# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_a
_database_code_depnum_ccdc_archive 'CCDC 2305252'
loop_
_audit_author_name
_audit_author_address
'Xin Huang'
;Shandong University of Technology
China
;
_audit_update_record             
;
2023-11-02 deposited with the CCDC.	2024-04-01 downloaded from the CCDC.
;
_audit_creation_date             2022-04-23
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H13 Cl2 N O S'
_chemical_formula_sum            'C16 H13 Cl2 N O S'
_chemical_formula_weight         338.23
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.980(3)
_cell_length_b                   20.733(3)
_cell_length_c                   20.244(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.28(5)
_cell_angle_gamma                90
_cell_volume                     6222.0(19)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    2666
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      25.64
_cell_measurement_theta_min      2.21
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.922
_exptl_absorpt_coefficient_mu    0.548
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1553 before and 0.1039 after correction.
The Ratio of minimum to maximum transmission is 0.6754.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2784
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1163
_diffrn_reflns_av_unetI/netI     0.1243
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            23013
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.024
_diffrn_reflns_theta_min         1.866
_diffrn_ambient_temperature      193.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON 100'
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE TXS PHOTON 100'
_diffrn_measurement_method       'ω and φ shutterless scans'
_diffrn_measurement_specimen_support 'nylon loop'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   TXS
_diffrn_source_current           40.0
_diffrn_source_power             2.0
_diffrn_source_type              'Rotaing Anode'
_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                3698
_reflns_number_total             7235
_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 V8.40B (Bruker, 2019)'
_computing_data_collection       'APEX3 V2019.11-0 (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.667
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         7235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1776
_refine_ls_R_factor_gt           0.0969
_refine_ls_restrained_S_all      1.030
_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)+(0.1621P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2476
_refine_ls_wR_factor_ref         0.3043
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C5(H5), C6(H6), C9(H9), C10(H10), C12(H12), C13(H13),
 C14(H14), N2(H2A), C18(H18), C19(H19), C21(H21), C22(H22), C25(H25), C26(H26),
 C28(H28), C29(H29), C30(H30)
2.b Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C32(H32A,H32B,H32C)
;
_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
Cl1 Cl 1.20741(10) 0.70097(9) 0.56548(8) 0.0649(5) Uani 1 1 d . . . . .
Cl2 Cl 0.89585(15) 0.91113(9) 0.17479(10) 0.0814(6) Uani 1 1 d . . . . .
S1 S 0.82761(9) 0.65768(7) 0.39449(7) 0.0464(4) Uani 1 1 d . . . . .
O1 O 0.8833(3) 0.4874(2) 0.2168(2) 0.0705(13) Uani 1 1 d . . . . .
N1 N 0.8564(3) 0.5413(2) 0.3095(2) 0.0495(12) Uani 1 1 d . . . . .
H1 H 0.845700 0.538420 0.351007 0.059 Uiso 1 1 calc R U . . .
C1 C 1.1024(4) 0.6906(3) 0.5172(3) 0.0442(13) Uani 1 1 d . . . . .
C2 C 1.0991(4) 0.6579(3) 0.4576(3) 0.0474(14) Uani 1 1 d . . . . .
H2 H 1.152679 0.642929 0.442592 0.057 Uiso 1 1 calc R U . . .
C3 C 1.0153(4) 0.6476(3) 0.4202(3) 0.0427(13) Uani 1 1 d . . . . .
H3 H 1.011692 0.624168 0.379611 0.051 Uiso 1 1 calc R U . . .
C4 C 0.9364(4) 0.6706(2) 0.4403(3) 0.0397(12) Uani 1 1 d . . . . .
C5 C 0.9418(4) 0.7043(3) 0.4996(3) 0.0491(14) Uani 1 1 d . . . . .
H5 H 0.888729 0.721232 0.513781 0.059 Uiso 1 1 calc R U . . .
C6 C 1.0255(4) 0.7135(3) 0.5386(3) 0.0541(15) Uani 1 1 d . . . . .
H6 H 1.029334 0.735586 0.579982 0.065 Uiso 1 1 calc R U . . .
C7 C 0.8541(3) 0.6578(3) 0.3109(3) 0.0396(12) Uani 1 1 d . . . . .
C8 C 0.8635(3) 0.7201(3) 0.2774(3) 0.0396(12) Uani 1 1 d . . . . .
C9 C 0.8485(4) 0.7779(3) 0.3082(3) 0.0474(14) Uani 1 1 d . . . . .
H9 H 0.832017 0.777191 0.351834 0.057 Uiso 1 1 calc R U . . .
C10 C 0.8569(4) 0.8365(3) 0.2772(3) 0.0564(16) Uani 1 1 d . . . . .
H10 H 0.845162 0.875613 0.298742 0.068 Uiso 1 1 calc R U . . .
C11 C 0.8828(4) 0.8374(3) 0.2138(3) 0.0540(16) Uani 1 1 d . . . . .
C12 C 0.8992(4) 0.7815(3) 0.1821(3) 0.0530(15) Uani 1 1 d . . . . .
H12 H 0.916905 0.782479 0.138928 0.064 Uiso 1 1 calc R U . . .
C13 C 0.8898(4) 0.7242(3) 0.2136(3) 0.0492(14) Uani 1 1 d . . . . .
H13 H 0.901476 0.685444 0.191410 0.059 Uiso 1 1 calc R U . . .
C14 C 0.8608(4) 0.6010(3) 0.2813(3) 0.0462(14) Uani 1 1 d . . . . .
H14 H 0.869402 0.602057 0.235742 0.055 Uiso 1 1 calc R U . . .
C15 C 0.8685(4) 0.4850(3) 0.2745(3) 0.0538(15) Uani 1 1 d . . . . .
C16 C 0.8632(5) 0.4242(3) 0.3133(4) 0.071(2) Uani 1 1 d . . . . .
H16A H 0.813216 0.397657 0.291645 0.106 Uiso 1 1 calc R U . . .
H16B H 0.853101 0.434665 0.358822 0.106 Uiso 1 1 calc R U . . .
H16C H 0.919900 0.400212 0.314840 0.106 Uiso 1 1 calc R U . . .
Cl3 Cl 0.60355(11) 0.79122(8) 0.31922(8) 0.0622(5) Uani 1 1 d . . . . .
Cl4 Cl 0.28139(10) 0.64111(9) -0.04860(8) 0.0627(5) Uani 1 1 d . . . . .
S2 S 0.65611(10) 0.53140(7) 0.17125(7) 0.0484(4) Uani 1 1 d . . . . .
O2 O 0.8395(3) 0.4996(2) -0.0287(2) 0.0609(11) Uani 1 1 d . . . . .
N2 N 0.7959(3) 0.5150(2) 0.0738(2) 0.0451(11) Uani 1 1 d . . . . .
H2A H 0.812554 0.512983 0.117260 0.054 Uiso 1 1 calc R U . . .
C17 C 0.6166(4) 0.7204(3) 0.2771(3) 0.0444(13) Uani 1 1 d . . . . .
C18 C 0.6044(4) 0.6621(3) 0.3071(3) 0.0496(14) Uani 1 1 d . . . . .
H18 H 0.588528 0.660714 0.350900 0.060 Uiso 1 1 calc R U . . .
C19 C 0.6155(4) 0.6057(3) 0.2730(3) 0.0485(14) Uani 1 1 d . . . . .
H19 H 0.606489 0.565498 0.293534 0.058 Uiso 1 1 calc R U . . .
C20 C 0.6397(3) 0.6064(3) 0.2087(3) 0.0409(12) Uani 1 1 d . . . . .
C21 C 0.6518(3) 0.6652(3) 0.1791(3) 0.0437(13) Uani 1 1 d . . . . .
H21 H 0.667716 0.666612 0.135369 0.052 Uiso 1 1 calc R U . . .
C22 C 0.6409(3) 0.7224(3) 0.2132(3) 0.0442(13) Uani 1 1 d . . . . .
H22 H 0.650035 0.762677 0.192843 0.053 Uiso 1 1 calc R U . . .
C23 C 0.6445(4) 0.5507(2) 0.0851(3) 0.0426(12) Uani 1 1 d . . . . .
C24 C 0.5546(3) 0.5739(2) 0.0530(2) 0.0381(12) Uani 1 1 d . . . . .
C25 C 0.4741(4) 0.5551(2) 0.0757(3) 0.0411(12) Uani 1 1 d . . . . .
H25 H 0.477572 0.527533 0.113497 0.049 Uiso 1 1 calc R U . . .
C26 C 0.3897(4) 0.5751(3) 0.0452(3) 0.0436(13) Uani 1 1 d . . . . .
H26 H 0.336093 0.562217 0.061564 0.052 Uiso 1 1 calc R U . . .
C27 C 0.3870(4) 0.6145(3) -0.0099(3) 0.0447(13) Uani 1 1 d . . . . .
C28 C 0.4630(4) 0.6343(3) -0.0338(3) 0.0532(15) Uani 1 1 d . . . . .
H28 H 0.458318 0.661443 -0.071985 0.064 Uiso 1 1 calc R U . . .
C29 C 0.5476(4) 0.6147(3) -0.0023(3) 0.0466(13) Uani 1 1 d . . . . .
H29 H 0.600547 0.629238 -0.018506 0.056 Uiso 1 1 calc R U . . .
C30 C 0.7112(4) 0.5386(2) 0.0496(3) 0.0409(12) Uani 1 1 d . . . . .
H30 H 0.699266 0.547075 0.003047 0.049 Uiso 1 1 calc R U . . .
C31 C 0.8552(4) 0.4943(3) 0.0317(3) 0.0500(14) Uani 1 1 d . . . . .
C32 C 0.9413(4) 0.4648(3) 0.0665(3) 0.0642(17) Uani 1 1 d . . . . .
H32A H 0.960667 0.430191 0.038801 0.096 Uiso 1 1 calc R U . . .
H32B H 0.930954 0.447103 0.109631 0.096 Uiso 1 1 calc R U . . .
H32C H 0.988394 0.497952 0.073707 0.096 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
Cl1 C1 1.741(5) . ?
Cl2 C11 1.745(6) . ?
S1 C4 1.775(5) . ?
S1 C7 1.794(5) . ?
O1 C15 1.222(8) . ?
N1 H1 0.8800 . ?
N1 C14 1.369(7) . ?
N1 C15 1.390(7) . ?
C1 C2 1.379(7) . ?
C1 C6 1.371(8) . ?
C2 H2 0.9500 . ?
C2 C3 1.387(7) . ?
C3 H3 0.9500 . ?
C3 C4 1.388(8) . ?
C4 C5 1.382(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.395(8) . ?
C6 H6 0.9500 . ?
C7 C8 1.476(7) . ?
C7 C14 1.331(7) . ?
C8 C9 1.384(7) . ?
C8 C13 1.405(7) . ?
C9 H9 0.9500 . ?
C9 C10 1.383(8) . ?
C10 H10 0.9500 . ?
C10 C11 1.393(9) . ?
C11 C12 1.363(8) . ?
C12 H12 0.9500 . ?
C12 C13 1.365(8) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 C16 1.495(9) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
Cl3 C17 1.723(6) . ?
Cl4 C27 1.750(5) . ?
S2 C20 1.762(6) . ?
S2 C23 1.774(6) . ?
O2 C31 1.216(7) . ?
N2 H2A 0.8800 . ?
N2 C30 1.382(6) . ?
N2 C31 1.385(7) . ?
C17 C18 1.377(8) . ?
C17 C22 1.395(7) . ?
C18 H18 0.9500 . ?
C18 C19 1.381(8) . ?
C19 H19 0.9500 . ?
C19 C20 1.400(8) . ?
C20 C21 1.382(7) . ?
C21 H21 0.9500 . ?
C21 C22 1.393(8) . ?
C22 H22 0.9500 . ?
C23 C24 1.488(7) . ?
C23 C30 1.337(8) . ?
C24 C25 1.407(7) . ?
C24 C29 1.395(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.388(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.379(7) . ?
C27 C28 1.362(8) . ?
C28 H28 0.9500 . ?
C28 C29 1.395(8) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.508(8) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 S1 C7 100.5(2) . . ?
C14 N1 H1 119.0 . . ?
C14 N1 C15 122.0(5) . . ?
C15 N1 H1 119.0 . . ?
C2 C1 Cl1 117.9(4) . . ?
C6 C1 Cl1 120.8(4) . . ?
C6 C1 C2 121.3(5) . . ?
C1 C2 H2 121.0 . . ?
C1 C2 C3 117.9(5) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 119.0 . . ?
C2 C3 C4 122.0(5) . . ?
C4 C3 H3 119.0 . . ?
C3 C4 S1 123.5(4) . . ?
C5 C4 S1 117.7(4) . . ?
C5 C4 C3 118.9(5) . . ?
C4 C5 H5 120.2 . . ?
C4 C5 C6 119.7(6) . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 120.2(5) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
C8 C7 S1 118.9(4) . . ?
C14 C7 S1 117.7(4) . . ?
C14 C7 C8 123.3(5) . . ?
C9 C8 C7 121.1(5) . . ?
C9 C8 C13 116.6(5) . . ?
C13 C8 C7 122.2(5) . . ?
C8 C9 H9 119.2 . . ?
C10 C9 C8 121.5(5) . . ?
C10 C9 H9 119.2 . . ?
C9 C10 H10 120.4 . . ?
C9 C10 C11 119.1(6) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 Cl2 119.5(5) . . ?
C12 C11 Cl2 119.5(5) . . ?
C12 C11 C10 121.0(6) . . ?
C11 C12 H12 120.6 . . ?
C11 C12 C13 118.8(6) . . ?
C13 C12 H12 120.6 . . ?
C8 C13 H13 118.5 . . ?
C12 C13 C8 122.9(6) . . ?
C12 C13 H13 118.5 . . ?
N1 C14 H14 116.5 . . ?
C7 C14 N1 127.0(5) . . ?
C7 C14 H14 116.5 . . ?
O1 C15 N1 120.6(6) . . ?
O1 C15 C16 124.6(6) . . ?
N1 C15 C16 114.9(6) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C20 S2 C23 102.9(3) . . ?
C30 N2 H2A 119.0 . . ?
C30 N2 C31 121.9(5) . . ?
C31 N2 H2A 119.0 . . ?
C18 C17 Cl3 119.8(4) . . ?
C18 C17 C22 120.3(5) . . ?
C22 C17 Cl3 119.8(4) . . ?
C17 C18 H18 120.4 . . ?
C17 C18 C19 119.2(5) . . ?
C19 C18 H18 120.4 . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.6(5) . . ?
C20 C19 H19 119.2 . . ?
C19 C20 S2 117.5(4) . . ?
C21 C20 S2 123.8(4) . . ?
C21 C20 C19 118.6(5) . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.3(5) . . ?
C22 C21 H21 119.8 . . ?
C17 C22 H22 120.0 . . ?
C21 C22 C17 119.9(5) . . ?
C21 C22 H22 120.0 . . ?
C24 C23 S2 117.2(4) . . ?
C30 C23 S2 120.7(4) . . ?
C30 C23 C24 121.7(5) . . ?
C25 C24 C23 122.2(5) . . ?
C29 C24 C23 120.3(5) . . ?
C29 C24 C25 117.5(5) . . ?
C24 C25 H25 118.7 . . ?
C26 C25 C24 122.7(5) . . ?
C26 C25 H25 118.7 . . ?
C25 C26 H26 121.4 . . ?
C27 C26 C25 117.1(5) . . ?
C27 C26 H26 121.4 . . ?
C26 C27 Cl4 117.9(4) . . ?
C28 C27 Cl4 119.6(4) . . ?
C28 C27 C26 122.5(5) . . ?
C27 C28 H28 120.0 . . ?
C27 C28 C29 120.0(6) . . ?
C29 C28 H28 120.0 . . ?
C24 C29 H29 119.9 . . ?
C28 C29 C24 120.1(5) . . ?
C28 C29 H29 119.9 . . ?
N2 C30 H30 116.7 . . ?
C23 C30 N2 126.6(5) . . ?
C23 C30 H30 116.7 . . ?
O2 C31 N2 122.9(5) . . ?
O2 C31 C32 122.3(6) . . ?
N2 C31 C32 114.8(5) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 C1 C2 C3 177.8(4) . . . . ?
Cl1 C1 C6 C5 -179.5(5) . . . . ?
Cl2 C11 C12 C13 179.2(4) . . . . ?
S1 C4 C5 C6 177.6(5) . . . . ?
S1 C7 C8 C9 -2.8(6) . . . . ?
S1 C7 C8 C13 175.9(4) . . . . ?
S1 C7 C14 N1 -5.5(8) . . . . ?
C1 C2 C3 C4 1.7(8) . . . . ?
C2 C1 C6 C5 -0.4(9) . . . . ?
C2 C3 C4 S1 -179.2(4) . . . . ?
C2 C3 C4 C5 -0.4(8) . . . . ?
C3 C4 C5 C6 -1.4(8) . . . . ?
C4 S1 C7 C8 -82.0(4) . . . . ?
C4 S1 C7 C14 100.7(4) . . . . ?
C4 C5 C6 C1 1.8(9) . . . . ?
C6 C1 C2 C3 -1.3(9) . . . . ?
C7 S1 C4 C3 -32.7(5) . . . . ?
C7 S1 C4 C5 148.4(5) . . . . ?
C7 C8 C9 C10 -179.8(5) . . . . ?
C7 C8 C13 C12 -179.6(5) . . . . ?
C8 C7 C14 N1 177.3(5) . . . . ?
C8 C9 C10 C11 -1.3(9) . . . . ?
C9 C8 C13 C12 -0.9(8) . . . . ?
C9 C10 C11 Cl2 -178.7(4) . . . . ?
C9 C10 C11 C12 0.5(9) . . . . ?
C10 C11 C12 C13 0.0(9) . . . . ?
C11 C12 C13 C8 0.2(9) . . . . ?
C13 C8 C9 C10 1.5(8) . . . . ?
C14 N1 C15 O1 -0.1(9) . . . . ?
C14 N1 C15 C16 178.9(5) . . . . ?
C14 C7 C8 C9 174.4(5) . . . . ?
C14 C7 C8 C13 -6.9(8) . . . . ?
C15 N1 C14 C7 -176.9(5) . . . . ?
Cl3 C17 C18 C19 -179.7(4) . . . . ?
Cl3 C17 C22 C21 179.7(4) . . . . ?
Cl4 C27 C28 C29 178.3(5) . . . . ?
S2 C20 C21 C22 -177.5(4) . . . . ?
S2 C23 C24 C25 -28.7(7) . . . . ?
S2 C23 C24 C29 152.4(4) . . . . ?
S2 C23 C30 N2 -4.5(8) . . . . ?
C17 C18 C19 C20 0.6(8) . . . . ?
C18 C17 C22 C21 0.8(8) . . . . ?
C18 C19 C20 S2 177.6(4) . . . . ?
C18 C19 C20 C21 -0.5(8) . . . . ?
C19 C20 C21 C22 0.6(8) . . . . ?
C20 S2 C23 C24 -64.5(4) . . . . ?
C20 S2 C23 C30 122.0(5) . . . . ?
C20 C21 C22 C17 -0.8(8) . . . . ?
C22 C17 C18 C19 -0.8(8) . . . . ?
C23 S2 C20 C19 159.7(4) . . . . ?
C23 S2 C20 C21 -22.2(5) . . . . ?
C23 C24 C25 C26 -178.4(5) . . . . ?
C23 C24 C29 C28 177.5(5) . . . . ?
C24 C23 C30 N2 -177.6(5) . . . . ?
C24 C25 C26 C27 0.7(8) . . . . ?
C25 C24 C29 C28 -1.4(8) . . . . ?
C25 C26 C27 Cl4 -179.2(4) . . . . ?
C25 C26 C27 C28 -0.9(8) . . . . ?
C26 C27 C28 C29 0.0(9) . . . . ?
C27 C28 C29 C24 1.2(9) . . . . ?
C29 C24 C25 C26 0.5(8) . . . . ?
C30 N2 C31 O2 5.1(9) . . . . ?
C30 N2 C31 C32 -175.0(5) . . . . ?
C30 C23 C24 C25 144.6(5) . . . . ?
C30 C23 C24 C29 -34.2(8) . . . . ?
C31 N2 C30 C23 169.5(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
