# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_20240513_lxm_0m_4
_database_code_depnum_ccdc_archive 'CCDC 2368952'
loop_
_audit_author_name
_audit_author_address
'Lanfeng Wei'
;Shihezi University
China
;
_audit_update_record             
;
2024-07-08 deposited with the CCDC.	2025-03-09 downloaded from the CCDC.
;
_audit_creation_date             2024-05-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H26 N2 O3 S'
_chemical_formula_sum            'C21 H26 N2 O3 S'
_chemical_formula_weight         386.50
_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/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                   12.1179(9)
_cell_length_b                   8.1502(6)
_cell_length_c                   20.8037(15)
_cell_angle_alpha                90
_cell_angle_beta                 102.343(2)
_cell_angle_gamma                90
_cell_volume                     2007.2(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6550
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      25.94
_cell_measurement_theta_min      2.69
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.185
_exptl_absorpt_correction_T_max  0.8620
_exptl_absorpt_correction_T_min  0.7037
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
TWINABS-2012/1 (Bruker,2012) was used for absorption correction.

Final HKLF 4 output contains 69072 reflections, Rint = 0.2126
 (22619 with I > 3sig(I), Rint = 0.0938)
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             824
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0938
_diffrn_reflns_av_unetI/netI     0.0496
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4281
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.759
_diffrn_reflns_theta_min         1.796
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3591
_reflns_number_total             4281
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.214
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         4281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1086
_refine_ls_R_factor_gt           0.0880
_refine_ls_restrained_S_all      1.166
_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)+(0.0620P)²+3.0461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1730
_refine_ls_wR_factor_ref         0.1834
_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.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B), C8(H8A,H8B)
2.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18),
 C19(H19), C20(H20), C21(H21)
2.d Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C)
;
_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
S1 S 0.46508(6) 0.60805(9) 0.67127(4) 0.0259(2) Uani 1 1 d . . . . .
O1 O 0.1406(2) 0.4592(3) 0.43585(12) 0.0401(6) Uani 1 1 d . . . . .
O2 O 0.2656(2) 0.3196(3) 0.51515(13) 0.0482(7) Uani 1 1 d . . . . .
O3 O 0.55865(18) 0.7241(3) 0.68558(12) 0.0330(6) Uani 1 1 d . . . . .
N1 N 0.2804(2) 0.5947(3) 0.50003(13) 0.0341(7) Uani 1 1 d . . . . .
N2 N 0.3662(2) 0.6304(3) 0.61379(13) 0.0297(6) Uani 1 1 d . . . . .
C1 C 0.0800(3) 0.3104(5) 0.40770(19) 0.0446(9) Uani 1 1 d . . . . .
C2 C -0.0091(5) 0.3773(6) 0.3518(3) 0.0822(18) Uani 1 1 d . . . . .
H2A H -0.061416 0.447028 0.369535 0.123 Uiso 1 1 calc R U . . .
H2B H -0.050861 0.286168 0.327145 0.123 Uiso 1 1 calc R U . . .
H2C H 0.027143 0.442278 0.322470 0.123 Uiso 1 1 calc R U . . .
C3 C 0.1590(4) 0.2008(6) 0.3801(2) 0.0610(12) Uani 1 1 d . . . . .
H3A H 0.197251 0.265328 0.351594 0.091 Uiso 1 1 calc R U . . .
H3B H 0.115817 0.112187 0.354526 0.091 Uiso 1 1 calc R U . . .
H3C H 0.215390 0.153842 0.416329 0.091 Uiso 1 1 calc R U . . .
C4 C 0.0284(4) 0.2259(7) 0.4581(2) 0.0691(14) Uani 1 1 d . . . . .
H4A H 0.088464 0.182543 0.493234 0.104 Uiso 1 1 calc R U . . .
H4B H -0.019574 0.135552 0.437363 0.104 Uiso 1 1 calc R U . . .
H4C H -0.017321 0.304521 0.476809 0.104 Uiso 1 1 calc R U . . .
C5 C 0.2318(3) 0.4458(5) 0.48625(17) 0.0374(8) Uani 1 1 d . . . . .
C6 C 0.2454(3) 0.7473(4) 0.46482(18) 0.0369(8) Uani 1 1 d . . . . .
H6A H 0.169429 0.781362 0.470208 0.044 Uiso 1 1 calc R U . . .
H6B H 0.244333 0.735687 0.417328 0.044 Uiso 1 1 calc R U . . .
C7 C 0.3348(3) 0.8693(5) 0.49708(19) 0.0422(9) Uani 1 1 d . . . . .
H7A H 0.311362 0.927195 0.533814 0.051 Uiso 1 1 calc R U . . .
H7B H 0.349634 0.951214 0.464822 0.051 Uiso 1 1 calc R U . . .
C8 C 0.4384(3) 0.7634(4) 0.52211(18) 0.0358(8) Uani 1 1 d . . . . .
H8A H 0.492346 0.818879 0.557992 0.043 Uiso 1 1 calc R U . . .
H8B H 0.477376 0.735856 0.486240 0.043 Uiso 1 1 calc R U . . .
C9 C 0.3879(3) 0.6097(4) 0.54734(16) 0.0330(7) Uani 1 1 d . . . . .
H9 H 0.436653 0.511605 0.545403 0.040 Uiso 1 1 calc R U . . .
C10 C 0.5288(2) 0.4101(4) 0.67142(15) 0.0239(6) Uani 1 1 d . . . . .
C11 C 0.4612(3) 0.2745(4) 0.64977(16) 0.0286(7) Uani 1 1 d . . . . .
H11 H 0.382517 0.287373 0.632403 0.034 Uiso 1 1 calc R U . . .
C12 C 0.5104(3) 0.1213(4) 0.65401(16) 0.0304(7) Uani 1 1 d . . . . .
H12 H 0.465565 0.027452 0.639399 0.037 Uiso 1 1 calc R U . . .
C13 C 0.6254(3) 0.1037(4) 0.67957(16) 0.0322(7) Uani 1 1 d . . . . .
H13 H 0.658545 -0.002460 0.683273 0.039 Uiso 1 1 calc R U . . .
C14 C 0.6915(3) 0.2389(4) 0.69954(17) 0.0321(8) Uani 1 1 d . . . . .
H14 H 0.770436 0.226062 0.715968 0.038 Uiso 1 1 calc R U . . .
C15 C 0.6438(3) 0.3941(4) 0.69585(16) 0.0276(7) Uani 1 1 d . . . . .
H15 H 0.689165 0.487789 0.709859 0.033 Uiso 1 1 calc R U . . .
C16 C 0.4019(3) 0.6024(4) 0.74049(15) 0.0274(7) Uani 1 1 d . . . . .
C17 C 0.3013(3) 0.5178(4) 0.73814(19) 0.0375(8) Uani 1 1 d . . . . .
H17 H 0.263597 0.465395 0.698759 0.045 Uiso 1 1 calc R U . . .
C18 C 0.2572(3) 0.5116(5) 0.7941(2) 0.0473(10) Uani 1 1 d . . . . .
H18 H 0.189448 0.452370 0.793440 0.057 Uiso 1 1 calc R U . . .
C19 C 0.3110(3) 0.5910(5) 0.85110(19) 0.0428(9) Uani 1 1 d . . . . .
H19 H 0.279883 0.586984 0.889274 0.051 Uiso 1 1 calc R U . . .
C20 C 0.4100(3) 0.6759(5) 0.85231(18) 0.0440(9) Uani 1 1 d . . . . .
H20 H 0.446705 0.730811 0.891335 0.053 Uiso 1 1 calc R U . . .
C21 C 0.4562(3) 0.6814(5) 0.79674(17) 0.0366(8) Uani 1 1 d . . . . .
H21 H 0.524575 0.739262 0.797607 0.044 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
S1 O3 1.458(2) . ?
S1 N2 1.512(3) . ?
S1 C10 1.789(3) . ?
S1 C16 1.770(3) . ?
O1 C1 1.473(4) . ?
O1 C5 1.355(4) . ?
O2 C5 1.217(4) . ?
N1 C5 1.353(5) . ?
N1 C6 1.460(4) . ?
N1 C9 1.461(4) . ?
N2 C9 1.471(4) . ?
C1 C2 1.509(6) . ?
C1 C3 1.510(6) . ?
C1 C4 1.498(6) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C6 C7 1.517(5) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.521(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.535(5) . ?
C9 H9 1.0000 . ?
C10 C11 1.392(4) . ?
C10 C15 1.383(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.379(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(5) . ?
C13 H13 0.9500 . ?
C13 C14 1.374(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.386(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(5) . ?
C16 C21 1.374(5) . ?
C17 H17 0.9500 . ?
C17 C18 1.381(5) . ?
C18 H18 0.9500 . ?
C18 C19 1.386(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.380(6) . ?
C20 H20 0.9500 . ?
C20 C21 1.389(5) . ?
C21 H21 0.9500 . ?

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
O3 S1 N2 122.25(15) . . ?
O3 S1 C10 105.56(14) . . ?
O3 S1 C16 107.67(15) . . ?
N2 S1 C10 112.29(15) . . ?
N2 S1 C16 103.83(15) . . ?
C16 S1 C10 103.70(14) . . ?
C5 O1 C1 119.7(3) . . ?
C5 N1 C6 126.3(3) . . ?
C5 N1 C9 120.2(3) . . ?
C6 N1 C9 112.9(3) . . ?
C9 N2 S1 117.3(2) . . ?
O1 C1 C2 102.8(3) . . ?
O1 C1 C3 109.6(3) . . ?
O1 C1 C4 110.3(3) . . ?
C2 C1 C3 109.2(4) . . ?
C4 C1 C2 111.7(4) . . ?
C4 C1 C3 112.8(4) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O2 C5 O1 125.6(3) . . ?
O2 C5 N1 124.6(3) . . ?
N1 C5 O1 109.7(3) . . ?
N1 C6 H6A 111.1 . . ?
N1 C6 H6B 111.1 . . ?
N1 C6 C7 103.5(3) . . ?
H6A C6 H6B 109.0 . . ?
C7 C6 H6A 111.1 . . ?
C7 C6 H6B 111.1 . . ?
C6 C7 H7A 111.0 . . ?
C6 C7 H7B 111.0 . . ?
C6 C7 C8 103.8(3) . . ?
H7A C7 H7B 109.0 . . ?
C8 C7 H7A 111.0 . . ?
C8 C7 H7B 111.0 . . ?
C7 C8 H8A 111.2 . . ?
C7 C8 H8B 111.2 . . ?
C7 C8 C9 102.7(3) . . ?
H8A C8 H8B 109.1 . . ?
C9 C8 H8A 111.2 . . ?
C9 C8 H8B 111.2 . . ?
N1 C9 N2 109.3(3) . . ?
N1 C9 C8 101.6(3) . . ?
N1 C9 H9 110.8 . . ?
N2 C9 C8 113.1(3) . . ?
N2 C9 H9 110.8 . . ?
C8 C9 H9 110.8 . . ?
C11 C10 S1 119.4(2) . . ?
C15 C10 S1 119.1(2) . . ?
C15 C10 C11 121.4(3) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 C10 118.7(3) . . ?
C12 C11 H11 120.6 . . ?
C11 C12 H12 119.9 . . ?
C11 C12 C13 120.2(3) . . ?
C13 C12 H12 119.9 . . ?
C12 C13 H13 119.8 . . ?
C14 C13 C12 120.4(3) . . ?
C14 C13 H13 119.8 . . ?
C13 C14 H14 119.8 . . ?
C13 C14 C15 120.4(3) . . ?
C15 C14 H14 119.8 . . ?
C10 C15 C14 118.8(3) . . ?
C10 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C17 C16 S1 120.8(3) . . ?
C21 C16 S1 118.0(3) . . ?
C21 C16 C17 121.2(3) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 C16 118.8(3) . . ?
C18 C17 H17 120.6 . . ?
C17 C18 H18 119.7 . . ?
C17 C18 C19 120.5(4) . . ?
C19 C18 H18 119.7 . . ?
C18 C19 H19 120.1 . . ?
C20 C19 C18 119.9(3) . . ?
C20 C19 H19 120.1 . . ?
C19 C20 H20 119.9 . . ?
C19 C20 C21 120.3(4) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 119.3(3) . . ?
C16 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?

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 N2 C9 N1 165.9(2) . . . . ?
S1 N2 C9 C8 -81.7(3) . . . . ?
S1 C10 C11 C12 -176.0(2) . . . . ?
S1 C10 C15 C14 176.1(2) . . . . ?
S1 C16 C17 C18 177.6(3) . . . . ?
S1 C16 C21 C20 -178.5(3) . . . . ?
O3 S1 N2 C9 69.3(3) . . . . ?
O3 S1 C10 C11 -170.6(3) . . . . ?
O3 S1 C10 C15 12.2(3) . . . . ?
O3 S1 C16 C17 171.8(3) . . . . ?
O3 S1 C16 C21 -9.3(3) . . . . ?
N1 C6 C7 C8 27.0(4) . . . . ?
N2 S1 C10 C11 -35.2(3) . . . . ?
N2 S1 C10 C15 147.7(3) . . . . ?
N2 S1 C16 C17 40.9(3) . . . . ?
N2 S1 C16 C21 -140.2(3) . . . . ?
C1 O1 C5 O2 -5.9(6) . . . . ?
C1 O1 C5 N1 174.2(3) . . . . ?
C5 O1 C1 C2 -176.9(4) . . . . ?
C5 O1 C1 C3 -60.9(4) . . . . ?
C5 O1 C1 C4 63.9(5) . . . . ?
C5 N1 C6 C7 -175.1(3) . . . . ?
C5 N1 C9 N2 -88.5(4) . . . . ?
C5 N1 C9 C8 151.7(3) . . . . ?
C6 N1 C5 O1 -2.8(5) . . . . ?
C6 N1 C5 O2 177.2(4) . . . . ?
C6 N1 C9 N2 100.2(3) . . . . ?
C6 N1 C9 C8 -19.5(4) . . . . ?
C6 C7 C8 C9 -39.1(4) . . . . ?
C7 C8 C9 N1 35.3(3) . . . . ?
C7 C8 C9 N2 -81.7(3) . . . . ?
C9 N1 C5 O1 -172.8(3) . . . . ?
C9 N1 C5 O2 7.2(6) . . . . ?
C9 N1 C6 C7 -4.5(4) . . . . ?
C10 S1 N2 C9 -57.7(3) . . . . ?
C10 S1 C16 C17 -76.6(3) . . . . ?
C10 S1 C16 C21 102.3(3) . . . . ?
C10 C11 C12 C13 0.1(5) . . . . ?
C11 C10 C15 C14 -0.9(5) . . . . ?
C11 C12 C13 C14 -1.4(5) . . . . ?
C12 C13 C14 C15 1.5(5) . . . . ?
C13 C14 C15 C10 -0.4(5) . . . . ?
C15 C10 C11 C12 1.1(5) . . . . ?
C16 S1 N2 C9 -169.0(2) . . . . ?
C16 S1 C10 C11 76.3(3) . . . . ?
C16 S1 C10 C15 -100.9(3) . . . . ?
C16 C17 C18 C19 1.3(6) . . . . ?
C17 C16 C21 C20 0.4(5) . . . . ?
C17 C18 C19 C20 -0.6(6) . . . . ?
C18 C19 C20 C21 -0.3(6) . . . . ?
C19 C20 C21 C16 0.4(6) . . . . ?
C21 C16 C17 C18 -1.3(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_11
_database_code_depnum_ccdc_archive 'CCDC 2368953'
loop_
_audit_author_name
_audit_author_address
'Lanfeng Wei'
;Shihezi University
China
;
_audit_update_record             
;
2024-07-08 deposited with the CCDC.	2025-03-09 downloaded from the CCDC.
;
_audit_creation_date             2024-05-13
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H16 Cl N O2 S'
_chemical_formula_sum            'C20 H16 Cl N O2 S'
_chemical_formula_weight         369.85
_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'
Cl Cl 0.1484 0.1585 '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                   6.2609(4)
_cell_length_b                   21.2544(13)
_cell_length_c                   13.3471(8)
_cell_angle_alpha                90
_cell_angle_beta                 101.420(3)
_cell_angle_gamma                90
_cell_volume                     1740.96(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5384
_cell_measurement_temperature    173.0
_cell_measurement_theta_max      25.64
_cell_measurement_theta_min      2.47
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.353
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6567
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1203 before and 0.0684 after correction.
The Ratio of minimum to maximum transmission is 0.8810.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.411
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0819
_diffrn_reflns_av_unetI/netI     0.0439
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            23549
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.735
_diffrn_reflns_theta_min         2.469
_diffrn_ambient_temperature      173.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2790
_reflns_number_total             3678
_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 V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0043(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     258
_refine_ls_number_reflns         3678
_refine_ls_number_restraints     72
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0605
_refine_ls_restrained_S_all      1.157
_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)+(0.0142P)²+1.9210P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1071
_refine_ls_wR_factor_ref         0.1174
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Rigid body (RIGU) restrains
 C20, C16, C17, C19, C15, C18
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C15A, C17A, C18A, C20A, C16A, C19A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
3. Others
 Sof(C15A)=Sof(C20A)=Sof(H20A)=Sof(C19A)=Sof(H19A)=Sof(C18A)=Sof(H18A)=
 Sof(C17A)=Sof(H17A)=Sof(C16A)=Sof(H16A)=1-FVAR(1)
 Sof(C20)=Sof(H20)=Sof(C19)=Sof(H19)=Sof(C18)=Sof(H18)=Sof(C17)=Sof(H17)=
 Sof(C16)=Sof(H16)=Sof(C15)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
4.b Aromatic/amide H refined with riding coordinates:
 C20A(H20A), C19A(H19A), C18A(H18A), C17A(H17A), C16A(H16A), C20(H20),
 C19(H19), C18(H18), C17(H17), C16(H16), C10(H10), C11(H11), C12(H12), C14(H14),
  C2(H2), C6(H6), C13(H13), C5(H5), C3(H3)
4.c Fitted hexagon refined as free rotating group:
 C15A(C20A,C19A,C18A,C17A,C16A), C20(C19,C18,C17,C16,C15)
;
_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
S1 S 0.47146(12) 0.58808(3) 0.26928(6) 0.0373(2) Uani 1 1 d . . . . .
Cl1 Cl 1.1985(2) 0.24997(6) 0.03749(8) 0.0959(5) Uani 1 1 d . . . . .
O2 O 0.2627(3) 0.55959(9) 0.27168(16) 0.0444(5) Uani 1 1 d . . . . .
O1 O 0.6579(3) 0.46488(9) 0.24382(17) 0.0470(6) Uani 1 1 d . . . . .
N1 N 0.6067(4) 0.56857(11) 0.18876(19) 0.0399(6) Uani 1 1 d . . . . .
C15A C 0.6506(8) 0.58476(19) 0.3865(3) 0.0255(17) Uani 0.496(9) 1 d G . P A 2
C20A C 0.5466(8) 0.5942(3) 0.4682(4) 0.0268(15) Uani 0.496(9) 1 d G . P A 2
H20A H 0.396566 0.605139 0.455827 0.032 Uiso 0.496(9) 1 calc R U P A 2
C19A C 0.6621(9) 0.5875(3) 0.5678(4) 0.0331(17) Uani 0.496(9) 1 d G . P A 2
H19A H 0.590966 0.593885 0.623635 0.040 Uiso 0.496(9) 1 calc R U P A 2
C18A C 0.8815(8) 0.5714(3) 0.5859(3) 0.0317(17) Uani 0.496(9) 1 d G . P A 2
H18A H 0.960462 0.566822 0.654016 0.038 Uiso 0.496(9) 1 calc R U P A 2
C17A C 0.9856(5) 0.5620(3) 0.5043(3) 0.0310(16) Uani 0.496(9) 1 d G . P A 2
H17A H 1.135561 0.551011 0.516588 0.037 Uiso 0.496(9) 1 calc R U P A 2
C16A C 0.8701(7) 0.5687(3) 0.4046(3) 0.0262(14) Uani 0.496(9) 1 d G . P A 2
H16A H 0.941165 0.562265 0.348779 0.031 Uiso 0.496(9) 1 calc R U P A 2
C20 C 0.5087(6) 0.5683(3) 0.4826(4) 0.0285(15) Uani 0.504(9) 1 d G . P A 1
H20 H 0.358576 0.557366 0.469561 0.034 Uiso 0.504(9) 1 calc R U P A 1
C19 C 0.6272(8) 0.5692(3) 0.5824(3) 0.0329(17) Uani 0.504(9) 1 d G . P A 1
H19 H 0.558020 0.558899 0.637488 0.039 Uiso 0.504(9) 1 calc R U P A 1
C18 C 0.8468(8) 0.5851(3) 0.6015(3) 0.0364(18) Uani 0.504(9) 1 d G . P A 1
H18 H 0.927775 0.585746 0.669643 0.044 Uiso 0.504(9) 1 calc R U P A 1
C17 C 0.9480(7) 0.6002(3) 0.5208(3) 0.0388(18) Uani 0.504(9) 1 d G . P A 1
H17 H 1.098088 0.611060 0.533872 0.047 Uiso 0.504(9) 1 calc R U P A 1
C16 C 0.8295(8) 0.5992(3) 0.4211(3) 0.0310(15) Uani 0.504(9) 1 d G . P A 1
H16 H 0.898648 0.609526 0.365945 0.037 Uiso 0.504(9) 1 calc R U P A 1
C15 C 0.6099(7) 0.5833(2) 0.4020(3) 0.0224(16) Uani 0.504(9) 1 d G . P A 1
C9 C 0.4298(5) 0.66930(12) 0.2438(2) 0.0345(7) Uani 1 1 d . . . . .
C8 C 0.6850(5) 0.50767(13) 0.1875(2) 0.0371(7) Uani 1 1 d . . . . .
C10 C 0.5725(5) 0.70386(13) 0.1994(2) 0.0372(7) Uani 1 1 d . . . . .
H10 H 0.697499 0.684651 0.182261 0.045 Uiso 1 1 calc R U . . .
C11 C 0.5301(5) 0.76713(13) 0.1802(2) 0.0413(7) Uani 1 1 d . . . . .
H11 H 0.626821 0.791568 0.149490 0.050 Uiso 1 1 calc R U . . .
C1 C 0.9057(5) 0.43756(14) 0.0893(2) 0.0407(7) Uani 1 1 d . . . . .
C12 C 0.3483(5) 0.79502(14) 0.2052(2) 0.0438(8) Uani 1 1 d . . . . .
H12 H 0.321224 0.838533 0.192292 0.053 Uiso 1 1 calc R U . . .
C14 C 0.2470(5) 0.69639(14) 0.2692(3) 0.0454(8) Uani 1 1 d . . . . .
H14 H 0.150565 0.671924 0.299979 0.054 Uiso 1 1 calc R U . . .
C7 C 0.8126(5) 0.50158(15) 0.1025(3) 0.0473(8) Uani 1 1 d . . . . .
H7A H 0.715765 0.513553 0.037298 0.057 Uiso 1 1 calc R U . . .
H7B H 0.934034 0.532229 0.115335 0.057 Uiso 1 1 calc R U . . .
C2 C 1.1234(5) 0.42538(16) 0.1287(2) 0.0475(8) Uani 1 1 d . . . . .
H2 H 1.210878 0.456861 0.167375 0.057 Uiso 1 1 calc R U . . .
C6 C 0.7804(5) 0.39089(15) 0.0344(2) 0.0487(8) Uani 1 1 d . . . . .
H6 H 0.630633 0.398580 0.007440 0.058 Uiso 1 1 calc R U . . .
C13 C 0.2061(5) 0.75973(15) 0.2491(3) 0.0501(9) Uani 1 1 d . . . . .
H13 H 0.080210 0.778827 0.265496 0.060 Uiso 1 1 calc R U . . .
C4 C 1.0874(6) 0.32291(16) 0.0575(3) 0.0549(10) Uani 1 1 d . . . . .
C5 C 0.8696(6) 0.33314(17) 0.0182(3) 0.0602(10) Uani 1 1 d . . . . .
H5 H 0.782380 0.301164 -0.019359 0.072 Uiso 1 1 calc R U . . .
C3 C 1.2153(5) 0.36800(17) 0.1125(3) 0.0518(9) Uani 1 1 d . . . . .
H3 H 1.365108 0.360086 0.139201 0.062 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
S1 O2 1.446(2) . ?
S1 N1 1.550(3) . ?
S1 C15A 1.737(3) . ?
S1 C15 1.814(4) . ?
S1 C9 1.769(3) . ?
Cl1 C4 1.741(3) . ?
O1 C8 1.213(3) . ?
N1 C8 1.386(3) . ?
C15A C20A 1.3900 . ?
C15A C16A 1.3900 . ?
C20A H20A 0.9500 . ?
C20A C19A 1.3900 . ?
C19A H19A 0.9500 . ?
C19A C18A 1.3900 . ?
C18A H18A 0.9500 . ?
C18A C17A 1.3900 . ?
C17A H17A 0.9500 . ?
C17A C16A 1.3900 . ?
C16A H16A 0.9500 . ?
C20 H20 0.9500 . ?
C20 C19 1.3900 . ?
C20 C15 1.3900 . ?
C19 H19 0.9500 . ?
C19 C18 1.3900 . ?
C18 H18 0.9500 . ?
C18 C17 1.3900 . ?
C17 H17 0.9500 . ?
C17 C16 1.3900 . ?
C16 H16 0.9500 . ?
C16 C15 1.3900 . ?
C9 C10 1.378(4) . ?
C9 C14 1.382(4) . ?
C8 C7 1.518(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(4) . ?
C11 H11 0.9500 . ?
C11 C12 1.382(4) . ?
C1 C7 1.504(4) . ?
C1 C2 1.385(4) . ?
C1 C6 1.381(4) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(4) . ?
C14 H14 0.9500 . ?
C14 C13 1.387(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C2 H2 0.9500 . ?
C2 C3 1.384(5) . ?
C6 H6 0.9500 . ?
C6 C5 1.383(4) . ?
C13 H13 0.9500 . ?
C4 C5 1.378(5) . ?
C4 C3 1.366(5) . ?
C5 H5 0.9500 . ?
C3 H3 0.9500 . ?

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
O2 S1 N1 121.54(13) . . ?
O2 S1 C15A 112.8(2) . . ?
O2 S1 C15 102.36(18) . . ?
O2 S1 C9 108.26(13) . . ?
N1 S1 C15A 105.7(2) . . ?
N1 S1 C15 116.16(19) . . ?
N1 S1 C9 101.98(14) . . ?
C15A S1 C9 104.92(17) . . ?
C9 S1 C15 105.45(17) . . ?
C8 N1 S1 120.1(2) . . ?
C20A C15A S1 112.4(3) . . ?
C20A C15A C16A 120.0 . . ?
C16A C15A S1 127.3(3) . . ?
C15A C20A H20A 120.0 . . ?
C19A C20A C15A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C19A C18A H18A 120.0 . . ?
C17A C18A C19A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C18A C17A C16A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C15A C16A H16A 120.0 . . ?
C17A C16A C15A 120.0 . . ?
C17A C16A H16A 120.0 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C15 120.0 . . ?
C15 C20 H20 120.0 . . ?
C20 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C17 C18 H18 120.0 . . ?
C18 C17 H17 120.0 . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C20 C15 S1 124.5(3) . . ?
C16 C15 S1 115.4(3) . . ?
C16 C15 C20 120.0 . . ?
C10 C9 S1 121.3(2) . . ?
C10 C9 C14 121.5(3) . . ?
C14 C9 S1 117.2(2) . . ?
O1 C8 N1 126.9(3) . . ?
O1 C8 C7 123.9(3) . . ?
N1 C8 C7 109.2(3) . . ?
C9 C10 H10 120.6 . . ?
C9 C10 C11 118.7(3) . . ?
C11 C10 H10 120.6 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(3) . . ?
C12 C11 H11 119.7 . . ?
C2 C1 C7 120.0(3) . . ?
C6 C1 C7 121.3(3) . . ?
C6 C1 C2 118.7(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 120.0 . . ?
C9 C14 H14 120.4 . . ?
C9 C14 C13 119.2(3) . . ?
C13 C14 H14 120.4 . . ?
C8 C7 H7A 108.3 . . ?
C8 C7 H7B 108.3 . . ?
C1 C7 C8 116.0(3) . . ?
C1 C7 H7A 108.3 . . ?
C1 C7 H7B 108.3 . . ?
H7A C7 H7B 107.4 . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 120.9(3) . . ?
C3 C2 H2 119.5 . . ?
C1 C6 H6 119.5 . . ?
C1 C6 C5 121.1(3) . . ?
C5 C6 H6 119.5 . . ?
C12 C13 C14 120.0(3) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C5 C4 Cl1 118.5(3) . . ?
C3 C4 Cl1 119.8(3) . . ?
C3 C4 C5 121.6(3) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 C6 118.7(3) . . ?
C4 C5 H5 120.7 . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.0(3) . . ?
C4 C3 H3 120.5 . . ?

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 N1 C8 O1 1.0(4) . . . . ?
S1 N1 C8 C7 -179.5(2) . . . . ?
S1 C15A C20A C19A 174.3(3) . . . . ?
S1 C15A C16A C17A -173.3(4) . . . . ?
S1 C9 C10 C11 179.3(2) . . . . ?
S1 C9 C14 C13 -179.0(3) . . . . ?
Cl1 C4 C5 C6 179.6(3) . . . . ?
Cl1 C4 C3 C2 -179.2(3) . . . . ?
O2 S1 N1 C8 -63.5(3) . . . . ?
O2 S1 C15A C20A -38.1(3) . . . . ?
O2 S1 C15A C16A 135.7(4) . . . . ?
O2 S1 C15 C20 -12.3(3) . . . . ?
O2 S1 C15 C16 171.1(3) . . . . ?
O2 S1 C9 C10 -155.0(2) . . . . ?
O2 S1 C9 C14 24.3(3) . . . . ?
O1 C8 C7 C1 0.7(4) . . . . ?
N1 S1 C15A C20A -173.1(3) . . . . ?
N1 S1 C15A C16A 0.7(4) . . . . ?
N1 S1 C15 C20 -147.0(3) . . . . ?
N1 S1 C15 C16 36.3(4) . . . . ?
N1 S1 C9 C10 -25.7(3) . . . . ?
N1 S1 C9 C14 153.5(2) . . . . ?
N1 C8 C7 C1 -178.8(2) . . . . ?
C15A S1 N1 C8 66.7(3) . . . . ?
C15A S1 C9 C10 84.3(3) . . . . ?
C15A S1 C9 C14 -96.5(3) . . . . ?
C15A C20A C19A C18A 0.0 . . . . ?
C20A C15A C16A C17A 0.0 . . . . ?
C20A C19A C18A C17A 0.0 . . . . ?
C19A C18A C17A C16A 0.0 . . . . ?
C18A C17A C16A C15A 0.0 . . . . ?
C16A C15A C20A C19A 0.0 . . . . ?
C20 C19 C18 C17 0.0 . . . . ?
C19 C20 C15 S1 -176.5(4) . . . . ?
C19 C20 C15 C16 0.0 . . . . ?
C19 C18 C17 C16 0.0 . . . . ?
C18 C17 C16 C15 0.0 . . . . ?
C17 C16 C15 S1 176.8(3) . . . . ?
C17 C16 C15 C20 0.0 . . . . ?
C15 S1 N1 C8 62.1(3) . . . . ?
C15 S1 C9 C10 96.0(3) . . . . ?
C15 S1 C9 C14 -84.7(3) . . . . ?
C15 C20 C19 C18 0.0 . . . . ?
C9 S1 N1 C8 176.1(2) . . . . ?
C9 S1 C15A C20A 79.6(3) . . . . ?
C9 S1 C15A C16A -106.7(3) . . . . ?
C9 S1 C15 C20 100.9(3) . . . . ?
C9 S1 C15 C16 -75.8(3) . . . . ?
C9 C10 C11 C12 0.1(4) . . . . ?
C9 C14 C13 C12 -0.7(5) . . . . ?
C10 C9 C14 C13 0.2(5) . . . . ?
C10 C11 C12 C13 -0.5(5) . . . . ?
C11 C12 C13 C14 0.8(5) . . . . ?
C1 C2 C3 C4 -0.6(5) . . . . ?
C1 C6 C5 C4 -0.3(6) . . . . ?
C14 C9 C10 C11 0.0(4) . . . . ?
C7 C1 C2 C3 -176.3(3) . . . . ?
C7 C1 C6 C5 176.7(3) . . . . ?
C2 C1 C7 C8 -100.2(4) . . . . ?
C2 C1 C6 C5 -0.4(5) . . . . ?
C6 C1 C7 C8 82.7(4) . . . . ?
C6 C1 C2 C3 0.9(5) . . . . ?
C5 C4 C3 C2 -0.2(6) . . . . ?
C3 C4 C5 C6 0.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
