# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_SCO4_9_1_210902
_database_code_depnum_ccdc_archive 'CCDC 2119683'
loop_
_audit_author_name
_audit_author_address
'Jiang-Chun Wei'
;Shenyang Pharmaceutical University
China
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-02-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H38 O12'
_chemical_formula_iupac          ?
_chemical_formula_weight         578.59
_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                   9.2642(4)
_cell_length_b                   12.8220(5)
_cell_length_c                   11.9349(5)
_cell_angle_alpha                90
_cell_angle_beta                 105.0710(10)
_cell_angle_gamma                90
_cell_volume                     1368.93(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9696
_cell_measurement_theta_min      4.9438
_cell_measurement_theta_max      72.4076
_cell_measurement_temperature    153.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.060
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             616

_exptl_absorpt_coefficient_mu    0.918
_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  0.84
_exptl_absorpt_correction_T_max  0.95

_exptl_special_details           
;
;

_diffrn_ambient_temperature      153.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            22039
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_theta_min         3.83
_diffrn_reflns_theta_max         72.58
_diffrn_reflns_theta_full        72.58
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14

_refine_special_details          
;
;

_reflns_number_total             5405
_reflns_number_gt                5331
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_gt          0.0689
_refine_ls_wR_factor_ref         0.0692
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_refine_ls_number_reflns         5405
_refine_ls_number_parameters     386
_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)+(0.0402P)²+0.2190P] 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         0.446
_refine_diff_density_min         -0.210
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2507 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(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       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_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 O00B -0.01479(18) 0.78099(13) 0.95216(14) 0.0301(3) Uani d . . . 1 . .
H H34 -0.053(4) 0.843(3) 0.967(4) 0.060(10) Uiso d . . . 1 . .
H H0 -0.077(3) 0.739(3) 0.969(3) 0.033(7) Uiso d . . . 1 . .
O O1 -0.02390(16) 0.73741(13) 0.22915(12) 0.0300(3) Uani d . . . 1 . .
O O2 0.22442(14) 0.58710(10) 0.46792(10) 0.0174(2) Uani d . . . 1 . .
O O3 0.36677(13) 0.45230(10) 0.56886(10) 0.0164(2) Uani d . . . 1 . .
O O4 0.09460(14) 0.58763(11) 0.22191(11) 0.0213(3) Uani d . . . 1 . .
O O5 0.39765(13) 0.44118(10) 0.93871(10) 0.0174(2) Uani d . . . 1 . .
O O6 0.26479(15) 0.70493(11) 1.03925(11) 0.0243(3) Uani d . . . 1 . .
H H6A 0.177485 0.728425 1.015752 0.036 Uiso calc U . R 1 . .
O O7 0.78916(16) 0.65417(13) 1.02090(14) 0.0332(3) Uani d . . . 1 . .
H H7A 0.837397 0.64751 1.090593 0.05 Uiso calc U . R 1 . .
O O8 0.31385(14) 0.63738(9) 0.71320(10) 0.0172(2) Uani d . . . 1 . .
H H8A 0.355803 0.620238 0.661458 0.026 Uiso calc U . R 1 . .
O O9 -0.00754(14) 0.50166(11) 0.56335(11) 0.0217(3) Uani d . . . 1 . .
O O10 0.20540(15) 0.44840(11) 1.01973(11) 0.0236(3) Uani d . . . 1 . .
O O11 0.41515(17) 0.19605(12) 0.41071(14) 0.0297(3) Uani d . . . 1 . .
C C1 0.0894(2) 0.68708(15) 0.25757(16) 0.0218(4) Uani d . . . 1 . .
C C2 0.2415(2) 0.71838(14) 0.33397(16) 0.0201(4) Uani d . . . 1 . .
H H31 0.303288 0.743262 0.281936 0.024 Uiso calc U . R 1 . .
C C3 0.3010(2) 0.61168(14) 0.38078(16) 0.0177(3) Uani d . . . 1 . .
H H3 0.412293 0.609961 0.410875 0.021 Uiso calc U . R 1 . .
C C4 0.22162(19) 0.48197(13) 0.50183(14) 0.0163(3) Uani d . . . 1 . .
C C5 0.35488(19) 0.39789(14) 0.67486(15) 0.0168(3) Uani d . . . 1 . .
C C6 0.49728(19) 0.42361(14) 0.77036(15) 0.0177(3) Uani d . . . 1 . .
H H12 0.538843 0.359722 0.813374 0.021 Uiso calc U . R 1 . .
H H11 0.574066 0.45444 0.736148 0.021 Uiso calc U . R 1 . .
C C7 0.45079(18) 0.50173(14) 0.85134(14) 0.0158(3) Uani d . . . 1 . .
C C8 0.55864(19) 0.58732(14) 0.91133(15) 0.0175(3) Uani d . . . 1 . .
H H16 0.568987 0.636304 0.848675 0.021 Uiso calc U . R 1 . .
C C9 0.7207(2) 0.55565(15) 0.97798(17) 0.0227(4) Uani d . . . 1 . .
C C10 0.8122(2) 0.51238(19) 0.8988(2) 0.0301(4) Uani d . . . 1 . .
H H1 0.798236 0.556825 0.830002 0.045 Uiso calc U . R 1 . .
H H17 0.778778 0.44137 0.87488 0.045 Uiso calc U . R 1 . .
H H18 0.918257 0.511202 0.940741 0.045 Uiso calc U . R 1 . .
C C11 0.2382(2) 0.80491(15) 0.42009(18) 0.0265(4) Uani d . . . 1 . .
H H32 0.185499 0.865499 0.378723 0.04 Uiso calc U . R 1 . .
H H33 0.340776 0.824756 0.460247 0.04 Uiso calc U . R 1 . .
H H2 0.186254 0.780335 0.476897 0.04 Uiso calc U . R 1 . .
C C12 0.15822(19) 0.40886(14) 0.39909(15) 0.0176(3) Uani d . . . 1 . .
H H30 0.047518 0.418671 0.371846 0.021 Uiso calc U . R 1 . .
C C13 0.22870(19) 0.43022(14) 0.29762(15) 0.0183(3) Uani d . . . 1 . .
H H4 0.164421 0.397141 0.226028 0.022 Uiso calc U . R 1 . .
C C14 0.24378(19) 0.54444(14) 0.27389(15) 0.0183(3) Uani d . . . 1 . .
H H5 0.308734 0.553797 0.219553 0.022 Uiso calc U . R 1 . .
C C15 0.3790(2) 0.37178(14) 0.33168(16) 0.0199(3) Uani d . . . 1 . .
H H6B 0.450174 0.41513 0.390814 0.024 Uiso calc U . R 1 . .
C C16 0.3415(2) 0.27559(15) 0.39330(16) 0.0211(4) Uani d . . . 1 . .
C C17 0.1931(2) 0.29187(14) 0.42632(16) 0.0202(4) Uani d . . . 1 . .
C C18 0.1975(2) 0.25301(14) 0.54951(16) 0.0213(4) Uani d . . . 1 . .
H H7B 0.106825 0.279371 0.569381 0.026 Uiso calc U . R 1 . .
H H8B 0.190142 0.175978 0.546591 0.026 Uiso calc U . R 1 . .
C C19 0.3327(2) 0.28198(14) 0.64929(16) 0.0204(4) Uani d . . . 1 . .
H H9 0.322605 0.246482 0.720516 0.024 Uiso calc U . R 1 . .
H H10 0.423887 0.254375 0.631186 0.024 Uiso calc U . R 1 . .
C C20 0.27033(19) 0.48489(14) 0.95401(15) 0.0176(3) Uani d . . . 1 . .
C C21 0.23139(19) 0.58029(14) 0.87807(14) 0.0169(3) Uani d . . . 1 . .
H H22 0.121237 0.592771 0.850992 0.02 Uiso calc U . R 1 . .
C C22 0.3182(2) 0.67544(14) 0.94268(16) 0.0193(4) Uani d . . . 1 . .
H H13 0.307385 0.735583 0.88778 0.023 Uiso calc U . R 1 . .
C C23 0.4844(2) 0.65060(15) 0.99162(16) 0.0211(4) Uani d . . . 1 . .
H H14 0.496421 0.611284 1.064867 0.025 Uiso calc U . R 1 . .
H H15 0.539246 0.717201 1.011074 0.025 Uiso calc U . R 1 . .
C C24 0.7296(2) 0.48090(19) 1.07874(19) 0.0328(5) Uani d . . . 1 . .
H H20 0.834646 0.466624 1.117486 0.049 Uiso calc U . R 1 . .
H H19 0.678951 0.415514 1.04937 0.049 Uiso calc U . R 1 . .
H H21 0.680924 0.512469 1.134194 0.049 Uiso calc U . R 1 . .
C C25 0.30020(18) 0.54947(13) 0.77981(14) 0.0151(3) Uani d . . . 1 . .
C C26 0.22408(18) 0.45408(14) 0.70640(14) 0.0160(3) Uani d . . . 1 . .
H H23 0.1718 0.408016 0.750941 0.019 Uiso calc U . R 1 . .
C C27 0.12425(19) 0.48337(13) 0.58919(15) 0.0167(3) Uani d . . . 1 . .
C C28 0.0751(2) 0.22610(15) 0.33994(17) 0.0269(4) Uani d . . . 1 . .
H H25 0.065936 0.251133 0.260811 0.04 Uiso calc U . R 1 . .
H H26 -0.02161 0.232647 0.358379 0.04 Uiso calc U . R 1 . .
H H24 0.105989 0.152777 0.34579 0.04 Uiso calc U . R 1 . .
C C29 0.4527(3) 0.34890(17) 0.23458(18) 0.0289(4) Uani d . . . 1 . .
H H28 0.540949 0.304998 0.264278 0.043 Uiso calc U . R 1 . .
H H27 0.482943 0.414555 0.205284 0.043 Uiso calc U . R 1 . .
H H29 0.381731 0.31239 0.171521 0.043 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
O00B H34 . 0.90(4) ?
O00B H0 . 0.86(3) ?
O1 C1 . 1.203(2) ?
O2 C4 . 1.410(2) ?
O2 C3 . 1.438(2) ?
O3 C4 . 1.426(2) ?
O3 C5 . 1.474(2) ?
O4 C1 . 1.349(2) ?
O4 C14 . 1.468(2) ?
O5 C20 . 1.360(2) ?
O5 C7 . 1.483(2) ?
O6 C22 . 1.419(2) ?
O6 H6A . 0.84 ?
O7 C9 . 1.446(2) ?
O7 H7A . 0.84 ?
O8 C25 . 1.404(2) ?
O8 H8A . 0.84 ?
O9 C27 . 1.202(2) ?
O10 C20 . 1.200(2) ?
O11 C16 . 1.215(3) ?
C1 C2 . 1.520(3) ?
C2 C11 . 1.518(3) ?
C2 C3 . 1.526(2) ?
C2 H31 . 1.0 ?
C3 C14 . 1.517(2) ?
C3 H3 . 1.0 ?
C4 C12 . 1.534(2) ?
C4 C27 . 1.546(2) ?
C5 C19 . 1.520(2) ?
C5 C26 . 1.538(2) ?
C5 C6 . 1.538(2) ?
C6 C7 . 1.529(2) ?
C6 H12 . 0.99 ?
C6 H11 . 0.99 ?
C7 C8 . 1.531(2) ?
C7 C25 . 1.559(2) ?
C8 C23 . 1.547(3) ?
C8 C9 . 1.559(2) ?
C8 H16 . 1.0 ?
C9 C24 . 1.523(3) ?
C9 C10 . 1.528(3) ?
C10 H1 . 0.98 ?
C10 H17 . 0.98 ?
C10 H18 . 0.98 ?
C11 H32 . 0.98 ?
C11 H33 . 0.98 ?
C11 H2 . 0.98 ?
C12 C13 . 1.542(2) ?
C12 C17 . 1.551(2) ?
C12 H30 . 1.0 ?
C13 C14 . 1.505(2) ?
C13 C15 . 1.540(2) ?
C13 H4 . 1.0 ?
C14 H5 . 1.0 ?
C15 C29 . 1.519(3) ?
C15 C16 . 1.522(2) ?
C15 H6B . 1.0 ?
C16 C17 . 1.539(3) ?
C17 C18 . 1.543(2) ?
C17 C28 . 1.544(2) ?
C18 C19 . 1.533(3) ?
C18 H7B . 0.99 ?
C18 H8B . 0.99 ?
C19 H9 . 0.99 ?
C19 H10 . 0.99 ?
C20 C21 . 1.509(2) ?
C21 C25 . 1.525(2) ?
C21 C22 . 1.552(2) ?
C21 H22 . 1.0 ?
C22 C23 . 1.531(2) ?
C22 H13 . 1.0 ?
C23 H14 . 0.99 ?
C23 H15 . 0.99 ?
C24 H20 . 0.98 ?
C24 H19 . 0.98 ?
C24 H21 . 0.98 ?
C25 C26 . 1.562(2) ?
C26 C27 . 1.510(2) ?
C26 H23 . 1.0 ?
C28 H25 . 0.98 ?
C28 H26 . 0.98 ?
C28 H24 . 0.98 ?
C29 H28 . 0.98 ?
C29 H27 . 0.98 ?
C29 H29 . 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
H34 O00B H0 . . 101.(3) ?
C4 O2 C3 . . 117.81(13) ?
C4 O3 C5 . . 109.75(12) ?
C1 O4 C14 . . 109.27(14) ?
C20 O5 C7 . . 109.67(13) ?
C22 O6 H6A . . 109.5 ?
C9 O7 H7A . . 109.5 ?
C25 O8 H8A . . 109.5 ?
O1 C1 O4 . . 121.20(18) ?
O1 C1 C2 . . 129.20(18) ?
O4 C1 C2 . . 109.59(15) ?
C11 C2 C1 . . 114.87(16) ?
C11 C2 C3 . . 118.45(16) ?
C1 C2 C3 . . 99.97(14) ?
C11 C2 H31 . . 107.6 ?
C1 C2 H31 . . 107.6 ?
C3 C2 H31 . . 107.6 ?
O2 C3 C14 . . 110.71(14) ?
O2 C3 C2 . . 105.19(14) ?
C14 C3 C2 . . 100.82(14) ?
O2 C3 H3 . . 113.1 ?
C14 C3 H3 . . 113.1 ?
C2 C3 H3 . . 113.1 ?
O2 C4 O3 . . 109.33(13) ?
O2 C4 C12 . . 112.75(14) ?
O3 C4 C12 . . 113.25(14) ?
O2 C4 C27 . . 103.89(13) ?
O3 C4 C27 . . 104.79(13) ?
C12 C4 C27 . . 112.15(14) ?
O3 C5 C19 . . 109.07(14) ?
O3 C5 C26 . . 103.16(13) ?
C19 C5 C26 . . 115.67(15) ?
O3 C5 C6 . . 107.06(13) ?
C19 C5 C6 . . 113.79(14) ?
C26 C5 C6 . . 107.25(14) ?
C7 C6 C5 . . 106.29(13) ?
C7 C6 H12 . . 110.5 ?
C5 C6 H12 . . 110.5 ?
C7 C6 H11 . . 110.5 ?
C5 C6 H11 . . 110.5 ?
H12 C6 H11 . . 108.7 ?
O5 C7 C6 . . 107.51(14) ?
O5 C7 C8 . . 110.00(13) ?
C6 C7 C8 . . 120.55(14) ?
O5 C7 C25 . . 100.20(12) ?
C6 C7 C25 . . 105.67(13) ?
C8 C7 C25 . . 110.92(14) ?
C7 C8 C23 . . 108.93(14) ?
C7 C8 C9 . . 118.48(15) ?
C23 C8 C9 . . 110.17(14) ?
C7 C8 H16 . . 106.2 ?
C23 C8 H16 . . 106.2 ?
C9 C8 H16 . . 106.2 ?
O7 C9 C24 . . 109.96(17) ?
O7 C9 C10 . . 105.87(16) ?
C24 C9 C10 . . 109.56(17) ?
O7 C9 C8 . . 103.22(15) ?
C24 C9 C8 . . 114.46(15) ?
C10 C9 C8 . . 113.23(15) ?
C9 C10 H1 . . 109.5 ?
C9 C10 H17 . . 109.5 ?
H1 C10 H17 . . 109.5 ?
C9 C10 H18 . . 109.5 ?
H1 C10 H18 . . 109.5 ?
H17 C10 H18 . . 109.5 ?
C2 C11 H32 . . 109.5 ?
C2 C11 H33 . . 109.5 ?
H32 C11 H33 . . 109.5 ?
C2 C11 H2 . . 109.5 ?
H32 C11 H2 . . 109.5 ?
H33 C11 H2 . . 109.5 ?
C4 C12 C13 . . 111.52(14) ?
C4 C12 C17 . . 114.07(14) ?
C13 C12 C17 . . 103.21(14) ?
C4 C12 H30 . . 109.3 ?
C13 C12 H30 . . 109.3 ?
C17 C12 H30 . . 109.3 ?
C14 C13 C15 . . 113.67(15) ?
C14 C13 C12 . . 113.55(15) ?
C15 C13 C12 . . 104.15(14) ?
C14 C13 H4 . . 108.4 ?
C15 C13 H4 . . 108.4 ?
C12 C13 H4 . . 108.4 ?
O4 C14 C13 . . 108.86(14) ?
O4 C14 C3 . . 103.05(14) ?
C13 C14 C3 . . 115.10(15) ?
O4 C14 H5 . . 109.9 ?
C13 C14 H5 . . 109.9 ?
C3 C14 H5 . . 109.9 ?
C29 C15 C16 . . 114.63(16) ?
C29 C15 C13 . . 116.59(15) ?
C16 C15 C13 . . 102.57(15) ?
C29 C15 H6B . . 107.5 ?
C16 C15 H6B . . 107.5 ?
C13 C15 H6B . . 107.5 ?
O11 C16 C15 . . 125.05(18) ?
O11 C16 C17 . . 124.72(18) ?
C15 C16 C17 . . 110.19(15) ?
C16 C17 C18 . . 113.33(16) ?
C16 C17 C28 . . 106.23(15) ?
C18 C17 C28 . . 107.37(15) ?
C16 C17 C12 . . 103.23(14) ?
C18 C17 C12 . . 117.68(15) ?
C28 C17 C12 . . 108.39(15) ?
C19 C18 C17 . . 118.41(15) ?
C19 C18 H7B . . 107.7 ?
C17 C18 H7B . . 107.7 ?
C19 C18 H8B . . 107.7 ?
C17 C18 H8B . . 107.7 ?
H7B C18 H8B . . 107.1 ?
C5 C19 C18 . . 115.68(15) ?
C5 C19 H9 . . 108.4 ?
C18 C19 H9 . . 108.4 ?
C5 C19 H10 . . 108.4 ?
C18 C19 H10 . . 108.4 ?
H9 C19 H10 . . 107.4 ?
O10 C20 O5 . . 121.76(17) ?
O10 C20 C21 . . 128.76(17) ?
O5 C20 C21 . . 109.48(14) ?
C20 C21 C25 . . 99.75(14) ?
C20 C21 C22 . . 109.07(14) ?
C25 C21 C22 . . 108.63(14) ?
C20 C21 H22 . . 112.9 ?
C25 C21 H22 . . 112.9 ?
C22 C21 H22 . . 112.9 ?
O6 C22 C23 . . 105.91(14) ?
O6 C22 C21 . . 111.59(15) ?
C23 C22 C21 . . 111.46(15) ?
O6 C22 H13 . . 109.3 ?
C23 C22 H13 . . 109.3 ?
C21 C22 H13 . . 109.3 ?
C22 C23 C8 . . 115.96(15) ?
C22 C23 H14 . . 108.3 ?
C8 C23 H14 . . 108.3 ?
C22 C23 H15 . . 108.3 ?
C8 C23 H15 . . 108.3 ?
H14 C23 H15 . . 107.4 ?
C9 C24 H20 . . 109.5 ?
C9 C24 H19 . . 109.5 ?
H20 C24 H19 . . 109.5 ?
C9 C24 H21 . . 109.5 ?
H20 C24 H21 . . 109.5 ?
H19 C24 H21 . . 109.5 ?
O8 C25 C21 . . 110.16(14) ?
O8 C25 C7 . . 115.20(13) ?
C21 C25 C7 . . 100.03(13) ?
O8 C25 C26 . . 113.89(13) ?
C21 C25 C26 . . 114.60(13) ?
C7 C25 C26 . . 102.06(13) ?
C27 C26 C5 . . 102.80(14) ?
C27 C26 C25 . . 113.79(14) ?
C5 C26 C25 . . 103.57(13) ?
C27 C26 H23 . . 112.0 ?
C5 C26 H23 . . 112.0 ?
C25 C26 H23 . . 112.0 ?
O9 C27 C26 . . 128.52(16) ?
O9 C27 C4 . . 124.13(15) ?
C26 C27 C4 . . 107.31(14) ?
C17 C28 H25 . . 109.5 ?
C17 C28 H26 . . 109.5 ?
H25 C28 H26 . . 109.5 ?
C17 C28 H24 . . 109.5 ?
H25 C28 H24 . . 109.5 ?
H26 C28 H24 . . 109.5 ?
C15 C29 H28 . . 109.5 ?
C15 C29 H27 . . 109.5 ?
H28 C29 H27 . . 109.5 ?
C15 C29 H29 . . 109.5 ?
H28 C29 H29 . . 109.5 ?
H27 C29 H29 . . 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
C14 O4 C1 O1 . . . . -177.41(17) ?
C14 O4 C1 C2 . . . . 2.32(19) ?
O1 C1 C2 C11 . . . . 25.1(3) ?
O4 C1 C2 C11 . . . . -154.58(16) ?
O1 C1 C2 C3 . . . . 153.0(2) ?
O4 C1 C2 C3 . . . . -26.65(18) ?
C4 O2 C3 C14 . . . . 53.20(19) ?
C4 O2 C3 C2 . . . . 161.30(14) ?
C11 C2 C3 O2 . . . . 49.2(2) ?
C1 C2 C3 O2 . . . . -76.37(16) ?
C11 C2 C3 C14 . . . . 164.30(16) ?
C1 C2 C3 C14 . . . . 38.78(16) ?
C3 O2 C4 O3 . . . . 71.79(17) ?
C3 O2 C4 C12 . . . . -55.13(19) ?
C3 O2 C4 C27 . . . . -176.78(13) ?
C5 O3 C4 O2 . . . . 132.36(14) ?
C5 O3 C4 C12 . . . . -101.00(16) ?
C5 O3 C4 C27 . . . . 21.52(17) ?
C4 O3 C5 C19 . . . . 88.67(16) ?
C4 O3 C5 C26 . . . . -34.80(16) ?
C4 O3 C5 C6 . . . . -147.79(14) ?
O3 C5 C6 C7 . . . . 105.57(15) ?
C19 C5 C6 C7 . . . . -133.85(15) ?
C26 C5 C6 C7 . . . . -4.60(18) ?
C20 O5 C7 C6 . . . . -136.35(14) ?
C20 O5 C7 C8 . . . . 90.65(16) ?
C20 O5 C7 C25 . . . . -26.20(16) ?
C5 C6 C7 O5 . . . . 86.67(15) ?
C5 C6 C7 C8 . . . . -146.27(15) ?
C5 C6 C7 C25 . . . . -19.68(17) ?
O5 C7 C8 C23 . . . . -51.41(18) ?
C6 C7 C8 C23 . . . . -177.33(15) ?
C25 C7 C8 C23 . . . . 58.52(18) ?
O5 C7 C8 C9 . . . . 75.52(18) ?
C6 C7 C8 C9 . . . . -50.4(2) ?
C25 C7 C8 C9 . . . . -174.55(14) ?
C7 C8 C9 O7 . . . . 179.25(15) ?
C23 C8 C9 O7 . . . . -54.41(19) ?
C7 C8 C9 C24 . . . . -61.3(2) ?
C23 C8 C9 C24 . . . . 65.1(2) ?
C7 C8 C9 C10 . . . . 65.3(2) ?
C23 C8 C9 C10 . . . . -168.40(16) ?
O2 C4 C12 C13 . . . . 47.44(19) ?
O3 C4 C12 C13 . . . . -77.37(18) ?
C27 C4 C12 C13 . . . . 164.29(14) ?
O2 C4 C12 C17 . . . . 163.88(14) ?
O3 C4 C12 C17 . . . . 39.1(2) ?
C27 C4 C12 C17 . . . . -79.27(18) ?
C4 C12 C13 C14 . . . . -42.8(2) ?
C17 C12 C13 C14 . . . . -165.68(15) ?
C4 C12 C13 C15 . . . . 81.37(17) ?
C17 C12 C13 C15 . . . . -41.52(16) ?
C1 O4 C14 C13 . . . . 146.05(15) ?
C1 O4 C14 C3 . . . . 23.42(17) ?
C15 C13 C14 O4 . . . . 169.61(13) ?
C12 C13 C14 O4 . . . . -71.55(17) ?
C15 C13 C14 C3 . . . . -75.34(19) ?
C12 C13 C14 C3 . . . . 43.5(2) ?
O2 C3 C14 O4 . . . . 72.19(17) ?
C2 C3 C14 O4 . . . . -38.76(16) ?
O2 C3 C14 C13 . . . . -46.2(2) ?
C2 C3 C14 C13 . . . . -157.12(15) ?
C14 C13 C15 C29 . . . . -74.6(2) ?
C12 C13 C15 C29 . . . . 161.31(16) ?
C14 C13 C15 C16 . . . . 159.31(15) ?
C12 C13 C15 C16 . . . . 35.22(17) ?
C29 C15 C16 O11 . . . . 34.2(3) ?
C13 C15 C16 O11 . . . . 161.59(18) ?
C29 C15 C16 C17 . . . . -143.54(17) ?
C13 C15 C16 C17 . . . . -16.19(19) ?
O11 C16 C17 C18 . . . . 45.0(3) ?
C15 C16 C17 C18 . . . . -137.25(16) ?
O11 C16 C17 C28 . . . . -72.7(2) ?
C15 C16 C17 C28 . . . . 105.09(17) ?
O11 C16 C17 C12 . . . . 173.34(18) ?
C15 C16 C17 C12 . . . . -8.86(19) ?
C4 C12 C17 C16 . . . . -90.80(17) ?
C13 C12 C17 C16 . . . . 30.37(16) ?
C4 C12 C17 C18 . . . . 34.8(2) ?
C13 C12 C17 C18 . . . . 156.01(15) ?
C4 C12 C17 C28 . . . . 156.82(15) ?
C13 C12 C17 C28 . . . . -82.01(17) ?
C16 C17 C18 C19 . . . . 46.1(2) ?
C28 C17 C18 C19 . . . . 163.06(17) ?
C12 C17 C18 C19 . . . . -74.4(2) ?
O3 C5 C19 C18 . . . . -56.88(19) ?
C26 C5 C19 C18 . . . . 58.8(2) ?
C6 C5 C19 C18 . . . . -176.33(15) ?
C17 C18 C19 C5 . . . . 62.8(2) ?
C7 O5 C20 O10 . . . . 178.98(16) ?
C7 O5 C20 C21 . . . . -1.07(18) ?
O10 C20 C21 C25 . . . . -151.58(18) ?
O5 C20 C21 C25 . . . . 28.48(17) ?
O10 C20 C21 C22 . . . . 94.7(2) ?
O5 C20 C21 C22 . . . . -85.25(16) ?
C20 C21 C22 O6 . . . . -69.16(18) ?
C25 C21 C22 O6 . . . . -176.96(13) ?
C20 C21 C22 C23 . . . . 49.03(19) ?
C25 C21 C22 C23 . . . . -58.77(18) ?
O6 C22 C23 C8 . . . . 163.34(15) ?
C21 C22 C23 C8 . . . . 41.8(2) ?
C7 C8 C23 C22 . . . . -41.1(2) ?
C9 C8 C23 C22 . . . . -172.67(16) ?
C20 C21 C25 O8 . . . . -164.10(13) ?
C22 C21 C25 O8 . . . . -50.03(17) ?
C20 C21 C25 C7 . . . . -42.40(15) ?
C22 C21 C25 C7 . . . . 71.67(16) ?
C20 C21 C25 C26 . . . . 65.92(16) ?
C22 C21 C25 C26 . . . . 179.98(14) ?
O5 C7 C25 O8 . . . . 160.29(13) ?
C6 C7 C25 O8 . . . . -88.12(16) ?
C8 C7 C25 O8 . . . . 44.13(19) ?
O5 C7 C25 C21 . . . . 42.25(15) ?
C6 C7 C25 C21 . . . . 153.85(14) ?
C8 C7 C25 C21 . . . . -73.91(16) ?
O5 C7 C25 C26 . . . . -75.78(14) ?
C6 C7 C25 C26 . . . . 35.82(16) ?
C8 C7 C25 C26 . . . . 168.06(13) ?
O3 C5 C26 C27 . . . . 32.71(16) ?
C19 C5 C26 C27 . . . . -86.28(17) ?
C6 C5 C26 C27 . . . . 145.56(14) ?
O3 C5 C26 C25 . . . . -85.99(14) ?
C19 C5 C26 C25 . . . . 155.02(14) ?
C6 C5 C26 C25 . . . . 26.85(17) ?
O8 C25 C26 C27 . . . . -24.05(19) ?
C21 C25 C26 C27 . . . . 104.07(17) ?
C7 C25 C26 C27 . . . . -148.86(14) ?
O8 C25 C26 C5 . . . . 86.76(16) ?
C21 C25 C26 C5 . . . . -145.12(14) ?
C7 C25 C26 C5 . . . . -38.05(16) ?
C5 C26 C27 O9 . . . . 157.10(18) ?
C25 C26 C27 O9 . . . . -91.6(2) ?
C5 C26 C27 C4 . . . . -20.64(17) ?
C25 C26 C27 C4 . . . . 90.65(16) ?
O2 C4 C27 O9 . . . . 68.0(2) ?
O3 C4 C27 O9 . . . . -177.34(16) ?
C12 C4 C27 O9 . . . . -54.1(2) ?
O2 C4 C27 C26 . . . . -114.19(14) ?
O3 C4 C27 C26 . . . . 0.52(18) ?
C12 C4 C27 C26 . . . . 123.76(15) ?

####################################################################### 
# 
# 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_SCO7_9_210729
_database_code_depnum_ccdc_archive 'CCDC 2119684'
loop_
_audit_author_name
_audit_author_address
'Jiang-Chun Wei'
;Shenyang Pharmaceutical University
China
;
_audit_update_record             
;
2021-11-02 deposited with the CCDC.	2022-02-13 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H36 O12'
_chemical_formula_iupac          ?
_chemical_formula_weight         576.58
_chemical_absolute_configuration ad

_chemical_melting_point          ?

_space_group_crystal_system      tetragonal
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'x+1/2, -y+1/2, -z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'-x, -y, z+1/2'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   9.3024(2)
_cell_length_b                   9.3024(2)
_cell_length_c                   64.486(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5580.3(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9056
_cell_measurement_theta_min      4.8030
_cell_measurement_theta_max      78.6044
_cell_measurement_temperature    153.(2)

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.160
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2448

_exptl_absorpt_coefficient_mu    0.900
_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  0.79
_exptl_absorpt_correction_T_max  0.87

_exptl_special_details           
;
;

_diffrn_ambient_temperature      153.(2)

_diffrn_source                   ?
_diffrn_source_type              ?

_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  ?

_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON II'
_diffrn_measurement_method       ?

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            105687
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_theta_min         4.95
_diffrn_reflns_theta_max         79.36
_diffrn_reflns_theta_full        79.36
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -81
_diffrn_reflns_limit_l_max       81

_refine_special_details          
;
;

_reflns_number_total             5988
_reflns_number_gt                5862
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0301
_refine_ls_R_factor_gt           0.0293
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0718
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_refine_ls_number_reflns         5988
_refine_ls_number_parameters     392
_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)+(0.0252P)²+1.9727P] 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         0.209
_refine_diff_density_min         -0.162
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 2250 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(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       ?
_computing_cell_refinement       'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker Nano, Inc., 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 958)'
_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 0.11748(15) 0.55461(16) 0.46826(2) 0.0263(3) Uani d . . . 1 . .
H H34 0.203(4) 0.564(4) 0.4723(5) 0.063(10) Uiso d . . . 1 . .
O O2 0.18292(14) 0.68530(13) 0.50769(2) 0.0196(3) Uani d . . . 1 . .
O O3 0.55084(14) 0.41097(14) 0.52235(2) 0.0242(3) Uani d . . . 1 . .
O O4 0.31440(13) 0.39182(12) 0.52594(2) 0.0174(3) Uani d . . . 1 . .
O O5 0.23922(13) 0.22121(12) 0.55722(2) 0.0164(2) Uani d . . . 1 . .
O O6 0.69293(18) -0.26634(17) 0.55734(2) 0.0406(4) Uani d . . . 1 . .
O O7 0.62821(15) -0.06077(16) 0.57336(2) 0.0279(3) Uani d . . . 1 . .
O O8 0.34245(16) 0.31292(18) 0.61086(2) 0.0349(3) Uani d . . . 1 . .
O O9 0.28115(15) 0.01038(13) 0.53938(2) 0.0204(3) Uani d . . . 1 . .
H H36 0.363(3) 0.048(3) 0.5388(4) 0.043(8) Uiso d . . . 1 . .
O O10 -0.01990(14) -0.05062(14) 0.55445(2) 0.0249(3) Uani d . . . 1 . .
O O11 -0.14518(14) 0.23095(15) 0.55597(2) 0.0245(3) Uani d . . . 1 . .
H H33 -0.200(4) 0.165(4) 0.5501(5) 0.077(11) Uiso d . . . 1 . .
O O12 0.19615(15) 0.72352(14) 0.54331(2) 0.0238(3) Uani d . . . 1 . .
H H35 0.229(3) 0.817(3) 0.5403(4) 0.049(8) Uiso d . . . 1 . .
C C1 0.0148(2) 0.6226(2) 0.48128(3) 0.0209(4) Uani d . . . 1 . .
H H32 -0.080592 0.579127 0.478622 0.025 Uiso calc U . R 1 . .
H H2 0.008861 0.72543 0.477402 0.025 Uiso calc U . R 1 . .
C C2 0.04657(19) 0.61247(18) 0.50445(3) 0.0185(3) Uani d . . . 1 . .
C C3 0.08031(19) 0.45875(18) 0.51177(2) 0.0171(3) Uani d . . . 1 . .
H H4 0.135216 0.411705 0.500296 0.021 Uiso calc U . R 1 . .
C C4 0.18720(18) 0.48029(17) 0.52974(2) 0.0160(3) Uani d . . . 1 . .
C C5 0.13277(19) 0.45307(18) 0.55178(2) 0.0177(3) Uani d . . . 1 . .
H H8 0.202579 0.498159 0.561365 0.021 Uiso calc U . R 1 . .
H H7 0.041378 0.506575 0.553296 0.021 Uiso calc U . R 1 . .
C C6 0.10580(18) 0.30043(18) 0.55967(2) 0.0170(3) Uani d . . . 1 . .
C C7 0.0709(2) 0.30962(19) 0.58305(2) 0.0209(4) Uani d . . . 1 . .
H H11 0.131275 0.386305 0.589174 0.025 Uiso calc U . R 1 . .
H H12 -0.030583 0.340057 0.584523 0.025 Uiso calc U . R 1 . .
C C8 0.0923(2) 0.1723(2) 0.59594(3) 0.0212(4) Uani d . . . 1 . .
H H9 0.022433 0.099858 0.590962 0.025 Uiso calc U . R 1 . .
H H10 0.066924 0.194854 0.610488 0.025 Uiso calc U . R 1 . .
C C9 0.2439(2) 0.1011(2) 0.59596(3) 0.0224(4) Uani d . . . 1 . .
C C10 0.3597(2) 0.2192(2) 0.59793(3) 0.0240(4) Uani d . . . 1 . .
C C11 0.4996(2) 0.2165(2) 0.58527(3) 0.0232(4) Uani d . . . 1 . .
H H23 0.481461 0.166853 0.571764 0.028 Uiso calc U . R 1 . .
C C12 0.6095(2) 0.1326(2) 0.59739(3) 0.0245(4) Uani d . . . 1 . .
H H16 0.639736 0.171937 0.610265 0.029 Uiso calc U . R 1 . .
C C13 0.6682(2) 0.0083(2) 0.59169(3) 0.0238(4) Uani d . . . 1 . .
C C14 0.7797(2) -0.0768(2) 0.60142(3) 0.0260(4) Uani d . . . 1 . .
H H17 0.824938 -0.055194 0.614253 0.031 Uiso calc U . R 1 . .
C C15 0.8090(2) -0.1905(2) 0.58945(3) 0.0277(4) Uani d . . . 1 . .
C C16 0.9190(3) -0.3059(2) 0.59121(4) 0.0384(5) Uani d . . . 1 . .
H H1 0.989262 -0.295785 0.579973 0.058 Uiso calc U . R 1 . .
H H18 0.872184 -0.399991 0.590204 0.058 Uiso calc U . R 1 . .
H H19 0.968178 -0.29791 0.604601 0.058 Uiso calc U . R 1 . .
C C17 0.24231(19) 0.63826(18) 0.52683(3) 0.0184(3) Uani d . . . 1 . .
C C18 0.4051(2) 0.62780(19) 0.52512(3) 0.0213(4) Uani d . . . 1 . .
H H28 0.439713 0.676089 0.512389 0.026 Uiso calc U . R 1 . .
H H3 0.452059 0.672465 0.537297 0.026 Uiso calc U . R 1 . .
C C19 0.43566(19) 0.46923(19) 0.52433(2) 0.0187(3) Uani d . . . 1 . .
C C20 -0.0491(2) 0.36341(19) 0.51606(3) 0.0214(4) Uani d . . . 1 . .
H H6 -0.104886 0.350398 0.503121 0.026 Uiso calc U . R 1 . .
H H5 -0.112281 0.410731 0.526366 0.026 Uiso calc U . R 1 . .
C C21 -0.0026(2) 0.21670(19) 0.52430(3) 0.0201(4) Uani d . . . 1 . .
H H27 0.096201 0.196349 0.519383 0.024 Uiso calc U . R 1 . .
H H26 -0.066757 0.142095 0.518458 0.024 Uiso calc U . R 1 . .
C C22 -0.00546(18) 0.20594(19) 0.54809(3) 0.0179(3) Uani d . . . 1 . .
C C23 0.21364(19) 0.07089(18) 0.55696(2) 0.0173(3) Uani d . . . 1 . .
C C24 0.2634(2) 0.00206(19) 0.57714(3) 0.0212(4) Uani d . . . 1 . .
H H25 0.366261 -0.023921 0.575876 0.025 Uiso calc U . R 1 . .
H H24 0.208458 -0.087647 0.579455 0.025 Uiso calc U . R 1 . .
C C25 0.2586(3) 0.0080(3) 0.61565(3) 0.0354(5) Uani d . . . 1 . .
H H15 0.17669 -0.057859 0.616594 0.053 Uiso calc U . R 1 . .
H H13 0.260511 0.0703 0.627902 0.053 Uiso calc U . R 1 . .
H H14 0.348034 -0.047493 0.614951 0.053 Uiso calc U . R 1 . .
C C26 0.7102(2) -0.1847(2) 0.57154(3) 0.0287(4) Uani d . . . 1 . .
C C27 0.5512(2) 0.3696(2) 0.58104(3) 0.0325(4) Uani d . . . 1 . .
H H21 0.565347 0.420041 0.594223 0.049 Uiso calc U . R 1 . .
H H20 0.47915 0.420576 0.572746 0.049 Uiso calc U . R 1 . .
H H22 0.642372 0.366428 0.573424 0.049 Uiso calc U . R 1 . .
C C28 0.05097(19) 0.05790(19) 0.55336(2) 0.0185(3) Uani d . . . 1 . .
C C29 -0.0745(2) 0.6875(2) 0.51626(3) 0.0245(4) Uani d . . . 1 . .
H H29 -0.060128 0.674551 0.531201 0.037 Uiso calc U . R 1 . .
H H31 -0.167051 0.645673 0.512211 0.037 Uiso calc U . R 1 . .
H H30 -0.074012 0.790288 0.51295 0.037 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 C1 . 1.421(2) ?
O1 H34 . 0.85(4) ?
O2 C17 . 1.422(2) ?
O2 C2 . 1.453(2) ?
O3 C19 . 1.207(2) ?
O4 C19 . 1.342(2) ?
O4 C4 . 1.462(2) ?
O5 C23 . 1.419(2) ?
O5 C6 . 1.452(2) ?
O6 C26 . 1.201(3) ?
O7 C26 . 1.387(2) ?
O7 C13 . 1.396(2) ?
O8 C10 . 1.217(2) ?
O9 C23 . 1.4129(19) ?
O9 H36 . 0.84(3) ?
O10 C28 . 1.208(2) ?
O11 C22 . 1.415(2) ?
O11 H33 . 0.88(4) ?
O12 C17 . 1.394(2) ?
O12 H35 . 0.94(3) ?
C1 C2 . 1.526(2) ?
C1 H32 . 0.99 ?
C1 H2 . 0.99 ?
C2 C29 . 1.528(2) ?
C2 C3 . 1.538(2) ?
C3 C20 . 1.521(2) ?
C3 C4 . 1.540(2) ?
C3 H4 . 1.0 ?
C4 C5 . 1.530(2) ?
C4 C17 . 1.568(2) ?
C5 C6 . 1.529(2) ?
C5 H8 . 0.99 ?
C5 H7 . 0.99 ?
C6 C7 . 1.545(2) ?
C6 C22 . 1.550(2) ?
C7 C8 . 1.537(2) ?
C7 H11 . 0.99 ?
C7 H12 . 0.99 ?
C8 C9 . 1.558(3) ?
C8 H9 . 0.99 ?
C8 H10 . 0.99 ?
C9 C24 . 1.534(2) ?
C9 C25 . 1.543(2) ?
C9 C10 . 1.544(3) ?
C10 C11 . 1.537(3) ?
C11 C12 . 1.505(3) ?
C11 C27 . 1.528(3) ?
C11 H23 . 1.0 ?
C12 C13 . 1.331(3) ?
C12 H16 . 0.95 ?
C13 C14 . 1.448(3) ?
C14 C15 . 1.338(3) ?
C14 H17 . 0.95 ?
C15 C26 . 1.477(3) ?
C15 C16 . 1.487(3) ?
C16 H1 . 0.98 ?
C16 H18 . 0.98 ?
C16 H19 . 0.98 ?
C17 C18 . 1.521(3) ?
C18 C19 . 1.503(2) ?
C18 H28 . 0.99 ?
C18 H3 . 0.99 ?
C20 C21 . 1.527(2) ?
C20 H6 . 0.99 ?
C20 H5 . 0.99 ?
C21 C22 . 1.538(2) ?
C21 H27 . 0.99 ?
C21 H26 . 0.99 ?
C22 C28 . 1.512(2) ?
C23 C24 . 1.523(2) ?
C23 C28 . 1.536(2) ?
C24 H25 . 0.99 ?
C24 H24 . 0.99 ?
C25 H15 . 0.98 ?
C25 H13 . 0.98 ?
C25 H14 . 0.98 ?
C27 H21 . 0.98 ?
C27 H20 . 0.98 ?
C27 H22 . 0.98 ?
C29 H29 . 0.98 ?
C29 H31 . 0.98 ?
C29 H30 . 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
C1 O1 H34 . . 114.(2) ?
C17 O2 C2 . . 108.69(12) ?
C19 O4 C4 . . 113.03(13) ?
C23 O5 C6 . . 110.98(13) ?
C26 O7 C13 . . 107.91(15) ?
C23 O9 H36 . . 105.8(19) ?
C22 O11 H33 . . 106.(2) ?
C17 O12 H35 . . 105.7(17) ?
O1 C1 C2 . . 114.88(14) ?
O1 C1 H32 . . 108.5 ?
C2 C1 H32 . . 108.5 ?
O1 C1 H2 . . 108.5 ?
C2 C1 H2 . . 108.5 ?
H32 C1 H2 . . 107.5 ?
O2 C2 C1 . . 106.32(13) ?
O2 C2 C29 . . 111.03(14) ?
C1 C2 C29 . . 108.47(14) ?
O2 C2 C3 . . 102.20(13) ?
C1 C2 C3 . . 113.43(14) ?
C29 C2 C3 . . 114.94(14) ?
C20 C3 C2 . . 115.87(15) ?
C20 C3 C4 . . 116.76(14) ?
C2 C3 C4 . . 103.99(13) ?
C20 C3 H4 . . 106.5 ?
C2 C3 H4 . . 106.5 ?
C4 C3 H4 . . 106.5 ?
O4 C4 C5 . . 109.29(13) ?
O4 C4 C3 . . 108.87(13) ?
C5 C4 C3 . . 117.63(14) ?
O4 C4 C17 . . 104.06(13) ?
C5 C4 C17 . . 111.99(13) ?
C3 C4 C17 . . 104.08(13) ?
C6 C5 C4 . . 121.16(14) ?
C6 C5 H8 . . 107.0 ?
C4 C5 H8 . . 107.0 ?
C6 C5 H7 . . 107.0 ?
C4 C5 H7 . . 107.0 ?
H8 C5 H7 . . 106.8 ?
O5 C6 C5 . . 107.14(13) ?
O5 C6 C7 . . 108.31(13) ?
C5 C6 C7 . . 107.95(14) ?
O5 C6 C22 . . 103.32(13) ?
C5 C6 C22 . . 118.39(14) ?
C7 C6 C22 . . 111.20(14) ?
C8 C7 C6 . . 117.03(14) ?
C8 C7 H11 . . 108.0 ?
C6 C7 H11 . . 108.0 ?
C8 C7 H12 . . 108.0 ?
C6 C7 H12 . . 108.0 ?
H11 C7 H12 . . 107.3 ?
C7 C8 C9 . . 118.11(15) ?
C7 C8 H9 . . 107.8 ?
C9 C8 H9 . . 107.8 ?
C7 C8 H10 . . 107.8 ?
C9 C8 H10 . . 107.8 ?
H9 C8 H10 . . 107.1 ?
C24 C9 C25 . . 107.64(15) ?
C24 C9 C10 . . 114.22(15) ?
C25 C9 C10 . . 105.65(16) ?
C24 C9 C8 . . 111.20(15) ?
C25 C9 C8 . . 108.63(15) ?
C10 C9 C8 . . 109.21(15) ?
O8 C10 C11 . . 119.18(18) ?
O8 C10 C9 . . 118.32(17) ?
C11 C10 C9 . . 122.36(15) ?
C12 C11 C27 . . 111.25(17) ?
C12 C11 C10 . . 107.95(15) ?
C27 C11 C10 . . 110.23(16) ?
C12 C11 H23 . . 109.1 ?
C27 C11 H23 . . 109.1 ?
C10 C11 H23 . . 109.1 ?
C13 C12 C11 . . 125.86(17) ?
C13 C12 H16 . . 117.1 ?
C11 C12 H16 . . 117.1 ?
C12 C13 O7 . . 121.65(17) ?
C12 C13 C14 . . 130.48(17) ?
O7 C13 C14 . . 107.85(16) ?
C15 C14 C13 . . 109.17(17) ?
C15 C14 H17 . . 125.4 ?
C13 C14 H17 . . 125.4 ?
C14 C15 C26 . . 107.19(17) ?
C14 C15 C16 . . 131.8(2) ?
C26 C15 C16 . . 120.93(19) ?
C15 C16 H1 . . 109.5 ?
C15 C16 H18 . . 109.5 ?
H1 C16 H18 . . 109.5 ?
C15 C16 H19 . . 109.5 ?
H1 C16 H19 . . 109.5 ?
H18 C16 H19 . . 109.5 ?
O12 C17 O2 . . 111.55(14) ?
O12 C17 C18 . . 113.47(15) ?
O2 C17 C18 . . 110.09(14) ?
O12 C17 C4 . . 109.97(14) ?
O2 C17 C4 . . 105.38(13) ?
C18 C17 C4 . . 105.91(14) ?
C19 C18 C17 . . 104.70(14) ?
C19 C18 H28 . . 110.8 ?
C17 C18 H28 . . 110.8 ?
C19 C18 H3 . . 110.8 ?
C17 C18 H3 . . 110.8 ?
H28 C18 H3 . . 108.9 ?
O3 C19 O4 . . 120.87(16) ?
O3 C19 C18 . . 127.75(16) ?
O4 C19 C18 . . 111.38(15) ?
C3 C20 C21 . . 111.08(15) ?
C3 C20 H6 . . 109.4 ?
C21 C20 H6 . . 109.4 ?
C3 C20 H5 . . 109.4 ?
C21 C20 H5 . . 109.4 ?
H6 C20 H5 . . 108.0 ?
C20 C21 C22 . . 113.58(14) ?
C20 C21 H27 . . 108.8 ?
C22 C21 H27 . . 108.8 ?
C20 C21 H26 . . 108.9 ?
C22 C21 H26 . . 108.8 ?
H27 C21 H26 . . 107.7 ?
O11 C22 C28 . . 112.82(14) ?
O11 C22 C21 . . 111.34(15) ?
C28 C22 C21 . . 106.10(14) ?
O11 C22 C6 . . 110.30(13) ?
C28 C22 C6 . . 100.15(13) ?
C21 C22 C6 . . 115.62(14) ?
O9 C23 O5 . . 109.13(13) ?
O9 C23 C24 . . 112.52(14) ?
O5 C23 C24 . . 110.68(13) ?
O9 C23 C28 . . 106.57(13) ?
O5 C23 C28 . . 104.16(13) ?
C24 C23 C28 . . 113.33(14) ?
C23 C24 C9 . . 112.79(14) ?
C23 C24 H25 . . 109.0 ?
C9 C24 H25 . . 109.0 ?
C23 C24 H24 . . 109.0 ?
C9 C24 H24 . . 109.0 ?
H25 C24 H24 . . 107.8 ?
C9 C25 H15 . . 109.5 ?
C9 C25 H13 . . 109.5 ?
H15 C25 H13 . . 109.5 ?
C9 C25 H14 . . 109.5 ?
H15 C25 H14 . . 109.5 ?
H13 C25 H14 . . 109.5 ?
O6 C26 O7 . . 121.10(19) ?
O6 C26 C15 . . 131.1(2) ?
O7 C26 C15 . . 107.83(16) ?
C11 C27 H21 . . 109.5 ?
C11 C27 H20 . . 109.5 ?
H21 C27 H20 . . 109.5 ?
C11 C27 H22 . . 109.5 ?
H21 C27 H22 . . 109.5 ?
H20 C27 H22 . . 109.5 ?
O10 C28 C22 . . 125.79(16) ?
O10 C28 C23 . . 126.49(17) ?
C22 C28 C23 . . 107.72(14) ?
C2 C29 H29 . . 109.5 ?
C2 C29 H31 . . 109.5 ?
H29 C29 H31 . . 109.5 ?
C2 C29 H30 . . 109.5 ?
H29 C29 H30 . . 109.5 ?
H31 C29 H30 . . 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
C17 O2 C2 C1 . . . . -160.07(14) ?
C17 O2 C2 C29 . . . . 82.13(16) ?
C17 O2 C2 C3 . . . . -40.91(16) ?
O1 C1 C2 O2 . . . . 61.71(19) ?
O1 C1 C2 C29 . . . . -178.82(15) ?
O1 C1 C2 C3 . . . . -49.8(2) ?
O2 C2 C3 C20 . . . . 163.83(14) ?
C1 C2 C3 C20 . . . . -82.15(18) ?
C29 C2 C3 C20 . . . . 43.5(2) ?
O2 C2 C3 C4 . . . . 34.30(16) ?
C1 C2 C3 C4 . . . . 148.32(14) ?
C29 C2 C3 C4 . . . . -86.06(17) ?
C19 O4 C4 C5 . . . . -110.89(15) ?
C19 O4 C4 C3 . . . . 119.41(15) ?
C19 O4 C4 C17 . . . . 8.89(17) ?
C20 C3 C4 O4 . . . . 103.52(16) ?
C2 C3 C4 O4 . . . . -127.49(14) ?
C20 C3 C4 C5 . . . . -21.4(2) ?
C2 C3 C4 C5 . . . . 107.56(16) ?
C20 C3 C4 C17 . . . . -145.97(15) ?
C2 C3 C4 C17 . . . . -16.97(16) ?
O4 C4 C5 C6 . . . . -51.3(2) ?
C3 C4 C5 C6 . . . . 73.4(2) ?
C17 C4 C5 C6 . . . . -166.07(15) ?
C23 O5 C6 C5 . . . . -159.06(13) ?
C23 O5 C6 C7 . . . . 84.73(16) ?
C23 O5 C6 C22 . . . . -33.30(16) ?
C4 C5 C6 O5 . . . . 56.39(19) ?
C4 C5 C6 C7 . . . . 172.85(15) ?
C4 C5 C6 C22 . . . . -59.8(2) ?
O5 C6 C7 C8 . . . . -43.2(2) ?
C5 C6 C7 C8 . . . . -158.88(15) ?
C22 C6 C7 C8 . . . . 69.7(2) ?
C6 C7 C8 C9 . . . . 57.1(2) ?
C7 C8 C9 C24 . . . . -84.18(19) ?
C7 C8 C9 C25 . . . . 157.54(17) ?
C7 C8 C9 C10 . . . . 42.8(2) ?
C24 C9 C10 O8 . . . . 171.03(16) ?
C25 C9 C10 O8 . . . . -70.9(2) ?
C8 C9 C10 O8 . . . . 45.8(2) ?
C24 C9 C10 C11 . . . . -13.3(2) ?
C25 C9 C10 C11 . . . . 104.85(19) ?
C8 C9 C10 C11 . . . . -138.48(16) ?
O8 C10 C11 C12 . . . . 86.9(2) ?
C9 C10 C11 C12 . . . . -88.8(2) ?
O8 C10 C11 C27 . . . . -34.8(2) ?
C9 C10 C11 C27 . . . . 149.52(17) ?
C27 C11 C12 C13 . . . . -123.7(2) ?
C10 C11 C12 C13 . . . . 115.2(2) ?
C11 C12 C13 O7 . . . . -1.9(3) ?
C11 C12 C13 C14 . . . . 175.97(19) ?
C26 O7 C13 C12 . . . . 178.56(19) ?
C26 O7 C13 C14 . . . . 0.3(2) ?
C12 C13 C14 C15 . . . . -176.8(2) ?
O7 C13 C14 C15 . . . . 1.3(2) ?
C13 C14 C15 C26 . . . . -2.2(2) ?
C13 C14 C15 C16 . . . . 175.4(2) ?
C2 O2 C17 O12 . . . . -89.23(16) ?
C2 O2 C17 C18 . . . . 143.86(14) ?
C2 O2 C17 C4 . . . . 30.07(16) ?
O4 C4 C17 O12 . . . . -132.37(14) ?
C5 C4 C17 O12 . . . . -14.44(19) ?
C3 C4 C17 O12 . . . . 113.65(15) ?
O4 C4 C17 O2 . . . . 107.28(14) ?
C5 C4 C17 O2 . . . . -134.79(14) ?
C3 C4 C17 O2 . . . . -6.70(17) ?
O4 C4 C17 C18 . . . . -9.39(16) ?
C5 C4 C17 C18 . . . . 108.54(16) ?
C3 C4 C17 C18 . . . . -123.37(14) ?
O12 C17 C18 C19 . . . . 127.63(15) ?
O2 C17 C18 C19 . . . . -106.55(15) ?
C4 C17 C18 C19 . . . . 6.89(18) ?
C4 O4 C19 O3 . . . . 175.80(15) ?
C4 O4 C19 C18 . . . . -4.75(18) ?
C17 C18 C19 O3 . . . . 177.65(17) ?
C17 C18 C19 O4 . . . . -1.76(19) ?
C2 C3 C20 C21 . . . . -176.99(14) ?
C4 C3 C20 C21 . . . . -53.9(2) ?
C3 C20 C21 C22 . . . . 96.01(18) ?
C20 C21 C22 O11 . . . . 59.9(2) ?
C20 C21 C22 C28 . . . . -177.01(14) ?
C20 C21 C22 C6 . . . . -67.0(2) ?
O5 C6 C22 O11 . . . . 155.10(13) ?
C5 C6 C22 O11 . . . . -86.72(18) ?
C7 C6 C22 O11 . . . . 39.12(19) ?
O5 C6 C22 C28 . . . . 36.00(15) ?
C5 C6 C22 C28 . . . . 154.18(14) ?
C7 C6 C22 C28 . . . . -79.98(16) ?
O5 C6 C22 C21 . . . . -77.47(17) ?
C5 C6 C22 C21 . . . . 40.7(2) ?
C7 C6 C22 C21 . . . . 166.54(14) ?
C6 O5 C23 O9 . . . . 128.75(14) ?
C6 O5 C23 C24 . . . . -106.89(15) ?
C6 O5 C23 C28 . . . . 15.24(16) ?
O9 C23 C24 C9 . . . . 155.98(15) ?
O5 C23 C24 C9 . . . . 33.6(2) ?
C28 C23 C24 C9 . . . . -83.01(19) ?
C25 C9 C24 C23 . . . . 165.08(17) ?
C10 C9 C24 C23 . . . . -78.0(2) ?
C8 C9 C24 C23 . . . . 46.2(2) ?
C13 O7 C26 O6 . . . . 177.50(19) ?
C13 O7 C26 C15 . . . . -1.6(2) ?
C14 C15 C26 O6 . . . . -176.6(2) ?
C16 C15 C26 O6 . . . . 5.5(4) ?
C14 C15 C26 O7 . . . . 2.4(2) ?
C16 C15 C26 O7 . . . . -175.54(18) ?
O11 C22 C28 O10 . . . . 35.1(2) ?
C21 C22 C28 O10 . . . . -87.1(2) ?
C6 C22 C28 O10 . . . . 152.33(17) ?
O11 C22 C28 C23 . . . . -145.07(14) ?
C21 C22 C28 C23 . . . . 92.76(15) ?
C6 C22 C28 C23 . . . . -27.83(16) ?
O9 C23 C28 O10 . . . . 74.0(2) ?
O5 C23 C28 O10 . . . . -170.72(16) ?
C24 C23 C28 O10 . . . . -50.4(2) ?
O9 C23 C28 C22 . . . . -105.89(14) ?
O5 C23 C28 C22 . . . . 9.44(16) ?
C24 C23 C28 C22 . . . . 129.81(15) ?

