# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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. 
# 
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data_mo_d8v19601_0m
_database_code_depnum_ccdc_archive 'CCDC 2026687'
loop_
_audit_author_name
_audit_author_address
Tang
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2020-09-01 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H34 O7 Si'
_chemical_formula_weight         462.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;

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

_cell_length_a                   6.3380(3)
_cell_length_b                   27.3588(13)
_cell_length_c                   7.5392(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.458(2)
_cell_angle_gamma                90
_cell_volume                     1224.84(11)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9918
_cell_measurement_theta_min      5.767
_cell_measurement_theta_max      54.904

_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_F_000             496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.136
_shelx_estimated_absorpt_T_min   0.977
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6012
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22029
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_av_R_equivalents  0.0486
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -35
_diffrn_reflns_limit_k_max       35
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.978
_diffrn_reflns_theta_max         27.474
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5595
_reflns_number_gt                4952
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.958
_reflns_Friedel_fraction_max     0.996
_reflns_Friedel_fraction_full    0.997

_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 ? 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0406P)²+0.1449P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2144 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   -0.13(6)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         5595
_refine_ls_number_parameters     315
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0453
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0915
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 1.10279(13) 0.64519(3) 0.65629(11) 0.0495(2) Uani 1 1 d . . . . .
O1 O -0.3495(3) 0.32064(6) 0.2147(2) 0.0385(4) Uani 1 1 d . . . . .
O2 O -0.5132(3) 0.37171(7) -0.0457(2) 0.0382(4) Uani 1 1 d . . . . .
O3 O 0.2909(3) 0.38328(7) 0.5533(2) 0.0390(4) Uani 1 1 d . . . . .
H3 H 0.3515 0.3795 0.6679 0.058 Uiso 1 1 calc R U . . .
O4 O 0.2122(3) 0.46379(6) 0.5995(2) 0.0380(4) Uani 1 1 d . . . . .
O5 O 0.0780(3) 0.44952(8) 0.0334(2) 0.0487(5) Uani 1 1 d . . . . .
O6 O 0.4421(4) 0.49898(8) 0.0684(3) 0.0527(5) Uani 1 1 d . . . . .
H6 H 0.3295 0.4827 0.0136 0.079 Uiso 1 1 calc R U . . .
O7 O 0.9774(10) 0.5907(2) 0.5882(9) 0.0557(14) Uani 0.6 1 d . U P A 1
O7' O 0.8994(16) 0.6058(3) 0.6000(16) 0.069(2) Uani 0.4 1 d . U P A 2
C1 C -0.5124(4) 0.32341(9) 0.0282(4) 0.0387(6) Uani 1 1 d . . . . .
C2 C -0.2955(4) 0.39408(10) 0.0011(3) 0.0368(5) Uani 1 1 d . . . . .
H2A H -0.3117 0.4266 -0.0530 0.044 Uiso 1 1 calc R U . . .
H2B H -0.2029 0.3750 -0.0518 0.044 Uiso 1 1 calc R U . . .
C3 C -0.1831(4) 0.39715(9) 0.2132(3) 0.0310(5) Uani 1 1 d . . . . .
C4 C -0.3059(4) 0.36675(9) 0.3119(3) 0.0333(5) Uani 1 1 d . . . . .
H4 H -0.4488 0.3825 0.3004 0.040 Uiso 1 1 calc R U . . .
C5 C -0.1723(4) 0.35707(10) 0.5189(3) 0.0382(6) Uani 1 1 d . . . . .
H5A H -0.0631 0.3314 0.5299 0.046 Uiso 1 1 calc R U . . .
H5B H -0.2727 0.3464 0.5833 0.046 Uiso 1 1 calc R U . . .
C6 C -0.0515(4) 0.40391(10) 0.6101(3) 0.0369(5) Uani 1 1 d . . . . .
H6A H -0.1600 0.4301 0.5937 0.044 Uiso 1 1 calc R U . . .
H6B H 0.0255 0.3988 0.7447 0.044 Uiso 1 1 calc R U . . .
C7 C 0.1162(4) 0.41764(9) 0.5179(3) 0.0315(5) Uani 1 1 d . . . . .
C8 C 0.0076(4) 0.42135(9) 0.3039(3) 0.0304(5) Uani 1 1 d . . . . .
C9 C 0.1314(4) 0.45027(9) 0.2078(3) 0.0343(5) Uani 1 1 d . . . . .
C10 C 0.3199(4) 0.47875(9) 0.3277(4) 0.0342(5) Uani 1 1 d . . . . .
C11 C 0.3588(4) 0.48406(9) 0.5222(3) 0.0346(5) Uani 1 1 d . . . . .
C12 C 0.5373(4) 0.51088(9) 0.6385(4) 0.0380(5) Uani 1 1 d . . . . .
H12 H 0.5595 0.5141 0.7665 0.046 Uiso 1 1 calc R U . . .
C13 C 0.6840(4) 0.53307(9) 0.5632(4) 0.0390(6) Uani 1 1 d . . . . .
C14 C 0.6515(5) 0.52870(10) 0.3715(4) 0.0420(6) Uani 1 1 d . . . . .
H14 H 0.7512 0.5435 0.3222 0.050 Uiso 1 1 calc R U . . .
C15 C 0.4702(4) 0.50228(10) 0.2548(3) 0.0384(5) Uani 1 1 d . . . . .
C16 C 0.8849(6) 0.56124(12) 0.6917(5) 0.0514(7) Uani 1 1 d . . . . .
C17 C -0.7463(5) 0.31520(13) 0.0337(5) 0.0546(8) Uani 1 1 d . . . . .
H17A H -0.7516 0.2841 0.0913 0.082 Uiso 1 1 calc R U . . .
H17B H -0.8539 0.3156 -0.0929 0.082 Uiso 1 1 calc R U . . .
H17C H -0.7815 0.3407 0.1063 0.082 Uiso 1 1 calc R U . . .
C18 C -0.4450(6) 0.28580(11) -0.0880(5) 0.0563(8) Uani 1 1 d . . . . .
H18A H -0.2948 0.2925 -0.0844 0.084 Uiso 1 1 calc R U . . .
H18B H -0.5471 0.2871 -0.2166 0.084 Uiso 1 1 calc R U . . .
H18C H -0.4500 0.2538 -0.0370 0.084 Uiso 1 1 calc R U . . .
C19 C 1.3796(7) 0.62941(16) 0.8329(6) 0.0778(11) Uani 1 1 d . . . . .
H19A H 1.3590 0.6154 0.9424 0.117 Uiso 1 1 calc R U . . .
H19B H 1.4698 0.6584 0.8690 0.117 Uiso 1 1 calc R U . . .
H19C H 1.4540 0.6062 0.7792 0.117 Uiso 1 1 calc R U . . .
C20 C 0.9605(8) 0.6902(2) 0.7592(7) 0.1005(16) Uani 1 1 d . . . . .
H20A H 0.8106 0.6959 0.6723 0.151 Uiso 1 1 calc R U . . .
H20B H 1.0434 0.7203 0.7828 0.151 Uiso 1 1 calc R U . . .
H20C H 0.9536 0.6777 0.8761 0.151 Uiso 1 1 calc R U . . .
C21 C 1.1216(7) 0.66844(12) 0.4293(5) 0.0625(9) Uani 1 1 d . . . . .
C22 C 1.2314(12) 0.6304(2) 0.3430(8) 0.122(2) Uani 1 1 d . . . . .
H22A H 1.3805 0.6236 0.4293 0.183 Uiso 1 1 calc R U . . .
H22B H 1.2397 0.6427 0.2263 0.183 Uiso 1 1 calc R U . . .
H22C H 1.1435 0.6010 0.3187 0.183 Uiso 1 1 calc R U . . .
C23 C 0.8885(9) 0.6795(3) 0.2913(8) 0.122(2) Uani 1 1 d . . . . .
H23A H 0.7988 0.6504 0.2677 0.183 Uiso 1 1 calc R U . . .
H23B H 0.8991 0.6912 0.1746 0.183 Uiso 1 1 calc R U . . .
H23C H 0.8195 0.7041 0.3438 0.183 Uiso 1 1 calc R U . . .
C24 C 1.2665(11) 0.7147(2) 0.4694(10) 0.134(2) Uani 1 1 d . . . . .
H24A H 1.1927 0.7400 0.5140 0.202 Uiso 1 1 calc R U . . .
H24B H 1.2872 0.7253 0.3551 0.202 Uiso 1 1 calc R U . . .
H24C H 1.4104 0.7079 0.5640 0.202 Uiso 1 1 calc R U . . .
H16A H 1.018(7) 0.5370(16) 0.758(6) 0.080(12) Uiso 1 1 d . . . . .
H16B H 0.840(7) 0.5756(15) 0.780(6) 0.080(13) Uiso 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 O7' 1.619(10) . ?
Si1 O7 1.683(6) . ?
Si1 C19 1.845(4) . ?
Si1 C20 1.850(5) . ?
Si1 C21 1.868(4) . ?
O1 C1 1.427(3) . ?
O1 C4 1.436(3) . ?
O2 C1 1.433(3) . ?
O2 C2 1.436(3) . ?
O3 C7 1.405(3) . ?
O3 H3 0.8200 . ?
O4 C11 1.375(3) . ?
O4 C7 1.443(3) . ?
O5 C9 1.238(3) . ?
O6 C15 1.357(3) . ?
O6 H6 0.8200 . ?
O7 C16 1.387(7) . ?
O7' C16 1.420(11) . ?
C1 C18 1.507(4) . ?
C1 C17 1.514(4) . ?
C2 C3 1.508(3) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C8 1.338(3) . ?
C3 C4 1.502(3) . ?
C4 C5 1.516(3) . ?
C4 H4 0.9800 . ?
C5 C6 1.527(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.507(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.520(3) . ?
C8 C9 1.471(3) . ?
C9 C10 1.448(3) . ?
C10 C11 1.407(3) . ?
C10 C15 1.411(3) . ?
C11 C12 1.376(3) . ?
C12 C13 1.387(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.392(4) . ?
C13 C16 1.514(4) . ?
C14 C15 1.382(4) . ?
C14 H14 0.9300 . ?
C16 H16A 1.05(4) . ?
C16 H16B 0.90(4) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 C23 1.511(6) . ?
C21 C22 1.518(6) . ?
C21 C24 1.531(6) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O7' Si1 C19 120.2(4) . . ?
O7 Si1 C19 104.0(3) . . ?
O7' Si1 C20 95.3(4) . . ?
O7 Si1 C20 118.0(3) . . ?
C19 Si1 C20 109.5(2) . . ?
O7' Si1 C21 106.6(4) . . ?
O7 Si1 C21 101.3(3) . . ?
C19 Si1 C21 113.07(19) . . ?
C20 Si1 C21 110.7(2) . . ?
C1 O1 C4 113.60(19) . . ?
C1 O2 C2 115.14(18) . . ?
C7 O3 H3 109.5 . . ?
C11 O4 C7 114.78(18) . . ?
C15 O6 H6 109.5 . . ?
C16 O7 Si1 126.2(4) . . ?
C16 O7' Si1 128.7(7) . . ?
O1 C1 O2 109.58(19) . . ?
O1 C1 C18 106.4(2) . . ?
O2 C1 C18 111.5(2) . . ?
O1 C1 C17 110.1(2) . . ?
O2 C1 C17 106.1(2) . . ?
C18 C1 C17 113.2(3) . . ?
O2 C2 C3 109.98(19) . . ?
O2 C2 H2A 109.7 . . ?
C3 C2 H2A 109.7 . . ?
O2 C2 H2B 109.7 . . ?
C3 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C8 C3 C4 123.5(2) . . ?
C8 C3 C2 125.3(2) . . ?
C4 C3 C2 111.11(19) . . ?
O1 C4 C3 105.9(2) . . ?
O1 C4 C5 108.1(2) . . ?
C3 C4 C5 114.0(2) . . ?
O1 C4 H4 109.6 . . ?
C3 C4 H4 109.6 . . ?
C5 C4 H4 109.6 . . ?
C4 C5 C6 109.2(2) . . ?
C4 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
C4 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
C7 C6 C5 109.0(2) . . ?
C7 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
C7 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
O3 C7 O4 108.52(18) . . ?
O3 C7 C6 112.4(2) . . ?
O4 C7 C6 106.35(19) . . ?
O3 C7 C8 106.33(19) . . ?
O4 C7 C8 111.18(19) . . ?
C6 C7 C8 112.04(19) . . ?
C3 C8 C9 123.8(2) . . ?
C3 C8 C7 120.2(2) . . ?
C9 C8 C7 115.91(19) . . ?
O5 C9 C10 122.1(2) . . ?
O5 C9 C8 121.3(2) . . ?
C10 C9 C8 116.6(2) . . ?
C11 C10 C15 117.5(2) . . ?
C11 C10 C9 120.8(2) . . ?
C15 C10 C9 121.6(2) . . ?
O4 C11 C12 118.2(2) . . ?
O4 C11 C10 120.1(2) . . ?
C12 C11 C10 121.7(2) . . ?
C11 C12 C13 119.5(2) . . ?
C11 C12 H12 120.3 . . ?
C13 C12 H12 120.3 . . ?
C12 C13 C14 120.7(2) . . ?
C12 C13 C16 119.7(2) . . ?
C14 C13 C16 119.6(2) . . ?
C15 C14 C13 119.6(2) . . ?
C15 C14 H14 120.2 . . ?
C13 C14 H14 120.2 . . ?
O6 C15 C14 118.2(2) . . ?
O6 C15 C10 120.8(2) . . ?
C14 C15 C10 121.0(2) . . ?
O7 C16 C13 111.2(4) . . ?
O7' C16 C13 108.0(5) . . ?
O7 C16 H16A 102(2) . . ?
O7' C16 H16A 127(2) . . ?
C13 C16 H16A 110(2) . . ?
O7 C16 H16B 118(3) . . ?
O7' C16 H16B 94(3) . . ?
C13 C16 H16B 107(3) . . ?
H16A C16 H16B 109(4) . . ?
C1 C17 H17A 109.5 . . ?
C1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C1 C18 H18A 109.5 . . ?
C1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si1 C19 H19A 109.5 . . ?
Si1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
Si1 C20 H20A 109.5 . . ?
Si1 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si1 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C23 C21 C22 109.1(5) . . ?
C23 C21 C24 110.1(4) . . ?
C22 C21 C24 108.5(4) . . ?
C23 C21 Si1 109.8(3) . . ?
C22 C21 Si1 110.2(3) . . ?
C24 C21 Si1 109.1(3) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O7' Si1 O7 C16 -61.7(13) . . . . ?
C19 Si1 O7 C16 75.0(5) . . . . ?
C20 Si1 O7 C16 -46.4(6) . . . . ?
C21 Si1 O7 C16 -167.5(5) . . . . ?
O7 Si1 O7' C16 62.7(11) . . . . ?
C19 Si1 O7' C16 12.4(11) . . . . ?
C20 Si1 O7' C16 -103.8(8) . . . . ?
C21 Si1 O7' C16 142.7(8) . . . . ?
C4 O1 C1 O2 26.6(3) . . . . ?
C4 O1 C1 C18 147.4(2) . . . . ?
C4 O1 C1 C17 -89.6(3) . . . . ?
C2 O2 C1 O1 38.8(3) . . . . ?
C2 O2 C1 C18 -78.7(3) . . . . ?
C2 O2 C1 C17 157.6(2) . . . . ?
C1 O2 C2 C3 -58.7(3) . . . . ?
O2 C2 C3 C8 -171.1(2) . . . . ?
O2 C2 C3 C4 12.3(3) . . . . ?
C1 O1 C4 C3 -69.7(2) . . . . ?
C1 O1 C4 C5 167.7(2) . . . . ?
C8 C3 C4 O1 -130.7(2) . . . . ?
C2 C3 C4 O1 45.9(3) . . . . ?
C8 C3 C4 C5 -12.0(3) . . . . ?
C2 C3 C4 C5 164.7(2) . . . . ?
O1 C4 C5 C6 159.6(2) . . . . ?
C3 C4 C5 C6 42.1(3) . . . . ?
C4 C5 C6 C7 -63.8(3) . . . . ?
C11 O4 C7 O3 63.3(2) . . . . ?
C11 O4 C7 C6 -175.5(2) . . . . ?
C11 O4 C7 C8 -53.3(3) . . . . ?
C5 C6 C7 O3 -65.5(2) . . . . ?
C5 C6 C7 O4 175.8(2) . . . . ?
C5 C6 C7 C8 54.1(3) . . . . ?
C4 C3 C8 C9 178.6(2) . . . . ?
C2 C3 C8 C9 2.4(4) . . . . ?
C4 C3 C8 C7 2.1(4) . . . . ?
C2 C3 C8 C7 -174.1(2) . . . . ?
O3 C7 C8 C3 99.4(3) . . . . ?
O4 C7 C8 C3 -142.6(2) . . . . ?
C6 C7 C8 C3 -23.8(3) . . . . ?
O3 C7 C8 C9 -77.3(2) . . . . ?
O4 C7 C8 C9 40.6(3) . . . . ?
C6 C7 C8 C9 159.5(2) . . . . ?
C3 C8 C9 O5 -8.1(4) . . . . ?
C7 C8 C9 O5 168.6(2) . . . . ?
C3 C8 C9 C10 173.0(2) . . . . ?
C7 C8 C9 C10 -10.4(3) . . . . ?
O5 C9 C10 C11 171.6(3) . . . . ?
C8 C9 C10 C11 -9.4(3) . . . . ?
O5 C9 C10 C15 -8.1(4) . . . . ?
C8 C9 C10 C15 170.8(2) . . . . ?
C7 O4 C11 C12 -146.9(2) . . . . ?
C7 O4 C11 C10 35.5(3) . . . . ?
C15 C10 C11 O4 177.1(2) . . . . ?
C9 C10 C11 O4 -2.6(4) . . . . ?
C15 C10 C11 C12 -0.4(4) . . . . ?
C9 C10 C11 C12 179.8(2) . . . . ?
O4 C11 C12 C13 -178.0(2) . . . . ?
C10 C11 C12 C13 -0.4(4) . . . . ?
C11 C12 C13 C14 0.4(4) . . . . ?
C11 C12 C13 C16 -178.0(3) . . . . ?
C12 C13 C14 C15 0.5(4) . . . . ?
C16 C13 C14 C15 178.9(3) . . . . ?
C13 C14 C15 O6 179.5(3) . . . . ?
C13 C14 C15 C10 -1.4(4) . . . . ?
C11 C10 C15 O6 -179.6(2) . . . . ?
C9 C10 C15 O6 0.1(4) . . . . ?
C11 C10 C15 C14 1.3(4) . . . . ?
C9 C10 C15 C14 -179.0(3) . . . . ?
Si1 O7 C16 O7' 59.1(11) . . . . ?
Si1 O7 C16 C13 147.5(4) . . . . ?
Si1 O7' C16 O7 -67.2(12) . . . . ?
Si1 O7' C16 C13 -168.8(7) . . . . ?
C12 C13 C16 O7 -164.7(3) . . . . ?
C14 C13 C16 O7 16.9(5) . . . . ?
C12 C13 C16 O7' -135.5(5) . . . . ?
C14 C13 C16 O7' 46.1(6) . . . . ?
O7' Si1 C21 C23 44.7(5) . . . . ?
O7 Si1 C21 C23 68.2(4) . . . . ?
C19 Si1 C21 C23 178.9(4) . . . . ?
C20 Si1 C21 C23 -57.9(4) . . . . ?
O7' Si1 C21 C22 -75.5(5) . . . . ?
O7 Si1 C21 C22 -52.0(4) . . . . ?
C19 Si1 C21 C22 58.7(4) . . . . ?
C20 Si1 C21 C22 -178.1(4) . . . . ?
O7' Si1 C21 C24 165.5(4) . . . . ?
O7 Si1 C21 C24 -171.0(4) . . . . ?
C19 Si1 C21 C24 -60.3(4) . . . . ?
C20 Si1 C21 C24 62.9(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C6 H6B O5 0.97 2.50 3.253(3) 134.1 1_556
O6 H6 O5 0.82 1.88 2.608(3) 146.4 .
O3 H3 O2 0.82 2.04 2.856(2) 176.8 1_656
C6 H6B O5 0.97 2.50 3.253(3) 134.1 1_556
O6 H6 O5 0.82 1.88 2.608(3) 146.4 .
O3 H3 O2 0.82 2.04 2.856(2) 176.8 1_656
C6 H6B O5 0.97 2.50 3.253(3) 134.1 1_556
O6 H6 O5 0.82 1.88 2.608(3) 146.4 .
O3 H3 O2 0.82 2.04 2.856(2) 176.8 1_656
O3 H3 O2 0.82 2.04 2.856(2) 176.8 1_656
O6 H6 O5 0.82 1.88 2.608(3) 146.4 .
C6 H6B O5 0.97 2.50 3.253(3) 134.1 1_556
O3 H3 O2 0.82 2.04 2.856(2) 176.8 1_656
O6 H6 O5 0.82 1.88 2.608(3) 146.4 .
C6 H6B O5 0.97 2.50 3.253(3) 134.1 1_556
O3 H3 O2 0.82 2.04 2.856(2) 176.8 1_656
O6 H6 O5 0.82 1.88 2.608(3) 146.4 .
C6 H6B O5 0.97 2.50 3.253(3) 134.1 1_556

_refine_diff_density_max         0.163
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.030

_shelxl_version_number           2013-4



####################################################################### 
# 
# 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_ta_a
_database_code_depnum_ccdc_archive 'CCDC 2026689'
loop_
_audit_author_name
_audit_author_address
Tang
;Shanghai Institute of Organic Chemistry
China
;
_audit_update_record             
;
2020-09-01 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H22 O7'
_chemical_formula_sum            'C19 H22 O7'
_chemical_formula_weight         362.36

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   5.33940(10)
_cell_length_b                   10.5708(2)
_cell_length_c                   29.8220(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1683.21(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9980
_cell_measurement_theta_min      2.96
_cell_measurement_theta_max      68.26

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_F_000             768
_exptl_transmission_factor_min   0.6754
_exptl_transmission_factor_max   0.7531
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.915
_shelx_estimated_absorpt_T_min   0.838
_shelx_estimated_absorpt_T_max   0.875
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20234
_diffrn_reflns_av_unetI/netI     0.0326
_diffrn_reflns_av_R_equivalents  0.0576
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         2.963
_diffrn_reflns_theta_max         68.347
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3092
_reflns_number_gt                2827
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.684
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0506P)²+1.5573P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1065 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(12)
_chemical_absolute_configuration AD
_refine_ls_number_reflns         3092
_refine_ls_number_parameters     209
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0528
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_ref         0.1166
_refine_ls_wR_factor_gt          0.1109
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9210(7) 0.6169(3) 0.79190(11) 0.0234(7) Uani 1 1 d . . . . .
C2 C 0.7180(7) 0.6974(3) 0.79703(11) 0.0275(8) Uani 1 1 d . . . . .
H3 H 0.650(8) 0.720(4) 0.8278(13) 0.032(11) Uiso 1 1 d . . . . .
O3 O 0.3890(5) 0.8501(2) 0.67933(8) 0.0269(6) Uiso 1 1 d . . . . .
C3 C 0.6020(7) 0.7492(3) 0.75957(11) 0.0234(7) Uani 1 1 d . . . . .
C5 C 0.8977(7) 0.6403(3) 0.71201(11) 0.0218(7) Uani 1 1 d . . . . .
O5 O 0.5421(5) 0.9162(2) 0.59639(8) 0.0262(6) Uiso 1 1 d . . . . .
C4 C 0.6852(6) 0.7191(3) 0.71588(11) 0.0219(7) Uani 1 1 d . . . . .
O4 O 0.9984(4) 0.6108(2) 0.67106(8) 0.0237(5) Uiso 1 1 d . . . . .
C7 C 1.0499(8) 0.5578(4) 0.83185(11) 0.0324(9) Uani 1 1 d . . . . .
H7A H 1.115766 0.473957 0.822890 0.039 Uiso 1 1 calc R U . . .
H7B H 1.194794 0.611255 0.840221 0.039 Uiso 1 1 calc R U . . .
O7 O 0.8330(4) 0.5318(2) 0.55685(8) 0.0251(6) Uiso 1 1 d . . . . .
C6 C 1.0131(7) 0.5894(3) 0.74911(12) 0.0248(7) Uani 1 1 d . . . . .
H6 H 1.154601 0.535758 0.745656 0.030 Uiso 1 1 calc R U . . .
O6 O 0.5230(5) 0.4548(2) 0.60376(8) 0.0252(5) Uiso 1 1 d . . . . .
C9 C 0.6818(6) 0.7362(3) 0.63314(11) 0.0198(7) Uani 1 1 d . . . . .
C8 C 0.5646(6) 0.7732(3) 0.67597(11) 0.0208(7) Uani 1 1 d . . . . .
O2 O 0.4083(5) 0.8298(2) 0.76606(8) 0.0305(6) Uiso 1 1 d . . . . .
H2 H 0.363145 0.860091 0.741305 0.046 Uiso 1 1 calc R U . . .
O1 O 0.8961(5) 0.5421(2) 0.86993(8) 0.0324(6) Uiso 1 1 d . . . . .
H1 H 0.780009 0.491228 0.863937 0.049 Uiso 1 1 calc R U . . .
C10 C 0.8189(6) 0.6107(3) 0.63441(10) 0.0211(7) Uani 1 1 d . . . . .
C11 C 0.9787(6) 0.5848(3) 0.59264(11) 0.0220(7) Uani 1 1 d . . . . .
H11 H 1.117870 0.525599 0.600532 0.026 Uiso 1 1 calc R U . . .
C12 C 1.0865(7) 0.7061(3) 0.57440(12) 0.0273(8) Uani 1 1 d . . . . .
H12A H 1.196125 0.686963 0.548492 0.033 Uiso 1 1 calc R U . . .
H12B H 1.189641 0.747441 0.597763 0.033 Uiso 1 1 calc R U . . .
C13 C 0.8784(7) 0.7952(3) 0.55977(11) 0.0274(8) Uani 1 1 d . . . . .
H13A H 0.951087 0.877762 0.551028 0.033 Uiso 1 1 calc R U . . .
H13B H 0.791266 0.759479 0.533342 0.033 Uiso 1 1 calc R U . . .
C14 C 0.6940(6) 0.8142(3) 0.59723(11) 0.0218(7) Uani 1 1 d . . . . .
C15 C 0.5457(9) 0.9999(4) 0.55872(13) 0.0393(10) Uani 1 1 d . . . . .
H15A H 0.508853 0.952116 0.531342 0.059 Uiso 1 1 calc R U . . .
H15B H 0.711650 1.038852 0.556164 0.059 Uiso 1 1 calc R U . . .
H15C H 0.419156 1.065999 0.562843 0.059 Uiso 1 1 calc R U . . .
C16 C 0.6451(7) 0.4973(3) 0.64351(11) 0.0234(7) Uani 1 1 d . . . . .
H16A H 0.744525 0.427024 0.656315 0.028 Uiso 1 1 calc R U . . .
H16B H 0.517307 0.522058 0.665902 0.028 Uiso 1 1 calc R U . . .
C17 C 0.6924(7) 0.4222(3) 0.56884(12) 0.0258(8) Uani 1 1 d . . . . .
C18 C 0.5281(8) 0.3932(4) 0.52885(13) 0.0368(9) Uani 1 1 d . . . . .
H18A H 0.420055 0.466037 0.522566 0.055 Uiso 1 1 calc R U . . .
H18B H 0.424317 0.319055 0.535401 0.055 Uiso 1 1 calc R U . . .
H18C H 0.633574 0.375823 0.502674 0.055 Uiso 1 1 calc R U . . .
C19 C 0.8593(8) 0.3115(4) 0.58136(14) 0.0375(9) Uani 1 1 d . . . . .
H19A H 0.755909 0.241787 0.592609 0.056 Uiso 1 1 calc R U . . .
H19B H 0.977475 0.337864 0.604702 0.056 Uiso 1 1 calc R U . . .
H19C H 0.952309 0.283340 0.554843 0.056 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.387(5) . ?
C1 C6 1.398(5) . ?
C1 C7 1.511(5) . ?
C2 C3 1.390(5) . ?
C2 H3 1.02(4) . ?
O3 C8 1.245(4) . ?
C3 O2 1.354(4) . ?
C3 C4 1.413(5) . ?
C5 O4 1.371(4) . ?
C5 C6 1.376(5) . ?
C5 C4 1.412(5) . ?
O5 C14 1.350(4) . ?
O5 C15 1.430(4) . ?
C4 C8 1.469(5) . ?
O4 C10 1.454(4) . ?
C7 O1 1.411(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
O7 C17 1.426(4) . ?
O7 C11 1.434(4) . ?
C6 H6 0.9500 . ?
O6 C17 1.421(4) . ?
O6 C16 1.426(4) . ?
C9 C14 1.353(5) . ?
C9 C8 1.475(4) . ?
C9 C10 1.516(5) . ?
O2 H2 0.8400 . ?
O1 H1 0.8400 . ?
C10 C11 1.534(5) . ?
C10 C16 1.540(5) . ?
C11 C12 1.506(5) . ?
C11 H11 1.0000 . ?
C12 C13 1.521(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.502(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.512(5) . ?
C17 C19 1.518(5) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.2(3) . . ?
C2 C1 C7 121.5(3) . . ?
C6 C1 C7 118.3(3) . . ?
C1 C2 C3 120.1(3) . . ?
C1 C2 H3 122(2) . . ?
C3 C2 H3 118(2) . . ?
O2 C3 C2 118.3(3) . . ?
O2 C3 C4 120.9(3) . . ?
C2 C3 C4 120.8(3) . . ?
O4 C5 C6 116.8(3) . . ?
O4 C5 C4 121.5(3) . . ?
C6 C5 C4 121.7(3) . . ?
C14 O5 C15 120.0(3) . . ?
C5 C4 C3 117.4(3) . . ?
C5 C4 C8 121.0(3) . . ?
C3 C4 C8 121.4(3) . . ?
C5 O4 C10 114.3(3) . . ?
O1 C7 C1 114.7(3) . . ?
O1 C7 H7A 108.6 . . ?
C1 C7 H7A 108.6 . . ?
O1 C7 H7B 108.6 . . ?
C1 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C17 O7 C11 114.6(3) . . ?
C5 C6 C1 119.6(3) . . ?
C5 C6 H6 120.2 . . ?
C1 C6 H6 120.2 . . ?
C17 O6 C16 113.2(3) . . ?
C14 C9 C8 123.0(3) . . ?
C14 C9 C10 122.0(3) . . ?
C8 C9 C10 114.5(3) . . ?
O3 C8 C4 121.3(3) . . ?
O3 C8 C9 124.2(3) . . ?
C4 C8 C9 114.4(3) . . ?
C3 O2 H2 109.5 . . ?
C7 O1 H1 109.5 . . ?
O4 C10 C9 109.7(3) . . ?
O4 C10 C11 104.1(3) . . ?
C9 C10 C11 113.8(3) . . ?
O4 C10 C16 105.4(2) . . ?
C9 C10 C16 113.2(3) . . ?
C11 C10 C16 109.9(3) . . ?
O7 C11 C12 105.7(3) . . ?
O7 C11 C10 111.9(3) . . ?
C12 C11 C10 110.7(3) . . ?
O7 C11 H11 109.5 . . ?
C12 C11 H11 109.5 . . ?
C10 C11 H11 109.5 . . ?
C11 C12 C13 110.6(3) . . ?
C11 C12 H12A 109.5 . . ?
C13 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
C13 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C14 C13 C12 110.4(3) . . ?
C14 C13 H13A 109.6 . . ?
C12 C13 H13A 109.6 . . ?
C14 C13 H13B 109.6 . . ?
C12 C13 H13B 109.6 . . ?
H13A C13 H13B 108.1 . . ?
O5 C14 C9 118.2(3) . . ?
O5 C14 C13 119.1(3) . . ?
C9 C14 C13 122.6(3) . . ?
O5 C15 H15A 109.5 . . ?
O5 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O5 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O6 C16 C10 112.0(3) . . ?
O6 C16 H16A 109.2 . . ?
C10 C16 H16A 109.2 . . ?
O6 C16 H16B 109.2 . . ?
C10 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
O6 C17 O7 108.8(3) . . ?
O6 C17 C18 104.9(3) . . ?
O7 C17 C18 105.8(3) . . ?
O6 C17 C19 112.3(3) . . ?
O7 C17 C19 112.3(3) . . ?
C18 C17 C19 112.2(3) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 1.2(5) . . . . ?
C7 C1 C2 C3 -179.4(3) . . . . ?
C1 C2 C3 O2 -178.4(3) . . . . ?
C1 C2 C3 C4 1.2(5) . . . . ?
O4 C5 C4 C3 -177.0(3) . . . . ?
C6 C5 C4 C3 3.1(5) . . . . ?
O4 C5 C4 C8 -0.4(5) . . . . ?
C6 C5 C4 C8 179.8(3) . . . . ?
O2 C3 C4 C5 176.3(3) . . . . ?
C2 C3 C4 C5 -3.3(5) . . . . ?
O2 C3 C4 C8 -0.4(5) . . . . ?
C2 C3 C4 C8 -180.0(3) . . . . ?
C6 C5 O4 C10 151.3(3) . . . . ?
C4 C5 O4 C10 -28.5(4) . . . . ?
C2 C1 C7 O1 27.0(5) . . . . ?
C6 C1 C7 O1 -153.6(3) . . . . ?
O4 C5 C6 C1 179.4(3) . . . . ?
C4 C5 C6 C1 -0.8(5) . . . . ?
C2 C1 C6 C5 -1.5(5) . . . . ?
C7 C1 C6 C5 179.1(3) . . . . ?
C5 C4 C8 O3 -174.6(3) . . . . ?
C3 C4 C8 O3 1.9(5) . . . . ?
C5 C4 C8 C9 0.9(4) . . . . ?
C3 C4 C8 C9 177.5(3) . . . . ?
C14 C9 C8 O3 29.5(5) . . . . ?
C10 C9 C8 O3 -158.5(3) . . . . ?
C14 C9 C8 C4 -145.9(3) . . . . ?
C10 C9 C8 C4 26.1(4) . . . . ?
C5 O4 C10 C9 53.9(3) . . . . ?
C5 O4 C10 C11 176.1(3) . . . . ?
C5 O4 C10 C16 -68.3(3) . . . . ?
C14 C9 C10 O4 118.8(3) . . . . ?
C8 C9 C10 O4 -53.3(3) . . . . ?
C14 C9 C10 C11 2.6(4) . . . . ?
C8 C9 C10 C11 -169.5(3) . . . . ?
C14 C9 C10 C16 -123.8(3) . . . . ?
C8 C9 C10 C16 64.1(4) . . . . ?
C17 O7 C11 C12 -173.7(3) . . . . ?
C17 O7 C11 C10 -53.1(4) . . . . ?
O4 C10 C11 O7 156.6(3) . . . . ?
C9 C10 C11 O7 -84.0(3) . . . . ?
C16 C10 C11 O7 44.2(4) . . . . ?
O4 C10 C11 C12 -85.7(3) . . . . ?
C9 C10 C11 C12 33.7(4) . . . . ?
C16 C10 C11 C12 161.8(3) . . . . ?
O7 C11 C12 C13 59.1(3) . . . . ?
C10 C11 C12 C13 -62.2(4) . . . . ?
C11 C12 C13 C14 53.0(4) . . . . ?
C15 O5 C14 C9 -178.9(3) . . . . ?
C15 O5 C14 C13 4.3(5) . . . . ?
C8 C9 C14 O5 -16.8(5) . . . . ?
C10 C9 C14 O5 171.8(3) . . . . ?
C8 C9 C14 C13 159.9(3) . . . . ?
C10 C9 C14 C13 -11.5(5) . . . . ?
C12 C13 C14 O5 160.1(3) . . . . ?
C12 C13 C14 C9 -16.6(5) . . . . ?
C17 O6 C16 C10 56.3(4) . . . . ?
O4 C10 C16 O6 -157.8(3) . . . . ?
C9 C10 C16 O6 82.4(3) . . . . ?
C11 C10 C16 O6 -46.1(4) . . . . ?
C16 O6 C17 O7 -61.4(4) . . . . ?
C16 O6 C17 C18 -174.3(3) . . . . ?
C16 O6 C17 C19 63.5(4) . . . . ?
C11 O7 C17 O6 60.1(4) . . . . ?
C11 O7 C17 C18 172.4(3) . . . . ?
C11 O7 C17 C19 -64.8(4) . . . . ?

_refine_diff_density_max         0.389
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.057



####################################################################### 
# 
# 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_d8v20639
_database_code_depnum_ccdc_archive 'CCDC 2068312'
loop_
_audit_author_name
_audit_author_address
Tang
;Shanghai Institute of Organic Chemistry, CAS
China
;
_audit_update_record             
;
2021-03-05 deposited with the CCDC.	2021-06-30 downloaded from the CCDC.
;
_audit_creation_date             2021-01-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H20 O8'
_chemical_formula_sum            'C18 H20 O8'
_chemical_formula_weight         364.355
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03376 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.2810(4)
_cell_length_b                   26.6332(13)
_cell_length_c                   8.0706(4)
_cell_angle_alpha                90
_cell_angle_beta                 104.300(1)
_cell_angle_gamma                90
_cell_volume                     1724.82(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9560
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.33
_cell_measurement_theta_min      3.32
_exptl_absorpt_coefficient_mu    0.942
_exptl_absorpt_correction_T_max  0.7533
_exptl_absorpt_correction_T_min  0.5945
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1397 before and 0.0875 after correction.
The Ratio of minimum to maximum transmission is 0.7892.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             770.980
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0533
_diffrn_reflns_av_unetI/netI     0.0327
_diffrn_reflns_Laue_measured_fraction_full 0.9781
_diffrn_reflns_Laue_measured_fraction_max 0.9781
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            23450
_diffrn_reflns_point_group_measured_fraction_full 0.9781
_diffrn_reflns_point_group_measured_fraction_max 0.9781
_diffrn_reflns_theta_full        65.4999
_diffrn_reflns_theta_max         65.50
_diffrn_reflns_theta_min         3.32
_diffrn_ambient_temperature      293.4
_diffrn_measured_fraction_theta_full 0.9781
_diffrn_measured_fraction_theta_max 0.9781
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              31
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              0
_reflns_number_gt                2746
_reflns_number_total             2904
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3883
_refine_diff_density_min         -0.4083
_refine_diff_density_rms         0.0860
_refine_ls_d_res_high            0.8472
_refine_ls_d_res_low             13.3166
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.2020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    33
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2904
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0926
_refine_ls_R_factor_gt           0.0907
_refine_ls_restrained_S_all      1.2020
_refine_ls_shift/su_max          17.3621
_refine_ls_shift/su_mean         0.5147
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1101P)²+3.7995P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2789
_refine_ls_wR_factor_ref         0.2800
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.9980(5)
 0.0020(5)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
3.a Ternary CH refined with riding coordinates:
 C10(H10), C11(H11), C12(H12)
3.b Secondary CH2 refined with riding coordinates:
 C18(H18a,H18b)
3.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4a)
3.d Idealised Me refined as rotating group:
 C15(H15a,H15b,H15c), C16(H16a,H16b,H16c), C17(H17a,H17b,H17c)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O4(H4), O5(H5), O6(H6)
;
_atom_sites_solution_primary     iterative
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_refinement_flags_posn
O1 O -0.1150(4) 0.57235(13) 0.3810(6) 0.0661(12) Uani 1.000000 .
H1 H -0.0556(10) 0.5487(8) 0.423(9) 0.0991(17) Uiso 1.000000 GR
O2 O 0.1684(4) 0.52806(11) 0.5383(5) 0.0557(10) Uani 1.000000 .
O3 O 0.4056(3) 0.66248(11) 0.5385(4) 0.0427(8) Uani 1.000000 .
O4 O 0.4562(4) 0.49080(11) 0.6852(5) 0.0573(10) Uani 1.000000 .
H4 H 0.3561(19) 0.49042(12) 0.639(8) 0.0859(15) Uiso 1.000000 GR
O5 O 0.7047(4) 0.68389(12) 0.7890(4) 0.0518(9) Uani 1.000000 .
H5 H 0.699(8) 0.7039(5) 0.7106(4) 0.0776(14) Uiso 1.000000 GR
O6 O -0.2431(4) 0.73905(13) 0.0924(5) 0.0564(10) Uani 1.000000 .
H6 H -0.2786(6) 0.7626(16) 0.139(7) 0.0847(15) Uiso 1.000000 GR
O7 O 0.3118(6) 0.68826(15) 0.8206(6) 0.0786(14) Uani 1.000000 .
O8 O 0.4552(5) 0.62643(14) 0.9735(4) 0.0607(10) Uani 1.000000 .
C1 C -0.0194(5) 0.61319(16) 0.3772(6) 0.0435(11) Uani 1.000000 .
C2 C -0.0924(6) 0.65393(17) 0.2818(6) 0.0466(11) Uani 1.000000 .
H2 H -0.2054(6) 0.65337(17) 0.2276(6) 0.0559(14) Uiso 1.000000 R
C3 C 0.0033(6) 0.69582(16) 0.2670(5) 0.0413(10) Uani 1.000000 .
C4 C 0.1688(5) 0.69874(15) 0.3569(5) 0.0381(10) Uani 1.000000 .
H4a H 0.2316(5) 0.72722(15) 0.3494(5) 0.0458(12) Uiso 1.000000 R
C5 C 0.2389(5) 0.65873(15) 0.4579(5) 0.0360(10) Uani 1.000000 .
C6 C 0.1506(5) 0.61448(15) 0.4679(5) 0.0377(10) Uani 1.000000 .
C7 C 0.2363(6) 0.57093(15) 0.5546(5) 0.0411(10) Uani 1.000000 .
C8 C 0.4067(5) 0.57789(15) 0.6494(5) 0.0375(10) Uani 1.000000 .
C9 C 0.5090(6) 0.53809(16) 0.7064(6) 0.0437(11) Uani 1.000000 .
C10 C 0.6912(6) 0.54228(18) 0.7931(7) 0.0526(12) Uani 1.000000 .
H10 H 0.7531(6) 0.53056(18) 0.7115(7) 0.0632(15) Uiso 1.000000 R
C11 C 0.7503(5) 0.59591(17) 0.8450(6) 0.0444(11) Uani 1.000000 .
H11 H 0.7298(5) 0.60266(17) 0.9574(6) 0.0533(13) Uiso 1.000000 R
C12 C 0.6562(5) 0.63527(16) 0.7204(5) 0.0397(10) Uani 1.000000 .
H12 H 0.6883(5) 0.63188(16) 0.6119(5) 0.0476(12) Uiso 1.000000 R
C13 C 0.4658(5) 0.63089(15) 0.6848(5) 0.0361(10) Uani 1.000000 .
C14 C 0.4014(5) 0.65282(16) 0.8334(6) 0.0419(11) Uani 1.000000 .
C15 C 0.4055(9) 0.6427(3) 1.1252(8) 0.087(2) Uani 1.000000 .
H15a H 0.2865(10) 0.646(2) 1.099(2) 0.130(3) Uiso 1.000000 GR
H15b H 0.440(6) 0.6183(10) 1.214(2) 0.130(3) Uiso 1.000000 GR
H15c H 0.457(6) 0.6744(10) 1.163(4) 0.130(3) Uiso 1.000000 GR
C16 C 0.7371(9) 0.5072(3) 0.9502(12) 0.105(3) Uani 1.000000 .
H16a H 0.659(5) 0.5120(18) 1.020(5) 0.158(5) Uiso 1.000000 GR
H16b H 0.733(8) 0.4729(3) 0.9126(12) 0.158(5) Uiso 1.000000 GR
H16c H 0.848(3) 0.5148(18) 1.016(5) 0.158(5) Uiso 1.000000 GR
C17 C 0.9389(6) 0.6017(2) 0.8612(8) 0.0650(15) Uani 1.000000 .
H17a H 0.9994(6) 0.5807(13) 0.952(4) 0.097(2) Uiso 1.000000 GR
H17b H 0.9639(10) 0.5918(16) 0.756(2) 0.097(2) Uiso 1.000000 GR
H17c H 0.9707(12) 0.6360(4) 0.886(6) 0.097(2) Uiso 1.000000 GR
C18 C -0.0652(6) 0.73816(18) 0.1460(7) 0.0510(12) Uani 1.000000 .
H18a H -0.0210(6) 0.73533(18) 0.0458(7) 0.0612(15) Uiso 1.000000 R
H18b H -0.0267(6) 0.76978(18) 0.2015(7) 0.0612(15) Uiso 1.000000 R


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.8200 . ?
O1 C1 1.350(5) . ?
O2 C7 1.265(5) . ?
O3 C5 1.377(5) . ?
O3 C13 1.435(5) . ?
O4 H4 0.8200 . ?
O4 C9 1.330(5) . ?
O5 H5 0.8200 . ?
O5 C12 1.427(5) . ?
H5 H6 1.105(9) 4_676 ?
O6 H6 0.8200 . ?
O6 C18 1.429(6) . ?
O7 C14 1.189(6) . ?
O8 C14 1.312(6) . ?
O8 C15 1.451(6) . ?
C1 C2 1.380(6) . ?
C1 C6 1.417(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(6) . ?
C3 C4 1.385(6) . ?
C3 C18 1.508(6) . ?
C4 H4a 0.9300 . ?
C4 C5 1.379(6) . ?
C5 C6 1.400(6) . ?
C6 C7 1.447(6) . ?
C7 C8 1.441(6) . ?
C8 C9 1.364(6) . ?
C8 C13 1.498(5) . ?
C9 C10 1.502(6) . ?
C10 H10 0.9800 . ?
C10 C11 1.534(6) . ?
C10 C16 1.545(8) . ?
C11 H11 0.9800 . ?
C11 C12 1.527(6) . ?
C11 C17 1.542(6) . ?
C12 H12 0.9800 . ?
C12 C13 1.536(6) . ?
C13 C14 1.542(6) . ?
C15 H15a 0.9600 . ?
C15 H15b 0.9600 . ?
C15 H15c 0.9600 . ?
C16 H16a 0.9600 . ?
C16 H16b 0.9600 . ?
C16 H16c 0.9600 . ?
C17 H17a 0.9600 . ?
C17 H17b 0.9600 . ?
C17 H17c 0.9600 . ?
C18 H18a 0.9700 . ?
C18 H18b 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C13 O3 C5 116.8(3) . . ?
C9 O4 H4 109.5 . . ?
C12 O5 H5 109.5 . . ?
H6 H5 O5 161(4) 4_676 . ?
C18 O6 H6 109.5 . . ?
O6 H6 H5 169(3) . 4_475 ?
C15 O8 C14 117.4(4) . . ?
C2 C1 O1 117.9(4) . . ?
C6 C1 O1 121.4(4) . . ?
C6 C1 C2 120.7(4) . . ?
H2 C2 C1 120.1(3) . . ?
C3 C2 C1 119.9(4) . . ?
C3 C2 H2 120.1(3) . . ?
C4 C3 C2 120.7(4) . . ?
C18 C3 C2 121.6(4) . . ?
C18 C3 C4 117.6(4) . . ?
H4a C4 C3 120.5(2) . . ?
C5 C4 C3 118.9(4) . . ?
C5 C4 H4a 120.5(2) . . ?
C4 C5 O3 116.7(3) . . ?
C6 C5 O3 120.7(4) . . ?
C6 C5 C4 122.4(4) . . ?
C5 C6 C1 117.2(4) . . ?
C7 C6 C1 122.4(4) . . ?
C7 C6 C5 120.1(4) . . ?
C6 C7 O2 121.4(4) . . ?
C8 C7 O2 121.5(4) . . ?
C8 C7 C6 116.9(4) . . ?
C9 C8 C7 121.6(4) . . ?
C13 C8 C7 116.9(4) . . ?
C13 C8 C9 121.4(4) . . ?
C8 C9 O4 122.3(4) . . ?
C10 C9 O4 113.0(4) . . ?
C10 C9 C8 124.6(4) . . ?
H10 C10 C9 107.2(3) . . ?
C11 C10 C9 114.4(4) . . ?
C11 C10 H10 107.2(3) . . ?
C16 C10 C9 110.6(4) . . ?
C16 C10 H10 107.2(4) . . ?
C16 C10 C11 110.0(5) . . ?
H11 C11 C10 107.9(3) . . ?
C12 C11 C10 112.5(4) . . ?
C12 C11 H11 107.9(2) . . ?
C17 C11 C10 111.3(4) . . ?
C17 C11 H11 107.9(3) . . ?
C17 C11 C12 109.2(4) . . ?
C11 C12 O5 108.6(3) . . ?
H12 C12 O5 108.6(2) . . ?
H12 C12 C11 108.6(2) . . ?
C13 C12 O5 108.6(3) . . ?
C13 C12 C11 113.8(3) . . ?
C13 C12 H12 108.6(2) . . ?
C8 C13 O3 111.4(3) . . ?
C12 C13 O3 103.9(3) . . ?
C12 C13 C8 112.3(3) . . ?
C14 C13 O3 107.5(3) . . ?
C14 C13 C8 110.2(3) . . ?
C14 C13 C12 111.2(3) . . ?
O8 C14 O7 124.9(5) . . ?
C13 C14 O7 124.1(4) . . ?
C13 C14 O8 111.0(3) . . ?
H15a C15 O8 109.5 . . ?
H15b C15 O8 109.5 . . ?
H15b C15 H15a 109.5 . . ?
H15c C15 O8 109.5 . . ?
H15c C15 H15a 109.5 . . ?
H15c C15 H15b 109.5 . . ?
H16a C16 C10 109.5 . . ?
H16b C16 C10 109.5 . . ?
H16b C16 H16a 109.5 . . ?
H16c C16 C10 109.5 . . ?
H16c C16 H16a 109.5 . . ?
H16c C16 H16b 109.5 . . ?
H17a C17 C11 109.5 . . ?
H17b C17 C11 109.5 . . ?
H17b C17 H17a 109.5 . . ?
H17c C17 C11 109.5 . . ?
H17c C17 H17a 109.5 . . ?
H17c C17 H17b 109.5 . . ?
C3 C18 O6 113.8(4) . . ?
H18a C18 O6 108.8(3) . . ?
H18a C18 C3 108.8(3) . . ?
H18b C18 O6 108.8(2) . . ?
H18b C18 C3 108.8(2) . . ?
H18b C18 H18a 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C1 C2 C3 -176.7(4) . . . . ?
O1 C1 C6 C5 -179.2(5) . . . . ?
O1 C1 C6 C7 6.6(6) . . . . ?
O2 C7 C6 C1 7.7(5) . . . . ?
O2 C7 C6 C5 -166.4(4) . . . . ?
O2 C7 C8 C9 8.9(5) . . . . ?
O2 C7 C8 C13 -170.3(4) . . . . ?
O3 C5 C4 C3 177.1(4) . . . . ?
O3 C5 C6 C1 -178.2(4) . . . . ?
O3 C5 C6 C7 -3.9(5) . . . . ?
O3 C13 C8 C7 -41.4(4) . . . . ?
O3 C13 C8 C9 139.4(4) . . . . ?
O3 C13 C12 O5 72.1(3) . . . . ?
O3 C13 C12 C11 -166.8(3) . . . . ?
O3 C13 C14 O7 3.2(4) . . . . ?
O3 C13 C14 O8 -178.5(3) . . . . ?
O4 C9 C8 C7 -3.2(6) . . . . ?
O4 C9 C8 C13 175.9(4) . . . . ?
O4 C9 C10 C11 -170.9(4) . . . . ?
O4 C9 C10 C16 -46.0(6) . . . . ?
O5 C12 C11 C10 173.1(4) . . . . ?
O5 C12 C11 C17 -62.8(4) . . . . ?
O5 C12 C13 C8 -167.3(3) . . . . ?
O5 C12 C13 C14 -43.3(4) . . . . ?
O6 C18 C3 C2 18.5(5) . . . . ?
O6 C18 C3 C4 -164.9(4) . . . . ?
O7 C14 O8 C15 -2.0(7) . . . . ?
O7 C14 C13 C8 -118.4(5) . . . . ?
O7 C14 C13 C12 116.4(5) . . . . ?
O8 C14 C13 C8 59.9(4) . . . . ?
O8 C14 C13 C12 -65.3(4) . . . . ?
C1 C2 C3 C4 -4.8(6) . . . . ?
C1 C2 C3 C18 171.8(4) . . . . ?
C1 C6 C5 C4 -3.7(5) . . . . ?
C1 C6 C7 C8 -177.0(4) . . . . ?
C2 C3 C4 C5 1.9(5) . . . . ?
C3 C4 C5 C6 2.4(5) . . . . ?
C4 C5 C6 C7 170.7(4) . . . . ?
C5 C6 C7 C8 9.0(5) . . . . ?
C6 C7 C8 C9 -166.5(4) . . . . ?
C6 C7 C8 C13 14.3(4) . . . . ?
C7 C8 C9 C10 174.7(4) . . . . ?
C7 C8 C13 C12 -157.5(4) . . . . ?
C7 C8 C13 C14 77.9(4) . . . . ?
C8 C9 C10 C11 11.1(5) . . . . ?
C8 C9 C10 C16 135.9(6) . . . . ?
C8 C13 C12 C11 -46.3(4) . . . . ?
C9 C10 C11 C12 -33.2(5) . . . . ?
C9 C10 C11 C17 -156.2(5) . . . . ?
C10 C11 C12 C13 52.0(4) . . . . ?
C11 C12 C13 C14 77.8(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.9980(5)
2 0.0020(5)
