# 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_20170331
_database_code_depnum_ccdc_archive 'CCDC 2113590'
loop_
_audit_author_name
_audit_author_address
'Yang Geng'
;Zhengzhou Railway Vocational and Technical College
China
;
_audit_update_record             
;
2021-10-02 deposited with the CCDC.	2022-07-27 downloaded from the CCDC.
;
_audit_creation_date             2017-03-22
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H12 O2 S'
_chemical_formula_sum            'C20 H12 O2 S'
_chemical_formula_weight         316.36
_chemical_melting_point          ?
_chemical_oxdiff_formula         C19H12O4N2S1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.3023(5)
_cell_length_b                   9.0644(7)
_cell_length_c                   10.6356(10)
_cell_angle_alpha                99.420(7)
_cell_angle_beta                 93.883(6)
_cell_angle_gamma                108.503(7)
_cell_volume                     742.63(11)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2082
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.5080
_cell_measurement_theta_min      4.0940
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.225
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95029
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.415
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0298
_diffrn_reflns_av_unetI/netI     0.0491
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.846
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6559
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.846
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.264
_diffrn_reflns_theta_min         3.395
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.846
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -25.00   24.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.3317  -99.0000  120.0000 49

#__ type_ start__ end____ width___ exp.time_
  2 omega  -25.00   24.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      -15.3317  -99.0000    0.0000 49

#__ type_ start__ end____ width___ exp.time_
  3 omega  -49.00   35.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0661  -57.0000   90.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega   -1.00   57.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0661   37.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
  5 omega  -48.00   35.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0661  -57.0000 -150.0000 83

#__ type_ start__ end____ width___ exp.time_
  6 omega  -49.00   34.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -       18.0661  -57.0000  -30.0000 83
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0036699000
_diffrn_orient_matrix_UB_12      0.0105659000
_diffrn_orient_matrix_UB_13      -0.0646220000
_diffrn_orient_matrix_UB_21      0.0330647000
_diffrn_orient_matrix_UB_22      0.0834596000
_diffrn_orient_matrix_UB_23      0.0215726000
_diffrn_orient_matrix_UB_31      0.0845401000
_diffrn_orient_matrix_UB_32      -0.0020234000
_diffrn_orient_matrix_UB_33      -0.0018859000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2603
_reflns_number_total             3428
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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         0.217
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         3428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0467
_refine_ls_restrained_S_all      1.040
_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)+(0.0453P)²+0.0923P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1001
_refine_ls_wR_factor_ref         0.1144
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C13(H13), C14(H14), C17(H17),
 C18(H18), C19(H19), C20(H20)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
C1 C -0.0481(3) 0.2634(2) 0.5977(2) 0.0498(5) Uani 1 1 d . . . . .
H1 H -0.0464 0.2650 0.6854 0.060 Uiso 1 1 calc R . . . .
C2 C -0.1747(3) 0.3006(3) 0.5327(2) 0.0568(6) Uani 1 1 d . . . . .
H2 H -0.2577 0.3272 0.5767 0.068 Uiso 1 1 calc R . . . .
C3 C -0.1783(3) 0.2985(3) 0.4029(2) 0.0561(6) Uani 1 1 d . . . . .
H3 H -0.2647 0.3226 0.3593 0.067 Uiso 1 1 calc R . . . .
C4 C -0.0543(2) 0.2607(3) 0.3370(2) 0.0477(5) Uani 1 1 d . . . . .
H4 H -0.0569 0.2602 0.2494 0.057 Uiso 1 1 calc R . . . .
C5 C 0.0739(2) 0.2235(2) 0.40156(18) 0.0368(4) Uani 1 1 d . . . . .
C6 C 0.0774(2) 0.2234(2) 0.53319(18) 0.0377(4) Uani 1 1 d . . . . .
C7 C 0.2079(3) 0.1772(2) 0.59953(19) 0.0442(5) Uani 1 1 d . . . . .
H7 H 0.2110 0.1833 0.6879 0.053 Uiso 1 1 calc R . . . .
C8 C 0.3228(3) 0.1268(2) 0.54073(19) 0.0447(5) Uani 1 1 d . . . . .
H8 H 0.4079 0.1061 0.5890 0.054 Uiso 1 1 calc R . . . .
C9 C 0.3161(2) 0.1040(2) 0.40201(19) 0.0390(4) Uani 1 1 d . . . . .
C10 C 0.2143(2) 0.1881(2) 0.33294(17) 0.0355(4) Uani 1 1 d . . . . .
C11 C 0.4035(2) 0.2816(2) 0.16600(17) 0.0350(4) Uani 1 1 d . . . . .
C12 C 0.2722(2) 0.1429(2) 0.12352(18) 0.0385(4) Uani 1 1 d . . . . .
C13 C 0.2575(3) 0.0481(3) 0.00259(19) 0.0468(5) Uani 1 1 d . . . . .
H13 H 0.1663 -0.0460 -0.0246 0.056 Uiso 1 1 calc R . . . .
C14 C 0.3810(3) 0.0978(3) -0.07437(19) 0.0486(5) Uani 1 1 d . . . . .
H14 H 0.3738 0.0354 -0.1546 0.058 Uiso 1 1 calc R . . . .
C15 C 0.5190(2) 0.2410(2) -0.03555(18) 0.0408(5) Uani 1 1 d . . . . .
C16 C 0.5321(2) 0.3373(2) 0.08799(17) 0.0361(4) Uani 1 1 d . . . . .
C17 C 0.6680(2) 0.4822(2) 0.1250(2) 0.0436(5) Uani 1 1 d . . . . .
H17 H 0.6775 0.5449 0.2055 0.052 Uiso 1 1 calc R . . . .
C18 C 0.7861(3) 0.5315(3) 0.0440(2) 0.0520(5) Uani 1 1 d . . . . .
H18 H 0.8745 0.6281 0.0690 0.062 Uiso 1 1 calc R . . . .
C19 C 0.7745(3) 0.4370(3) -0.0768(2) 0.0545(6) Uani 1 1 d . . . . .
H19 H 0.8556 0.4713 -0.1313 0.065 Uiso 1 1 calc R . . . .
C20 C 0.6466(3) 0.2966(3) -0.1150(2) 0.0505(5) Uani 1 1 d . . . . .
H20 H 0.6422 0.2351 -0.1951 0.061 Uiso 1 1 calc R . . . .
O1 O 0.38830(18) 0.02415(17) 0.34052(14) 0.0537(4) Uani 1 1 d . . . . .
O2 O 0.14958(15) 0.10167(16) 0.20521(12) 0.0426(3) Uani 1 1 d . . . . .
S1 S 0.38208(6) 0.37836(6) 0.31854(4) 0.03797(16) Uani 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
C1 H1 0.9300 . ?
C1 C2 1.378(3) . ?
C1 C6 1.394(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.375(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.382(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.386(3) . ?
C5 C6 1.399(3) . ?
C5 C10 1.507(2) . ?
C6 C7 1.458(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.332(3) . ?
C8 H8 0.9300 . ?
C8 C9 1.451(3) . ?
C9 C10 1.531(3) . ?
C9 O1 1.218(2) . ?
C10 O2 1.426(2) . ?
C10 S1 1.8784(19) . ?
C11 C12 1.360(3) . ?
C11 C16 1.414(2) . ?
C11 S1 1.7621(18) . ?
C12 C13 1.399(2) . ?
C12 O2 1.384(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.366(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.408(3) . ?
C15 C16 1.430(2) . ?
C15 C20 1.419(3) . ?
C16 C17 1.408(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.367(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.401(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.352(3) . ?
C20 H20 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
C2 C1 H1 119.7 . . ?
C2 C1 C6 120.7(2) . . ?
C6 C1 H1 119.7 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.09(19) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.8 . . ?
C2 C3 C4 120.4(2) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C4 C5 C6 120.03(17) . . ?
C4 C5 C10 120.99(18) . . ?
C6 C5 C10 118.94(17) . . ?
C1 C6 C5 118.83(19) . . ?
C1 C6 C7 121.26(19) . . ?
C5 C6 C7 119.88(17) . . ?
C6 C7 H7 118.2 . . ?
C8 C7 C6 123.68(19) . . ?
C8 C7 H7 118.2 . . ?
C7 C8 H8 119.8 . . ?
C7 C8 C9 120.49(19) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 C10 116.85(16) . . ?
O1 C9 C8 123.22(19) . . ?
O1 C9 C10 119.92(18) . . ?
C5 C10 C9 115.51(16) . . ?
C5 C10 S1 109.92(13) . . ?
C9 C10 S1 103.32(12) . . ?
O2 C10 C5 110.93(15) . . ?
O2 C10 C9 109.97(15) . . ?
O2 C10 S1 106.59(12) . . ?
C12 C11 C16 120.82(16) . . ?
C12 C11 S1 111.97(13) . . ?
C16 C11 S1 127.13(15) . . ?
C11 C12 C13 122.46(18) . . ?
C11 C12 O2 116.35(16) . . ?
O2 C12 C13 121.17(17) . . ?
C12 C13 H13 121.0 . . ?
C14 C13 C12 118.10(19) . . ?
C14 C13 H13 121.0 . . ?
C13 C14 H14 119.1 . . ?
C13 C14 C15 121.78(18) . . ?
C15 C14 H14 119.1 . . ?
C14 C15 C16 119.61(18) . . ?
C14 C15 C20 122.75(18) . . ?
C20 C15 C16 117.63(19) . . ?
C11 C16 C15 117.22(17) . . ?
C17 C16 C11 123.41(17) . . ?
C17 C16 C15 119.36(17) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.66(19) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.9 . . ?
C17 C18 C19 120.2(2) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.6 . . ?
C20 C19 C18 120.7(2) . . ?
C20 C19 H19 119.6 . . ?
C15 C20 H20 119.3 . . ?
C19 C20 C15 121.43(19) . . ?
C19 C20 H20 119.3 . . ?
C12 O2 C10 110.49(13) . . ?
C11 S1 C10 87.66(8) . . ?

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
C1 C2 C3 C4 -0.7(3) . . . . ?
C1 C6 C7 C8 174.9(2) . . . . ?
C2 C1 C6 C5 0.8(3) . . . . ?
C2 C1 C6 C7 -177.36(19) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C3 C4 C5 C10 -177.64(19) . . . . ?
C4 C5 C6 C1 -1.0(3) . . . . ?
C4 C5 C6 C7 177.20(18) . . . . ?
C4 C5 C10 C9 -163.20(18) . . . . ?
C4 C5 C10 O2 -37.2(2) . . . . ?
C4 C5 C10 S1 80.4(2) . . . . ?
C5 C6 C7 C8 -3.2(3) . . . . ?
C5 C10 O2 C12 146.60(15) . . . . ?
C5 C10 S1 C11 -143.28(14) . . . . ?
C6 C1 C2 C3 0.0(3) . . . . ?
C6 C5 C10 C9 18.8(2) . . . . ?
C6 C5 C10 O2 144.78(17) . . . . ?
C6 C5 C10 S1 -97.60(18) . . . . ?
C6 C7 C8 C9 -4.5(3) . . . . ?
C7 C8 C9 C10 19.1(3) . . . . ?
C7 C8 C9 O1 -161.8(2) . . . . ?
C8 C9 C10 C5 -25.7(2) . . . . ?
C8 C9 C10 O2 -152.17(16) . . . . ?
C8 C9 C10 S1 94.37(16) . . . . ?
C9 C10 O2 C12 -84.38(18) . . . . ?
C9 C10 S1 C11 92.91(12) . . . . ?
C10 C5 C6 C1 177.06(17) . . . . ?
C10 C5 C6 C7 -4.8(3) . . . . ?
C11 C12 C13 C14 0.3(3) . . . . ?
C11 C12 O2 C10 -18.3(2) . . . . ?
C11 C16 C17 C18 -178.34(18) . . . . ?
C12 C11 C16 C15 -0.8(3) . . . . ?
C12 C11 C16 C17 177.99(18) . . . . ?
C12 C11 S1 C10 13.88(14) . . . . ?
C12 C13 C14 C15 -0.8(3) . . . . ?
C13 C12 O2 C10 163.52(17) . . . . ?
C13 C14 C15 C16 0.5(3) . . . . ?
C13 C14 C15 C20 -178.59(19) . . . . ?
C14 C15 C16 C11 0.4(3) . . . . ?
C14 C15 C16 C17 -178.49(18) . . . . ?
C14 C15 C20 C19 177.8(2) . . . . ?
C15 C16 C17 C18 0.4(3) . . . . ?
C16 C11 C12 C13 0.5(3) . . . . ?
C16 C11 C12 O2 -177.71(15) . . . . ?
C16 C11 S1 C10 -169.45(17) . . . . ?
C16 C15 C20 C19 -1.3(3) . . . . ?
C16 C17 C18 C19 -0.9(3) . . . . ?
C17 C18 C19 C20 0.2(3) . . . . ?
C18 C19 C20 C15 0.9(3) . . . . ?
C20 C15 C16 C11 179.46(16) . . . . ?
C20 C15 C16 C17 0.6(3) . . . . ?
O1 C9 C10 C5 155.18(17) . . . . ?
O1 C9 C10 O2 28.7(2) . . . . ?
O1 C9 C10 S1 -84.76(19) . . . . ?
O2 C10 S1 C11 -22.98(12) . . . . ?
O2 C12 C13 C14 178.45(17) . . . . ?
S1 C10 O2 C12 26.96(17) . . . . ?
S1 C11 C12 C13 177.38(15) . . . . ?
S1 C11 C12 O2 -0.8(2) . . . . ?
S1 C11 C16 C15 -177.21(13) . . . . ?
S1 C11 C16 C17 1.6(3) . . . . ?

_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_201709177
_database_code_depnum_ccdc_archive 'CCDC 2113591'
loop_
_audit_author_name
_audit_author_address
'Yang Geng'
;Zhengzhou Railway Vocational and Technical College
China
;
_audit_update_record             
;
2021-10-02 deposited with the CCDC.	2022-07-27 downloaded from the CCDC.
;
_audit_creation_date             2017-09-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H12 O2 S2'
_chemical_formula_sum            'C20 H12 O2 S2'
_chemical_formula_weight         348.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         C38H41N2O2S2
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'

_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/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.1135(4)
_cell_length_b                   6.4959(3)
_cell_length_c                   26.5272(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.726(4)
_cell_angle_gamma                90
_cell_volume                     1568.65(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2028
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.2930
_cell_measurement_theta_min      5.0550
_shelx_estimated_absorpt_T_max   0.685
_shelx_estimated_absorpt_T_min   0.601
_exptl_absorpt_coefficient_mu    3.150
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85699
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            5782
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.076
_diffrn_reflns_theta_max         67.076
_diffrn_reflns_theta_min         5.062
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -104.00  -28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -37.0000   30.0000 76

#__ type_ start__ end____ width___ exp.time_
  2 omega  -24.00   37.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000 -150.0000 61

#__ type_ start__ end____ width___ exp.time_
  3 omega   18.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  -30.0000 46

#__ type_ start__ end____ width___ exp.time_
  4 omega   18.00   59.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -37.0000   60.0000 41

#__ type_ start__ end____ width___ exp.time_
  5 omega  -19.00   11.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -37.0000   60.0000 30

#__ type_ start__ end____ width___ exp.time_
  6 omega   35.00   78.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734 -116.0000  107.0000 43

#__ type_ start__ end____ width___ exp.time_
  7 omega   58.00  110.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000   90.0000 52

#__ type_ start__ end____ width___ exp.time_
  8 omega   71.00  100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   77.0000  150.0000 29

#__ type_ start__ end____ width___ exp.time_
  9 omega   69.00   99.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
 10 omega   51.00   84.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -30.0000 33

#__ type_ start__ end____ width___ exp.time_
 11 omega   44.00   91.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 47

#__ type_ start__ end____ width___ exp.time_
 12 omega  100.00  128.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 28

#__ type_ start__ end____ width___ exp.time_
 13 omega   89.00  151.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000  -90.0000 62

#__ type_ start__ end____ width___ exp.time_
 14 omega   52.00  107.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 55

#__ type_ start__ end____ width___ exp.time_
 15 omega   40.00  107.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -120.0000 67

#__ type_ start__ end____ width___ exp.time_
 16 omega   39.00   84.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 45

#__ type_ start__ end____ width___ exp.time_
 17 omega   60.00   86.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
 18 omega   44.00  109.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000    0.0000 65

#__ type_ start__ end____ width___ exp.time_
 19 omega  132.00  169.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000  -60.0000 37

#__ type_ start__ end____ width___ exp.time_
 20 omega   53.00   90.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 37

#__ type_ start__ end____ width___ exp.time_
 21 omega  131.00  163.00   1.0000    2.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000   60.0000 32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0242708000
_diffrn_orient_matrix_UB_12      0.1135995000
_diffrn_orient_matrix_UB_13      0.0507154000
_diffrn_orient_matrix_UB_21      -0.0318265000
_diffrn_orient_matrix_UB_22      0.2066907000
_diffrn_orient_matrix_UB_23      -0.0267231000
_diffrn_orient_matrix_UB_31      -0.1644906000
_diffrn_orient_matrix_UB_32      -0.0233615000
_diffrn_orient_matrix_UB_33      0.0098093000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2327
_reflns_number_total             2786
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         2786
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0613
_refine_ls_R_factor_gt           0.0520
_refine_ls_restrained_S_all      1.097
_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)+(0.0611P)²+1.0766P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1350
_refine_ls_wR_factor_ref         0.1427
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(S1) = Uanis(S1A)
Uanis(S2) = Uanis(S2A)
Uanis(O2) = Uanis(O2A)
Uanis(O1) = Uanis(O1A)
3. Others
 Sof(O1A)=Sof(O2A)=Sof(S1A)=Sof(S2A)=1-FVAR(1)
 Sof(O1)=Sof(O2)=Sof(S1)=Sof(S2)=FVAR(1)
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_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
C1 C 0.7044(3) 0.7704(5) 0.40509(11) 0.0347(7) Uani 1 1 d . . . . .
C2 C 0.5678(3) 0.7186(6) 0.43326(13) 0.0465(8) Uani 1 1 d . . . . .
C3 C 0.5766(4) 0.7537(6) 0.48699(15) 0.0531(10) Uani 1 1 d . . . . .
H3 H 0.499(5) 0.755(7) 0.5032(17) 0.064 Uiso 1 1 d R . . . .
C4 C 0.7058(4) 0.7700(6) 0.51269(13) 0.0490(9) Uani 1 1 d . . . . .
H4 H 0.712(4) 0.790(6) 0.5501(15) 0.059 Uiso 1 1 d R . . . .
C5 C 0.8440(4) 0.7599(5) 0.48871(12) 0.0375(7) Uani 1 1 d . . . . .
C6 C 0.8468(3) 0.7505(4) 0.43583(11) 0.0328(6) Uani 1 1 d . . . . .
C7 C 0.9785(3) 0.7376(5) 0.41258(13) 0.0396(7) Uani 1 1 d . . . . .
H7 H 0.984(4) 0.730(6) 0.3786(14) 0.047 Uiso 1 1 d R . . . .
C8 C 1.1101(4) 0.7334(6) 0.44141(15) 0.0482(9) Uani 1 1 d . . . . .
H8 H 1.188(5) 0.722(7) 0.4270(15) 0.058 Uiso 1 1 d R . . . .
C9 C 1.1084(4) 0.7415(5) 0.49307(15) 0.0483(9) Uani 1 1 d . . . . .
H9 H 1.186(5) 0.735(6) 0.5133(15) 0.058 Uiso 1 1 d R . . . .
C10 C 0.9791(4) 0.7550(5) 0.51659(13) 0.0453(8) Uani 1 1 d . . . . .
H10 H 0.974(4) 0.755(6) 0.5523(15) 0.054 Uiso 1 1 d R . . . .
C11 C 0.5429(3) 0.8602(5) 0.30435(11) 0.0358(7) Uani 1 1 d . . . . .
C12 C 0.6317(3) 0.6957(5) 0.31604(11) 0.0365(7) Uani 1 1 d . . . . .
C13 C 0.6544(4) 0.5378(5) 0.28000(13) 0.0431(8) Uani 1 1 d . . . . .
H13 H 0.714(4) 0.411(6) 0.2938(13) 0.052 Uiso 1 1 d R . . . .
C14 C 0.5834(4) 0.5462(6) 0.23376(13) 0.0463(8) Uani 1 1 d . . . . .
H14 H 0.604(4) 0.430(6) 0.2095(14) 0.056 Uiso 1 1 d R . . . .
C15 C 0.4882(3) 0.7124(6) 0.21999(11) 0.0391(7) Uani 1 1 d . . . . .
C16 C 0.4694(3) 0.8724(5) 0.25544(11) 0.0364(7) Uani 1 1 d . . . . .
C17 C 0.3755(4) 1.0377(6) 0.24086(12) 0.0455(8) Uani 1 1 d . . . . .
H17 H 0.368(4) 1.156(7) 0.2614(14) 0.055 Uiso 1 1 d R . . . .
C18 C 0.3022(4) 1.0412(7) 0.19461(13) 0.0513(9) Uani 1 1 d . . . . .
H18 H 0.242(4) 1.166(7) 0.1858(15) 0.062 Uiso 1 1 d R . . . .
C19 C 0.3196(4) 0.8785(7) 0.16030(13) 0.0506(9) Uani 1 1 d . . . . .
H19 H 0.261(4) 0.886(7) 0.1290(15) 0.061 Uiso 1 1 d R . . . .
C20 C 0.4112(4) 0.7216(6) 0.17256(12) 0.0458(8) Uani 1 1 d . . . . .
H20 H 0.424(4) 0.615(7) 0.1532(15) 0.055 Uiso 1 1 d R . . . .
O1 O 0.7143(2) 0.6563(4) 0.36031(8) 0.0379(5) Uani 0.9559(15) 1 d . . P A 1
O1A O 0.715(5) 0.832(8) 0.3600(17) 0.0379(5) Uani 0.0441(15) 1 d . . P A 2
O2 O 0.4602(3) 0.6479(6) 0.41017(11) 0.0676(9) Uani 0.9559(15) 1 d . . P A 1
O2A O 0.458(6) 0.829(13) 0.407(3) 0.0676(9) Uani 0.0441(15) 1 d . . P A 2
S1 S 0.69456(9) 1.05233(13) 0.39081(3) 0.0391(2) Uani 0.9559(15) 1 d . . P A 1
S1A S 0.6896(19) 0.447(3) 0.3916(6) 0.0391(2) Uani 0.0441(15) 1 d . . P A 2
S2 S 0.50310(9) 1.05501(14) 0.34819(3) 0.0444(3) Uani 0.9559(15) 1 d . . P A 1
S2A S 0.498(2) 0.448(3) 0.3501(7) 0.0444(3) Uani 0.0441(15) 1 d . . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.520(4) . ?
C1 C6 1.505(4) . ?
C1 O1 1.407(4) . ?
C1 O1A 1.27(5) . ?
C1 S1 1.871(3) . ?
C1 S1A 2.137(19) . ?
C2 C3 1.442(5) . ?
C2 O2 1.221(4) . ?
C2 O2A 1.39(7) . ?
C3 H3 0.85(4) . ?
C3 C4 1.337(6) . ?
C4 H4 1.00(4) . ?
C4 C5 1.439(5) . ?
C5 C6 1.405(4) . ?
C5 C10 1.406(4) . ?
C6 C7 1.378(4) . ?
C7 H7 0.91(4) . ?
C7 C8 1.391(5) . ?
C8 H8 0.83(4) . ?
C8 C9 1.372(5) . ?
C9 H9 0.87(4) . ?
C9 C10 1.362(5) . ?
C10 H10 0.95(4) . ?
C11 C12 1.367(5) . ?
C11 C16 1.434(4) . ?
C11 S2 1.768(3) . ?
C12 C13 1.424(5) . ?
C12 O1 1.388(4) . ?
C12 O1A 1.62(5) . ?
C12 S2A 2.24(2) . ?
C13 H13 1.04(4) . ?
C13 C14 1.361(5) . ?
C14 H14 1.01(4) . ?
C14 C15 1.422(5) . ?
C15 C16 1.418(4) . ?
C15 C20 1.413(4) . ?
C16 C17 1.415(5) . ?
C17 H17 0.95(4) . ?
C17 C18 1.369(5) . ?
C18 H18 1.00(4) . ?
C18 C19 1.409(5) . ?
C19 H19 0.97(4) . ?
C19 C20 1.348(5) . ?
C20 H20 0.87(4) . ?
S1 S2 2.0337(11) . ?
S1A S2A 2.02(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 S1 106.5(2) . . ?
C2 C1 S1A 79.5(5) . . ?
C6 C1 C2 114.8(3) . . ?
C6 C1 S1 103.0(2) . . ?
C6 C1 S1A 93.0(5) . . ?
O1 C1 C2 112.7(3) . . ?
O1 C1 C6 108.9(2) . . ?
O1 C1 S1 110.4(2) . . ?
O1A C1 C2 130(2) . . ?
O1A C1 C6 116(2) . . ?
O1A C1 S1A 99(2) . . ?
C3 C2 C1 116.3(3) . . ?
O2 C2 C1 119.6(3) . . ?
O2 C2 C3 124.1(3) . . ?
O2A C2 C1 103(3) . . ?
O2A C2 C3 114(3) . . ?
C2 C3 H3 120(3) . . ?
C4 C3 C2 121.5(3) . . ?
C4 C3 H3 118(3) . . ?
C3 C4 H4 122(2) . . ?
C3 C4 C5 122.6(3) . . ?
C5 C4 H4 116(2) . . ?
C6 C5 C4 120.1(3) . . ?
C6 C5 C10 117.8(3) . . ?
C10 C5 C4 122.1(3) . . ?
C5 C6 C1 118.7(3) . . ?
C7 C6 C1 120.7(3) . . ?
C7 C6 C5 120.5(3) . . ?
C6 C7 H7 122(2) . . ?
C6 C7 C8 120.1(3) . . ?
C8 C7 H7 117(2) . . ?
C7 C8 H8 119(3) . . ?
C9 C8 C7 119.9(3) . . ?
C9 C8 H8 121(3) . . ?
C8 C9 H9 125(3) . . ?
C10 C9 C8 120.7(3) . . ?
C10 C9 H9 115(3) . . ?
C5 C10 H10 116(2) . . ?
C9 C10 C5 121.0(3) . . ?
C9 C10 H10 123(2) . . ?
C12 C11 C16 119.6(3) . . ?
C12 C11 S2 123.2(2) . . ?
C16 C11 S2 117.0(2) . . ?
C11 C12 C13 120.9(3) . . ?
C11 C12 O1 128.8(3) . . ?
C11 C12 O1A 89.4(17) . . ?
C11 C12 S2A 109.1(5) . . ?
C13 C12 O1A 142.8(17) . . ?
C13 C12 S2A 81.4(5) . . ?
O1 C12 C13 110.2(3) . . ?
O1A C12 S2A 110.5(19) . . ?
C12 C13 H13 115(2) . . ?
C14 C13 C12 119.9(3) . . ?
C14 C13 H13 124(2) . . ?
C13 C14 H14 117(2) . . ?
C13 C14 C15 121.4(3) . . ?
C15 C14 H14 122(2) . . ?
C16 C15 C14 118.6(3) . . ?
C20 C15 C14 122.2(3) . . ?
C20 C15 C16 119.3(3) . . ?
C15 C16 C11 119.6(3) . . ?
C17 C16 C11 122.6(3) . . ?
C17 C16 C15 117.8(3) . . ?
C16 C17 H17 121(2) . . ?
C18 C17 C16 121.4(3) . . ?
C18 C17 H17 117(2) . . ?
C17 C18 H18 118(2) . . ?
C17 C18 C19 120.1(4) . . ?
C19 C18 H18 122(2) . . ?
C18 C19 H19 116(3) . . ?
C20 C19 C18 120.0(3) . . ?
C20 C19 H19 124(3) . . ?
C15 C20 H20 115(3) . . ?
C19 C20 C15 121.5(3) . . ?
C19 C20 H20 124(3) . . ?
C12 O1 C1 124.3(2) . . ?
C1 O1A C12 117(4) . . ?
C1 S1 S2 98.77(10) . . ?
S2A S1A C1 97.7(9) . . ?
C11 S2 S1 99.33(10) . . ?
S1A S2A C12 75.5(8) . . ?

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
C1 C2 C3 C4 -19.4(6) . . . . ?
C1 C6 C7 C8 175.6(3) . . . . ?
C2 C1 C6 C5 -22.1(4) . . . . ?
C2 C1 C6 C7 162.3(3) . . . . ?
C2 C1 O1 C12 76.0(4) . . . . ?
C2 C1 O1A C12 -52(4) . . . . ?
C2 C1 S1 S2 -60.3(2) . . . . ?
C2 C3 C4 C5 1.8(6) . . . . ?
C3 C4 C5 C6 5.8(6) . . . . ?
C3 C4 C5 C10 -173.0(4) . . . . ?
C4 C5 C6 C1 5.4(4) . . . . ?
C4 C5 C6 C7 -179.0(3) . . . . ?
C4 C5 C10 C9 178.7(3) . . . . ?
C5 C6 C7 C8 0.1(5) . . . . ?
C6 C1 C2 C3 28.7(4) . . . . ?
C6 C1 C2 O2 -150.0(4) . . . . ?
C6 C1 C2 O2A 155(3) . . . . ?
C6 C1 O1 C12 -155.4(3) . . . . ?
C6 C1 O1A C12 129(2) . . . . ?
C6 C1 S1 S2 178.47(17) . . . . ?
C6 C5 C10 C9 -0.1(5) . . . . ?
C6 C7 C8 C9 0.2(5) . . . . ?
C7 C8 C9 C10 -0.4(5) . . . . ?
C8 C9 C10 C5 0.4(5) . . . . ?
C10 C5 C6 C1 -175.8(3) . . . . ?
C10 C5 C6 C7 -0.2(4) . . . . ?
C11 C12 C13 C14 -2.2(5) . . . . ?
C11 C12 O1 C1 9.5(5) . . . . ?
C11 C12 O1A C1 116(3) . . . . ?
C11 C16 C17 C18 -177.4(3) . . . . ?
C12 C11 C16 C15 0.8(5) . . . . ?
C12 C11 C16 C17 179.8(3) . . . . ?
C12 C11 S2 S1 31.4(3) . . . . ?
C12 C13 C14 C15 1.3(5) . . . . ?
C13 C12 O1 C1 -172.8(3) . . . . ?
C13 C12 O1A C1 -97(4) . . . . ?
C13 C14 C15 C16 0.6(5) . . . . ?
C13 C14 C15 C20 -178.7(3) . . . . ?
C14 C15 C16 C11 -1.7(4) . . . . ?
C14 C15 C16 C17 179.3(3) . . . . ?
C14 C15 C20 C19 179.0(3) . . . . ?
C15 C16 C17 C18 1.6(5) . . . . ?
C16 C11 C12 C13 1.1(5) . . . . ?
C16 C11 C12 O1 178.6(3) . . . . ?
C16 C11 C12 O1A 158.3(18) . . . . ?
C16 C11 C12 S2A -90.2(5) . . . . ?
C16 C11 S2 S1 -152.7(2) . . . . ?
C16 C15 C20 C19 -0.3(5) . . . . ?
C16 C17 C18 C19 -0.2(6) . . . . ?
C17 C18 C19 C20 -1.6(6) . . . . ?
C18 C19 C20 C15 1.8(6) . . . . ?
C20 C15 C16 C11 177.7(3) . . . . ?
C20 C15 C16 C17 -1.3(5) . . . . ?
O1 C1 C2 C3 154.1(3) . . . . ?
O1 C1 C2 O2 -24.5(5) . . . . ?
O1 C1 C6 C5 -149.5(3) . . . . ?
O1 C1 C6 C7 34.9(4) . . . . ?
O1 C1 S1 S2 62.34(19) . . . . ?
O1 C12 C13 C14 179.9(3) . . . . ?
O1A C1 C2 C3 -150(3) . . . . ?
O1A C1 C2 O2A -24(5) . . . . ?
O1A C1 C6 C5 156(3) . . . . ?
O1A C1 C6 C7 -19(3) . . . . ?
O1A C12 C13 C14 -142(3) . . . . ?
O2 C2 C3 C4 159.2(4) . . . . ?
O2A C2 C3 C4 -140(3) . . . . ?
S1 C1 C2 C3 -84.6(3) . . . . ?
S1 C1 C2 O2 96.7(4) . . . . ?
S1 C1 C6 C5 93.2(3) . . . . ?
S1 C1 C6 C7 -82.4(3) . . . . ?
S1 C1 O1 C12 -43.0(3) . . . . ?
S1A C1 C2 C3 117.1(5) . . . . ?
S1A C1 C2 O2A -117(3) . . . . ?
S1A C1 C6 C5 -101.9(5) . . . . ?
S1A C1 C6 C7 82.5(6) . . . . ?
S1A C1 O1A C12 32(3) . . . . ?
S2 C11 C12 C13 176.9(2) . . . . ?
S2 C11 C12 O1 -5.6(5) . . . . ?
S2 C11 C16 C15 -175.2(2) . . . . ?
S2 C11 C16 C17 3.7(4) . . . . ?
S2A C12 C13 C14 105.0(5) . . . . ?
S2A C12 O1A C1 6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
