#------------------------------------------------------------------------------
#$Date: 2023-03-04 20:28:26 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281493 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/20/7062074.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7062074
loop_
_publ_author_name
'Xie, Jing'
'Zhang, Shi-Juan'
'Yue, Grace Gar-Lee'
'Yu, Ling-Ling'
'Liu, Hui'
'Ma, Wen-Yi'
'Yan, Huan'
'Ni, Wei'
'Lau, Clara Bik-San'
'Liu, Hai-Yang'
_publ_section_title
;
 Isolation, structural elucidation, and bioactivity of cholestane
 derivatives from Ypsilandra thibetica
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              324
_journal_page_last               332
_journal_paper_doi               10.1039/D2NJ04576A
_journal_volume                  47
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_compound_source        'Ypsilandra thibetica Franch'
_chemical_formula_moiety         'C33 H52 O9, C H4 O'
_chemical_formula_sum            'C34 H56 O10'
_chemical_formula_weight         624.78
_chemical_name_systematic
(23R,24S)-5α-cholest-16β,23:18,23-diepoxy-3β,24-diol-6-one-24-O-β-D-fucopyranoside
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2022-08-15 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.8410(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.2949(3)
_cell_length_b                   9.7000(2)
_cell_length_c                   14.6302(3)
_cell_measurement_reflns_used    9327
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      72.4741
_cell_measurement_theta_min      3.8470
_cell_volume                     1630.65(6)
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            30722
_diffrn_reflns_theta_full        72.47
_diffrn_reflns_theta_max         72.47
_diffrn_reflns_theta_min         3.23
_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus
_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_T_max  0.87
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             680
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Chloroform-Methanol'
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.190
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.181
_refine_ls_abs_structure_details
;

Flack x determined using 2936 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     412
_refine_ls_number_reflns         6401
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0279
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0345P)²+0.4026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0703
_reflns_number_gt                6360
_reflns_number_total             6401
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj04576a2.cif
_cod_data_source_block           cxj13
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7062074--7062076.cif.
;
_cod_database_code               7062074
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.06335(10) 0.74209(13) 0.33600(8) 0.0130(2) Uani d . . . 1 . .
O O2 0.22813(10) 0.74731(12) 0.47002(8) 0.0122(2) Uani d . . . 1 . .
O O3 0.48041(10) 0.57673(12) 0.63886(8) 0.0111(2) Uani d . . . 1 . .
O O4 1.03544(11) 0.07093(14) 1.23965(9) 0.0172(3) Uani d . . . 1 . .
H H49 1.0073(13) 0.022(3) 1.2697(18) 0.026 Uiso calc U . R 1 . .
O O5 -0.11866(11) 0.93649(13) 0.31876(9) 0.0161(3) Uani d . . . 1 . .
H H50 -0.141302 0.986025 0.355594 0.024 Uiso calc U . R 1 . .
O O6 -0.13839(11) 0.86501(14) 0.49407(10) 0.0183(3) Uani d . . . 1 . .
H H51 -0.151(2) 0.8272(17) 0.538(2) 0.027 Uiso calc U . R 1 . .
O O7 0.08956(12) 0.75641(17) 0.59354(9) 0.0248(3) Uani d . . . 1 . .
H H52 0.162(3) 0.733(3) 0.6126(9) 0.037 Uiso calc U . R 1 . .
O O8 0.30696(10) 0.64540(12) 0.65607(8) 0.0114(2) Uani d . . . 1 . .
O O9 0.63845(13) 0.03779(14) 0.95581(11) 0.0288(3) Uani d . . . 1 . .
O O10 -0.20765(12) 0.70538(14) 0.61471(10) 0.0180(3) Uani d . . . 1 . .
H H56 -0.158(2) 0.6681(14) 0.6581(19) 0.027 Uiso calc U . R 1 . .
C C1 -0.09474(16) 0.7302(2) 0.18488(13) 0.0180(4) Uani d . . . 1 . .
H H6 -0.083459 0.827178 0.171609 0.027 Uiso calc U . R 1 . .
H H5 -0.177048 0.705882 0.153362 0.027 Uiso calc U . R 1 . .
H H1 -0.047499 0.671763 0.158912 0.027 Uiso calc U . R 1 . .
C C2 -0.05797(15) 0.70839(18) 0.29431(12) 0.0144(3) Uani d . . . 1 . .
H H7 -0.068055 0.608749 0.306951 0.017 Uiso calc U . R 1 . .
C C3 0.11055(15) 0.70921(18) 0.43746(12) 0.0124(3) Uani d . . . 1 . .
H H4 0.102338 0.608478 0.448026 0.015 Uiso calc U . R 1 . .
C C4 0.31611(14) 0.64177(17) 0.50071(12) 0.0113(3) Uani d . . . 1 . .
H H8 0.275571 0.552137 0.499843 0.014 Uiso calc U . R 1 . .
C C5 0.38948(14) 0.67455(17) 0.60868(12) 0.0110(3) Uani d . . . 1 . .
C C6 0.58419(14) 0.61165(18) 0.72063(11) 0.0117(3) Uani d . . . 1 . .
H H10 0.61905 0.694988 0.703185 0.014 Uiso calc U . R 1 . .
H H9 0.640877 0.535555 0.730403 0.014 Uiso calc U . R 1 . .
C C7 0.56735(14) 0.63880(17) 0.81850(11) 0.0109(3) Uani d . . . 1 . .
C C8 0.68324(15) 0.68977(17) 0.89287(12) 0.0130(3) Uani d . . . 1 . .
H H33 0.670134 0.726347 0.951276 0.016 Uiso calc U . R 1 . .
H H32 0.713745 0.765693 0.863635 0.016 Uiso calc U . R 1 . .
C C9 0.77356(14) 0.57250(18) 0.92386(12) 0.0128(3) Uani d . . . 1 . .
H H31 0.794521 0.545274 0.867021 0.015 Uiso calc U . R 1 . .
H H30 0.844924 0.606965 0.975445 0.015 Uiso calc U . R 1 . .
C C10 0.72919(14) 0.44471(17) 0.96249(11) 0.0109(3) Uani d . . . 1 . .
H H34 0.709764 0.47679 1.01982 0.013 Uiso calc U . R 1 . .
C C11 0.82133(14) 0.32890(18) 1.00136(12) 0.0114(3) Uani d . . . 1 . .
C C12 0.92825(15) 0.38645(18) 1.08465(13) 0.0145(3) Uani d . . . 1 . .
H H26 0.970829 0.44943 1.055948 0.017 Uiso calc U . R 1 . .
H H25 0.900616 0.441591 1.129038 0.017 Uiso calc U . R 1 . .
C C13 1.01336(15) 0.27665(19) 1.14526(13) 0.0159(3) Uani d . . . 1 . .
H H24 1.050103 0.229319 1.103695 0.019 Uiso calc U . R 1 . .
H H23 1.075621 0.321615 1.199922 0.019 Uiso calc U . R 1 . .
C C14 0.95093(15) 0.17148(18) 1.18585(12) 0.0135(3) Uani d . . . 1 . .
H H35 0.918827 0.218882 1.231462 0.016 Uiso calc U . R 1 . .
C C15 -0.12712(15) 0.79449(18) 0.34153(13) 0.0141(3) Uani d . . . 1 . .
H H48 -0.210621 0.765602 0.31448 0.017 Uiso calc U . R 1 . .
C C16 -0.08040(15) 0.77234(18) 0.45167(13) 0.0143(3) Uani d . . . 1 . .
H H2 -0.097751 0.675664 0.46592 0.017 Uiso calc U . R 1 . .
C C17 0.05041(15) 0.79490(19) 0.49339(12) 0.0144(3) Uani d . . . 1 . .
H H3 0.06754 0.894766 0.488153 0.017 Uiso calc U . R 1 . .
C C18 0.52813(15) 0.51233(18) 0.86229(12) 0.0112(3) Uani d . . . 1 . .
H H40 0.525283 0.543566 0.926537 0.013 Uiso calc U . R 1 . .
C C19 0.40094(15) 0.48933(18) 0.79583(12) 0.0122(3) Uani d . . . 1 . .
H H19 0.355569 0.447289 0.832595 0.015 Uiso calc U . R 1 . .
H H20 0.395891 0.42924 0.739771 0.015 Uiso calc U . R 1 . .
C C20 0.35672(15) 0.63710(18) 0.76095(12) 0.0120(3) Uani d . . . 1 . .
H H18 0.29627 0.663407 0.788849 0.014 Uiso calc U . R 1 . .
C C21 0.46246(14) 0.73488(18) 0.80253(12) 0.0122(3) Uani d . . . 1 . .
H H17 0.465083 0.766709 0.868293 0.015 Uiso calc U . R 1 . .
C C22 0.45390(15) 0.86308(18) 0.73930(12) 0.0138(3) Uani d . . . 1 . .
H H16 0.530553 0.911744 0.764713 0.017 Uiso calc U . R 1 . .
C C23 0.36060(18) 0.9624(2) 0.74790(14) 0.0204(4) Uani d . . . 1 . .
H H12 0.284246 0.917588 0.722636 0.031 Uiso calc U . R 1 . .
H H11 0.359336 1.045966 0.709838 0.031 Uiso calc U . R 1 . .
H H13 0.378756 0.987129 0.816693 0.031 Uiso calc U . R 1 . .
C C24 0.43037(15) 0.82337(18) 0.63127(12) 0.0130(3) Uani d . . . 1 . .
H H15 0.370372 0.885806 0.587937 0.016 Uiso calc U . R 1 . .
H H14 0.502592 0.836481 0.616998 0.016 Uiso calc U . R 1 . .
C C25 0.61389(14) 0.39241(17) 0.88590(11) 0.0112(3) Uani d . . . 1 . .
H H39 0.62816 0.365405 0.825157 0.013 Uiso calc U . R 1 . .
C C26 0.56437(15) 0.26741(18) 0.92311(13) 0.0155(3) Uani d . . . 1 . .
H H38 0.528463 0.29993 0.969989 0.019 Uiso calc U . R 1 . .
H H37 0.502364 0.224494 0.867187 0.019 Uiso calc U . R 1 . .
C C27 0.65495(15) 0.15958(19) 0.97248(13) 0.0158(3) Uani d . . . 1 . .
C C28 0.76567(15) 0.21670(17) 1.04746(12) 0.0121(3) Uani d . . . 1 . .
H H21 0.741248 0.265615 1.097188 0.015 Uiso calc U . R 1 . .
C C29 0.85139(15) 0.10509(18) 1.10339(12) 0.0133(3) Uani d . . . 1 . .
H H22 0.811099 0.037098 1.13066 0.016 Uiso calc U . R 1 . .
H H36 0.882304 0.056098 1.05846 0.016 Uiso calc U . R 1 . .
C C30 0.85734(16) 0.2676(2) 0.91963(13) 0.0182(4) Uani d . . . 1 . .
H H27 0.888219 0.340895 0.889627 0.027 Uiso calc U . R 1 . .
H H28 0.789423 0.225561 0.869942 0.027 Uiso calc U . R 1 . .
H H29 0.917371 0.197336 0.947143 0.027 Uiso calc U . R 1 . .
C C31 0.38106(15) 0.62880(18) 0.42871(12) 0.0144(3) Uani d . . . 1 . .
H H44 0.450264 0.568207 0.459575 0.017 Uiso calc U . R 1 . .
C C32 0.30112(16) 0.5564(2) 0.33580(13) 0.0208(4) Uani d . . . 1 . .
H H43 0.229773 0.610431 0.306559 0.031 Uiso calc U . R 1 . .
H H41 0.281299 0.464274 0.352579 0.031 Uiso calc U . R 1 . .
H H42 0.341259 0.54819 0.288946 0.031 Uiso calc U . R 1 . .
C C33 0.4245(2) 0.7649(2) 0.40261(15) 0.0267(4) Uani d . . . 1 . .
H H46 0.46106 0.748446 0.354 0.04 Uiso calc U . R 1 . .
H H47 0.481636 0.805472 0.461515 0.04 Uiso calc U . R 1 . .
H H45 0.358802 0.8283 0.375503 0.04 Uiso calc U . R 1 . .
C C34 -0.27621(17) 0.6052(2) 0.54856(14) 0.0224(4) Uani d . . . 1 . .
H H53 -0.230167 0.521224 0.553254 0.034 Uiso calc U . R 1 . .
H H54 -0.300869 0.641332 0.481713 0.034 Uiso calc U . R 1 . .
H H55 -0.34496 0.583688 0.564995 0.034 Uiso calc U . R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C3 O1 C2 . . 111.63(12) ?
C3 O2 C4 . . 119.22(13) ?
C5 O3 C6 . . 117.97(13) ?
C14 O4 H49 . . 109.5 ?
C15 O5 H50 . . 109.5 ?
C16 O6 H51 . . 109.5 ?
C17 O7 H52 . . 109.5 ?
C20 O8 C5 . . 114.71(12) ?
C34 O10 H56 . . 109.5 ?
C2 C1 H6 . . 109.5 ?
C2 C1 H5 . . 109.5 ?
H6 C1 H5 . . 109.5 ?
C2 C1 H1 . . 109.5 ?
H6 C1 H1 . . 109.5 ?
H5 C1 H1 . . 109.5 ?
O1 C2 C1 . . 106.95(14) ?
O1 C2 C15 . . 110.27(13) ?
C1 C2 C15 . . 113.45(14) ?
O1 C2 H7 . . 108.7 ?
C1 C2 H7 . . 108.7 ?
C15 C2 H7 . . 108.7 ?
O2 C3 O1 . . 106.49(13) ?
O2 C3 C17 . . 108.15(13) ?
O1 C3 C17 . . 109.92(13) ?
O2 C3 H4 . . 110.7 ?
O1 C3 H4 . . 110.7 ?
C17 C3 H4 . . 110.7 ?
O2 C4 C31 . . 111.12(13) ?
O2 C4 C5 . . 105.81(12) ?
C31 C4 C5 . . 117.39(14) ?
O2 C4 H8 . . 107.4 ?
C31 C4 H8 . . 107.4 ?
C5 C4 H8 . . 107.4 ?
O3 C5 O8 . . 109.34(12) ?
O3 C5 C24 . . 113.88(13) ?
O8 C5 C24 . . 108.34(13) ?
O3 C5 C4 . . 106.87(13) ?
O8 C5 C4 . . 101.28(12) ?
C24 C5 C4 . . 116.29(13) ?
O3 C6 C7 . . 116.00(13) ?
O3 C6 H10 . . 108.3 ?
C7 C6 H10 . . 108.3 ?
O3 C6 H9 . . 108.3 ?
C7 C6 H9 . . 108.3 ?
H10 C6 H9 . . 107.4 ?
C8 C7 C18 . . 108.12(13) ?
C8 C7 C21 . . 115.39(14) ?
C18 C7 C21 . . 100.14(13) ?
C8 C7 C6 . . 108.43(13) ?
C18 C7 C6 . . 114.61(13) ?
C21 C7 C6 . . 110.16(13) ?
C7 C8 C9 . . 111.16(14) ?
C7 C8 H33 . . 109.4 ?
C9 C8 H33 . . 109.4 ?
C7 C8 H32 . . 109.4 ?
C9 C8 H32 . . 109.4 ?
H33 C8 H32 . . 108.0 ?
C10 C9 C8 . . 112.94(14) ?
C10 C9 H31 . . 109.0 ?
C8 C9 H31 . . 109.0 ?
C10 C9 H30 . . 109.0 ?
C8 C9 H30 . . 109.0 ?
H31 C9 H30 . . 107.8 ?
C9 C10 C25 . . 110.55(13) ?
C9 C10 C11 . . 114.16(13) ?
C25 C10 C11 . . 112.91(14) ?
C9 C10 H34 . . 106.2 ?
C25 C10 H34 . . 106.2 ?
C11 C10 H34 . . 106.2 ?
C30 C11 C12 . . 110.75(14) ?
C30 C11 C10 . . 111.71(13) ?
C12 C11 C10 . . 109.44(13) ?
C30 C11 C28 . . 111.04(14) ?
C12 C11 C28 . . 106.98(13) ?
C10 C11 C28 . . 106.73(13) ?
C13 C12 C11 . . 114.77(14) ?
C13 C12 H26 . . 108.6 ?
C11 C12 H26 . . 108.6 ?
C13 C12 H25 . . 108.6 ?
C11 C12 H25 . . 108.6 ?
H26 C12 H25 . . 107.5 ?
C14 C13 C12 . . 110.88(14) ?
C14 C13 H24 . . 109.5 ?
C12 C13 H24 . . 109.5 ?
C14 C13 H23 . . 109.5 ?
C12 C13 H23 . . 109.5 ?
H24 C13 H23 . . 108.1 ?
O4 C14 C13 . . 107.59(14) ?
O4 C14 C29 . . 111.56(14) ?
C13 C14 C29 . . 110.49(14) ?
O4 C14 H35 . . 109.1 ?
C13 C14 H35 . . 109.1 ?
C29 C14 H35 . . 109.1 ?
O5 C15 C16 . . 110.59(14) ?
O5 C15 C2 . . 108.92(14) ?
C16 C15 C2 . . 110.00(14) ?
O5 C15 H48 . . 109.1 ?
C16 C15 H48 . . 109.1 ?
C2 C15 H48 . . 109.1 ?
O6 C16 C17 . . 110.95(15) ?
O6 C16 C15 . . 108.32(14) ?
C17 C16 C15 . . 110.61(14) ?
O6 C16 H2 . . 109.0 ?
C17 C16 H2 . . 109.0 ?
C15 C16 H2 . . 109.0 ?
O7 C17 C16 . . 107.36(14) ?
O7 C17 C3 . . 111.00(14) ?
C16 C17 C3 . . 110.55(14) ?
O7 C17 H3 . . 109.3 ?
C16 C17 H3 . . 109.3 ?
C3 C17 H3 . . 109.3 ?
C25 C18 C19 . . 119.92(14) ?
C25 C18 C7 . . 114.12(13) ?
C19 C18 C7 . . 104.57(13) ?
C25 C18 H40 . . 105.7 ?
C19 C18 H40 . . 105.7 ?
C7 C18 H40 . . 105.7 ?
C18 C19 C20 . . 103.44(13) ?
C18 C19 H19 . . 111.1 ?
C20 C19 H19 . . 111.1 ?
C18 C19 H20 . . 111.1 ?
C20 C19 H20 . . 111.1 ?
H19 C19 H20 . . 109.0 ?
O8 C20 C21 . . 111.35(13) ?
O8 C20 C19 . . 111.63(13) ?
C21 C20 C19 . . 106.82(13) ?
O8 C20 H18 . . 109.0 ?
C21 C20 H18 . . 109.0 ?
C19 C20 H18 . . 109.0 ?
C22 C21 C7 . . 117.20(14) ?
C22 C21 C20 . . 113.11(13) ?
C7 C21 C20 . . 103.28(13) ?
C22 C21 H17 . . 107.6 ?
C7 C21 H17 . . 107.6 ?
C20 C21 H17 . . 107.6 ?
C21 C22 C23 . . 110.66(15) ?
C21 C22 C24 . . 111.22(14) ?
C23 C22 C24 . . 111.41(14) ?
C21 C22 H16 . . 107.8 ?
C23 C22 H16 . . 107.8 ?
C24 C22 H16 . . 107.8 ?
C22 C23 H12 . . 109.5 ?
C22 C23 H11 . . 109.5 ?
H12 C23 H11 . . 109.5 ?
C22 C23 H13 . . 109.5 ?
H12 C23 H13 . . 109.5 ?
H11 C23 H13 . . 109.5 ?
C5 C24 C22 . . 112.54(14) ?
C5 C24 H15 . . 109.1 ?
C22 C24 H15 . . 109.1 ?
C5 C24 H14 . . 109.1 ?
C22 C24 H14 . . 109.1 ?
H15 C24 H14 . . 107.8 ?
C18 C25 C26 . . 110.61(14) ?
C18 C25 C10 . . 107.19(14) ?
C26 C25 C10 . . 112.19(13) ?
C18 C25 H39 . . 108.9 ?
C26 C25 H39 . . 108.9 ?
C10 C25 H39 . . 108.9 ?
C27 C26 C25 . . 113.39(14) ?
C27 C26 H38 . . 108.9 ?
C25 C26 H38 . . 108.9 ?
C27 C26 H37 . . 108.9 ?
C25 C26 H37 . . 108.9 ?
H38 C26 H37 . . 107.7 ?
O9 C27 C26 . . 122.53(17) ?
O9 C27 C28 . . 123.09(16) ?
C26 C27 C28 . . 114.33(15) ?
C27 C28 C29 . . 113.49(14) ?
C27 C28 C11 . . 111.15(13) ?
C29 C28 C11 . . 113.60(14) ?
C27 C28 H21 . . 106.0 ?
C29 C28 H21 . . 106.0 ?
C11 C28 H21 . . 106.0 ?
C14 C29 C28 . . 109.34(14) ?
C14 C29 H22 . . 109.8 ?
C28 C29 H22 . . 109.8 ?
C14 C29 H36 . . 109.8 ?
C28 C29 H36 . . 109.8 ?
H22 C29 H36 . . 108.3 ?
C11 C30 H27 . . 109.5 ?
C11 C30 H28 . . 109.5 ?
H27 C30 H28 . . 109.5 ?
C11 C30 H29 . . 109.5 ?
H27 C30 H29 . . 109.5 ?
H28 C30 H29 . . 109.5 ?
C33 C31 C32 . . 110.23(15) ?
C33 C31 C4 . . 114.53(15) ?
C32 C31 C4 . . 108.62(14) ?
C33 C31 H44 . . 107.7 ?
C32 C31 H44 . . 107.7 ?
C4 C31 H44 . . 107.7 ?
C31 C32 H43 . . 109.5 ?
C31 C32 H41 . . 109.5 ?
H43 C32 H41 . . 109.5 ?
C31 C32 H42 . . 109.5 ?
H43 C32 H42 . . 109.5 ?
H41 C32 H42 . . 109.5 ?
C31 C33 H46 . . 109.5 ?
C31 C33 H47 . . 109.5 ?
H46 C33 H47 . . 109.5 ?
C31 C33 H45 . . 109.5 ?
H46 C33 H45 . . 109.5 ?
H47 C33 H45 . . 109.5 ?
O10 C34 H53 . . 109.5 ?
O10 C34 H54 . . 109.5 ?
H53 C34 H54 . . 109.5 ?
O10 C34 H55 . . 109.5 ?
H53 C34 H55 . . 109.5 ?
H54 C34 H55 . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C3 . 1.4244(19) ?
O1 C2 . 1.434(2) ?
O2 C3 . 1.401(2) ?
O2 C4 . 1.4401(19) ?
O3 C5 . 1.4120(19) ?
O3 C6 . 1.4450(19) ?
O4 C14 . 1.438(2) ?
O4 H49 . 0.81(3) ?
O5 C15 . 1.430(2) ?
O5 H50 . 0.84 ?
O6 C16 . 1.420(2) ?
O6 H51 . 0.80(3) ?
O7 C17 . 1.420(2) ?
O7 H52 . 0.87(3) ?
O8 C20 . 1.4377(19) ?
O8 C5 . 1.4459(19) ?
O9 C27 . 1.209(2) ?
O10 C34 . 1.418(2) ?
O10 H56 . 0.79(3) ?
C1 C2 . 1.516(2) ?
C1 H6 . 0.98 ?
C1 H5 . 0.98 ?
C1 H1 . 0.98 ?
C2 C15 . 1.522(2) ?
C2 H7 . 1.0 ?
C3 C17 . 1.529(2) ?
C3 H4 . 1.0 ?
C4 C31 . 1.537(2) ?
C4 C5 . 1.548(2) ?
C4 H8 . 1.0 ?
C5 C24 . 1.526(2) ?
C6 C7 . 1.541(2) ?
C6 H10 . 0.99 ?
C6 H9 . 0.99 ?
C7 C8 . 1.535(2) ?
C7 C18 . 1.539(2) ?
C7 C21 . 1.540(2) ?
C8 C9 . 1.541(2) ?
C8 H33 . 0.99 ?
C8 H32 . 0.99 ?
C9 C10 . 1.540(2) ?
C9 H31 . 0.99 ?
C9 H30 . 0.99 ?
C10 C25 . 1.547(2) ?
C10 C11 . 1.552(2) ?
C10 H34 . 1.0 ?
C11 C30 . 1.535(2) ?
C11 C12 . 1.544(2) ?
C11 C28 . 1.561(2) ?
C12 C13 . 1.535(2) ?
C12 H26 . 0.99 ?
C12 H25 . 0.99 ?
C13 C14 . 1.519(2) ?
C13 H24 . 0.99 ?
C13 H23 . 0.99 ?
C14 C29 . 1.522(2) ?
C14 H35 . 1.0 ?
C15 C16 . 1.521(2) ?
C15 H48 . 1.0 ?
C16 C17 . 1.519(2) ?
C16 H2 . 1.0 ?
C17 H3 . 1.0 ?
C18 C25 . 1.525(2) ?
C18 C19 . 1.536(2) ?
C18 H40 . 1.0 ?
C19 C20 . 1.553(2) ?
C19 H19 . 0.99 ?
C19 H20 . 0.99 ?
C20 C21 . 1.548(2) ?
C20 H18 . 1.0 ?
C21 C22 . 1.531(2) ?
C21 H17 . 1.0 ?
C22 C23 . 1.537(3) ?
C22 C24 . 1.551(2) ?
C22 H16 . 1.0 ?
C23 H12 . 0.98 ?
C23 H11 . 0.98 ?
C23 H13 . 0.98 ?
C24 H15 . 0.99 ?
C24 H14 . 0.99 ?
C25 C26 . 1.540(2) ?
C25 H39 . 1.0 ?
C26 C27 . 1.511(2) ?
C26 H38 . 0.99 ?
C26 H37 . 0.99 ?
C27 C28 . 1.517(2) ?
C28 C29 . 1.529(2) ?
C28 H21 . 1.0 ?
C29 H22 . 0.99 ?
C29 H36 . 0.99 ?
C30 H27 . 0.98 ?
C30 H28 . 0.98 ?
C30 H29 . 0.98 ?
C31 C33 . 1.523(3) ?
C31 C32 . 1.535(2) ?
C31 H44 . 1.0 ?
C32 H43 . 0.98 ?
C32 H41 . 0.98 ?
C32 H42 . 0.98 ?
C33 H46 . 0.98 ?
C33 H47 . 0.98 ?
C33 H45 . 0.98 ?
C34 H53 . 0.98 ?
C34 H54 . 0.98 ?
C34 H55 . 0.98 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_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
O4 H49 O5 1_646 0.81 2.09 2.8618(19) 159.1 ?
O5 H50 O6 . 0.84 2.33 2.7497(18) 111.3 ?
O5 H50 O8 2_556 0.84 2.51 3.1951(17) 138.9 ?
O6 H51 O10 . 0.80 1.92 2.7032(19) 164.2 ?
O7 H52 O8 . 0.87 1.87 2.7205(18) 168.0 ?
O10 H56 O4 2_657 0.79 1.95 2.7411(19) 177.4 ?
C3 H4 O6 2_546 1.00 2.49 3.468(2) 164.1 ?
C4 H8 O6 2_546 1.00 2.50 3.479(2) 165.9 ?
C14 H35 O7 2_647 1.00 2.62 3.534(2) 151.3 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C3 O1 C2 C1 . . . . -172.90(14) ?
C3 O1 C2 C15 . . . . 63.31(17) ?
C4 O2 C3 O1 . . . . -113.06(14) ?
C4 O2 C3 C17 . . . . 128.84(14) ?
C2 O1 C3 O2 . . . . -179.55(13) ?
C2 O1 C3 C17 . . . . -62.62(17) ?
C3 O2 C4 C31 . . . . 111.19(15) ?
C3 O2 C4 C5 . . . . -120.35(14) ?
C6 O3 C5 O8 . . . . -93.93(15) ?
C6 O3 C5 C24 . . . . 27.40(19) ?
C6 O3 C5 C4 . . . . 157.23(13) ?
C20 O8 C5 O3 . . . . 54.43(17) ?
C20 O8 C5 C24 . . . . -70.21(16) ?
C20 O8 C5 C4 . . . . 166.98(13) ?
O2 C4 C5 O3 . . . . -176.84(12) ?
C31 C4 C5 O3 . . . . -52.20(18) ?
O2 C4 C5 O8 . . . . 68.74(14) ?
C31 C4 C5 O8 . . . . -166.61(14) ?
O2 C4 C5 C24 . . . . -48.41(18) ?
C31 C4 C5 C24 . . . . 76.24(19) ?
C5 O3 C6 C7 . . . . 61.14(18) ?
O3 C6 C7 C8 . . . . -173.71(13) ?
O3 C6 C7 C18 . . . . 65.42(18) ?
O3 C6 C7 C21 . . . . -46.57(19) ?
C18 C7 C8 C9 . . . . 53.80(17) ?
C21 C7 C8 C9 . . . . 164.92(14) ?
C6 C7 C8 C9 . . . . -71.01(17) ?
C7 C8 C9 C10 . . . . -54.36(18) ?
C8 C9 C10 C25 . . . . 55.64(18) ?
C8 C9 C10 C11 . . . . -175.77(13) ?
C9 C10 C11 C30 . . . . -64.60(18) ?
C25 C10 C11 C30 . . . . 62.79(18) ?
C9 C10 C11 C12 . . . . 58.41(17) ?
C25 C10 C11 C12 . . . . -174.20(13) ?
C9 C10 C11 C28 . . . . 173.85(13) ?
C25 C10 C11 C28 . . . . -58.76(16) ?
C30 C11 C12 C13 . . . . -69.78(19) ?
C10 C11 C12 C13 . . . . 166.63(14) ?
C28 C11 C12 C13 . . . . 51.35(19) ?
C11 C12 C13 C14 . . . . -54.7(2) ?
C12 C13 C14 O4 . . . . 178.77(14) ?
C12 C13 C14 C29 . . . . 56.76(19) ?
O1 C2 C15 O5 . . . . 64.37(17) ?
C1 C2 C15 O5 . . . . -55.56(19) ?
O1 C2 C15 C16 . . . . -56.98(18) ?
C1 C2 C15 C16 . . . . -176.91(14) ?
O5 C15 C16 O6 . . . . 53.45(18) ?
C2 C15 C16 O6 . . . . 173.80(14) ?
O5 C15 C16 C17 . . . . -68.35(18) ?
C2 C15 C16 C17 . . . . 52.00(19) ?
O6 C16 C17 O7 . . . . 66.71(18) ?
C15 C16 C17 O7 . . . . -173.06(14) ?
O6 C16 C17 C3 . . . . -172.08(13) ?
C15 C16 C17 C3 . . . . -51.85(19) ?
O2 C3 C17 O7 . . . . -68.64(17) ?
O1 C3 C17 O7 . . . . 175.48(14) ?
O2 C3 C17 C16 . . . . 172.33(13) ?
O1 C3 C17 C16 . . . . 56.45(18) ?
C8 C7 C18 C25 . . . . -59.92(18) ?
C21 C7 C18 C25 . . . . 178.96(13) ?
C6 C7 C18 C25 . . . . 61.12(18) ?
C8 C7 C18 C19 . . . . 167.14(13) ?
C21 C7 C18 C19 . . . . 46.03(15) ?
C6 C7 C18 C19 . . . . -71.81(17) ?
C25 C18 C19 C20 . . . . -160.66(14) ?
C7 C18 C19 C20 . . . . -31.10(16) ?
C5 O8 C20 C21 . . . . 31.95(18) ?
C5 O8 C20 C19 . . . . -87.34(16) ?
C18 C19 C20 O8 . . . . 126.09(14) ?
C18 C19 C20 C21 . . . . 4.16(16) ?
C8 C7 C21 C22 . . . . 76.89(18) ?
C18 C7 C21 C22 . . . . -167.35(13) ?
C6 C7 C21 C22 . . . . -46.27(19) ?
C8 C7 C21 C20 . . . . -158.03(13) ?
C18 C7 C21 C20 . . . . -42.27(15) ?
C6 C7 C21 C20 . . . . 78.81(15) ?
O8 C20 C21 C22 . . . . 29.59(19) ?
C19 C20 C21 C22 . . . . 151.70(14) ?
O8 C20 C21 C7 . . . . -98.09(14) ?
C19 C20 C21 C7 . . . . 24.02(16) ?
C7 C21 C22 C23 . . . . -168.20(14) ?
C20 C21 C22 C23 . . . . 71.79(18) ?
C7 C21 C22 C24 . . . . 67.40(18) ?
C20 C21 C22 C24 . . . . -52.60(18) ?
O3 C5 C24 C22 . . . . -79.99(17) ?
O8 C5 C24 C22 . . . . 41.90(17) ?
C4 C5 C24 C22 . . . . 155.08(14) ?
C21 C22 C24 C5 . . . . 15.45(19) ?
C23 C22 C24 C5 . . . . -108.51(16) ?
C19 C18 C25 C26 . . . . -51.25(19) ?
C7 C18 C25 C26 . . . . -176.41(13) ?
C19 C18 C25 C10 . . . . -173.86(14) ?
C7 C18 C25 C10 . . . . 60.99(17) ?
C9 C10 C25 C18 . . . . -56.46(16) ?
C11 C10 C25 C18 . . . . 174.27(13) ?
C9 C10 C25 C26 . . . . -178.08(14) ?
C11 C10 C25 C26 . . . . 52.65(18) ?
C18 C25 C26 C27 . . . . -164.84(14) ?
C10 C25 C26 C27 . . . . -45.20(19) ?
C25 C26 C27 O9 . . . . -134.62(19) ?
C25 C26 C27 C28 . . . . 47.8(2) ?
O9 C27 C28 C29 . . . . -3.0(2) ?
C26 C27 C28 C29 . . . . 174.56(14) ?
O9 C27 C28 C11 . . . . 126.54(19) ?
C26 C27 C28 C11 . . . . -55.94(19) ?
C30 C11 C28 C27 . . . . -62.58(18) ?
C12 C11 C28 C27 . . . . 176.48(14) ?
C10 C11 C28 C27 . . . . 59.40(17) ?
C30 C11 C28 C29 . . . . 66.87(18) ?
C12 C11 C28 C29 . . . . -54.07(18) ?
C10 C11 C28 C29 . . . . -171.15(13) ?
O4 C14 C29 C28 . . . . -178.83(13) ?
C13 C14 C29 C28 . . . . -59.19(18) ?
C27 C28 C29 C14 . . . . -172.14(14) ?
C11 C28 C29 C14 . . . . 59.60(18) ?
O2 C4 C31 C33 . . . . 49.4(2) ?
C5 C4 C31 C33 . . . . -72.5(2) ?
O2 C4 C31 C32 . . . . -74.32(18) ?
C5 C4 C31 C32 . . . . 163.74(14) ?
