# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_20241112_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2469617'
loop_
_audit_author_name
_audit_author_address
'Shoulei Wang'
;Fujian Normal University
China
;
_audit_update_record             
;
2025-07-03 deposited with the CCDC.	2025-11-19 downloaded from the CCDC.
;
_audit_creation_date             2024-11-12
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H18 Cl N O4 S'
_chemical_formula_sum            'C23 H18 Cl N O4 S'
_chemical_formula_weight         439.89
_chemical_absolute_configuration unk
_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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.6438(3)
_cell_length_b                   14.6790(6)
_cell_length_c                   18.3334(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2057.07(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5378
_cell_measurement_temperature    297.00
_cell_measurement_theta_max      67.99
_cell_measurement_theta_min      3.86
_shelx_estimated_absorpt_T_max   0.560
_shelx_estimated_absorpt_T_min   0.435
_exptl_absorpt_coefficient_mu    2.854
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5953
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0970 before and 0.0758 after correction.
The Ratio of minimum to maximum transmission is 0.7905.
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    1.420
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14439
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.269
_diffrn_reflns_theta_min         3.858
_diffrn_ambient_temperature      297.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.737
_reflns_Friedel_fraction_full    0.997
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                3337
_reflns_number_total             3745
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1258 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.009(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         3745
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0423
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      1.038
_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)+(0.0438P)²+0.0907P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0862
_refine_ls_wR_factor_ref         0.0910
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B)
2.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C20(H20), C16(H16), C1(H1), C22(H22), C21(H21), C2(H2), C15(H15),
 C14(H14), C13(H13), C4(H4), C5(H5)
;
_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
S1 S 0.54106(10) 0.36852(5) 0.80782(4) 0.0425(2) Uani 1 1 d . . . . .
Cl1 Cl 0.80449(19) -0.06438(9) 0.40588(6) 0.0904(4) Uani 1 1 d . . . . .
O4 O 0.4422(3) 0.33993(15) 0.86916(12) 0.0523(6) Uani 1 1 d . . . . .
O3 O 0.4671(3) 0.35778(16) 0.73680(12) 0.0549(6) Uani 1 1 d . . . . .
N1 N 0.7259(3) 0.31130(18) 0.80730(15) 0.0461(6) Uani 1 1 d . . . . .
O1 O 0.9530(5) 0.3150(2) 0.59822(15) 0.0835(9) Uani 1 1 d . . . . .
O2 O 0.9823(3) 0.3817(2) 0.83914(14) 0.0698(8) Uani 1 1 d . . . . .
C17 C 0.7090(4) 0.4504(2) 0.94677(17) 0.0467(8) Uani 1 1 d . . . . .
C18 C 0.6772(4) 0.5129(2) 0.88399(16) 0.0416(7) Uani 1 1 d . . . . .
C19 C 0.6019(4) 0.4833(2) 0.81824(15) 0.0393(7) Uani 1 1 d . . . . .
C12 C 0.7817(5) 0.3633(3) 0.93968(17) 0.0524(8) Uani 1 1 d . . . . .
C9 C 0.8309(5) 0.3203(3) 0.73930(18) 0.0521(8) Uani 1 1 d . . . . .
H9 H 0.785915 0.371413 0.710481 0.062 Uiso 1 1 calc R U . . .
C23 C 0.7172(5) 0.6048(2) 0.8896(2) 0.0509(8) Uani 1 1 d . . . . .
H23 H 0.765084 0.626913 0.932759 0.061 Uiso 1 1 calc R U . . .
C7 C 0.8830(5) 0.2440(3) 0.61745(19) 0.0539(9) Uani 1 1 d . . . . .
C8 C 0.8196(5) 0.2339(3) 0.69462(19) 0.0563(9) Uani 1 1 d . . . . .
H8A H 0.888030 0.186902 0.718489 0.068 Uiso 1 1 calc R U . . .
H8B H 0.698808 0.213614 0.693720 0.068 Uiso 1 1 calc R U . . .
C6 C 0.8613(4) 0.1665(3) 0.56595(17) 0.0481(8) Uani 1 1 d . . . . .
C20 C 0.5743(5) 0.5422(2) 0.76068(18) 0.0510(8) Uani 1 1 d . . . . .
H20 H 0.526761 0.520960 0.717200 0.061 Uiso 1 1 calc R U . . .
C16 C 0.6591(5) 0.4805(3) 1.01593(19) 0.0573(9) Uani 1 1 d . . . . .
H16 H 0.612217 0.538492 1.021626 0.069 Uiso 1 1 calc R U . . .
C1 C 0.7992(5) 0.0818(3) 0.58790(19) 0.0592(10) Uani 1 1 d . . . . .
H1 H 0.767806 0.073030 0.636400 0.071 Uiso 1 1 calc R U . . .
C22 C 0.6876(5) 0.6641(3) 0.8327(2) 0.0583(9) Uani 1 1 d . . . . .
H22 H 0.715036 0.725431 0.837953 0.070 Uiso 1 1 calc R U . . .
C11 C 0.8507(5) 0.3254(3) 0.86912(19) 0.0554(9) Uani 1 1 d . . . . .
H11 H 0.904321 0.266331 0.880015 0.066 Uiso 1 1 calc R U . . .
C21 C 0.6179(5) 0.6332(3) 0.7683(2) 0.0579(9) Uani 1 1 d . . . . .
H21 H 0.600057 0.673397 0.729762 0.070 Uiso 1 1 calc R U . . .
C2 C 0.7831(6) 0.0105(3) 0.53947(19) 0.0635(10) Uani 1 1 d . . . . .
H2 H 0.742898 -0.046048 0.554984 0.076 Uiso 1 1 calc R U . . .
C15 C 0.6790(6) 0.4244(3) 1.07606(19) 0.0712(12) Uani 1 1 d . . . . .
H15 H 0.646854 0.445674 1.121946 0.085 Uiso 1 1 calc R U . . .
C14 C 0.7452(7) 0.3383(3) 1.0690(2) 0.0751(13) Uani 1 1 d . . . . .
H14 H 0.753791 0.300184 1.109392 0.090 Uiso 1 1 calc R U . . .
C13 C 0.7989(6) 0.3088(3) 1.0013(2) 0.0676(11) Uani 1 1 d . . . . .
H13 H 0.847845 0.251066 0.996639 0.081 Uiso 1 1 calc R U . . .
C3 C 0.8276(5) 0.0247(3) 0.46784(19) 0.0578(9) Uani 1 1 d . . . . .
C4 C 0.8898(6) 0.1078(3) 0.44447(19) 0.0649(11) Uani 1 1 d . . . . .
H4 H 0.919129 0.116299 0.395700 0.078 Uiso 1 1 calc R U . . .
C5 C 0.9086(6) 0.1785(3) 0.49343(18) 0.0600(10) Uani 1 1 d . . . . .
H5 H 0.952959 0.234200 0.477887 0.072 Uiso 1 1 calc R U . . .
C10 C 1.0120(5) 0.3442(4) 0.7682(2) 0.0771(13) Uani 1 1 d . . . . .
H10A H 1.084919 0.290259 0.771187 0.093 Uiso 1 1 calc R U . . .
H10B H 1.068734 0.388396 0.736766 0.093 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 O4 1.418(2) . ?
S1 O3 1.428(2) . ?
S1 N1 1.644(3) . ?
S1 C19 1.758(3) . ?
Cl1 C3 1.742(4) . ?
N1 C9 1.489(4) . ?
N1 C11 1.496(4) . ?
O1 C7 1.223(4) . ?
O2 C11 1.413(5) . ?
O2 C10 1.430(4) . ?
C17 C18 1.492(5) . ?
C17 C12 1.400(5) . ?
C17 C16 1.396(5) . ?
C18 C19 1.404(4) . ?
C18 C23 1.388(5) . ?
C19 C20 1.381(4) . ?
C12 C11 1.503(5) . ?
C12 C13 1.390(5) . ?
C9 H9 0.9800 . ?
C9 C8 1.512(5) . ?
C9 C10 1.523(6) . ?
C23 H23 0.9300 . ?
C23 C22 1.377(5) . ?
C7 C8 1.503(5) . ?
C7 C6 1.488(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C6 C1 1.391(5) . ?
C6 C5 1.389(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.383(5) . ?
C16 H16 0.9300 . ?
C16 C15 1.384(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.378(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.373(5) . ?
C11 H11 0.9800 . ?
C21 H21 0.9300 . ?
C2 H2 0.9300 . ?
C2 C3 1.373(5) . ?
C15 H15 0.9300 . ?
C15 C14 1.368(6) . ?
C14 H14 0.9300 . ?
C14 C13 1.378(6) . ?
C13 H13 0.9300 . ?
C3 C4 1.378(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.379(6) . ?
C5 H5 0.9300 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 S1 O3 118.63(15) . . ?
O4 S1 N1 108.14(14) . . ?
O4 S1 C19 109.77(14) . . ?
O3 S1 N1 106.18(15) . . ?
O3 S1 C19 108.04(15) . . ?
N1 S1 C19 105.24(14) . . ?
C9 N1 S1 115.0(2) . . ?
C9 N1 C11 106.2(3) . . ?
C11 N1 S1 118.2(2) . . ?
C11 O2 C10 104.0(3) . . ?
C12 C17 C18 123.7(3) . . ?
C16 C17 C18 117.5(3) . . ?
C16 C17 C12 118.8(3) . . ?
C19 C18 C17 122.6(3) . . ?
C23 C18 C17 120.3(3) . . ?
C23 C18 C19 117.1(3) . . ?
C18 C19 S1 119.9(2) . . ?
C20 C19 S1 118.5(2) . . ?
C20 C19 C18 121.7(3) . . ?
C17 C12 C11 123.8(3) . . ?
C13 C12 C17 119.2(3) . . ?
C13 C12 C11 116.9(3) . . ?
N1 C9 H9 109.3 . . ?
N1 C9 C8 110.4(3) . . ?
N1 C9 C10 102.7(3) . . ?
C8 C9 H9 109.3 . . ?
C8 C9 C10 115.7(3) . . ?
C10 C9 H9 109.3 . . ?
C18 C23 H23 119.3 . . ?
C22 C23 C18 121.4(3) . . ?
C22 C23 H23 119.3 . . ?
O1 C7 C8 119.8(3) . . ?
O1 C7 C6 121.1(3) . . ?
C6 C7 C8 119.1(3) . . ?
C9 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
C7 C8 C9 114.1(3) . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C1 C6 C7 122.6(3) . . ?
C5 C6 C7 118.8(4) . . ?
C5 C6 C1 118.6(3) . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.4(3) . . ?
C21 C20 H20 120.3 . . ?
C17 C16 H16 119.8 . . ?
C15 C16 C17 120.4(4) . . ?
C15 C16 H16 119.8 . . ?
C6 C1 H1 119.2 . . ?
C2 C1 C6 121.5(3) . . ?
C2 C1 H1 119.2 . . ?
C23 C22 H22 119.7 . . ?
C21 C22 C23 120.5(3) . . ?
C21 C22 H22 119.7 . . ?
N1 C11 C12 118.7(3) . . ?
N1 C11 H11 107.4 . . ?
O2 C11 N1 103.9(3) . . ?
O2 C11 C12 111.6(3) . . ?
O2 C11 H11 107.4 . . ?
C12 C11 H11 107.4 . . ?
C20 C21 H21 120.1 . . ?
C22 C21 C20 119.9(3) . . ?
C22 C21 H21 120.1 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.6(4) . . ?
C3 C2 H2 120.7 . . ?
C16 C15 H15 119.5 . . ?
C14 C15 C16 121.0(4) . . ?
C14 C15 H15 119.5 . . ?
C15 C14 H14 120.5 . . ?
C15 C14 C13 119.1(4) . . ?
C13 C14 H14 120.5 . . ?
C12 C13 H13 119.2 . . ?
C14 C13 C12 121.5(4) . . ?
C14 C13 H13 119.2 . . ?
C2 C3 Cl1 119.0(3) . . ?
C2 C3 C4 121.2(4) . . ?
C4 C3 Cl1 119.8(3) . . ?
C3 C4 H4 120.0 . . ?
C3 C4 C5 120.0(3) . . ?
C5 C4 H4 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.0(4) . . ?
C4 C5 H5 120.0 . . ?
O2 C10 C9 105.1(3) . . ?
O2 C10 H10A 110.7 . . ?
O2 C10 H10B 110.7 . . ?
C9 C10 H10A 110.7 . . ?
C9 C10 H10B 110.7 . . ?
H10A C10 H10B 108.8 . . ?

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
S1 N1 C9 C8 -106.1(3) . . . . ?
S1 N1 C9 C10 130.0(3) . . . . ?
S1 N1 C11 O2 -103.7(3) . . . . ?
S1 N1 C11 C12 20.9(4) . . . . ?
S1 C19 C20 C21 178.7(3) . . . . ?
Cl1 C3 C4 C5 -179.9(3) . . . . ?
O4 S1 N1 C9 169.2(2) . . . . ?
O4 S1 N1 C11 -64.0(3) . . . . ?
O4 S1 C19 C18 48.6(3) . . . . ?
O4 S1 C19 C20 -131.5(3) . . . . ?
O3 S1 N1 C9 40.9(3) . . . . ?
O3 S1 N1 C11 167.7(3) . . . . ?
O3 S1 C19 C18 179.4(2) . . . . ?
O3 S1 C19 C20 -0.8(3) . . . . ?
N1 S1 C19 C18 -67.5(3) . . . . ?
N1 S1 C19 C20 112.3(3) . . . . ?
N1 C9 C8 C7 165.6(3) . . . . ?
N1 C9 C10 O2 -22.5(4) . . . . ?
O1 C7 C8 C9 7.1(5) . . . . ?
O1 C7 C6 C1 173.1(4) . . . . ?
O1 C7 C6 C5 -5.4(6) . . . . ?
C17 C18 C19 S1 0.1(4) . . . . ?
C17 C18 C19 C20 -179.7(3) . . . . ?
C17 C18 C23 C22 -179.4(3) . . . . ?
C17 C12 C11 N1 -63.7(5) . . . . ?
C17 C12 C11 O2 57.0(5) . . . . ?
C17 C12 C13 C14 0.4(6) . . . . ?
C17 C16 C15 C14 -1.0(7) . . . . ?
C18 C17 C12 C11 5.5(6) . . . . ?
C18 C17 C12 C13 -177.2(3) . . . . ?
C18 C17 C16 C15 177.6(4) . . . . ?
C18 C19 C20 C21 -1.5(5) . . . . ?
C18 C23 C22 C21 -0.3(5) . . . . ?
C19 S1 N1 C9 -73.5(2) . . . . ?
C19 S1 N1 C11 53.3(3) . . . . ?
C19 C18 C23 C22 -1.2(5) . . . . ?
C19 C20 C21 C22 -0.2(6) . . . . ?
C12 C17 C18 C19 44.7(5) . . . . ?
C12 C17 C18 C23 -137.3(4) . . . . ?
C12 C17 C16 C15 -0.9(6) . . . . ?
C9 N1 C11 O2 27.3(3) . . . . ?
C9 N1 C11 C12 151.9(3) . . . . ?
C23 C18 C19 S1 -178.0(3) . . . . ?
C23 C18 C19 C20 2.2(5) . . . . ?
C23 C22 C21 C20 1.1(6) . . . . ?
C7 C6 C1 C2 -178.9(4) . . . . ?
C7 C6 C5 C4 -179.9(4) . . . . ?
C8 C9 C10 O2 -142.8(3) . . . . ?
C8 C7 C6 C1 -6.0(5) . . . . ?
C8 C7 C6 C5 175.4(3) . . . . ?
C6 C7 C8 C9 -173.7(3) . . . . ?
C6 C1 C2 C3 -0.9(7) . . . . ?
C16 C17 C18 C19 -133.8(4) . . . . ?
C16 C17 C18 C23 44.3(5) . . . . ?
C16 C17 C12 C11 -176.1(3) . . . . ?
C16 C17 C12 C13 1.2(6) . . . . ?
C16 C15 C14 C13 2.6(8) . . . . ?
C1 C6 C5 C4 1.5(6) . . . . ?
C1 C2 C3 Cl1 -179.0(3) . . . . ?
C1 C2 C3 C4 1.0(7) . . . . ?
C11 N1 C9 C8 121.2(3) . . . . ?
C11 N1 C9 C10 -2.7(4) . . . . ?
C11 O2 C10 C9 40.8(4) . . . . ?
C11 C12 C13 C14 177.9(4) . . . . ?
C2 C3 C4 C5 0.1(7) . . . . ?
C15 C14 C13 C12 -2.3(7) . . . . ?
C13 C12 C11 N1 119.0(4) . . . . ?
C13 C12 C11 O2 -120.3(4) . . . . ?
C3 C4 C5 C6 -1.4(6) . . . . ?
C5 C6 C1 C2 -0.3(6) . . . . ?
C10 O2 C11 N1 -42.1(4) . . . . ?
C10 O2 C11 C12 -171.1(3) . . . . ?
C10 C9 C8 C7 -78.4(4) . . . . ?

_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_20241206_sy287_0m
_database_code_depnum_ccdc_archive 'CCDC 2469619'
loop_
_audit_author_name
_audit_author_address
'Shoulei Wang'
;Fujian Normal University
China
;
_audit_update_record             
;
2025-07-03 deposited with the CCDC.	2025-11-19 downloaded from the CCDC.
;
_audit_creation_date             2024-12-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H22 N2 O3 S'
_chemical_formula_sum            'C28 H22 N2 O3 S'
_chemical_formula_weight         466.53
_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'
N N 0.0311 0.0180 '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/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                   11.1193(3)
_cell_length_b                   13.9049(3)
_cell_length_c                   15.0854(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.5100(10)
_cell_angle_gamma                90
_cell_volume                     2293.26(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9847
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      68.29
_cell_measurement_theta_min      5.15
_shelx_estimated_absorpt_T_max   0.771
_shelx_estimated_absorpt_T_min   0.504
_exptl_absorpt_coefficient_mu    1.528
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6225
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0823 before and 0.0636 after correction.
The Ratio of minimum to maximum transmission is 0.8266.
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    1.351
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            33970
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.300
_diffrn_reflns_theta_min         5.146
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_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                3808
_reflns_number_total             4197
_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 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.332
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.041
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         4197
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0441P)²+0.8073P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0895
_refine_ls_wR_factor_ref         0.0926
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C13(H13), C20(H20)
2.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C11(H11), C4(H4), C1(H1), C8(H8), C18(H18), C10(H10), C2(H2A), C3(H3),
  C15(H15), C24(H24), C9(H9), C17(H17), C16(H16), C25(H25), C28(H28), C26(H26),
 C27(H27)
;
_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 0.31238(3) 0.37384(2) 0.51665(2) 0.03067(11) Uani 1 1 d . . . . .
O2 O 0.20024(10) 0.39074(8) 0.45537(7) 0.0392(3) Uani 1 1 d . . . . .
O1 O 0.41155(10) 0.33212(8) 0.48160(7) 0.0399(3) Uani 1 1 d . . . . .
N1 N 0.35825(11) 0.47854(9) 0.56182(8) 0.0319(3) Uani 1 1 d . . . . .
N2 N 0.40066(12) 0.48961(10) 0.72570(9) 0.0417(3) Uani 1 1 d . . . . .
H2 H 0.448854 0.488586 0.777227 0.050 Uiso 1 1 calc R U . . .
O3 O 0.11270(12) 0.70635(10) 0.50628(12) 0.0693(4) Uani 1 1 d . . . . .
C5 C 0.54437(13) 0.39736(11) 0.65666(9) 0.0321(3) Uani 1 1 d . . . . .
C7 C 0.37973(14) 0.27731(11) 0.67571(10) 0.0346(3) Uani 1 1 d . . . . .
C14 C 0.27596(15) 0.49963(11) 0.72391(11) 0.0390(3) Uani 1 1 d . . . . .
C13 C 0.45445(13) 0.48067(11) 0.64398(10) 0.0328(3) Uani 1 1 d . . . . .
H13 H 0.502494 0.539141 0.640296 0.039 Uiso 1 1 calc R U . . .
C19 C 0.20014(14) 0.53222(11) 0.64539(11) 0.0377(3) Uani 1 1 d . . . . .
C12 C 0.28234(13) 0.30297(10) 0.60692(10) 0.0325(3) Uani 1 1 d . . . . .
C6 C 0.50912(14) 0.30307(11) 0.67371(10) 0.0341(3) Uani 1 1 d . . . . .
C11 C 0.16217(14) 0.27994(12) 0.61004(11) 0.0408(4) Uani 1 1 d . . . . .
H11 H 0.099553 0.298157 0.563421 0.049 Uiso 1 1 calc R U . . .
C20 C 0.25942(13) 0.55148(11) 0.56506(11) 0.0350(3) Uani 1 1 d . . . . .
H20 H 0.197161 0.544448 0.510405 0.042 Uiso 1 1 calc R U . . .
C4 C 0.66739(14) 0.41755(12) 0.66028(11) 0.0394(4) Uani 1 1 d . . . . .
H4 H 0.691280 0.480175 0.650477 0.047 Uiso 1 1 calc R U . . .
C1 C 0.59847(15) 0.23206(12) 0.69064(12) 0.0433(4) Uani 1 1 d . . . . .
H1 H 0.575784 0.169219 0.700841 0.052 Uiso 1 1 calc R U . . .
C8 C 0.34989(16) 0.22688(13) 0.74844(12) 0.0459(4) Uani 1 1 d . . . . .
H8 H 0.411882 0.208240 0.795335 0.055 Uiso 1 1 calc R U . . .
C21 C 0.31432(14) 0.65256(11) 0.56533(11) 0.0373(3) Uani 1 1 d . . . . .
H21A H 0.359263 0.667019 0.625188 0.045 Uiso 1 1 calc R U . . .
H21B H 0.371473 0.654389 0.523863 0.045 Uiso 1 1 calc R U . . .
C18 C 0.07586(16) 0.54231(13) 0.64407(14) 0.0494(4) Uani 1 1 d . . . . .
H18 H 0.024855 0.562508 0.591528 0.059 Uiso 1 1 calc R U . . .
C23 C 0.25218(16) 0.83151(12) 0.55157(12) 0.0450(4) Uani 1 1 d . . . . .
C22 C 0.21687(15) 0.72796(12) 0.53830(12) 0.0436(4) Uani 1 1 d . . . . .
C10 C 0.13627(17) 0.22962(14) 0.68314(13) 0.0522(4) Uani 1 1 d . . . . .
H10 H 0.055978 0.213027 0.685792 0.063 Uiso 1 1 calc R U . . .
C2 C 0.72062(16) 0.25325(14) 0.69258(13) 0.0504(4) Uani 1 1 d . . . . .
H2A H 0.779104 0.204802 0.703562 0.060 Uiso 1 1 calc R U . . .
C3 C 0.75529(15) 0.34602(14) 0.67825(12) 0.0481(4) Uani 1 1 d . . . . .
H3 H 0.837402 0.360725 0.680594 0.058 Uiso 1 1 calc R U . . .
C15 C 0.22600(19) 0.47892(15) 0.79976(13) 0.0548(5) Uani 1 1 d . . . . .
H15 H 0.275736 0.456834 0.852136 0.066 Uiso 1 1 calc R U . . .
C24 C 0.37197(18) 0.86229(14) 0.56056(13) 0.0529(4) Uani 1 1 d . . . . .
H24 H 0.434678 0.818215 0.559782 0.063 Uiso 1 1 calc R U . . .
C9 C 0.23015(18) 0.20399(14) 0.75239(13) 0.0544(5) Uani 1 1 d . . . . .
H9 H 0.212512 0.171011 0.802108 0.065 Uiso 1 1 calc R U . . .
C17 C 0.02692(18) 0.52272(16) 0.71987(17) 0.0622(5) Uani 1 1 d . . . . .
H17 H -0.056384 0.530742 0.718736 0.075 Uiso 1 1 calc R U . . .
C16 C 0.1019(2) 0.49134(17) 0.79693(16) 0.0664(6) Uani 1 1 d . . . . .
H16 H 0.068826 0.478229 0.847977 0.080 Uiso 1 1 calc R U . . .
C25 C 0.3976(2) 0.95972(16) 0.57075(15) 0.0686(6) Uani 1 1 d . . . . .
H25 H 0.477712 0.981205 0.575661 0.082 Uiso 1 1 calc R U . . .
C28 C 0.1597(2) 0.89799(15) 0.55385(18) 0.0695(6) Uani 1 1 d . . . . .
H28 H 0.079041 0.877470 0.547830 0.083 Uiso 1 1 calc R U . . .
C26 C 0.3049(3) 1.02497(16) 0.57364(17) 0.0818(8) Uani 1 1 d . . . . .
H26 H 0.322866 1.090070 0.581507 0.098 Uiso 1 1 calc R U . . .
C27 C 0.1872(3) 0.99424(17) 0.5650(2) 0.0899(8) Uani 1 1 d . . . . .
H27 H 0.124983 1.038517 0.566631 0.108 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 1.4296(11) . ?
S1 O1 1.4299(11) . ?
S1 N1 1.6483(13) . ?
S1 C12 1.7616(15) . ?
N1 C13 1.4825(18) . ?
N1 C20 1.5029(18) . ?
N2 H2 0.8600 . ?
N2 C14 1.389(2) . ?
N2 C13 1.470(2) . ?
O3 C22 1.209(2) . ?
C5 C13 1.519(2) . ?
C5 C6 1.406(2) . ?
C5 C4 1.388(2) . ?
C7 C12 1.402(2) . ?
C7 C6 1.488(2) . ?
C7 C8 1.392(2) . ?
C14 C19 1.398(2) . ?
C14 C15 1.390(2) . ?
C13 H13 0.9800 . ?
C19 C20 1.505(2) . ?
C19 C18 1.385(2) . ?
C12 C11 1.383(2) . ?
C6 C1 1.391(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.380(2) . ?
C20 H20 0.9800 . ?
C20 C21 1.532(2) . ?
C4 H4 0.9300 . ?
C4 C3 1.386(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.385(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.381(3) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C21 C22 1.509(2) . ?
C18 H18 0.9300 . ?
C18 C17 1.380(3) . ?
C23 C22 1.496(2) . ?
C23 C24 1.382(3) . ?
C23 C28 1.388(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.382(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.375(3) . ?
C3 H3 0.9300 . ?
C15 H15 0.9300 . ?
C15 C16 1.384(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.387(3) . ?
C9 H9 0.9300 . ?
C17 H17 0.9300 . ?
C17 C16 1.372(3) . ?
C16 H16 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.380(4) . ?
C28 H28 0.9300 . ?
C28 C27 1.376(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.359(4) . ?
C27 H27 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
O2 S1 O1 117.91(7) . . ?
O2 S1 N1 106.84(6) . . ?
O2 S1 C12 109.01(7) . . ?
O1 S1 N1 108.05(7) . . ?
O1 S1 C12 109.07(7) . . ?
N1 S1 C12 105.22(7) . . ?
C13 N1 S1 119.01(9) . . ?
C13 N1 C20 112.31(11) . . ?
C20 N1 S1 115.88(9) . . ?
C14 N2 H2 118.3 . . ?
C14 N2 C13 123.34(13) . . ?
C13 N2 H2 118.3 . . ?
C6 C5 C13 122.35(13) . . ?
C4 C5 C13 118.16(14) . . ?
C4 C5 C6 119.17(14) . . ?
C12 C7 C6 122.86(13) . . ?
C8 C7 C12 116.64(14) . . ?
C8 C7 C6 120.50(14) . . ?
N2 C14 C19 119.64(14) . . ?
N2 C14 C15 120.70(16) . . ?
C15 C14 C19 119.65(16) . . ?
N1 C13 C5 116.61(12) . . ?
N1 C13 H13 106.7 . . ?
N2 C13 N1 111.15(12) . . ?
N2 C13 C5 108.54(12) . . ?
N2 C13 H13 106.7 . . ?
C5 C13 H13 106.7 . . ?
C14 C19 C20 117.05(14) . . ?
C18 C19 C14 119.39(16) . . ?
C18 C19 C20 123.53(15) . . ?
C7 C12 S1 118.99(11) . . ?
C11 C12 S1 118.45(12) . . ?
C11 C12 C7 122.43(14) . . ?
C5 C6 C7 122.08(13) . . ?
C1 C6 C5 118.82(14) . . ?
C1 C6 C7 119.09(14) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 C12 119.23(15) . . ?
C10 C11 H11 120.4 . . ?
N1 C20 C19 109.65(12) . . ?
N1 C20 H20 108.3 . . ?
N1 C20 C21 109.01(12) . . ?
C19 C20 H20 108.3 . . ?
C19 C20 C21 113.20(13) . . ?
C21 C20 H20 108.3 . . ?
C5 C4 H4 119.4 . . ?
C3 C4 C5 121.15(16) . . ?
C3 C4 H4 119.4 . . ?
C6 C1 H1 119.4 . . ?
C2 C1 C6 121.18(16) . . ?
C2 C1 H1 119.4 . . ?
C7 C8 H8 119.3 . . ?
C9 C8 C7 121.36(16) . . ?
C9 C8 H8 119.3 . . ?
C20 C21 H21A 109.3 . . ?
C20 C21 H21B 109.3 . . ?
H21A C21 H21B 107.9 . . ?
C22 C21 C20 111.74(13) . . ?
C22 C21 H21A 109.3 . . ?
C22 C21 H21B 109.3 . . ?
C19 C18 H18 119.6 . . ?
C17 C18 C19 120.74(19) . . ?
C17 C18 H18 119.6 . . ?
C24 C23 C22 122.40(16) . . ?
C24 C23 C28 119.76(18) . . ?
C28 C23 C22 117.83(18) . . ?
O3 C22 C21 121.58(16) . . ?
O3 C22 C23 120.10(15) . . ?
C23 C22 C21 118.32(14) . . ?
C11 C10 H10 120.1 . . ?
C11 C10 C9 119.72(16) . . ?
C9 C10 H10 120.1 . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 C1 119.90(16) . . ?
C3 C2 H2A 120.0 . . ?
C4 C3 H3 120.1 . . ?
C2 C3 C4 119.75(16) . . ?
C2 C3 H3 120.1 . . ?
C14 C15 H15 120.2 . . ?
C16 C15 C14 119.65(19) . . ?
C16 C15 H15 120.2 . . ?
C23 C24 H24 120.4 . . ?
C23 C24 C25 119.2(2) . . ?
C25 C24 H24 120.4 . . ?
C8 C9 C10 120.61(16) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 H9 119.7 . . ?
C18 C17 H17 120.2 . . ?
C16 C17 C18 119.61(18) . . ?
C16 C17 H17 120.2 . . ?
C15 C16 H16 119.5 . . ?
C17 C16 C15 120.95(19) . . ?
C17 C16 H16 119.5 . . ?
C24 C25 H25 119.8 . . ?
C26 C25 C24 120.4(2) . . ?
C26 C25 H25 119.8 . . ?
C23 C28 H28 119.9 . . ?
C27 C28 C23 120.1(2) . . ?
C27 C28 H28 119.9 . . ?
C25 C26 H26 119.9 . . ?
C27 C26 C25 120.1(2) . . ?
C27 C26 H26 119.9 . . ?
C28 C27 H27 119.8 . . ?
C26 C27 C28 120.4(2) . . ?
C26 C27 H27 119.8 . . ?

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
S1 N1 C13 N2 -97.31(13) . . . . ?
S1 N1 C13 C5 27.81(17) . . . . ?
S1 N1 C20 C19 81.92(13) . . . . ?
S1 N1 C20 C21 -153.65(10) . . . . ?
S1 C12 C11 C10 -175.98(14) . . . . ?
O2 S1 N1 C13 164.86(11) . . . . ?
O2 S1 N1 C20 26.13(12) . . . . ?
O2 S1 C12 C7 -179.99(12) . . . . ?
O2 S1 C12 C11 -4.06(15) . . . . ?
O1 S1 N1 C13 -67.34(12) . . . . ?
O1 S1 N1 C20 153.94(10) . . . . ?
O1 S1 C12 C7 50.00(14) . . . . ?
O1 S1 C12 C11 -134.06(13) . . . . ?
N1 S1 C12 C7 -65.70(13) . . . . ?
N1 S1 C12 C11 110.23(13) . . . . ?
N1 C20 C21 C22 161.43(13) . . . . ?
N2 C14 C19 C20 2.1(2) . . . . ?
N2 C14 C19 C18 -179.83(15) . . . . ?
N2 C14 C15 C16 178.68(18) . . . . ?
C5 C6 C1 C2 1.2(2) . . . . ?
C5 C4 C3 C2 0.2(3) . . . . ?
C7 C12 C11 C10 -0.2(2) . . . . ?
C7 C6 C1 C2 -177.76(16) . . . . ?
C7 C8 C9 C10 0.9(3) . . . . ?
C14 N2 C13 N1 -3.1(2) . . . . ?
C14 N2 C13 C5 -132.57(15) . . . . ?
C14 C19 C20 N1 36.34(18) . . . . ?
C14 C19 C20 C21 -85.62(17) . . . . ?
C14 C19 C18 C17 1.5(3) . . . . ?
C14 C15 C16 C17 0.8(3) . . . . ?
C13 N1 C20 C19 -59.50(15) . . . . ?
C13 N1 C20 C21 64.93(15) . . . . ?
C13 N2 C14 C19 -20.5(2) . . . . ?
C13 N2 C14 C15 160.39(16) . . . . ?
C13 C5 C6 C7 3.3(2) . . . . ?
C13 C5 C6 C1 -175.64(14) . . . . ?
C13 C5 C4 C3 175.26(15) . . . . ?
C19 C14 C15 C16 -0.4(3) . . . . ?
C19 C20 C21 C22 -76.24(17) . . . . ?
C19 C18 C17 C16 -1.1(3) . . . . ?
C12 S1 N1 C13 49.07(12) . . . . ?
C12 S1 N1 C20 -89.66(11) . . . . ?
C12 C7 C6 C5 50.0(2) . . . . ?
C12 C7 C6 C1 -131.04(16) . . . . ?
C12 C7 C8 C9 -0.3(3) . . . . ?
C12 C11 C10 C9 0.7(3) . . . . ?
C6 C5 C13 N1 -67.58(18) . . . . ?
C6 C5 C13 N2 58.84(18) . . . . ?
C6 C5 C4 C3 1.5(2) . . . . ?
C6 C7 C12 S1 -3.2(2) . . . . ?
C6 C7 C12 C11 -179.01(15) . . . . ?
C6 C7 C8 C9 178.70(17) . . . . ?
C6 C1 C2 C3 0.5(3) . . . . ?
C11 C10 C9 C8 -1.1(3) . . . . ?
C20 N1 C13 N2 42.79(16) . . . . ?
C20 N1 C13 C5 167.90(12) . . . . ?
C20 C19 C18 C17 179.44(17) . . . . ?
C20 C21 C22 O3 -11.5(2) . . . . ?
C20 C21 C22 C23 168.81(15) . . . . ?
C4 C5 C13 N1 118.93(15) . . . . ?
C4 C5 C13 N2 -114.65(15) . . . . ?
C4 C5 C6 C7 176.74(14) . . . . ?
C4 C5 C6 C1 -2.2(2) . . . . ?
C1 C2 C3 C4 -1.2(3) . . . . ?
C8 C7 C12 S1 175.75(12) . . . . ?
C8 C7 C12 C11 0.0(2) . . . . ?
C8 C7 C6 C5 -128.95(17) . . . . ?
C8 C7 C6 C1 50.0(2) . . . . ?
C18 C19 C20 N1 -141.63(15) . . . . ?
C18 C19 C20 C21 96.40(18) . . . . ?
C18 C17 C16 C15 -0.1(3) . . . . ?
C23 C24 C25 C26 1.2(3) . . . . ?
C23 C28 C27 C26 0.2(4) . . . . ?
C22 C23 C24 C25 178.64(18) . . . . ?
C22 C23 C28 C27 -179.4(2) . . . . ?
C15 C14 C19 C20 -178.81(15) . . . . ?
C15 C14 C19 C18 -0.8(2) . . . . ?
C24 C23 C22 O3 -159.4(2) . . . . ?
C24 C23 C22 C21 20.3(3) . . . . ?
C24 C23 C28 C27 0.0(4) . . . . ?
C24 C25 C26 C27 -1.1(4) . . . . ?
C25 C26 C27 C28 0.4(4) . . . . ?
C28 C23 C22 O3 20.0(3) . . . . ?
C28 C23 C22 C21 -160.35(18) . . . . ?
C28 C23 C24 C25 -0.7(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
