# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxj13
_database_code_depnum_ccdc_archive 'CCDC 2201542'
loop_
_audit_author_name
_audit_author_address
'Xiaonian Li'
;Kunming Institute of Botany, Chinese Academy of Sciences,Kunming, China
China
;
_audit_update_record             
;
2022-08-15 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;
_chemical_name_systematic        
(23R,24S)-5α-cholest-16β,23:18,23-diepoxy-3β,24-diol-6-one-24-O-β-D-fucopyranoside
_chemical_name_common            ?
_chemical_formula_moiety         'C33 H52 O9, C H4 O'
_chemical_formula_sum            'C34 H56 O10'
_chemical_formula_iupac          ?
_chemical_formula_weight         624.78
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.2949(3)
_cell_length_b                   9.7000(2)
_cell_length_c                   14.6302(3)
_cell_angle_alpha                90
_cell_angle_beta                 110.8410(10)
_cell_angle_gamma                90
_cell_volume                     1630.65(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9327
_cell_measurement_theta_min      3.8470
_cell_measurement_theta_max      72.4741
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.190
_exptl_crystal_density_diffrn    1.272
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             680

_exptl_absorpt_coefficient_mu    0.752
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  0.87

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            30722
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0283
_diffrn_reflns_theta_min         3.23
_diffrn_reflns_theta_max         72.47
_diffrn_reflns_theta_full        72.47
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18

_refine_special_details          
;
;

_reflns_number_total             6401
_reflns_number_gt                6360
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0280
_refine_ls_R_factor_gt           0.0279
_refine_ls_wR_factor_gt          0.0702
_refine_ls_wR_factor_ref         0.0703
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_number_reflns         6401
_refine_ls_number_parameters     412
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0345P)²+0.4026P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.217
_refine_diff_density_min         -0.181
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_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)

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

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 . .


_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_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_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_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) ?

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 ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform-Methanol'
_chemical_compound_source        'Ypsilandra thibetica Franch'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxj17
_database_code_depnum_ccdc_archive 'CCDC 2201543'
loop_
_audit_author_name
_audit_author_address
'Xiaonian Li'
;Kunming Institute of Botany, Chinese Academy of Sciences,Kunming, China
China
;
_audit_update_record             
;
2022-08-15 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;
_chemical_name_systematic        
(23R,24S)-5α-cholest-16β,23-epoxy-23,24-(β-D-arabinopyranose-2,1-di-O-yl)-3β-ol-6-one
_chemical_name_common            ?
_chemical_formula_moiety         'C32 H50 O8, H2 O'
_chemical_formula_sum            'C32 H52 O9'
_chemical_formula_iupac          ?
_chemical_formula_weight         580.73
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_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                   6.70730(10)
_cell_length_b                   11.6828(3)
_cell_length_c                   38.5757(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3022.79(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9931
_cell_measurement_theta_min      2.2907
_cell_measurement_theta_max      72.3859
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       needle
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1264

_exptl_absorpt_coefficient_mu    0.747
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            27775
_diffrn_reflns_av_R_equivalents  0.0969
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         72.38
_diffrn_reflns_theta_full        72.38
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_limit_l_max       47

_refine_special_details          
;
;

_reflns_number_total             5969
_reflns_number_gt                5197
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0479
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_gt          0.0845
_refine_ls_wR_factor_ref         0.0898
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_number_reflns         5969
_refine_ls_number_parameters     381
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0382P)²+0.2201P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.238
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1962 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.14(9)

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

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 O9 1.3931(3) 0.66355(18) 0.39111(5) 0.0254(4) Uani d . . . 1 . .
H H52 1.477667 0.660013 0.407279 0.038 Uiso d U . R 1 . .
H H51 1.438267 0.619213 0.373879 0.038 Uiso d U . R 1 . .
O O1 0.5523(2) 0.47706(14) 0.34583(4) 0.0151(3) Uani d . . . 1 . .
O O2 0.7877(3) 0.64701(15) 0.27890(4) 0.0182(3) Uani d . . . 1 . .
O O3 0.9840(3) 0.80303(16) 0.28365(5) 0.0212(4) Uani d . . . 1 . .
O O4 0.7737(2) 0.62055(14) 0.35022(4) 0.0159(3) Uani d . . . 1 . .
O O5 1.3006(3) 0.82292(17) 0.33600(5) 0.0237(4) Uani d . . . 1 . .
H H48 1.339(3) 0.798(3) 0.3546(10) 0.036 Uiso calc U . R 1 . .
O O6 1.0215(3) 0.76085(16) 0.39257(4) 0.0188(3) Uani d . . . 1 . .
H H49 1.124(6) 0.725(3) 0.39147(11) 0.028 Uiso calc U . R 1 . .
O O7 -0.0350(3) 0.14207(16) 0.48279(4) 0.0194(4) Uani d . . . 1 . .
O O8 0.2256(3) -0.16208(17) 0.56547(5) 0.0219(4) Uani d . . . 1 . .
H H50 0.304(4) -0.191(3) 0.5786(10) 0.033 Uiso calc U . R 1 . .
C C1 0.3295(4) -0.0875(2) 0.54217(6) 0.0180(5) Uani d . . . 1 . .
H H1 0.417587 -0.035513 0.555948 0.022 Uiso calc U . R 1 . .
C C2 0.1783(4) -0.0155(2) 0.52257(6) 0.0168(5) Uani d . . . 1 . .
H H30 0.102053 0.032266 0.53912 0.02 Uiso calc U . R 1 . .
H H29 0.083174 -0.066201 0.510353 0.02 Uiso calc U . R 1 . .
C C3 0.2844(3) 0.0614(2) 0.49632(6) 0.0148(4) Uani d . . . 1 . .
H H31 0.380652 0.109348 0.509774 0.018 Uiso calc U . R 1 . .
C C4 0.4096(3) -0.0063(2) 0.46905(6) 0.0148(4) Uani d . . . 1 . .
C C5 0.5255(3) 0.08164(19) 0.44660(6) 0.0139(4) Uani d . . . 1 . .
H H21 0.61118 0.126519 0.462888 0.017 Uiso calc U . R 1 . .
C C6 0.3866(3) 0.1689(2) 0.42850(6) 0.0132(4) Uani d . . . 1 . .
H H22 0.305582 0.127846 0.41063 0.016 Uiso calc U . R 1 . .
C C7 0.5197(3) 0.2559(2) 0.41041(6) 0.0133(4) Uani d . . . 1 . .
H H9 0.614762 0.284038 0.428462 0.016 Uiso calc U . R 1 . .
C C8 0.4304(3) 0.3630(2) 0.39372(6) 0.0150(4) Uani d . . . 1 . .
H H7 0.374166 0.415588 0.411315 0.018 Uiso calc U . R 1 . .
H H8 0.3259 0.343339 0.376594 0.018 Uiso calc U . R 1 . .
C C9 0.6149(3) 0.4141(2) 0.37622(6) 0.0146(4) Uani d . . . 1 . .
H H38 0.682699 0.46743 0.392705 0.018 Uiso calc U . R 1 . .
C C10 0.7132(3) 0.5271(2) 0.32789(6) 0.0150(4) Uani d . . . 1 . .
C C11 0.6300(4) 0.5788(2) 0.29396(6) 0.0167(5) Uani d . . . 1 . .
H H46 0.515388 0.630065 0.299773 0.02 Uiso calc U . R 1 . .
C C12 0.8380(4) 0.7384(2) 0.30081(6) 0.0177(5) Uani d . . . 1 . .
H H47 0.717687 0.78683 0.305264 0.021 Uiso calc U . R 1 . .
C C13 1.0307(4) 0.9021(2) 0.30407(7) 0.0216(5) Uani d . . . 1 . .
H H2 0.909146 0.94958 0.306509 0.026 Uiso calc U . R 1 . .
H H3 1.131778 0.948356 0.291672 0.026 Uiso calc U . R 1 . .
C C14 0.9193(3) 0.6924(2) 0.33492(6) 0.0157(5) Uani d . . . 1 . .
H H6 1.044681 0.648271 0.330689 0.019 Uiso calc U . R 1 . .
C C15 0.9614(4) 0.7934(2) 0.35872(6) 0.0173(5) Uani d . . . 1 . .
H H5 0.83372 0.836805 0.361187 0.021 Uiso calc U . R 1 . .
C C16 1.1097(4) 0.8728(2) 0.34015(7) 0.0192(5) Uani d . . . 1 . .
H H4 1.123511 0.945112 0.353837 0.023 Uiso calc U . R 1 . .
C C17 0.6501(3) 0.20280(19) 0.38141(6) 0.0129(4) Uani d . . . 1 . .
C C18 0.5264(4) 0.1459(2) 0.35265(6) 0.0180(5) Uani d . . . 1 . .
H H10 0.615944 0.114561 0.334966 0.027 Uiso calc U . R 1 . .
H H11 0.438228 0.202918 0.342049 0.027 Uiso calc U . R 1 . .
H H12 0.446109 0.084 0.362595 0.027 Uiso calc U . R 1 . .
C C19 0.7581(3) 0.3122(2) 0.36755(6) 0.0144(4) Uani d . . . 1 . .
H H13 0.881352 0.322709 0.381792 0.017 Uiso calc U . R 1 . .
C C20 0.8207(3) 0.3183(2) 0.32932(6) 0.0151(4) Uani d . . . 1 . .
H H17 0.701996 0.300556 0.314568 0.018 Uiso calc U . R 1 . .
C C21 0.9886(4) 0.2353(2) 0.31989(7) 0.0204(5) Uani d . . . 1 . .
H H16 1.019887 0.242623 0.295174 0.031 Uiso calc U . R 1 . .
H H14 0.946155 0.156705 0.324833 0.031 Uiso calc U . R 1 . .
H H15 1.107415 0.253395 0.333629 0.031 Uiso calc U . R 1 . .
C C22 0.8851(3) 0.4421(2) 0.32232(6) 0.0157(4) Uani d . . . 1 . .
H H19 0.933603 0.448513 0.298159 0.019 Uiso calc U . R 1 . .
H H18 0.996786 0.462187 0.337967 0.019 Uiso calc U . R 1 . .
C C23 0.7868(4) 0.1144(2) 0.39874(6) 0.0163(5) Uani d . . . 1 . .
H H37 0.881815 0.154409 0.414212 0.02 Uiso calc U . R 1 . .
H H20 0.864848 0.0741 0.380705 0.02 Uiso calc U . R 1 . .
C C24 0.6672(4) 0.0262(2) 0.41998(6) 0.0178(5) Uani d . . . 1 . .
H H36 0.761509 -0.024632 0.432351 0.021 Uiso calc U . R 1 . .
H H35 0.588113 -0.021804 0.403903 0.021 Uiso calc U . R 1 . .
C C25 0.1447(3) 0.1434(2) 0.47815(6) 0.0142(4) Uani d . . . 1 . .
C C26 0.2445(3) 0.2276(2) 0.45430(6) 0.0154(4) Uani d . . . 1 . .
H H23 0.320631 0.28363 0.468298 0.018 Uiso calc U . R 1 . .
H H24 0.141239 0.27016 0.441244 0.018 Uiso calc U . R 1 . .
C C27 0.4579(4) -0.1563(2) 0.51714(7) 0.0216(5) Uani d . . . 1 . .
H H25 0.373654 -0.21428 0.505496 0.026 Uiso calc U . R 1 . .
H H28 0.561938 -0.197363 0.530438 0.026 Uiso calc U . R 1 . .
C C28 0.5583(4) -0.0815(2) 0.48957(7) 0.0206(5) Uani d . . . 1 . .
H H26 0.630895 -0.131461 0.473138 0.025 Uiso calc U . R 1 . .
H H27 0.657372 -0.031245 0.500999 0.025 Uiso calc U . R 1 . .
C C29 0.2729(4) -0.0804(2) 0.44625(6) 0.0202(5) Uani d . . . 1 . .
H H33 0.354412 -0.128205 0.43092 0.03 Uiso calc U . R 1 . .
H H32 0.186868 -0.030778 0.432254 0.03 Uiso calc U . R 1 . .
H H34 0.190289 -0.12943 0.461029 0.03 Uiso calc U . R 1 . .
C C30 0.5632(4) 0.4937(2) 0.26598(6) 0.0192(5) Uani d . . . 1 . .
H H39 0.673052 0.437468 0.261884 0.023 Uiso calc U . R 1 . .
C C31 0.5208(4) 0.5576(3) 0.23206(7) 0.0254(5) Uani d . . . 1 . .
H H40 0.408427 0.610054 0.235438 0.038 Uiso calc U . R 1 . .
H H42 0.487765 0.502346 0.213835 0.038 Uiso calc U . R 1 . .
H H41 0.639161 0.60133 0.225213 0.038 Uiso calc U . R 1 . .
C C32 0.3748(4) 0.4284(3) 0.27655(7) 0.0302(6) Uani d . . . 1 . .
H H44 0.266841 0.482856 0.281097 0.045 Uiso calc U . R 1 . .
H H45 0.401701 0.383784 0.297557 0.045 Uiso calc U . R 1 . .
H H43 0.335357 0.376638 0.257766 0.045 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O9 H52 . 0.8438 ?
O9 H51 . 0.8956 ?
O1 C10 . 1.409(3) ?
O1 C9 . 1.446(3) ?
O2 C12 . 1.403(3) ?
O2 C11 . 1.447(3) ?
O3 C12 . 1.403(3) ?
O3 C13 . 1.435(3) ?
O4 C14 . 1.416(3) ?
O4 C10 . 1.448(3) ?
O5 C16 . 1.416(3) ?
O5 H48 . 0.82(4) ?
O6 C15 . 1.419(3) ?
O6 H49 . 0.81(4) ?
O7 C25 . 1.219(3) ?
O8 C1 . 1.433(3) ?
O8 H50 . 0.81(4) ?
C1 C2 . 1.519(3) ?
C1 C27 . 1.523(3) ?
C1 H1 . 1.0 ?
C2 C3 . 1.529(3) ?
C2 H30 . 0.99 ?
C2 H29 . 0.99 ?
C3 C25 . 1.512(3) ?
C3 C4 . 1.562(3) ?
C3 H31 . 1.0 ?
C4 C29 . 1.537(3) ?
C4 C28 . 1.547(3) ?
C4 C5 . 1.552(3) ?
C5 C24 . 1.542(3) ?
C5 C6 . 1.547(3) ?
C5 H21 . 1.0 ?
C6 C7 . 1.522(3) ?
C6 C26 . 1.540(3) ?
C6 H22 . 1.0 ?
C7 C8 . 1.529(3) ?
C7 C17 . 1.550(3) ?
C7 H9 . 1.0 ?
C8 C9 . 1.531(3) ?
C8 H7 . 0.99 ?
C8 H8 . 0.99 ?
C9 C19 . 1.566(3) ?
C9 H38 . 1.0 ?
C10 C22 . 1.537(3) ?
C10 C11 . 1.546(3) ?
C11 C30 . 1.534(3) ?
C11 H46 . 1.0 ?
C12 C14 . 1.523(3) ?
C12 H47 . 1.0 ?
C13 C16 . 1.528(4) ?
C13 H2 . 0.99 ?
C13 H3 . 0.99 ?
C14 C15 . 1.521(3) ?
C14 H6 . 1.0 ?
C15 C16 . 1.538(3) ?
C15 H5 . 1.0 ?
C16 H4 . 1.0 ?
C17 C23 . 1.534(3) ?
C17 C18 . 1.537(3) ?
C17 C19 . 1.563(3) ?
C18 H10 . 0.98 ?
C18 H11 . 0.98 ?
C18 H12 . 0.98 ?
C19 C20 . 1.535(3) ?
C19 H13 . 1.0 ?
C20 C21 . 1.530(3) ?
C20 C22 . 1.534(3) ?
C20 H17 . 1.0 ?
C21 H16 . 0.98 ?
C21 H14 . 0.98 ?
C21 H15 . 0.98 ?
C22 H19 . 0.99 ?
C22 H18 . 0.99 ?
C23 C24 . 1.542(3) ?
C23 H37 . 0.99 ?
C23 H20 . 0.99 ?
C24 H36 . 0.99 ?
C24 H35 . 0.99 ?
C25 C26 . 1.504(3) ?
C26 H23 . 0.99 ?
C26 H24 . 0.99 ?
C27 C28 . 1.533(3) ?
C27 H25 . 0.99 ?
C27 H28 . 0.99 ?
C28 H26 . 0.99 ?
C28 H27 . 0.99 ?
C29 H33 . 0.98 ?
C29 H32 . 0.98 ?
C29 H34 . 0.98 ?
C30 C32 . 1.532(4) ?
C30 C31 . 1.533(3) ?
C30 H39 . 1.0 ?
C31 H40 . 0.98 ?
C31 H42 . 0.98 ?
C31 H41 . 0.98 ?
C32 H44 . 0.98 ?
C32 H45 . 0.98 ?
C32 H43 . 0.98 ?

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
H52 O9 H51 . . 107.0 ?
C10 O1 C9 . . 112.79(17) ?
C12 O2 C11 . . 110.68(18) ?
C12 O3 C13 . . 109.11(19) ?
C14 O4 C10 . . 113.09(17) ?
C16 O5 H48 . . 109.5 ?
C15 O6 H49 . . 109.5 ?
C1 O8 H50 . . 109.5 ?
O8 C1 C2 . . 108.91(19) ?
O8 C1 C27 . . 110.6(2) ?
C2 C1 C27 . . 110.8(2) ?
O8 C1 H1 . . 108.9 ?
C2 C1 H1 . . 108.9 ?
C27 C1 H1 . . 108.9 ?
C1 C2 C3 . . 110.13(19) ?
C1 C2 H30 . . 109.6 ?
C3 C2 H30 . . 109.6 ?
C1 C2 H29 . . 109.6 ?
C3 C2 H29 . . 109.6 ?
H30 C2 H29 . . 108.1 ?
C25 C3 C2 . . 113.03(19) ?
C25 C3 C4 . . 109.99(18) ?
C2 C3 C4 . . 113.5(2) ?
C25 C3 H31 . . 106.6 ?
C2 C3 H31 . . 106.6 ?
C4 C3 H31 . . 106.6 ?
C29 C4 C28 . . 111.0(2) ?
C29 C4 C5 . . 110.61(19) ?
C28 C4 C5 . . 109.78(19) ?
C29 C4 C3 . . 110.48(19) ?
C28 C4 C3 . . 106.84(19) ?
C5 C4 C3 . . 108.04(18) ?
C24 C5 C6 . . 110.32(18) ?
C24 C5 C4 . . 113.70(19) ?
C6 C5 C4 . . 112.73(18) ?
C24 C5 H21 . . 106.5 ?
C6 C5 H21 . . 106.5 ?
C4 C5 H21 . . 106.5 ?
C7 C6 C26 . . 111.17(19) ?
C7 C6 C5 . . 107.10(18) ?
C26 C6 C5 . . 112.00(18) ?
C7 C6 H22 . . 108.8 ?
C26 C6 H22 . . 108.8 ?
C5 C6 H22 . . 108.8 ?
C6 C7 C8 . . 120.66(19) ?
C6 C7 C17 . . 113.22(19) ?
C8 C7 C17 . . 104.18(18) ?
C6 C7 H9 . . 105.9 ?
C8 C7 H9 . . 105.9 ?
C17 C7 H9 . . 105.9 ?
C7 C8 C9 . . 100.83(18) ?
C7 C8 H7 . . 111.6 ?
C9 C8 H7 . . 111.6 ?
C7 C8 H8 . . 111.6 ?
C9 C8 H8 . . 111.6 ?
H7 C8 H8 . . 109.4 ?
O1 C9 C8 . . 108.75(18) ?
O1 C9 C19 . . 113.06(18) ?
C8 C9 C19 . . 107.08(19) ?
O1 C9 H38 . . 109.3 ?
C8 C9 H38 . . 109.3 ?
C19 C9 H38 . . 109.3 ?
O1 C10 O4 . . 103.62(17) ?
O1 C10 C22 . . 112.03(19) ?
O4 C10 C22 . . 111.08(18) ?
O1 C10 C11 . . 107.54(19) ?
O4 C10 C11 . . 108.10(18) ?
C22 C10 C11 . . 113.88(19) ?
O2 C11 C30 . . 106.72(18) ?
O2 C11 C10 . . 106.93(19) ?
C30 C11 C10 . . 116.7(2) ?
O2 C11 H46 . . 108.8 ?
C30 C11 H46 . . 108.8 ?
C10 C11 H46 . . 108.8 ?
O3 C12 O2 . . 107.03(19) ?
O3 C12 C14 . . 110.4(2) ?
O2 C12 C14 . . 109.8(2) ?
O3 C12 H47 . . 109.9 ?
O2 C12 H47 . . 109.9 ?
C14 C12 H47 . . 109.9 ?
O3 C13 C16 . . 113.3(2) ?
O3 C13 H2 . . 108.9 ?
C16 C13 H2 . . 108.9 ?
O3 C13 H3 . . 108.9 ?
C16 C13 H3 . . 108.9 ?
H2 C13 H3 . . 107.7 ?
O4 C14 C15 . . 109.64(19) ?
O4 C14 C12 . . 108.81(19) ?
C15 C14 C12 . . 108.3(2) ?
O4 C14 H6 . . 110.0 ?
C15 C14 H6 . . 110.0 ?
C12 C14 H6 . . 110.0 ?
O6 C15 C14 . . 113.62(19) ?
O6 C15 C16 . . 114.0(2) ?
C14 C15 C16 . . 107.89(19) ?
O6 C15 H5 . . 107.0 ?
C14 C15 H5 . . 107.0 ?
C16 C15 H5 . . 107.0 ?
O5 C16 C13 . . 107.6(2) ?
O5 C16 C15 . . 112.9(2) ?
C13 C16 C15 . . 109.6(2) ?
O5 C16 H4 . . 108.9 ?
C13 C16 H4 . . 108.9 ?
C15 C16 H4 . . 108.9 ?
C23 C17 C18 . . 110.27(19) ?
C23 C17 C7 . . 107.00(18) ?
C18 C17 C7 . . 112.92(19) ?
C23 C17 C19 . . 114.96(19) ?
C18 C17 C19 . . 110.91(18) ?
C7 C17 C19 . . 100.44(18) ?
C17 C18 H10 . . 109.5 ?
C17 C18 H11 . . 109.5 ?
H10 C18 H11 . . 109.5 ?
C17 C18 H12 . . 109.5 ?
H10 C18 H12 . . 109.5 ?
H11 C18 H12 . . 109.5 ?
C20 C19 C17 . . 119.56(19) ?
C20 C19 C9 . . 109.71(18) ?
C17 C19 C9 . . 105.31(18) ?
C20 C19 H13 . . 107.2 ?
C17 C19 H13 . . 107.2 ?
C9 C19 H13 . . 107.2 ?
C21 C20 C22 . . 110.38(19) ?
C21 C20 C19 . . 113.57(19) ?
C22 C20 C19 . . 106.86(19) ?
C21 C20 H17 . . 108.6 ?
C22 C20 H17 . . 108.6 ?
C19 C20 H17 . . 108.6 ?
C20 C21 H16 . . 109.5 ?
C20 C21 H14 . . 109.5 ?
H16 C21 H14 . . 109.5 ?
C20 C21 H15 . . 109.5 ?
H16 C21 H15 . . 109.5 ?
H14 C21 H15 . . 109.5 ?
C20 C22 C10 . . 111.92(19) ?
C20 C22 H19 . . 109.2 ?
C10 C22 H19 . . 109.2 ?
C20 C22 H18 . . 109.2 ?
C10 C22 H18 . . 109.2 ?
H19 C22 H18 . . 107.9 ?
C17 C23 C24 . . 111.7(2) ?
C17 C23 H37 . . 109.3 ?
C24 C23 H37 . . 109.3 ?
C17 C23 H20 . . 109.3 ?
C24 C23 H20 . . 109.3 ?
H37 C23 H20 . . 107.9 ?
C23 C24 C5 . . 113.2(2) ?
C23 C24 H36 . . 108.9 ?
C5 C24 H36 . . 108.9 ?
C23 C24 H35 . . 108.9 ?
C5 C24 H35 . . 108.9 ?
H36 C24 H35 . . 107.8 ?
O7 C25 C26 . . 122.6(2) ?
O7 C25 C3 . . 122.4(2) ?
C26 C25 C3 . . 115.0(2) ?
C25 C26 C6 . . 112.27(19) ?
C25 C26 H23 . . 109.1 ?
C6 C26 H23 . . 109.1 ?
C25 C26 H24 . . 109.1 ?
C6 C26 H24 . . 109.1 ?
H23 C26 H24 . . 107.9 ?
C1 C27 C28 . . 112.8(2) ?
C1 C27 H25 . . 109.0 ?
C28 C27 H25 . . 109.0 ?
C1 C27 H28 . . 109.0 ?
C28 C27 H28 . . 109.0 ?
H25 C27 H28 . . 107.8 ?
C27 C28 C4 . . 113.3(2) ?
C27 C28 H26 . . 108.9 ?
C4 C28 H26 . . 108.9 ?
C27 C28 H27 . . 108.9 ?
C4 C28 H27 . . 108.9 ?
H26 C28 H27 . . 107.7 ?
C4 C29 H33 . . 109.5 ?
C4 C29 H32 . . 109.5 ?
H33 C29 H32 . . 109.5 ?
C4 C29 H34 . . 109.5 ?
H33 C29 H34 . . 109.5 ?
H32 C29 H34 . . 109.5 ?
C32 C30 C31 . . 108.5(2) ?
C32 C30 C11 . . 112.1(2) ?
C31 C30 C11 . . 109.9(2) ?
C32 C30 H39 . . 108.8 ?
C31 C30 H39 . . 108.8 ?
C11 C30 H39 . . 108.8 ?
C30 C31 H40 . . 109.5 ?
C30 C31 H42 . . 109.5 ?
H40 C31 H42 . . 109.5 ?
C30 C31 H41 . . 109.5 ?
H40 C31 H41 . . 109.5 ?
H42 C31 H41 . . 109.5 ?
C30 C32 H44 . . 109.5 ?
C30 C32 H45 . . 109.5 ?
H44 C32 H45 . . 109.5 ?
C30 C32 H43 . . 109.5 ?
H44 C32 H43 . . 109.5 ?
H45 C32 H43 . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O8 C1 C2 C3 . . . . -177.53(19) ?
C27 C1 C2 C3 . . . . -55.7(3) ?
C1 C2 C3 C25 . . . . -174.7(2) ?
C1 C2 C3 C4 . . . . 59.1(3) ?
C25 C3 C4 C29 . . . . -63.2(3) ?
C2 C3 C4 C29 . . . . 64.6(3) ?
C25 C3 C4 C28 . . . . 176.04(19) ?
C2 C3 C4 C28 . . . . -56.2(3) ?
C25 C3 C4 C5 . . . . 58.0(2) ?
C2 C3 C4 C5 . . . . -174.30(18) ?
C29 C4 C5 C24 . . . . -62.8(3) ?
C28 C4 C5 C24 . . . . 60.0(3) ?
C3 C4 C5 C24 . . . . 176.14(19) ?
C29 C4 C5 C6 . . . . 63.7(2) ?
C28 C4 C5 C6 . . . . -173.51(19) ?
C3 C4 C5 C6 . . . . -57.4(2) ?
C24 C5 C6 C7 . . . . -57.0(2) ?
C4 C5 C6 C7 . . . . 174.68(18) ?
C24 C5 C6 C26 . . . . -179.15(19) ?
C4 C5 C6 C26 . . . . 52.5(2) ?
C26 C6 C7 C8 . . . . -49.6(3) ?
C5 C6 C7 C8 . . . . -172.29(19) ?
C26 C6 C7 C17 . . . . -173.98(18) ?
C5 C6 C7 C17 . . . . 63.4(2) ?
C6 C7 C8 C9 . . . . -174.23(19) ?
C17 C7 C8 C9 . . . . -45.7(2) ?
C10 O1 C9 C8 . . . . -179.83(18) ?
C10 O1 C9 C19 . . . . -61.0(2) ?
C7 C8 C9 O1 . . . . 150.64(18) ?
C7 C8 C9 C19 . . . . 28.2(2) ?
C9 O1 C10 O4 . . . . -72.4(2) ?
C9 O1 C10 C22 . . . . 47.4(2) ?
C9 O1 C10 C11 . . . . 173.29(18) ?
C14 O4 C10 O1 . . . . -172.40(18) ?
C14 O4 C10 C22 . . . . 67.1(2) ?
C14 O4 C10 C11 . . . . -58.5(2) ?
C12 O2 C11 C30 . . . . 171.21(19) ?
C12 O2 C11 C10 . . . . -63.3(2) ?
O1 C10 C11 O2 . . . . 170.03(18) ?
O4 C10 C11 O2 . . . . 58.7(2) ?
C22 C10 C11 O2 . . . . -65.2(2) ?
O1 C10 C11 C30 . . . . -70.7(3) ?
O4 C10 C11 C30 . . . . 178.03(19) ?
C22 C10 C11 C30 . . . . 54.1(3) ?
C13 O3 C12 O2 . . . . 176.12(19) ?
C13 O3 C12 C14 . . . . -64.5(3) ?
C11 O2 C12 O3 . . . . -177.19(18) ?
C11 O2 C12 C14 . . . . 63.0(2) ?
C12 O3 C13 C16 . . . . 59.7(3) ?
C10 O4 C14 C15 . . . . 175.28(18) ?
C10 O4 C14 C12 . . . . 57.0(2) ?
O3 C12 C14 O4 . . . . -175.53(19) ?
O2 C12 C14 O4 . . . . -57.8(2) ?
O3 C12 C14 C15 . . . . 65.3(2) ?
O2 C12 C14 C15 . . . . -176.94(18) ?
O4 C14 C15 O6 . . . . 56.1(3) ?
C12 C14 C15 O6 . . . . 174.73(19) ?
O4 C14 C15 C16 . . . . -176.47(19) ?
C12 C14 C15 C16 . . . . -57.9(2) ?
O3 C13 C16 O5 . . . . 68.8(3) ?
O3 C13 C16 C15 . . . . -54.3(3) ?
O6 C15 C16 O5 . . . . 60.0(3) ?
C14 C15 C16 O5 . . . . -67.2(3) ?
O6 C15 C16 C13 . . . . 179.9(2) ?
C14 C15 C16 C13 . . . . 52.7(3) ?
C6 C7 C17 C23 . . . . -61.9(2) ?
C8 C7 C17 C23 . . . . 165.22(18) ?
C6 C7 C17 C18 . . . . 59.6(3) ?
C8 C7 C17 C18 . . . . -73.3(2) ?
C6 C7 C17 C19 . . . . 177.78(18) ?
C8 C7 C17 C19 . . . . 44.9(2) ?
C23 C17 C19 C20 . . . . 95.7(2) ?
C18 C17 C19 C20 . . . . -30.2(3) ?
C7 C17 C19 C20 . . . . -149.84(19) ?
C23 C17 C19 C9 . . . . -140.41(19) ?
C18 C17 C19 C9 . . . . 93.6(2) ?
C7 C17 C19 C9 . . . . -26.0(2) ?
O1 C9 C19 C20 . . . . 9.0(3) ?
C8 C9 C19 C20 . . . . 128.79(19) ?
O1 C9 C19 C17 . . . . -120.87(19) ?
C8 C9 C19 C17 . . . . -1.1(2) ?
C17 C19 C20 C21 . . . . -68.5(3) ?
C9 C19 C20 C21 . . . . 169.82(19) ?
C17 C19 C20 C22 . . . . 169.58(19) ?
C9 C19 C20 C22 . . . . 47.9(2) ?
C21 C20 C22 C10 . . . . 174.11(19) ?
C19 C20 C22 C10 . . . . -62.0(2) ?
O1 C10 C22 C20 . . . . 14.2(3) ?
O4 C10 C22 C20 . . . . 129.5(2) ?
C11 C10 C22 C20 . . . . -108.1(2) ?
C18 C17 C23 C24 . . . . -68.8(2) ?
C7 C17 C23 C24 . . . . 54.4(3) ?
C19 C17 C23 C24 . . . . 164.92(19) ?
C17 C23 C24 C5 . . . . -53.6(3) ?
C6 C5 C24 C23 . . . . 54.3(3) ?
C4 C5 C24 C23 . . . . -177.97(19) ?
C2 C3 C25 O7 . . . . -4.2(3) ?
C4 C3 C25 O7 . . . . 123.8(2) ?
C2 C3 C25 C26 . . . . 175.0(2) ?
C4 C3 C25 C26 . . . . -57.0(3) ?
O7 C25 C26 C6 . . . . -129.6(2) ?
C3 C25 C26 C6 . . . . 51.1(3) ?
C7 C6 C26 C25 . . . . -167.15(19) ?
C5 C6 C26 C25 . . . . -47.4(3) ?
O8 C1 C27 C28 . . . . 175.0(2) ?
C2 C1 C27 C28 . . . . 54.2(3) ?
C1 C27 C28 C4 . . . . -54.4(3) ?
C29 C4 C28 C27 . . . . -67.5(3) ?
C5 C4 C28 C27 . . . . 169.9(2) ?
C3 C4 C28 C27 . . . . 53.0(3) ?
O2 C11 C30 C32 . . . . -171.2(2) ?
C10 C11 C30 C32 . . . . 69.4(3) ?
O2 C11 C30 C31 . . . . -50.5(3) ?
C10 C11 C30 C31 . . . . -169.9(2) ?

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
O9 H52 O8 2_656 0.84 1.97 2.789(3) 164.2 ?
O9 H51 O1 1_655 0.90 2.12 2.990(3) 162.2 ?
O9 H51 O4 1_655 0.90 2.43 3.043(3) 126.1 ?
O5 H48 O9 . 0.82 2.14 2.894(3) 153.0 ?
O6 H49 O9 . 0.81 1.94 2.740(3) 169.8 ?
O8 H50 O6 2_456 0.81 2.00 2.809(3) 174.0 ?
C26 H23 O7 2_556 0.99 2.29 3.224(3) 156.5 ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform-Methanol'
_chemical_compound_source        'Ypsilandra thibetica Franch'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_cxj18
_database_code_depnum_ccdc_archive 'CCDC 2201544'
loop_
_audit_author_name
_audit_author_address
'Xiaonian Li'
;Kunming Institute of Botany, Chinese Academy of Sciences,Kunming, China
China
;
_audit_update_record             
;
2022-08-15 deposited with the CCDC.	2022-11-15 downloaded from the CCDC.
;
_chemical_name_systematic        
(23R,24S)-5α-cholest-16β,23-epoxy-23,24-(β-D-fucopyranose-2,1-di-O-yl)-3β,18-diol-6-one
_chemical_name_common            18-hydroxylypsilanogenin
_chemical_formula_moiety         'C33 H52 O9, C H4 O, H2 O'
_chemical_formula_sum            'C34 H58 O11'
_chemical_formula_iupac          ?
_chemical_formula_weight         642.80
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   12.0479(3)
_cell_length_b                   7.6358(2)
_cell_length_c                   17.9880(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.9550(10)
_cell_angle_gamma                90
_cell_volume                     1648.63(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9926
_cell_measurement_theta_min      3.6825
_cell_measurement_theta_max      72.2936
_cell_measurement_temperature    100.(2)

_exptl_crystal_description       prism
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             700

_exptl_absorpt_coefficient_mu    0.781
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.91

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.(2)

_diffrn_source                   'Ius Diamond'
_diffrn_source_type              Microfocus

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Helixos MX multilayer Optic'

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            19289
_diffrn_reflns_av_R_equivalents  0.0359
_diffrn_reflns_av_unetI/netI     0.0344
_diffrn_reflns_theta_min         3.68
_diffrn_reflns_theta_max         72.36
_diffrn_reflns_theta_full        72.36
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       16

_refine_special_details          
;
;

_reflns_number_total             6224
_reflns_number_gt                6145
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0289
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_gt          0.0726
_refine_ls_wR_factor_ref         0.0731
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_number_reflns         6224
_refine_ls_number_parameters     417
_refine_ls_number_restraints     1
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0377P)²+0.3226P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.207
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2641 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(4)

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'

_computing_data_collection       'Bruker Instrument Service vV6.2.9'
_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_publication_material  ?

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 -0.01080(9) 0.41536(17) 0.03129(6) 0.0111(2) Uani d . . . 1 . .
O O2 0.17760(9) 0.35093(16) 0.19696(6) 0.0111(2) Uani d . . . 1 . .
O O3 0.36425(9) 0.31208(16) 0.20714(6) 0.0103(2) Uani d . . . 1 . .
O O4 0.17652(9) 0.42020(17) 0.04590(6) 0.0118(2) Uani d . . . 1 . .
O O5 -0.03556(10) 0.41266(19) 0.26205(6) 0.0153(3) Uani d . . . 1 . .
H H52 -0.024545 0.521296 0.26308 0.023 Uiso calc U . R 1 . .
O O6 -0.14987(10) 0.57518(16) 0.13795(7) 0.0130(3) Uani d . . . 1 . .
H H53 -0.206149 0.592288 0.161486 0.02 Uiso calc U . R 1 . .
O O7 0.98122(11) 0.29979(18) 0.73142(7) 0.0158(3) Uani d . . . 1 . .
H H54 0.97516 0.345828 0.773284 0.024 Uiso calc U . R 1 . .
O O8 0.73194(13) -0.03933(18) 0.54387(8) 0.0247(3) Uani d . . . 1 . .
O O9 0.67196(10) 0.62651(18) 0.21852(7) 0.0129(3) Uani d . . . 1 . .
H H55 0.706736 0.700196 0.246301 0.019 Uiso calc U . R 1 . .
C C1 -0.20615(14) 0.3912(3) 0.00046(10) 0.0169(4) Uani d . . . 1 . .
H H1 -0.217881 0.517722 0.004474 0.025 Uiso calc U . R 1 . .
H H3 -0.274118 0.32919 0.01132 0.025 Uiso calc U . R 1 . .
H H4 -0.188166 0.362556 -0.050229 0.025 Uiso calc U . R 1 . .
C C2 -0.11108(13) 0.3359(2) 0.05566(9) 0.0118(3) Uani d . . . 1 . .
H H5 -0.103442 0.205567 0.05408 0.014 Uiso calc U . R 1 . .
C C3 0.08213(13) 0.3527(2) 0.07670(9) 0.0106(3) Uani d . . . 1 . .
H H48 0.083621 0.221787 0.075708 0.013 Uiso calc U . R 1 . .
C C4 0.07991(13) 0.4170(2) 0.15605(9) 0.0100(3) Uani d . . . 1 . .
H H9 0.080436 0.547915 0.157044 0.012 Uiso calc U . R 1 . .
C C5 0.27987(13) 0.4095(2) 0.16768(9) 0.0097(3) Uani d . . . 1 . .
C C6 0.38549(13) 0.3724(2) 0.28290(9) 0.0097(3) Uani d . . . 1 . .
H H40 0.314376 0.373614 0.307745 0.012 Uiso calc U . R 1 . .
C C7 0.46940(14) 0.2495(2) 0.32531(10) 0.0113(3) Uani d . . . 1 . .
H H39 0.431562 0.16414 0.355967 0.014 Uiso calc U . R 1 . .
H H38 0.514615 0.185518 0.290761 0.014 Uiso calc U . R 1 . .
C C8 0.54063(13) 0.3777(2) 0.37411(9) 0.0096(3) Uani d . . . 1 . .
H H10 0.490898 0.423518 0.411373 0.012 Uiso calc U . R 1 . .
O O10 0.80175(11) 0.87609(19) 0.28919(8) 0.0198(3) Uani d . . . 1 . .
H H56 0.868299 0.84779 0.285028 0.03 Uiso calc U . R 1 . .
C C9 0.64556(13) 0.3128(2) 0.41965(9) 0.0095(3) Uani d . . . 1 . .
H H37 0.70065 0.273472 0.384615 0.011 Uiso calc U . R 1 . .
C C10 0.69643(14) 0.4665(2) 0.46712(9) 0.0094(3) Uani d . . . 1 . .
H H36 0.638842 0.502236 0.500982 0.011 Uiso calc U . R 1 . .
C C11 0.80043(13) 0.4090(2) 0.51852(9) 0.0107(3) Uani d . . . 1 . .
O O11 1.02700(11) 0.37699(19) 0.87683(7) 0.0186(3) Uani d . . . 1 . .
H H57 1.011117 0.397518 0.91999 0.028 Uiso d U . R 1 . .
H H58 1.059016 0.276918 0.87939 0.028 Uiso d U . R 1 . .
C C12 0.84343(15) 0.5629(2) 0.56868(10) 0.0137(4) Uani d . . . 1 . .
H H17 0.875349 0.653044 0.537178 0.016 Uiso calc U . R 1 . .
H H18 0.779563 0.616462 0.591383 0.016 Uiso calc U . R 1 . .
C C13 0.93229(15) 0.5100(3) 0.63141(10) 0.0160(4) Uani d . . . 1 . .
H H16 1.000839 0.472888 0.609145 0.019 Uiso calc U . R 1 . .
H H15 0.951021 0.612762 0.663649 0.019 Uiso calc U . R 1 . .
C C14 0.89214(14) 0.3617(3) 0.67873(9) 0.0136(3) Uani d . . . 1 . .
H H2 0.829427 0.404897 0.706761 0.016 Uiso calc U . R 1 . .
C C15 0.27687(13) 0.3519(2) 0.08499(9) 0.0111(3) Uani d . . . 1 . .
H H6 0.272994 0.221155 0.083253 0.013 Uiso calc U . R 1 . .
C C16 -0.02362(13) 0.3485(2) 0.18923(9) 0.0109(3) Uani d . . . 1 . .
H H7 -0.017331 0.218052 0.19243 0.013 Uiso calc U . R 1 . .
C C17 -0.12706(13) 0.3922(2) 0.13563(9) 0.0108(3) Uani d . . . 1 . .
H H8 -0.192436 0.327557 0.152676 0.013 Uiso calc U . R 1 . .
C C18 0.89288(14) 0.3394(3) 0.47267(10) 0.0168(4) Uani d . . . 1 . .
H H13 0.907619 0.424956 0.434115 0.025 Uiso calc U . R 1 . .
H H11 0.869056 0.228439 0.449031 0.025 Uiso calc U . R 1 . .
H H12 0.960913 0.320497 0.50564 0.025 Uiso calc U . R 1 . .
C C19 0.76153(14) 0.2646(2) 0.57151(9) 0.0106(3) Uani d . . . 1 . .
H H20 0.701598 0.318941 0.599031 0.013 Uiso calc U . R 1 . .
C C20 0.85225(15) 0.2060(2) 0.63099(10) 0.0132(3) Uani d . . . 1 . .
H H19 0.822341 0.114677 0.662834 0.016 Uiso calc U . R 1 . .
H H14 0.91555 0.155279 0.606709 0.016 Uiso calc U . R 1 . .
C C21 0.70799(15) 0.1110(2) 0.52879(9) 0.0130(3) Uani d . . . 1 . .
C C22 0.61719(15) 0.1572(2) 0.46866(10) 0.0130(3) Uani d . . . 1 . .
H H22 0.548285 0.184877 0.492562 0.016 Uiso calc U . R 1 . .
H H21 0.601718 0.053604 0.436348 0.016 Uiso calc U . R 1 . .
C C23 0.71549(14) 0.6265(2) 0.41773(9) 0.0109(3) Uani d . . . 1 . .
H H24 0.773654 0.597922 0.384012 0.013 Uiso calc U . R 1 . .
H H23 0.743041 0.725318 0.449859 0.013 Uiso calc U . R 1 . .
C C24 0.60862(14) 0.6837(2) 0.37060(9) 0.0097(3) Uani d . . . 1 . .
H H25 0.552725 0.723475 0.404143 0.012 Uiso calc U . R 1 . .
H H26 0.625927 0.783523 0.33843 0.012 Uiso calc U . R 1 . .
C C25 0.55957(13) 0.5331(2) 0.32160(9) 0.0088(3) Uani d . . . 1 . .
C C26 0.63952(14) 0.4819(2) 0.26256(9) 0.0104(3) Uani d . . . 1 . .
H H27 0.70722 0.428217 0.288136 0.012 Uiso calc U . R 1 . .
H H28 0.602904 0.392434 0.228966 0.012 Uiso calc U . R 1 . .
C C27 0.43822(14) 0.5601(2) 0.28598(9) 0.0091(3) Uani d . . . 1 . .
H H29 0.398073 0.629443 0.322466 0.011 Uiso calc U . R 1 . .
C C28 0.41667(14) 0.6514(2) 0.20983(9) 0.0100(3) Uani d . . . 1 . .
H H30 0.468843 0.602252 0.174867 0.012 Uiso calc U . R 1 . .
C C29 0.43240(15) 0.8495(2) 0.21419(10) 0.0147(4) Uani d . . . 1 . .
H H33 0.416261 0.900549 0.164437 0.022 Uiso calc U . R 1 . .
H H31 0.509482 0.8762 0.232591 0.022 Uiso calc U . R 1 . .
H H32 0.381566 0.899066 0.24833 0.022 Uiso calc U . R 1 . .
C C30 0.29636(14) 0.6076(2) 0.17992(9) 0.0104(3) Uani d . . . 1 . .
H H34 0.278234 0.669668 0.132085 0.012 Uiso calc U . R 1 . .
H H35 0.244484 0.649522 0.21583 0.012 Uiso calc U . R 1 . .
C C31 0.37400(14) 0.4106(3) 0.04085(9) 0.0139(3) Uani d . . . 1 . .
H H47 0.389998 0.536768 0.052214 0.017 Uiso calc U . R 1 . .
C C32 0.34360(15) 0.3919(3) -0.04330(10) 0.0190(4) Uani d . . . 1 . .
H H42 0.407468 0.426086 -0.070286 0.029 Uiso calc U . R 1 . .
H H43 0.280021 0.467767 -0.058425 0.029 Uiso calc U . R 1 . .
H H41 0.323872 0.269855 -0.054988 0.029 Uiso calc U . R 1 . .
C C33 0.47930(16) 0.3046(3) 0.06257(11) 0.0251(5) Uani d . . . 1 . .
H H45 0.466069 0.181337 0.049466 0.038 Uiso calc U . R 1 . .
H H44 0.498714 0.314704 0.116435 0.038 Uiso calc U . R 1 . .
H H46 0.540698 0.349733 0.035742 0.038 Uiso calc U . R 1 . .
C C34 0.77904(17) 1.0385(3) 0.25326(12) 0.0231(4) Uani d . . . 1 . .
H H50 0.700287 1.068248 0.255586 0.035 Uiso calc U . R 1 . .
H H49 0.79551 1.030032 0.200973 0.035 Uiso calc U . R 1 . .
H H51 0.825597 1.129843 0.278323 0.035 Uiso calc U . R 1 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C3 . 1.4112(19) ?
O1 C2 . 1.453(2) ?
O2 C4 . 1.4252(19) ?
O2 C5 . 1.4518(19) ?
O3 C5 . 1.402(2) ?
O3 C6 . 1.4405(19) ?
O4 C3 . 1.405(2) ?
O4 C15 . 1.4427(19) ?
O5 C16 . 1.418(2) ?
O5 H52 . 0.84 ?
O6 C17 . 1.425(2) ?
O6 H53 . 0.84 ?
O7 C14 . 1.448(2) ?
O7 H54 . 0.84 ?
O8 C21 . 1.209(2) ?
O9 C26 . 1.433(2) ?
O9 H55 . 0.84 ?
C1 C2 . 1.510(2) ?
C1 H1 . 0.98 ?
C1 H3 . 0.98 ?
C1 H4 . 0.98 ?
C2 C17 . 1.529(2) ?
C2 H5 . 1.0 ?
C3 C4 . 1.512(2) ?
C3 H48 . 1.0 ?
C4 C16 . 1.521(2) ?
C4 H9 . 1.0 ?
C5 C30 . 1.539(3) ?
C5 C15 . 1.548(2) ?
C6 C7 . 1.534(2) ?
C6 C27 . 1.566(2) ?
C6 H40 . 1.0 ?
C7 C8 . 1.528(2) ?
C7 H39 . 0.99 ?
C7 H38 . 0.99 ?
C8 C9 . 1.529(2) ?
C8 C25 . 1.545(2) ?
C8 H10 . 1.0 ?
O10 C34 . 1.414(2) ?
O10 H56 . 0.84 ?
C9 C22 . 1.535(2) ?
C9 C10 . 1.547(2) ?
C9 H37 . 1.0 ?
C10 C23 . 1.540(2) ?
C10 C11 . 1.555(2) ?
C10 H36 . 1.0 ?
C11 C18 . 1.537(2) ?
C11 C12 . 1.544(2) ?
C11 C19 . 1.556(2) ?
O11 H57 . 0.8304 ?
O11 H58 . 0.8554 ?
C12 C13 . 1.541(2) ?
C12 H17 . 0.99 ?
C12 H18 . 0.99 ?
C13 C14 . 1.521(3) ?
C13 H16 . 0.99 ?
C13 H15 . 0.99 ?
C14 C20 . 1.520(3) ?
C14 H2 . 1.0 ?
C15 C31 . 1.537(2) ?
C15 H6 . 1.0 ?
C16 C17 . 1.545(2) ?
C16 H7 . 1.0 ?
C17 H8 . 1.0 ?
C18 H13 . 0.98 ?
C18 H11 . 0.98 ?
C18 H12 . 0.98 ?
C19 C21 . 1.516(2) ?
C19 C20 . 1.529(2) ?
C19 H20 . 1.0 ?
C20 H19 . 0.99 ?
C20 H14 . 0.99 ?
C21 C22 . 1.512(2) ?
C22 H22 . 0.99 ?
C22 H21 . 0.99 ?
C23 C24 . 1.542(2) ?
C23 H24 . 0.99 ?
C23 H23 . 0.99 ?
C24 C25 . 1.536(2) ?
C24 H25 . 0.99 ?
C24 H26 . 0.99 ?
C25 C26 . 1.544(2) ?
C25 C27 . 1.558(2) ?
C26 H27 . 0.99 ?
C26 H28 . 0.99 ?
C27 C28 . 1.539(2) ?
C27 H29 . 1.0 ?
C28 C29 . 1.526(2) ?
C28 C30 . 1.539(2) ?
C28 H30 . 1.0 ?
C29 H33 . 0.98 ?
C29 H31 . 0.98 ?
C29 H32 . 0.98 ?
C30 H34 . 0.99 ?
C30 H35 . 0.99 ?
C31 C33 . 1.527(3) ?
C31 C32 . 1.533(2) ?
C31 H47 . 1.0 ?
C32 H42 . 0.98 ?
C32 H43 . 0.98 ?
C32 H41 . 0.98 ?
C33 H45 . 0.98 ?
C33 H44 . 0.98 ?
C33 H46 . 0.98 ?
C34 H50 . 0.98 ?
C34 H49 . 0.98 ?
C34 H51 . 0.98 ?

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 . . 108.82(12) ?
C4 O2 C5 . . 113.11(12) ?
C5 O3 C6 . . 111.78(12) ?
C3 O4 C15 . . 110.36(12) ?
C16 O5 H52 . . 109.5 ?
C17 O6 H53 . . 109.5 ?
C14 O7 H54 . . 109.5 ?
C26 O9 H55 . . 109.5 ?
C2 C1 H1 . . 109.5 ?
C2 C1 H3 . . 109.5 ?
H1 C1 H3 . . 109.5 ?
C2 C1 H4 . . 109.5 ?
H1 C1 H4 . . 109.5 ?
H3 C1 H4 . . 109.5 ?
O1 C2 C1 . . 106.74(14) ?
O1 C2 C17 . . 109.99(13) ?
C1 C2 C17 . . 112.95(14) ?
O1 C2 H5 . . 109.0 ?
C1 C2 H5 . . 109.0 ?
C17 C2 H5 . . 109.0 ?
O4 C3 O1 . . 106.02(13) ?
O4 C3 C4 . . 109.52(13) ?
O1 C3 C4 . . 111.02(13) ?
O4 C3 H48 . . 110.1 ?
O1 C3 H48 . . 110.1 ?
C4 C3 H48 . . 110.1 ?
O2 C4 C3 . . 106.95(13) ?
O2 C4 C16 . . 110.13(13) ?
C3 C4 C16 . . 109.92(13) ?
O2 C4 H9 . . 109.9 ?
C3 C4 H9 . . 109.9 ?
C16 C4 H9 . . 109.9 ?
O3 C5 O2 . . 104.71(13) ?
O3 C5 C30 . . 111.71(13) ?
O2 C5 C30 . . 110.73(13) ?
O3 C5 C15 . . 106.94(13) ?
O2 C5 C15 . . 108.12(13) ?
C30 C5 C15 . . 114.10(14) ?
O3 C6 C7 . . 109.29(13) ?
O3 C6 C27 . . 111.38(13) ?
C7 C6 C27 . . 107.12(13) ?
O3 C6 H40 . . 109.7 ?
C7 C6 H40 . . 109.7 ?
C27 C6 H40 . . 109.7 ?
C8 C7 C6 . . 101.94(14) ?
C8 C7 H39 . . 111.4 ?
C6 C7 H39 . . 111.4 ?
C8 C7 H38 . . 111.4 ?
C6 C7 H38 . . 111.4 ?
H39 C7 H38 . . 109.2 ?
C7 C8 C9 . . 119.83(15) ?
C7 C8 C25 . . 104.24(13) ?
C9 C8 C25 . . 114.68(14) ?
C7 C8 H10 . . 105.7 ?
C9 C8 H10 . . 105.7 ?
C25 C8 H10 . . 105.7 ?
C34 O10 H56 . . 109.5 ?
C8 C9 C22 . . 110.11(13) ?
C8 C9 C10 . . 108.64(14) ?
C22 C9 C10 . . 111.56(13) ?
C8 C9 H37 . . 108.8 ?
C22 C9 H37 . . 108.8 ?
C10 C9 H37 . . 108.8 ?
C23 C10 C9 . . 110.83(13) ?
C23 C10 C11 . . 114.48(14) ?
C9 C10 C11 . . 112.01(14) ?
C23 C10 H36 . . 106.3 ?
C9 C10 H36 . . 106.3 ?
C11 C10 H36 . . 106.3 ?
C18 C11 C12 . . 110.78(14) ?
C18 C11 C10 . . 111.26(13) ?
C12 C11 C10 . . 110.21(14) ?
C18 C11 C19 . . 110.75(15) ?
C12 C11 C19 . . 106.56(13) ?
C10 C11 C19 . . 107.11(13) ?
H57 O11 H58 . . 104.9 ?
C13 C12 C11 . . 113.91(15) ?
C13 C12 H17 . . 108.8 ?
C11 C12 H17 . . 108.8 ?
C13 C12 H18 . . 108.8 ?
C11 C12 H18 . . 108.8 ?
H17 C12 H18 . . 107.7 ?
C14 C13 C12 . . 111.77(15) ?
C14 C13 H16 . . 109.3 ?
C12 C13 H16 . . 109.3 ?
C14 C13 H15 . . 109.3 ?
C12 C13 H15 . . 109.3 ?
H16 C13 H15 . . 107.9 ?
O7 C14 C20 . . 107.15(15) ?
O7 C14 C13 . . 110.84(14) ?
C20 C14 C13 . . 111.51(14) ?
O7 C14 H2 . . 109.1 ?
C20 C14 H2 . . 109.1 ?
C13 C14 H2 . . 109.1 ?
O4 C15 C31 . . 106.63(13) ?
O4 C15 C5 . . 108.34(13) ?
C31 C15 C5 . . 117.26(14) ?
O4 C15 H6 . . 108.1 ?
C31 C15 H6 . . 108.1 ?
C5 C15 H6 . . 108.1 ?
O5 C16 C4 . . 113.31(14) ?
O5 C16 C17 . . 111.17(13) ?
C4 C16 C17 . . 108.99(13) ?
O5 C16 H7 . . 107.7 ?
C4 C16 H7 . . 107.7 ?
C17 C16 H7 . . 107.7 ?
O6 C17 C2 . . 110.09(14) ?
O6 C17 C16 . . 109.93(14) ?
C2 C17 C16 . . 111.46(13) ?
O6 C17 H8 . . 108.4 ?
C2 C17 H8 . . 108.4 ?
C16 C17 H8 . . 108.4 ?
C11 C18 H13 . . 109.5 ?
C11 C18 H11 . . 109.5 ?
H13 C18 H11 . . 109.5 ?
C11 C18 H12 . . 109.5 ?
H13 C18 H12 . . 109.5 ?
H11 C18 H12 . . 109.5 ?
C21 C19 C20 . . 112.04(15) ?
C21 C19 C11 . . 112.06(14) ?
C20 C19 C11 . . 113.65(14) ?
C21 C19 H20 . . 106.1 ?
C20 C19 H20 . . 106.1 ?
C11 C19 H20 . . 106.1 ?
C14 C20 C19 . . 109.79(15) ?
C14 C20 H19 . . 109.7 ?
C19 C20 H19 . . 109.7 ?
C14 C20 H14 . . 109.7 ?
C19 C20 H14 . . 109.7 ?
H19 C20 H14 . . 108.2 ?
O8 C21 C22 . . 121.76(16) ?
O8 C21 C19 . . 122.58(16) ?
C22 C21 C19 . . 115.57(15) ?
C21 C22 C9 . . 114.09(14) ?
C21 C22 H22 . . 108.7 ?
C9 C22 H22 . . 108.7 ?
C21 C22 H21 . . 108.7 ?
C9 C22 H21 . . 108.7 ?
H22 C22 H21 . . 107.6 ?
C10 C23 C24 . . 112.51(13) ?
C10 C23 H24 . . 109.1 ?
C24 C23 H24 . . 109.1 ?
C10 C23 H23 . . 109.1 ?
C24 C23 H23 . . 109.1 ?
H24 C23 H23 . . 107.8 ?
C25 C24 C23 . . 111.41(14) ?
C25 C24 H25 . . 109.3 ?
C23 C24 H25 . . 109.3 ?
C25 C24 H26 . . 109.3 ?
C23 C24 H26 . . 109.3 ?
H25 C24 H26 . . 108.0 ?
C24 C25 C26 . . 110.62(13) ?
C24 C25 C8 . . 107.09(13) ?
C26 C25 C8 . . 111.09(14) ?
C24 C25 C27 . . 115.95(14) ?
C26 C25 C27 . . 111.68(13) ?
C8 C25 C27 . . 99.79(13) ?
O9 C26 C25 . . 113.65(14) ?
O9 C26 H27 . . 108.8 ?
C25 C26 H27 . . 108.8 ?
O9 C26 H28 . . 108.8 ?
C25 C26 H28 . . 108.8 ?
H27 C26 H28 . . 107.7 ?
C28 C27 C25 . . 120.40(14) ?
C28 C27 C6 . . 110.27(13) ?
C25 C27 C6 . . 104.87(13) ?
C28 C27 H29 . . 106.9 ?
C25 C27 H29 . . 106.9 ?
C6 C27 H29 . . 106.9 ?
C29 C28 C30 . . 110.04(14) ?
C29 C28 C27 . . 113.14(14) ?
C30 C28 C27 . . 107.10(13) ?
C29 C28 H30 . . 108.8 ?
C30 C28 H30 . . 108.8 ?
C27 C28 H30 . . 108.8 ?
C28 C29 H33 . . 109.5 ?
C28 C29 H31 . . 109.5 ?
H33 C29 H31 . . 109.5 ?
C28 C29 H32 . . 109.5 ?
H33 C29 H32 . . 109.5 ?
H31 C29 H32 . . 109.5 ?
C28 C30 C5 . . 111.71(14) ?
C28 C30 H34 . . 109.3 ?
C5 C30 H34 . . 109.3 ?
C28 C30 H35 . . 109.3 ?
C5 C30 H35 . . 109.3 ?
H34 C30 H35 . . 107.9 ?
C33 C31 C32 . . 109.00(15) ?
C33 C31 C15 . . 111.47(16) ?
C32 C31 C15 . . 110.82(14) ?
C33 C31 H47 . . 108.5 ?
C32 C31 H47 . . 108.5 ?
C15 C31 H47 . . 108.5 ?
C31 C32 H42 . . 109.5 ?
C31 C32 H43 . . 109.5 ?
H42 C32 H43 . . 109.5 ?
C31 C32 H41 . . 109.5 ?
H42 C32 H41 . . 109.5 ?
H43 C32 H41 . . 109.5 ?
C31 C33 H45 . . 109.5 ?
C31 C33 H44 . . 109.5 ?
H45 C33 H44 . . 109.5 ?
C31 C33 H46 . . 109.5 ?
H45 C33 H46 . . 109.5 ?
H44 C33 H46 . . 109.5 ?
O10 C34 H50 . . 109.5 ?
O10 C34 H49 . . 109.5 ?
H50 C34 H49 . . 109.5 ?
O10 C34 H51 . . 109.5 ?
H50 C34 H51 . . 109.5 ?
H49 C34 H51 . . 109.5 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_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 . . . . -173.95(14) ?
C3 O1 C2 C17 . . . . 63.19(17) ?
C15 O4 C3 O1 . . . . -175.40(13) ?
C15 O4 C3 C4 . . . . 64.76(17) ?
C2 O1 C3 O4 . . . . 174.32(13) ?
C2 O1 C3 C4 . . . . -66.82(17) ?
C5 O2 C4 C3 . . . . 59.86(17) ?
C5 O2 C4 C16 . . . . 179.27(13) ?
O4 C3 C4 O2 . . . . -61.93(17) ?
O1 C3 C4 O2 . . . . -178.66(13) ?
O4 C3 C4 C16 . . . . 178.52(14) ?
O1 C3 C4 C16 . . . . 61.78(18) ?
C6 O3 C5 O2 . . . . -73.71(15) ?
C6 O3 C5 C30 . . . . 46.19(18) ?
C6 O3 C5 C15 . . . . 171.70(13) ?
C4 O2 C5 O3 . . . . -171.44(12) ?
C4 O2 C5 C30 . . . . 68.01(17) ?
C4 O2 C5 C15 . . . . -57.68(17) ?
C5 O3 C6 C7 . . . . 174.16(13) ?
C5 O3 C6 C27 . . . . -67.68(16) ?
O3 C6 C7 C8 . . . . 141.75(13) ?
C27 C6 C7 C8 . . . . 20.95(16) ?
C6 C7 C8 C9 . . . . -172.48(14) ?
C6 C7 C8 C25 . . . . -42.52(16) ?
C7 C8 C9 C22 . . . . -54.0(2) ?
C25 C8 C9 C22 . . . . -179.15(14) ?
C7 C8 C9 C10 . . . . -176.45(14) ?
C25 C8 C9 C10 . . . . 58.41(17) ?
C8 C9 C10 C23 . . . . -53.82(17) ?
C22 C9 C10 C23 . . . . -175.39(14) ?
C8 C9 C10 C11 . . . . 176.98(13) ?
C22 C9 C10 C11 . . . . 55.41(18) ?
C23 C10 C11 C18 . . . . -66.63(19) ?
C9 C10 C11 C18 . . . . 60.64(18) ?
C23 C10 C11 C12 . . . . 56.67(18) ?
C9 C10 C11 C12 . . . . -176.07(13) ?
C23 C10 C11 C19 . . . . 172.21(14) ?
C9 C10 C11 C19 . . . . -60.53(17) ?
C18 C11 C12 C13 . . . . -67.19(19) ?
C10 C11 C12 C13 . . . . 169.24(14) ?
C19 C11 C12 C13 . . . . 53.36(19) ?
C11 C12 C13 C14 . . . . -54.2(2) ?
C12 C13 C14 O7 . . . . 173.07(14) ?
C12 C13 C14 C20 . . . . 53.8(2) ?
C3 O4 C15 C31 . . . . 171.95(13) ?
C3 O4 C15 C5 . . . . -60.98(17) ?
O3 C5 C15 O4 . . . . 167.73(13) ?
O2 C5 C15 O4 . . . . 55.46(17) ?
C30 C5 C15 O4 . . . . -68.21(17) ?
O3 C5 C15 C31 . . . . -71.60(19) ?
O2 C5 C15 C31 . . . . 176.12(14) ?
C30 C5 C15 C31 . . . . 52.5(2) ?
O2 C4 C16 O5 . . . . 66.35(18) ?
C3 C4 C16 O5 . . . . -176.06(14) ?
O2 C4 C16 C17 . . . . -169.31(13) ?
C3 C4 C16 C17 . . . . -51.71(18) ?
O1 C2 C17 O6 . . . . 66.60(16) ?
C1 C2 C17 O6 . . . . -52.53(19) ?
O1 C2 C17 C16 . . . . -55.66(19) ?
C1 C2 C17 C16 . . . . -174.80(15) ?
O5 C16 C17 O6 . . . . 53.26(18) ?
C4 C16 C17 O6 . . . . -72.34(17) ?
O5 C16 C17 C2 . . . . 175.62(14) ?
C4 C16 C17 C2 . . . . 50.02(19) ?
C18 C11 C19 C21 . . . . -64.26(18) ?
C12 C11 C19 C21 . . . . 175.18(14) ?
C10 C11 C19 C21 . . . . 57.23(18) ?
C18 C11 C19 C20 . . . . 64.02(19) ?
C12 C11 C19 C20 . . . . -56.54(18) ?
C10 C11 C19 C20 . . . . -174.49(14) ?
O7 C14 C20 C19 . . . . -177.33(13) ?
C13 C14 C20 C19 . . . . -55.87(19) ?
C21 C19 C20 C14 . . . . -172.50(14) ?
C11 C19 C20 C14 . . . . 59.21(19) ?
C20 C19 C21 O8 . . . . 3.6(3) ?
C11 C19 C21 O8 . . . . 132.69(18) ?
C20 C19 C21 C22 . . . . -179.95(14) ?
C11 C19 C21 C22 . . . . -50.8(2) ?
O8 C21 C22 C9 . . . . -139.25(19) ?
C19 C21 C22 C9 . . . . 44.2(2) ?
C8 C9 C22 C21 . . . . -166.19(14) ?
C10 C9 C22 C21 . . . . -45.5(2) ?
C9 C10 C23 C24 . . . . 54.86(18) ?
C11 C10 C23 C24 . . . . -177.27(14) ?
C10 C23 C24 C25 . . . . -56.70(18) ?
C23 C24 C25 C26 . . . . -65.40(17) ?
C23 C24 C25 C8 . . . . 55.80(17) ?
C23 C24 C25 C27 . . . . 166.13(14) ?
C7 C8 C25 C24 . . . . 168.00(13) ?
C9 C8 C25 C24 . . . . -59.04(18) ?
C7 C8 C25 C26 . . . . -71.09(16) ?
C9 C8 C25 C26 . . . . 61.86(18) ?
C7 C8 C25 C27 . . . . 46.83(15) ?
C9 C8 C25 C27 . . . . 179.78(13) ?
C24 C25 C26 O9 . . . . -53.40(18) ?
C8 C25 C26 O9 . . . . -172.20(13) ?
C27 C25 C26 O9 . . . . 77.35(17) ?
C24 C25 C27 C28 . . . . 88.28(18) ?
C26 C25 C27 C28 . . . . -39.7(2) ?
C8 C25 C27 C28 . . . . -157.15(14) ?
C24 C25 C27 C6 . . . . -146.87(14) ?
C26 C25 C27 C6 . . . . 85.18(16) ?
C8 C25 C27 C6 . . . . -32.31(15) ?
O3 C6 C27 C28 . . . . 19.04(17) ?
C7 C6 C27 C28 . . . . 138.50(14) ?
O3 C6 C27 C25 . . . . -111.97(14) ?
C7 C6 C27 C25 . . . . 7.49(17) ?
C25 C27 C28 C29 . . . . -75.64(19) ?
C6 C27 C28 C29 . . . . 162.09(13) ?
C25 C27 C28 C30 . . . . 162.94(14) ?
C6 C27 C28 C30 . . . . 40.67(17) ?
C29 C28 C30 C5 . . . . 174.66(14) ?
C27 C28 C30 C5 . . . . -61.98(17) ?
O3 C5 C30 C28 . . . . 18.53(19) ?
O2 C5 C30 C28 . . . . 134.82(13) ?
C15 C5 C30 C28 . . . . -102.92(15) ?
O4 C15 C31 C33 . . . . -163.35(15) ?
C5 C15 C31 C33 . . . . 75.1(2) ?
O4 C15 C31 C32 . . . . -41.76(19) ?
C5 C15 C31 C32 . . . . -163.32(16) ?

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
O5 H52 O7 2_656 0.84 2.19 3.028(2) 175.2 ?
O6 H53 O9 1_455 0.84 1.88 2.7202(17) 177.1 ?
O7 H54 O11 . 0.84 1.93 2.6916(18) 150.7 ?
O9 H55 O10 . 0.84 1.89 2.7110(19) 167.0 ?
O10 H56 O7 2_756 0.84 1.90 2.7353(19) 174.7 ?
O11 H57 O1 1_656 0.83 2.05 2.8691(17) 170.7 ?
O11 H58 O6 2_646 0.86 1.93 2.7643(19) 164.4 ?


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Chloroform-Methanol'
_chemical_compound_source        'Ypsilandra thibetica Franch'
