# 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
'Satoshi Yamauchi'
'Hidemitsu Uno'

_publ_contact_author_name        'Satoshi Yamauchi'
_publ_contact_author_address     
;
Department of Agriculture, Ehime University, 3-5-7 Tarumi, 
Matsuyama 790-8566,
Japan
;
_publ_contact_author_email       'syamauch@agr.ehime-u.ac.jp '
_publ_contact_author_fax         ' +81-89-977-4364 '
_publ_contact_author_phone       ' +81-89-946-9846 '

_publ_requested_journal          'Organic & Biomolecular Chemistry'
#-----------------------------------------------------------------
#------------
# TITLE AND AUTHOR LIST
_publ_section_title              
;
First Synthesis of Optically Active Neolignan, Morinol C and D
;

#-----------------------------------------------------------------
#------------
data_Butyrolactone
_database_code_CSD               199073

_audit_creation_date             'Sat Mar 9 10:07:39 2002'
_audit_creation_method           'by teXsan'

#-----------------------------------------------------------------
#------------
# CHEMICAL DATA
_chemical_formula_sum            'C33 H32 O7'
_chemical_formula_moiety         'C33 H32 O7'
_chemical_formula_weight         540.61
_chemical_melting_point          ?
#-----------------------------------------------------------------
#------------
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P 1         '
_symmetry_Int_Tables_number      1
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
_cell_length_a                   8.962(2)
_cell_length_b                   8.981(2)
_cell_length_c                   19.587(4)
_cell_angle_alpha                82.32(2)
_cell_angle_beta                 88.22(2)
_cell_angle_gamma                66.69(2)
_cell_volume                     1434.5(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    23
_cell_measurement_theta_min      11.1
_cell_measurement_theta_max      12.9
_cell_measurement_temperature    298.2
#-----------------------------------------------------------------
#------------
_exptl_crystal_description       Plate
_exptl_crystal_colour            Colorless
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.130
_exptl_crystal_density_diffrn    1.251
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             572
_exptl_absorpt_coefficient_mu    0.087
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min  0.982
_exptl_absorpt_correction_T_max  0.999
#-----------------------------------------------------------------
#------------
# EXPERIMENTAL DATA
_diffrn_radiation_type           'Mo Ka'
_diffrn_radiation_wavelength     0.7107
_diffrn_measurement_device_type  'Rigaku AFC5R'
_diffrn_measurement_method       w-2q
_diffrn_reflns_number            7037
_diffrn_reflns_av_R_equivalents  0.042
_diffrn_reflns_theta_max         27.51
_diffrn_measured_fraction_theta_max 1.0669
_diffrn_reflns_theta_full        27.51
_diffrn_measured_fraction_theta_full 1.0669
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        0.93
#-----------------------------------------------------------------
#------------
# REFINEMENT DATA
_refine_special_details          
;

Refinement using reflections with F^2^ > -10.0 sigma(F^2^). The 
weighted
R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor 
(gt) are
based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is 
used only
for calculating R-factor (gt). This compound is tend to form twin 
crystals
which share the a-b plane. Therefore, the following reflections are 
removed
from the refinement:
h=0, k=0, l=n
The sum of h and k indices is no more than 5 and the ratio of 
background
counts is greater than 1.5.
Coordinates of the hydroxlic protons are refined and the averaged 
Beq/Biso
Values of all atoms are used for their Biso values. Others are placed 
at the
calculated positions with 1.2 Beq of the attached carbons.
Thermal movement of the methyl groups (C33 and C66) is treated as 
disordered
two methyl groups (C33a, C33b, C66a, and C66b) with the same 
occupancy (0.5)
and two hydrogen atoms are shared by the disordered methyl groups
(H33a and H33b for C33a and C33b, H66a and H66b for C66a and 
C66b).
Therefore, some angles and distances concerning with these 
hydrogen atoms
are largely deviated from the usual values.
;
_reflns_number_total             7033
_reflns_number_gt                4362
_reflns_threshold_expression     F^2^>2.0s(F^2^)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0581
_refine_ls_wR_factor_ref         0.1486
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         6970
_refine_ls_number_parameters     732
_refine_ls_goodness_of_fit_ref   1.207
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[s^2^(Fo^2^) + (0.05000(Max(Fo^2^,0) + 2Fc^2^)/3)^2^]'
_refine_ls_shift/su_max          0.0000
_refine_diff_density_max         0.59
_refine_diff_density_min         -0.56
_refine_ls_extinction_method     'Zachariasen(1967) type 2 Gaussian isotropic'
_refine_ls_extinction_coef       0.023(3)
_refine_ls_abs_structure_details 
;
This compound was prepared from the pentose absolute 
stereochemistry of which
was known.
;

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H H 0.000 0.000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
O O 0.011 0.006
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;

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
O1 O 0.601(1) -0.071(1) 0.3227(5) 0.0430(10) Uani 1.00 d . . .
O2 O 0.431(1) -0.113(1) 0.3993(5) 0.053(1) Uani 1.00 d . . .
O3 O 0.725(1) 0.230(1) 0.3712(5) 0.050(1) Uani 1.00 d . . .
O4 O 0.5733(10) 0.180(1) 0.2048(4) 0.0331(8) Uani 1.00 d . . .
O5 O 0.427(1) 0.301(1) 0.4853(5) 0.045(1) Uani 1.00 d . . .
O6 O 0.0831(10) 0.735(1) 0.2953(5) 0.059(1) Uani 1.00 d . . .
O7 O -0.1242(10) 0.631(1) 0.2552(5) 0.053(1) Uani 1.00 d . . .
O8 O 1.0669(10) 0.292(1) 0.5953(5) 0.0450(10) Uani 1.00 d . . .
O9 O 1.0791(10) 0.493(1) 0.5193(5) 0.052(1) Uani 1.00 d . . .
O10 O 0.747(1) 0.187(1) 0.5476(5) 0.048(1) Uani 1.00 d . . .
O11 O 0.8635(10) 0.271(1) 0.7141(4) 0.0342(8) Uani 1.00 d . . .
O12 O 0.631(1) 0.528(1) 0.4337(5) 0.045(1) Uani 1.00 d . . .
O13 O 0.271(1) 0.797(1) 0.6257(5) 0.061(1) Uani 1.00 d . . .
O14 O 0.394(1) 0.987(1) 0.6669(5) 0.056(1) Uani 1.00 d . . .
C1 C 0.511(1) -0.037(1) 0.3788(5) 0.038(1) Uani 1.00 d . . .
C2 C 0.534(1) 0.098(1) 0.4104(5) 0.032(1) Uani 1.00 d . . .
C3 C 0.609(1) 0.173(1) 0.3511(5) 0.033(1) Uani 1.00 d . . .
C4 C 0.698(1) 0.028(1) 0.3121(5) 0.036(1) Uani 1.00 d . . .
C5 C 0.722(1) 0.062(1) 0.2365(5) 0.037(1) Uani 1.00 d . . .
C6 C 0.380(1) 0.208(1) 0.4423(5) 0.036(1) Uani 1.00 d . . .
C7 C 0.248(1) 0.316(1) 0.3905(5) 0.033(1) Uani 1.00 d . . .
C8 C 0.232(1) 0.475(1) 0.3664(5) 0.036(1) Uani 1.00 d . . .
C9 C 0.107(1) 0.577(1) 0.3212(5) 0.038(1) Uani 1.00 d . . .
C10 C -0.005(1) 0.521(1) 0.2990(5) 0.038(1) Uani 1.00 d . . .
C11 C 0.013(1) 0.363(1) 0.3212(5) 0.041(1) Uani 1.00 d . . .
C12 C 0.136(1) 0.261(1) 0.3679(5) 0.039(1) Uani 1.00 d . . .
C13 C 0.564(1) 0.191(1) 0.1303(5) 0.0294(9) Uani 1.00 d . . .
C14 C 0.411(1) 0.345(1) 0.1079(5) 0.029(1) Uani 1.00 d . . .
C15 C 0.306(1) 0.435(1) 0.1542(5) 0.044(1) Uani 1.00 d . . .
C16 C 0.165(1) 0.571(1) 0.1303(5) 0.050(1) Uani 1.00 d . . .
C17 C 0.130(1) 0.616(1) 0.0621(5) 0.047(1) Uani 1.00 d . . .
C18 C 0.235(1) 0.527(1) 0.0151(5) 0.048(1) Uani 1.00 d . . .
C19 C 0.374(1) 0.393(1) 0.0384(5) 0.039(1) Uani 1.00 d . . .
C20 C 0.531(1) 0.046(1) 0.1107(5) 0.036(1) Uani 1.00 d . . .
C21 C 0.442(1) -0.018(1) 0.1542(5) 0.046(2) Uani 1.00 d . . .
C22 C 0.395(1) -0.138(1) 0.1359(5) 0.058(2) Uani 1.00 d . . .
C23 C 0.438(1) -0.195(1) 0.0732(6) 0.063(2) Uani 1.00 d . . .
C24 C 0.527(1) -0.132(1) 0.0293(5) 0.063(2) Uani 1.00 d . . .
C25 C 0.572(1) -0.010(1) 0.0466(5) 0.051(2) Uani 1.00 d . . .
C26 C 0.718(1) 0.207(1) 0.0995(5) 0.032(1) Uani 1.00 d . . .
C27 C 0.854(1) 0.075(1) 0.0862(5) 0.052(2) Uani 1.00 d . . .
C28 C 0.996(1) 0.092(1) 0.0650(5) 0.070(2) Uani 1.00 d . . .
C29 C 1.003(1) 0.242(1) 0.0571(6) 0.067(2) Uani 1.00 d . . .
C30 C 0.868(1) 0.375(1) 0.0705(5) 0.063(2) Uani 1.00 d . . .
C31 C 0.727(1) 0.358(1) 0.0921(5) 0.045(1) Uani 1.00 d . . .
C32 C 0.191(1) 0.800(1) 0.3198(6) 0.080(2) Uani 1.00 d . . .
C33a C -0.259(2) 0.578(2) 0.2458(8) 0.044(3) Uiso 0.50 d P . .
C33b C -0.221(2) 0.577(2) 0.2194(9) 0.063(4) Uiso 0.50 d P . .
C34 C 1.011(1) 0.403(1) 0.5394(5) 0.039(1) Uani 1.00 d . . .
C35 C 0.865(1) 0.391(1) 0.5084(5) 0.033(1) Uani 1.00 d . . .
C36 C 0.812(1) 0.296(1) 0.5671(5) 0.031(1) Uani 1.00 d . . .
C37 C 0.742(1) 0.558(1) 0.4759(5) 0.035(1) Uani 1.00 d . . .
C38 C 0.973(1) 0.192(1) 0.6060(5) 0.035(1) Uani 1.00 d . . .
C39 C 0.968(1) 0.137(1) 0.6810(5) 0.036(1) Uani 1.00 d . . .
C40 C 0.652(1) 0.671(1) 0.5289(5) 0.035(1) Uani 1.00 d . . .
C41 C 0.503(1) 0.676(1) 0.5537(5) 0.035(1) Uani 1.00 d . . .
C42 C 0.420(1) 0.782(1) 0.5995(5) 0.041(1) Uani 1.00 d . . .
C43 C 0.487(1) 0.884(1) 0.6226(5) 0.042(1) Uani 1.00 d . . .
C44 C 0.634(1) 0.878(1) 0.5983(5) 0.043(1) Uani 1.00 d . . .
C45 C 0.717(1) 0.772(1) 0.5518(5) 0.039(1) Uani 1.00 d . . .
C46 C 0.883(1) 0.251(1) 0.7884(5) 0.0307(10) Uani 1.00 d . . .
C47 C 0.879(1) 0.086(1) 0.8186(5) 0.036(1) Uani 1.00 d . . .
C48 C 0.731(1) 0.074(1) 0.8319(5) 0.051(2) Uani 1.00 d . . .
C49 C 0.724(1) -0.075(1) 0.8518(6) 0.075(2) Uani 1.00 d . . .
C50 C 0.863(1) -0.216(1) 0.8607(6) 0.077(2) Uani 1.00 d . . .
C51 C 1.011(1) -0.206(1) 0.8480(5) 0.068(2) Uani 1.00 d . . .
C52 C 1.019(1) -0.058(1) 0.8267(5) 0.047(1) Uani 1.00 d . . .
C53 C 1.038(1) 0.275(1) 0.8071(5) 0.037(1) Uani 1.00 d . . .
C54 C 1.085(1) 0.383(1) 0.7635(5) 0.049(2) Uani 1.00 d . . .
C55 C 1.215(1) 0.418(1) 0.7821(5) 0.060(2) Uani 1.00 d . . .
C56 C 1.296(1) 0.351(1) 0.8434(6) 0.061(2) Uani 1.00 d . . .
C57 C 1.250(1) 0.244(1) 0.8860(5) 0.064(2) Uani 1.00 d . . .
C58 C 1.121(1) 0.206(1) 0.8687(5) 0.048(2) Uani 1.00 d . . .
C59 C 0.739(1) 0.395(1) 0.8123(5) 0.030(1) Uani 1.00 d . . .
C60 C 0.720(1) 0.408(1) 0.8829(5) 0.039(1) Uani 1.00 d . . .
C61 C 0.595(1) 0.538(1) 0.9056(5) 0.043(1) Uani 1.00 d . . .
C62 C 0.486(1) 0.658(1) 0.8600(5) 0.043(1) Uani 1.00 d . . .
C63 C 0.503(1) 0.648(1) 0.7901(5) 0.046(1) Uani 1.00 d . . .
C64 C 0.628(1) 0.517(1) 0.7664(5) 0.042(1) Uani 1.00 d . . .
C65 C 0.196(1) 0.702(1) 0.6015(6) 0.083(3) Uani 1.00 d . . .
C66a C 0.449(2) 1.115(2) 0.6762(8) 0.052(3) Uiso 0.50 d P . .
C66b C 0.465(2) 1.065(2) 0.7046(9) 0.066(4) Uiso 0.50 d P . .
H2 H 0.6163 0.0471 0.4458 0.0389 Uiso 1.00 calc . . .
H3 H 0.5277 0.2574 0.3223 0.0397 Uiso 1.00 calc . . .
H3O H 0.682(8) 0.302(8) 0.393(3) 0.0722 Uiso 1.00 calc . . .
H4 H 0.8031 -0.0336 0.3335 0.0435 Uiso 1.00 calc . . .
H5O H 0.342(8) 0.362(8) 0.503(3) 0.0722 Uiso 1.00 calc . . .
H5a H 0.7547 -0.0362 0.2161 0.0440 Uiso 1.00 calc . . .
H5b H 0.8060 0.1035 0.2295 0.0440 Uiso 1.00 calc . . .
H6 H 0.3401 0.1403 0.4709 0.0430 Uiso 1.00 calc . . .
H8 H 0.3108 0.5138 0.3809 0.0435 Uiso 1.00 calc . . .
H10O H 0.663(8) 0.216(8) 0.528(3) 0.0722 Uiso 1.00 calc . . .
H11 H -0.0589 0.3228 0.3041 0.0494 Uiso 1.00 calc . . .
H12 H 0.1462 0.1540 0.3839 0.0470 Uiso 1.00 calc . . .
H12O H 0.573(7) 0.623(8) 0.411(3) 0.0722 Uiso 1.00 calc . . .
H15 H 0.3314 0.4045 0.2020 0.0530 Uiso 1.00 calc . . .
H16 H 0.0951 0.6324 0.1622 0.0606 Uiso 1.00 calc . . .
H17 H 0.0353 0.7073 0.0461 0.0566 Uiso 1.00 calc . . .
H18 H 0.2139 0.5577 -0.0333 0.0581 Uiso 1.00 calc . . .
H19 H 0.4474 0.3333 0.0056 0.0473 Uiso 1.00 calc . . .
H21 H 0.4137 0.0201 0.1973 0.0557 Uiso 1.00 calc . . .
H22 H 0.3344 -0.1800 0.1663 0.0702 Uiso 1.00 calc . . .
H23 H 0.4083 -0.2771 0.0602 0.0755 Uiso 1.00 calc . . .
H24 H 0.5611 -0.1723 -0.0139 0.0751 Uiso 1.00 calc . . .
H25 H 0.6326 0.0349 0.0147 0.0617 Uiso 1.00 calc . . .
H27 H 0.8532 -0.0306 0.0912 0.0625 Uiso 1.00 calc . . .
H28 H 1.0909 -0.0006 0.0557 0.0838 Uiso 1.00 calc . . .
H29 H 1.1022 0.2538 0.0422 0.0802 Uiso 1.00 calc . . .
H30 H 0.8732 0.4807 0.0643 0.0761 Uiso 1.00 calc . . .
H31 H 0.6378 0.4517 0.1018 0.0536 Uiso 1.00 calc . . .
H32a H 0.1814 0.8981 0.2908 0.0956 Uiso 1.00 calc . . .
H32b H 0.3016 0.7224 0.3185 0.0956 Uiso 1.00 calc . . .
H32c H 0.1666 0.8226 0.3654 0.0956 Uiso 1.00 calc . . .
H33ac H -0.3154 0.5810 0.2871 0.0530 Uiso 0.50 calc P . .
H33a H -0.2127 0.4744 0.2416 0.0755 Uiso 1.00 calc . . .
H33bc H -0.1812 0.5656 0.1734 0.0755 Uiso 0.50 calc P . .
H33b H -0.3284 0.6542 0.2176 0.0755 Uiso 1.00 calc . . .
H35 H 0.9041 0.3240 0.4724 0.0400 Uiso 1.00 calc . . .
H36 H 0.7402 0.3683 0.5954 0.0375 Uiso 1.00 calc . . .
H37 H 0.8010 0.6100 0.4465 0.0420 Uiso 1.00 calc . . .
H38 H 1.0277 0.0974 0.5834 0.0425 Uiso 1.00 calc . . .
H39a H 1.0763 0.0965 0.7004 0.0434 Uiso 1.00 calc . . .
H39b H 0.9300 0.0525 0.6868 0.0434 Uiso 1.00 calc . . .
H41 H 0.4605 0.6052 0.5385 0.0421 Uiso 1.00 calc . . .
H44 H 0.6812 0.9470 0.6133 0.0516 Uiso 1.00 calc . . .
H45 H 0.8210 0.7699 0.5351 0.0463 Uiso 1.00 calc . . .
H48 H 0.6356 0.1702 0.8268 0.0609 Uiso 1.00 calc . . .
H49 H 0.6229 -0.0816 0.8592 0.0896 Uiso 1.00 calc . . .
H50 H 0.8589 -0.3185 0.8751 0.0923 Uiso 1.00 calc . . .
H51 H 1.1093 -0.3031 0.8537 0.0815 Uiso 1.00 calc . . .
H52 H 1.1240 -0.0528 0.8170 0.0570 Uiso 1.00 calc . . .
H54 H 1.0305 0.4323 0.7204 0.0583 Uiso 1.00 calc . . .
H55 H 1.2485 0.4909 0.7511 0.0725 Uiso 1.00 calc . . .
H56 H 1.3850 0.3774 0.8559 0.0733 Uiso 1.00 calc . . .
H57 H 1.3097 0.1937 0.9281 0.0771 Uiso 1.00 calc . . .
H58 H 1.0915 0.1329 0.8992 0.0577 Uiso 1.00 calc . . .
H60 H 0.7961 0.3259 0.9150 0.0471 Uiso 1.00 calc . . .
H61 H 0.5869 0.5454 0.9533 0.0515 Uiso 1.00 calc . . .
H62 H 0.4010 0.7466 0.8760 0.0511 Uiso 1.00 calc . . .
H63 H 0.4303 0.7319 0.7579 0.0552 Uiso 1.00 calc . . .
H64 H 0.6399 0.5111 0.7180 0.0504 Uiso 1.00 calc . . .
H65a H 0.2713 0.5906 0.6058 0.0993 Uiso 1.00 calc . . .
H65b H 0.1662 0.7399 0.5541 0.0993 Uiso 1.00 calc . . .
H65c H 0.1040 0.7118 0.6275 0.0993 Uiso 1.00 calc . . .
H66ac H 0.4286 1.1910 0.6349 0.0622 Uiso 0.50 calc P . .
H66a H 0.3899 1.1721 0.7086 0.0792 Uiso 1.00 calc . . .
H66bc H 0.4988 1.0045 0.7488 0.0792 Uiso 0.50 calc P . .
H66b H 0.5590 1.0707 0.6810 0.0792 Uiso 1.00 calc . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.056(2) 0.033(2) 0.046(2) -0.023(2) 0.000(1) -0.007(2)
O2 0.061(2) 0.048(2) 0.060(3) -0.038(2) -0.003(2) 0.007(2)
O3 0.046(2) 0.066(3) 0.060(3) -0.039(2) 0.012(2) -0.030(2)
O4 0.030(2) 0.034(2) 0.029(1) -0.005(1) 0.001(1) -0.009(1)
O5 0.039(2) 0.065(3) 0.037(2) -0.022(2) -0.002(2) -0.020(2)
O6 0.056(2) 0.039(2) 0.078(3) -0.014(2) -0.013(2) -0.002(2)
O7 0.038(2) 0.049(2) 0.065(2) -0.007(2) -0.021(2) -0.009(2)
O8 0.031(2) 0.058(2) 0.049(2) -0.022(2) -0.001(1) -0.004(2)
O9 0.053(2) 0.065(3) 0.057(2) -0.041(2) 0.017(2) -0.019(2)
O10 0.054(2) 0.045(2) 0.054(2) -0.032(2) -0.019(2) 0.002(2)
O11 0.035(2) 0.031(2) 0.030(1) -0.005(1) -0.004(1) -0.006(1)
O12 0.059(2) 0.037(2) 0.038(2) -0.018(2) -0.017(2) -0.004(2)
O13 0.042(2) 0.067(3) 0.072(3) -0.018(2) 0.009(2) -0.021(2)
O14 0.052(2) 0.044(2) 0.069(3) -0.009(2) 0.005(2) -0.033(2)
C1 0.038(3) 0.030(2) 0.041(2) -0.010(2) -0.015(2) 0.005(2)
C2 0.035(2) 0.036(2) 0.028(2) -0.016(2) -0.005(2) 0.000(2)
C3 0.036(2) 0.031(2) 0.031(2) -0.013(2) -0.001(2) -0.001(2)
C4 0.035(2) 0.032(2) 0.037(2) -0.008(2) -0.005(2) -0.005(2)
C5 0.039(2) 0.032(2) 0.036(2) -0.011(2) -0.004(2) -0.004(2)
C6 0.034(2) 0.046(3) 0.030(2) -0.019(2) 0.000(2) -0.002(2)
C7 0.025(2) 0.042(2) 0.031(2) -0.012(2) 0.003(2) -0.008(2)
C8 0.028(2) 0.044(2) 0.041(3) -0.016(2) -0.001(2) -0.012(2)
C9 0.033(2) 0.040(2) 0.041(3) -0.013(2) 0.001(2) -0.008(2)
C10 0.027(2) 0.042(2) 0.044(3) -0.008(2) 0.004(2) -0.017(2)
C11 0.032(2) 0.048(2) 0.048(3) -0.018(2) -0.004(2) -0.013(2)
C12 0.039(3) 0.043(3) 0.042(3) -0.022(2) -0.003(2) -0.005(2)
C13 0.027(2) 0.029(2) 0.028(2) -0.007(2) 0.003(2) -0.004(2)
C14 0.031(2) 0.026(2) 0.033(2) -0.013(2) -0.003(2) -0.004(2)
C15 0.042(3) 0.045(3) 0.036(3) -0.007(2) 0.002(2) -0.006(2)
C16 0.041(3) 0.042(3) 0.057(2) -0.003(2) 0.009(2) -0.012(2)
C17 0.034(3) 0.036(3) 0.062(2) -0.005(2) -0.010(2) 0.002(2)
C18 0.044(3) 0.044(3) 0.051(3) -0.013(2) -0.013(2) 0.002(2)
C19 0.042(3) 0.043(3) 0.032(2) -0.014(2) -0.001(2) -0.009(2)
C20 0.036(3) 0.027(2) 0.039(2) -0.007(2) -0.011(2) -0.002(2)
C21 0.042(3) 0.051(3) 0.050(3) -0.024(2) -0.003(2) -0.002(2)
C22 0.051(3) 0.049(3) 0.082(4) -0.032(3) -0.018(3) 0.011(3)
C23 0.061(4) 0.038(3) 0.094(4) -0.021(3) -0.024(3) -0.012(3)
C24 0.078(4) 0.052(4) 0.065(4) -0.026(3) -0.006(3) -0.030(3)
C25 0.066(4) 0.049(3) 0.042(3) -0.024(3) 0.000(3) -0.014(2)
C26 0.029(2) 0.042(2) 0.029(2) -0.017(2) -0.001(2) -0.009(2)
C27 0.040(2) 0.048(3) 0.062(4) -0.010(2) 0.009(2) -0.013(3)
C28 0.035(3) 0.095(4) 0.072(4) -0.017(3) 0.015(3) -0.018(4)
C29 0.043(3) 0.106(4) 0.064(4) -0.044(3) 0.011(3) -0.010(4)
C30 0.059(3) 0.082(4) 0.071(4) -0.051(3) 0.006(3) -0.011(3)
C31 0.047(3) 0.045(3) 0.049(3) -0.025(3) -0.005(2) -0.007(3)
C32 0.077(5) 0.057(4) 0.120(6) -0.044(4) -0.031(4) 0.001(4)
C34 0.031(2) 0.048(3) 0.038(2) -0.012(2) 0.013(2) -0.025(2)
C35 0.032(2) 0.038(2) 0.029(2) -0.012(2) 0.006(2) -0.010(2)
C36 0.028(2) 0.035(2) 0.029(2) -0.009(2) 0.001(2) -0.010(2)
C37 0.049(3) 0.036(2) 0.024(2) -0.020(2) -0.003(2) -0.003(2)
C38 0.034(2) 0.036(3) 0.034(2) -0.010(2) -0.002(2) -0.007(2)
C39 0.035(2) 0.033(2) 0.034(2) -0.005(2) -0.005(2) -0.004(2)
C40 0.041(2) 0.030(2) 0.032(2) -0.013(2) -0.003(2) -0.005(2)
C41 0.043(2) 0.030(2) 0.033(3) -0.016(2) -0.009(2) -0.002(2)
C42 0.039(2) 0.030(3) 0.048(3) -0.007(2) -0.003(2) -0.007(2)
C43 0.047(2) 0.028(2) 0.045(3) -0.008(2) -0.011(2) -0.002(2)
C44 0.051(3) 0.032(3) 0.050(3) -0.019(2) -0.003(2) -0.013(2)
C45 0.045(3) 0.035(3) 0.043(3) -0.022(2) 0.000(2) -0.008(2)
C46 0.030(2) 0.031(2) 0.029(2) -0.010(2) -0.002(2) -0.005(2)
C47 0.042(2) 0.034(2) 0.030(3) -0.014(2) -0.005(2) -0.004(2)
C48 0.044(3) 0.051(3) 0.060(4) -0.021(3) 0.005(3) -0.009(3)
C49 0.084(4) 0.057(3) 0.103(6) -0.049(3) 0.013(4) -0.013(4)
C50 0.106(4) 0.047(3) 0.089(5) -0.045(3) -0.002(4) 0.002(3)
C51 0.088(4) 0.029(3) 0.070(4) -0.008(3) -0.017(3) 0.006(3)
C52 0.043(3) 0.038(2) 0.052(3) -0.008(2) -0.008(2) 0.001(2)
C53 0.029(2) 0.038(3) 0.044(2) -0.009(2) 0.002(2) -0.019(2)
C54 0.053(3) 0.047(3) 0.055(3) -0.027(3) 0.010(2) -0.015(2)
C55 0.051(3) 0.076(4) 0.078(3) -0.042(3) 0.027(2) -0.044(3)
C56 0.036(3) 0.071(4) 0.090(4) -0.022(3) 0.008(3) -0.055(3)
C57 0.039(3) 0.075(4) 0.079(4) -0.016(3) -0.019(3) -0.029(3)
C58 0.044(3) 0.052(3) 0.050(3) -0.020(3) -0.009(2) -0.007(2)
C59 0.026(2) 0.030(2) 0.036(2) -0.012(2) 0.004(2) -0.008(2)
C60 0.043(3) 0.038(3) 0.034(2) -0.014(2) -0.005(2) -0.002(2)
C61 0.045(3) 0.049(3) 0.040(3) -0.022(2) 0.006(2) -0.016(2)
C62 0.034(2) 0.041(3) 0.053(2) -0.014(2) 0.013(2) -0.015(2)
C63 0.041(3) 0.032(3) 0.050(2) 0.000(2) -0.007(2) -0.001(2)
C64 0.042(3) 0.038(3) 0.036(3) -0.006(2) 0.000(2) -0.003(2)
C65 0.068(4) 0.104(6) 0.112(6) -0.060(4) 0.019(4) -0.053(5)
#-----------------------------------------------------------------
#------------
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_structure_solution    SIR92
_computing_structure_refinement  'teXsan Ver. 1.10'
_computing_publication_material  'teXsan Ver. 1.11'
#-----------------------------------------------------------------
#------------
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.338(13) . . yes
O1 C4 1.463(13) . . yes
O2 C1 1.199(13) . . yes
O3 C3 1.414(13) . . yes
O3 H3O 0.79(7) . . yes
O4 C5 1.429(13) . . yes
O4 C13 1.453(13) . . yes
O5 C6 1.440(13) . . yes
O5 H5O 0.84(7) . . yes
O6 C9 1.372(13) . . yes
O6 C32 1.432(14) . . yes
O7 C10 1.360(13) . . yes
O7 C33a 1.49(1) . . yes
O7 C33b 1.39(2) . . yes
O8 C34 1.338(13) . . yes
O8 C38 1.454(13) . . yes
O9 C34 1.213(13) . . yes
O10 C36 1.417(13) . . yes
O10 H10O 0.78(7) . . yes
O11 C39 1.426(13) . . yes
O11 C46 1.450(13) . . yes
O12 C37 1.438(14) . . yes
O12 H12O 0.87(7) . . yes
O13 C42 1.372(13) . . yes
O13 C65 1.413(14) . . yes
O14 C43 1.366(13) . . yes
O14 C66a 1.46(1) . . yes
O14 C66b 1.40(2) . . yes
C1 C2 1.516(13) . . yes
C2 C3 1.535(13) . . yes
C2 C6 1.523(13) . . yes
C2 H2 0.956 . . no
C3 C4 1.525(13) . . yes
C3 H3 0.946 . . no
C4 C5 1.498(14) . . yes
C4 H4 0.960 . . no
C5 H5a 0.952 . . no
C5 H5b 0.966 . . no
C6 C7 1.508(13) . . yes
C6 H6 0.936 . . no
C7 C8 1.395(13) . . yes
C7 C12 1.382(13) . . yes
C8 C9 1.383(13) . . yes
C8 H8 0.962 . . no
C9 C10 1.397(13) . . yes
C10 C11 1.372(14) . . yes
C11 C12 1.393(13) . . yes
C11 H11 0.938 . . no
C12 H12 0.943 . . no
C13 C14 1.536(13) . . yes
C13 C20 1.537(13) . . yes
C13 C26 1.543(13) . . yes
C14 C15 1.377(13) . . yes
C14 C19 1.381(13) . . yes
C15 C16 1.406(14) . . yes
C15 H15 0.946 . . no
C16 C17 1.353(13) . . yes
C16 H16 0.938 . . no
C17 C18 1.387(14) . . yes
C17 H17 0.942 . . no
C18 C19 1.378(13) . . yes
C18 H18 0.954 . . no
C19 H19 0.962 . . no
C20 C21 1.372(14) . . yes
C20 C25 1.401(14) . . yes
C21 C22 1.390(14) . . yes
C21 H21 0.942 . . no
C22 C23 1.38(1) . . yes
C22 H22 0.934 . . no
C23 C24 1.37(1) . . yes
C23 H23 0.942 . . no
C24 C25 1.388(14) . . yes
C24 H24 0.958 . . no
C25 H25 0.966 . . no
C26 C27 1.374(13) . . yes
C26 C31 1.384(14) . . yes
C27 C28 1.387(14) . . yes
C27 H27 0.943 . . no
C28 C29 1.35(1) . . yes
C28 H28 0.960 . . no
C29 C30 1.38(1) . . yes
C29 H29 0.968 . . no
C30 C31 1.372(14) . . yes
C30 H30 0.957 . . no
C31 H31 0.940 . . no
C32 H32a 0.957 . . no
C32 H32b 0.963 . . no
C32 H32c 0.942 . . no
C33a H33ac 0.936 . . no
C33a H33a 0.873 . . no
C33a H33b 0.859 . . no
C33b H33a 0.943 . . no
C33b H33bc 0.962 . . no
C33b H33b 0.937 . . no
C34 C35 1.506(13) . . yes
C35 C36 1.520(13) . . yes
C35 C37 1.529(13) . . yes
C35 H35 0.956 . . no
C36 C38 1.531(13) . . yes
C36 H36 0.939 . . no
C37 C40 1.528(13) . . yes
C37 H37 0.965 . . no
C38 C39 1.491(13) . . yes
C38 H38 0.956 . . no
C39 H39a 0.962 . . no
C39 H39b 0.938 . . no
C40 C41 1.392(13) . . yes
C40 C45 1.388(13) . . yes
C41 C42 1.375(13) . . yes
C41 H41 0.941 . . no
C42 C43 1.403(14) . . yes
C43 C44 1.370(14) . . yes
C44 C45 1.381(14) . . yes
C44 H44 0.959 . . no
C45 H45 0.968 . . no
C46 C47 1.533(13) . . yes
C46 C53 1.545(13) . . yes
C46 C59 1.536(13) . . yes
C47 C48 1.386(14) . . yes
C47 C52 1.398(13) . . yes
C48 C49 1.374(14) . . yes
C48 H48 0.941 . . no
C49 C50 1.37(1) . . yes
C49 H49 0.932 . . no
C50 C51 1.37(1) . . yes
C50 H50 0.942 . . no
C51 C52 1.378(14) . . yes
C51 H51 0.959 . . no
C52 H52 0.967 . . no
C53 C54 1.385(14) . . yes
C53 C58 1.373(14) . . yes
C54 C55 1.390(14) . . yes
C54 H54 0.949 . . no
C55 C56 1.362(15) . . yes
C55 H55 0.963 . . no
C56 C57 1.37(1) . . yes
C56 H56 0.964 . . no
C57 C58 1.393(14) . . yes
C57 H57 0.951 . . no
C58 H58 0.937 . . no
C59 C60 1.403(13) . . yes
C59 C64 1.390(13) . . yes
C60 C61 1.374(13) . . yes
C60 H60 0.953 . . no
C61 C62 1.372(14) . . yes
C61 H61 0.943 . . no
C62 C63 1.383(14) . . yes
C62 H62 0.940 . . no
C63 C64 1.390(14) . . yes
C63 H63 0.947 . . no
C64 H64 0.957 . . no
C65 H65a 0.955 . . no
C65 H65b 0.953 . . no
C65 H65c 0.933 . . no
C66a H66ac 0.956 . . no
C66a H66a 0.892 . . no
C66a H66b 0.908 . . no
C66b H66a 0.944 . . no
C66b H66bc 0.947 . . no
C66b H66b 0.968 . . no
#-----------------------------------------------------------------
#------------
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C4 110.5(9) . . . yes
C3 O3 H3O 108(5) . . . yes
C5 O4 C13 115.3(9) . . . yes
C6 O5 H5O 107(4) . . . yes
C9 O6 C32 117.2(9) . . . yes
C10 O7 C33a 112.4(9) . . . yes
C10 O7 C33b 118.8(9) . . . yes
C34 O8 C38 110.3(9) . . . yes
C36 O10 H10O 123(5) . . . yes
C39 O11 C46 115.5(9) . . . yes
C37 O12 H12O 104(4) . . . yes
C42 O13 C65 117.6(9) . . . yes
C43 O14 C66a 112.9(9) . . . yes
C43 O14 C66b 119.0(9) . . . yes
O1 C1 O2 121.2(9) . . . yes
O1 C1 C2 110.5(9) . . . yes
O2 C1 C2 128.3(9) . . . yes
C1 C2 C3 102.2(9) . . . yes
C1 C2 C6 112.4(9) . . . yes
C1 C2 H2 107.9 . . . no
C3 C2 C6 118.7(9) . . . yes
C3 C2 H2 106.7 . . . no
C6 C2 H2 108.4 . . . no
O3 C3 C2 115.3(9) . . . yes
O3 C3 C4 107.4(9) . . . yes
O3 C3 H3 109.8 . . . no
C2 C3 C4 102.1(9) . . . yes
C2 C3 H3 111.6 . . . no
C4 C3 H3 110.2 . . . no
O1 C4 C3 104.4(9) . . . yes
O1 C4 C5 109.2(9) . . . yes
O1 C4 H4 109.0 . . . no
C3 C4 C5 118.0(9) . . . yes
C3 C4 H4 108.5 . . . no
C5 C4 H4 107.5 . . . no
O4 C5 C4 109.4(9) . . . yes
O4 C5 H5a 110.0 . . . no
O4 C5 H5b 109.7 . . . no
C4 C5 H5a 110.0 . . . no
C4 C5 H5b 109.7 . . . no
H5a C5 H5b 107.9 . . . no
O5 C6 C2 106.8(9) . . . yes
O5 C6 C7 112.2(9) . . . yes
O5 C6 H6 107.8 . . . no
C2 C6 C7 114.1(9) . . . yes
C2 C6 H6 107.2 . . . no
C7 C6 H6 108.4 . . . no
C6 C7 C8 120.7(9) . . . yes
C6 C7 C12 120.3(9) . . . yes
C8 C7 C12 118.9(9) . . . yes
C7 C8 C9 120.9(9) . . . yes
C7 C8 H8 119.6 . . . no
C9 C8 H8 119.5 . . . no
O6 C9 C8 124.6(9) . . . yes
O6 C9 C10 115.7(9) . . . yes
C8 C9 C10 119.7(9) . . . yes
O7 C10 C9 115.0(9) . . . yes
O7 C10 C11 125.5(9) . . . yes
C9 C10 C11 119.5(9) . . . yes
C10 C11 C12 120.8(9) . . . yes
C10 C11 H11 119.6 . . . no
C12 C11 H11 119.6 . . . no
C7 C12 C11 120.1(9) . . . yes
C7 C12 H12 119.3 . . . no
C11 C12 H12 120.6 . . . no
O4 C13 C14 105.2(9) . . . yes
O4 C13 C20 109.7(9) . . . yes
O4 C13 C26 108.9(9) . . . yes
C14 C13 C20 106.1(9) . . . yes
C14 C13 C26 111.4(9) . . . yes
C20 C13 C26 115.1(9) . . . yes
C13 C14 C15 122.7(9) . . . yes
C13 C14 C19 118.8(9) . . . yes
C15 C14 C19 118.4(9) . . . yes
C14 C15 C16 119.9(9) . . . yes
C14 C15 H15 119.4 . . . no
C16 C15 H15 120.7 . . . no
C15 C16 C17 120.9(9) . . . yes
C15 C16 H16 119.4 . . . no
C17 C16 H16 119.7 . . . no
C16 C17 C18 119.5(9) . . . yes
C16 C17 H17 120.8 . . . no
C18 C17 H17 119.7 . . . no
C17 C18 C19 119.7(9) . . . yes
C17 C18 H18 120.8 . . . no
C19 C18 H18 119.5 . . . no
C14 C19 C18 121.6(9) . . . yes
C14 C19 H19 119.1 . . . no
C18 C19 H19 119.3 . . . no
C13 C20 C21 118.8(9) . . . yes
C13 C20 C25 122.3(9) . . . yes
C21 C20 C25 118.5(9) . . . yes
C20 C21 C22 121.3(9) . . . yes
C20 C21 H21 118.5 . . . no
C22 C21 H21 120.2 . . . no
C21 C22 C23 120.1(9) . . . yes
C21 C22 H22 119.9 . . . no
C23 C22 H22 119.9 . . . no
C22 C23 C24 119.1(9) . . . yes
C22 C23 H23 121.3 . . . no
C24 C23 H23 119.6 . . . no
C23 C24 C25 121.1(9) . . . yes
C23 C24 H24 120.3 . . . no
C25 C24 H24 118.6 . . . no
C20 C25 C24 119.9(9) . . . yes
C20 C25 H25 120.0 . . . no
C24 C25 H25 120.1 . . . no
C13 C26 C27 122.9(9) . . . yes
C13 C26 C31 118.9(9) . . . yes
C27 C26 C31 117.7(9) . . . yes
C26 C27 C28 121.2(9) . . . yes
C26 C27 H27 120.4 . . . no
C28 C27 H27 118.4 . . . no
C27 C28 C29 120.4(9) . . . yes
C27 C28 H28 120.7 . . . no
C29 C28 H28 118.9 . . . no
C28 C29 C30 119.1(9) . . . yes
C28 C29 H29 120.3 . . . no
C30 C29 H29 120.6 . . . no
C29 C30 C31 120.8(9) . . . yes
C29 C30 H30 118.6 . . . no
C31 C30 H30 120.6 . . . no
C26 C31 C30 120.7(9) . . . yes
C26 C31 H31 120.5 . . . no
C30 C31 H31 118.7 . . . no
O6 C32 H32a 110.1 . . . no
O6 C32 H32b 109.9 . . . no
O6 C32 H32c 110.4 . . . no
H32a C32 H32b 107.8 . . . no
H32a C32 H32c 109.6 . . . no
H32b C32 H32c 109.1 . . . no
O7 C33a H33ac 108.8 . . . no
O7 C33a H33a 105.6 . . . no
O7 C33a H33b 106.2 . . . no
H33ac C33a H33a 104.0 . . . no
H33ac C33a H33b 104.1 . . . no
H33a C33a H33b 127.2 . . . no
O7 C33b H33a 109.1 . . . no
O7 C33b H33bc 108.7 . . . no
O7 C33b H33b 109.2 . . . no
H33a C33b H33bc 109.1 . . . no
H33a C33b H33b 111.2 . . . no
H33bc C33b H33b 109.6 . . . no
O8 C34 O9 120.5(9) . . . yes
O8 C34 C35 110.6(9) . . . yes
O9 C34 C35 128.9(9) . . . yes
C34 C35 C36 102.5(9) . . . yes
C34 C35 C37 112.2(9) . . . yes
C34 C35 H35 106.7 . . . no
C36 C35 C37 118.9(9) . . . yes
C36 C35 H35 108.3 . . . no
C37 C35 H35 107.7 . . . no
O10 C36 C35 115.7(9) . . . yes
O10 C36 C38 107.1(9) . . . yes
O10 C36 H36 111.4 . . . no
C35 C36 C38 102.1(9) . . . yes
C35 C36 H36 109.9 . . . no
C38 C36 H36 110.2 . . . no
O12 C37 C35 107.2(9) . . . yes
O12 C37 C40 111.3(9) . . . yes
O12 C37 H37 108.6 . . . no
C35 C37 C40 113.3(9) . . . yes
C35 C37 H37 107.8 . . . no
C40 C37 H37 108.5 . . . no
O8 C38 C36 104.2(9) . . . yes
O8 C38 C39 110.0(9) . . . yes
O8 C38 H38 107.0 . . . no
C36 C38 C39 118.4(9) . . . yes
C36 C38 H38 108.4 . . . no
C39 C38 H38 108.4 . . . no
O11 C39 C38 109.5(9) . . . yes
O11 C39 H39a 109.8 . . . no
O11 C39 H39b 110.3 . . . no
C38 C39 H39a 108.7 . . . no
C38 C39 H39b 109.2 . . . no
H39a C39 H39b 109.4 . . . no
C37 C40 C41 121.0(9) . . . yes
C37 C40 C45 119.9(9) . . . yes
C41 C40 C45 119.0(9) . . . yes
C40 C41 C42 120.8(9) . . . yes
C40 C41 H41 118.7 . . . no
C42 C41 H41 120.5 . . . no
O13 C42 C41 124.7(9) . . . yes
O13 C42 C43 115.5(9) . . . yes
C41 C42 C43 119.7(9) . . . yes
O14 C43 C42 115.3(9) . . . yes
O14 C43 C44 125.4(9) . . . yes
C42 C43 C44 119.3(9) . . . yes
C43 C44 C45 121.1(9) . . . yes
C43 C44 H44 120.4 . . . no
C45 C44 H44 118.5 . . . no
C40 C45 C44 120.0(9) . . . yes
C40 C45 H45 120.0 . . . no
C44 C45 H45 120.0 . . . no
O11 C46 C47 108.9(9) . . . yes
O11 C46 C53 109.6(9) . . . yes
O11 C46 C59 105.2(9) . . . yes
C47 C46 C53 115.1(9) . . . yes
C47 C46 C59 111.4(9) . . . yes
C53 C46 C59 106.2(9) . . . yes
C46 C47 C48 120.0(9) . . . yes
C46 C47 C52 121.8(9) . . . yes
C48 C47 C52 117.9(9) . . . yes
C47 C48 C49 120.8(6) . . . yes
C47 C48 H48 118.7 . . . no
C49 C48 H48 120.5 . . . no
C48 C49 C50 120.8(9) . . . yes
C48 C49 H49 119.6 . . . no
C50 C49 H49 119.6 . . . no
C49 C50 C51 119.3(9) . . . yes
C49 C50 H50 121.3 . . . no
C51 C50 H50 119.4 . . . no
C50 C51 C52 120.4(9) . . . yes
C50 C51 H51 120.7 . . . no
C52 C51 H51 118.9 . . . no
C47 C52 C51 120.8(9) . . . yes
C47 C52 H52 119.6 . . . no
C51 C52 H52 119.6 . . . no
C46 C53 C54 119.0(9) . . . yes
C46 C53 C58 121.9(9) . . . yes
C54 C53 C58 118.7(9) . . . yes
C53 C54 C55 120.2(9) . . . yes
C53 C54 H54 120.8 . . . no
C55 C54 H54 119.0 . . . no
C54 C55 C56 121.2(9) . . . yes
C54 C55 H55 119.9 . . . no
C56 C55 H55 118.9 . . . no
C55 C56 C57 118.4(9) . . . yes
C55 C56 H56 120.4 . . . no
C57 C56 H56 121.2 . . . no
C56 C57 C58 121.5(9) . . . yes
C56 C57 H57 118.3 . . . no
C58 C57 H57 120.2 . . . no
C53 C58 C57 119.9(9) . . . yes
C53 C58 H58 120.6 . . . no
C57 C58 H58 119.5 . . . no
C46 C59 C60 119.5(9) . . . yes
C46 C59 C64 122.5(9) . . . yes
C60 C59 C64 118.0(9) . . . yes
C59 C60 C61 120.7(9) . . . yes
C59 C60 H60 119.0 . . . no
C61 C60 H60 120.3 . . . no
C60 C61 C62 120.9(9) . . . yes
C60 C61 H61 119.0 . . . no
C62 C61 H61 120.0 . . . no
C61 C62 C63 119.4(9) . . . yes
C61 C62 H62 120.4 . . . no
C63 C62 H62 120.2 . . . no
C62 C63 C64 120.3(9) . . . yes
C62 C63 H63 120.5 . . . no
C64 C63 H63 119.2 . . . no
C59 C64 C63 120.6(9) . . . yes
C59 C64 H64 119.2 . . . no
C63 C64 H64 120.2 . . . no
O13 C65 H65a 108.8 . . . no
O13 C65 H65b 108.8 . . . no
O13 C65 H65c 109.2 . . . no
H65a C65 H65b 108.8 . . . no
H65a C65 H65c 110.6 . . . no
H65b C65 H65c 110.7 . . . no
O14 C66a H66ac 110.0 . . . no
O14 C66a H66a 108.8 . . . no
O14 C66a H66b 108.8 . . . no
H66ac C66a H66a 106.1 . . . no
H66ac C66a H66b 103.8 . . . no
H66a C66a H66b 119.1 . . . no
O14 C66b H66a 110.1 . . . no
O14 C66b H66bc 110.0 . . . no
O14 C66b H66b 109.6 . . . no
H66a C66b H66bc 110.3 . . . no
H66a C66b H66b 108.5 . . . no
H66bc C66b H66b 108.3 . . . no
#-----------------------------------------------------------------
#------------
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 17.5(11) . . . . yes
O1 C1 C2 C6 145.8(11) . . . . yes
O1 C4 C3 O3 152.8(11) . . . . yes
O1 C4 C3 C2 31.1(11) . . . . yes
O1 C4 C5 O4 73.5(11) . . . . yes
O2 C1 O1 C4 -175.0(11) . . . . yes
O2 C1 C2 C3 -165.2(11) . . . . yes
O2 C1 C2 C6 -37.0(11) . . . . yes
O3 C3 C2 C1 -145.0(11) . . . . yes
O3 C3 C2 C6 90.8(11) . . . . yes
O3 C3 C4 C5 -85.7(11) . . . . yes
O4 C5 C4 C3 -45.5(11) . . . . yes
O4 C13 C14 C15 -5.2(11) . . . . yes
O4 C13 C14 C19 176.4(11) . . . . yes
O4 C13 C20 C21 31.0(11) . . . . yes
O4 C13 C20 C25 -156.4(11) . . . . yes
O4 C13 C26 C27 92.5(11) . . . . yes
O4 C13 C26 C31 -80.0(11) . . . . yes
O5 C6 C2 C1 165.2(11) . . . . yes
O5 C6 C2 C3 -75.8(11) . . . . yes
O5 C6 C7 C8 28.1(11) . . . . yes
O5 C6 C7 C12 -149.9(11) . . . . yes
O6 C9 C8 C7 179.6(11) . . . . yes
O6 C9 C10 O7 -0.8(11) . . . . yes
O6 C9 C10 C11 178.6(11) . . . . yes
O7 C10 C9 C8 179.2(11) . . . . yes
O7 C10 C11 C12 -177.8(11) . . . . yes
O8 C34 C35 C36 17.9(11) . . . . yes
O8 C34 C35 C37 146.6(11) . . . . yes
O8 C38 C36 O10 153.3(11) . . . . yes
O8 C38 C36 C35 31.3(11) . . . . yes
O8 C38 C39 O11 73.1(11) . . . . yes
O9 C34 O8 C38 -175.7(11) . . . . yes
O9 C34 C35 C36 -164.2(11) . . . . yes
O9 C34 C35 C37 -35.5(11) . . . . yes
O10 C36 C35 C34 -145.2(11) . . . . yes
O10 C36 C35 C37 90.5(11) . . . . yes
O10 C36 C38 C39 -84.2(11) . . . . yes
O11 C39 C38 C36 -46.4(11) . . . . yes
O11 C46 C47 C48 -84.4(11) . . . . yes
O11 C46 C47 C52 88.7(11) . . . . yes
O11 C46 C53 C54 31.5(11) . . . . yes
O11 C46 C53 C58 -154.9(11) . . . . yes
O11 C46 C59 C60 178.2(11) . . . . yes
O11 C46 C59 C64 -4.3(11) . . . . yes
O12 C37 C35 C34 165.9(11) . . . . yes
O12 C37 C35 C36 -74.6(11) . . . . yes
O12 C37 C40 C41 27.9(11) . . . . yes
O12 C37 C40 C45 -150.6(11) . . . . yes
O13 C42 C41 C40 178.9(11) . . . . yes
O13 C42 C43 O14 -1.4(11) . . . . yesO13
C42 C43 C44 - 179.1(11) . . . . yes
O14 C43 C42 C41 178.8(11) . . . . yes
O14 C43 C44 C45 -177.9(11) . . . . yes
C1 O1 C4 C3 -21.8(11) . . . . yes
C1 O1 C4 C5 -148.9(11) . . . . yes
C1 C2 C3 C4 -28.9(11) . . . . yes
C1 C2 C6 C7 -70.2(11) . . . . yes
C2 C1 O1 C4 2.5(11) . . . . yes
C2 C3 C4 C5 152.6(11) . . . . yes
C2 C6 C7 C8 -93.6(11) . . . . yes
C2 C6 C7 C12 88.5(11) . . . . yes
C3 C2 C6 C7 48.8(11) . . . . yes
C4 C3 C2 C6 -153.1(10) . . . . yes
C4 C5 O4 C13 -163.3(10) . . . . yes
C5 O4 C13 C14 -169.5(10) . . . . yes
C5 O4 C13 C20 76.8(11) . . . . yes
C5 O4 C13 C26 -50.0(11) . . . . yes
C6 C7 C8 C9 -177.2(11) . . . . yes
C6 C7 C12 C11 178.7(11) . . . . yes
C7 C8 C9 C10 -0.4(13) . . . . yes
C7 C12 C11 C10 -2.5(14) . . . . yes
C8 C7 C12 C11 0.7(13) . . . . yes
C8 C9 O6 C32 -3.2(12) . . . . yes
C8 C9 C10 C11 -1.4(12) . . . . yes
C9 C8 C7 C12 0.7(12) . . . . yes
C9 C10 O7 C33a -167.2(11) . . . . yes
C9 C10 O7 C33b 166.8(14) . . . . yes
C9 C10 C11 C12 2.9(13) . . . . yes
C10 C9 O6 C32 176.8(11) . . . . yes
C11 C10 O7 C33a 13.5(14) . . . . yes
C11 C10 O7 C33b -12(1) . . . . yes
C13 C14 C15 C16 -177.6(11) . . . . yes
C13 C14 C19 C18 177.6(11) . . . . yes
C13 C20 C21 C22 173.5(11) . . . . yes
C13 C20 C25 C24 -174.6(11) . . . . yes
C13 C26 C27 C28 -173.5(11) . . . . yes
C13 C26 C31 C30 174.4(11) . . . . yes
C14 C13 C20 C21 -82.1(11) . . . . yes
C14 C13 C20 C25 90.5(11) . . . . yes
C14 C13 C26 C27 -152.0(11) . . . . yes
C14 C13 C26 C31 35.6(11) . . . . yes
C14 C15 C16 C17 -0.1(14) . . . . yes
C14 C19 C18 C17 0.2(14) . . . . yes
C15 C14 C13 C20 111.0(11) . . . . yes
C15 C14 C13 C26 -123.1(11) . . . . yes
C15 C14 C19 C18 -0.9(13) . . . . yes
C15 C16 C17 C18 -0.6(14) . . . . yes
C16 C15 C14 C19 0.8(13) . . . . yes
C16 C17 C18 C19 0.5(14) . . . . yes
C19 C14 C13 C20 -67.4(11) . . . . yes
C19 C14 C13 C26 58.5(11) . . . . yes
C20 C13 C26 C27 -31.2(12) . . . . yes
C20 C13 C26 C31 156.4(11) . . . . yes
C20 C21 C22 C23 0.4(14) . . . . yes
C20 C25 C24 C23 2.2(15) . . . . yes
C21 C20 C13 C26 154.2(11) . . . . yes
C21 C20 C25 C24 -1.9(14) . . . . yes
C21 C22 C23 C24 -0.2(15) . . . . yes
C22 C21 C20 C25 0.7(13) . . . . yes
C22 C23 C24 C25 -1(1) . . . . yes
C25 C20 C13 C26 -33.2(12) . . . . yes
C26 C27 C28 C29 0(1) . . . . yes
C26 C31 C30 C29 -1(1) . . . . yes
C27 C26 C31 C30 1.6(14) . . . . yes
C27 C28 C29 C30 0(1) . . . . yes
C28 C27 C26 C31 -0.9(14) . . . . yes
C28 C29 C30 C31 0(1) . . . . yes
C34 O8 C38 C36 -21.6(11) . . . . yes
C34 O8 C38 C39 -149.5(10) . . . . yes
C34 C35 C36 C38 -29.2(11) . . . . yes
C34 C35 C37 C40 -70.9(11) . . . . yes
C35 C34 O8 C38 2.4(11) . . . . yes
C35 C36 C38 C39 153.7(11) . . . . yes
C35 C37 C40 C41 -92.9(11) . . . . yes
C35 C37 C40 C45 88.5(11) . . . . yes
C36 C35 C37 C40 48.6(11) . . . . yes
C37 C35 C36 C38 -153.5(10) . . . . yes
C37 C40 C41 C42 -177.6(11) . . . . yes
C37 C40 C45 C44 178.3(11) . . . . yes
C38 C39 O11 C46 -162.4(10) . . . . yes
C39 O11 C46 C47 -50.2(11) . . . . yes
C39 O11 C46 C53 76.5(11) . . . . yes
C39 O11 C46 C59 -169.7(10) . . . . yes
C40 C41 C42 C43 -1.3(13) . . . . yes
C40 C45 C44 C43 0.0(13) . . . . yes
C41 C40 C45 C44 -0.3(13) . . . . yes
C41 C42 O13 C65 -3.0(14) . . . . yes
C41 C42 C43 C44 1.0(13) . . . . yes
C42 C41 C40 C45 1.0(13) . . . . yes
C42 C43 O14 C66a -166.1(12) . . . . yes
C42 C43 O14 C66b 165.6(14) . . . . yes
C42 C43 C44 C45 -0.4(13) . . . . yes
C43 C42 O13 C65 177.3(11) . . . . yes
C44 C43 O14 C66a 11.5(15) . . . . yes
C44 C43 O14 C66b -16(1) . . . . yes
C46 C47 C48 C49 172.9(11) . . . . yes
C46 C47 C52 C51 -174.1(11) . . . . yes
C46 C53 C54 C55 174.1(11) . . . . yes
C46 C53 C58 C57 -174.0(11) . . . . yes
C46 C59 C60 C61 177.7(11) . . . . yes
C46 C59 C64 C63 -177.5(11) . . . . yes
C47 C46 C53 C54 154.7(11) . . . . yes
C47 C46 C53 C58 -31.8(12) . . . . yes
C47 C46 C59 C60 60.4(11) . . . . yes
C47 C46 C59 C64 -122.1(11) . . . . yes
C47 C48 C49 C50 1(1) . . . . yes
C47 C52 C51 C50 1(1) . . . . yes
C48 C47 C46 C53 152.1(11) . . . . yes
C48 C47 C46 C59 31.2(12) . . . . yes
C48 C47 C52 C51 -0.9(14) . . . . yes
C48 C49 C50 C51 -1(1) . . . . yes
C49 C48 C47 C52 -0.5(14) . . . . yes
C49 C50 C51 C52 0(1) . . . . yes
C52 C47 C46 C53 -34.8(12) . . . . yes
C52 C47 C46 C59 -155.7(11) . . . . yes
C53 C46 C59 C60 -65.7(11) . . . . yes
C53 C46 C59 C64 111.9(11) . . . . yes
C53 C54 C55 C56 -0.8(14) . . . . yes
C53 C58 C57 C56 1.1(15) . . . . yes
C54 C53 C46 C59 -81.6(11) . . . . yes
C54 C53 C58 C57 -0.4(13) . . . . yes
C54 C55 C56 C57 1.4(14) . . . . yes
C55 C54 C53 C58 0.3(13) . . . . yes
C55 C56 C57 C58 -1.5(15) . . . . yes
C58 C53 C46 C59 91.9(11) . . . . yes
C59 C60 C61 C62 0.4(13) . . . . yes
C59 C64 C63 C62 -0.7(14) . . . . yes
C60 C59 C64 C63 0.1(13) . . . . yes
C60 C61 C62 C63 -1.0(14) . . . . yes
C61 C60 C59 C64 0.0(13) . . . . yes
C61 C62 C63 C64 1.1(14) . . . . yes
C61 C62 C63 C64 1.1(14) . . . . yes
#-----------------------------------------------------------------
#------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
O1 H12O 3.14(7) . 1_545 ?
O1 O7 3.239(12) . 1_645 ?
O1 C33a 3.43(1) . 1_645 ?
O2 O12 3.002(13) . 1_545 ?
O2 C32 3.086(15) . 1_545 ?
O2 C40 3.180(13) . 1_545 ?
O2 C41 3.285(14) . 1_545 ?
O2 C37 3.368(13) . 1_545 ?
O3 O12 2.898(12) . . ?
O3 H10O 3.10(7) . . ?
O3 C11 3.315(14) . 1_655 ?
O3 O10 3.428(13) . . ?
O3 H12O 3.44(14) . . ?
O5 O10 2.887(12) . . ?
O5 O9 3.007(13) . 1_455 ?
O5 O12 3.291(13) . . ?
O6 C4 3.454(13) . 1_465 ?
O6 C5 3.500(13) . 1_465 ?
O7 C5 3.524(14) . 1_465 ?
O7 C4 3.594(13) . 1_465 ?
O8 H5O 3.23(7) . 1_655 ?
O8 O14 3.308(13) . 1_645 ?
O8 C66a 3.48(1) . 1_645 ?
O9 C65 3.112(15) . 1_655 ?
O9 C7 3.175(13) . 1_655 ?
O9 C8 3.252(14) . 1_655 ?
O9 C6 3.375(14) . 1_655 ?
O10 H3O 3.06(7) . . ?
O10 C44 3.339(14) . 1_545 ?
O10 H5O 3.42(7) . . ?
O13 C39 3.468(14) . 1_465 ?
O13 C38 3.476(14) . 1_465 ?
O14 C39 3.523(14) . 1_465 ?
C1 H12O 2.86(7) . 1_545 ?
C1 C40 3.561(14) . 1_545 ?
C2 H10O 3.10(7) . . ?
C6 H10O 3.12(7) . . ?
C7 C34 3.538(14) . 1_455 ?
C11 H3O 3.44(7) . 1_455 ?
C22 C28 3.557(16) . 1_455 ?
C30 C33b 3.54(2) . 1_655 ?
C31 C33b 3.52(2) . 1_655 ?
C32 H12O 3.57(7) . . ?
C33a H12O 3.53(7) . 1_455 ?
C34 H5O 2.92(7) . 1_655 ?
C35 H3O 3.19(7) . . ?
C37 H3O 3.20(7) . . ?
C44 H10O 3.27(7) . 1_565 ?
C48 C66b 3.54(2) . 1_545 ?
C49 C66b 3.52(2) . 1_545 ?
C51 C55 3.537(16) . 1_545 ?
C55 C66a 3.58(1) . 1_645 ?
C55 C66b 3.58(2) . 1_645 ?
H3O H10O 2.68(10) . . ?
H3O H12O 2.7(1) . . ?
H5O H10O 2.68(10) . . ?
#-----------------------------------------------------------------
#------------
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O3 H3O O5 . . . 0.79(6) 2.88(7) 3.35(1) 120(6) no
O10 H10O O12 . . . 0.78(6) 3.06(6) 3.35(1) 105(6) no
O3 H3O O10 . . 1_555 0.79(6) 3.06(6) 3.43(1) 111(4) no
O3 H3O O12 . . 1_555 0.79(6) 2.15(7) 2.90(1) 158(7) no
O5 H5O O9 . . 1_455 0.84(6) 2.21(6) 3.01(1) 158(7) no
O10 H10O O3 . . 1_555 0.78(6) 3.10(6) 3.43(1) 108(5) no
O10 H10O O5 . . 1_555 0.78(6) 2.11(6) 2.89(1) 174(6) no
O12 H12O O2 . . 1_565 0.87(5) 2.19(6) 3.00(1) 155(6) no
#-----------------------------------------------------------------