# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_cb_7-76a
_database_code_depnum_ccdc_archive 'CCDC 1887128'
loop_
_audit_author_name
_audit_author_address
'youliang shao'
;lanzhou university
China
;
_audit_update_record             
;
2018-12-24 deposited with the CCDC.	2020-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-10-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H20 O6 S'
_chemical_formula_sum            'C23 H20 O6 S'
_chemical_formula_weight         424.45
_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 0.0181 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'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   7.2942(5)
_cell_length_b                   11.9371(8)
_cell_length_c                   12.8442(8)
_cell_angle_alpha                108.648(6)
_cell_angle_beta                 92.753(6)
_cell_angle_gamma                98.189(6)
_cell_volume                     1043.63(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3135
_cell_measurement_temperature    296.1(3)
_cell_measurement_theta_max      69.7140
_cell_measurement_theta_min      6.7210
_exptl_absorpt_coefficient_mu    1.701
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58238
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0402
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6336
_diffrn_reflns_theta_full        66.58
_diffrn_reflns_theta_max         66.58
_diffrn_reflns_theta_min         4.41
_diffrn_ambient_temperature      296.1(3)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00   56.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000   57.0000   30.0000 36

#__ type_ start__ end____ width___ exp.time_
  2 omega  -20.00   13.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000   57.0000   30.0000 33

#__ type_ start__ end____ width___ exp.time_
  3 omega  -73.00  -47.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  -57.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
  4 omega  -73.00  -40.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  178.0000  120.0000 33

#__ type_ start__ end____ width___ exp.time_
  5 omega  -84.00  -37.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  178.0000  -90.0000 47

#__ type_ start__ end____ width___ exp.time_
  6 omega  -14.00   70.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
  7 omega   72.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000 -125.0000 -180.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega  -14.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000   60.0000 83

#__ type_ start__ end____ width___ exp.time_
  9 omega   33.00  123.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   56.0000   -4.7858 90

#__ type_ start__ end____ width___ exp.time_
 10 omega  141.00  167.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000   30.0000 26

#__ type_ start__ end____ width___ exp.time_
 11 omega   44.00  114.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   30.0000 70

#__ type_ start__ end____ width___ exp.time_
 12 omega   35.00  142.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000   60.0000 107

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00   93.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000   60.0000 55

#__ type_ start__ end____ width___ exp.time_
 14 omega   50.00  104.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000 -180.0000 54

#__ type_ start__ end____ width___ exp.time_
 15 omega   34.00   80.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000    0.0000 46

#__ type_ start__ end____ width___ exp.time_
 16 omega   48.00   93.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  120.0000 45

#__ type_ start__ end____ width___ exp.time_
 17 omega   74.00  112.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   25.0000    0.0000 38

#__ type_ start__ end____ width___ exp.time_
 18 omega   47.00  105.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -30.0000 58

#__ type_ start__ end____ width___ exp.time_
 19 omega   56.00   94.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000  -60.0000 38

#__ type_ start__ end____ width___ exp.time_
 20 omega   60.00   87.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000   90.0000 27

#__ type_ start__ end____ width___ exp.time_
 21 omega   38.00   74.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000  120.0000 36

#__ type_ start__ end____ width___ exp.time_
 22 omega   37.00   86.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  -60.0000 49

#__ type_ start__ end____ width___ exp.time_
 23 omega   49.00   99.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000 -120.0000 50

#__ type_ start__ end____ width___ exp.time_
 24 omega   45.00  103.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -120.0000 58

#__ type_ start__ end____ width___ exp.time_
 25 omega   44.00  161.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -12.0000   30.0000 117

#__ type_ start__ end____ width___ exp.time_
 26 omega   36.00  113.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   12.0000  -30.0000 77

#__ type_ start__ end____ width___ exp.time_
 27 omega  -10.00   15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  -50.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 28 omega   94.00  128.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   50.0000   90.0000 34
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1745457000
_diffrn_orient_matrix_UB_12      0.0687054000
_diffrn_orient_matrix_UB_13      0.0792161000
_diffrn_orient_matrix_UB_21      0.0106127000
_diffrn_orient_matrix_UB_22      -0.1100682000
_diffrn_orient_matrix_UB_23      0.0365801000
_diffrn_orient_matrix_UB_31      0.1241341000
_diffrn_orient_matrix_UB_32      -0.0474062000
_diffrn_orient_matrix_UB_33      -0.0925860000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3131
_reflns_number_total             3560
_reflns_odcompleteness_completeness 96.25
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.402
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         3560
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0579
_refine_ls_R_factor_gt           0.0523
_refine_ls_restrained_S_all      1.080
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0972P)²+0.1051P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1473
_refine_ls_wR_factor_ref         0.1595
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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.a Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9), C10(H10), C11(H11), C15(H15), C16(H16), C17(H17),
 C18(H18), C19(H19)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C23(H23A,H23B,H23C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
S1 S 0.18402(7) 0.20791(5) 0.45006(4) 0.0428(2) Uani 1 d . . .
O1 O 0.7916(3) 0.3876(2) 0.48875(18) 0.0868(8) Uani 1 d . . .
O2 O 0.72870(19) 0.49345(14) 0.65583(12) 0.0444(4) Uani 1 d . . .
O3 O 0.5128(2) 0.37783(15) 0.80943(13) 0.0547(4) Uani 1 d . . .
O4 O 0.3667(2) 0.52035(14) 0.77971(13) 0.0484(4) Uani 1 d . . .
O5 O 0.0614(3) 0.30118(19) 0.75512(15) 0.0673(5) Uani 1 d . . .
O6 O -0.0865(2) 0.17094(17) 0.59689(15) 0.0576(5) Uani 1 d . . .
C1 C 0.4015(3) 0.27613(18) 0.43935(17) 0.0380(4) Uani 1 d . . .
C2 C 0.4880(3) 0.34837(18) 0.54168(16) 0.0376(4) Uani 1 d . . .
C3 C 0.3723(3) 0.34881(17) 0.62855(17) 0.0360(4) Uani 1 d . . .
C4 C 0.2049(3) 0.27559(18) 0.59115(17) 0.0388(4) Uani 1 d . . .
C5 C 0.4682(3) 0.2532(2) 0.32633(17) 0.0433(5) Uani 1 d . . .
H5A H 0.5741 0.3142 0.3304 0.052 Uiso 1 calc . . R
H5B H 0.3700 0.2602 0.2763 0.052 Uiso 1 calc . . R
C6 C 0.5242(3) 0.13052(19) 0.27983(17) 0.0399(4) Uani 1 d . . .
C7 C 0.6532(3) 0.0936(2) 0.3393(2) 0.0543(6) Uani 1 d . . .
H7 H 0.7041 0.1436 0.4094 0.065 Uiso 1 calc . . R
C8 C 0.7061(4) -0.0169(3) 0.2952(3) 0.0722(8) Uani 1 d . . .
H8 H 0.7936 -0.0400 0.3357 0.087 Uiso 1 calc . . R
C9 C 0.6326(5) -0.0930(3) 0.1931(3) 0.0796(10) Uani 1 d . . .
H9 H 0.6684 -0.1677 0.1646 0.096 Uiso 1 calc . . R
C10 C 0.5045(5) -0.0576(3) 0.1328(3) 0.0783(9) Uani 1 d . . .
H10 H 0.4542 -0.1086 0.0630 0.094 Uiso 1 calc . . R
C11 C 0.4499(4) 0.0544(3) 0.1759(2) 0.0599(6) Uani 1 d . . .
H11 H 0.3636 0.0778 0.1349 0.072 Uiso 1 calc . . R
C12 C 0.6835(3) 0.41109(19) 0.55633(18) 0.0434(5) Uani 1 d . . .
C13 C 0.9236(3) 0.5513(2) 0.67847(19) 0.0454(5) Uani 1 d . . .
H13A H 0.9541 0.5929 0.6263 0.055 Uiso 1 calc . . R
H13B H 1.0040 0.4917 0.6713 0.055 Uiso 1 calc . . R
C14 C 0.9513(3) 0.6382(2) 0.79327(18) 0.0429(5) Uani 1 d . . .
C15 C 1.0266(3) 0.7565(2) 0.8125(2) 0.0569(6) Uani 1 d . . .
H15 H 1.0573 0.7825 0.7536 0.068 Uiso 1 calc . . R
C16 C 1.0569(5) 0.8372(3) 0.9198(3) 0.0797(9) Uani 1 d . . .
H16 H 1.1078 0.9170 0.9325 0.096 Uiso 1 calc . . R
C17 C 1.0120(5) 0.7991(4) 1.0063(3) 0.0884(11) Uani 1 d . . .
H17 H 1.0305 0.8532 1.0779 0.106 Uiso 1 calc . . R
C18 C 0.9394(5) 0.6808(4) 0.9875(3) 0.0862(11) Uani 1 d . . .
H18 H 0.9106 0.6549 1.0467 0.103 Uiso 1 calc . . R
C19 C 0.9091(4) 0.6004(3) 0.8817(2) 0.0610(6) Uani 1 d . . .
H19 H 0.8601 0.5205 0.8696 0.073 Uiso 1 calc . . R
C20 C 0.4272(3) 0.41618(19) 0.74963(17) 0.0384(4) Uani 1 d . . .
C21 C 0.4032(4) 0.5912(3) 0.8954(2) 0.0681(8) Uani 1 d . . .
H21A H 0.3482 0.6623 0.9090 0.102 Uiso 1 calc . . GR
H21B H 0.5352 0.6132 0.9150 0.102 Uiso 1 calc . . GR
H21C H 0.3506 0.5451 0.9390 0.102 Uiso 1 calc . . GR
C22 C 0.0549(3) 0.25233(19) 0.65776(18) 0.0413(5) Uani 1 d . . .
C23 C -0.2422(4) 0.1426(3) 0.6548(3) 0.0723(8) Uani 1 d . . .
H23A H -0.3429 0.0924 0.6024 0.108 Uiso 1 calc . . GR
H23B H -0.2821 0.2154 0.6974 0.108 Uiso 1 calc . . GR
H23C H -0.2050 0.1013 0.7032 0.108 Uiso 1 calc . . GR


_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
S1 C1 1.709(2) . ?
S1 C4 1.721(2) . ?
O1 C12 1.195(3) . ?
O2 C12 1.331(3) . ?
O2 C13 1.461(2) . ?
O3 C20 1.204(3) . ?
O4 C20 1.325(3) . ?
O4 C21 1.445(3) . ?
O5 C22 1.194(3) . ?
O6 C22 1.331(3) . ?
O6 C23 1.446(3) . ?
C1 C2 1.382(3) . ?
C1 C5 1.507(3) . ?
C2 C3 1.430(3) . ?
C2 C12 1.487(3) . ?
C3 C4 1.363(3) . ?
C3 C20 1.508(3) . ?
C4 C22 1.470(3) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.517(3) . ?
C6 C7 1.389(3) . ?
C6 C11 1.384(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.377(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.365(5) . ?
C9 H9 0.9300 . ?
C9 C10 1.380(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.397(4) . ?
C11 H11 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.492(3) . ?
C14 C15 1.379(3) . ?
C14 C19 1.382(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.391(4) . ?
C16 H16 0.9300 . ?
C16 C17 1.365(5) . ?
C17 H17 0.9300 . ?
C17 C18 1.375(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.376(4) . ?
C19 H19 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C4 92.39(10) . . ?
C12 O2 C13 115.00(16) . . ?
C20 O4 C21 116.21(19) . . ?
C22 O6 C23 116.3(2) . . ?
C2 C1 S1 111.20(15) . . ?
C2 C1 C5 130.2(2) . . ?
C5 C1 S1 118.62(16) . . ?
C1 C2 C3 112.35(18) . . ?
C1 C2 C12 121.99(18) . . ?
C3 C2 C12 125.57(18) . . ?
C2 C3 C20 125.44(18) . . ?
C4 C3 C2 112.45(18) . . ?
C4 C3 C20 122.04(18) . . ?
C3 C4 S1 111.59(16) . . ?
C3 C4 C22 126.96(19) . . ?
C22 C4 S1 121.44(16) . . ?
C1 C5 H5A 109.0 . . ?
C1 C5 H5B 109.0 . . ?
C1 C5 C6 113.03(17) . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
C7 C6 C5 120.9(2) . . ?
C11 C6 C5 120.3(2) . . ?
C11 C6 C7 118.8(2) . . ?
C6 C7 H7 119.8 . . ?
C8 C7 C6 120.3(3) . . ?
C8 C7 H7 119.8 . . ?
C7 C8 H8 119.4 . . ?
C9 C8 C7 121.3(3) . . ?
C9 C8 H8 119.4 . . ?
C8 C9 H9 120.4 . . ?
C8 C9 C10 119.1(3) . . ?
C10 C9 H9 120.4 . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.4(3) . . ?
C11 C10 H10 119.8 . . ?
C6 C11 C10 120.0(3) . . ?
C6 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
O1 C12 O2 123.2(2) . . ?
O1 C12 C2 124.3(2) . . ?
O2 C12 C2 112.46(16) . . ?
O2 C13 H13A 110.1 . . ?
O2 C13 H13B 110.1 . . ?
O2 C13 C14 108.11(16) . . ?
H13A C13 H13B 108.4 . . ?
C14 C13 H13A 110.1 . . ?
C14 C13 H13B 110.1 . . ?
C15 C14 C13 120.0(2) . . ?
C15 C14 C19 119.3(2) . . ?
C19 C14 C13 120.6(2) . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(3) . . ?
C16 C15 H15 119.9 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 119.9(3) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 120.0 . . ?
C16 C17 C18 120.0(3) . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 119.8 . . ?
C17 C18 C19 120.4(3) . . ?
C19 C18 H18 119.8 . . ?
C14 C19 H19 119.9 . . ?
C18 C19 C14 120.2(3) . . ?
C18 C19 H19 119.9 . . ?
O3 C20 O4 125.7(2) . . ?
O3 C20 C3 123.40(18) . . ?
O4 C20 C3 110.87(17) . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O5 C22 O6 124.6(2) . . ?
O5 C22 C4 123.3(2) . . ?
O6 C22 C4 112.07(19) . . ?
O6 C23 H23A 109.5 . . ?
O6 C23 H23B 109.5 . . ?
O6 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 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
S1 C1 C2 C3 -1.1(2) . . . . ?
S1 C1 C2 C12 175.56(15) . . . . ?
S1 C1 C5 C6 -75.5(2) . . . . ?
S1 C4 C22 O5 -176.93(19) . . . . ?
S1 C4 C22 O6 3.3(3) . . . . ?
O2 C13 C14 C15 -125.6(2) . . . . ?
O2 C13 C14 C19 57.0(3) . . . . ?
C1 S1 C4 C3 0.53(16) . . . . ?
C1 S1 C4 C22 -179.16(17) . . . . ?
C1 C2 C3 C4 1.6(2) . . . . ?
C1 C2 C3 C20 178.55(17) . . . . ?
C1 C2 C12 O1 -15.2(4) . . . . ?
C1 C2 C12 O2 167.75(18) . . . . ?
C1 C5 C6 C7 -53.9(3) . . . . ?
C1 C5 C6 C11 127.4(2) . . . . ?
C2 C1 C5 C6 106.0(2) . . . . ?
C2 C3 C4 S1 -1.3(2) . . . . ?
C2 C3 C4 C22 178.40(19) . . . . ?
C2 C3 C20 O3 -84.2(3) . . . . ?
C2 C3 C20 O4 96.5(2) . . . . ?
C3 C2 C12 O1 161.0(3) . . . . ?
C3 C2 C12 O2 -16.0(3) . . . . ?
C3 C4 C22 O5 3.4(4) . . . . ?
C3 C4 C22 O6 -176.4(2) . . . . ?
C4 S1 C1 C2 0.37(16) . . . . ?
C4 S1 C1 C5 -178.42(16) . . . . ?
C4 C3 C20 O3 92.5(3) . . . . ?
C4 C3 C20 O4 -86.8(2) . . . . ?
C5 C1 C2 C3 177.47(19) . . . . ?
C5 C1 C2 C12 -5.8(3) . . . . ?
C5 C6 C7 C8 -178.5(2) . . . . ?
C5 C6 C11 C10 178.9(2) . . . . ?
C6 C7 C8 C9 -0.7(4) . . . . ?
C7 C6 C11 C10 0.2(4) . . . . ?
C7 C8 C9 C10 0.8(5) . . . . ?
C8 C9 C10 C11 -0.4(5) . . . . ?
C9 C10 C11 C6 -0.1(5) . . . . ?
C11 C6 C7 C8 0.2(4) . . . . ?
C12 O2 C13 C14 -178.70(18) . . . . ?
C12 C2 C3 C4 -174.99(19) . . . . ?
C12 C2 C3 C20 2.0(3) . . . . ?
C13 O2 C12 O1 -1.9(3) . . . . ?
C13 O2 C12 C2 175.20(17) . . . . ?
C13 C14 C15 C16 -178.4(2) . . . . ?
C13 C14 C19 C18 178.4(3) . . . . ?
C14 C15 C16 C17 0.0(4) . . . . ?
C15 C14 C19 C18 1.0(4) . . . . ?
C15 C16 C17 C18 1.0(5) . . . . ?
C16 C17 C18 C19 -0.9(6) . . . . ?
C17 C18 C19 C14 -0.1(5) . . . . ?
C19 C14 C15 C16 -1.0(4) . . . . ?
C20 C3 C4 S1 -178.37(14) . . . . ?
C20 C3 C4 C22 1.3(3) . . . . ?
C21 O4 C20 O3 -2.0(3) . . . . ?
C21 O4 C20 C3 177.28(19) . . . . ?
C23 O6 C22 O5 0.8(4) . . . . ?
C23 O6 C22 C4 -179.4(2) . . . . ?

_olex2_date_sample_data_collection 2018-10-17
_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_1
_database_code_depnum_ccdc_archive 'CCDC 1887153'
loop_
_audit_author_name
_audit_author_address
'youliang shao'
;lanzhou university
China
;
_audit_update_record             
;
2018-12-24 deposited with the CCDC.	2020-02-13 downloaded from the CCDC.
;
_audit_creation_date             2018-12-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H16 O5 S'
_chemical_formula_sum            'C22 H16 O5 S'
_chemical_formula_weight         417.71
_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'
N N 0.0061 0.0033 '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'
S S 0.1246 0.1234 '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           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   18.903(4)
_cell_length_b                   7.1434(16)
_cell_length_c                   14.656(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.898(4)
_cell_angle_gamma                90
_cell_volume                     1943.4(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3902
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.87
_cell_measurement_theta_min      2.19
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.985
_exptl_absorpt_coefficient_mu    0.197
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.5431
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1202 before and 0.0678 after correction. The Ratio of minimum to maximum transmission is 0.7278. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             835
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0443
_diffrn_reflns_av_unetI/netI     0.0646
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.859
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            12521
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.859
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.336
_diffrn_reflns_theta_min         2.194
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.859
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3564
_reflns_number_total             5496
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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    ?
_refine_diff_density_max         0.814
_refine_diff_density_min         -0.300
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         5496
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1075
_refine_ls_R_factor_gt           0.0780
_refine_ls_restrained_S_all      1.018
_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)+(0.1439P)²+0.8108P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2272
_refine_ls_wR_factor_ref         0.2553
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C19(H19), C21(H21), C17(H17), C6(H6), C3(H3), C18(H18), C4(H4),
 C20(H20), C2(H2)
2.b Idealised Me refined as rotating group:
 C14(H14a,H14b,H14c), C16(H16a,H16b,H16c)
;
_atom_sites_solution_hydrogens   geom
_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
C5 C 0.2708(2) -0.0015(4) -0.1560(2) 0.0588(9) Uani 1 1 d . . . . .
H5 H 0.2275 0.0044 -0.1985 0.071 Uiso 1 1 calc R . . . .
O4 O 0.14481(11) 0.1678(3) 0.45668(15) 0.0567(6) Uani 1 1 d . . . . .
C19 C -0.00641(15) -0.0108(4) 0.1289(2) 0.0477(7) Uani 1 1 d . . . . .
H19 H -0.0533 -0.0154 0.0952 0.057 Uiso 1 1 calc R . . . .
C21 C 0.08619(13) -0.1311(4) 0.24904(16) 0.0406(6) Uani 1 1 d . . . . .
H21 H 0.1010 -0.2173 0.2964 0.049 Uiso 1 1 calc R . . . .
C8 C 0.26761(17) -0.0009(5) 0.1377(2) 0.0603(10) Uani 1 1 d . . . . .
C17 C 0.11012(13) 0.1323(4) 0.15939(16) 0.0406(5) Uani 1 1 d . . . . .
H17 H 0.1411 0.2253 0.1462 0.049 Uiso 1 1 calc R . . . .
O1 O 0.39479(13) -0.0224(4) 0.15797(18) 0.0836(10) Uani 1 1 d . . . . .
S1 S 0.34794(3) 0.00699(10) 0.32278(4) 0.0434(2) Uani 1 1 d . . . . .
C22 C 0.13411(13) 0.0032(3) 0.22943(16) 0.0319(5) Uani 1 1 d . . . . .
C11 C 0.22821(13) 0.0115(3) 0.38045(16) 0.0318(5) Uani 1 1 d . . . . .
O5 O 0.16284(10) -0.1373(3) 0.48008(12) 0.0436(4) Uani 1 1 d . . . . .
C15 C 0.17449(13) 0.0268(3) 0.44308(16) 0.0337(5) Uani 1 1 d . . . . .
C10 C 0.20944(13) 0.0081(3) 0.28221(16) 0.0323(5) Uani 1 1 d . . . . .
O3 O 0.40867(12) 0.0122(3) 0.51875(15) 0.0602(7) Uani 1 1 d . . . . .
O2 O 0.30664(12) 0.0307(3) 0.57431(14) 0.0601(6) Uani 1 1 d . . . . .
C6 C 0.27033(18) -0.0044(4) -0.0617(2) 0.0470(7) Uani 1 1 d . . . . .
H6 H 0.2268 0.0006 -0.0410 0.056 Uiso 1 1 calc R . . . .
C9 C 0.27019(14) 0.0054(3) 0.24147(17) 0.0374(6) Uani 1 1 d . . . . .
C13 C 0.33746(14) 0.0194(4) 0.50998(18) 0.0404(6) Uani 1 1 d . . . . .
C1 C 0.33404(16) -0.0147(4) 0.00151(19) 0.0440(6) Uani 1 1 d . . . . .
C7 C 0.33735(15) -0.0154(4) 0.10450(19) 0.0436(6) Uani 1 1 d . . . . .
C12 C 0.30122(14) 0.0107(3) 0.41228(17) 0.0362(5) Uani 1 1 d . . . . .
C14 C 0.4500(2) 0.0174(6) 0.6124(3) 0.0782(13) Uani 1 1 d . . . . .
H14A H 0.5005 0.0187 0.6104 0.117 Uiso 1 1 calc GR . . . .
H14B H 0.4391 -0.0912 0.6457 0.117 Uiso 1 1 calc GR . . . .
H14C H 0.4379 0.1282 0.6432 0.117 Uiso 1 1 calc GR . . . .
C3 C 0.3994(3) -0.0166(5) -0.1243(3) 0.0775(13) Uani 1 1 d . . . . .
H3 H 0.4430 -0.0199 -0.1451 0.093 Uiso 1 1 calc R . . . .
C16 C 0.11661(17) -0.1331(5) 0.5474(2) 0.0573(8) Uani 1 1 d . . . . .
H16A H 0.0737 -0.0637 0.5229 0.086 Uiso 1 1 calc GR . . . .
H16B H 0.1414 -0.0742 0.6033 0.086 Uiso 1 1 calc GR . . . .
H16C H 0.1039 -0.2587 0.5611 0.086 Uiso 1 1 calc GR . . . .
C18 C 0.04059(15) 0.1234(4) 0.10919(17) 0.0489(7) Uani 1 1 d . . . . .
H18 H 0.0254 0.2090 0.0617 0.059 Uiso 1 1 calc R . . . .
C4 C 0.3356(2) -0.0074(4) -0.1874(2) 0.0670(10) Uani 1 1 d . . . . .
H4 H 0.3358 -0.0052 -0.2508 0.080 Uiso 1 1 calc R . . . .
C20 C 0.01610(13) -0.1380(4) 0.19840(17) 0.0481(7) Uani 1 1 d . . . . .
H20 H -0.0156 -0.2291 0.2117 0.058 Uiso 1 1 calc R . . . .
C2 C 0.3989(2) -0.0210(5) -0.0297(2) 0.0655(10) Uani 1 1 d . . . . .
H2 H 0.4421 -0.0281 0.0128 0.079 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
C5 H5 0.9300 . ?
C5 C6 1.384(4) . ?
C5 C4 1.388(6) . ?
O4 C15 1.188(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.375(4) . ?
C19 C20 1.371(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.387(3) . ?
C21 C20 1.392(3) . ?
C8 C9 1.514(4) . ?
C8 C7 1.493(4) . ?
C17 H17 0.9300 . ?
C17 C22 1.390(3) . ?
C17 C18 1.381(4) . ?
O1 C7 1.214(4) . ?
S1 C9 1.708(3) . ?
S1 C12 1.714(3) . ?
C22 C10 1.487(3) . ?
C11 C15 1.496(3) . ?
C11 C10 1.417(3) . ?
C11 C12 1.371(3) . ?
O5 C15 1.328(3) . ?
O5 C16 1.437(3) . ?
C10 C9 1.391(3) . ?
O3 C13 1.329(3) . ?
O3 C14 1.445(4) . ?
O2 C13 1.201(3) . ?
C6 H6 0.9300 . ?
C6 C1 1.376(4) . ?
C13 C12 1.467(3) . ?
C1 C7 1.499(4) . ?
C1 C2 1.388(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C3 H3 0.9300 . ?
C3 C4 1.376(6) . ?
C3 C2 1.388(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C18 H18 0.9300 . ?
C4 H4 0.9300 . ?
C20 H20 0.9300 . ?
C2 H2 0.9300 . ?

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
C6 C5 H5 119.9 . . ?
C6 C5 C4 120.2(4) . . ?
C4 C5 H5 119.9 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C20 C19 C18 119.7(3) . . ?
C22 C21 H21 119.8 . . ?
C22 C21 C20 120.5(2) . . ?
C20 C21 H21 119.8 . . ?
C7 C8 C9 117.8(3) . . ?
C22 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C18 C17 C22 120.5(2) . . ?
C9 S1 C12 91.96(12) . . ?
C21 C22 C17 118.5(2) . . ?
C21 C22 C10 120.5(2) . . ?
C17 C22 C10 121.0(2) . . ?
C10 C11 C15 123.8(2) . . ?
C12 C11 C15 123.2(2) . . ?
C12 C11 C10 112.9(2) . . ?
C15 O5 C16 115.6(2) . . ?
O4 C15 C11 124.2(2) . . ?
O4 C15 O5 124.1(2) . . ?
O5 C15 C11 111.7(2) . . ?
C11 C10 C22 124.1(2) . . ?
C9 C10 C22 124.3(2) . . ?
C9 C10 C11 111.6(2) . . ?
C13 O3 C14 116.5(3) . . ?
C5 C6 H6 119.9 . . ?
C1 C6 C5 120.3(3) . . ?
C1 C6 H6 119.9 . . ?
C8 C9 S1 124.2(2) . . ?
C10 C9 C8 124.0(2) . . ?
C10 C9 S1 111.82(19) . . ?
O3 C13 C12 111.7(2) . . ?
O2 C13 O3 124.0(2) . . ?
O2 C13 C12 124.2(2) . . ?
C6 C1 C7 122.9(3) . . ?
C6 C1 C2 119.6(3) . . ?
C2 C1 C7 117.4(3) . . ?
C8 C7 C1 117.2(3) . . ?
O1 C7 C8 122.0(3) . . ?
O1 C7 C1 120.8(3) . . ?
C11 C12 S1 111.77(18) . . ?
C11 C12 C13 125.9(2) . . ?
C13 C12 S1 122.29(19) . . ?
O3 C14 H14A 109.5 . . ?
O3 C14 H14B 109.5 . . ?
O3 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C4 C3 H3 120.0 . . ?
C4 C3 C2 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
O5 C16 H16A 109.5 . . ?
O5 C16 H16B 109.5 . . ?
O5 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C5 C4 H4 120.1 . . ?
C3 C4 C5 119.7(3) . . ?
C3 C4 H4 120.1 . . ?
C19 C20 C21 120.2(2) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
C1 C2 C3 120.2(4) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 H2 119.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
