.1(3) . . . . ? 
N2 C13 C14 C15 0.8(5) . . . . ? 
C1 C13 C14 C15 179.8(3) . . . . ? 
C13 C14 C15 C16 -2.2(5) . . . . ? 
C14 C15 C16 C17 1.9(6) . . . . ? 
C13 N2 C17 C16 -1.2(5) . . . . ? 
C13 N2 C17 C18 179.8(3) . . . . ? 
C15 C16 C17 N2 -0.2(6) . . . . ? 
C15 C16 C17 C18 178.8(3) . . . . ? 
N2 C17 C18 C23 31.8(5) . . . . ? 
C16 C17 C18 C23 -147.2(4) . . . . ? 
N2 C17 C18 C19 -147.9(4) . . . . ? 
C16 C17 C18 C19 33.0(6) . . . . ? 
C23 C18 C19 C20 0.5(7) . . . . ? 
C17 C18 C19 C20 -179.7(4) . . . . ? 
C18 C19 C20 C21 -0.9(8) . . . . ? 
C19 C20 C21 C22 0.8(9) . . . . ? 
C20 C21 C22 C23 -0.4(8) . . . . ? 
C21 C22 C23 C18 0.0(8) . . . . ? 
C19 C18 C23 C22 0.0(7) . . . . ? 
C17 C18 C23 C22 -179.8(4) . . . . ? 

_diffrn_measured_fraction_theta_max    0.999 
_diffrn_reflns_theta_full              27.48 
_diffrn_measured_fraction_theta_full   0.999 
_refine_diff_density_max    0.136 
_refine_diff_density_min   -0.139 
_refine_diff_density_rms    0.030 

#===========================================================================
#===============================================

data_cpd3 
_database_code_CSD                  179704

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C25 H25 Cl3 N2 O' 
_chemical_formula_weight          475.82 

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' 
'Cl'  'Cl'   0.1484   0.1585 
'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    'P 21' 

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

_cell_length_a                    6.6825(5) 
_cell_length_b                    7.4085(4) 
_cell_length_c                    23.4403(18) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  94.080(10) 
_cell_angle_gamma                 90.00 
_cell_volume                      1157.52(14) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     153(2) 
_cell_measurement_reflns_used     7989 
_cell_measurement_theta_min       2.61 
_cell_measurement_theta_max       25.92 

_exptl_crystal_description        plate 
_exptl_crystal_colour             colurless 
_exptl_crystal_size_max           0.35 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.10 
_exptl_crystal_density_meas       none 
_exptl_crystal_density_diffrn     1.365 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              496 
_exptl_absorpt_coefficient_mu     0.416 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       153(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'STOE IPDS' 
_diffrn_measurement_method        'phi oscillation' 
_diffrn_detector_area_resol_mean  0.81\%A 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             9156 
_diffrn_reflns_av_R_equivalents   0.0357 
_diffrn_reflns_av_sigmaI/netI     0.0480 
_diffrn_reflns_limit_h_min        -8 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -8 
_diffrn_reflns_limit_k_max        8 
_diffrn_reflns_limit_l_min        -28 
_diffrn_reflns_limit_l_max        28 
_diffrn_reflns_theta_min          2.61 
_diffrn_reflns_theta_max          25.92 
_reflns_number_total              4208 
_reflns_number_gt                 3435 
_reflns_threshold_expression      I>2sigma(I) 

_computing_data_collection        'EXPOSE (Stoe IPDS Software, 2000)' 
_computing_cell_refinement        'CELL (Stoe IPDS Software, 2000)' 
_computing_data_reduction         'INTEGRATE (Stoe IPDS Software, 2000)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'PLATON99 (Spek, 1990)' 
_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)' 

_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^)+(0.0375P)^2^] 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_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    -0.06(5) 
_refine_ls_number_reflns          4208 
_refine_ls_number_parameters      380 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0403 
_refine_ls_R_factor_gt            0.0299 
_refine_ls_wR_factor_ref          0.0684 
_refine_ls_wR_factor_gt           0.0657 
_refine_ls_goodness_of_fit_ref    0.923 
_refine_ls_restrained_S_all       0.923 
_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_symetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
O1 O 0.5308(2) 0.1637(2) 0.61866(5) 0.0290(4) Uani 1 1 d . . . 
N1 N -0.0290(2) 0.2664(3) 0.21480(6) 0.0221(4) Uani 1 1 d . . . 
N2 N 0.1077(2) 0.2287(2) 0.36601(6) 0.0201(4) Uani 1 1 d . . . 
C1 C 0.0848(3) 0.2885(3) 0.26429(7) 0.0198(4) Uani 1 1 d . . . 
C2 C 0.2822(3) 0.3480(3) 0.26526(8) 0.0239(5) Uani 1 1 d . . . 
H2 H 0.358(3) 0.369(3) 0.3034(10) 0.036(6) Uiso 1 1 d . . . 
C3 C 0.3649(3) 0.3857(3) 0.21409(8) 0.0245(5) Uani 1 1 d . . . 
H3 H 0.499(3) 0.424(3) 0.2133(8) 0.014(5) Uiso 1 1 d . . . 
C4 C 0.2496(3) 0.3651(3) 0.16304(8) 0.0217(5) Uani 1 1 d . . . 
C5 C 0.3166(3) 0.4031(3) 0.10437(9) 0.0253(5) Uani 1 1 d . . . 
H5 H 0.454(3) 0.443(3) 0.1062(9) 0.021(6) Uiso 1 1 d . . . 
C6 C 0.2557(3) 0.2425(3) 0.06308(7) 0.0275(5) Uani 1 1 d . . . 
C7 C 0.0445(3) 0.3315(4) 0.05950(9) 0.0303(6) Uani 1 1 d . . . 
H7 H -0.029(3) 0.315(4) 0.0248(9) 0.035(6) Uiso 1 1 d . . . 
C8 C -0.0748(3) 0.2774(4) 0.11030(8) 0.0310(5) Uani 1 1 d . . . 
H8A H -0.204(4) 0.349(3) 0.1106(9) 0.029(6) Uiso 1 1 d . . . 
H8B H -0.114(4) 0.153(4) 0.1079(10) 0.041(8) Uiso 1 1 d . . . 
C9 C 0.0519(3) 0.3046(3) 0.16595(7) 0.0210(5) Uani 1 1 d . . . 
C10 C 0.1471(4) 0.5138(4) 0.07198(10) 0.0303(5) Uani 1 1 d . . . 
H10A H 0.193(4) 0.577(4) 0.0374(11) 0.032(7) Uiso 1 1 d . . . 
H10B H 0.081(4) 0.598(4) 0.0920(11) 0.038(7) Uiso 1 1 d . . . 
C11 C 0.2812(5) 0.0525(4) 0.08559(12) 0.0417(7) Uani 1 1 d . . . 
H11A H 0.229(5) -0.047(6) 0.0581(16) 0.082(12) Uiso 1 1 d . . . 
H11B H 0.417(6) 0.025(5) 0.0874(14) 0.073(11) Uiso 1 1 d . . . 
H11C H 0.220(4) 0.030(4) 0.1207(12) 0.044(7) Uiso 1 1 d . . . 
C12 C 0.3550(4) 0.2566(5) 0.00649(9) 0.0386(6) Uani 1 1 d . . . 
H12A H 0.301(4) 0.169(4) -0.0198(11) 0.040(7) Uiso 1 1 d . . . 
H12B H 0.342(3) 0.374(4) -0.0089(10) 0.028(7) Uiso 1 1 d . . . 
H12C H 0.484(5) 0.220(5) 0.0095(11) 0.053(8) Uiso 1 1 d . . . 
C13 C -0.0124(3) 0.2381(3) 0.31742(7) 0.0197(4) Uani 1 1 d . . . 
C14 C -0.2157(3) 0.1987(3) 0.31567(8) 0.0235(5) Uani 1 1 d . . . 
H14 H -0.288(3) 0.212(3) 0.2827(9) 0.025(6) Uiso 1 1 d . . . 
C15 C -0.2966(3) 0.1407(3) 0.36467(9) 0.0261(5) Uani 1 1 d . . . 
H15 H -0.441(3) 0.109(3) 0.3645(9) 0.022(6) Uiso 1 1 d . . . 
C16 C -0.1756(3) 0.1258(3) 0.41429(9) 0.0243(5) Uani 1 1 d . . . 
H16 H -0.220(3) 0.089(3) 0.4482(10) 0.021(6) Uiso 1 1 d . . . 
C17 C 0.0270(3) 0.1748(3) 0.41413(8) 0.0207(4) Uani 1 1 d . . . 
C18 C 0.1628(3) 0.1732(3) 0.46722(8) 0.0197(4) Uani 1 1 d . . . 
C19 C 0.1087(3) 0.0860(3) 0.51685(9) 0.0237(5) Uani 1 1 d . . . 
H19 H -0.016(4) 0.022(3) 0.5179(8) 0.024(6) Uiso 1 1 d . . . 
C20 C 0.2332(3) 0.0875(3) 0.56643(9) 0.0244(5) Uani 1 1 d . . . 
H20 H 0.196(3) 0.028(4) 0.5988(10) 0.024(6) Uiso 1 1 d . . . 
C21 C 0.4167(3) 0.1762(3) 0.56797(8) 0.0231(5) Uani 1 1 d . . . 
C22 C 0.4735(3) 0.2650(3) 0.51942(7) 0.0219(4) Uani 1 1 d . . . 
H22 H 0.595(3) 0.327(3) 0.5214(8) 0.023(6) Uiso 1 1 d . . . 
C23 C 0.3461(3) 0.2623(3) 0.46981(8) 0.0215(4) Uani 1 1 d . . . 
H23 H 0.385(3) 0.325(3) 0.4375(8) 0.014(5) Uiso 1 1 d . . . 
C24 C 0.7242(3) 0.2460(5) 0.62212(10) 0.0386(6) Uani 1 1 d . . . 
H24A H 0.797(3) 0.198(3) 0.5931(9) 0.023(6) Uiso 1 1 d . . . 
H24B H 0.774(3) 0.215(4) 0.6592(10) 0.034(6) Uiso 1 1 d . . . 
H24C H 0.714(4) 0.386(5) 0.6188(11) 0.053(9) Uiso 1 1 d . . . 
Cl1 Cl 0.72633(13) 0.73699(11) 0.27713(3) 0.0628(2) Uani 1 1 d . . . 
Cl2 Cl 1.09053(11) 0.79162(11) 0.21974(3) 0.0559(2) Uani 1 1 d . . . 
Cl3 Cl 0.71095(11) 0.77259(12) 0.15372(2) 0.0574(2) Uani 1 1 d . . . 
C25 C 0.8336(4) 0.8405(4) 0.21953(10) 0.0402(6) Uani 1 1 d . . . 
H25 H 0.822(3) 0.966(4) 0.2219(9) 0.022(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 
O1 0.0291(8) 0.0373(11) 0.0203(7) 0.0024(6) 0.0001(6) -0.0015(7) 
N1 0.0206(8) 0.0238(11) 0.0219(7) -0.0010(8) 0.0009(6) 0.0013(8) 
N2 0.0220(8) 0.0193(11) 0.0194(7) 0.0008(7) 0.0040(6) 0.0015(7) 
C1 0.0203(9) 0.0187(13) 0.0204(9) 0.0000(9) 0.0015(7) 0.0030(8) 
C2 0.0231(10) 0.0278(15) 0.0205(10) 0.0022(8) -0.0016(8) 0.0014(9) 
C3 0.0192(11) 0.0304(15) 0.0238(10) 0.0019(9) 0.0003(8) -0.0024(9) 
C4 0.0207(10) 0.0203(14) 0.0243(10) 0.0019(8) 0.0022(8) 0.0012(8) 
C5 0.0219(12) 0.0298(16) 0.0243(11) 0.0042(9) 0.0027(9) -0.0024(9) 
C6 0.0332(11) 0.0294(16) 0.0202(9) 0.0006(10) 0.0044(8) 0.0008(10) 
C7 0.0299(11) 0.0423(18) 0.0177(10) 0.0023(9) -0.0050(9) 0.0006(10) 
C8 0.0260(11) 0.0453(19) 0.0212(10) -0.0012(11) -0.0016(8) -0.0025(12) 
C9 0.0215(9) 0.0211(14) 0.0201(9) -0.0005(8) 0.0008(7) 0.0033(9) 
C10 0.0371(13) 0.0285(16) 0.0251(12) 0.0078(10) 0.0013(10) 0.0062(10) 
C11 0.061(2) 0.036(2) 0.0298(14) -0.0004(11) 0.0117(13) 0.0066(13) 
C12 0.0465(15) 0.045(2) 0.0254(11) -0.0011(13) 0.0102(10) 0.0018(14) 
C13 0.0214(9) 0.0167(13) 0.0210(9) -0.0027(8) 0.0022(7) 0.0029(8) 
C14 0.0215(10) 0.0253(15) 0.0236(10) -0.0047(8) 0.0014(8) 0.0019(8) 
C15 0.0200(11) 0.0295(15) 0.0293(11) -0.0058(9) 0.0053(8) -0.0018(9) 
C16 0.0245(11) 0.0267(16) 0.0226(10) -0.0010(9) 0.0082(8) -0.0012(9) 
C17 0.0219(10) 0.0180(13) 0.0225(9) -0.0023(8) 0.0043(8) 0.0025(8) 
C18 0.0212(10) 0.0175(13) 0.0211(9) -0.0025(8) 0.0051(7) 0.0031(8) 
C19 0.0245(11) 0.0226(14) 0.0247(11) 0.0021(9) 0.0062(9) -0.0024(9) 
C20 0.0306(12) 0.0224(14) 0.0209(10) 0.0045(9) 0.0063(9) -0.0004(9) 
C21 0.0249(10) 0.0247(14) 0.0197(9) -0.0020(8) 0.0019(8) 0.0044(9) 
C22 0.0210(9) 0.0222(13) 0.0231(9) -0.0020(10) 0.0052(7) 0.0000(9) 
C23 0.0247(10) 0.0205(13) 0.0200(9) 0.0013(9) 0.0077(7) -0.0011(9) 
C24 0.0319(12) 0.056(2) 0.0271(11) 0.0005(13) -0.0051(9) -0.0065(13) 
Cl1 0.1050(6) 0.0485(6) 0.0369(3) -0.0033(3) 0.0182(3) -0.0309(4) 
Cl2 0.0685(4) 0.0533(6) 0.0455(3) 0.0048(3) 0.0011(3) 0.0191(4) 
Cl3 0.0806(5) 0.0533(5) 0.0364(3) -0.0006(3) -0.0103(3) -0.0036(4) 
C25 0.0612(17) 0.026(2) 0.0336(13) -0.0007(10) 0.0036(11) -0.0026(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 
O1 C21 1.368(2) . ? 
O1 C24 1.426(3) . ? 
N1 C9 1.331(2) . ? 
N1 C1 1.351(2) . ? 
N2 C17 1.345(2) . ? 
N2 C13 1.348(2) . ? 
C1 C2 1.389(3) . ? 
C1 C13 1.493(2) . ? 
C2 C3 1.384(3) . ? 
C2 H2 1.01(2) . ? 
C3 C4 1.385(3) . ? 
C3 H3 0.94(2) . ? 
C4 C9 1.402(3) . ? 
C4 C5 1.503(3) . ? 
C5 C10 1.552(3) . ? 
C5 C6 1.569(3) . ? 
C5 H5 0.97(2) . ? 
C6 C11 1.508(4) . ? 
C6 C12 1.528(3) . ? 
C6 C7 1.555(3) . ? 
C7 C8 1.532(3) . ? 
C7 C10 1.534(4) . ? 
C7 H7 0.93(2) . ? 
C8 C9 1.517(3) . ? 
C8 H8A 1.01(2) . ? 
C8 H8B 0.96(3) . ? 
C10 H10A 1.00(3) . ? 
C10 H10B 0.91(3) . ? 
C11 H11A 1.02(4) . ? 
C11 H11B 0.93(4) . ? 
C11 H11C 0.96(3) . ? 
C12 H12A 0.95(3) . ? 
C12 H12B 0.94(3) . ? 
C12 H12C 0.90(3) . ? 
C13 C14 1.387(3) . ? 
C14 C15 1.373(3) . ? 
C14 H14 0.89(2) . ? 
C15 C16 1.373(3) . ? 
C15 H15 0.99(2) . ? 
C16 C17 1.402(3) . ? 
C16 H16 0.91(2) . ? 
C17 C18 1.487(3) . ? 
C18 C23 1.389(3) . ? 
C18 C19 1.400(3) . ? 
C19 C20 1.381(3) . ? 
C19 H19 0.96(3) . ? 
C20 C21 1.389(3) . ? 
C20 H20 0.93(2) . ? 
C21 C22 1.390(3) . ? 
C22 C23 1.392(3) . ? 
C22 H22 0.93(2) . ? 
C23 H23 0.94(2) . ? 
C24 H24A 0.93(2) . ? 
C24 H24B 0.94(2) . ? 
C24 H24C 1.04(3) . ? 
Cl1 C25 1.750(3) . ? 
Cl2 C25 1.754(3) . ? 
Cl3 C25 1.768(2) . ? 
C25 H25 0.93(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 
C21 O1 C24 117.85(17) . . ? 
C9 N1 C1 118.35(15) . . ? 
C17 N2 C13 118.26(15) . . ? 
N1 C1 C2 121.89(16) . . ? 
N1 C1 C13 115.75(15) . . ? 
C2 C1 C13 122.32(15) . . ? 
C3 C2 C1 119.13(18) . . ? 
C3 C2 H2 122.1(13) . . ? 
C1 C2 H2 118.7(13) . . ? 
C2 C3 C4 119.66(19) . . ? 
C2 C3 H3 121.1(12) . . ? 
C4 C3 H3 119.3(12) . . ? 
C3 C4 C9 117.48(18) . . ? 
C3 C4 C5 125.93(18) . . ? 
C9 C4 C5 116.59(17) . . ? 
C4 C5 C10 107.00(17) . . ? 
C4 C5 C6 109.96(18) . . ? 
C10 C5 C6 87.20(17) . . ? 
C4 C5 H5 111.3(12) . . ? 
C10 C5 H5 121.3(14) . . ? 
C6 C5 H5 117.6(13) . . ? 
C11 C6 C12 108.8(2) . . ? 
C11 C6 C7 119.6(2) . . ? 
C12 C6 C7 111.88(18) . . ? 
C11 C6 C5 118.29(18) . . ? 
C12 C6 C5 112.0(2) . . ? 
C7 C6 C5 84.61(17) . . ? 
C8 C7 C10 109.4(2) . . ? 
C8 C7 C6 111.56(18) . . ? 
C10 C7 C6 88.36(17) . . ? 
C8 C7 H7 112.0(14) . . ? 
C10 C7 H7 119.0(17) . . ? 
C6 C7 H7 114.5(15) . . ? 
C9 C8 C7 110.15(17) . . ? 
C9 C8 H8A 110.4(12) . . ? 
C7 C8 H8A 111.0(13) . . ? 
C9 C8 H8B 108.1(15) . . ? 
C7 C8 H8B 111.1(15) . . ? 
H8A C8 H8B 106(2) . . ? 
N1 C9 C4 123.49(16) . . ? 
N1 C9 C8 118.41(17) . . ? 
C4 C9 C8 118.08(17) . . ? 
C7 C10 C5 85.89(18) . . ? 
C7 C10 H10A 114.4(15) . . ? 
C5 C10 H10A 112.7(14) . . ? 
C7 C10 H10B 118.2(17) . . ? 
C5 C10 H10B 118.1(16) . . ? 
H10A C10 H10B 107(2) . . ? 
C6 C11 H11A 115(2) . . ? 
C6 C11 H11B 108(2) . . ? 
H11A C11 H11B 99(3) . . ? 
C6 C11 H11C 114.9(18) . . ? 
H11A C11 H11C 106(3) . . ? 
H11B C11 H11C 113(3) . . ? 
C6 C12 H12A 110.5(16) . . ? 
C6 C12 H12B 111.1(15) . . ? 
H12A C12 H12B 111(2) . . ? 
C6 C12 H12C 112.5(17) . . ? 
H12A C12 H12C 100(3) . . ? 
H12B C12 H12C 112(3) . . ? 
N2 C13 C14 122.50(17) . . ? 
N2 C13 C1 116.72(15) . . ? 
C14 C13 C1 120.75(16) . . ? 
C15 C14 C13 118.96(18) . . ? 
C15 C14 H14 122.6(13) . . ? 
C13 C14 H14 118.4(13) . . ? 
C14 C15 C16 119.40(19) . . ? 
C14 C15 H15 120.7(12) . . ? 
C16 C15 H15 119.9(12) . . ? 
C15 C16 C17 119.2(2) . . ? 
C15 C16 H16 123.6(13) . . ? 
C17 C16 H16 117.2(13) . . ? 
N2 C17 C16 121.62(17) . . ? 
N2 C17 C18 116.54(16) . . ? 
C16 C17 C18 121.84(17) . . ? 
C23 C18 C19 117.50(17) . . ? 
C23 C18 C17 121.11(18) . . ? 
C19 C18 C17 121.37(18) . . ? 
C20 C19 C18 121.3(2) . . ? 
C20 C19 H19 117.1(13) . . ? 
C18 C19 H19 121.6(12) . . ? 
C19 C20 C21 120.2(2) . . ? 
C19 C20 H20 120.2(14) . . ? 
C21 C20 H20 119.5(14) . . ? 
O1 C21 C20 115.25(18) . . ? 
O1 C21 C22 125.10(19) . . ? 
C20 C21 C22 119.64(18) . . ? 
C21 C22 C23 119.36(19) . . ? 
C21 C22 H22 118.7(12) . . ? 
C23 C22 H22 121.9(13) . . ? 
C18 C23 C22 121.94(19) . . ? 
C18 C23 H23 119.5(11) . . ? 
C22 C23 H23 118.6(12) . . ? 
O1 C24 H24A 108.4(13) . . ? 
O1 C24 H24B 102.2(14) . . ? 
H24A C24 H24B 114.2(19) . . ? 
O1 C24 H24C 111.5(15) . . ? 
H24A C24 H24C 111(2) . . ? 
H24B C24 H24C 109(2) . . ? 
Cl1 C25 Cl2 111.21(15) . . ? 
Cl1 C25 Cl3 111.00(16) . . ? 
Cl2 C25 Cl3 109.68(14) . . ? 
Cl1 C25 H25 110.5(13) . . ? 
Cl2 C25 H25 106.9(13) . . ? 
Cl3 C25 H25 107.4(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 
C9 N1 C1 C2 -0.5(3) . . . . ? 
C9 N1 C1 C13 -178.2(2) . . . . ? 
N1 C1 C2 C3 0.0(3) . . . . ? 
C13 C1 C2 C3 177.5(2) . . . . ? 
C1 C2 C3 C4 0.5(3) . . . . ? 
C2 C3 C4 C9 -0.5(3) . . . . ? 
C2 C3 C4 C5 179.0(2) . . . . ? 
C3 C4 C5 C10 -133.6(2) . . . . ? 
C9 C4 C5 C10 45.9(3) . . . . ? 
C3 C4 C5 C6 133.1(2) . . . . ? 
C9 C4 C5 C6 -47.4(3) . . . . ? 
C4 C5 C6 C11 -41.1(3) . . . . ? 
C10 C5 C6 C11 -148.2(2) . . . . ? 
C4 C5 C6 C12 -168.85(19) . . . . ? 
C10 C5 C6 C12 84.1(2) . . . . ? 
C4 C5 C6 C7 79.71(18) . . . . ? 
C10 C5 C6 C7 -27.37(15) . . . . ? 
C11 C6 C7 C8 37.1(3) . . . . ? 
C12 C6 C7 C8 165.9(2) . . . . ? 
C5 C6 C7 C8 -82.5(2) . . . . ? 
C11 C6 C7 C10 147.3(2) . . . . ? 
C12 C6 C7 C10 -83.8(2) . . . . ? 
C5 C6 C7 C10 27.71(15) . . . . ? 
C10 C7 C8 C9 -46.5(3) . . . . ? 
C6 C7 C8 C9 49.6(3) . . . . ? 
C1 N1 C9 C4 0.6(3) . . . . ? 
C1 N1 C9 C8 179.2(2) . . . . ? 
C3 C4 C9 N1 -0.1(3) . . . . ? 
C5 C4 C9 N1 -179.6(2) . . . . ? 
C3 C4 C9 C8 -178.7(2) . . . . ? 
C5 C4 C9 C8 1.8(3) . . . . ? 
C7 C8 C9 N1 179.2(2) . . . . ? 
C7 C8 C9 C4 -2.1(3) . . . . ? 
C8 C7 C10 C5 84.33(19) . . . . ? 
C6 C7 C10 C5 -27.98(15) . . . . ? 
C4 C5 C10 C7 -82.30(19) . . . . ? 
C6 C5 C10 C7 27.73(15) . . . . ? 
C17 N2 C13 C14 1.6(3) . . . . ? 
C17 N2 C13 C1 -176.72(19) . . . . ? 
N1 C1 C13 N2 168.76(19) . . . . ? 
C2 C1 C13 N2 -8.9(3) . . . . ? 
N1 C1 C13 C14 -9.6(3) . . . . ? 
C2 C1 C13 C14 172.7(2) . . . . ? 
N2 C13 C14 C15 -2.8(3) . . . . ? 
C1 C13 C14 C15 175.5(2) . . . . ? 
C13 C14 C15 C16 1.0(3) . . . . ? 
C14 C15 C16 C17 1.7(3) . . . . ? 
C13 N2 C17 C16 1.3(3) . . . . ? 
C13 N2 C17 C18 -177.68(19) . . . . ? 
C15 C16 C17 N2 -2.9(3) . . . . ? 
C15 C16 C17 C18 175.9(2) . . . . ? 
N2 C17 C18 C23 14.9(3) . . . . ? 
C16 C17 C18 C23 -164.1(2) . . . . ? 
N2 C17 C18 C19 -166.7(2) . . . . ? 
C16 C17 C18 C19 14.3(3) . . . . ? 
C23 C18 C19 C20 -0.3(3) . . . . ? 
C17 C18 C19 C20 -178.8(2) . . . . ? 
C18 C19 C20 C21 -0.1(4) . . . . ? 
C24 O1 C21 C20 177.5(2) . . . . ? 
C24 O1 C21 C22 -0.8(3) . . . . ? 
C19 C20 C21 O1 -177.9(2) . . . . ? 
C19 C20 C21 C22 0.6(4) . . . . ? 
O1 C21 C22 C23 177.7(2) . . . . ? 
C20 C21 C22 C23 -0.5(3) . . . . ? 
C19 C18 C23 C22 0.4(3) . . . . ? 
C17 C18 C23 C22 178.8(2) . . . . ? 
C21 C22 C23 C18 0.0(3) . . . . ? 

_diffrn_measured_fraction_theta_max    0.942 
_diffrn_reflns_theta_full              25.92 
_diffrn_measured_fraction_theta_full   0.942 
_refine_diff_density_max    0.262 
_refine_diff_density_min   -0.270 
_refine_diff_density_rms    0.037 

#===========================================================================
#==================================================
data_cpd7
_database_code_CSD                  179705

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C54 H50 N4' 
_chemical_formula_weight          754.98 

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' 

_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    'P 21 21 21' 

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

_cell_length_a                    11.4989(5) 
_cell_length_b                    14.7712(8) 
_cell_length_c                    25.1410(16) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      4270.3(4) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     153(2) 
_cell_measurement_reflns_used     8000 
_cell_measurement_theta_min       2.24 
_cell_measurement_theta_max       25.95 

_exptl_crystal_description        rod 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.60 
_exptl_crystal_size_mid           0.20 
_exptl_crystal_size_min           0.10 
_exptl_crystal_density_meas       none 
_exptl_crystal_density_diffrn     1.174 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              1608 
_exptl_absorpt_coefficient_mu     0.068 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       153(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'STOE Image Plate Diffraction System' 
_diffrn_measurement_method        'phi oscillation' 
_diffrn_detector_area_resol_mean  0.81\%A 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             31668 
_diffrn_reflns_av_R_equivalents   0.0615 
_diffrn_reflns_av_sigmaI/netI     0.0967 
_diffrn_reflns_limit_h_min        -13 
_diffrn_reflns_limit_h_max        12 
_diffrn_reflns_limit_k_min        -18 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -30 
_diffrn_reflns_limit_l_max        30 
_diffrn_reflns_theta_min          2.24 
_diffrn_reflns_theta_max          25.95 
_reflns_number_total              8128 
_reflns_number_gt                 4620 
_reflns_threshold_expression      >2sigma(I) 

_computing_data_collection        'EXPOSE (Stoe & Cie GmbH, Darmstadt, 1997)' 
_computing_cell_refinement        'CELL (Stoe & Cie GmbH, Darmstadt, 1997)' 
_computing_data_reduction         'INTEGRATE (Stoe & Cie GmbH, Darmstadt, 1997)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'PLATON/PLUTON (Spek, 1990)' 
_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)' 

_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^)+(0.0173P)^2^] where P==(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap
_refine_ls_hydrogen_treatment     refall
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.00485(16) 
_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    2(2) 
_refine_ls_number_reflns          8128 
_refine_ls_number_parameters      724 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0760 
_refine_ls_R_factor_gt            0.0326 
_refine_ls_wR_factor_ref          0.0558 
_refine_ls_wR_factor_gt           0.0487 
_refine_ls_goodness_of_fit_ref    0.730 
_refine_ls_restrained_S_all       0.730 
_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 
N1 N -0.68988(16) -0.49045(11) 0.19149(6) 0.0326(4) Uani 1 1 d . . . 
N2 N -0.48161(17) -0.48226(11) 0.29722(6) 0.0367(5) Uani 1 1 d . . . 
C1 C -0.6437(2) -0.45980(13) 0.23737(7) 0.0338(5) Uani 1 1 d . . . 
C2 C -0.6747(2) -0.37687(14) 0.25925(8) 0.0388(6) Uani 1 1 d . . . 
H2 H -0.633(2) -0.3573(13) 0.2911(8) 0.049(6) Uiso 1 1 d . . . 
C3 C -0.7564(2) -0.32438(14) 0.23322(8) 0.0383(6) Uani 1 1 d . . . 
H3 H -0.788(2) -0.2616(14) 0.2490(8) 0.057(7) Uiso 1 1 d . . . 
C4 C -0.8044(2) -0.35428(13) 0.18591(7) 0.0333(5) Uani 1 1 d . . . 
C5 C -0.7672(2) -0.43804(13) 0.16659(8) 0.0319(5) Uani 1 1 d . . . 
C6 C -0.8125(2) -0.47054(13) 0.11263(8) 0.0328(5) Uani 1 1 d . . . 
H6 H -0.7458(18) -0.4716(12) 0.0877(7) 0.036(6) Uiso 1 1 d . . . 
C7 C -0.9073(2) -0.40584(14) 0.09297(8) 0.0364(6) Uani 1 1 d . . . 
H7 H -0.944(2) -0.4332(14) 0.0571(9) 0.053(7) Uiso 1 1 d . . . 
C8 C -0.8647(2) -0.30521(14) 0.09373(8) 0.0409(6) Uani 1 1 d . . . 
C9 C -0.8967(2) -0.30666(14) 0.15450(8) 0.0366(6) Uani 1 1 d . . . 
H9 H -0.926(2) -0.2454(14) 0.1748(8) 0.050(6) Uiso 1 1 d . . . 
C10 C -0.9886(2) -0.38056(17) 0.14027(10) 0.0429(6) Uani 1 1 d . . . 
H10A H -1.063(2) -0.3567(16) 0.1289(9) 0.063(8) Uiso 1 1 d . . . 
H10B H -0.998(2) -0.4332(16) 0.1670(10) 0.066(8) Uiso 1 1 d . . . 
C11 C -0.9473(4) -0.24346(19) 0.06277(10) 0.0584(9) Uani 1 1 d . . . 
H11A H -0.919(2) -0.1701(19) 0.0673(9) 0.080(8) Uiso 1 1 d . . . 
H11B H -0.929(2) -0.2509(17) 0.0231(10) 0.079(8) Uiso 1 1 d . . . 
H11C H -1.032(3) -0.253(2) 0.0676(11) 0.096(13) Uiso 1 1 d . . . 
C12 C -0.7403(3) -0.28496(16) 0.07755(10) 0.0468(7) Uani 1 1 d . . . 
H12A H -0.7294(18) -0.2999(12) 0.0417(8) 0.037(6) Uiso 1 1 d . . . 
H12B H -0.724(2) -0.2148(16) 0.0813(8) 0.065(7) Uiso 1 1 d . . . 
H12C H -0.676(2) -0.3223(14) 0.1024(8) 0.059(7) Uiso 1 1 d . . . 
C13 C -0.5590(2) -0.52099(14) 0.26358(7) 0.0340(5) Uani 1 1 d . . . 
C14 C -0.5602(2) -0.61371(14) 0.25323(8) 0.0374(6) Uani 1 1 d . . . 
H14 H -0.6247(18) -0.6405(12) 0.2286(7) 0.032(5) Uiso 1 1 d . . . 
C15 C -0.4808(2) -0.66783(16) 0.27917(9) 0.0450(7) Uani 1 1 d . . . 
H15 H -0.4784(19) -0.7393(14) 0.2692(8) 0.050(6) Uiso 1 1 d . . . 
C16 C -0.4010(2) -0.62879(15) 0.31351(9) 0.0439(6) Uani 1 1 d . . . 
H16 H -0.340(2) -0.6681(14) 0.3332(8) 0.048(6) Uiso 1 1 d . . . 
C17 C -0.4029(2) -0.53592(15) 0.32159(8) 0.0390(6) Uani 1 1 d . . . 
C18 C -0.3170(2) -0.48898(15) 0.35645(8) 0.0414(6) Uani 1 1 d . . . 
C19 C -0.3447(3) -0.40643(18) 0.37939(10) 0.0578(8) Uani 1 1 d . . . 
H19 H -0.423(2) -0.3769(17) 0.3712(10) 0.079(9) Uiso 1 1 d . . . 
C20 C -0.2615(3) -0.3608(2) 0.41015(10) 0.0661(8) Uani 1 1 d . . . 
H20 H -0.283(2) -0.2935(18) 0.4228(10) 0.086(9) Uiso 1 1 d . . . 
C21 C -0.1532(3) -0.3966(2) 0.41797(9) 0.0606(8) Uani 1 1 d . . . 
H21 H -0.083(3) -0.3561(19) 0.4428(11) 0.105(10) Uiso 1 1 d . . . 
C22 C -0.1256(3) -0.47895(19) 0.39614(9) 0.0564(8) Uani 1 1 d . . . 
H22 H -0.045(3) -0.5083(18) 0.4042(10) 0.083(9) Uiso 1 1 d . . . 
C23 C -0.2063(2) -0.52556(17) 0.36553(9) 0.0456(6) Uani 1 1 d . . . 
H23 H -0.184(2) -0.5910(17) 0.3481(9) 0.083(8) Uiso 1 1 d . . . 
C24 C -0.8527(3) -0.56944(13) 0.11418(8) 0.0341(6) Uani 1 1 d . . . 
H24A H -0.7946(18) -0.6059(12) 0.1385(7) 0.033(5) Uiso 1 1 d . . . 
H24B H -0.932(2) -0.5700(13) 0.1254(8) 0.043(7) Uiso 1 1 d . . . 
C25 C -0.8494(2) -0.61446(13) 0.06011(7) 0.0303(5) Uani 1 1 d . . . 
C26 C -0.7438(2) -0.62980(13) 0.03492(8) 0.0344(6) Uani 1 1 d . . . 
H26 H -0.675(2) -0.6113(13) 0.0515(8) 0.043(6) Uiso 1 1 d . . . 
C27 C -0.7381(2) -0.67227(13) -0.01417(8) 0.0323(5) Uani 1 1 d . . . 
H27 H -0.658(2) -0.6852(14) -0.0305(8) 0.057(7) Uiso 1 1 d . . . 
C28 C -0.8383(2) -0.70034(12) -0.04015(7) 0.0312(5) Uani 1 1 d . . . 
C29 C -0.9444(2) -0.68491(14) -0.01562(8) 0.0372(6) Uani 1 1 d . . . 
H29 H -1.023(2) -0.7029(13) -0.0355(8) 0.051(7) Uiso 1 1 d . . . 
C30 C -0.9495(2) -0.64300(15) 0.03415(8) 0.0372(6) Uani 1 1 d . . . 
H30 H -1.030(2) -0.6345(13) 0.0523(8) 0.047(6) Uiso 1 1 d . . . 
C31 C -0.8284(3) -0.74765(14) -0.09356(8) 0.0353(6) Uani 1 1 d . . . 
H31A H -0.757(2) -0.7164(13) -0.1129(8) 0.044(6) Uiso 1 1 d . . . 
H31B H -0.906(2) -0.7463(14) -0.1116(8) 0.042(6) Uiso 1 1 d . . . 
N11 N -0.65000(17) -0.84068(10) -0.15857(6) 0.0307(4) Uani 1 1 d . . . 
N12 N -0.44586(16) -0.85853(11) -0.26737(6) 0.0343(5) Uani 1 1 d . . . 
C41 C -0.60037(19) -0.87394(13) -0.20346(7) 0.0306(5) Uani 1 1 d . . . 
C42 C -0.6423(2) -0.95018(13) -0.22890(8) 0.0332(5) Uani 1 1 d . . . 
H42 H -0.5968(18) -0.9730(12) -0.2613(7) 0.032(5) Uiso 1 1 d . . . 
C43 C -0.7378(2) -0.99442(14) -0.20810(7) 0.0336(5) Uani 1 1 d . . . 
H43 H -0.7690(18) -1.0513(12) -0.2255(7) 0.035(5) Uiso 1 1 d . . . 
C44 C -0.7891(2) -0.96241(13) -0.16204(7) 0.0312(5) Uani 1 1 d . . . 
C45 C -0.7415(2) -0.88421(12) -0.13898(7) 0.0287(5) Uani 1 1 d . . . 
C46 C -0.7960(2) -0.84824(13) -0.08783(7) 0.0293(5) Uani 1 1 d . . . 
H46 H -0.7322(18) -0.8507(12) -0.0583(7) 0.038(5) Uiso 1 1 d . . . 
C47 C -0.8993(2) -0.90723(14) -0.07184(8) 0.0335(5) Uani 1 1 d . . . 
H47 H -0.9404(18) -0.8841(13) -0.0378(8) 0.043(6) Uiso 1 1 d . . . 
C48 C -0.8687(2) -1.01055(14) -0.07322(7) 0.0374(6) Uani 1 1 d . . . 
C49 C -0.8924(2) -1.00306(15) -0.13476(8) 0.0352(5) Uani 1 1 d . . . 
H49 H -0.9238(19) -1.0569(13) -0.1529(8) 0.045(6) Uiso 1 1 d . . . 
C50 C -0.9764(2) -0.92362(17) -0.12158(9) 0.0376(6) Uani 1 1 d . . . 
H50A H -0.9757(19) -0.8731(14) -0.1481(8) 0.050(7) Uiso 1 1 d . . . 
H50B H -1.057(2) -0.9465(14) -0.1152(8) 0.058(8) Uiso 1 1 d . . . 
C51 C -0.9629(3) -1.06644(18) -0.04521(11) 0.0503(7) Uani 1 1 d . . . 
H51A H -0.948(2) -1.1337(17) -0.0554(9) 0.067(8) Uiso 1 1 d . . . 
H51B H -1.048(3) -1.0452(17) -0.0608(10) 0.081(10) Uiso 1 1 d . . . 
H51C H -0.958(3) -1.0615(17) -0.0021(11) 0.092(9) Uiso 1 1 d . . . 
C52 C -0.7500(2) -1.04061(16) -0.05399(10) 0.0430(6) Uani 1 1 d . . . 
H52A H -0.7446(19) -1.0319(12) -0.0136(8) 0.043(6) Uiso 1 1 d . . . 
H52B H -0.741(2) -1.1101(16) -0.0598(8) 0.062(7) Uiso 1 1 d . . . 
H52C H -0.685(2) -1.0076(14) -0.0728(8) 0.050(7) Uiso 1 1 d . . . 
C53 C -0.4972(2) -0.82351(13) -0.22375(8) 0.0326(5) Uani 1 1 d . . . 
C54 C -0.4571(2) -0.74535(14) -0.19885(9) 0.0385(6) Uani 1 1 d . . . 
H54 H -0.497(2) -0.7235(14) -0.1648(9) 0.056(7) Uiso 1 1 d . . . 
C55 C -0.3604(2) -0.70296(15) -0.21980(9) 0.0440(6) Uani 1 1 d . . . 
H55 H -0.323(2) -0.6479(14) -0.2028(8) 0.057(7) Uiso 1 1 d . . . 
C56 C -0.3068(2) -0.73831(14) -0.26459(9) 0.0405(6) Uani 1 1 d . . . 
H56 H -0.228(2) -0.7110(13) -0.2777(8) 0.048(7) Uiso 1 1 d . . . 
C57 C -0.3519(2) -0.81600(13) -0.28757(8) 0.0354(5) Uani 1 1 d . . . 
C58 C -0.2998(2) -0.85786(15) -0.33577(8) 0.0396(6) Uani 1 1 d . . . 
C59 C -0.2298(3) -0.80955(19) -0.37027(9) 0.0566(8) Uani 1 1 d . . . 
H59 H -0.2137(19) -0.7443(14) -0.3632(8) 0.049(7) Uiso 1 1 d . . . 
C60 C -0.1803(3) -0.8516(2) -0.41448(10) 0.0722(9) Uani 1 1 d . . . 
H60 H -0.128(3) -0.8140(18) -0.4362(10) 0.084(9) Uiso 1 1 d . . . 
C61 C -0.1998(3) -0.9413(2) -0.42423(11) 0.0708(9) Uani 1 1 d . . . 
H61 H -0.154(3) -0.9684(16) -0.4508(11) 0.083(9) Uiso 1 1 d . . . 
C62 C -0.2689(3) -0.9891(2) -0.39016(10) 0.0670(9) Uani 1 1 d . . . 
H62 H -0.291(2) -1.0511(17) -0.3998(10) 0.076(9) Uiso 1 1 d . . . 
C63 C -0.3192(2) -0.94864(16) -0.34621(9) 0.0489(7) Uani 1 1 d . . . 
H63 H -0.378(2) -0.9810(15) -0.3202(9) 0.068(8) 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 
N1 0.0357(13) 0.0339(9) 0.0283(9) -0.0032(7) 0.0031(8) -0.0002(9) 
N2 0.0379(14) 0.0408(10) 0.0313(10) -0.0060(8) 0.0025(9) 0.0004(9) 
C1 0.0375(16) 0.0363(11) 0.0276(11) -0.0034(9) 0.0033(10) -0.0013(11) 
C2 0.0458(18) 0.0387(13) 0.0318(12) -0.0096(10) -0.0005(11) 0.0043(12) 
C3 0.0451(18) 0.0349(12) 0.0349(12) -0.0090(10) 0.0030(11) 0.0042(12) 
C4 0.0370(16) 0.0314(11) 0.0316(11) -0.0044(9) 0.0056(10) -0.0012(10) 
C5 0.0352(16) 0.0305(11) 0.0298(11) -0.0063(9) 0.0054(10) -0.0029(10) 
C6 0.0389(17) 0.0312(11) 0.0283(11) -0.0047(9) 0.0040(10) 0.0001(11) 
C7 0.0403(17) 0.0350(12) 0.0337(12) -0.0057(10) 0.0012(11) 0.0035(11) 
C8 0.0528(19) 0.0346(12) 0.0352(11) -0.0024(10) -0.0018(12) 0.0037(12) 
C9 0.0427(17) 0.0337(12) 0.0333(12) -0.0069(10) 0.0003(10) 0.0081(11) 
C10 0.0344(18) 0.0520(16) 0.0423(14) -0.0079(12) 0.0005(12) 0.0044(13) 
C11 0.085(3) 0.0500(17) 0.0400(17) -0.0012(12) -0.0102(16) 0.0184(17) 
C12 0.066(2) 0.0359(14) 0.0381(14) -0.0044(11) 0.0107(14) -0.0041(13) 
C13 0.0357(16) 0.0393(12) 0.0270(11) -0.0019(10) 0.0054(10) 0.0010(11) 
C14 0.0425(18) 0.0334(12) 0.0365(13) 0.0004(10) 0.0049(11) -0.0007(11) 
C15 0.055(2) 0.0328(13) 0.0469(14) 0.0009(11) -0.0014(13) 0.0035(12) 
C16 0.0477(19) 0.0430(14) 0.0410(14) 0.0045(11) -0.0030(12) 0.0040(13) 
C17 0.0428(17) 0.0433(13) 0.0307(11) 0.0008(10) 0.0037(11) 0.0006(12) 
C18 0.0481(19) 0.0470(13) 0.0290(11) -0.0014(10) 0.0008(11) -0.0027(12) 
C19 0.052(2) 0.0637(17) 0.0574(16) -0.0246(14) -0.0011(15) 0.0013(16) 
C20 0.068(3) 0.071(2) 0.0589(17) -0.0280(15) 0.0032(16) -0.0102(18) 
C21 0.059(2) 0.083(2) 0.0391(14) -0.0047(14) -0.0057(15) -0.0168(19) 
C22 0.057(2) 0.0700(19) 0.0424(15) 0.0136(14) -0.0103(13) -0.0070(17) 
C23 0.053(2) 0.0503(15) 0.0337(12) 0.0077(11) -0.0058(12) -0.0007(13) 
C24 0.0418(18) 0.0298(12) 0.0309(12) -0.0056(9) 0.0072(12) -0.0044(11) 
C25 0.0358(15) 0.0255(11) 0.0294(11) -0.0021(8) 0.0022(11) -0.0029(10) 
C26 0.0332(17) 0.0336(12) 0.0364(12) -0.0057(9) -0.0037(12) -0.0037(11) 
C27 0.0315(17) 0.0314(11) 0.0341(11) -0.0030(9) 0.0030(11) -0.0005(11) 
C28 0.0363(17) 0.0262(10) 0.0310(10) -0.0026(9) -0.0004(11) 0.0034(10) 
C29 0.0344(17) 0.0389(13) 0.0383(13) -0.0080(10) -0.0042(12) -0.0002(11) 
C30 0.0332(17) 0.0417(13) 0.0368(12) -0.0058(10) 0.0067(11) -0.0010(12) 
C31 0.0433(19) 0.0350(12) 0.0277(12) -0.0046(9) -0.0031(12) 0.0023(12) 
N11 0.0324(12) 0.0321(9) 0.0277(9) 0.0005(7) -0.0003(9) 0.0034(9) 
N12 0.0369(14) 0.0365(10) 0.0293(9) 0.0045(8) 0.0022(9) 0.0065(9) 
C41 0.0337(15) 0.0337(12) 0.0244(10) 0.0019(9) -0.0005(9) 0.0044(11) 
C42 0.0392(16) 0.0334(11) 0.0271(11) -0.0035(9) 0.0026(11) 0.0037(11) 
C43 0.0412(17) 0.0298(11) 0.0298(11) -0.0053(9) -0.0031(10) 0.0037(11) 
C44 0.0314(15) 0.0328(11) 0.0293(11) -0.0034(9) -0.0040(10) 0.0037(10) 
C45 0.0310(15) 0.0285(11) 0.0265(10) -0.0037(9) -0.0044(10) 0.0068(10) 
C46 0.0332(15) 0.0298(11) 0.0249(10) -0.0035(9) -0.0011(10) 0.0023(10) 
C47 0.0317(16) 0.0367(12) 0.0320(12) -0.0054(10) -0.0009(10) -0.0030(10) 
C48 0.0418(18) 0.0381(12) 0.0323(11) -0.0023(9) 0.0035(10) -0.0010(11) 
C49 0.0347(16) 0.0383(12) 0.0327(12) -0.0104(10) 0.0011(10) -0.0042(11) 
C50 0.0320(18) 0.0454(15) 0.0352(13) -0.0104(11) -0.0011(11) -0.0007(12) 
C51 0.060(2) 0.0423(15) 0.0482(16) -0.0004(12) 0.0096(14) -0.0138(14) 
C52 0.0479(19) 0.0403(14) 0.0409(14) -0.0001(11) -0.0008(13) 0.0058(13) 
C53 0.0353(16) 0.0323(12) 0.0302(11) 0.0044(9) 0.0015(10) 0.0058(11) 
C54 0.0461(18) 0.0328(12) 0.0366(13) 0.0022(10) 0.0041(12) -0.0013(12) 
C55 0.054(2) 0.0334(13) 0.0450(13) -0.0013(11) 0.0061(13) -0.0063(12) 
C56 0.0408(18) 0.0372(13) 0.0435(13) 0.0021(11) 0.0068(12) 0.0011(12) 
C57 0.0403(17) 0.0354(12) 0.0303(11) 0.0044(10) 0.0005(11) 0.0093(12) 
C58 0.0373(17) 0.0462(14) 0.0352(12) 0.0052(10) 0.0016(10) 0.0092(12) 
C59 0.065(2) 0.0585(17) 0.0461(15) 0.0043(13) 0.0151(14) -0.0082(15) 
C60 0.079(3) 0.088(2) 0.0499(16) -0.0007(16) 0.0298(16) -0.0100(19) 
C61 0.080(3) 0.079(2) 0.0527(18) -0.0113(16) 0.0251(17) 0.0052(18) 
C62 0.084(3) 0.0589(18) 0.0577(17) -0.0123(14) 0.0213(16) 0.0055(17) 
C63 0.058(2) 0.0460(15) 0.0430(14) -0.0060(11) 0.0108(13) 0.0079(13) 

_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 
N1 C5 1.335(3) . ? 
N1 C1 1.348(2) . ? 
N2 C17 1.350(3) . ? 
N2 C13 1.354(3) . ? 
C1 C2 1.389(3) . ? 
C1 C13 1.483(3) . ? 
C2 C3 1.383(3) . ? 
C3 C4 1.384(3) . ? 
C4 C5 1.396(3) . ? 
C4 C9 1.498(3) . ? 
C5 C6 1.531(3) . ? 
C6 C7 1.531(3) . ? 
C6 C24 1.533(3) . ? 
C7 C10 1.558(3) . ? 
C7 C8 1.565(3) . ? 
C8 C12 1.517(3) . ? 
C8 C11 1.529(3) . ? 
C8 C9 1.571(3) . ? 
C9 C10 1.561(3) . ? 
C13 C14 1.394(3) . ? 
C14 C15 1.377(3) . ? 
C15 C16 1.386(3) . ? 
C16 C17 1.387(3) . ? 
C17 C18 1.492(3) . ? 
C18 C19 1.386(3) . ? 
C18 C23 1.402(3) . ? 
C19 C20 1.403(4) . ? 
C20 C21 1.367(4) . ? 
C21 C22 1.372(4) . ? 
C22 C23 1.388(3) . ? 
C24 C25 1.514(3) . ? 
C25 C26 1.388(3) . ? 
C25 C30 1.389(3) . ? 
C26 C27 1.386(3) . ? 
C27 C28 1.388(3) . ? 
C28 C29 1.385(3) . ? 
C28 C31 1.518(3) . ? 
C29 C30 1.397(3) . ? 
C31 C46 1.539(3) . ? 
N11 C45 1.328(3) . ? 
N11 C41 1.357(2) . ? 
N12 C53 1.349(2) . ? 
N12 C57 1.349(3) . ? 
C41 C42 1.382(3) . ? 
C41 C53 1.491(3) . ? 
C42 C43 1.380(3) . ? 
C43 C44 1.383(3) . ? 
C44 C45 1.403(3) . ? 
C44 C49 1.497(3) . ? 
C45 C46 1.526(3) . ? 
C46 C47 1.528(3) . ? 
C47 C50 1.552(3) . ? 
C47 C48 1.567(3) . ? 
C48 C52 1.514(3) . ? 
C48 C51 1.533(3) . ? 
C48 C49 1.575(3) . ? 
C49 C50 1.556(3) . ? 
C53 C54 1.392(3) . ? 
C54 C55 1.380(3) . ? 
C55 C56 1.386(3) . ? 
C56 C57 1.386(3) . ? 
C57 C58 1.487(3) . ? 
C58 C59 1.382(3) . ? 
C58 C63 1.384(3) . ? 
C59 C60 1.395(3) . ? 
C60 C61 1.365(4) . ? 
C61 C62 1.366(4) . ? 
C62 C63 1.384(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 
C5 N1 C1 117.96(16) . . ? 
C17 N2 C13 118.40(18) . . ? 
N1 C1 C2 122.2(2) . . ? 
N1 C1 C13 115.74(17) . . ? 
C2 C1 C13 122.01(19) . . ? 
C3 C2 C1 118.8(2) . . ? 
C2 C3 C4 119.9(2) . . ? 
C3 C4 C5 117.4(2) . . ? 
C3 C4 C9 125.87(18) . . ? 
C5 C4 C9 116.72(19) . . ? 
N1 C5 C4 123.71(18) . . ? 
N1 C5 C6 117.42(17) . . ? 
C4 C5 C6 118.81(19) . . ? 
C5 C6 C7 109.42(17) . . ? 
C5 C6 C24 112.26(16) . . ? 
C7 C6 C24 112.9(2) . . ? 
C6 C7 C10 109.28(18) . . ? 
C6 C7 C8 111.49(19) . . ? 
C10 C7 C8 87.17(17) . . ? 
C12 C8 C11 109.3(2) . . ? 
C12 C8 C7 118.60(19) . . ? 
C11 C8 C7 111.5(2) . . ? 
C12 C8 C9 118.94(19) . . ? 
C11 C8 C9 111.0(2) . . ? 
C7 C8 C9 85.75(16) . . ? 
C4 C9 C10 105.78(18) . . ? 
C4 C9 C8 110.68(18) . . ? 
C10 C9 C8 86.85(16) . . ? 
C7 C10 C9 86.35(18) . . ? 
N2 C13 C14 122.6(2) . . ? 
N2 C13 C1 116.83(18) . . ? 
C14 C13 C1 120.6(2) . . ? 
C15 C14 C13 118.4(2) . . ? 
C14 C15 C16 119.5(2) . . ? 
C15 C16 C17 119.5(2) . . ? 
N2 C17 C16 121.7(2) . . ? 
N2 C17 C18 115.96(19) . . ? 
C16 C17 C18 122.3(2) . . ? 
C19 C18 C23 118.7(2) . . ? 
C19 C18 C17 120.1(2) . . ? 
C23 C18 C17 121.2(2) . . ? 
C18 C19 C20 119.7(3) . . ? 
C21 C20 C19 121.0(3) . . ? 
C20 C21 C22 119.7(3) . . ? 
C21 C22 C23 120.5(3) . . ? 
C22 C23 C18 120.4(3) . . ? 
C25 C24 C6 112.84(17) . . ? 
C26 C25 C30 117.45(18) . . ? 
C26 C25 C24 120.2(2) . . ? 
C30 C25 C24 122.3(2) . . ? 
C27 C26 C25 121.5(2) . . ? 
C26 C27 C28 121.0(2) . . ? 
C29 C28 C27 118.19(18) . . ? 
C29 C28 C31 122.4(2) . . ? 
C27 C28 C31 119.4(2) . . ? 
C28 C29 C30 120.6(2) . . ? 
C25 C30 C29 121.3(2) . . ? 
C28 C31 C46 112.33(16) . . ? 
C45 N11 C41 117.81(17) . . ? 
C53 N12 C57 118.56(18) . . ? 
N11 C41 C42 122.2(2) . . ? 
N11 C41 C53 116.00(17) . . ? 
C42 C41 C53 121.79(18) . . ? 
C43 C42 C41 119.2(2) . . ? 
C42 C43 C44 119.6(2) . . ? 
C43 C44 C45 117.5(2) . . ? 
C43 C44 C49 125.79(19) . . ? 
C45 C44 C49 116.75(18) . . ? 
N11 C45 C44 123.65(18) . . ? 
N11 C45 C46 117.98(17) . . ? 
C44 C45 C46 118.35(19) . . ? 
C45 C46 C47 110.02(16) . . ? 
C45 C46 C31 110.89(16) . . ? 
C47 C46 C31 112.77(19) . . ? 
C46 C47 C50 108.73(18) . . ? 
C46 C47 C48 112.00(18) . . ? 
C50 C47 C48 87.64(16) . . ? 
C52 C48 C51 109.4(2) . . ? 
C52 C48 C47 118.78(19) . . ? 
C51 C48 C47 110.8(2) . . ? 
C52 C48 C49 119.35(18) . . ? 
C51 C48 C49 111.5(2) . . ? 
C47 C48 C49 85.09(15) . . ? 
C44 C49 C50 106.71(18) . . ? 
C44 C49 C48 109.94(18) . . ? 
C50 C49 C48 87.21(16) . . ? 
C47 C50 C49 86.25(17) . . ? 
N12 C53 C54 122.6(2) . . ? 
N12 C53 C41 115.78(18) . . ? 
C54 C53 C41 121.63(19) . . ? 
C55 C54 C53 118.1(2) . . ? 
C54 C55 C56 119.8(2) . . ? 
C57 C56 C55 119.0(2) . . ? 
N12 C57 C56 121.9(2) . . ? 
N12 C57 C58 115.85(19) . . ? 
C56 C57 C58 122.2(2) . . ? 
C59 C58 C63 118.4(2) . . ? 
C59 C58 C57 122.1(2) . . ? 
C63 C58 C57 119.5(2) . . ? 
C58 C59 C60 120.5(3) . . ? 
C61 C60 C59 120.5(3) . . ? 
C60 C61 C62 119.0(3) . . ? 
C61 C62 C63 121.4(3) . . ? 
C62 C63 C58 120.2(3) . . ? 

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 
C5 N1 C1 C2 0.6(3) . . . . ? 
C5 N1 C1 C13 179.55(18) . . . . ? 
N1 C1 C2 C3 0.5(3) . . . . ? 
C13 C1 C2 C3 -178.5(2) . . . . ? 
C1 C2 C3 C4 -0.9(3) . . . . ? 
C2 C3 C4 C5 0.2(3) . . . . ? 
C2 C3 C4 C9 177.5(2) . . . . ? 
C1 N1 C5 C4 -1.3(3) . . . . ? 
C1 N1 C5 C6 175.79(18) . . . . ? 
C3 C4 C5 N1 0.9(3) . . . . ? 
C9 C4 C5 N1 -176.6(2) . . . . ? 
C3 C4 C5 C6 -176.1(2) . . . . ? 
C9 C4 C5 C6 6.4(3) . . . . ? 
N1 C5 C6 C7 175.17(18) . . . . ? 
C4 C5 C6 C7 -7.6(3) . . . . ? 
N1 C5 C6 C24 49.0(3) . . . . ? 
C4 C5 C6 C24 -133.8(2) . . . . ? 
C5 C6 C7 C10 -42.4(2) . . . . ? 
C24 C6 C7 C10 83.4(2) . . . . ? 
C5 C6 C7 C8 52.3(2) . . . . ? 
C24 C6 C7 C8 178.05(17) . . . . ? 
C6 C7 C8 C12 38.8(3) . . . . ? 
C10 C7 C8 C12 148.4(2) . . . . ? 
C6 C7 C8 C11 167.1(2) . . . . ? 
C10 C7 C8 C11 -83.3(2) . . . . ? 
C6 C7 C8 C9 -82.03(19) . . . . ? 
C10 C7 C8 C9 27.59(17) . . . . ? 
C3 C4 C9 C10 -132.9(2) . . . . ? 
C5 C4 C9 C10 44.4(3) . . . . ? 
C3 C4 C9 C8 134.5(2) . . . . ? 
C5 C4 C9 C8 -48.3(3) . . . . ? 
C12 C8 C9 C4 -42.4(2) . . . . ? 
C11 C8 C9 C4 -170.5(2) . . . . ? 
C7 C8 C9 C4 78.1(2) . . . . ? 
C12 C8 C9 C10 -148.0(2) . . . . ? 
C11 C8 C9 C10 83.8(2) . . . . ? 
C7 C8 C9 C10 -27.55(17) . . . . ? 
C6 C7 C10 C9 84.0(2) . . . . ? 
C8 C7 C10 C9 -27.78(17) . . . . ? 
C4 C9 C10 C7 -82.95(19) . . . . ? 
C8 C9 C10 C7 27.66(17) . . . . ? 
C17 N2 C13 C14 -0.1(3) . . . . ? 
C17 N2 C13 C1 -179.73(19) . . . . ? 
N1 C1 C13 N2 156.84(19) . . . . ? 
C2 C1 C13 N2 -24.2(3) . . . . ? 
N1 C1 C13 C14 -22.8(3) . . . . ? 
C2 C1 C13 C14 156.2(2) . . . . ? 
N2 C13 C14 C15 1.3(3) . . . . ? 
C1 C13 C14 C15 -179.0(2) . . . . ? 
C13 C14 C15 C16 -1.5(4) . . . . ? 
C14 C15 C16 C17 0.6(4) . . . . ? 
C13 N2 C17 C16 -0.9(3) . . . . ? 
C13 N2 C17 C18 177.61(19) . . . . ? 
C15 C16 C17 N2 0.7(3) . . . . ? 
C15 C16 C17 C18 -177.8(2) . . . . ? 
N2 C17 C18 C19 25.7(3) . . . . ? 
C16 C17 C18 C19 -155.8(2) . . . . ? 
N2 C17 C18 C23 -152.5(2) . . . . ? 
C16 C17 C18 C23 26.0(3) . . . . ? 
C23 C18 C19 C20 1.1(4) . . . . ? 
C17 C18 C19 C20 -177.1(2) . . . . ? 
C18 C19 C20 C21 -0.1(4) . . . . ? 
C19 C20 C21 C22 -1.0(4) . . . . ? 
C20 C21 C22 C23 1.0(4) . . . . ? 
C21 C22 C23 C18 0.1(4) . . . . ? 
C19 C18 C23 C22 -1.1(3) . . . . ? 
C17 C18 C23 C22 177.1(2) . . . . ? 
C5 C6 C24 C25 -155.9(2) . . . . ? 
C7 C6 C24 C25 79.9(3) . . . . ? 
C6 C24 C25 C26 66.7(3) . . . . ? 
C6 C24 C25 C30 -114.2(2) . . . . ? 
C30 C25 C26 C27 -0.2(3) . . . . ? 
C24 C25 C26 C27 178.88(19) . . . . ? 
C25 C26 C27 C28 0.6(3) . . . . ? 
C26 C27 C28 C29 -0.1(3) . . . . ? 
C26 C27 C28 C31 -179.26(18) . . . . ? 
C27 C28 C29 C30 -0.6(3) . . . . ? 
C31 C28 C29 C30 178.49(19) . . . . ? 
C26 C25 C30 C29 -0.5(3) . . . . ? 
C24 C25 C30 C29 -179.6(2) . . . . ? 
C28 C29 C30 C25 0.9(3) . . . . ? 
C29 C28 C31 C46 -99.3(3) . . . . ? 
C27 C28 C31 C46 79.7(3) . . . . ? 
C45 N11 C41 C42 0.3(3) . . . . ? 
C45 N11 C41 C53 -179.43(18) . . . . ? 
N11 C41 C42 C43 -0.1(3) . . . . ? 
C53 C41 C42 C43 179.6(2) . . . . ? 
C41 C42 C43 C44 -0.6(3) . . . . ? 
C42 C43 C44 C45 1.1(3) . . . . ? 
C42 C43 C44 C49 -179.8(2) . . . . ? 
C41 N11 C45 C44 0.2(3) . . . . ? 
C41 N11 C45 C46 178.68(17) . . . . ? 
C43 C44 C45 N11 -0.9(3) . . . . ? 
C49 C44 C45 N11 179.92(19) . . . . ? 
C43 C44 C45 C46 -179.38(19) . . . . ? 
C49 C44 C45 C46 1.4(3) . . . . ? 
N11 C45 C46 C47 -179.91(18) . . . . ? 
C44 C45 C46 C47 -1.3(2) . . . . ? 
N11 C45 C46 C31 54.6(3) . . . . ? 
C44 C45 C46 C31 -126.8(2) . . . . ? 
C28 C31 C46 C45 -158.0(2) . . . . ? 
C28 C31 C46 C47 78.1(3) . . . . ? 
C45 C46 C47 C50 -46.8(2) . . . . ? 
C31 C46 C47 C50 77.6(2) . . . . ? 
C45 C46 C47 C48 48.4(2) . . . . ? 
C31 C46 C47 C48 172.77(16) . . . . ? 
C46 C47 C48 C52 39.1(3) . . . . ? 
C50 C47 C48 C52 148.4(2) . . . . ? 
C46 C47 C48 C51 167.0(2) . . . . ? 
C50 C47 C48 C51 -83.7(2) . . . . ? 
C46 C47 C48 C49 -81.79(19) . . . . ? 
C50 C47 C48 C49 27.48(17) . . . . ? 
C43 C44 C49 C50 -133.3(2) . . . . ? 
C45 C44 C49 C50 45.8(2) . . . . ? 
C43 C44 C49 C48 133.5(2) . . . . ? 
C45 C44 C49 C48 -47.3(2) . . . . ? 
C52 C48 C49 C44 -41.0(3) . . . . ? 
C51 C48 C49 C44 -170.2(2) . . . . ? 
C47 C48 C49 C44 79.36(19) . . . . ? 
C52 C48 C49 C50 -147.8(2) . . . . ? 
C51 C48 C49 C50 83.0(2) . . . . ? 
C47 C48 C49 C50 -27.41(17) . . . . ? 
C46 C47 C50 C49 84.66(19) . . . . ? 
C48 C47 C50 C49 -27.80(16) . . . . ? 
C44 C49 C50 C47 -82.34(19) . . . . ? 
C48 C49 C50 C47 27.65(16) . . . . ? 
C57 N12 C53 C54 0.0(3) . . . . ? 
C57 N12 C53 C41 -179.88(19) . . . . ? 
N11 C41 C53 N12 177.89(18) . . . . ? 
C42 C41 C53 N12 -1.9(3) . . . . ? 
N11 C41 C53 C54 -2.0(3) . . . . ? 
C42 C41 C53 C54 178.2(2) . . . . ? 
N12 C53 C54 C55 -0.4(3) . . . . ? 
C41 C53 C54 C55 179.5(2) . . . . ? 
C53 C54 C55 C56 0.3(3) . . . . ? 
C54 C55 C56 C57 0.1(3) . . . . ? 
C53 N12 C57 C56 0.5(3) . . . . ? 
C53 N12 C57 C58 -179.75(18) . . . . ? 
C55 C56 C57 N12 -0.5(3) . . . . ? 
C55 C56 C57 C58 179.7(2) . . . . ? 
N12 C57 C58 C59 159.0(2) . . . . ? 
C56 C57 C58 C59 -21.3(4) . . . . ? 
N12 C57 C58 C63 -22.5(3) . . . . ? 
C56 C57 C58 C63 157.3(2) . . . . ? 
C63 C58 C59 C60 0.0(4) . . . . ? 
C57 C58 C59 C60 178.6(3) . . . . ? 
C58 C59 C60 C61 -0.3(5) . . . . ? 
C59 C60 C61 C62 0.2(5) . . . . ? 
C60 C61 C62 C63 0.0(5) . . . . ? 
C61 C62 C63 C58 -0.3(5) . . . . ? 
C59 C58 C63 C62 0.3(4) . . . . ? 
C57 C58 C63 C62 -178.3(2) . . . . ? 

_diffrn_measured_fraction_theta_max    0.975 
_diffrn_reflns_theta_full              25.95 
_diffrn_measured_fraction_theta_full   0.975 
_refine_diff_density_max    0.142 
_refine_diff_density_min   -0.121 
_refine_diff_density_rms    0.029 

#===========================================================================
#=======================

data_cpd8 
_database_code_CSD                  179706

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C48 H46 N4 O2' 
_chemical_formula_weight          710.89 

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    'C 2' 

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

_cell_length_a                    20.7692(18) 
_cell_length_b                    6.0863(4) 
_cell_length_c                    14.9639(13) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  99.673(10) 
_cell_angle_gamma                 90.00 
_cell_volume                      1864.7(3) 
_cell_formula_units_Z             2 
_cell_measurement_temperature     153(2) 
_cell_measurement_reflns_used     6865 
_cell_measurement_theta_min       1.99 
_cell_measurement_theta_max       25.89 

_exptl_crystal_description        rod 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.50 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       none 
_exptl_crystal_density_diffrn     1.266 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              756 
_exptl_absorpt_coefficient_mu     0.078 
_exptl_absorpt_correction_type    none 
_exptl_absorpt_correction_T_min   ? 
_exptl_absorpt_correction_T_max   ? 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       153(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'STOE IPDS' 
_diffrn_measurement_method        'phi oscillation' 
_diffrn_detector_area_resol_mean  0.81\%A 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             7379 
_diffrn_reflns_av_R_equivalents   0.0369 
_diffrn_reflns_av_sigmaI/netI     0.0429 
_diffrn_reflns_limit_h_min        -25 
_diffrn_reflns_limit_h_max        25 
_diffrn_reflns_limit_k_min        -7 
_diffrn_reflns_limit_k_max        7 
_diffrn_reflns_limit_l_min        -18 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          1.99 
_diffrn_reflns_theta_max          25.89 
_reflns_number_total              3471 
_reflns_number_gt                 2907 
_reflns_threshold_expression      I>2sigma(I) 

_computing_data_collection        'EXPOSE (Stoe IPDS Software, 2000)' 
_computing_cell_refinement        'CELL (Stoe IPDS Software, 2000)' 
_computing_data_reduction         'INTEGRATE (Stoe IPDS Software, 2000)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'PLATON99 (Spek, 1990)' 
_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)' 

_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^)+(0.0500P)^2^] where P==(Fo^2^+2Fc^2^)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    difmap
_refine_ls_hydrogen_treatment     refall
_refine_ls_extinction_method      SHELXL 
_refine_ls_extinction_coef        0.0184(16) 
_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    -1.4(15) 
_refine_ls_number_reflns          3471 
_refine_ls_number_parameters      337 
_refine_ls_number_restraints      1 
_refine_ls_R_factor_all           0.0425 
_refine_ls_R_factor_gt            0.0334 
_refine_ls_wR_factor_ref          0.0847 
_refine_ls_wR_factor_gt           0.0819 
_refine_ls_goodness_of_fit_ref    1.026 
_refine_ls_restrained_S_all       1.026 
_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_symetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
N1 N -0.39923(6) -0.0476(2) -0.89411(9) 0.0213(3) Uani 1 1 d . . . 
N2 N -0.27798(6) -0.2703(3) -0.71555(9) 0.0252(3) Uani 1 1 d . . . 
O1 O -0.02963(6) -0.4265(3) -0.41285(8) 0.0397(4) Uani 1 1 d . . . 
C1 C -0.34088(7) -0.0686(3) -0.83884(11) 0.0230(4) Uani 1 1 d . . . 
C2 C -0.28862(7) 0.0698(3) -0.84541(11) 0.0282(4) Uani 1 1 d . . . 
H2 H -0.2476(8) 0.058(3) -0.8037(11) 0.024(4) Uiso 1 1 d . . . 
C3 C -0.29549(8) 0.2298(3) -0.91218(11) 0.0276(4) Uani 1 1 d . . . 
H3 H -0.2587(9) 0.336(4) -0.9198(12) 0.032(5) Uiso 1 1 d . . . 
C4 C -0.35416(7) 0.2499(3) -0.97073(11) 0.0227(4) Uani 1 1 d . . . 
C5 C -0.36751(8) 0.4122(3) -1.04713(11) 0.0247(4) Uani 1 1 d . . . 
H5 H -0.3286(9) 0.511(3) -1.0501(13) 0.033(5) Uiso 1 1 d . . . 
C6 C -0.40179(8) 0.2914(3) -1.13491(11) 0.0248(4) Uani 1 1 d . . . 
C7 C -0.46554(8) 0.3093(3) -1.09072(11) 0.0216(4) Uani 1 1 d . . . 
H7 H -0.5077(8) 0.329(3) -1.1348(11) 0.017(4) Uiso 1 1 d . . . 
C8 C -0.46962(7) 0.1211(3) -1.02435(11) 0.0201(4) Uani 1 1 d . . . 
H8 H -0.4737(8) -0.020(3) -1.0581(11) 0.018(4) Uiso 1 1 d . . . 
C9 C -0.40543(7) 0.1068(3) -0.95817(10) 0.0208(4) Uani 1 1 d . . . 
C10 C -0.43458(8) 0.5173(3) -1.04138(12) 0.0251(4) Uani 1 1 d . . . 
H10A H -0.4442(9) 0.650(4) -1.0817(13) 0.032(5) Uiso 1 1 d . . . 
H10B H -0.4428(8) 0.547(3) -0.9789(11) 0.021(4) Uiso 1 1 d . . . 
C11 C -0.37523(9) 0.0669(4) -1.15582(13) 0.0320(4) Uani 1 1 d . . . 
H11A H -0.3686(10) -0.036(4) -1.1004(14) 0.039(6) Uiso 1 1 d . . . 
H11B H -0.3313(12) 0.089(5) -1.1789(15) 0.061(7) Uiso 1 1 d . . . 
H25 H -0.4067(12) -0.010(4) -1.2039(16) 0.054(7) Uiso 1 1 d . . . 
C12 C -0.40755(9) 0.4353(4) -1.21940(12) 0.0324(5) Uani 1 1 d . . . 
H12A H -0.4240(10) 0.591(4) -1.2113(14) 0.045(6) Uiso 1 1 d . . . 
H12B H -0.3634(11) 0.454(4) -1.2369(14) 0.045(6) Uiso 1 1 d . . . 
H12C H -0.4374(10) 0.366(4) -1.2725(15) 0.044(6) Uiso 1 1 d . . . 
C13 C -0.33486(8) -0.2531(3) -0.77264(10) 0.0225(4) Uani 1 1 d . . . 
C14 C -0.38581(8) -0.4028(3) -0.77268(11) 0.0264(4) Uani 1 1 d . . . 
H14 H -0.4265(9) -0.378(3) -0.8154(12) 0.027(5) Uiso 1 1 d . . . 
C15 C -0.37634(9) -0.5775(4) -0.71349(12) 0.0304(4) Uani 1 1 d . . . 
H15 H -0.4108(10) -0.685(4) -0.7130(13) 0.038(6) Uiso 1 1 d . . . 
C16 C -0.31762(8) -0.5984(4) -0.65572(12) 0.0282(4) Uani 1 1 d . . . 
H16 H -0.3083(9) -0.723(4) -0.6137(13) 0.037(5) Uiso 1 1 d . . . 
C17 C -0.26926(8) -0.4393(3) -0.65691(10) 0.0247(4) Uani 1 1 d . . . 
C18 C -0.20624(8) -0.4445(3) -0.59273(11) 0.0258(4) Uani 1 1 d . . . 
C19 C -0.16451(8) -0.2635(4) -0.58464(12) 0.0291(4) Uani 1 1 d . . . 
H19 H -0.1775(9) -0.147(4) -0.6204(13) 0.032(5) Uiso 1 1 d . . . 
C20 C -0.10630(8) -0.2618(4) -0.52482(12) 0.0309(4) Uani 1 1 d . . . 
H20 H -0.0783(10) -0.131(4) -0.5208(13) 0.040(5) Uiso 1 1 d . . . 
C21 C -0.08806(8) -0.4436(4) -0.47061(11) 0.0303(4) Uani 1 1 d . . . 
C22 C -0.12858(9) -0.6241(4) -0.47632(13) 0.0374(5) Uani 1 1 d . . . 
H22 H -0.1169(10) -0.750(4) -0.4375(15) 0.045(6) Uiso 1 1 d . . . 
C23 C -0.18699(9) -0.6237(4) -0.53739(13) 0.0345(5) Uani 1 1 d . . . 
H12 H -0.2151(10) -0.754(4) -0.5430(14) 0.044(6) Uiso 1 1 d . . . 
C24 C -0.00348(11) -0.6230(5) -0.36845(17) 0.0539(7) Uani 1 1 d . . . 
H24A H 0.0420(12) -0.588(4) -0.3412(15) 0.053(6) Uiso 1 1 d . . . 
H24B H -0.0055(16) -0.769(7) -0.418(2) 0.113(12) Uiso 1 1 d . . . 
H24C H -0.0272(12) -0.665(5) -0.3209(17) 0.061(8) 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 
N1 0.0167(6) 0.0230(9) 0.0234(7) -0.0008(6) 0.0009(5) 0.0017(6) 
N2 0.0208(7) 0.0299(9) 0.0243(7) 0.0009(7) 0.0017(5) 0.0016(7) 
O1 0.0267(6) 0.0577(10) 0.0314(6) 0.0094(7) -0.0051(5) -0.0020(7) 
C1 0.0190(8) 0.0261(11) 0.0235(8) -0.0030(8) 0.0027(6) 0.0021(7) 
C2 0.0165(8) 0.0378(13) 0.0282(8) 0.0028(9) -0.0022(7) 0.0000(8) 
C3 0.0184(8) 0.0323(12) 0.0319(9) 0.0007(9) 0.0034(7) -0.0049(8) 
C4 0.0200(8) 0.0234(11) 0.0250(8) -0.0034(8) 0.0048(6) -0.0005(8) 
C5 0.0203(8) 0.0248(11) 0.0290(9) -0.0006(8) 0.0040(7) -0.0039(7) 
C6 0.0231(8) 0.0262(11) 0.0254(8) -0.0003(7) 0.0048(7) 0.0009(7) 
C7 0.0178(8) 0.0221(10) 0.0242(8) -0.0001(7) 0.0016(6) 0.0022(6) 
C8 0.0165(8) 0.0189(10) 0.0242(8) -0.0026(7) 0.0011(6) 0.0014(7) 
C9 0.0180(8) 0.0221(10) 0.0215(7) -0.0033(7) 0.0013(6) 0.0019(7) 
C10 0.0255(8) 0.0210(11) 0.0289(9) 0.0004(8) 0.0049(7) 0.0003(7) 
C11 0.0301(9) 0.0336(12) 0.0331(9) -0.0042(10) 0.0081(8) 0.0040(9) 
C12 0.0325(10) 0.0376(13) 0.0277(9) 0.0020(9) 0.0062(7) -0.0015(9) 
C13 0.0195(8) 0.0275(11) 0.0204(8) -0.0017(7) 0.0027(6) 0.0033(7) 
C14 0.0206(8) 0.0339(12) 0.0230(8) -0.0007(8) -0.0015(6) -0.0016(8) 
C15 0.0288(9) 0.0337(12) 0.0280(9) -0.0004(8) 0.0022(7) -0.0084(9) 
C16 0.0282(9) 0.0297(12) 0.0257(9) 0.0047(8) 0.0017(7) 0.0003(8) 
C17 0.0235(8) 0.0293(11) 0.0210(8) 0.0009(8) 0.0030(6) 0.0038(8) 
C18 0.0208(8) 0.0335(11) 0.0232(8) 0.0020(8) 0.0042(6) 0.0007(8) 
C19 0.0261(9) 0.0366(12) 0.0246(8) 0.0070(9) 0.0045(7) 0.0034(9) 
C20 0.0254(9) 0.0379(13) 0.0289(9) 0.0025(8) 0.0032(7) -0.0041(9) 
C21 0.0217(8) 0.0464(13) 0.0225(8) 0.0027(9) 0.0029(6) 0.0038(9) 
C22 0.0306(10) 0.0438(15) 0.0357(10) 0.0146(10) -0.0005(8) 0.0030(10) 
C23 0.0278(9) 0.0353(13) 0.0377(10) 0.0076(9) -0.0021(8) -0.0030(9) 
C24 0.0325(11) 0.077(2) 0.0461(13) 0.0273(14) -0.0111(10) 0.0024(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 
N1 C9 1.333(2) . ? 
N1 C1 1.354(2) . ? 
N2 C13 1.341(2) . ? 
N2 C17 1.344(2) . ? 
O1 C21 1.371(2) . ? 
O1 C24 1.430(3) . ? 
C1 C2 1.390(2) . ? 
C1 C13 1.489(2) . ? 
C2 C3 1.385(3) . ? 
C2 H2 0.969(17) . ? 
C3 C4 1.381(2) . ? 
C3 H3 1.02(2) . ? 
C4 C9 1.412(2) . ? 
C4 C5 1.501(2) . ? 
C5 C10 1.548(2) . ? 
C5 C6 1.568(2) . ? 
C5 H5 1.02(2) . ? 
C6 C11 1.526(3) . ? 
C6 C12 1.526(2) . ? 
C6 C7 1.580(2) . ? 
C7 C8 1.528(2) . ? 
C7 C10 1.550(2) . ? 
C7 H7 1.011(17) . ? 
C8 C9 1.524(2) . ? 
C8 C8 1.560(3) 2_453 ? 
C8 H8 0.990(19) . ? 
C10 H10A 1.01(2) . ? 
C10 H10B 0.994(17) . ? 
C11 H11A 1.03(2) . ? 
C11 H11B 1.04(2) . ? 
C11 H25 1.00(3) . ? 
C12 H12A 1.02(3) . ? 
C12 H12B 1.00(2) . ? 
C12 H12C 1.01(2) . ? 
C13 C14 1.396(2) . ? 
C14 C15 1.377(3) . ? 
C14 H14 0.982(18) . ? 
C15 C16 1.377(2) . ? 
C15 H15 0.97(2) . ? 
C16 C17 1.397(3) . ? 
C16 H16 0.98(2) . ? 
C17 C18 1.488(2) . ? 
C18 C23 1.387(3) . ? 
C18 C19 1.394(3) . ? 
C19 C20 1.378(3) . ? 
C19 H19 0.90(2) . ? 
C20 C21 1.387(3) . ? 
C20 H20 0.98(2) . ? 
C21 C22 1.378(3) . ? 
C22 C23 1.391(3) . ? 
C22 H22 0.97(3) . ? 
C23 H12 0.98(2) . ? 
C24 H24A 0.99(2) . ? 
C24 H24B 1.16(4) . ? 
C24 H24C 0.97(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 
C9 N1 C1 118.31(14) . . ? 
C13 N2 C17 118.89(15) . . ? 
C21 O1 C24 117.14(18) . . ? 
N1 C1 C2 121.96(16) . . ? 
N1 C1 C13 116.36(14) . . ? 
C2 C1 C13 121.65(14) . . ? 
C3 C2 C1 119.32(14) . . ? 
C3 C2 H2 119.1(11) . . ? 
C1 C2 H2 121.5(11) . . ? 
C4 C3 C2 119.53(16) . . ? 
C4 C3 H3 118.0(11) . . ? 
C2 C3 H3 122.5(11) . . ? 
C3 C4 C9 117.73(16) . . ? 
C3 C4 C5 124.87(16) . . ? 
C9 C4 C5 117.39(14) . . ? 
C4 C5 C10 106.40(13) . . ? 
C4 C5 C6 109.21(15) . . ? 
C10 C5 C6 87.38(12) . . ? 
C4 C5 H5 112.1(11) . . ? 
C10 C5 H5 119.2(11) . . ? 
C6 C5 H5 119.6(11) . . ? 
C11 C6 C12 108.96(15) . . ? 
C11 C6 C5 117.59(15) . . ? 
C12 C6 C5 112.71(15) . . ? 
C11 C6 C7 120.33(15) . . ? 
C12 C6 C7 110.63(14) . . ? 
C5 C6 C7 84.92(12) . . ? 
C8 C7 C10 111.51(13) . . ? 
C8 C7 C6 111.23(13) . . ? 
C10 C7 C6 86.91(12) . . ? 
C8 C7 H7 112.2(10) . . ? 
C10 C7 H7 117.2(10) . . ? 
C6 C7 H7 115.4(9) . . ? 
C9 C8 C7 109.10(13) . . ? 
C9 C8 C8 112.61(16) . 2_453 ? 
C7 C8 C8 116.19(11) . 2_453 ? 
C9 C8 H8 105.9(10) . . ? 
C7 C8 H8 109.0(10) . . ? 
C8 C8 H8 103.4(10) 2_453 . ? 
N1 C9 C4 123.11(13) . . ? 
N1 C9 C8 118.41(14) . . ? 
C4 C9 C8 118.38(14) . . ? 
C5 C10 C7 86.63(13) . . ? 
C5 C10 H10A 112.8(11) . . ? 
C7 C10 H10A 110.1(11) . . ? 
C5 C10 H10B 115.1(10) . . ? 
C7 C10 H10B 118.2(10) . . ? 
H10A C10 H10B 111.8(15) . . ? 
C6 C11 H11A 112.5(12) . . ? 
C6 C11 H11B 108.6(16) . . ? 
H11A C11 H11B 110.0(18) . . ? 
C6 C11 H25 110.6(14) . . ? 
H11A C11 H25 106.0(18) . . ? 
H11B C11 H25 109.1(18) . . ? 
C6 C12 H12A 114.6(12) . . ? 
C6 C12 H12B 109.5(13) . . ? 
H12A C12 H12B 105.3(19) . . ? 
C6 C12 H12C 111.3(13) . . ? 
H12A C12 H12C 107.8(17) . . ? 
H12B C12 H12C 108.0(17) . . ? 
N2 C13 C14 122.41(16) . . ? 
N2 C13 C1 116.70(14) . . ? 
C14 C13 C1 120.86(14) . . ? 
C15 C14 C13 118.50(15) . . ? 
C15 C14 H14 123.4(12) . . ? 
C13 C14 H14 118.1(11) . . ? 
C14 C15 C16 119.41(18) . . ? 
C14 C15 H15 119.9(13) . . ? 
C16 C15 H15 120.7(13) . . ? 
C15 C16 C17 119.37(18) . . ? 
C15 C16 H16 122.0(12) . . ? 
C17 C16 H16 118.6(12) . . ? 
N2 C17 C16 121.36(15) . . ? 
N2 C17 C18 116.41(16) . . ? 
C16 C17 C18 122.23(15) . . ? 
C23 C18 C19 117.18(16) . . ? 
C23 C18 C17 122.41(17) . . ? 
C19 C18 C17 120.39(16) . . ? 
C20 C19 C18 121.80(19) . . ? 
C20 C19 H19 121.5(13) . . ? 
C18 C19 H19 116.7(13) . . ? 
C19 C20 C21 119.85(19) . . ? 
C19 C20 H20 119.5(12) . . ? 
C21 C20 H20 120.6(12) . . ? 
O1 C21 C22 124.53(18) . . ? 
O1 C21 C20 115.72(18) . . ? 
C22 C21 C20 119.74(16) . . ? 
C21 C22 C23 119.70(19) . . ? 
C21 C22 H22 120.4(13) . . ? 
C23 C22 H22 119.9(13) . . ? 
C18 C23 C22 121.7(2) . . ? 
C18 C23 H12 118.6(13) . . ? 
C22 C23 H12 119.6(13) . . ? 
O1 C24 H24A 106.0(15) . . ? 
O1 C24 H24B 111.8(18) . . ? 
H24A C24 H24B 111(2) . . ? 
O1 C24 H24C 111.1(16) . . ? 
H24A C24 H24C 108.9(19) . . ? 
H24B C24 H24C 108(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 
C9 N1 C1 C2 2.0(2) . . . . ? 
C9 N1 C1 C13 -175.88(14) . . . . ? 
N1 C1 C2 C3 -2.0(3) . . . . ? 
C13 C1 C2 C3 175.74(16) . . . . ? 
C1 C2 C3 C4 0.3(3) . . . . ? 
C2 C3 C4 C9 1.3(3) . . . . ? 
C2 C3 C4 C5 -178.49(16) . . . . ? 
C3 C4 C5 C10 -133.90(17) . . . . ? 
C9 C4 C5 C10 46.32(19) . . . . ? 
C3 C4 C5 C6 133.11(17) . . . . ? 
C9 C4 C5 C6 -46.66(19) . . . . ? 
C4 C5 C6 C11 -42.96(19) . . . . ? 
C10 C5 C6 C11 -149.42(16) . . . . ? 
C4 C5 C6 C12 -170.99(14) . . . . ? 
C10 C5 C6 C12 82.55(16) . . . . ? 
C4 C5 C6 C7 78.75(14) . . . . ? 
C10 C5 C6 C7 -27.71(12) . . . . ? 
C11 C6 C7 C8 34.9(2) . . . . ? 
C12 C6 C7 C8 163.42(14) . . . . ? 
C5 C6 C7 C8 -84.20(15) . . . . ? 
C11 C6 C7 C10 146.82(16) . . . . ? 
C12 C6 C7 C10 -84.68(16) . . . . ? 
C5 C6 C7 C10 27.70(13) . . . . ? 
C10 C7 C8 C9 -44.15(17) . . . . ? 
C6 C7 C8 C9 51.06(17) . . . . ? 
C10 C7 C8 C8 84.44(18) . . . 2_453 ? 
C6 C7 C8 C8 179.65(14) . . . 2_453 ? 
C1 N1 C9 C4 -0.3(2) . . . . ? 
C1 N1 C9 C8 176.10(14) . . . . ? 
C3 C4 C9 N1 -1.3(2) . . . . ? 
C5 C4 C9 N1 178.45(15) . . . . ? 
C3 C4 C9 C8 -177.74(16) . . . . ? 
C5 C4 C9 C8 2.1(2) . . . . ? 
C7 C8 C9 N1 179.73(14) . . . . ? 
C8 C8 C9 N1 49.18(16) 2_453 . . . ? 
C7 C8 C9 C4 -3.7(2) . . . . ? 
C8 C8 C9 C4 -134.26(12) 2_453 . . . ? 
C4 C5 C10 C7 -81.02(15) . . . . ? 
C6 C5 C10 C7 28.23(12) . . . . ? 
C8 C7 C10 C5 83.61(14) . . . . ? 
C6 C7 C10 C5 -28.01(12) . . . . ? 
C17 N2 C13 C14 0.9(2) . . . . ? 
C17 N2 C13 C1 -177.41(14) . . . . ? 
N1 C1 C13 N2 -177.75(15) . . . . ? 
C2 C1 C13 N2 4.4(2) . . . . ? 
N1 C1 C13 C14 4.0(2) . . . . ? 
C2 C1 C13 C14 -173.94(18) . . . . ? 
N2 C13 C14 C15 -1.8(3) . . . . ? 
C1 C13 C14 C15 176.37(16) . . . . ? 
C13 C14 C15 C16 0.6(3) . . . . ? 
C14 C15 C16 C17 1.4(3) . . . . ? 
C13 N2 C17 C16 1.3(2) . . . . ? 
C13 N2 C17 C18 -177.56(15) . . . . ? 
C15 C16 C17 N2 -2.4(3) . . . . ? 
C15 C16 C17 C18 176.36(17) . . . . ? 
N2 C17 C18 C23 -170.90(17) . . . . ? 
C16 C17 C18 C23 10.3(3) . . . . ? 
N2 C17 C18 C19 10.7(2) . . . . ? 
C16 C17 C18 C19 -168.17(17) . . . . ? 
C23 C18 C19 C20 0.4(3) . . . . ? 
C17 C18 C19 C20 178.96(16) . . . . ? 
C18 C19 C20 C21 -0.1(3) . . . . ? 
C24 O1 C21 C22 12.3(3) . . . . ? 
C24 O1 C21 C20 -168.71(18) . . . . ? 
C19 C20 C21 O1 -179.59(16) . . . . ? 
C19 C20 C21 C22 -0.6(3) . . . . ? 
O1 C21 C22 C23 179.86(17) . . . . ? 
C20 C21 C22 C23 1.0(3) . . . . ? 
C19 C18 C23 C22 -0.1(3) . . . . ? 
C17 C18 C23 C22 -178.56(17) . . . . ? 
C21 C22 C23 C18 -0.6(3) . . . . ? 

_diffrn_measured_fraction_theta_max    0.987 
_diffrn_reflns_theta_full              25.89 
_diffrn_measured_fraction_theta_full   0.987 
_refine_diff_density_max    0.344 
_refine_diff_density_min   -0.350 
_refine_diff_density_rms    0.111 

#===========================================================================
#====================

data_cpd20 
_database_code_CSD                  179707

_audit_creation_method            SHELXL-97 
_chemical_name_systematic 
; 
? 
; 
_chemical_name_common             ? 
_chemical_melting_point           ? 
_chemical_formula_moiety          ? 
_chemical_formula_sum 
'C17 H17 Br N2' 
_chemical_formula_weight          329.24 

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' 
'Br'  'Br'  -0.2901   2.4595 
'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' 

_symmetry_cell_setting            orthorhombic 
_symmetry_space_group_name_H-M    'P 21 21 21' 

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

_cell_length_a                    6.1546(5) 
_cell_length_b                    13.5496(13) 
_cell_length_c                    17.5877(16) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  90.00 
_cell_angle_gamma                 90.00 
_cell_volume                      1466.7(2) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     153(2) 
_cell_measurement_reflns_used     4752 
_cell_measurement_theta_min       2.32 
_cell_measurement_theta_max       25.96 

_exptl_crystal_description        rod 
_exptl_crystal_colour             colourless 
_exptl_crystal_size_max           0.50 
_exptl_crystal_size_mid           0.10 
_exptl_crystal_size_min           0.08 
_exptl_crystal_density_meas       none 
_exptl_crystal_density_diffrn     1.491 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              672 
_exptl_absorpt_coefficient_mu     2.794 
_exptl_absorpt_correction_type    empirical_DIFABS 
_exptl_absorpt_correction_T_min   0.355 
_exptl_absorpt_correction_T_max   0.772 
_exptl_absorpt_process_details    ? 

_exptl_special_details 
; 
? 
; 

_diffrn_ambient_temperature       153(2) 
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'STOE IPDS' 
_diffrn_measurement_method        'phi oscillation' 
_diffrn_detector_area_resol_mean  0.81\%A 
_diffrn_standards_number          0 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   0 
_diffrn_standards_decay_%         0 
_diffrn_reflns_number             10465 
_diffrn_reflns_av_R_equivalents   0.0740 
_diffrn_reflns_av_sigmaI/netI     0.0937 
_diffrn_reflns_limit_h_min        -7 
_diffrn_reflns_limit_h_max        7 
_diffrn_reflns_limit_k_min        -16 
_diffrn_reflns_limit_k_max        16 
_diffrn_reflns_limit_l_min        -21 
_diffrn_reflns_limit_l_max        21 
_diffrn_reflns_theta_min          2.32 
_diffrn_reflns_theta_max          25.96 
_reflns_number_total              2871 
_reflns_number_gt                 1760 
_reflns_threshold_expression      I>2sigma(I) 

_computing_data_collection        'EXPOSE (Stoe IPDS Software, 2000)' 
_computing_cell_refinement        'CELL (Stoe IPDS Software, 2000)' 
_computing_data_reduction         'INTEGRATE (Stoe IPDS Software, 2000)' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     'PLATON99 (Spek, 1990)' 
_computing_publication_material   'SHELXL-97 (Sheldrick, 1997)' 

_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^)+(0.0179P)^2^] 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_abs_structure_details 
'Flack H D (1983), Acta Cryst. A39, 876-881' 
_refine_ls_abs_structure_Flack    0.002(13) 
_refine_ls_number_reflns          2871 
_refine_ls_number_parameters      249 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0705 
_refine_ls_R_factor_gt            0.0315 
_refine_ls_wR_factor_ref          0.0574 
_refine_ls_wR_factor_gt           0.0510 
_refine_ls_goodness_of_fit_ref    0.783 
_refine_ls_restrained_S_all       0.783 
_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_symetry_multiplicity 
_atom_site_calc_flag 
_atom_site_refinement_flags 
_atom_site_disorder_assembly 
_atom_site_disorder_group 
Br1 Br -0.08345(7) -0.54840(3) -0.25131(4) 0.04187(12) Uani 1 1 d . . . 
N1 N -0.3094(6) -0.1334(2) -0.10252(19) 0.0266(8) Uani 1 1 d . . . 
N2 N -0.1633(6) -0.3645(2) -0.19033(19) 0.0302(9) Uani 1 1 d . . . 
C1 C -0.1853(8) -0.2114(3) -0.1220(2) 0.0249(10) Uani 1 1 d . . . 
C2 C 0.0209(8) -0.2264(3) -0.0924(2) 0.0268(12) Uani 1 1 d . . . 
H2 H 0.103(8) -0.285(3) -0.104(2) 0.027(10) Uiso 1 1 d . . . 
C3 C 0.0971(9) -0.1615(3) -0.0377(3) 0.0299(10) Uani 1 1 d . . . 
H3 H 0.230(7) -0.168(2) -0.024(2) 0.006(10) Uiso 1 1 d . . . 
C4 C -0.0276(7) -0.0827(3) -0.0150(2) 0.0243(10) Uani 1 1 d . . . 
C5 C 0.0305(8) -0.0089(3) 0.0449(3) 0.0247(11) Uani 1 1 d . . . 
H5 H 0.166(6) -0.027(2) 0.064(2) 0.015(10) Uiso 1 1 d . . . 
C6 C -0.0135(7) 0.0986(3) 0.0150(2) 0.0274(11) Uani 1 1 d . . . 
C7 C -0.2562(9) 0.0779(4) 0.0348(3) 0.0315(15) Uani 1 1 d . . . 
H7 H -0.339(7) 0.136(3) 0.050(2) 0.032(12) Uiso 1 1 d . . . 
C8 C -0.3667(8) 0.0180(3) -0.0282(3) 0.0315(12) Uani 1 1 d . . . 
H8A H -0.384(8) 0.064(3) -0.076(2) 0.036(11) Uiso 1 1 d . . . 
H8B H -0.505(8) -0.007(3) -0.012(2) 0.037(15) Uiso 1 1 d . . . 
C9 C -0.2328(8) -0.0707(4) -0.0496(3) 0.0237(12) Uani 1 1 d . . . 
C10 C -0.1735(8) 0.0053(3) 0.0965(3) 0.0338(12) Uani 1 1 d . . . 
H10A H -0.147(6) 0.044(3) 0.141(2) 0.037(11) Uiso 1 1 d . . . 
H10B H -0.287(6) -0.055(3) 0.1047(18) 0.018(9) Uiso 1 1 d . . . 
C11 C 0.0453(9) 0.1231(3) -0.0675(3) 0.0321(12) Uani 1 1 d . . . 
H11A H 0.007(7) 0.191(3) -0.0776(19) 0.022(10) Uiso 1 1 d . . . 
H11B H 0.003(7) 0.078(3) -0.098(2) 0.043(15) Uiso 1 1 d . . . 
H11C H 0.212(9) 0.126(3) -0.074(3) 0.064(17) Uiso 1 1 d . . . 
C12 C 0.0847(11) 0.1771(3) 0.0670(3) 0.0365(10) Uani 1 1 d . . . 
H12A H 0.267(11) 0.174(4) 0.059(3) 0.08(2) Uiso 1 1 d . . . 
H12B H 0.032(6) 0.251(2) 0.0493(19) 0.022(9) Uiso 1 1 d . . . 
H12C H 0.059(10) 0.161(3) 0.112(2) 0.049(15) Uiso 1 1 d . . . 
C13 C -0.2811(8) -0.2825(3) -0.1763(2) 0.0258(10) Uani 1 1 d . . . 
C14 C -0.4869(8) -0.2684(3) -0.2080(2) 0.0325(12) Uani 1 1 d . . . 
H14 H -0.550(6) -0.210(2) -0.1999(16) 0.009(9) Uiso 1 1 d . . . 
C15 C -0.5731(8) -0.3404(3) -0.2552(4) 0.0364(9) Uani 1 1 d . . . 
H15 H -0.718(8) -0.329(3) -0.268(3) 0.059(16) Uiso 1 1 d . . . 
C16 C -0.4577(8) -0.4263(3) -0.2679(2) 0.0350(12) Uani 1 1 d . . . 
H16 H -0.528(7) -0.479(3) -0.297(2) 0.035(12) Uiso 1 1 d . . . 
C17 C -0.2507(7) -0.4320(3) -0.2349(2) 0.0308(12) 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 
Br1 0.0473(2) 0.03586(17) 0.0425(2) -0.0114(3) -0.0004(5) 0.0012(3) 
N1 0.021(2) 0.0287(18) 0.030(2) 0.0005(16) 0.0009(17) 0.0001(16) 
N2 0.032(3) 0.0340(19) 0.0246(19) 0.0000(16) 0.0000(16) -0.0063(16) 
C1 0.029(3) 0.021(2) 0.025(2) 0.0038(17) 0.003(2) 0.0008(18) 
C2 0.027(3) 0.020(2) 0.033(2) 0.0007(17) 0.007(2) 0.001(2) 
C3 0.022(3) 0.031(2) 0.037(2) 0.0093(18) -0.005(3) -0.001(2) 
C4 0.024(3) 0.0229(19) 0.026(2) 0.0055(16) 0.0009(19) -0.0006(17) 
C5 0.016(3) 0.030(2) 0.029(3) 0.0003(19) 0.001(2) 0.0056(18) 
C6 0.025(3) 0.030(2) 0.027(2) -0.0023(17) -0.0025(19) -0.0012(18) 
C7 0.032(4) 0.032(3) 0.031(3) -0.002(2) 0.001(3) 0.004(2) 
C8 0.019(3) 0.030(2) 0.045(3) -0.005(2) 0.001(2) 0.0025(19) 
C9 0.015(3) 0.027(3) 0.029(3) 0.001(2) 0.002(2) -0.001(2) 
C10 0.038(3) 0.032(2) 0.031(3) 0.000(2) 0.008(2) -0.004(2) 
C11 0.033(4) 0.026(2) 0.037(3) 0.001(2) 0.007(2) -0.004(2) 
C12 0.035(3) 0.034(2) 0.040(3) -0.003(2) 0.001(3) -0.003(3) 
C13 0.023(3) 0.031(2) 0.023(2) 0.0033(18) 0.004(2) -0.004(2) 
C14 0.031(3) 0.034(2) 0.033(2) 0.000(2) 0.002(2) 0.000(2) 
C15 0.029(3) 0.047(2) 0.033(2) -0.002(3) -0.003(4) -0.001(2) 
C16 0.045(3) 0.038(2) 0.022(3) 0.0003(15) 0.000(2) -0.013(2) 
C17 0.037(3) 0.035(2) 0.020(3) 0.0002(18) 0.005(2) -0.0068(18) 

_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 
Br1 C17 1.905(4) . ? 
N1 C1 1.349(5) . ? 
N1 C9 1.346(6) . ? 
N2 C17 1.320(5) . ? 
N2 C13 1.349(5) . ? 
C1 C2 1.387(6) . ? 
C1 C13 1.478(6) . ? 
C2 C3 1.385(6) . ? 
C2 H2 0.96(4) . ? 
C3 C4 1.374(6) . ? 
C3 H3 0.86(4) . ? 
C4 C9 1.411(6) . ? 
C4 C5 1.495(6) . ? 
C5 C10 1.561(6) . ? 
C5 C6 1.573(6) . ? 
C5 H5 0.93(4) . ? 
C6 C12 1.527(6) . ? 
C6 C11 1.532(6) . ? 
C6 C7 1.559(7) . ? 
C7 C8 1.533(7) . ? 
C7 C10 1.550(7) . ? 
C7 H7 0.97(4) . ? 
C8 C9 1.505(6) . ? 
C8 H8A 1.06(4) . ? 
C8 H8B 0.96(5) . ? 
C10 H10A 0.95(4) . ? 
C10 H10B 1.09(4) . ? 
C11 H11A 0.97(4) . ? 
C11 H11B 0.85(4) . ? 
C11 H11C 1.03(6) . ? 
C12 H12A 1.13(6) . ? 
C12 H12B 1.09(3) . ? 
C12 H12C 0.83(4) . ? 
C13 C14 1.398(6) . ? 
C14 C15 1.386(6) . ? 
C14 H14 0.89(3) . ? 
C15 C16 1.381(5) . ? 
C15 H15 0.93(5) . ? 
C16 C17 1.402(6) . ? 
C16 H16 0.98(4) . ? 

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 
C1 N1 C9 118.2(4) . . ? 
C17 N2 C13 117.5(4) . . ? 
N1 C1 C2 122.5(4) . . ? 
N1 C1 C13 116.7(4) . . ? 
C2 C1 C13 120.8(4) . . ? 
C3 C2 C1 118.6(4) . . ? 
C3 C2 H2 119(3) . . ? 
C1 C2 H2 122(3) . . ? 
C4 C3 C2 120.4(5) . . ? 
C4 C3 H3 122(2) . . ? 
C2 C3 H3 117(2) . . ? 
C3 C4 C9 117.7(4) . . ? 
C3 C4 C5 126.2(4) . . ? 
C9 C4 C5 116.1(4) . . ? 
C4 C5 C10 107.4(4) . . ? 
C4 C5 C6 110.0(3) . . ? 
C10 C5 C6 86.7(3) . . ? 
C4 C5 H5 107(2) . . ? 
C10 C5 H5 123(2) . . ? 
C6 C5 H5 121(2) . . ? 
C12 C6 C11 108.8(4) . . ? 
C12 C6 C7 111.7(4) . . ? 
C11 C6 C7 118.5(4) . . ? 
C12 C6 C5 112.1(3) . . ? 
C11 C6 C5 118.5(3) . . ? 
C7 C6 C5 85.6(3) . . ? 
C8 C7 C10 108.4(4) . . ? 
C8 C7 C6 111.0(4) . . ? 
C10 C7 C6 87.5(4) . . ? 
C8 C7 H7 113(3) . . ? 
C10 C7 H7 120(2) . . ? 
C6 C7 H7 115(2) . . ? 
C9 C8 C7 111.1(4) . . ? 
C9 C8 H8A 109(2) . . ? 
C7 C8 H8A 108(2) . . ? 
C9 C8 H8B 106(3) . . ? 
C7 C8 H8B 112(3) . . ? 
H8A C8 H8B 111(4) . . ? 
N1 C9 C4 122.6(4) . . ? 
N1 C9 C8 119.0(4) . . ? 
C4 C9 C8 118.3(4) . . ? 
C7 C10 C5 86.3(4) . . ? 
C7 C10 H10A 106(2) . . ? 
C5 C10 H10A 114(2) . . ? 
C7 C10 H10B 111.2(18) . . ? 
C5 C10 H10B 120.0(19) . . ? 
H10A C10 H10B 115(3) . . ? 
C6 C11 H11A 109(2) . . ? 
C6 C11 H11B 112(3) . . ? 
H11A C11 H11B 120(4) . . ? 
C6 C11 H11C 110(3) . . ? 
H11A C11 H11C 101(4) . . ? 
H11B C11 H11C 105(4) . . ? 
C6 C12 H12A 107(3) . . ? 
C6 C12 H12B 110.4(19) . . ? 
H12A C12 H12B 107(3) . . ? 
C6 C12 H12C 108(3) . . ? 
H12A C12 H12C 108(5) . . ? 
H12B C12 H12C 117(4) . . ? 
N2 C13 C14 121.7(4) . . ? 
N2 C13 C1 116.1(4) . . ? 
C14 C13 C1 122.0(4) . . ? 
C15 C14 C13 119.3(4) . . ? 
C15 C14 H14 124(2) . . ? 
C13 C14 H14 117(2) . . ? 
C16 C15 C14 119.6(5) . . ? 
C16 C15 H15 126(3) . . ? 
C14 C15 H15 113(3) . . ? 
C15 C16 C17 116.5(4) . . ? 
C15 C16 H16 118(2) . . ? 
C17 C16 H16 125(2) . . ? 
N2 C17 C16 125.3(4) . . ? 
N2 C17 Br1 116.4(3) . . ? 
C16 C17 Br1 118.3(3) . . ? 

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 
C9 N1 C1 C2 -3.2(6) . . . . ? 
C9 N1 C1 C13 175.8(4) . . . . ? 
N1 C1 C2 C3 3.5(6) . . . . ? 
C13 C1 C2 C3 -175.5(4) . . . . ? 
C1 C2 C3 C4 -1.6(6) . . . . ? 
C2 C3 C4 C9 -0.3(6) . . . . ? 
C2 C3 C4 C5 177.9(4) . . . . ? 
C3 C4 C5 C10 -134.2(4) . . . . ? 
C9 C4 C5 C10 44.1(5) . . . . ? 
C3 C4 C5 C6 133.0(4) . . . . ? 
C9 C4 C5 C6 -48.8(5) . . . . ? 
C4 C5 C6 C12 -168.4(4) . . . . ? 
C10 C5 C6 C12 84.2(4) . . . . ? 
C4 C5 C6 C11 -40.4(5) . . . . ? 
C10 C5 C6 C11 -147.7(4) . . . . ? 
C4 C5 C6 C7 79.8(4) . . . . ? 
C10 C5 C6 C7 -27.5(3) . . . . ? 
C12 C6 C7 C8 166.9(4) . . . . ? 
C11 C6 C7 C8 39.1(6) . . . . ? 
C5 C6 C7 C8 -81.0(4) . . . . ? 
C12 C6 C7 C10 -84.4(4) . . . . ? 
C11 C6 C7 C10 147.9(4) . . . . ? 
C5 C6 C7 C10 27.7(3) . . . . ? 
C10 C7 C8 C9 -45.0(6) . . . . ? 
C6 C7 C8 C9 49.4(6) . . . . ? 
C1 N1 C9 C4 1.1(7) . . . . ? 
C1 N1 C9 C8 178.7(4) . . . . ? 
C3 C4 C9 N1 0.6(7) . . . . ? 
C5 C4 C9 N1 -177.8(4) . . . . ? 
C3 C4 C9 C8 -177.0(4) . . . . ? 
C5 C4 C9 C8 4.5(6) . . . . ? 
C7 C8 C9 N1 177.9(4) . . . . ? 
C7 C8 C9 C4 -4.3(7) . . . . ? 
C8 C7 C10 C5 83.4(4) . . . . ? 
C6 C7 C10 C5 -27.9(3) . . . . ? 
C4 C5 C10 C7 -82.3(4) . . . . ? 
C6 C5 C10 C7 27.7(3) . . . . ? 
C17 N2 C13 C14 -0.7(6) . . . . ? 
C17 N2 C13 C1 175.9(3) . . . . ? 
N1 C1 C13 N2 -174.5(4) . . . . ? 
C2 C1 C13 N2 4.5(5) . . . . ? 
N1 C1 C13 C14 2.1(6) . . . . ? 
C2 C1 C13 C14 -178.9(4) . . . . ? 
N2 C13 C14 C15 0.1(7) . . . . ? 
C1 C13 C14 C15 -176.3(4) . . . . ? 
C13 C14 C15 C16 2.2(8) . . . . ? 
C14 C15 C16 C17 -3.6(7) . . . . ? 
C13 N2 C17 C16 -1.1(6) . . . . ? 
C13 N2 C17 Br1 -178.4(3) . . . . ? 
C15 C16 C17 N2 3.2(6) . . . . ? 
C15 C16 C17 Br1 -179.5(4) . . . . ? 

_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              25.96 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.384 
_refine_diff_density_min   -0.500 
_refine_diff_density_rms    0.064 

#===========================================================================
#===============END


data_cpd3
_database_code_CSD               196850

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C34 H50 N4'
_chemical_formula_sum            'C34 H50 N4'
_chemical_formula_weight         514.78

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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 2'

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

_cell_length_a                   11.4893(8)
_cell_length_b                   20.8542(16)
_cell_length_c                   6.4198(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1538.19(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    153(2)
_cell_measurement_reflns_used    5776
_cell_measurement_theta_min      1.95
_cell_measurement_theta_max      25.93

_exptl_crystal_description       rod
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             564
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      153(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'STOE IPDS'
_diffrn_measurement_method       'phi oscillation'
_diffrn_detector_area_resol_mean 0.81\%A
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            12014
_diffrn_reflns_av_R_equivalents  0.0715
_diffrn_reflns_av_sigmaI/netI    0.0853
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         1.95
_diffrn_reflns_theta_max         25.93
_reflns_number_total             2938
_reflns_number_gt                1789
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'EXPOSE (Stoe IPDS Software, 2000)'
_computing_cell_refinement       'CELL (Stoe IPDS Software, 2000)'
_computing_data_reduction        'INTEGRATE (Stoe IPDS Software, 2000)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON99 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0454P)^2^] 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    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   1(4)
_refine_ls_number_reflns         2938
_refine_ls_number_parameters     178
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.0926
_refine_ls_wR_factor_gt          0.0841
_refine_ls_goodness_of_fit_ref   0.834
_refine_ls_restrained_S_all      0.834
_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
N1 N 0.13020(14) 0.41124(8) 0.2106(3) 0.0266(4) Uani 1 1 d . . .
N2 N 0.35112(15) 0.30393(10) 0.4161(4) 0.0411(5) Uani 1 1 d . . .
C1 C 0.19659(18) 0.35825(10) 0.2257(4) 0.0279(5) Uani 1 1 d . . .
C2 C 0.16894(18) 0.30235(11) 0.1240(4) 0.0324(6) Uani 1 1 d . . .
H2 H 0.2156 0.2651 0.1420 0.039 Uiso 1 1 calc R . .
C3 C 0.07138(19) 0.30078(11) -0.0063(4) 0.0326(6) Uani 1 1 d . . .
H3 H 0.0505 0.2624 -0.0767 0.039 Uiso 1 1 calc R . .
C4 C 0.00577(19) 0.35568(10) -0.0315(4) 0.0287(6) Uani 1 1 d . . .
C5 C 0.03685(16) 0.40935(10) 0.0836(4) 0.0241(5) Uani 1 1 d . . .
C6 C -0.03672(16) 0.46930(9) 0.0677(4) 0.0240(5) Uani 1 1 d . . .
H6 H -0.0844 0.4708 0.1979 0.029 Uiso 1 1 calc R . .
C7 C -0.12401(17) 0.46154(10) -0.1128(4) 0.0273(5) Uani 1 1 d . . .
H7A H -0.1700 0.5008 -0.1477 0.033 Uiso 1 1 calc R . .
C8 C -0.19770(18) 0.39891(10) -0.0805(4) 0.0303(6) Uani 1 1 d . . .
C9 C -0.09290(18) 0.36357(10) -0.1854(4) 0.0319(6) Uani 1 1 d . . .
H9A H -0.1120 0.3255 -0.2739 0.038 Uiso 1 1 calc R . .
C10 C -0.06709(19) 0.42724(10) -0.3013(4) 0.0326(6) Uani 1 1 d . . .
H10B H -0.1101 0.4324 -0.4339 0.039 Uiso 1 1 calc R . .
H10A H 0.0168 0.4366 -0.3191 0.039 Uiso 1 1 calc R . .
C11 C -0.23412(19) 0.37984(11) 0.1376(4) 0.0383(7) Uani 1 1 d . . .
H11C H -0.2779 0.3395 0.1321 0.057 Uiso 1 1 calc R . .
H11B H -0.2833 0.4135 0.1974 0.057 Uiso 1 1 calc R . .
H11A H -0.1648 0.3741 0.2245 0.057 Uiso 1 1 calc R . .
C12 C -0.3064(2) 0.39866(12) -0.2207(4) 0.0431(7) Uani 1 1 d . . .
H12C H -0.3395 0.3554 -0.2250 0.065 Uiso 1 1 calc R . .
H12B H -0.2848 0.4120 -0.3619 0.065 Uiso 1 1 calc R . .
H12A H -0.3643 0.4285 -0.1645 0.065 Uiso 1 1 calc R . .
C13 C 0.3109(2) 0.36660(11) 0.3500(4) 0.0355(6) Uani 1 1 d . . .
C14 C 0.4001(2) 0.39367(15) 0.1869(6) 0.0673(10) Uani 1 1 d . . .
H14C H 0.3654 0.4303 0.1141 0.101 Uiso 1 1 calc R . .
H14B H 0.4195 0.3601 0.0859 0.101 Uiso 1 1 calc R . .
H14A H 0.4709 0.4075 0.2591 0.101 Uiso 1 1 calc R . .
C15 C 0.2960(2) 0.41529(14) 0.5242(5) 0.0611(10) Uani 1 1 d . . .
H15C H 0.2731 0.4567 0.4650 0.092 Uiso 1 1 calc R . .
H15B H 0.3697 0.4201 0.5994 0.092 Uiso 1 1 calc R . .
H15A H 0.2356 0.4005 0.6206 0.092 Uiso 1 1 calc R . .
C16 C 0.2755(2) 0.27632(16) 0.5745(5) 0.0642(9) Uani 1 1 d . . .
H16C H 0.2923 0.2305 0.5887 0.096 Uiso 1 1 calc R . .
H16B H 0.1940 0.2821 0.5334 0.096 Uiso 1 1 calc R . .
H16A H 0.2892 0.2978 0.7080 0.096 Uiso 1 1 calc R . .
C17 C 0.4711(2) 0.30241(15) 0.4939(5) 0.0556(8) Uani 1 1 d . . .
H17C H 0.4935 0.2580 0.5236 0.083 Uiso 1 1 calc R . .
H17B H 0.4765 0.3279 0.6217 0.083 Uiso 1 1 calc R . .
H17A H 0.5235 0.3203 0.3883 0.083 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
N1 0.0219(9) 0.0311(10) 0.0270(12) -0.0024(9) -0.0027(8) 0.0030(8)
N2 0.0274(10) 0.0471(12) 0.0489(15) 0.0012(11) -0.0098(10) 0.0057(9)
C1 0.0261(11) 0.0282(12) 0.0295(15) -0.0011(10) -0.0020(10) 0.0024(10)
C2 0.0313(12) 0.0283(12) 0.0375(17) -0.0017(11) -0.0042(11) 0.0047(10)
C3 0.0317(12) 0.0270(12) 0.0389(17) -0.0082(11) -0.0050(11) -0.0013(11)
C4 0.0247(11) 0.0313(12) 0.0301(16) -0.0042(10) -0.0032(10) -0.0018(10)
C5 0.0225(11) 0.0275(12) 0.0225(14) -0.0011(10) 0.0016(10) 0.0000(9)
C6 0.0204(10) 0.0281(11) 0.0234(14) 0.0018(11) -0.0012(10) -0.0011(9)
C7 0.0209(11) 0.0316(11) 0.0293(15) 0.0035(11) -0.0048(10) -0.0013(9)
C8 0.0229(10) 0.0369(13) 0.0312(16) 0.0007(11) -0.0087(11) -0.0037(10)
C9 0.0284(11) 0.0337(12) 0.0337(16) -0.0065(12) -0.0092(11) -0.0030(10)
C10 0.0302(12) 0.0457(14) 0.0221(15) -0.0012(11) -0.0041(11) -0.0016(10)
C11 0.0276(12) 0.0414(14) 0.046(2) 0.0048(13) -0.0025(11) -0.0076(10)
C12 0.0291(12) 0.0500(16) 0.0501(19) 0.0054(13) -0.0156(12) -0.0064(12)
C13 0.0291(11) 0.0351(13) 0.0423(18) -0.0036(11) -0.0103(11) 0.0054(10)
C14 0.0325(14) 0.089(2) 0.081(3) 0.035(2) -0.0103(16) -0.0199(14)
C15 0.0453(16) 0.0627(18) 0.075(3) -0.0371(17) -0.0341(16) 0.0196(14)
C16 0.0479(16) 0.096(2) 0.049(2) 0.0266(18) -0.0066(15) -0.0194(16)
C17 0.0376(14) 0.0674(18) 0.062(2) -0.0128(16) -0.0219(14) 0.0162(14)

_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
N1 C1 1.346(3) . ?
N1 C5 1.348(3) . ?
N2 C13 1.450(3) . ?
N2 C16 1.456(3) . ?
N2 C17 1.466(3) . ?
C1 C2 1.373(3) . ?
C1 C13 1.546(3) . ?
C2 C3 1.399(3) . ?
C3 C4 1.380(3) . ?
C4 C5 1.388(3) . ?
C4 C9 1.513(3) . ?
C5 C6 1.513(3) . ?
C6 C6 1.534(4) 2_565 ?
C6 C7 1.541(3) . ?
C7 C10 1.550(3) . ?
C7 C8 1.570(3) . ?
C8 C11 1.515(3) . ?
C8 C12 1.540(3) . ?
C8 C9 1.564(3) . ?
C9 C10 1.551(3) . ?
C13 C15 1.520(3) . ?
C13 C14 1.570(4) . ?

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
C1 N1 C5 118.07(18) . . ?
C13 N2 C16 111.7(2) . . ?
C13 N2 C17 114.8(2) . . ?
C16 N2 C17 108.3(2) . . ?
N1 C1 C2 122.10(19) . . ?
N1 C1 C13 115.20(18) . . ?
C2 C1 C13 122.51(19) . . ?
C1 C2 C3 119.3(2) . . ?
C4 C3 C2 119.2(2) . . ?
C3 C4 C5 117.78(19) . . ?
C3 C4 C9 125.16(19) . . ?
C5 C4 C9 116.93(19) . . ?
N1 C5 C4 123.39(18) . . ?
N1 C5 C6 117.47(19) . . ?
C4 C5 C6 119.13(18) . . ?
C5 C6 C6 112.5(2) . 2_565 ?
C5 C6 C7 109.12(18) . . ?
C6 C6 C7 116.47(14) 2_565 . ?
C6 C7 C10 111.15(17) . . ?
C6 C7 C8 109.81(18) . . ?
C10 C7 C8 86.95(16) . . ?
C11 C8 C12 108.38(19) . . ?
C11 C8 C9 119.15(19) . . ?
C12 C8 C9 111.8(2) . . ?
C11 C8 C7 119.30(19) . . ?
C12 C8 C7 111.29(18) . . ?
C9 C8 C7 85.41(16) . . ?
C4 C9 C10 105.25(17) . . ?
C4 C9 C8 110.29(19) . . ?
C10 C9 C8 87.15(16) . . ?
C9 C10 C7 86.57(18) . . ?
N2 C13 C15 115.0(2) . . ?
N2 C13 C1 108.68(18) . . ?
C15 C13 C1 111.07(19) . . ?
N2 C13 C14 108.1(2) . . ?
C15 C13 C14 108.9(2) . . ?
C1 C13 C14 104.5(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
C5 N1 C1 C2 -3.0(3) . . . . ?
C5 N1 C1 C13 172.1(2) . . . . ?
N1 C1 C2 C3 2.6(4) . . . . ?
C13 C1 C2 C3 -172.1(2) . . . . ?
C1 C2 C3 C4 0.7(4) . . . . ?
C2 C3 C4 C5 -3.3(3) . . . . ?
C2 C3 C4 C9 172.4(2) . . . . ?
C1 N1 C5 C4 0.1(3) . . . . ?
C1 N1 C5 C6 -179.82(19) . . . . ?
C3 C4 C5 N1 3.0(3) . . . . ?
C9 C4 C5 N1 -173.1(2) . . . . ?
C3 C4 C5 C6 -177.0(2) . . . . ?
C9 C4 C5 C6 6.9(3) . . . . ?
N1 C5 C6 C6 38.8(2) . . . 2_565 ?
C4 C5 C6 C6 -141.17(16) . . . 2_565 ?
N1 C5 C6 C7 169.67(19) . . . . ?
C4 C5 C6 C7 -10.3(3) . . . . ?
C5 C6 C7 C10 -39.2(2) . . . . ?
C6 C6 C7 C10 89.5(2) 2_565 . . . ?
C5 C6 C7 C8 55.3(2) . . . . ?
C6 C6 C7 C8 -176.01(18) 2_565 . . . ?
C6 C7 C8 C11 37.2(3) . . . . ?
C10 C7 C8 C11 148.57(19) . . . . ?
C6 C7 C8 C12 164.53(19) . . . . ?
C10 C7 C8 C12 -84.1(2) . . . . ?
C6 C7 C8 C9 -83.84(19) . . . . ?
C10 C7 C8 C9 27.56(16) . . . . ?
C3 C4 C9 C10 -130.3(2) . . . . ?
C5 C4 C9 C10 45.4(3) . . . . ?
C3 C4 C9 C8 137.0(2) . . . . ?
C5 C4 C9 C8 -47.2(3) . . . . ?
C11 C8 C9 C4 -43.5(2) . . . . ?
C12 C8 C9 C4 -171.22(18) . . . . ?
C7 C8 C9 C4 77.67(19) . . . . ?
C11 C8 C9 C10 -148.70(19) . . . . ?
C12 C8 C9 C10 83.6(2) . . . . ?
C7 C8 C9 C10 -27.54(16) . . . . ?
C4 C9 C10 C7 -82.37(19) . . . . ?
C8 C9 C10 C7 27.89(15) . . . . ?
C6 C7 C10 C9 82.30(18) . . . . ?
C8 C7 C10 C9 -27.78(15) . . . . ?
C16 N2 C13 C15 55.8(3) . . . . ?
C17 N2 C13 C15 -68.1(3) . . . . ?
C16 N2 C13 C1 -69.4(3) . . . . ?
C17 N2 C13 C1 166.8(2) . . . . ?
C16 N2 C13 C14 177.7(2) . . . . ?
C17 N2 C13 C14 53.8(3) . . . . ?
N1 C1 C13 N2 160.0(2) . . . . ?
C2 C1 C13 N2 -24.9(3) . . . . ?
N1 C1 C13 C15 32.5(3) . . . . ?
C2 C1 C13 C15 -152.4(2) . . . . ?
N1 C1 C13 C14 -84.8(3) . . . . ?
C2 C1 C13 C14 90.3(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.981
_diffrn_reflns_theta_full        25.93
_diffrn_measured_fraction_theta_full 0.981
_refine_diff_density_max         0.307
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.037

#=================================================

data_cpd6d
_database_code_CSD               196851

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H17 Br N2'
_chemical_formula_weight         329.24

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'
Br Br -0.6763 1.2805 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   6.5403(8)
_cell_length_b                   11.3397(10)
_cell_length_c                   20.395(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1512.6(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    26
_cell_measurement_theta_min      12.85
_cell_measurement_theta_max      25.55

_exptl_crystal_description       bloc
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.23
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.446
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             672
_exptl_absorpt_coefficient_mu    3.619
_exptl_absorpt_correction_type   \y-scan
_exptl_absorpt_correction_T_min  0.140
_exptl_absorpt_correction_T_max  0.283
_exptl_absorpt_process_details   'North et al., 1968'

_exptl_special_details           
; 
? 
;

_diffrn_ambient_temperature      293(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  'STOE AED2 4-circle diffractometer'
_diffrn_measurement_method       2\q/\w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         2
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  60
_diffrn_standards_decay_%        1.5
_diffrn_reflns_number            6472
_diffrn_reflns_av_R_equivalents  0.0556
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.34
_diffrn_reflns_theta_max         59.60
_reflns_number_total             2219
_reflns_number_gt                2163
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'STADI4 (Stoe STADI4 Software, 1997)'
_computing_cell_refinement       'STADI4 (Stoe STADI4 Software 1997)'
_computing_data_reduction        'X-RED (Stoe STADI4 Software, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON99 (Spek, 1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'

_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^)+(0.0247P)^2^+0.4004P] 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    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.00282(18)
_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   0.01(3)
_refine_ls_number_reflns         2219
_refine_ls_number_parameters     184
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0808
_refine_ls_wR_factor_gt          0.0801
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_restrained_S_all      1.075
_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 -0.1058(4) -0.2020(2) -0.33808(12) 0.0541(6) Uani 1 1 d . . .
C2 C 0.0561(4) -0.1976(3) -0.38184(13) 0.0578(6) Uani 1 1 d . . .
H2A H 0.0895 -0.1273 -0.4027 0.069 Uiso 1 1 calc R . .
C3 C 0.1671(4) -0.2986(2) -0.39408(12) 0.0558(6) Uani 1 1 d . . .
C4 C 0.3380(5) -0.3065(3) -0.44373(16) 0.0713(8) Uani 1 1 d . . .
H4B H 0.4440 -0.2500 -0.4327 0.086 Uiso 1 1 calc R . .
H4A H 0.2858 -0.2869 -0.4869 0.086 Uiso 1 1 calc R . .
C5 C 0.4289(5) -0.4312(3) -0.44482(16) 0.0739(8) Uani 1 1 d . . .
H5A H 0.5445 -0.4422 -0.4747 0.089 Uiso 1 1 calc R . .
C6 C 0.2602(6) -0.5280(3) -0.44863(15) 0.0690(8) Uani 1 1 d . . .
C7 C 0.2433(5) -0.5088(3) -0.37219(14) 0.0622(7) Uani 1 1 d . . .
H7A H 0.2112 -0.5786 -0.3458 0.075 Uiso 1 1 calc R . .
C8 C 0.1174(4) -0.4013(2) -0.35949(12) 0.0546(6) Uani 1 1 d . . .
C9 C -0.0448(5) -0.3954(3) -0.31647(13) 0.0642(7) Uani 1 1 d . . .
H9A H -0.0780 -0.4635 -0.2934 0.077 Uiso 1 1 calc R . .
C10 C 0.4676(5) -0.4699(3) -0.37324(16) 0.0739(8) Uani 1 1 d . . .
H10B H 0.5648 -0.5340 -0.3687 0.089 Uiso 1 1 calc R . .
H10A H 0.4990 -0.4056 -0.3436 0.089 Uiso 1 1 calc R . .
C11 C 0.0707(7) -0.5078(4) -0.49026(15) 0.0888(11) Uani 1 1 d . . .
H11C H -0.0256 -0.5702 -0.4826 0.133 Uiso 1 1 calc R . .
H11B H 0.1083 -0.5067 -0.5358 0.133 Uiso 1 1 calc R . .
H11A H 0.0097 -0.4337 -0.4787 0.133 Uiso 1 1 calc R . .
C12 C 0.3529(7) -0.6500(3) -0.46477(19) 0.0941(11) Uani 1 1 d . . .
H12A H 0.3830 -0.6542 -0.5108 0.141 Uiso 1 1 calc R . .
H12B H 0.2568 -0.7106 -0.4535 0.141 Uiso 1 1 calc R . .
H12C H 0.4765 -0.6608 -0.4401 0.141 Uiso 1 1 calc R . .
C13 C -0.2378(5) -0.0959(3) -0.32691(12) 0.0607(7) Uani 1 1 d . . .
C14 C -0.4417(5) -0.1081(3) -0.30940(15) 0.0746(8) Uani 1 1 d . . .
H14A H -0.4974 -0.1822 -0.3013 0.090 Uiso 1 1 calc R . .
C15 C -0.5599(6) -0.0077(4) -0.30422(18) 0.0912(11) Uani 1 1 d . . .
H15A H -0.6983 -0.0138 -0.2944 0.109 Uiso 1 1 calc R . .
C16 C -0.4735(6) 0.1005(4) -0.31350(16) 0.0848(10) Uani 1 1 d . . .
H16A H -0.5492 0.1695 -0.3092 0.102 Uiso 1 1 calc R . .
C17 C -0.2690(6) 0.1029(3) -0.32946(14) 0.0706(8) Uani 1 1 d . . .
Br1 Br -0.13826(7) 0.25114(3) -0.34164(2) 0.1002(2) Uani 1 1 d . . .
N1 N -0.1576(4) -0.2998(2) -0.30544(11) 0.0632(6) Uani 1 1 d . . .
N2 N -0.1504(4) 0.0100(2) -0.33707(12) 0.0621(6) 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 0.0513(15) 0.0622(14) 0.0488(12) -0.0048(12) -0.0014(12) -0.0050(13)
C2 0.0554(15) 0.0578(14) 0.0601(14) 0.0032(12) 0.0019(14) -0.0030(14)
C3 0.0509(15) 0.0628(15) 0.0535(13) 0.0035(12) 0.0013(12) -0.0021(15)
C4 0.0666(18) 0.0701(17) 0.0773(17) 0.0080(15) 0.0201(17) 0.0076(17)
C5 0.0651(19) 0.0767(19) 0.0798(18) 0.0011(15) 0.0118(18) 0.0126(17)
C6 0.0718(19) 0.0691(18) 0.0662(16) -0.0084(14) -0.0053(16) 0.0122(17)
C7 0.0662(17) 0.0580(15) 0.0626(15) 0.0011(13) -0.0070(14) 0.0026(15)
C8 0.0531(15) 0.0594(14) 0.0512(12) 0.0003(11) -0.0071(12) -0.0108(13)
C9 0.0663(17) 0.0653(16) 0.0609(14) 0.0064(14) 0.0018(15) -0.0083(16)
C10 0.0625(18) 0.0711(19) 0.0881(19) 0.0014(16) -0.0110(18) 0.0046(16)
C11 0.097(3) 0.100(3) 0.0695(18) -0.0169(17) -0.019(2) 0.011(2)
C12 0.103(3) 0.081(2) 0.098(2) -0.0263(19) -0.005(3) 0.023(2)
C13 0.0569(15) 0.0770(19) 0.0482(13) -0.0126(13) 0.0002(12) -0.0006(15)
C14 0.0644(18) 0.091(2) 0.0689(17) -0.0181(17) 0.0138(16) -0.0050(19)
C15 0.067(2) 0.118(3) 0.089(2) -0.030(2) 0.0179(19) 0.014(2)
C16 0.080(2) 0.097(2) 0.078(2) -0.0331(19) -0.0011(19) 0.024(2)
C17 0.078(2) 0.0728(18) 0.0613(16) -0.0142(15) -0.0112(16) 0.0113(17)
Br1 0.1143(4) 0.0658(2) 0.1206(3) -0.0060(2) -0.0249(3) 0.0097(3)
N1 0.0586(14) 0.0739(14) 0.0572(12) -0.0028(11) 0.0086(12) -0.0082(13)
N2 0.0618(14) 0.0610(13) 0.0637(12) -0.0088(11) -0.0062(13) 0.0013(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 N1 1.337(4) . ?
C1 C2 1.386(4) . ?
C1 C13 1.498(4) . ?
C2 C3 1.378(4) . ?
C2 H2A 0.9300 . ?
C3 C8 1.400(4) . ?
C3 C4 1.511(4) . ?
C4 C5 1.534(4) . ?
C4 H4B 0.9700 . ?
C4 H4A 0.9700 . ?
C5 C10 1.545(4) . ?
C5 C6 1.558(5) . ?
C5 H5A 0.9800 . ?
C6 C11 1.520(5) . ?
C6 C12 1.546(4) . ?
C6 C7 1.578(4) . ?
C7 C8 1.494(4) . ?
C7 C10 1.532(5) . ?
C7 H7A 0.9800 . ?
C8 C9 1.379(4) . ?
C9 N1 1.331(4) . ?
C9 H9A 0.9300 . ?
C10 H10B 0.9700 . ?
C10 H10A 0.9700 . ?
C11 H11C 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11A 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 N2 1.346(4) . ?
C13 C14 1.388(5) . ?
C14 C15 1.381(5) . ?
C14 H14A 0.9300 . ?
C15 C16 1.364(5) . ?
C15 H15A 0.9300 . ?
C16 C17 1.377(5) . ?
C16 H16A 0.9300 . ?
C17 N2 1.317(4) . ?
C17 Br1 1.903(4) . ?

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
N1 C1 C2 123.0(3) . . ?
N1 C1 C13 116.4(2) . . ?
C2 C1 C13 120.6(2) . . ?
C3 C2 C1 119.3(3) . . ?
C3 C2 H2A 120.3 . . ?
C1 C2 H2A 120.3 . . ?
C2 C3 C8 118.5(2) . . ?
C2 C3 C4 124.1(3) . . ?
C8 C3 C4 117.4(3) . . ?
C3 C4 C5 110.5(2) . . ?
C3 C4 H4B 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C3 C4 H4A 109.5 . . ?
C5 C4 H4A 109.5 . . ?
H4B C4 H4A 108.1 . . ?
C4 C5 C10 108.2(3) . . ?
C4 C5 C6 112.1(3) . . ?
C10 C5 C6 87.9(2) . . ?
C4 C5 H5A 115.2 . . ?
C10 C5 H5A 115.2 . . ?
C6 C5 H5A 115.2 . . ?
C11 C6 C12 109.6(3) . . ?
C11 C6 C5 119.9(3) . . ?
C12 C6 C5 111.3(3) . . ?
C11 C6 C7 118.3(3) . . ?
C12 C6 C7 111.2(3) . . ?
C5 C6 C7 84.4(2) . . ?
C8 C7 C10 107.2(2) . . ?
C8 C7 C6 108.8(2) . . ?
C10 C7 C6 87.6(3) . . ?
C8 C7 H7A 116.5 . . ?
C10 C7 H7A 116.5 . . ?
C6 C7 H7A 116.5 . . ?
C9 C8 C3 117.3(3) . . ?
C9 C8 C7 125.0(3) . . ?
C3 C8 C7 117.6(3) . . ?
N1 C9 C8 125.0(3) . . ?
N1 C9 H9A 117.5 . . ?
C8 C9 H9A 117.5 . . ?
C7 C10 C5 86.5(2) . . ?
C7 C10 H10B 114.2 . . ?
C5 C10 H10B 114.2 . . ?
C7 C10 H10A 114.2 . . ?
C5 C10 H10A 114.2 . . ?
H10B C10 H10A 111.4 . . ?
C6 C11 H11C 109.5 . . ?
C6 C11 H11B 109.5 . . ?
H11C C11 H11B 109.5 . . ?
C6 C11 H11A 109.5 . . ?
H11C C11 H11A 109.5 . . ?
H11B C11 H11A 109.5 . . ?
C6 C12 H12A 109.5 . . ?
C6 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C6 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 122.5(3) . . ?
N2 C13 C1 116.6(3) . . ?
C14 C13 C1 120.9(3) . . ?
C15 C14 C13 118.4(4) . . ?
C15 C14 H14A 120.8 . . ?
C13 C14 H14A 120.8 . . ?
C16 C15 C14 120.0(3) . . ?
C16 C15 H15A 120.0 . . ?
C14 C15 H15A 120.0 . . ?
C15 C16 C17 116.9(4) . . ?
C15 C16 H16A 121.5 . . ?
C17 C16 H16A 121.5 . . ?
N2 C17 C16 125.8(4) . . ?
N2 C17 Br1 115.2(3) . . ?
C16 C17 Br1 119.0(3) . . ?
C9 N1 C1 116.8(2) . . ?
C17 N2 C13 116.4(3) . . ?

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
N1 C1 C2 C3 1.7(4) . . . . ?
C13 C1 C2 C3 -176.1(2) . . . . ?
C1 C2 C3 C8 -2.7(4) . . . . ?
C1 C2 C3 C4 176.1(3) . . . . ?
C2 C3 C4 C5 179.9(3) . . . . ?
C8 C3 C4 C5 -1.3(4) . . . . ?
C3 C4 C5 C10 -47.2(4) . . . . ?
C3 C4 C5 C6 48.0(4) . . . . ?
C4 C5 C6 C11 37.8(4) . . . . ?
C10 C5 C6 C11 146.6(3) . . . . ?
C4 C5 C6 C12 167.6(3) . . . . ?
C10 C5 C6 C12 -83.6(3) . . . . ?
C4 C5 C6 C7 -81.8(3) . . . . ?
C10 C5 C6 C7 27.0(2) . . . . ?
C11 C6 C7 C8 -41.1(4) . . . . ?
C12 C6 C7 C8 -169.2(3) . . . . ?
C5 C6 C7 C8 80.1(3) . . . . ?
C11 C6 C7 C10 -148.4(3) . . . . ?
C12 C6 C7 C10 83.5(3) . . . . ?
C5 C6 C7 C10 -27.3(2) . . . . ?
C2 C3 C8 C9 1.9(4) . . . . ?
C4 C3 C8 C9 -177.0(3) . . . . ?
C2 C3 C8 C7 -178.4(2) . . . . ?
C4 C3 C8 C7 2.7(4) . . . . ?
C10 C7 C8 C9 -136.0(3) . . . . ?
C6 C7 C8 C9 130.6(3) . . . . ?
C10 C7 C8 C3 44.3(3) . . . . ?
C6 C7 C8 C3 -49.1(4) . . . . ?
C3 C8 C9 N1 0.1(4) . . . . ?
C7 C8 C9 N1 -179.6(3) . . . . ?
C8 C7 C10 C5 -81.5(3) . . . . ?
C6 C7 C10 C5 27.4(2) . . . . ?
C4 C5 C10 C7 84.8(3) . . . . ?
C6 C5 C10 C7 -27.8(2) . . . . ?
N1 C1 C13 N2 154.9(2) . . . . ?
C2 C1 C13 N2 -27.2(4) . . . . ?
N1 C1 C13 C14 -27.5(4) . . . . ?
C2 C1 C13 C14 150.4(3) . . . . ?
N2 C13 C14 C15 2.0(4) . . . . ?
C1 C13 C14 C15 -175.5(3) . . . . ?
C13 C14 C15 C16 -2.8(5) . . . . ?
C14 C15 C16 C17 1.6(5) . . . . ?
C15 C16 C17 N2 0.6(5) . . . . ?
C15 C16 C17 Br1 -179.0(3) . . . . ?
C8 C9 N1 C1 -1.2(4) . . . . ?
C2 C1 N1 C9 0.3(4) . . . . ?
C13 C1 N1 C9 178.1(2) . . . . ?
C16 C17 N2 C13 -1.4(4) . . . . ?
Br1 C17 N2 C13 178.18(19) . . . . ?
C14 C13 N2 C17 0.1(4) . . . . ?
C1 C13 N2 C17 177.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        59.60
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.174
_refine_diff_density_min         -0.205
_refine_diff_density_rms         0.037

#==============================================END