# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 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_mjr18031_0m
_database_code_depnum_ccdc_archive 'CCDC 2205171'
loop_
_audit_author_name
_audit_author_address
'Xue-Bing Leng'
;Shanghai institute of Organic Chemistry
China
;
_audit_update_record             
;
2022-09-04 deposited with the CCDC.	2022-10-27 downloaded from the CCDC.
;
_audit_creation_date             2018-03-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H22 O6'
_chemical_formula_sum            'C20 H22 O6'
_chemical_formula_weight         358.37
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0150 0.0070 '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 0.0410 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_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'
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                   7.8681(4)
_cell_length_b                   11.4609(5)
_cell_length_c                   18.4466(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1663.43(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9874
_cell_measurement_temperature    303(2)
_cell_measurement_theta_max      56.99
_cell_measurement_theta_min      3.356
_shelx_estimated_absorpt_T_max   0.956
_shelx_estimated_absorpt_T_min   0.921
_exptl_absorpt_coefficient_mu    0.561
_exptl_absorpt_correction_T_max  0.7512
_exptl_absorpt_correction_T_min  0.5370
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0941 before and 0.0560 after correction. The Ratio of minimum to maximum transmission is 0.7149. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.431
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0244
_diffrn_reflns_Laue_measured_fraction_full 0.971
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17749
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.974
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         57.057
_diffrn_reflns_theta_min         6.433
_diffrn_ambient_temperature      303.3
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.971
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.739
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.978
_reflns_number_gt                3214
_reflns_number_total             3328
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.314
_refine_diff_density_min         -0.287
_refine_diff_density_rms         0.030
_refine_ls_abs_structure_details 
;
 Flack x determined using 1329 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     238
_refine_ls_number_reflns         3328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0342
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0540P)²+0.2248P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0915
_refine_ls_wR_factor_ref         0.0924
_refine_special_details          ?
_olex2_refinement_description    
;
1. 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
2.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2A), C4(H4), C10(H10), C14(H14), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 C13(H13)
2.d Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C19(H19A,H19B,H19C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.69723(17) 0.30312(14) 0.75095(8) 0.0448(3) Uani 1 1 d . . . . .
O2 O 0.42504(19) 0.17910(11) 0.73403(8) 0.0423(4) Uani 1 1 d . . . . .
H2 H 0.346649 0.140385 0.717309 0.063 Uiso 1 1 calc GR . . . .
O3 O 0.5516(2) 0.39792(18) 0.50429(9) 0.0619(5) Uani 1 1 d . . . . .
O4 O 0.2953(3) 0.35372(15) 0.46508(9) 0.0634(5) Uani 1 1 d . . . . .
O5 O 0.1566(2) 0.30502(15) 0.85961(9) 0.0533(4) Uani 1 1 d . . . . .
O6 O 0.0963(2) 0.14725(13) 0.79493(11) 0.0571(4) Uani 1 1 d . . . . .
C1 C 0.6258(3) 0.3567(2) 0.62861(12) 0.0452(5) Uani 1 1 d . . . . .
H1 H 0.695717 0.288323 0.617333 0.054 Uiso 1 1 calc R . . . .
C2 C 0.6418(3) 0.4452(3) 0.56727(13) 0.0574(6) Uani 1 1 d . . . . .
H2A H 0.761885 0.457229 0.555301 0.069 Uiso 1 1 calc R . . . .
C3 C 0.5595(4) 0.5602(2) 0.58490(14) 0.0606(6) Uani 1 1 d . . . . .
H3A H 0.561885 0.610703 0.542706 0.073 Uiso 1 1 calc R . . . .
H3B H 0.621050 0.598453 0.623792 0.073 Uiso 1 1 calc R . . . .
C4 C 0.3754(3) 0.53795(18) 0.60804(12) 0.0475(5) Uani 1 1 d . . . . .
H4 H 0.368281 0.550418 0.660514 0.057 Uiso 1 1 calc R . . . .
C5 C 0.3259(3) 0.40801(17) 0.59250(11) 0.0391(4) Uani 1 1 d . . . . .
C6 C 0.1368(3) 0.3799(2) 0.60468(12) 0.0479(5) Uani 1 1 d . . . . .
H6A H 0.077017 0.451676 0.615926 0.057 Uiso 1 1 calc R . . . .
H6B H 0.089566 0.349114 0.560045 0.057 Uiso 1 1 calc R . . . .
C7 C 0.1058(3) 0.29232(18) 0.66547(12) 0.0432(5) Uani 1 1 d . . . . .
H7A H 0.137570 0.214995 0.648939 0.052 Uiso 1 1 calc R . . . .
H7B H -0.014409 0.291061 0.677127 0.052 Uiso 1 1 calc R . . . .
C8 C 0.2072(2) 0.32219(16) 0.73383(11) 0.0365(4) Uani 1 1 d . . . . .
C9 C 0.3987(2) 0.29992(15) 0.71733(10) 0.0325(4) Uani 1 1 d . . . . .
C10 C 0.4386(2) 0.31898(16) 0.63515(10) 0.0366(4) Uani 1 1 d . . . . .
H10 H 0.427524 0.243192 0.611005 0.044 Uiso 1 1 calc R . . . .
C11 C 0.5393(2) 0.37050(15) 0.75731(10) 0.0339(4) Uani 1 1 d . . . . .
C12 C 0.5278(3) 0.42705(17) 0.83034(10) 0.0370(4) Uani 1 1 d . . . . .
C13 C 0.3862(3) 0.44797(18) 0.86710(12) 0.0444(5) Uani 1 1 d . . . . .
H13 H 0.401350 0.480345 0.912881 0.053 Uiso 1 1 calc R . . . .
C14 C 0.2057(3) 0.4269(2) 0.84540(12) 0.0453(5) Uani 1 1 d . . . . .
H14 H 0.131638 0.478776 0.873405 0.054 Uiso 1 1 calc R . . . .
C15 C 0.1679(3) 0.44226(17) 0.76544(12) 0.0415(4) Uani 1 1 d . . . . .
H15A H 0.240061 0.501742 0.744178 0.050 Uiso 1 1 calc R . . . .
H15B H 0.049849 0.463195 0.757681 0.050 Uiso 1 1 calc R . . . .
C16 C 0.6972(3) 0.4591(2) 0.86350(13) 0.0483(5) Uani 1 1 d . . . . .
H16A H 0.761796 0.389460 0.872286 0.072 Uiso 1 1 calc GR . . . .
H16B H 0.678772 0.499327 0.908463 0.072 Uiso 1 1 calc GR . . . .
H16C H 0.758529 0.508827 0.830809 0.072 Uiso 1 1 calc GR . . . .
C17 C 0.1487(3) 0.24559(19) 0.79692(13) 0.0447(5) Uani 1 1 d . . . . .
C18 C 0.3828(3) 0.38435(19) 0.51491(12) 0.0487(5) Uani 1 1 d . . . . .
C19 C 0.2571(4) 0.6264(2) 0.5713(2) 0.0755(9) Uani 1 1 d . . . . .
H19A H 0.249547 0.609217 0.520461 0.113 Uiso 1 1 calc GR . . . .
H19B H 0.301577 0.703701 0.577765 0.113 Uiso 1 1 calc GR . . . .
H19C H 0.146033 0.621651 0.592663 0.113 Uiso 1 1 calc GR . . . .
C20 C 0.6718(2) 0.40113(19) 0.70346(11) 0.0410(4) Uani 1 1 d . . . . .
H20 H 0.739608 0.472236 0.709208 0.049 Uiso 1 1 calc R . . . .


_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
O1 C11 1.468(2) . ?
O1 C20 1.438(3) . ?
O2 H2 0.8200 . ?
O2 C9 1.434(2) . ?
O3 C2 1.465(3) . ?
O3 C18 1.351(3) . ?
O4 C18 1.201(3) . ?
O5 C14 1.473(3) . ?
O5 C17 1.343(3) . ?
O6 C17 1.201(3) . ?
C1 H1 0.9800 . ?
C1 C2 1.524(3) . ?
C1 C10 1.540(3) . ?
C1 C20 1.515(3) . ?
C2 H2A 0.9800 . ?
C2 C3 1.504(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.532(4) . ?
C4 H4 0.9800 . ?
C4 C5 1.566(3) . ?
C4 C19 1.534(4) . ?
C5 C6 1.538(3) . ?
C5 C10 1.564(3) . ?
C5 C18 1.524(3) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.525(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.531(3) . ?
C8 C9 1.558(3) . ?
C8 C15 1.526(3) . ?
C8 C17 1.529(3) . ?
C9 C10 1.563(3) . ?
C9 C11 1.556(3) . ?
C10 H10 0.9800 . ?
C11 C12 1.498(3) . ?
C11 C20 1.482(3) . ?
C12 C13 1.326(3) . ?
C12 C16 1.512(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.495(3) . ?
C14 H14 0.9800 . ?
C14 C15 1.515(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 H20 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
C20 O1 C11 61.31(12) . . ?
C9 O2 H2 109.5 . . ?
C18 O3 C2 113.80(18) . . ?
C17 O5 C14 109.87(16) . . ?
C2 C1 H1 109.2 . . ?
C2 C1 C10 108.90(18) . . ?
C10 C1 H1 109.2 . . ?
C20 C1 H1 109.2 . . ?
C20 C1 C2 115.7(2) . . ?
C20 C1 C10 104.54(16) . . ?
O3 C2 C1 107.6(2) . . ?
O3 C2 H2A 109.9 . . ?
O3 C2 C3 106.7(2) . . ?
C1 C2 H2A 109.9 . . ?
C3 C2 C1 112.8(2) . . ?
C3 C2 H2A 109.9 . . ?
C2 C3 H3A 109.9 . . ?
C2 C3 H3B 109.9 . . ?
C2 C3 C4 108.7(2) . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 H3A 109.9 . . ?
C4 C3 H3B 109.9 . . ?
C3 C4 H4 107.8 . . ?
C3 C4 C5 110.1(2) . . ?
C3 C4 C19 109.9(2) . . ?
C5 C4 H4 107.8 . . ?
C19 C4 H4 107.8 . . ?
C19 C4 C5 113.36(19) . . ?
C6 C5 C4 114.39(18) . . ?
C6 C5 C10 109.78(17) . . ?
C10 C5 C4 112.78(16) . . ?
C18 C5 C4 105.54(17) . . ?
C18 C5 C6 112.59(18) . . ?
C18 C5 C10 100.92(16) . . ?
C5 C6 H6A 108.8 . . ?
C5 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 C5 113.58(16) . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
C6 C7 C8 112.02(16) . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
C7 C8 C9 107.85(16) . . ?
C15 C8 C7 114.25(16) . . ?
C15 C8 C9 114.72(16) . . ?
C15 C8 C17 99.54(17) . . ?
C17 C8 C7 109.97(16) . . ?
C17 C8 C9 110.24(16) . . ?
O2 C9 C8 104.82(15) . . ?
O2 C9 C10 108.32(14) . . ?
O2 C9 C11 107.32(14) . . ?
C8 C9 C10 111.15(15) . . ?
C11 C9 C8 120.63(15) . . ?
C11 C9 C10 104.14(15) . . ?
C1 C10 C5 108.65(17) . . ?
C1 C10 C9 107.90(16) . . ?
C1 C10 H10 107.4 . . ?
C5 C10 H10 107.4 . . ?
C9 C10 C5 117.70(16) . . ?
C9 C10 H10 107.4 . . ?
O1 C11 C9 106.88(14) . . ?
O1 C11 C12 110.53(14) . . ?
O1 C11 C20 58.36(12) . . ?
C12 C11 C9 127.48(16) . . ?
C20 C11 C9 107.78(15) . . ?
C20 C11 C12 122.87(16) . . ?
C11 C12 C16 114.58(17) . . ?
C13 C12 C11 126.08(18) . . ?
C13 C12 C16 119.32(18) . . ?
C12 C13 H13 115.4 . . ?
C12 C13 C14 129.18(19) . . ?
C14 C13 H13 115.4 . . ?
O5 C14 C13 110.79(19) . . ?
O5 C14 H14 109.0 . . ?
O5 C14 C15 103.42(17) . . ?
C13 C14 H14 109.0 . . ?
C13 C14 C15 115.37(18) . . ?
C15 C14 H14 109.0 . . ?
C8 C15 H15A 111.1 . . ?
C8 C15 H15B 111.1 . . ?
C14 C15 C8 103.14(17) . . ?
C14 C15 H15A 111.1 . . ?
C14 C15 H15B 111.1 . . ?
H15A C15 H15B 109.1 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O5 C17 C8 110.50(17) . . ?
O6 C17 O5 121.2(2) . . ?
O6 C17 C8 128.3(2) . . ?
O3 C18 C5 113.87(18) . . ?
O4 C18 O3 119.1(2) . . ?
O4 C18 C5 127.0(2) . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O1 C20 C1 109.02(18) . . ?
O1 C20 C11 60.32(12) . . ?
O1 C20 H20 120.5 . . ?
C1 C20 H20 120.5 . . ?
C11 C20 C1 111.32(17) . . ?
C11 C20 H20 120.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mj19103_0m
_database_code_depnum_ccdc_archive 'CCDC 2205175'
loop_
_audit_author_name
_audit_author_address
'Xue-Bing Leng'
;Shanghai institute of Organic Chemistry
China
;
_audit_update_record             
;
2022-09-04 deposited with the CCDC.	2022-10-27 downloaded from the CCDC.
;
_audit_creation_date             2019-02-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H24 O7'
_chemical_formula_sum            'C20 H24 O7'
_chemical_formula_weight         376.39
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_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                   6.5730(2)
_cell_length_b                   14.9361(4)
_cell_length_c                   8.6462(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.5960(10)
_cell_angle_gamma                90
_cell_volume                     848.51(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3757
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.92
_cell_measurement_theta_min      9.30
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.916
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5846
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1608 before and 0.0588 after correction. The Ratio of minimum to maximum transmission is 0.7786. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            10525
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.899
_diffrn_reflns_theta_min         4.451
_diffrn_ambient_temperature      169.97
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.914
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                3039
_reflns_number_total             3199
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.176
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1367 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3199
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0295
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0414P)²+0.0656P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0724
_refine_ls_wR_factor_ref         0.0744
_refine_special_details          ?
_olex2_refinement_description    
;
1. 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
2.a Ternary CH refined with riding coordinates:
 C1(H1), C2(H2), C4(H4A), C6(H6), C10(H10), C11(H11), C13(H13), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C7(H7A,H7B), C15(H15A,H15B), C20(H20A,H20B)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C19(H19A,H19B,H19C)
2.d Idealised tetrahedral OH refined as rotating group:
 O7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.3070(2) 0.36786(9) 0.64628(18) 0.0219(3) Uani 1 1 d . . . . .
O2 O 0.7148(2) 0.58083(10) 0.96041(18) 0.0278(4) Uani 1 1 d . . . . .
O3 O 0.8092(2) 0.66267(11) 0.7608(2) 0.0308(4) Uani 1 1 d . . . . .
O4 O 0.4730(3) 0.72585(10) 0.5580(2) 0.0291(4) Uani 1 1 d . . . . .
H4 H 0.590(6) 0.740(3) 0.586(4) 0.062(11) Uiso 1 1 d . . . . .
O5 O 0.4208(3) 0.45614(12) 0.3416(2) 0.0357(4) Uani 1 1 d . . . . .
O6 O 0.1188(3) 0.38846(12) 0.36144(19) 0.0328(4) Uani 1 1 d . . . . .
O7 O -0.2361(2) 0.32726(11) 0.6683(2) 0.0325(4) Uani 1 1 d . . . . .
H7 H -0.326138 0.303012 0.611605 0.049 Uiso 1 1 calc GR . . . .
C1 C 0.4507(3) 0.46654(14) 0.9284(3) 0.0233(5) Uani 1 1 d . . . . .
H1 H 0.545098 0.414250 0.938586 0.028 Uiso 1 1 calc R . . . .
C2 C 0.5298(3) 0.54356(17) 1.0308(3) 0.0267(5) Uani 1 1 d . . . . .
H2 H 0.563048 0.521188 1.137563 0.032 Uiso 1 1 calc R . . . .
C3 C 0.3803(4) 0.62057(16) 1.0374(3) 0.0284(5) Uani 1 1 d . . . . .
H3A H 0.446092 0.672621 1.089051 0.034 Uiso 1 1 calc R . . . .
H3B H 0.261603 0.602723 1.098342 0.034 Uiso 1 1 calc R . . . .
C4 C 0.3088(3) 0.64670(15) 0.8719(2) 0.0229(5) Uani 1 1 d . . . . .
H4A H 0.173141 0.618264 0.850795 0.027 Uiso 1 1 calc R . . . .
C5 C 0.4637(3) 0.60500(13) 0.7583(2) 0.0191(4) Uani 1 1 d . . . . .
C6 C 0.4455(3) 0.63238(13) 0.5870(2) 0.0215(5) Uani 1 1 d . . . . .
H6 H 0.548738 0.598167 0.528176 0.026 Uiso 1 1 calc R . . . .
C7 C 0.2349(3) 0.60860(14) 0.5227(2) 0.0211(4) Uani 1 1 d . . . . .
H7A H 0.225859 0.626878 0.412639 0.025 Uiso 1 1 calc R . . . .
H7B H 0.133085 0.643948 0.578809 0.025 Uiso 1 1 calc R . . . .
C8 C 0.1781(3) 0.50921(13) 0.5335(2) 0.0195(4) Uani 1 1 d . . . . .
C9 C 0.2594(3) 0.46169(12) 0.6829(2) 0.0182(4) Uani 1 1 d . . . . .
C10 C 0.4486(3) 0.50135(13) 0.7601(2) 0.0187(4) Uani 1 1 d . . . . .
H10 H 0.570276 0.476516 0.707981 0.022 Uiso 1 1 calc R . . . .
C11 C 0.1095(3) 0.42870(13) 0.8061(2) 0.0202(4) Uani 1 1 d . . . . .
H11 H -0.026460 0.458749 0.803252 0.024 Uiso 1 1 calc R . . . .
C12 C 0.1186(3) 0.33870(14) 0.7182(3) 0.0229(5) Uani 1 1 d . . . . .
C13 C -0.0477(3) 0.32724(15) 0.5909(3) 0.0259(5) Uani 1 1 d . . . . .
H13 H -0.029928 0.266940 0.542906 0.031 Uiso 1 1 calc R . . . .
C14 C -0.0586(4) 0.39690(15) 0.4603(3) 0.0282(5) Uani 1 1 d . . . . .
H14 H -0.185215 0.386490 0.396004 0.034 Uiso 1 1 calc R . . . .
C15 C -0.0504(3) 0.49457(14) 0.5084(3) 0.0236(5) Uani 1 1 d . . . . .
H15A H -0.124807 0.504823 0.604865 0.028 Uiso 1 1 calc R . . . .
H15B H -0.107024 0.534049 0.425954 0.028 Uiso 1 1 calc R . . . .
C16 C 0.1517(4) 0.25209(16) 0.8048(3) 0.0333(5) Uani 1 1 d . . . . .
H16A H 0.204742 0.206787 0.734576 0.050 Uiso 1 1 calc GR . . . .
H16B H 0.022103 0.231469 0.845501 0.050 Uiso 1 1 calc GR . . . .
H16C H 0.249622 0.261728 0.890728 0.050 Uiso 1 1 calc GR . . . .
C17 C 0.2594(4) 0.45118(15) 0.4031(2) 0.0261(5) Uani 1 1 d . . . . .
C18 C 0.6766(3) 0.62132(14) 0.8234(3) 0.0237(5) Uani 1 1 d . . . . .
C19 C 0.2823(4) 0.74791(16) 0.8598(3) 0.0347(6) Uani 1 1 d . . . . .
H19A H 0.416237 0.776769 0.862670 0.052 Uiso 1 1 calc GR . . . .
H19B H 0.202987 0.769350 0.946660 0.052 Uiso 1 1 calc GR . . . .
H19C H 0.210590 0.762649 0.762183 0.052 Uiso 1 1 calc GR . . . .
C20 C 0.2294(4) 0.43598(16) 0.9616(3) 0.0273(5) Uani 1 1 d . . . . .
H20A H 0.231794 0.377229 1.014671 0.033 Uiso 1 1 calc R . . . .
H20B H 0.163319 0.479986 1.029601 0.033 Uiso 1 1 calc R . . . .


_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
O1 C9 1.472(2) . ?
O1 C12 1.467(2) . ?
O2 C2 1.483(3) . ?
O2 C18 1.348(3) . ?
O3 C18 1.208(3) . ?
O4 H4 0.82(4) . ?
O4 C6 1.431(2) . ?
O5 C17 1.202(3) . ?
O6 C14 1.470(3) . ?
O6 C17 1.358(3) . ?
O7 H7 0.8400 . ?
O7 C13 1.424(3) . ?
C1 H1 1.0000 . ?
C1 C2 1.534(3) . ?
C1 C10 1.545(3) . ?
C1 C20 1.559(3) . ?
C2 H2 1.0000 . ?
C2 C3 1.515(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.544(3) . ?
C4 H4A 1.0000 . ?
C4 C5 1.564(3) . ?
C4 C19 1.525(3) . ?
C5 C6 1.537(3) . ?
C5 C10 1.551(3) . ?
C5 C18 1.513(3) . ?
C6 H6 1.0000 . ?
C6 C7 1.519(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.534(3) . ?
C8 C9 1.555(3) . ?
C8 C15 1.528(3) . ?
C8 C17 1.530(3) . ?
C9 C10 1.516(3) . ?
C9 C11 1.551(3) . ?
C10 H10 1.0000 . ?
C11 H11 1.0000 . ?
C11 C12 1.546(3) . ?
C11 C20 1.543(3) . ?
C12 C13 1.538(3) . ?
C12 C16 1.508(3) . ?
C13 H13 1.0000 . ?
C13 C14 1.536(3) . ?
C14 H14 1.0000 . ?
C14 C15 1.517(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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
C12 O1 C9 90.24(14) . . ?
C18 O2 C2 113.25(16) . . ?
C6 O4 H4 108(3) . . ?
C17 O6 C14 109.37(17) . . ?
C13 O7 H7 109.5 . . ?
C2 C1 H1 109.6 . . ?
C2 C1 C10 106.58(17) . . ?
C2 C1 C20 114.61(18) . . ?
C10 C1 H1 109.6 . . ?
C10 C1 C20 106.78(17) . . ?
C20 C1 H1 109.6 . . ?
O2 C2 C1 108.26(17) . . ?
O2 C2 H2 110.1 . . ?
O2 C2 C3 105.70(19) . . ?
C1 C2 H2 110.1 . . ?
C3 C2 C1 112.39(18) . . ?
C3 C2 H2 110.1 . . ?
C2 C3 H3A 109.7 . . ?
C2 C3 H3B 109.7 . . ?
C2 C3 C4 109.76(18) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
C3 C4 H4A 108.0 . . ?
C3 C4 C5 107.16(17) . . ?
C5 C4 H4A 108.0 . . ?
C19 C4 C3 110.23(19) . . ?
C19 C4 H4A 108.0 . . ?
C19 C4 C5 115.26(18) . . ?
C6 C5 C4 117.68(17) . . ?
C6 C5 C10 105.77(16) . . ?
C10 C5 C4 110.38(16) . . ?
C18 C5 C4 108.27(17) . . ?
C18 C5 C6 111.20(17) . . ?
C18 C5 C10 102.45(16) . . ?
O4 C6 C5 114.93(18) . . ?
O4 C6 H6 108.6 . . ?
O4 C6 C7 106.38(17) . . ?
C5 C6 H6 108.6 . . ?
C7 C6 C5 109.65(16) . . ?
C7 C6 H6 108.6 . . ?
C6 C7 H7A 108.5 . . ?
C6 C7 H7B 108.5 . . ?
C6 C7 C8 115.11(18) . . ?
H7A C7 H7B 107.5 . . ?
C8 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
C7 C8 C9 114.44(17) . . ?
C15 C8 C7 111.70(16) . . ?
C15 C8 C9 111.47(16) . . ?
C15 C8 C17 100.17(18) . . ?
C17 C8 C7 114.37(17) . . ?
C17 C8 C9 103.58(16) . . ?
O1 C9 C8 109.01(16) . . ?
O1 C9 C10 106.84(16) . . ?
O1 C9 C11 89.33(14) . . ?
C10 C9 C8 116.48(17) . . ?
C10 C9 C11 110.53(17) . . ?
C11 C9 C8 120.37(17) . . ?
C1 C10 C5 110.27(16) . . ?
C1 C10 H10 108.3 . . ?
C5 C10 H10 108.3 . . ?
C9 C10 C1 105.58(17) . . ?
C9 C10 C5 115.93(17) . . ?
C9 C10 H10 108.3 . . ?
C9 C11 H11 115.1 . . ?
C12 C11 C9 84.52(15) . . ?
C12 C11 H11 115.1 . . ?
C20 C11 C9 104.93(17) . . ?
C20 C11 H11 115.1 . . ?
C20 C11 C12 117.66(18) . . ?
O1 C12 C11 89.70(15) . . ?
O1 C12 C13 108.75(17) . . ?
O1 C12 C16 110.70(17) . . ?
C13 C12 C11 114.35(18) . . ?
C16 C12 C11 120.5(2) . . ?
C16 C12 C13 110.47(18) . . ?
O7 C13 C12 105.89(18) . . ?
O7 C13 H13 108.0 . . ?
O7 C13 C14 108.78(18) . . ?
C12 C13 H13 108.0 . . ?
C14 C13 C12 117.92(18) . . ?
C14 C13 H13 108.0 . . ?
O6 C14 C13 110.36(19) . . ?
O6 C14 H14 108.9 . . ?
O6 C14 C15 102.67(18) . . ?
C13 C14 H14 108.9 . . ?
C15 C14 C13 116.67(19) . . ?
C15 C14 H14 108.9 . . ?
C8 C15 H15A 111.4 . . ?
C8 C15 H15B 111.4 . . ?
C14 C15 C8 101.75(17) . . ?
C14 C15 H15A 111.4 . . ?
C14 C15 H15B 111.4 . . ?
H15A C15 H15B 109.3 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O5 C17 O6 121.9(2) . . ?
O5 C17 C8 128.4(2) . . ?
O6 C17 C8 109.70(18) . . ?
O2 C18 C5 113.72(18) . . ?
O3 C18 O2 120.3(2) . . ?
O3 C18 C5 125.9(2) . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C1 C20 H20A 110.0 . . ?
C1 C20 H20B 110.0 . . ?
C11 C20 C1 108.43(17) . . ?
C11 C20 H20A 110.0 . . ?
C11 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?

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
O7 H7 O4 0.84 2.08 2.895(2) 162.8 2_546

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mj19102_0m
_database_code_depnum_ccdc_archive 'CCDC 2205172'
loop_
_audit_author_name
_audit_author_address
'Xue-Bing Leng'
;Shanghai institute of Organic Chemistry
China
;
_audit_update_record             
;
2022-09-04 deposited with the CCDC.	2022-10-27 downloaded from the CCDC.
;
_audit_creation_date             2019-02-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H24 O6, 3(H2 O)'
_chemical_formula_sum            'C20 H30 O9'
_chemical_formula_weight         414.44
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_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'
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                   8.4147(2)
_cell_length_b                   10.9726(2)
_cell_length_c                   21.0590(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1944.40(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9902
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.897
_cell_measurement_theta_min      5.48
_shelx_estimated_absorpt_T_max   0.971
_shelx_estimated_absorpt_T_min   0.931
_exptl_absorpt_coefficient_mu    0.601
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5732
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1220 before and 0.0568 after correction. The Ratio of minimum to maximum transmission is 0.7635. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12965
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.872
_diffrn_reflns_theta_min         6.831
_diffrn_ambient_temperature      169.97
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                3532
_reflns_number_total             3653
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.239
_refine_diff_density_rms         0.036
_refine_ls_abs_structure_details 
;
 Flack x determined using 1463 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         3653
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0308
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0375P)²+0.4493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.0796
_refine_special_details          ?
_olex2_refinement_description    
;
1. 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
2.a Ternary CH refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C9(H9), C10(H10), C13(H13), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C15(H15A,H15B), C20(H20A,H20B)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C19(H19A,H19B,H19C)
2.d Idealised tetrahedral OH refined as rotating group:
 O6(H6)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.32483(17) 0.79368(14) 0.55050(7) 0.0252(3) Uani 1 1 d . . . . .
H1 H 0.227(4) 0.804(3) 0.5355(15) 0.049(9) Uiso 1 1 d . . . . .
O2 O 0.37156(18) 1.07120(14) 0.64520(7) 0.0278(3) Uani 1 1 d . . . . .
O3 O 0.5889(2) 1.18430(14) 0.64534(8) 0.0337(4) Uani 1 1 d . . . . .
O4 O 0.88146(19) 0.56029(15) 0.71913(7) 0.0323(4) Uani 1 1 d . . . . .
O5 O 0.91931(19) 0.69738(17) 0.79612(7) 0.0364(4) Uani 1 1 d . . . . .
O6 O 0.6856(2) 0.48360(15) 0.56931(7) 0.0352(4) Uani 1 1 d . . . . .
H6 H 0.727460 0.416121 0.560650 0.053 Uiso 1 1 calc GR . . . .
C1 C 0.3712(3) 0.8712(2) 0.69322(9) 0.0232(4) Uani 1 1 d . . . . .
H1A H 0.318131 0.902514 0.732434 0.028 Uiso 1 1 calc R . . . .
C2 C 0.3142(2) 0.94554(19) 0.63634(10) 0.0233(4) Uani 1 1 d . . . . .
H2 H 0.195455 0.944749 0.634460 0.028 Uiso 1 1 calc R . . . .
C3 C 0.3826(2) 0.90805(18) 0.57234(9) 0.0220(4) Uani 1 1 d . . . . .
H3 H 0.353838 0.971714 0.540368 0.026 Uiso 1 1 calc R . . . .
C4 C 0.5645(2) 0.90253(17) 0.57740(9) 0.0192(4) Uani 1 1 d . . . . .
H4 H 0.596152 0.814712 0.578653 0.023 Uiso 1 1 calc R . . . .
C5 C 0.6189(2) 0.96253(17) 0.64114(9) 0.0203(4) Uani 1 1 d . . . . .
C6 C 0.8013(2) 0.97574(19) 0.64894(10) 0.0237(4) Uani 1 1 d . . . . .
H6A H 0.852872 0.958865 0.607620 0.028 Uiso 1 1 calc R . . . .
H6B H 0.826061 1.060989 0.660717 0.028 Uiso 1 1 calc R . . . .
C7 C 0.8716(3) 0.89013(19) 0.69931(10) 0.0247(4) Uani 1 1 d . . . . .
H7A H 0.988641 0.888159 0.694685 0.030 Uiso 1 1 calc R . . . .
H7B H 0.846767 0.922349 0.742089 0.030 Uiso 1 1 calc R . . . .
C8 C 0.8066(2) 0.76081(19) 0.69356(9) 0.0216(4) Uani 1 1 d . . . . .
C9 C 0.6252(2) 0.76437(19) 0.70881(9) 0.0204(4) Uani 1 1 d . . . . .
H9 H 0.618028 0.749142 0.755545 0.025 Uiso 1 1 calc R . . . .
C10 C 0.5519(2) 0.89178(18) 0.69912(9) 0.0207(4) Uani 1 1 d . . . . .
H10 H 0.572163 0.941172 0.738196 0.025 Uiso 1 1 calc R . . . .
C11 C 0.5091(2) 0.67520(19) 0.67922(9) 0.0217(4) Uani 1 1 d . . . . .
C12 C 0.5307(3) 0.56518(19) 0.65262(9) 0.0246(4) Uani 1 1 d . . . . .
C13 C 0.6863(3) 0.5015(2) 0.63716(10) 0.0274(5) Uani 1 1 d . . . . .
H13 H 0.685386 0.419619 0.657996 0.033 Uiso 1 1 calc R . . . .
C14 C 0.8453(3) 0.5618(2) 0.65126(10) 0.0285(5) Uani 1 1 d . . . . .
H14 H 0.930566 0.516294 0.628215 0.034 Uiso 1 1 calc R . . . .
C15 C 0.8539(2) 0.69536(19) 0.63231(9) 0.0235(4) Uani 1 1 d . . . . .
H15A H 0.778773 0.713932 0.597455 0.028 Uiso 1 1 calc R . . . .
H15B H 0.962738 0.718144 0.618947 0.028 Uiso 1 1 calc R . . . .
C16 C 0.3894(3) 0.4890(2) 0.63201(11) 0.0321(5) Uani 1 1 d . . . . .
H16A H 0.360353 0.510104 0.588314 0.048 Uiso 1 1 calc GR . . . .
H16B H 0.299197 0.505196 0.660225 0.048 Uiso 1 1 calc GR . . . .
H16C H 0.417260 0.402343 0.634197 0.048 Uiso 1 1 calc GR . . . .
C17 C 0.8768(2) 0.6754(2) 0.74272(10) 0.0275(5) Uani 1 1 d . . . . .
C18 C 0.5314(3) 1.08318(19) 0.64365(10) 0.0249(4) Uani 1 1 d . . . . .
C19 C 0.6387(3) 0.9592(2) 0.51807(9) 0.0276(5) Uani 1 1 d . . . . .
H19A H 0.593291 0.920980 0.480125 0.041 Uiso 1 1 calc GR . . . .
H19B H 0.753857 0.946129 0.518685 0.041 Uiso 1 1 calc GR . . . .
H19C H 0.616360 1.046861 0.517381 0.041 Uiso 1 1 calc GR . . . .
C20 C 0.3457(2) 0.7312(2) 0.68920(10) 0.0250(4) Uani 1 1 d . . . . .
H20A H 0.297481 0.700275 0.728931 0.030 Uiso 1 1 calc R . . . .
H20B H 0.274618 0.710726 0.653302 0.030 Uiso 1 1 calc R . . . .
O7 O 0.8102(3) 0.26211(17) 0.54737(9) 0.0417(4) Uani 1 1 d . . . . .
H7C H 0.923(6) 0.251(4) 0.553(2) 0.099(15) Uiso 1 1 d . . . . .
H7D H 0.750(8) 0.217(6) 0.576(3) 0.15(2) Uiso 1 1 d . . . . .
O8 O 1.1225(4) 0.2377(4) 0.56649(14) 0.0992(13) Uani 1 1 d . . . . .
H8A H 1.160(6) 0.222(5) 0.602(3) 0.112(18) Uiso 1 1 d . . . . .
H8B H 1.190(5) 0.245(4) 0.543(2) 0.071(13) Uiso 1 1 d . . . . .
O9 O 0.03575(19) 0.86034(15) 0.51267(7) 0.0277(3) Uani 1 1 d . . . . .
H9A H -0.034(4) 0.809(3) 0.4919(16) 0.059(10) Uiso 1 1 d . . . . .
H9B H 0.069(3) 0.915(3) 0.4842(14) 0.040(8) 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
O1 H1 0.89(3) . ?
O1 C3 1.422(2) . ?
O2 C2 1.473(2) . ?
O2 C18 1.352(3) . ?
O3 C18 1.211(3) . ?
O4 C14 1.462(3) . ?
O4 C17 1.358(3) . ?
O5 C17 1.204(3) . ?
O6 H6 0.8400 . ?
O6 C13 1.442(3) . ?
C1 H1A 1.0000 . ?
C1 C2 1.527(3) . ?
C1 C10 1.542(3) . ?
C1 C20 1.553(3) . ?
C2 H2 1.0000 . ?
C2 C3 1.522(3) . ?
C3 H3 1.0000 . ?
C3 C4 1.536(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.564(3) . ?
C4 C19 1.529(3) . ?
C5 C6 1.550(3) . ?
C5 C10 1.553(3) . ?
C5 C18 1.516(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.536(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.526(3) . ?
C8 C9 1.560(3) . ?
C8 C15 1.529(3) . ?
C8 C17 1.516(3) . ?
C9 H9 1.0000 . ?
C9 C10 1.542(3) . ?
C9 C11 1.517(3) . ?
C10 H10 1.0000 . ?
C11 C12 1.343(3) . ?
C11 C20 1.520(3) . ?
C12 C13 1.519(3) . ?
C12 C16 1.518(3) . ?
C13 H13 1.0000 . ?
C13 C14 1.521(3) . ?
C14 H14 1.0000 . ?
C14 C15 1.521(3) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
O7 H7C 0.96(5) . ?
O7 H7D 0.93(7) . ?
O8 H8A 0.82(5) . ?
O8 H8B 0.77(4) . ?
O9 H9A 0.92(4) . ?
O9 H9B 0.89(3) . ?

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
C3 O1 H1 108(2) . . ?
C18 O2 C2 114.46(16) . . ?
C17 O4 C14 109.96(16) . . ?
C13 O6 H6 109.5 . . ?
C2 C1 H1A 108.9 . . ?
C2 C1 C10 107.14(17) . . ?
C2 C1 C20 116.26(17) . . ?
C10 C1 H1A 108.9 . . ?
C10 C1 C20 106.60(17) . . ?
C20 C1 H1A 108.9 . . ?
O2 C2 C1 107.34(16) . . ?
O2 C2 H2 109.9 . . ?
O2 C2 C3 103.95(16) . . ?
C1 C2 H2 109.9 . . ?
C3 C2 C1 115.55(17) . . ?
C3 C2 H2 109.9 . . ?
O1 C3 C2 113.28(17) . . ?
O1 C3 H3 108.4 . . ?
O1 C3 C4 109.18(16) . . ?
C2 C3 H3 108.4 . . ?
C2 C3 C4 109.05(16) . . ?
C4 C3 H3 108.4 . . ?
C3 C4 H4 107.8 . . ?
C3 C4 C5 109.55(15) . . ?
C5 C4 H4 107.8 . . ?
C19 C4 C3 109.52(16) . . ?
C19 C4 H4 107.8 . . ?
C19 C4 C5 114.26(16) . . ?
C6 C5 C4 114.84(16) . . ?
C6 C5 C10 108.84(16) . . ?
C10 C5 C4 110.99(15) . . ?
C18 C5 C4 104.80(15) . . ?
C18 C5 C6 113.30(17) . . ?
C18 C5 C10 103.45(16) . . ?
C5 C6 H6A 108.9 . . ?
C5 C6 H6B 108.9 . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 C5 113.43(17) . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C8 C7 C6 112.08(16) . . ?
C8 C7 H7A 109.2 . . ?
C8 C7 H7B 109.2 . . ?
C7 C8 C9 108.13(17) . . ?
C7 C8 C15 114.22(17) . . ?
C15 C8 C9 116.13(16) . . ?
C17 C8 C7 112.37(17) . . ?
C17 C8 C9 104.85(16) . . ?
C17 C8 C15 100.61(16) . . ?
C8 C9 H9 104.9 . . ?
C10 C9 C8 112.77(16) . . ?
C10 C9 H9 104.9 . . ?
C11 C9 C8 121.97(17) . . ?
C11 C9 H9 104.9 . . ?
C11 C9 C10 105.82(16) . . ?
C1 C10 C5 111.60(17) . . ?
C1 C10 H10 108.3 . . ?
C5 C10 H10 108.3 . . ?
C9 C10 C1 105.80(16) . . ?
C9 C10 C5 114.33(16) . . ?
C9 C10 H10 108.3 . . ?
C9 C11 C20 105.37(17) . . ?
C12 C11 C9 131.57(19) . . ?
C12 C11 C20 122.94(19) . . ?
C11 C12 C13 128.3(2) . . ?
C11 C12 C16 120.5(2) . . ?
C16 C12 C13 111.15(19) . . ?
O6 C13 C12 105.73(17) . . ?
O6 C13 H13 108.2 . . ?
O6 C13 C14 104.86(18) . . ?
C12 C13 H13 108.2 . . ?
C12 C13 C14 121.05(19) . . ?
C14 C13 H13 108.2 . . ?
O4 C14 C13 111.67(18) . . ?
O4 C14 H14 108.6 . . ?
O4 C14 C15 104.92(17) . . ?
C13 C14 H14 108.6 . . ?
C15 C14 C13 114.20(18) . . ?
C15 C14 H14 108.6 . . ?
C8 C15 H15A 111.2 . . ?
C8 C15 H15B 111.2 . . ?
C14 C15 C8 102.64(16) . . ?
C14 C15 H15A 111.2 . . ?
C14 C15 H15B 111.2 . . ?
H15A C15 H15B 109.2 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O4 C17 C8 109.65(17) . . ?
O5 C17 O4 121.3(2) . . ?
O5 C17 C8 129.0(2) . . ?
O2 C18 C5 113.54(18) . . ?
O3 C18 O2 119.06(19) . . ?
O3 C18 C5 127.4(2) . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C1 C20 H20A 110.4 . . ?
C1 C20 H20B 110.4 . . ?
C11 C20 C1 106.40(16) . . ?
C11 C20 H20A 110.4 . . ?
C11 C20 H20B 110.4 . . ?
H20A C20 H20B 108.6 . . ?
H7C O7 H7D 113(5) . . ?
H8A O8 H8B 109(4) . . ?
H9A O9 H9B 107(3) . . ?

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
O1 H1 O9 0.89(3) 1.78(3) 2.662(2) 167(3) .
O6 H6 O7 0.84 1.85 2.687(2) 175.1 .
O7 H7C O8 0.96(5) 1.71(5) 2.672(4) 176(4) .
O8 H8B O7 0.77(4) 2.15(4) 2.871(4) 158(4) 4_556
O9 H9A O1 0.92(4) 1.87(4) 2.789(2) 179(3) 4_466
O9 H9B O6 0.89(3) 1.87(3) 2.739(2) 167(3) 4_466

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_b220519a_0m
_database_code_depnum_ccdc_archive 'CCDC 2205174'
loop_
_audit_author_name
_audit_author_address
GD
;Soochow University
China
;
_audit_update_record             
;
2022-09-04 deposited with the CCDC.	2022-10-27 downloaded from the CCDC.
;
_audit_creation_date             2022-06-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C46 H76 B2 F6 O6 Si2)'
_chemical_formula_sum            'C23 H38 B F3 O3 Si'
_chemical_formula_weight         458.43
_chemical_melting_point          ?
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'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   11.691(4)
_cell_length_b                   9.567(4)
_cell_length_c                   12.612(5)
_cell_angle_alpha                90
_cell_angle_beta                 104.951(10)
_cell_angle_gamma                90
_cell_volume                     1363.0(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8023
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      22.59
_cell_measurement_theta_min      2.71
_shelx_estimated_absorpt_T_max   0.951
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1194 before and 0.0643 after correction.
The Ratio of minimum to maximum transmission is 0.9041.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.117
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            31018
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.594
_diffrn_reflns_theta_min         2.707
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.0
_diffrn_source_power             0.05
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1674
_reflns_number_total             3313
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.292
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     264
_refine_ls_number_reflns         3313
_refine_ls_number_restraints     78
_refine_ls_R_factor_all          0.1495
_refine_ls_R_factor_gt           0.0803
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1559P)²+0.1543P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2282
_refine_ls_wR_factor_ref         0.2785
_refine_special_details          ?
_olex2_refinement_description    
;
1. 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
2. Restrained distances
 C9-C8 \\sim C8-C10 \\sim C12-C11 \\sim C13-C11 \\sim C16-C14 \\sim C15-C14
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C11 \\sim C13 \\sim C12: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C9 \\sim C8 \\sim C10: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
C14 \\sim C15 \\sim C16: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
4. Rigid body (RIGU) restrains
 C9, C8, C10
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C11, C13, C12
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C14, C15, C16
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
5. Others
 Fixed Sof: Si1(0.5) O3(0.5) O2(0.5) F2(0.5) F1(0.5) C17(0.5) C7(0.5) C21(0.5)
 C14(0.5) H14(0.5) C22(0.5) H22A(0.5) H22B(0.5) H22C(0.5) C15(0.5) H15A(0.5)
 H15B(0.5) H15C(0.5) C20(0.5) H20A(0.5) H20B(0.5) C19(0.5) H19A(0.5) H19B(0.5)
 H19C(0.5) C16(0.5) H16A(0.5) H16B(0.5) H16C(0.5) C8(0.5) H8(0.5) C9(0.5)
 H9A(0.5) H9B(0.5) H9C(0.5) C10(0.5) H10A(0.5) H10B(0.5) H10C(0.5) C23(0.5)
 H23A(0.5) H23B(0.5) H23C(0.5) C18(0.5) H18A(0.5) H18B(0.5) H18C(0.5) C11(0.5)
 H11(0.5) C13(0.5) H13A(0.5) H13B(0.5) H13C(0.5) C12(0.5) H12A(0.5) H12B(0.5)
 H12C(0.5) F3(0.5)
 Fixed Z: C17(0.42313)
6.a Riding coordinates:
 C12(H12A,H12B,H12C)
6.b Ternary CH refined with riding coordinates:
 C14(H14), C8(H8), C11(H11)
6.c Secondary CH2 refined with riding coordinates:
 C20(H20A,H20B)
6.d Aromatic/amide H refined with riding coordinates:
 C6(H6), C4(H4), C3(H3)
6.e Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C15(H15A,H15B,H15C), C19(H19A,H19B,H19C), C16(H16A,H16B,
 H16C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C23(H23A,H23B,H23C), C18(H18A,
 H18B,H18C), C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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 0.12676(12) 0.743(2) 0.80741(12) 0.0935(15) Uani 0.5 1 d . . P A -1
O3 O 0.5762(3) 0.763(11) 0.5352(2) 0.095(10) Uani 0.5 1 d . . P A -1
O1 O 0.2690(2) 0.7500 0.8631(2) 0.1164(12) Uani 1 2 d S T P . .
O2 O 0.3667(4) 0.749(3) 0.4907(2) 0.1153(15) Uani 0.5 1 d . . P A -1
F2 F 0.430(2) 0.6376(14) 1.0662(13) 0.140(3) Uani 0.5 1 d . . P A -1
C5 C 0.4750(3) 0.7500 0.6878(2) 0.0684(9) Uani 1 2 d S T P A .
C1 C 0.3691(3) 0.7500 0.8293(3) 0.0745(9) Uani 1 2 d S T P A .
C6 C 0.3700(3) 0.7500 0.7200(2) 0.0737(9) Uani 1 2 d S T P . .
H6 H 0.2984 0.7500 0.6665 0.088 Uiso 1 2 calc R U P A .
C4 C 0.5794(3) 0.7500 0.7682(3) 0.0961(12) Uani 1 2 d S T P . .
H4 H 0.6509 0.7500 0.7487 0.115 Uiso 1 2 calc R U P A .
F1 F 0.5828(4) 0.786(3) 1.0908(2) 0.205(10) Uani 0.5 1 d . . P A -1
C2 C 0.4759(3) 0.7500 0.9082(3) 0.0879(11) Uani 1 2 d S T P . .
C3 C 0.5799(4) 0.7500 0.8768(3) 0.1100(15) Uani 1 2 d S T P A .
H3 H 0.6517 0.7500 0.9301 0.132 Uiso 1 2 calc R U P . .
B1 B 0.4722(4) 0.7500 0.5627(3) 0.0778(11) Uani 1 2 d S T P . .
C17 C 0.5821(6) 0.765(6) 0.4231 0.107(8) Uani 0.5 1 d . . P A -1
C7 C 0.4787(6) 0.738(5) 1.0300(6) 0.131(5) Uani 0.5 1 d . . P A -1
C21 C 0.3529(8) 0.7220(18) 0.3726(4) 0.108(5) Uani 0.5 1 d . . P A -1
C14 C 0.0596(5) 0.734(3) 0.9259(6) 0.148(4) Uani 0.5 1 d D U P A -1
H14 H 0.0873 0.6420 0.9554 0.177 Uiso 0.5 1 calc R U P A -1
C22 C 0.2568(14) 0.616(2) 0.3348(12) 0.170(6) Uani 0.5 1 d . . P A -1
H22A H 0.2812 0.5286 0.3706 0.255 Uiso 0.5 1 calc R U P A -1
H22B H 0.2414 0.6044 0.2568 0.255 Uiso 0.5 1 calc R U P A -1
H22C H 0.1862 0.6479 0.3527 0.255 Uiso 0.5 1 calc R U P A -1
C15 C -0.0698(6) 0.713(2) 0.9007(8) 0.183(7) Uani 0.5 1 d D U P A -1
H15A H -0.1089 0.7824 0.8489 0.274 Uiso 0.5 1 calc R U P A -1
H15B H -0.0954 0.7213 0.9669 0.274 Uiso 0.5 1 calc R U P A -1
H15C H -0.0891 0.6216 0.8699 0.274 Uiso 0.5 1 calc R U P A -1
C20 C 0.4705(9) 0.6768(7) 0.3540(5) 0.119(3) Uani 0.5 1 d . . P A -1
H20A H 0.4665 0.6856 0.2765 0.143 Uiso 0.5 1 calc R U P A -1
H20B H 0.4830 0.5788 0.3734 0.143 Uiso 0.5 1 calc R U P A -1
C19 C 0.6864(11) 0.6472(16) 0.4174(12) 0.152(5) Uani 0.5 1 d . . P A -1
H19A H 0.7615 0.6779 0.4624 0.229 Uiso 0.5 1 calc R U P A -1
H19B H 0.6912 0.6376 0.3428 0.229 Uiso 0.5 1 calc R U P A -1
H19C H 0.6664 0.5586 0.4435 0.229 Uiso 0.5 1 calc R U P A -1
C16 C 0.1151(8) 0.8221(13) 1.0191(7) 0.190(5) Uani 0.5 1 d D U P A -1
H16A H 0.1956 0.7930 1.0485 0.284 Uiso 0.5 1 calc R U P A -1
H16B H 0.0727 0.8135 1.0746 0.284 Uiso 0.5 1 calc R U P A -1
H16C H 0.1136 0.9177 0.9957 0.284 Uiso 0.5 1 calc R U P A -1
C8 C 0.0654(15) 0.8712(18) 0.7104(11) 0.199(6) Uani 0.5 1 d D U P A -1
H8 H -0.0189 0.8669 0.7083 0.239 Uiso 0.5 1 calc R U P A -1
C9 C 0.0631(15) 0.884(2) 0.5961(10) 0.290(8) Uani 0.5 1 d D U P A -1
H9A H 0.1279 0.8324 0.5817 0.435 Uiso 0.5 1 calc R U P A -1
H9B H 0.0700 0.9806 0.5784 0.435 Uiso 0.5 1 calc R U P A -1
H9C H -0.0103 0.8473 0.5519 0.435 Uiso 0.5 1 calc R U P A -1
C10 C 0.0926(18) 1.019(2) 0.7309(15) 0.230(7) Uani 0.5 1 d D U P A -1
H10A H 0.0621 1.0499 0.7907 0.345 Uiso 0.5 1 calc R U P A -1
H10B H 0.0567 1.0716 0.6663 0.345 Uiso 0.5 1 calc R U P A -1
H10C H 0.1768 1.0317 0.7494 0.345 Uiso 0.5 1 calc R U P A -1
C23 C 0.3144(14) 0.8701(18) 0.3229(13) 0.144(5) Uani 0.5 1 d . . P A -1
H23A H 0.2401 0.8953 0.3368 0.215 Uiso 0.5 1 calc R U P A -1
H23B H 0.3060 0.8682 0.2452 0.215 Uiso 0.5 1 calc R U P A -1
H23C H 0.3734 0.9377 0.3563 0.215 Uiso 0.5 1 calc R U P A -1
C18 C 0.6039(12) 0.8893(12) 0.3914(9) 0.146(4) Uani 0.5 1 d . . P A -1
H18A H 0.5331 0.9447 0.3775 0.219 Uiso 0.5 1 calc R U P A -1
H18B H 0.6301 0.8822 0.3255 0.219 Uiso 0.5 1 calc R U P A -1
H18C H 0.6645 0.9328 0.4479 0.219 Uiso 0.5 1 calc R U P A -1
C11 C 0.1137(14) 0.5692(18) 0.7385(16) 0.216(7) Uani 0.5 1 d D U P A -1
H11 H 0.1532 0.5773 0.6790 0.259 Uiso 0.5 1 calc R U P A -1
C13 C 0.1791(15) 0.4577(12) 0.8157(13) 0.224(6) Uani 0.5 1 d D U P A -1
H13A H 0.2628 0.4724 0.8292 0.336 Uiso 0.5 1 calc R U P A -1
H13B H 0.1590 0.3673 0.7832 0.336 Uiso 0.5 1 calc R U P A -1
H13C H 0.1569 0.4626 0.8838 0.336 Uiso 0.5 1 calc R U P A -1
C12 C -0.0125(16) 0.534(3) 0.6865(18) 0.297(8) Uani 0.5 1 d D U P A -1
H12A H -0.0411 0.4746 0.7352 0.445 Uiso 0.5 1 d R U P A -1
H12B H -0.0193 0.4869 0.6181 0.445 Uiso 0.5 1 d R U P A -1
H12C H -0.0585 0.6186 0.6738 0.445 Uiso 0.5 1 d R U P A -1
F3 F 0.415(2) 0.858(2) 1.0441(13) 0.197(9) Uani 0.5 1 d . . P A -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_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Si1 O1 1.631(3) . ?
Si1 C14 1.861(6) . ?
Si1 C8 1.750(18) . ?
Si1 C11 1.86(3) . ?
O3 B1 1.354(11) . ?
O3 C17 1.433(4) . ?
O1 C1 1.345(4) . ?
O2 B1 1.329(6) . ?
O2 C21 1.478(9) . ?
F2 C7 1.26(4) . ?
C5 C6 1.389(5) . ?
C5 C4 1.371(5) . ?
C5 B1 1.570(5) . ?
C1 C6 1.382(4) . ?
C1 C2 1.381(5) . ?
C6 H6 0.9300 . ?
C4 H4 0.9300 . ?
C4 C3 1.369(5) . ?
F1 C7 1.341(18) . ?
C2 C3 1.372(5) . ?
C2 C7 1.531(9) . ?
C3 H3 0.9300 . ?
C17 C20 1.61(3) . ?
C17 C19 1.68(4) . ?
C17 C18 1.30(6) . ?
C7 F3 1.40(4) . ?
C21 C22 1.495(19) . ?
C21 C20 1.515(12) . ?
C21 C23 1.57(2) . ?
C14 H14 0.9800 . ?
C14 C15 1.477(8) . ?
C14 C16 1.455(14) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C8 H8 0.9800 . ?
C8 C9 1.441(13) . ?
C8 C10 1.454(14) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C11 H11 0.9800 . ?
C11 C13 1.512(14) . ?
C11 C12 1.490(13) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C12 H12A 0.9601 . ?
C12 H12B 0.9601 . ?
C12 H12C 0.9599 . ?

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
O1 Si1 C14 104.5(2) . . ?
O1 Si1 C8 117.4(11) . . ?
O1 Si1 C11 100.9(9) . . ?
C14 Si1 C11 109.5(12) . . ?
C8 Si1 C14 114.3(10) . . ?
C8 Si1 C11 109.3(8) . . ?
B1 O3 C17 121.9(8) . . ?
C1 O1 Si1 137.5(2) . . ?
B1 O2 C21 122.1(7) . . ?
C6 C5 B1 120.2(3) . . ?
C4 C5 C6 117.9(3) . . ?
C4 C5 B1 121.9(3) . . ?
O1 C1 C6 123.2(3) . . ?
O1 C1 C2 118.1(3) . . ?
C2 C1 C6 118.8(3) . . ?
C5 C6 H6 119.1 . . ?
C1 C6 C5 121.8(3) . . ?
C1 C6 H6 119.1 . . ?
C5 C4 H4 119.5 . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 H4 119.5 . . ?
C1 C2 C7 120.3(4) . . ?
C3 C2 C1 119.7(3) . . ?
C3 C2 C7 119.9(4) . . ?
C4 C3 C2 120.9(4) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
O3 B1 C5 118.0(4) . . ?
O2 B1 O3 124.2(4) . . ?
O2 B1 C5 117.5(4) . . ?
O3 C17 C20 107(3) . . ?
O3 C17 C19 105(4) . . ?
C20 C17 C19 97(3) . . ?
C18 C17 O3 112(5) . . ?
C18 C17 C20 120.6(17) . . ?
C18 C17 C19 113.5(10) . . ?
F2 C7 F1 119(2) . . ?
F2 C7 C2 122(2) . . ?
F2 C7 F3 105.6(6) . . ?
F1 C7 C2 109.2(13) . . ?
F1 C7 F3 95(3) . . ?
F3 C7 C2 101(2) . . ?
O2 C21 C22 108.4(11) . . ?
O2 C21 C20 109.7(7) . . ?
O2 C21 C23 101.1(16) . . ?
C22 C21 C20 113.2(13) . . ?
C22 C21 C23 111.7(9) . . ?
C20 C21 C23 112.0(9) . . ?
Si1 C14 H14 100.3 . . ?
C15 C14 Si1 117.0(6) . . ?
C15 C14 H14 100.3 . . ?
C16 C14 Si1 115.5(10) . . ?
C16 C14 H14 100.3 . . ?
C16 C14 C15 118.2(9) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C20 H20A 108.7 . . ?
C17 C20 H20B 108.7 . . ?
C21 C20 C17 114.1(13) . . ?
C21 C20 H20A 108.7 . . ?
C21 C20 H20B 108.7 . . ?
H20A C20 H20B 107.6 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C14 C16 H16A 109.5 . . ?
C14 C16 H16B 109.5 . . ?
C14 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si1 C8 H8 102.6 . . ?
C9 C8 Si1 131.1(14) . . ?
C9 C8 H8 102.6 . . ?
C9 C8 C10 92.5(14) . . ?
C10 C8 Si1 121.6(14) . . ?
C10 C8 H8 102.6 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si1 C11 H11 106.8 . . ?
C13 C11 Si1 111.2(12) . . ?
C13 C11 H11 106.8 . . ?
C12 C11 Si1 111.0(15) . . ?
C12 C11 H11 106.8 . . ?
C12 C11 C13 113.8(15) . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C12 H12A 108.7 . . ?
C11 C12 H12B 110.2 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 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
Si1 O1 C1 C6 3.5(11) . . . . ?
Si1 O1 C1 C2 -176.5(11) . . . . ?
O3 C17 C20 C21 52(5) . . . . ?
O1 Si1 C14 C15 -174.2(15) . . . . ?
O1 Si1 C14 C16 39.7(19) . . . . ?
O1 Si1 C8 C9 80(2) . . . . ?
O1 Si1 C8 C10 -47.6(19) . . . . ?
O1 Si1 C11 C13 48.5(11) . . . . ?
O1 Si1 C11 C12 176.3(13) . . . . ?
O1 C1 C6 C5 180.000(1) . . . . ?
O1 C1 C2 C3 180.000(1) . . . . ?
O1 C1 C2 C7 5(2) . . . . ?
O2 C21 C20 C17 -42(2) . . . . ?
C5 C4 C3 C2 0.000(2) . . . . ?
C1 C2 C3 C4 0.000(2) . . . . ?
C1 C2 C7 F2 56(3) . . . . ?
C1 C2 C7 F1 -159(2) . . . . ?
C1 C2 C7 F3 -60(2) . . . . ?
C6 C5 C4 C3 0.000(2) . . . . ?
C6 C5 B1 O3 174(5) . . . . ?
C6 C5 B1 O2 -0.7(15) . . . . ?
C6 C1 C2 C3 0.000(2) . . . . ?
C6 C1 C2 C7 -175(2) . . . . ?
C4 C5 C6 C1 0.000(1) . . . . ?
C4 C5 B1 O3 -6(5) . . . . ?
C4 C5 B1 O2 179.3(15) . . . . ?
C2 C1 C6 C5 0.000(2) . . . . ?
C3 C2 C7 F2 -119.1(15) . . . . ?
C3 C2 C7 F1 25(4) . . . . ?
C3 C2 C7 F3 124.6(9) . . . . ?
B1 O3 C17 C20 -28(10) . . . . ?
B1 O3 C17 C19 -130(7) . . . . ?
B1 O3 C17 C18 106(8) . . . . ?
B1 O2 C21 C22 133(2) . . . . ?
B1 O2 C21 C20 9(3) . . . . ?
B1 O2 C21 C23 -110(2) . . . . ?
B1 C5 C6 C1 180.000(1) . . . . ?
B1 C5 C4 C3 180.000(1) . . . . ?
C17 O3 B1 O2 -5(11) . . . . ?
C17 O3 B1 C5 -179(6) . . . . ?
C7 C2 C3 C4 175(2) . . . . ?
C21 O2 B1 O3 17(6) . . . . ?
C21 O2 B1 C5 -168.4(16) . . . . ?
C14 Si1 O1 C1 175.4(9) . . . . ?
C14 Si1 C8 C9 -157.5(18) . . . . ?
C14 Si1 C8 C10 75(2) . . . . ?
C14 Si1 C11 C13 -61.3(11) . . . . ?
C14 Si1 C11 C12 66.5(14) . . . . ?
C22 C21 C20 C17 -163.5(18) . . . . ?
C19 C17 C20 C21 159.4(8) . . . . ?
C8 Si1 O1 C1 -56.9(16) . . . . ?
C8 Si1 C14 C15 56(2) . . . . ?
C8 Si1 C14 C16 -90.0(14) . . . . ?
C8 Si1 C11 C13 172.9(11) . . . . ?
C8 Si1 C11 C12 -59.3(14) . . . . ?
C23 C21 C20 C17 69.1(19) . . . . ?
C18 C17 C20 C21 -78.0(14) . . . . ?
C11 Si1 O1 C1 61.7(13) . . . . ?
C11 Si1 C14 C15 -66.8(18) . . . . ?
C11 Si1 C14 C16 147.1(13) . . . . ?
C11 Si1 C8 C9 -34(2) . . . . ?
C11 Si1 C8 C10 -161.6(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_mj19104_0m
_database_code_depnum_ccdc_archive 'CCDC 2205176'
loop_
_audit_author_name
_audit_author_address
'Xue-Bing Leng'
;Shanghai institute of Organic Chemistry
China
;
_audit_update_record             
;
2022-09-04 deposited with the CCDC.	2022-10-27 downloaded from the CCDC.
;
_audit_creation_date             2019-02-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H24 O7'
_chemical_formula_sum            'C20 H24 O7'
_chemical_formula_weight         376.39
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0148 0.0070 '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 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_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'
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                   6.7694(2)
_cell_length_b                   14.5049(4)
_cell_length_c                   16.9906(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1668.30(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.86
_cell_measurement_theta_min      8.29
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.953
_exptl_absorpt_coefficient_mu    0.606
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1510 before and 0.0526 after correction. The Ratio of minimum to maximum transmission is 0.7556. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0476
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18448
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.859
_diffrn_reflns_theta_min         3.486
_diffrn_ambient_temperature      170.02
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                3098
_reflns_number_total             3173
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.161
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1284 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         3173
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0266
_refine_ls_R_factor_gt           0.0258
_refine_ls_restrained_S_all      1.044
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0350P)²+0.3340P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0661
_refine_ls_wR_factor_ref         0.0665
_refine_special_details          ?
_olex2_refinement_description    
;
1. 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
2.a Ternary CH refined with riding coordinates:
 C2(H2), C4(H4), C10(H10), C11(H11), C13(H13), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C6(H6A,H6B), C7(H7A,H7B), C15(H15A,H15B), C20(H20A,H20B)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C19(H19A,H19B,H19C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O7(H7)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
O1 O 0.4542(2) 0.58342(9) 0.73093(8) 0.0265(3) Uani 1 1 d . . . . .
H1 H 0.392701 0.603424 0.691538 0.040 Uiso 1 1 calc GR . . . .
O2 O 0.72167(17) 0.63896(8) 0.58303(7) 0.0155(3) Uani 1 1 d . . . . .
O3 O 0.31902(19) 0.39390(9) 0.70250(7) 0.0216(3) Uani 1 1 d . . . . .
O4 O 0.2218(2) 0.33077(10) 0.59006(8) 0.0260(3) Uani 1 1 d . . . . .
O5 O 0.6140(2) 0.57997(9) 0.41194(7) 0.0238(3) Uani 1 1 d . . . . .
O6 O 0.90312(19) 0.64746(8) 0.43966(7) 0.0200(3) Uani 1 1 d . . . . .
O7 O 1.25196(19) 0.67509(9) 0.60511(8) 0.0243(3) Uani 1 1 d . . . . .
H7 H 1.322334 0.721266 0.594897 0.036 Uiso 1 1 calc GR . . . .
C1 C 0.5797(3) 0.50926(12) 0.70751(10) 0.0173(4) Uani 1 1 d . . . . .
C2 C 0.5003(3) 0.42037(13) 0.74493(10) 0.0189(4) Uani 1 1 d . . . . .
H2 H 0.469385 0.431348 0.801714 0.023 Uiso 1 1 calc R . . . .
C3 C 0.6410(3) 0.33933(12) 0.73710(10) 0.0196(4) Uani 1 1 d . . . . .
H3A H 0.574269 0.281922 0.754015 0.024 Uiso 1 1 calc R . . . .
H3B H 0.757717 0.349017 0.771218 0.024 Uiso 1 1 calc R . . . .
C4 C 0.7072(3) 0.33050(12) 0.65019(10) 0.0169(3) Uani 1 1 d . . . . .
H4 H 0.842331 0.357594 0.644795 0.020 Uiso 1 1 calc R . . . .
C5 C 0.5604(2) 0.38837(11) 0.59912(10) 0.0148(3) Uani 1 1 d . . . . .
C6 C 0.5837(3) 0.37585(12) 0.51027(10) 0.0177(4) Uani 1 1 d . . . . .
H6A H 0.482427 0.412806 0.482512 0.021 Uiso 1 1 calc R . . . .
H6B H 0.563368 0.310239 0.496413 0.021 Uiso 1 1 calc R . . . .
C7 C 0.7895(3) 0.40630(12) 0.48384(10) 0.0171(3) Uani 1 1 d . . . . .
H7A H 0.798489 0.399226 0.425999 0.021 Uiso 1 1 calc R . . . .
H7B H 0.888240 0.364398 0.507678 0.021 Uiso 1 1 calc R . . . .
C8 C 0.8446(3) 0.50627(12) 0.50529(10) 0.0147(3) Uani 1 1 d . . . . .
C9 C 0.7646(2) 0.53898(11) 0.58656(9) 0.0133(3) Uani 1 1 d . . . . .
C10 C 0.5802(3) 0.49252(12) 0.61744(10) 0.0148(3) Uani 1 1 d . . . . .
H10 H 0.463052 0.524807 0.594486 0.018 Uiso 1 1 calc R . . . .
C11 C 0.9111(3) 0.55673(11) 0.65507(10) 0.0156(3) Uani 1 1 d . . . . .
H11 H 1.042683 0.526039 0.649470 0.019 Uiso 1 1 calc R . . . .
C12 C 0.9034(3) 0.65825(11) 0.62716(10) 0.0165(4) Uani 1 1 d . . . . .
C13 C 1.0645(3) 0.68454(12) 0.56705(10) 0.0182(4) Uani 1 1 d . . . . .
H13 H 1.046230 0.750906 0.552853 0.022 Uiso 1 1 calc R . . . .
C14 C 1.0749(3) 0.62838(13) 0.49030(11) 0.0197(4) Uani 1 1 d . . . . .
H14 H 1.197876 0.645782 0.461296 0.024 Uiso 1 1 calc R . . . .
C15 C 1.0670(3) 0.52413(12) 0.49781(11) 0.0192(4) Uani 1 1 d . . . . .
H15A H 1.139130 0.502660 0.545064 0.023 Uiso 1 1 calc R . . . .
H15B H 1.122443 0.493600 0.450608 0.023 Uiso 1 1 calc R . . . .
C16 C 0.8732(3) 0.73349(12) 0.68737(11) 0.0221(4) Uani 1 1 d . . . . .
H16A H 0.856940 0.792771 0.660460 0.033 Uiso 1 1 calc GR . . . .
H16B H 0.988303 0.736421 0.722252 0.033 Uiso 1 1 calc GR . . . .
H16C H 0.754683 0.720121 0.718470 0.033 Uiso 1 1 calc GR . . . .
C17 C 0.7666(3) 0.57804(11) 0.44751(10) 0.0175(4) Uani 1 1 d . . . . .
C18 C 0.3532(3) 0.36566(12) 0.62746(11) 0.0180(4) Uani 1 1 d . . . . .
C19 C 0.7150(3) 0.22961(13) 0.62510(12) 0.0245(4) Uani 1 1 d . . . . .
H19A H 0.583312 0.202186 0.630151 0.037 Uiso 1 1 calc GR . . . .
H19B H 0.808139 0.196212 0.658818 0.037 Uiso 1 1 calc GR . . . .
H19C H 0.758614 0.225609 0.570204 0.037 Uiso 1 1 calc GR . . . .
C20 C 0.7963(3) 0.53194(13) 0.73042(10) 0.0199(4) Uani 1 1 d . . . . .
H20A H 0.799230 0.584419 0.767660 0.024 Uiso 1 1 calc R . . . .
H20B H 0.857929 0.477997 0.756346 0.024 Uiso 1 1 calc R . . . .


_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
O1 H1 0.8400 . ?
O1 C1 1.427(2) . ?
O2 C9 1.4802(19) . ?
O2 C12 1.468(2) . ?
O3 C2 1.474(2) . ?
O3 C18 1.359(2) . ?
O4 C18 1.205(2) . ?
O5 C17 1.197(2) . ?
O6 C14 1.473(2) . ?
O6 C17 1.373(2) . ?
O7 H7 0.8400 . ?
O7 C13 1.431(2) . ?
C1 C2 1.535(2) . ?
C1 C10 1.549(2) . ?
C1 C20 1.553(3) . ?
C2 H2 1.0000 . ?
C2 C3 1.519(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 C4 1.548(2) . ?
C4 H4 1.0000 . ?
C4 C5 1.563(2) . ?
C4 C19 1.525(2) . ?
C5 C6 1.529(2) . ?
C5 C10 1.548(2) . ?
C5 C18 1.519(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.529(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.541(2) . ?
C8 C9 1.557(2) . ?
C8 C15 1.533(3) . ?
C8 C17 1.525(2) . ?
C9 C10 1.513(2) . ?
C9 C11 1.551(2) . ?
C10 H10 1.0000 . ?
C11 H11 1.0000 . ?
C11 C12 1.548(2) . ?
C11 C20 1.540(2) . ?
C12 C13 1.542(2) . ?
C12 C16 1.510(2) . ?
C13 H13 1.0000 . ?
C13 C14 1.539(3) . ?
C14 H14 1.0000 . ?
C14 C15 1.518(2) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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 . . ?
C12 O2 C9 90.09(11) . . ?
C18 O3 C2 113.30(13) . . ?
C17 O6 C14 109.67(13) . . ?
C13 O7 H7 109.5 . . ?
O1 C1 C2 108.03(14) . . ?
O1 C1 C10 113.24(14) . . ?
O1 C1 C20 109.42(14) . . ?
C2 C1 C10 106.15(14) . . ?
C2 C1 C20 113.89(15) . . ?
C10 C1 C20 106.19(15) . . ?
O3 C2 C1 107.92(14) . . ?
O3 C2 H2 109.8 . . ?
O3 C2 C3 106.12(14) . . ?
C1 C2 H2 109.8 . . ?
C3 C2 C1 113.22(15) . . ?
C3 C2 H2 109.8 . . ?
C2 C3 H3A 109.8 . . ?
C2 C3 H3B 109.8 . . ?
C2 C3 C4 109.21(14) . . ?
H3A C3 H3B 108.3 . . ?
C4 C3 H3A 109.8 . . ?
C4 C3 H3B 109.8 . . ?
C3 C4 H4 108.6 . . ?
C3 C4 C5 107.52(14) . . ?
C5 C4 H4 108.6 . . ?
C19 C4 C3 110.85(14) . . ?
C19 C4 H4 108.6 . . ?
C19 C4 C5 112.47(15) . . ?
C6 C5 C4 114.76(14) . . ?
C6 C5 C10 107.79(13) . . ?
C10 C5 C4 110.95(13) . . ?
C18 C5 C4 107.12(13) . . ?
C18 C5 C6 112.48(14) . . ?
C18 C5 C10 103.15(13) . . ?
C5 C6 H6A 109.6 . . ?
C5 C6 H6B 109.6 . . ?
C5 C6 C7 110.47(14) . . ?
H6A C6 H6B 108.1 . . ?
C7 C6 H6A 109.6 . . ?
C7 C6 H6B 109.6 . . ?
C6 C7 H7A 108.5 . . ?
C6 C7 H7B 108.5 . . ?
C6 C7 C8 115.03(14) . . ?
H7A C7 H7B 107.5 . . ?
C8 C7 H7A 108.5 . . ?
C8 C7 H7B 108.5 . . ?
C7 C8 C9 114.33(14) . . ?
C15 C8 C7 112.16(14) . . ?
C15 C8 C9 111.34(14) . . ?
C17 C8 C7 113.96(14) . . ?
C17 C8 C9 104.02(13) . . ?
C17 C8 C15 99.86(14) . . ?
O2 C9 C8 109.32(12) . . ?
O2 C9 C10 106.78(13) . . ?
O2 C9 C11 89.62(11) . . ?
C10 C9 C8 117.33(14) . . ?
C10 C9 C11 109.97(13) . . ?
C11 C9 C8 119.55(14) . . ?
C1 C10 H10 108.1 . . ?
C5 C10 C1 110.57(13) . . ?
C5 C10 H10 108.1 . . ?
C9 C10 C1 105.94(14) . . ?
C9 C10 C5 115.86(13) . . ?
C9 C10 H10 108.1 . . ?
C9 C11 H11 115.1 . . ?
C12 C11 C9 84.63(12) . . ?
C12 C11 H11 115.1 . . ?
C20 C11 C9 105.20(13) . . ?
C20 C11 H11 115.1 . . ?
C20 C11 C12 117.36(15) . . ?
O2 C12 C11 90.20(12) . . ?
O2 C12 C13 107.55(13) . . ?
O2 C12 C16 111.73(14) . . ?
C13 C12 C11 114.48(14) . . ?
C16 C12 C11 118.99(15) . . ?
C16 C12 C13 111.46(15) . . ?
O7 C13 C12 107.71(14) . . ?
O7 C13 H13 108.1 . . ?
O7 C13 C14 106.95(14) . . ?
C12 C13 H13 108.1 . . ?
C14 C13 C12 117.56(14) . . ?
C14 C13 H13 108.1 . . ?
O6 C14 C13 111.07(14) . . ?
O6 C14 H14 108.8 . . ?
O6 C14 C15 102.04(14) . . ?
C13 C14 H14 108.8 . . ?
C15 C14 C13 117.02(15) . . ?
C15 C14 H14 108.8 . . ?
C8 C15 H15A 111.3 . . ?
C8 C15 H15B 111.3 . . ?
C14 C15 C8 102.11(15) . . ?
C14 C15 H15A 111.3 . . ?
C14 C15 H15B 111.3 . . ?
H15A C15 H15B 109.2 . . ?
C12 C16 H16A 109.5 . . ?
C12 C16 H16B 109.5 . . ?
C12 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O5 C17 O6 120.96(15) . . ?
O5 C17 C8 129.76(16) . . ?
O6 C17 C8 109.28(15) . . ?
O3 C18 C5 112.90(15) . . ?
O4 C18 O3 119.73(16) . . ?
O4 C18 C5 127.28(16) . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C1 C20 H20A 110.0 . . ?
C1 C20 H20B 110.0 . . ?
C11 C20 C1 108.53(14) . . ?
C11 C20 H20A 110.0 . . ?
C11 C20 H20B 110.0 . . ?
H20A C20 H20B 108.4 . . ?

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
O1 H1 O7 0.84 2.04 2.8658(19) 169.5 1_455
O7 H7 O6 0.84 2.07 2.8723(18) 160.7 4_566

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_cu_d8v18106_0m
_database_code_depnum_ccdc_archive 'CCDC 2205173'
loop_
_audit_author_name
_audit_author_address
'Xue-Bing Leng'
;Shanghai institute of Organic Chemistry
China
;
_audit_update_record             
;
2022-09-04 deposited with the CCDC.	2022-10-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H24 O7'
_chemical_formula_weight         376.39

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      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                   8.9073(2)
_cell_length_b                   10.3176(2)
_cell_length_c                   19.2439(4)
_cell_angle_alpha                90
_cell_angle_beta                 98.1510(10)
_cell_angle_gamma                90
_cell_volume                     1750.69(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9988
_cell_measurement_theta_min      4.639
_cell_measurement_theta_max      140.460

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.901
_shelx_estimated_absorpt_T_min   0.855
_shelx_estimated_absorpt_T_max   0.900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5492
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\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            29243
_diffrn_reflns_av_unetI/netI     0.0262
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         4.642
_diffrn_reflns_theta_max         67.000
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.975
_reflns_number_total             6175
_reflns_number_gt                6061
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.880
_reflns_Friedel_fraction_max     0.983
_reflns_Friedel_fraction_full    0.971

_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)+(0.0619P)²+0.4524P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0089(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
; 
 Flack x determined using 2788 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons and Flack (2004), Acta Cryst. A60, s61). 
;
_refine_ls_abs_structure_Flack   0.04(4)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         6175
_refine_ls_number_parameters     494
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0376
_refine_ls_R_factor_gt           0.0370
_refine_ls_wR_factor_ref         0.1015
_refine_ls_wR_factor_gt          0.1007
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.097
_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
O1 O 0.4552(2) 0.6700(2) 0.97201(11) 0.0318(5) Uani 1 1 d . . . . .
H1 H 0.4567 0.7027 0.9322 0.048 Uiso 1 1 calc R U . . .
O2 O 1.0162(3) 0.5873(3) 1.08513(11) 0.0420(6) Uani 1 1 d . . . . .
O3 O 0.7842(2) 0.5069(2) 1.06726(10) 0.0318(5) Uani 1 1 d . . . . .
O4 O 1.0980(2) 0.4628(3) 0.82262(12) 0.0464(7) Uani 1 1 d . . . . .
O5 O 0.9325(2) 0.4732(3) 0.72384(11) 0.0374(5) Uani 1 1 d . . . . .
O6 O 0.5752(2) 0.4551(2) 0.62908(10) 0.0323(5) Uani 1 1 d . . . . .
H6 H 0.5244 0.3866 0.6220 0.048 Uiso 1 1 calc R U . . .
O13 O 0.3696(3) 0.2681(3) 0.58767(17) 0.0531(7) Uani 1 1 d D . . . .
H13D H 0.3696 0.2040 0.5619 0.064 Uiso 1 1 d DR U . . .
H13E H 0.2623 0.3102 0.5719 0.064 Uiso 1 1 d DR U . . .
O14 O 0.0897(4) 0.3738(4) 0.60633(18) 0.0719(9) Uani 1 1 d D . . . .
H14D H 0.0322 0.3827 0.6408 0.086 Uiso 1 1 d DR U . . .
H14E H 0.0615 0.4431 0.5906 0.086 Uiso 1 1 d DR U . . .
O1A O 0.6336(2) 0.5297(2) 0.49822(10) 0.0292(5) Uani 1 1 d . . . . .
H1A H 0.6149 0.5217 0.5396 0.044 Uiso 1 1 calc R U . . .
O2A O 0.9425(3) 0.1541(3) 0.39774(13) 0.0514(7) Uani 1 1 d . . . . .
O3A O 0.7631(3) 0.2005(2) 0.46236(11) 0.0358(5) Uani 1 1 d . . . . .
O4A O 0.5907(3) 0.2923(2) 0.16204(11) 0.0388(5) Uani 1 1 d . . . . .
O5A O 0.4122(3) 0.4460(2) 0.14984(10) 0.0357(5) Uani 1 1 d . . . . .
O6A O 0.1681(3) 0.6854(3) 0.20930(13) 0.0498(7) Uani 1 1 d . . . . .
H6A H 0.0834 0.6661 0.1866 0.075 Uiso 1 1 calc R U . . .
C1 C 0.6780(3) 0.4326(3) 0.95156(14) 0.0248(6) Uani 1 1 d . . . . .
H1B H 0.7051 0.3414 0.9657 0.030 Uiso 1 1 calc R U . . .
C2 C 0.6435(3) 0.5072(3) 1.01596(14) 0.0263(6) Uani 1 1 d . . . . .
H2 H 0.5604 0.4627 1.0367 0.032 Uiso 1 1 calc R U . . .
C3 C 0.6057(3) 0.6503(3) 1.00519(14) 0.0247(6) Uani 1 1 d . . . . .
H3 H 0.6126 0.6899 1.0530 0.030 Uiso 1 1 calc R U . . .
C4 C 0.7288(3) 0.7161(3) 0.96826(14) 0.0229(6) Uani 1 1 d . . . . .
H4 H 0.6859 0.7295 0.9179 0.028 Uiso 1 1 calc R U . . .
C5 C 0.8658(3) 0.6211(3) 0.97087(14) 0.0247(6) Uani 1 1 d . . . . .
C6 C 1.0026(3) 0.6768(3) 0.94148(16) 0.0308(6) Uani 1 1 d . . . . .
H6B H 1.0850 0.6117 0.9459 0.037 Uiso 1 1 calc R U . . .
H6C H 1.0403 0.7542 0.9690 0.037 Uiso 1 1 calc R U . . .
C7 C 0.9600(3) 0.7145(3) 0.86396(15) 0.0315(7) Uani 1 1 d . . . . .
H7A H 1.0539 0.7396 0.8453 0.038 Uiso 1 1 calc R U . . .
H7B H 0.8940 0.7921 0.8616 0.038 Uiso 1 1 calc R U . . .
C8 C 0.8783(3) 0.6093(3) 0.81537(14) 0.0262(6) Uani 1 1 d . . . . .
C9 C 0.7690(3) 0.5311(3) 0.85182(13) 0.0212(5) Uani 1 1 d . . . . .
C10 C 0.8165(3) 0.4979(3) 0.92762(13) 0.0225(6) Uani 1 1 d . . . . .
H10 H 0.9027 0.4350 0.9318 0.027 Uiso 1 1 calc R U . . .
C11 C 0.6301(3) 0.4874(3) 0.82749(13) 0.0209(5) Uani 1 1 d . . . . .
C12 C 0.5545(3) 0.4856(3) 0.75395(13) 0.0216(5) Uani 1 1 d . . . . .
C13 C 0.6556(3) 0.4541(3) 0.69885(13) 0.0244(6) Uani 1 1 d . . . . .
H13 H 0.6956 0.3643 0.7085 0.029 Uiso 1 1 calc R U . . .
C14 C 0.7935(3) 0.5444(3) 0.69764(15) 0.0297(6) Uani 1 1 d . . . . .
H14 H 0.7978 0.5731 0.6483 0.036 Uiso 1 1 calc R U . . .
C15 C 0.8004(3) 0.6622(3) 0.74511(15) 0.0291(6) Uani 1 1 d . . . . .
H15A H 0.6976 0.6951 0.7491 0.035 Uiso 1 1 calc R U . . .
H15B H 0.8608 0.7326 0.7277 0.035 Uiso 1 1 calc R U . . .
C16 C 0.4048(3) 0.4952(3) 0.73805(15) 0.0295(6) Uani 1 1 d . . . . .
H16A H 0.3435 0.5035 0.7744 0.035 Uiso 1 1 calc R U . . .
H16B H 0.3591 0.4938 0.6904 0.035 Uiso 1 1 calc R U . . .
C17 C 0.9861(3) 0.5093(4) 0.79067(16) 0.0337(7) Uani 1 1 d . . . . .
C18 C 0.8997(3) 0.5736(3) 1.04600(15) 0.0306(6) Uani 1 1 d . . . . .
C19 C 0.7723(4) 0.8484(3) 1.00012(17) 0.0320(7) Uani 1 1 d . . . . .
H19A H 0.6802 0.8983 1.0039 0.048 Uiso 1 1 calc R U . . .
H19B H 0.8343 0.8949 0.9701 0.048 Uiso 1 1 calc R U . . .
H19C H 0.8303 0.8370 1.0469 0.048 Uiso 1 1 calc R U . . .
C20 C 0.5540(3) 0.4301(3) 0.88613(14) 0.0254(6) Uani 1 1 d . . . . .
H20A H 0.5201 0.3402 0.8747 0.031 Uiso 1 1 calc R U . . .
H20B H 0.4652 0.4827 0.8942 0.031 Uiso 1 1 calc R U . . .
C1A C 0.5282(3) 0.2863(3) 0.40336(15) 0.0266(6) Uani 1 1 d . . . . .
H1A1 H 0.4865 0.1962 0.3996 0.032 Uiso 1 1 calc R U . . .
C2A C 0.6437(3) 0.2967(3) 0.47003(14) 0.0288(6) Uani 1 1 d . . . . .
H2A H 0.5938 0.2749 0.5119 0.035 Uiso 1 1 calc R U . . .
C3A C 0.7273(3) 0.4251(3) 0.48196(14) 0.0273(6) Uani 1 1 d . . . . .
H3A H 0.8115 0.4142 0.5218 0.033 Uiso 1 1 calc R U . . .
C4A C 0.7965(3) 0.4606(3) 0.41579(14) 0.0260(6) Uani 1 1 d . . . . .
H4A H 0.7335 0.5317 0.3913 0.031 Uiso 1 1 calc R U . . .
C5A C 0.7840(3) 0.3425(3) 0.36597(14) 0.0267(6) Uani 1 1 d . . . . .
C6A C 0.8572(4) 0.3635(3) 0.29967(15) 0.0323(7) Uani 1 1 d . . . . .
H6A1 H 0.8455 0.2842 0.2705 0.039 Uiso 1 1 calc R U . . .
H6A2 H 0.9670 0.3801 0.3129 0.039 Uiso 1 1 calc R U . . .
C7A C 0.7839(3) 0.4784(3) 0.25707(14) 0.0306(6) Uani 1 1 d . . . . .
H7A1 H 0.8233 0.4804 0.2115 0.037 Uiso 1 1 calc R U . . .
H7A2 H 0.8175 0.5592 0.2824 0.037 Uiso 1 1 calc R U . . .
C8A C 0.6098(3) 0.4792(3) 0.24244(13) 0.0260(6) Uani 1 1 d . . . . .
C9A C 0.5377(3) 0.4241(3) 0.30317(13) 0.0229(6) Uani 1 1 d . . . . .
C10A C 0.6152(3) 0.3114(3) 0.34126(13) 0.0238(6) Uani 1 1 d . . . . .
H10A H 0.6070 0.2340 0.3097 0.029 Uiso 1 1 calc R U . . .
C11A C 0.4134(3) 0.4614(3) 0.32964(14) 0.0248(6) Uani 1 1 d . . . . .
C12A C 0.3012(3) 0.5619(3) 0.30261(16) 0.0266(6) Uani 1 1 d . . . . .
C13A C 0.2565(4) 0.5709(3) 0.22338(16) 0.0323(7) Uani 1 1 d . . . . .
H13A H 0.1908 0.4947 0.2078 0.039 Uiso 1 1 calc R U . . .
C14A C 0.3886(4) 0.5741(3) 0.17913(15) 0.0349(7) Uani 1 1 d . . . . .
H14A H 0.3621 0.6364 0.1395 0.042 Uiso 1 1 calc R U . . .
C15A C 0.5434(4) 0.6109(3) 0.21845(15) 0.0306(6) Uani 1 1 d . . . . .
H15C H 0.5335 0.6677 0.2590 0.037 Uiso 1 1 calc R U . . .
H15D H 0.6064 0.6549 0.1872 0.037 Uiso 1 1 calc R U . . .
C16A C 0.2361(3) 0.6350(3) 0.34630(18) 0.0337(7) Uani 1 1 d . . . . .
H16C H 0.2611 0.6233 0.3955 0.040 Uiso 1 1 calc R U . . .
H16D H 0.1643 0.6991 0.3284 0.040 Uiso 1 1 calc R U . . .
C17A C 0.5442(4) 0.3936(3) 0.18126(14) 0.0312(7) Uani 1 1 d . . . . .
C18A C 0.8416(4) 0.2248(3) 0.40854(16) 0.0355(7) Uani 1 1 d . . . . .
C19A C 0.9577(4) 0.5121(5) 0.43411(18) 0.0472(9) Uani 1 1 d . . . . .
H19D H 0.9598 0.5794 0.4702 0.071 Uiso 1 1 calc R U . . .
H19E H 0.9915 0.5490 0.3920 0.071 Uiso 1 1 calc R U . . .
H19F H 1.0254 0.4411 0.4519 0.071 Uiso 1 1 calc R U . . .
C20A C 0.3944(3) 0.3839(3) 0.39499(15) 0.0289(6) Uani 1 1 d . . . . .
H20C H 0.2960 0.3378 0.3889 0.035 Uiso 1 1 calc R U . . .
H20D H 0.3999 0.4412 0.4365 0.035 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
O1 C3 1.415(4) . ?
O1 H1 0.8400 . ?
O2 C18 1.201(4) . ?
O3 C18 1.349(4) . ?
O3 C2 1.482(3) . ?
O4 C17 1.195(4) . ?
O5 C17 1.359(4) . ?
O5 C14 1.466(4) . ?
O6 C13 1.430(3) . ?
O6 H6 0.8400 . ?
O13 H13D 0.8270 . ?
O13 H13E 1.0547 . ?
O14 H14D 0.8991 . ?
O14 H14E 0.8025 . ?
O1A C3A 1.426(4) . ?
O1A H1A 0.8400 . ?
O2A C18A 1.198(4) . ?
O3A C18A 1.353(4) . ?
O3A C2A 1.477(4) . ?
O4A C17A 1.202(4) . ?
O5A C17A 1.356(4) . ?
O5A C14A 1.464(4) . ?
O6A C13A 1.424(4) . ?
O6A H6A 0.8400 . ?
C1 C2 1.527(4) . ?
C1 C10 1.533(4) . ?
C1 C20 1.553(4) . ?
C1 H1B 1.0000 . ?
C2 C3 1.522(4) . ?
C2 H2 1.0000 . ?
C3 C4 1.546(4) . ?
C3 H3 1.0000 . ?
C4 C19 1.523(4) . ?
C4 C5 1.560(4) . ?
C4 H4 1.0000 . ?
C5 C18 1.516(4) . ?
C5 C6 1.527(4) . ?
C5 C10 1.549(4) . ?
C6 C7 1.536(4) . ?
C6 H6B 0.9900 . ?
C6 H6C 0.9900 . ?
C7 C8 1.546(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.512(4) . ?
C8 C15 1.530(4) . ?
C8 C17 1.531(4) . ?
C9 C11 1.337(4) . ?
C9 C10 1.500(4) . ?
C10 H10 1.0000 . ?
C11 C12 1.479(4) . ?
C11 C20 1.516(4) . ?
C12 C16 1.329(4) . ?
C12 C13 1.521(4) . ?
C13 C14 1.544(4) . ?
C13 H13 1.0000 . ?
C14 C15 1.517(4) . ?
C14 H14 1.0000 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9500 . ?
C16 H16B 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C1A C2A 1.530(4) . ?
C1A C10A 1.536(4) . ?
C1A C20A 1.551(4) . ?
C1A H1A1 1.0000 . ?
C2A C3A 1.521(5) . ?
C2A H2A 1.0000 . ?
C3A C4A 1.536(4) . ?
C3A H3A 1.0000 . ?
C4A C19A 1.524(4) . ?
C4A C5A 1.545(4) . ?
C4A H4A 1.0000 . ?
C5A C18A 1.513(4) . ?
C5A C6A 1.528(4) . ?
C5A C10A 1.545(4) . ?
C6A C7A 1.534(4) . ?
C6A H6A1 0.9900 . ?
C6A H6A2 0.9900 . ?
C7A C8A 1.536(4) . ?
C7A H7A1 0.9900 . ?
C7A H7A2 0.9900 . ?
C8A C17A 1.521(4) . ?
C8A C9A 1.521(4) . ?
C8A C15A 1.527(4) . ?
C9A C11A 1.339(4) . ?
C9A C10A 1.491(4) . ?
C10A H10A 1.0000 . ?
C11A C12A 1.482(4) . ?
C11A C20A 1.519(4) . ?
C12A C16A 1.323(5) . ?
C12A C13A 1.523(4) . ?
C13A C14A 1.548(5) . ?
C13A H13A 1.0000 . ?
C14A C15A 1.524(4) . ?
C14A H14A 1.0000 . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C16A H16C 0.9500 . ?
C16A H16D 0.9500 . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
C20A H20C 0.9900 . ?
C20A H20D 0.9900 . ?

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
C3 O1 H1 109.5 . . ?
C18 O3 C2 114.0(2) . . ?
C17 O5 C14 110.8(2) . . ?
C13 O6 H6 109.5 . . ?
H13D O13 H13E 103.5 . . ?
H14D O14 H14E 90.4 . . ?
C3A O1A H1A 109.5 . . ?
C18A O3A C2A 114.2(2) . . ?
C17A O5A C14A 110.6(2) . . ?
C13A O6A H6A 109.5 . . ?
C2 C1 C10 106.6(2) . . ?
C2 C1 C20 117.7(2) . . ?
C10 C1 C20 105.9(2) . . ?
C2 C1 H1B 108.8 . . ?
C10 C1 H1B 108.8 . . ?
C20 C1 H1B 108.8 . . ?
O3 C2 C3 104.1(2) . . ?
O3 C2 C1 106.9(2) . . ?
C3 C2 C1 116.4(2) . . ?
O3 C2 H2 109.7 . . ?
C3 C2 H2 109.7 . . ?
C1 C2 H2 109.7 . . ?
O1 C3 C2 112.2(2) . . ?
O1 C3 C4 114.7(2) . . ?
C2 C3 C4 109.3(2) . . ?
O1 C3 H3 106.7 . . ?
C2 C3 H3 106.7 . . ?
C4 C3 H3 106.7 . . ?
C19 C4 C3 111.4(2) . . ?
C19 C4 C5 113.4(2) . . ?
C3 C4 C5 108.2(2) . . ?
C19 C4 H4 107.9 . . ?
C3 C4 H4 107.9 . . ?
C5 C4 H4 107.9 . . ?
C18 C5 C6 114.4(2) . . ?
C18 C5 C10 104.5(2) . . ?
C6 C5 C10 106.9(2) . . ?
C18 C5 C4 106.4(2) . . ?
C6 C5 C4 114.4(2) . . ?
C10 C5 C4 109.7(2) . . ?
C5 C6 C7 110.8(2) . . ?
C5 C6 H6B 109.5 . . ?
C7 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6B C6 H6C 108.1 . . ?
C6 C7 C8 116.1(3) . . ?
C6 C7 H7A 108.3 . . ?
C8 C7 H7A 108.3 . . ?
C6 C7 H7B 108.3 . . ?
C8 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C9 C8 C15 111.1(2) . . ?
C9 C8 C17 104.9(2) . . ?
C15 C8 C17 101.1(2) . . ?
C9 C8 C7 111.9(2) . . ?
C15 C8 C7 113.6(2) . . ?
C17 C8 C7 113.5(2) . . ?
C11 C9 C10 112.5(2) . . ?
C11 C9 C8 129.9(2) . . ?
C10 C9 C8 117.5(2) . . ?
C9 C10 C1 105.3(2) . . ?
C9 C10 C5 110.8(2) . . ?
C1 C10 C5 112.2(2) . . ?
C9 C10 H10 109.5 . . ?
C1 C10 H10 109.5 . . ?
C5 C10 H10 109.5 . . ?
C9 C11 C12 127.8(2) . . ?
C9 C11 C20 111.1(2) . . ?
C12 C11 C20 121.1(2) . . ?
C16 C12 C11 121.7(2) . . ?
C16 C12 C13 122.0(2) . . ?
C11 C12 C13 115.8(2) . . ?
O6 C13 C12 112.7(2) . . ?
O6 C13 C14 106.0(2) . . ?
C12 C13 C14 115.6(2) . . ?
O6 C13 H13 107.4 . . ?
C12 C13 H13 107.4 . . ?
C14 C13 H13 107.4 . . ?
O5 C14 C15 103.5(2) . . ?
O5 C14 C13 109.1(2) . . ?
C15 C14 C13 116.1(2) . . ?
O5 C14 H14 109.3 . . ?
C15 C14 H14 109.3 . . ?
C13 C14 H14 109.3 . . ?
C14 C15 C8 102.8(2) . . ?
C14 C15 H15A 111.2 . . ?
C8 C15 H15A 111.2 . . ?
C14 C15 H15B 111.2 . . ?
C8 C15 H15B 111.2 . . ?
H15A C15 H15B 109.1 . . ?
C12 C16 H16A 120.0 . . ?
C12 C16 H16B 120.0 . . ?
H16A C16 H16B 120.0 . . ?
O4 C17 O5 122.2(3) . . ?
O4 C17 C8 128.7(3) . . ?
O5 C17 C8 109.1(2) . . ?
O2 C18 O3 119.9(3) . . ?
O2 C18 C5 126.7(3) . . ?
O3 C18 C5 113.4(2) . . ?
C4 C19 H19A 109.5 . . ?
C4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C11 C20 C1 104.8(2) . . ?
C11 C20 H20A 110.8 . . ?
C1 C20 H20A 110.8 . . ?
C11 C20 H20B 110.8 . . ?
C1 C20 H20B 110.8 . . ?
H20A C20 H20B 108.9 . . ?
C2A C1A C10A 106.7(2) . . ?
C2A C1A C20A 117.2(2) . . ?
C10A C1A C20A 105.9(2) . . ?
C2A C1A H1A1 108.9 . . ?
C10A C1A H1A1 108.9 . . ?
C20A C1A H1A1 108.9 . . ?
O3A C2A C3A 104.8(2) . . ?
O3A C2A C1A 106.1(2) . . ?
C3A C2A C1A 116.4(2) . . ?
O3A C2A H2A 109.8 . . ?
C3A C2A H2A 109.8 . . ?
C1A C2A H2A 109.8 . . ?
O1A C3A C2A 113.8(2) . . ?
O1A C3A C4A 108.5(2) . . ?
C2A C3A C4A 109.2(2) . . ?
O1A C3A H3A 108.4 . . ?
C2A C3A H3A 108.4 . . ?
C4A C3A H3A 108.4 . . ?
C19A C4A C3A 111.5(2) . . ?
C19A C4A C5A 113.7(3) . . ?
C3A C4A C5A 108.9(2) . . ?
C19A C4A H4A 107.5 . . ?
C3A C4A H4A 107.5 . . ?
C5A C4A H4A 107.5 . . ?
C18A C5A C6A 114.4(2) . . ?
C18A C5A C10A 103.9(3) . . ?
C6A C5A C10A 106.5(2) . . ?
C18A C5A C4A 107.9(2) . . ?
C6A C5A C4A 113.8(3) . . ?
C10A C5A C4A 109.6(2) . . ?
C5A C6A C7A 110.9(2) . . ?
C5A C6A H6A1 109.5 . . ?
C7A C6A H6A1 109.5 . . ?
C5A C6A H6A2 109.5 . . ?
C7A C6A H6A2 109.5 . . ?
H6A1 C6A H6A2 108.1 . . ?
C6A C7A C8A 116.3(3) . . ?
C6A C7A H7A1 108.2 . . ?
C8A C7A H7A1 108.2 . . ?
C6A C7A H7A2 108.2 . . ?
C8A C7A H7A2 108.2 . . ?
H7A1 C7A H7A2 107.4 . . ?
C17A C8A C9A 102.7(2) . . ?
C17A C8A C15A 101.1(2) . . ?
C9A C8A C15A 112.1(2) . . ?
C17A C8A C7A 114.0(2) . . ?
C9A C8A C7A 112.5(2) . . ?
C15A C8A C7A 113.4(3) . . ?
C11A C9A C10A 112.8(2) . . ?
C11A C9A C8A 130.3(3) . . ?
C10A C9A C8A 116.9(2) . . ?
C9A C10A C1A 105.4(2) . . ?
C9A C10A C5A 110.6(2) . . ?
C1A C10A C5A 111.8(2) . . ?
C9A C10A H10A 109.6 . . ?
C1A C10A H10A 109.6 . . ?
C5A C10A H10A 109.6 . . ?
C9A C11A C12A 128.3(3) . . ?
C9A C11A C20A 111.0(3) . . ?
C12A C11A C20A 120.7(3) . . ?
C16A C12A C11A 120.7(3) . . ?
C16A C12A C13A 121.7(3) . . ?
C11A C12A C13A 117.5(2) . . ?
O6A C13A C12A 107.5(3) . . ?
O6A C13A C14A 108.7(3) . . ?
C12A C13A C14A 116.1(2) . . ?
O6A C13A H13A 108.1 . . ?
C12A C13A H13A 108.1 . . ?
C14A C13A H13A 108.1 . . ?
O5A C14A C15A 104.3(3) . . ?
O5A C14A C13A 110.8(3) . . ?
C15A C14A C13A 115.9(3) . . ?
O5A C14A H14A 108.5 . . ?
C15A C14A H14A 108.5 . . ?
C13A C14A H14A 108.5 . . ?
C14A C15A C8A 102.3(2) . . ?
C14A C15A H15C 111.3 . . ?
C8A C15A H15C 111.3 . . ?
C14A C15A H15D 111.3 . . ?
C8A C15A H15D 111.3 . . ?
H15C C15A H15D 109.2 . . ?
C12A C16A H16C 120.0 . . ?
C12A C16A H16D 120.0 . . ?
H16C C16A H16D 120.0 . . ?
O4A C17A O5A 121.6(3) . . ?
O4A C17A C8A 129.2(3) . . ?
O5A C17A C8A 109.1(3) . . ?
O2A C18A O3A 120.1(3) . . ?
O2A C18A C5A 126.8(3) . . ?
O3A C18A C5A 113.0(2) . . ?
C4A C19A H19D 109.5 . . ?
C4A C19A H19E 109.5 . . ?
H19D C19A H19E 109.5 . . ?
C4A C19A H19F 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C11A C20A C1A 104.7(2) . . ?
C11A C20A H20C 110.8 . . ?
C1A C20A H20C 110.8 . . ?
C11A C20A H20D 110.8 . . ?
C1A C20A H20D 110.8 . . ?
H20C C20A H20D 108.9 . . ?

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
C18 O3 C2 C3 -57.8(3) . . . . ?
C18 O3 C2 C1 65.9(3) . . . . ?
C10 C1 C2 O3 -55.2(3) . . . . ?
C20 C1 C2 O3 -173.9(2) . . . . ?
C10 C1 C2 C3 60.5(3) . . . . ?
C20 C1 C2 C3 -58.1(3) . . . . ?
O3 C2 C3 O1 -164.9(2) . . . . ?
C1 C2 C3 O1 77.8(3) . . . . ?
O3 C2 C3 C4 66.7(3) . . . . ?
C1 C2 C3 C4 -50.6(3) . . . . ?
O1 C3 C4 C19 94.8(3) . . . . ?
C2 C3 C4 C19 -138.2(2) . . . . ?
O1 C3 C4 C5 -139.9(2) . . . . ?
C2 C3 C4 C5 -12.9(3) . . . . ?
C19 C4 C5 C18 76.1(3) . . . . ?
C3 C4 C5 C18 -48.0(3) . . . . ?
C19 C4 C5 C6 -51.3(3) . . . . ?
C3 C4 C5 C6 -175.3(2) . . . . ?
C19 C4 C5 C10 -171.4(2) . . . . ?
C3 C4 C5 C10 64.5(3) . . . . ?
C18 C5 C6 C7 176.5(3) . . . . ?
C10 C5 C6 C7 61.3(3) . . . . ?
C4 C5 C6 C7 -60.4(3) . . . . ?
C5 C6 C7 C8 -51.0(4) . . . . ?
C6 C7 C8 C9 37.2(4) . . . . ?
C6 C7 C8 C15 164.0(3) . . . . ?
C6 C7 C8 C17 -81.3(3) . . . . ?
C15 C8 C9 C11 11.5(4) . . . . ?
C17 C8 C9 C11 -96.8(3) . . . . ?
C7 C8 C9 C11 139.6(3) . . . . ?
C15 C8 C9 C10 -166.5(2) . . . . ?
C17 C8 C9 C10 85.1(3) . . . . ?
C7 C8 C9 C10 -38.5(3) . . . . ?
C11 C9 C10 C1 -4.4(3) . . . . ?
C8 C9 C10 C1 174.0(2) . . . . ?
C11 C9 C10 C5 -125.9(3) . . . . ?
C8 C9 C10 C5 52.5(3) . . . . ?
C2 C1 C10 C9 -125.5(2) . . . . ?
C20 C1 C10 C9 0.6(3) . . . . ?
C2 C1 C10 C5 -4.9(3) . . . . ?
C20 C1 C10 C5 121.2(2) . . . . ?
C18 C5 C10 C9 176.3(2) . . . . ?
C6 C5 C10 C9 -62.0(3) . . . . ?
C4 C5 C10 C9 62.5(3) . . . . ?
C18 C5 C10 C1 58.8(3) . . . . ?
C6 C5 C10 C1 -179.5(2) . . . . ?
C4 C5 C10 C1 -54.9(3) . . . . ?
C10 C9 C11 C12 -170.8(3) . . . . ?
C8 C9 C11 C12 11.0(5) . . . . ?
C10 C9 C11 C20 6.5(3) . . . . ?
C8 C9 C11 C20 -171.7(3) . . . . ?
C9 C11 C12 C16 -149.9(3) . . . . ?
C20 C11 C12 C16 33.1(4) . . . . ?
C9 C11 C12 C13 38.0(4) . . . . ?
C20 C11 C12 C13 -139.1(3) . . . . ?
C16 C12 C13 O6 8.4(4) . . . . ?
C11 C12 C13 O6 -179.5(2) . . . . ?
C16 C12 C13 C14 130.5(3) . . . . ?
C11 C12 C13 C14 -57.4(3) . . . . ?
C17 O5 C14 C15 20.5(3) . . . . ?
C17 O5 C14 C13 -103.6(3) . . . . ?
O6 C13 C14 O5 -125.2(2) . . . . ?
C12 C13 C14 O5 109.2(3) . . . . ?
O6 C13 C14 C15 118.4(3) . . . . ?
C12 C13 C14 C15 -7.2(4) . . . . ?
O5 C14 C15 C8 -33.7(3) . . . . ?
C13 C14 C15 C8 85.8(3) . . . . ?
C9 C8 C15 C14 -77.2(3) . . . . ?
C17 C8 C15 C14 33.7(3) . . . . ?
C7 C8 C15 C14 155.6(2) . . . . ?
C14 O5 C17 O4 179.4(3) . . . . ?
C14 O5 C17 C8 1.6(3) . . . . ?
C9 C8 C17 O4 -84.8(4) . . . . ?
C15 C8 C17 O4 159.7(3) . . . . ?
C7 C8 C17 O4 37.7(5) . . . . ?
C9 C8 C17 O5 92.9(3) . . . . ?
C15 C8 C17 O5 -22.7(3) . . . . ?
C7 C8 C17 O5 -144.6(3) . . . . ?
C2 O3 C18 O2 175.1(3) . . . . ?
C2 O3 C18 C5 -6.7(3) . . . . ?
C6 C5 C18 O2 7.7(4) . . . . ?
C10 C5 C18 O2 124.3(3) . . . . ?
C4 C5 C18 O2 -119.6(3) . . . . ?
C6 C5 C18 O3 -170.3(3) . . . . ?
C10 C5 C18 O3 -53.7(3) . . . . ?
C4 C5 C18 O3 62.4(3) . . . . ?
C9 C11 C20 C1 -5.7(3) . . . . ?
C12 C11 C20 C1 171.8(2) . . . . ?
C2 C1 C20 C11 121.8(3) . . . . ?
C10 C1 C20 C11 2.8(3) . . . . ?
C18A O3A C2A C3A -59.6(3) . . . . ?
C18A O3A C2A C1A 64.0(3) . . . . ?
C10A C1A C2A O3A -57.6(3) . . . . ?
C20A C1A C2A O3A -176.0(2) . . . . ?
C10A C1A C2A C3A 58.6(3) . . . . ?
C20A C1A C2A C3A -59.9(3) . . . . ?
O3A C2A C3A O1A -173.7(2) . . . . ?
C1A C2A C3A O1A 69.5(3) . . . . ?
O3A C2A C3A C4A 65.0(3) . . . . ?
C1A C2A C3A C4A -51.8(3) . . . . ?
O1A C3A C4A C19A 98.5(3) . . . . ?
C2A C3A C4A C19A -137.0(3) . . . . ?
O1A C3A C4A C5A -135.3(2) . . . . ?
C2A C3A C4A C5A -10.8(3) . . . . ?
C19A C4A C5A C18A 76.4(3) . . . . ?
C3A C4A C5A C18A -48.6(3) . . . . ?
C19A C4A C5A C6A -51.8(4) . . . . ?
C3A C4A C5A C6A -176.8(2) . . . . ?
C19A C4A C5A C10A -171.0(3) . . . . ?
C3A C4A C5A C10A 64.0(3) . . . . ?
C18A C5A C6A C7A 175.8(3) . . . . ?
C10A C5A C6A C7A 61.5(3) . . . . ?
C4A C5A C6A C7A -59.4(3) . . . . ?
C5A C6A C7A C8A -49.5(4) . . . . ?
C6A C7A C8A C17A -81.0(3) . . . . ?
C6A C7A C8A C9A 35.4(3) . . . . ?
C6A C7A C8A C15A 164.0(2) . . . . ?
C17A C8A C9A C11A -95.5(3) . . . . ?
C15A C8A C9A C11A 12.3(4) . . . . ?
C7A C8A C9A C11A 141.6(3) . . . . ?
C17A C8A C9A C10A 85.3(3) . . . . ?
C15A C8A C9A C10A -167.0(2) . . . . ?
C7A C8A C9A C10A -37.7(3) . . . . ?
C11A C9A C10A C1A -5.1(3) . . . . ?
C8A C9A C10A C1A 174.3(2) . . . . ?
C11A C9A C10A C5A -126.1(2) . . . . ?
C8A C9A C10A C5A 53.3(3) . . . . ?
C2A C1A C10A C9A -122.1(2) . . . . ?
C20A C1A C10A C9A 3.5(3) . . . . ?
C2A C1A C10A C5A -1.9(3) . . . . ?
C20A C1A C10A C5A 123.7(2) . . . . ?
C18A C5A C10A C9A 175.2(2) . . . . ?
C6A C5A C10A C9A -63.6(3) . . . . ?
C4A C5A C10A C9A 60.0(3) . . . . ?
C18A C5A C10A C1A 58.1(3) . . . . ?
C6A C5A C10A C1A 179.3(2) . . . . ?
C4A C5A C10A C1A -57.1(3) . . . . ?
C10A C9A C11A C12A -174.7(3) . . . . ?
C8A C9A C11A C12A 6.0(5) . . . . ?
C10A C9A C11A C20A 4.5(3) . . . . ?
C8A C9A C11A C20A -174.7(3) . . . . ?
C9A C11A C12A C16A -144.6(3) . . . . ?
C20A C11A C12A C16A 36.3(4) . . . . ?
C9A C11A C12A C13A 39.6(4) . . . . ?
C20A C11A C12A C13A -139.6(3) . . . . ?
C16A C12A C13A O6A 13.3(4) . . . . ?
C11A C12A C13A O6A -170.9(3) . . . . ?
C16A C12A C13A C14A 135.2(3) . . . . ?
C11A C12A C13A C14A -49.0(4) . . . . ?
C17A O5A C14A C15A 15.3(3) . . . . ?
C17A O5A C14A C13A -110.1(3) . . . . ?
O6A C13A C14A O5A -139.0(2) . . . . ?
C12A C13A C14A O5A 99.8(3) . . . . ?
O6A C13A C14A C15A 102.5(3) . . . . ?
C12A C13A C14A C15A -18.7(4) . . . . ?
O5A C14A C15A C8A -31.1(3) . . . . ?
C13A C14A C15A C8A 90.9(3) . . . . ?
C17A C8A C15A C14A 34.3(3) . . . . ?
C9A C8A C15A C14A -74.4(3) . . . . ?
C7A C8A C15A C14A 156.8(2) . . . . ?
C14A O5A C17A O4A -175.1(3) . . . . ?
C14A O5A C17A C8A 7.5(3) . . . . ?
C9A C8A C17A O4A -88.1(4) . . . . ?
C15A C8A C17A O4A 156.0(3) . . . . ?
C7A C8A C17A O4A 33.9(4) . . . . ?
C9A C8A C17A O5A 89.1(3) . . . . ?
C15A C8A C17A O5A -26.8(3) . . . . ?
C7A C8A C17A O5A -148.9(2) . . . . ?
C2A O3A C18A O2A 179.1(3) . . . . ?
C2A O3A C18A C5A -2.7(4) . . . . ?
C6A C5A C18A O2A 5.0(5) . . . . ?
C10A C5A C18A O2A 120.8(4) . . . . ?
C4A C5A C18A O2A -122.9(4) . . . . ?
C6A C5A C18A O3A -173.0(3) . . . . ?
C10A C5A C18A O3A -57.3(3) . . . . ?
C4A C5A C18A O3A 59.1(4) . . . . ?
C9A C11A C20A C1A -2.0(3) . . . . ?
C12A C11A C20A C1A 177.3(2) . . . . ?
C2A C1A C20A C11A 117.8(3) . . . . ?
C10A C1A C20A C11A -1.1(3) . . . . ?

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
O1 H1 O4A 0.84 2.02 2.849(3) 166.6 2_656
O6 H6 O13 0.84 1.89 2.701(3) 161.9 .
O13 H13D O1A 0.83 2.14 2.961(3) 175.8 2_646
O13 H13E O14 1.05 1.88 2.791(4) 142.8 .
O14 H14D O5 0.90 2.15 3.004(4) 158.8 1_455
O14 H14E O2A 0.80 2.19 2.907(5) 148.9 2_656
O1A H1A O6 0.84 1.93 2.752(3) 164.9 .
O6A H6A O2 0.84 2.12 2.766(3) 133.2 1_454
C13 H13 O6A 1.00 2.62 3.534(4) 152.7 2_646
C1A H1A1 O6 1.00 2.59 3.571(4) 166.8 2_646
C2A H2A O13 1.00 2.63 3.569(4) 155.5 .
C4A H4A O13 1.00 2.66 3.498(4) 141.7 2_656

_refine_diff_density_max         0.661
_refine_diff_density_min         -0.346
_refine_diff_density_rms         0.043

_shelxl_version_number           2013-4

