# Supplementary Information (SI) 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. 
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data_mo_190715a_0m
_database_code_depnum_ccdc_archive 'CCDC 2285457'
loop_
_audit_author_name
_audit_author_address
'You-Quan Zou'
;Wuhan University
China
;
_audit_update_record             
;
2023-07-30 deposited with the CCDC.	2024-08-02 downloaded from the CCDC.
;
_audit_creation_date             2019-07-16
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H23 N3 O3 S2'
_chemical_formula_sum            'C26 H23 N3 O3 S2'
_chemical_formula_weight         489.59
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.1025(13)
_cell_length_b                   18.318(3)
_cell_length_c                   14.719(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.066(2)
_cell_angle_gamma                90
_cell_volume                     2453.9(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3192
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      22.36
_cell_measurement_theta_min      2.22
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.963
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6606
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1024
_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  0.0438
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18550
_diffrn_reflns_point_group_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.697
_diffrn_reflns_theta_min         1.775
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3522
_reflns_number_total             5514
_reflns_special_details          
; 
 Reflections were merged by SHELXL according to the crystal 
 class for the calculation of statistics and refinement. 
  
 _reflns_Friedel_fraction is defined as the number of unique 
 Friedel pairs measured divided by the number that would be 
 possible theoretically, ignoring centric projections and 
 systematic absences. 
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.615
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5514
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0580
_refine_ls_restrained_S_all      1.022
_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)+(0.0736P)²+1.0741P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1468
_refine_ls_wR_factor_ref         0.1663
_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 
 At 1.5 times of: 
  All C(H,H,H) groups 
2.a Riding coordinates: 
 N1(H1) 
2.b Secondary CH2 refined with riding coordinates: 
 C16(H16A,H16B) 
2.c Aromatic/amide H refined with riding coordinates: 
 C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12), C13(H13), 
 C14(H14), C15(H15), C21(H21), C22(H22), C23(H23), C24(H24) 
2.d Idealised Me refined as rotating group: 
 C1(H1A,H1B,H1C), C26(H26A,H26B,H26C) 
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4330(6) 0.9733(2) -0.1389(3) 0.1007(14) Uani 1 1 d . . . . .
H1A H 0.3608 0.9753 -0.1872 0.151 Uiso 1 1 calc GR . . . .
H1B H 0.5296 0.9734 -0.1641 0.151 Uiso 1 1 calc GR . . . .
H1C H 0.4222 1.0151 -0.1002 0.151 Uiso 1 1 calc GR . . . .
C2 C 0.4119(4) 0.90484(17) -0.0846(2) 0.0631(8) Uani 1 1 d . . . . .
C3 C 0.3144(4) 0.90247(17) -0.0143(2) 0.0665(9) Uani 1 1 d . . . . .
H3 H 0.2606 0.9441 -0.0008 0.080 Uiso 1 1 calc R . . . .
C4 C 0.2937(3) 0.84046(16) 0.0367(2) 0.0577(8) Uani 1 1 d . . . . .
H4 H 0.2292 0.8408 0.0850 0.069 Uiso 1 1 calc R . . . .
C5 C 0.3699(3) 0.77769(14) 0.0154(2) 0.0455(6) Uani 1 1 d . . . . .
C6 C 0.4675(3) 0.77812(16) -0.0550(2) 0.0576(8) Uani 1 1 d . . . . .
H6 H 0.5193 0.7360 -0.0693 0.069 Uiso 1 1 calc R . . . .
C7 C 0.4878(4) 0.84090(18) -0.1040(2) 0.0655(9) Uani 1 1 d . . . . .
H7 H 0.5540 0.8407 -0.1514 0.079 Uiso 1 1 calc R . . . .
C8 C 0.6020(3) 0.74053(13) 0.16326(17) 0.0400(6) Uani 1 1 d . . . . .
C9 C 0.7141(3) 0.68957(13) 0.14878(18) 0.0415(6) Uani 1 1 d . . . . .
C10 C 0.8540(3) 0.71732(16) 0.1330(2) 0.0546(7) Uani 1 1 d . . . . .
H10 H 0.9308 0.6851 0.1225 0.066 Uiso 1 1 calc R . . . .
C11 C 0.8812(3) 0.79060(18) 0.1327(2) 0.0653(9) Uani 1 1 d . . . . .
H11 H 0.9751 0.8074 0.1203 0.078 Uiso 1 1 calc R . . . .
C12 C 0.7716(3) 0.83988(16) 0.1505(2) 0.0640(8) Uani 1 1 d . . . . .
H12 H 0.7918 0.8896 0.1524 0.077 Uiso 1 1 calc R . . . .
C13 C 0.6307(3) 0.81458(15) 0.1658(2) 0.0523(7) Uani 1 1 d . . . . .
H13 H 0.5556 0.8474 0.1777 0.063 Uiso 1 1 calc R . . . .
C14 C 0.6871(3) 0.61040(14) 0.15336(19) 0.0462(6) Uani 1 1 d . . . . .
H14 H 0.6004 0.5955 0.1802 0.055 Uiso 1 1 calc R . . . .
C15 C 0.7741(3) 0.55857(15) 0.1229(2) 0.0525(7) Uani 1 1 d . . . . .
H15 H 0.8592 0.5727 0.0936 0.063 Uiso 1 1 calc R . . . .
C16 C 0.7450(3) 0.47850(14) 0.1325(2) 0.0552(7) Uani 1 1 d . . . . .
H16A H 0.7472 0.4560 0.0728 0.066 Uiso 1 1 calc R . . . .
H16B H 0.6471 0.4717 0.1561 0.066 Uiso 1 1 calc R . . . .
C17 C 0.8565(3) 0.43942(13) 0.19551(19) 0.0460(6) Uani 1 1 d . . . . .
C18 C 0.8176(3) 0.35653(14) 0.1960(2) 0.0489(7) Uani 1 1 d . . . . .
C19 C 1.0486(3) 0.36735(14) 0.13948(18) 0.0454(6) Uani 1 1 d . . . . .
C20 C 1.0120(3) 0.43853(14) 0.16265(19) 0.0462(6) Uani 1 1 d . . . . .
C21 C 1.1155(3) 0.49317(15) 0.1553(2) 0.0552(7) Uani 1 1 d . . . . .
H21 H 1.0942 0.5408 0.1724 0.066 Uiso 1 1 calc R . . . .
C22 C 1.2534(3) 0.47494(19) 0.1214(2) 0.0663(9) Uani 1 1 d . . . . .
H22 H 1.3241 0.5111 0.1150 0.080 Uiso 1 1 calc R . . . .
C23 C 1.2858(4) 0.4046(2) 0.0974(2) 0.0718(10) Uani 1 1 d . . . . .
H23 H 1.3782 0.3940 0.0749 0.086 Uiso 1 1 calc R . . . .
C24 C 1.1823(3) 0.34785(18) 0.1061(2) 0.0616(8) Uani 1 1 d . . . . .
H24 H 1.2037 0.3000 0.0901 0.074 Uiso 1 1 calc R . . . .
C25 C 0.8687(4) 0.51546(16) 0.3367(2) 0.0613(8) Uani 1 1 d . . . . .
C26 C 0.9323(4) 0.24178(15) 0.1474(3) 0.0704(9) Uani 1 1 d . . . . .
H26A H 1.0117 0.2220 0.1834 0.106 Uiso 1 1 calc GR . . . .
H26B H 0.9468 0.2302 0.0845 0.106 Uiso 1 1 calc GR . . . .
H26C H 0.8411 0.2211 0.1667 0.106 Uiso 1 1 calc GR . . . .
N1 N 0.4530(2) 0.71562(11) 0.17540(15) 0.0452(5) Uani 1 1 d . . . . .
H1 H 0.3951 0.7519 0.2078 0.054 Uiso 1 1 d R . . . .
N2 N 0.9282(3) 0.32053(11) 0.15860(17) 0.0513(6) Uani 1 1 d . . . . .
N3 N 0.8479(3) 0.46738(13) 0.28676(17) 0.0584(6) Uani 1 1 d . . . . .
O1 O 0.2053(2) 0.69426(12) 0.11467(19) 0.0759(7) Uani 1 1 d . . . . .
O2 O 0.4176(2) 0.63978(10) 0.03639(15) 0.0599(6) Uani 1 1 d . . . . .
O3 O 0.7032(2) 0.33177(11) 0.22419(17) 0.0703(6) Uani 1 1 d . . . . .
S1 S 0.35307(7) 0.69957(4) 0.08386(6) 0.0502(2) Uani 1 1 d . . . . .
S2 S 0.8863(2) 0.57607(6) 0.41251(9) 0.1257(6) Uani 1 1 d . . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.502(5) . ?
C2 C3 1.376(5) . ?
C2 C7 1.393(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.376(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.382(4) . ?
C5 C6 1.378(4) . ?
C5 S1 1.759(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.372(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.402(3) . ?
C8 C13 1.382(4) . ?
C8 N1 1.445(3) . ?
C9 C10 1.395(4) . ?
C9 C14 1.473(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.365(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.374(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.386(4) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C14 C15 1.321(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.498(4) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.539(4) . ?
C17 C18 1.559(4) . ?
C17 C20 1.505(4) . ?
C17 N3 1.441(4) . ?
C18 N2 1.332(3) . ?
C18 O3 1.215(3) . ?
C19 C20 1.390(3) . ?
C19 C24 1.368(4) . ?
C19 N2 1.424(3) . ?
C20 C21 1.380(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.400(4) . ?
C22 H22 0.9300 . ?
C22 C23 1.370(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.410(5) . ?
C24 H24 0.9300 . ?
C25 N3 1.160(4) . ?
C25 S2 1.581(4) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C26 N2 1.453(3) . ?
N1 H1 0.9784 . ?
N1 S1 1.638(2) . ?
O1 S1 1.431(2) . ?
O2 S1 1.431(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 121.2(3) . . ?
C3 C2 C7 117.2(3) . . ?
C7 C2 C1 121.6(3) . . ?
C2 C3 H3 118.9 . . ?
C2 C3 C4 122.2(3) . . ?
C4 C3 H3 118.9 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.2(3) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 S1 119.8(2) . . ?
C6 C5 C4 120.0(3) . . ?
C6 C5 S1 120.0(2) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 C5 119.7(3) . . ?
C7 C6 H6 120.1 . . ?
C2 C7 H7 119.2 . . ?
C6 C7 C2 121.6(3) . . ?
C6 C7 H7 119.2 . . ?
C9 C8 N1 119.7(2) . . ?
C13 C8 C9 121.3(2) . . ?
C13 C8 N1 119.0(2) . . ?
C8 C9 C14 121.7(2) . . ?
C10 C9 C8 116.9(2) . . ?
C10 C9 C14 121.4(2) . . ?
C9 C10 H10 119.2 . . ?
C11 C10 C9 121.7(3) . . ?
C11 C10 H10 119.2 . . ?
C10 C11 H11 119.6 . . ?
C10 C11 C12 120.9(3) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.2(3) . . ?
C13 C12 H12 120.4 . . ?
C8 C13 C12 119.9(3) . . ?
C8 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C9 C14 H14 116.9 . . ?
C15 C14 C9 126.2(3) . . ?
C15 C14 H14 116.9 . . ?
C14 C15 H15 117.8 . . ?
C14 C15 C16 124.3(3) . . ?
C16 C15 H15 117.8 . . ?
C15 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
C15 C16 C17 113.3(2) . . ?
H16A C16 H16B 107.7 . . ?
C17 C16 H16A 108.9 . . ?
C17 C16 H16B 108.9 . . ?
C16 C17 C18 108.0(2) . . ?
C20 C17 C16 115.2(2) . . ?
C20 C17 C18 101.9(2) . . ?
N3 C17 C16 110.5(2) . . ?
N3 C17 C18 109.0(2) . . ?
N3 C17 C20 111.8(2) . . ?
N2 C18 C17 107.8(2) . . ?
O3 C18 C17 124.1(2) . . ?
O3 C18 N2 128.0(3) . . ?
C20 C19 N2 109.1(2) . . ?
C24 C19 C20 123.5(3) . . ?
C24 C19 N2 127.4(3) . . ?
C19 C20 C17 108.7(2) . . ?
C21 C20 C17 131.7(2) . . ?
C21 C20 C19 119.6(2) . . ?
C20 C21 H21 120.9 . . ?
C20 C21 C22 118.2(3) . . ?
C22 C21 H21 120.9 . . ?
C21 C22 H22 119.5 . . ?
C23 C22 C21 121.0(3) . . ?
C23 C22 H22 119.5 . . ?
C22 C23 H23 119.2 . . ?
C22 C23 C24 121.5(3) . . ?
C24 C23 H23 119.2 . . ?
C19 C24 C23 116.1(3) . . ?
C19 C24 H24 121.9 . . ?
C23 C24 H24 121.9 . . ?
N3 C25 S2 173.5(3) . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N2 C26 H26A 109.5 . . ?
N2 C26 H26B 109.5 . . ?
N2 C26 H26C 109.5 . . ?
C8 N1 H1 111.2 . . ?
C8 N1 S1 117.59(17) . . ?
S1 N1 H1 103.1 . . ?
C18 N2 C19 112.0(2) . . ?
C18 N2 C26 124.0(3) . . ?
C19 N2 C26 123.7(2) . . ?
C25 N3 C17 148.1(3) . . ?
N1 S1 C5 105.79(12) . . ?
O1 S1 C5 109.23(13) . . ?
O1 S1 N1 105.22(14) . . ?
O1 S1 O2 119.98(13) . . ?
O2 S1 C5 107.58(13) . . ?
O2 S1 N1 108.19(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O3 0.98 1.99 2.969(3) 173.9 2_655

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -179.7(3) . . . . ?
C1 C2 C7 C6 -179.3(3) . . . . ?
C2 C3 C4 C5 -1.9(5) . . . . ?
C3 C2 C7 C6 -0.4(5) . . . . ?
C3 C4 C5 C6 1.3(4) . . . . ?
C3 C4 C5 S1 176.3(2) . . . . ?
C4 C5 C6 C7 -0.4(5) . . . . ?
C4 C5 S1 N1 -76.3(2) . . . . ?
C4 C5 S1 O1 36.5(3) . . . . ?
C4 C5 S1 O2 168.3(2) . . . . ?
C5 C6 C7 C2 -0.1(5) . . . . ?
C6 C5 S1 N1 98.7(2) . . . . ?
C6 C5 S1 O1 -148.5(2) . . . . ?
C6 C5 S1 O2 -16.8(3) . . . . ?
C7 C2 C3 C4 1.4(5) . . . . ?
C8 C9 C10 C11 0.7(5) . . . . ?
C8 C9 C14 C15 164.9(3) . . . . ?
C8 N1 S1 C5 -50.2(2) . . . . ?
C8 N1 S1 O1 -165.78(18) . . . . ?
C8 N1 S1 O2 64.8(2) . . . . ?
C9 C8 C13 C12 2.4(4) . . . . ?
C9 C8 N1 S1 -84.1(3) . . . . ?
C9 C10 C11 C12 1.8(5) . . . . ?
C9 C14 C15 C16 177.4(3) . . . . ?
C10 C9 C14 C15 -17.4(5) . . . . ?
C10 C11 C12 C13 -2.3(5) . . . . ?
C11 C12 C13 C8 0.2(5) . . . . ?
C13 C8 C9 C10 -2.8(4) . . . . ?
C13 C8 C9 C14 174.9(3) . . . . ?
C13 C8 N1 S1 95.6(3) . . . . ?
C14 C9 C10 C11 -177.0(3) . . . . ?
C14 C15 C16 C17 -113.3(3) . . . . ?
C15 C16 C17 C18 -177.6(2) . . . . ?
C15 C16 C17 C20 -64.5(3) . . . . ?
C15 C16 C17 N3 63.3(3) . . . . ?
C16 C17 C18 N2 114.9(3) . . . . ?
C16 C17 C18 O3 -63.3(4) . . . . ?
C16 C17 C20 C19 -111.2(3) . . . . ?
C16 C17 C20 C21 70.6(4) . . . . ?
C16 C17 N3 C25 -69.9(6) . . . . ?
C17 C18 N2 C19 5.9(3) . . . . ?
C17 C18 N2 C26 179.8(3) . . . . ?
C17 C20 C21 C22 -179.9(3) . . . . ?
C18 C17 C20 C19 5.3(3) . . . . ?
C18 C17 C20 C21 -172.8(3) . . . . ?
C18 C17 N3 C25 171.6(5) . . . . ?
C19 C20 C21 C22 2.2(4) . . . . ?
C20 C17 C18 N2 -6.8(3) . . . . ?
C20 C17 C18 O3 175.0(3) . . . . ?
C20 C17 N3 C25 59.7(6) . . . . ?
C20 C19 C24 C23 1.1(5) . . . . ?
C20 C19 N2 C18 -2.4(3) . . . . ?
C20 C19 N2 C26 -176.3(3) . . . . ?
C20 C21 C22 C23 -1.0(5) . . . . ?
C21 C22 C23 C24 -0.2(5) . . . . ?
C22 C23 C24 C19 0.1(5) . . . . ?
C24 C19 C20 C17 179.3(3) . . . . ?
C24 C19 C20 C21 -2.3(4) . . . . ?
C24 C19 N2 C18 175.9(3) . . . . ?
C24 C19 N2 C26 2.0(5) . . . . ?
N1 C8 C9 C10 176.9(2) . . . . ?
N1 C8 C9 C14 -5.4(4) . . . . ?
N1 C8 C13 C12 -177.3(3) . . . . ?
N2 C19 C20 C17 -2.3(3) . . . . ?
N2 C19 C20 C21 176.0(3) . . . . ?
N2 C19 C24 C23 -177.0(3) . . . . ?
N3 C17 C18 N2 -125.0(3) . . . . ?
N3 C17 C18 O3 56.7(4) . . . . ?
N3 C17 C20 C19 121.6(2) . . . . ?
N3 C17 C20 C21 -56.5(4) . . . . ?
O3 C18 N2 C19 -176.0(3) . . . . ?
O3 C18 N2 C26 -2.1(5) . . . . ?
S1 C5 C6 C7 -175.3(2) . . . . ?


_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_20221214-zyq-2
_database_code_depnum_ccdc_archive 'CCDC 2285458'
loop_
_audit_author_name
_audit_author_address
'You-Quan Zou'
;Wuhan University
China
;
_audit_update_record             
;
2023-07-30 deposited with the CCDC.	2024-08-02 downloaded from the CCDC.
;
_audit_creation_date             2023-03-24
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H22 Cl N3 O3 S2'
_chemical_formula_sum            'C26 H22 Cl N3 O3 S2'
_chemical_formula_weight         524.03
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHON
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      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                   10.73770(10)
_cell_length_b                   22.4707(2)
_cell_length_c                   10.42080(10)
_cell_angle_alpha                90
_cell_angle_beta                 95.8570(10)
_cell_angle_gamma                90
_cell_volume                     2501.24(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    13537
_cell_measurement_temperature    99.98(11)
_cell_measurement_theta_max      75.7330
_cell_measurement_theta_min      3.9360
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.192
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.64716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.392
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.938
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15026
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.938
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.931
_diffrn_reflns_theta_min         3.934
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.98(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.938
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     21.00  51.00   0.50    0.10    --   63.15-125.00-150.00   60
  2  ω     32.00  70.00   0.50    0.10    --   72.81-125.00-180.00   76
  3  ω     35.00  73.00   0.50    0.10    --   77.02-125.00-150.00   76
  4  ω     35.00  89.00   0.50    0.10    --   77.02-125.00 -90.00  108
  5  ω     57.00  91.00   0.50    0.10    --   77.02-125.00  30.00   68
  6  ω     72.00 109.00   0.50    0.10    --   72.81  15.00  90.00   74
  7  ω   -102.00 -60.00   0.50    0.10    --  -63.33 -15.00 150.00   84
  8  ω   -106.00 -55.00   0.50    0.10    --  -63.33 -15.00  90.00  102
  9  ω   -108.00 -63.00   0.50    0.10    --  -71.72 -15.00  60.00   90
 10  ω   -117.00 -77.00   0.50    0.10    --  -81.48 -15.00 150.00   80
 11  ω   -114.00 -72.00   0.50    0.10    --  -76.34 -15.00   0.00   84
 12  ω   -120.00 -73.00   0.50    0.10    --  -76.34 -15.00 -60.00   94
 13  ω   -117.00 -81.00   0.50    0.10    --  -81.48 -15.00-120.00   72
 14  ω    -91.00 -55.00   0.50    0.10    --  -63.33 -15.00-180.00   72
 15  ω   -104.00 -61.00   0.50    0.10    --  -63.33 -15.00-120.00   86
 16  ω    -62.00 -21.00   0.50    0.10    --  -63.33 125.00 -30.00   82
 17  ω    -60.00 -29.00   0.50    0.10    --  -71.72 125.00 -90.00   62
 18  ω    -95.00 -46.00   0.50    0.10    --  -81.48 125.00   0.00   98
 19  ω    -77.00 -49.00   0.50    0.10    --  -81.48 125.00 150.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0417172000
_diffrn_orient_matrix_UB_12      0.0468487000
_diffrn_orient_matrix_UB_13      0.0947315000
_diffrn_orient_matrix_UB_21      0.1325452000
_diffrn_orient_matrix_UB_22      0.0001067000
_diffrn_orient_matrix_UB_23      0.0722198000
_diffrn_orient_matrix_UB_31      0.0386773000
_diffrn_orient_matrix_UB_32      0.0500595000
_diffrn_orient_matrix_UB_33      -0.0888201000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4795
_reflns_number_total             4891
_reflns_odcompleteness_completeness 99.48
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_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         0.487
_refine_diff_density_min         -0.609
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0034(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     319
_refine_ls_number_reflns         4891
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0353
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0567P)²+1.2434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.0977
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B)
2.b Aromatic/amide H refined with riding coordinates:
 N19(H19), C12(H12), C2(H2), C34(H34), C11(H11), C18(H18), C33(H33), C16(H16),
 C15(H15), C30(H30), C5(H5), C3(H3), C31(H31), C4(H4)
2.c Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C35(H35A,H35B,H35C)
;
_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
S20 S 0.06718(3) 0.62680(2) 0.24475(4) 0.02614(12) Uani 1 1 d . . . . .
Cl23 Cl 0.41236(4) 0.86617(2) 0.48235(4) 0.03286(13) Uani 1 1 d . . . . .
S26 S 0.68788(4) 0.59336(2) 0.30549(4) 0.03442(13) Uani 1 1 d . . . . .
O27 O 0.65720(11) 0.47184(5) 0.74376(10) 0.0281(3) Uani 1 1 d . . . . .
O22 O -0.00766(10) 0.67762(6) 0.20505(11) 0.0322(3) Uani 1 1 d . . . . .
O21 O 0.04639(12) 0.57120(6) 0.17856(12) 0.0371(3) Uani 1 1 d . . . . .
N9 N 0.71465(11) 0.54663(5) 0.88928(11) 0.0192(3) Uani 1 1 d . . . . .
N24 N 0.68964(12) 0.57158(6) 0.56524(12) 0.0264(3) Uani 1 1 d . . . . .
N19 N 0.21430(12) 0.64329(6) 0.23245(12) 0.0244(3) Uani 1 1 d . . . . .
H19 H 0.260693 0.620110 0.188620 0.029 Uiso 1 1 calc R U . . .
C1 C 0.72221(12) 0.60918(6) 0.88608(13) 0.0176(3) Uani 1 1 d . . . . .
C8 C 0.66989(13) 0.52420(6) 0.77293(13) 0.0197(3) Uani 1 1 d . . . . .
C6 C 0.67853(13) 0.62992(6) 0.76363(13) 0.0187(3) Uani 1 1 d . . . . .
C13 C 0.35217(13) 0.69307(6) 0.40532(13) 0.0202(3) Uani 1 1 d . . . . .
C12 C 0.39386(13) 0.63611(6) 0.46548(14) 0.0204(3) Uani 1 1 d . . . . .
H12 H 0.389445 0.601294 0.413488 0.024 Uiso 1 1 calc R U . . .
C10 C 0.48631(13) 0.57528(6) 0.65332(13) 0.0200(3) Uani 1 1 d . . . . .
H10A H 0.462696 0.540912 0.596541 0.024 Uiso 1 1 calc R U . . .
H10B H 0.447552 0.569692 0.734699 0.024 Uiso 1 1 calc R U . . .
C2 C 0.76995(13) 0.64683(7) 0.98375(14) 0.0224(3) Uani 1 1 d . . . . .
H2 H 0.798152 0.632227 1.067240 0.027 Uiso 1 1 calc R U . . .
C7 C 0.63098(13) 0.57720(6) 0.68317(13) 0.0184(3) Uani 1 1 d . . . . .
C34 C 0.00023(14) 0.65925(7) 0.48045(15) 0.0244(3) Uani 1 1 d . . . . .
H34 H -0.030425 0.694952 0.439834 0.029 Uiso 1 1 calc R U . . .
C11 C 0.43732(13) 0.63123(6) 0.58901(14) 0.0192(3) Uani 1 1 d . . . . .
H11 H 0.437254 0.666081 0.640614 0.023 Uiso 1 1 calc R U . . .
C14 C 0.26600(13) 0.69585(7) 0.29395(14) 0.0216(3) Uani 1 1 d . . . . .
C18 C 0.39744(13) 0.74677(7) 0.45979(14) 0.0229(3) Uani 1 1 d . . . . .
H18 H 0.458069 0.746152 0.532850 0.027 Uiso 1 1 calc R U . . .
C32 C 0.03610(13) 0.59806(7) 0.67204(16) 0.0257(3) Uani 1 1 d . . . . .
C29 C 0.05440(13) 0.61570(7) 0.41003(15) 0.0226(3) Uani 1 1 d . . . . .
C9 C 0.68366(14) 0.58233(6) 0.45416(14) 0.0217(3) Uani 1 1 d . . . . .
C17 C 0.35514(14) 0.80059(7) 0.40873(15) 0.0249(3) Uani 1 1 d . . . . .
C33 C -0.00877(14) 0.65014(7) 0.61110(15) 0.0257(3) Uani 1 1 d . . . . .
H33 H -0.046049 0.679855 0.659587 0.031 Uiso 1 1 calc R U . . .
C28 C 0.76154(16) 0.51036(7) 0.99943(14) 0.0269(3) Uani 1 1 d . . . . .
H28A H 0.844381 0.524746 1.034023 0.040 Uiso 1 1 calc R U . . .
H28B H 0.767903 0.468825 0.972150 0.040 Uiso 1 1 calc R U . . .
H28C H 0.703899 0.513068 1.066307 0.040 Uiso 1 1 calc R U . . .
C16 C 0.26959(15) 0.80319(7) 0.29979(16) 0.0289(3) Uani 1 1 d . . . . .
H16 H 0.240553 0.840441 0.265521 0.035 Uiso 1 1 calc R U . . .
C15 C 0.22745(15) 0.75067(7) 0.24213(15) 0.0273(3) Uani 1 1 d . . . . .
H15 H 0.171134 0.751965 0.165708 0.033 Uiso 1 1 calc R U . . .
C30 C 0.10107(15) 0.56352(7) 0.46939(16) 0.0282(3) Uani 1 1 d . . . . .
H30 H 0.138988 0.533974 0.421030 0.034 Uiso 1 1 calc R U . . .
C5 C 0.68562(14) 0.68967(7) 0.73520(15) 0.0251(3) Uani 1 1 d . . . . .
H5 H 0.658025 0.704083 0.651401 0.030 Uiso 1 1 calc R U . . .
C3 C 0.77483(15) 0.70714(7) 0.95424(16) 0.0283(3) Uani 1 1 d . . . . .
H3 H 0.806749 0.734322 1.019267 0.034 Uiso 1 1 calc R U . . .
C31 C 0.09144(15) 0.55534(7) 0.59953(17) 0.0291(3) Uani 1 1 d . . . . .
H31 H 0.123232 0.519863 0.640245 0.035 Uiso 1 1 calc R U . . .
C4 C 0.73424(15) 0.72855(7) 0.83223(17) 0.0306(3) Uani 1 1 d . . . . .
H4 H 0.739559 0.769899 0.814589 0.037 Uiso 1 1 calc R U . . .
C35 C 0.02672(16) 0.58839(8) 0.81386(17) 0.0353(4) Uani 1 1 d . . . . .
H35A H 0.110974 0.586791 0.859775 0.053 Uiso 1 1 calc R U . . .
H35B H -0.016814 0.550808 0.826188 0.053 Uiso 1 1 calc R U . . .
H35C H -0.020099 0.621276 0.847812 0.053 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
S20 O22 1.4330(12) . ?
S20 O21 1.4334(12) . ?
S20 N19 1.6403(14) . ?
S20 C29 1.7595(16) . ?
Cl23 C17 1.7441(16) . ?
S26 C9 1.5742(15) . ?
O27 C8 1.2193(18) . ?
N9 C1 1.4084(18) . ?
N9 C8 1.3551(17) . ?
N9 C28 1.4551(17) . ?
N24 C7 1.4425(18) . ?
N24 C9 1.178(2) . ?
N19 H19 0.8800 . ?
N19 C14 1.4287(19) . ?
C1 C6 1.3940(19) . ?
C1 C2 1.3813(19) . ?
C8 C7 1.5453(18) . ?
C6 C7 1.5099(19) . ?
C6 C5 1.379(2) . ?
C13 C12 1.4747(19) . ?
C13 C14 1.410(2) . ?
C13 C18 1.399(2) . ?
C12 H12 0.9500 . ?
C12 C11 1.328(2) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C7 1.5535(19) . ?
C10 C11 1.4949(19) . ?
C2 H2 0.9500 . ?
C2 C3 1.392(2) . ?
C34 H34 0.9500 . ?
C34 C29 1.386(2) . ?
C34 C33 1.390(2) . ?
C11 H11 0.9500 . ?
C14 C15 1.391(2) . ?
C18 H18 0.9500 . ?
C18 C17 1.379(2) . ?
C32 C33 1.394(2) . ?
C32 C31 1.392(2) . ?
C32 C35 1.507(2) . ?
C29 C30 1.395(2) . ?
C17 C16 1.387(2) . ?
C33 H33 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C15 1.380(2) . ?
C15 H15 0.9500 . ?
C30 H30 0.9500 . ?
C30 C31 1.383(2) . ?
C5 H5 0.9500 . ?
C5 C4 1.397(2) . ?
C3 H3 0.9500 . ?
C3 C4 1.387(2) . ?
C31 H31 0.9500 . ?
C4 H4 0.9500 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 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
O22 S20 O21 120.03(7) . . ?
O22 S20 N19 108.28(7) . . ?
O22 S20 C29 107.34(7) . . ?
O21 S20 N19 105.26(7) . . ?
O21 S20 C29 108.88(8) . . ?
N19 S20 C29 106.29(6) . . ?
C1 N9 C28 124.16(12) . . ?
C8 N9 C1 111.47(11) . . ?
C8 N9 C28 124.06(12) . . ?
C9 N24 C7 146.57(14) . . ?
S20 N19 H19 120.5 . . ?
C14 N19 S20 119.00(10) . . ?
C14 N19 H19 120.5 . . ?
C6 C1 N9 109.90(12) . . ?
C2 C1 N9 127.71(13) . . ?
C2 C1 C6 122.32(13) . . ?
O27 C8 N9 127.04(13) . . ?
O27 C8 C7 125.19(12) . . ?
N9 C8 C7 107.71(11) . . ?
C1 C6 C7 108.01(12) . . ?
C5 C6 C1 120.10(13) . . ?
C5 C6 C7 131.89(13) . . ?
C14 C13 C12 122.25(13) . . ?
C18 C13 C12 119.88(12) . . ?
C18 C13 C14 117.86(13) . . ?
C13 C12 H12 118.5 . . ?
C11 C12 C13 123.02(13) . . ?
C11 C12 H12 118.5 . . ?
H10A C10 H10B 108.0 . . ?
C7 C10 H10A 109.3 . . ?
C7 C10 H10B 109.3 . . ?
C11 C10 H10A 109.3 . . ?
C11 C10 H10B 109.3 . . ?
C11 C10 C7 111.43(12) . . ?
C1 C2 H2 121.5 . . ?
C1 C2 C3 116.94(14) . . ?
C3 C2 H2 121.5 . . ?
N24 C7 C8 109.49(11) . . ?
N24 C7 C6 112.92(12) . . ?
N24 C7 C10 109.98(11) . . ?
C8 C7 C10 107.63(11) . . ?
C6 C7 C8 102.32(10) . . ?
C6 C7 C10 114.05(11) . . ?
C29 C34 H34 120.3 . . ?
C29 C34 C33 119.30(14) . . ?
C33 C34 H34 120.3 . . ?
C12 C11 C10 125.21(13) . . ?
C12 C11 H11 117.4 . . ?
C10 C11 H11 117.4 . . ?
C13 C14 N19 121.67(13) . . ?
C15 C14 N19 118.12(13) . . ?
C15 C14 C13 120.20(14) . . ?
C13 C18 H18 119.6 . . ?
C17 C18 C13 120.83(14) . . ?
C17 C18 H18 119.6 . . ?
C33 C32 C35 120.88(15) . . ?
C31 C32 C33 118.60(15) . . ?
C31 C32 C35 120.51(14) . . ?
C34 C29 S20 119.81(12) . . ?
C34 C29 C30 120.66(14) . . ?
C30 C29 S20 119.53(12) . . ?
N24 C9 S26 174.49(14) . . ?
C18 C17 Cl23 118.93(12) . . ?
C18 C17 C16 121.16(14) . . ?
C16 C17 Cl23 119.90(12) . . ?
C34 C33 C32 120.97(14) . . ?
C34 C33 H33 119.5 . . ?
C32 C33 H33 119.5 . . ?
N9 C28 H28A 109.5 . . ?
N9 C28 H28B 109.5 . . ?
N9 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C17 C16 H16 120.6 . . ?
C15 C16 C17 118.73(14) . . ?
C15 C16 H16 120.6 . . ?
C14 C15 H15 119.4 . . ?
C16 C15 C14 121.15(14) . . ?
C16 C15 H15 119.4 . . ?
C29 C30 H30 120.4 . . ?
C31 C30 C29 119.16(15) . . ?
C31 C30 H30 120.4 . . ?
C6 C5 H5 120.7 . . ?
C6 C5 C4 118.58(14) . . ?
C4 C5 H5 120.7 . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.66(14) . . ?
C4 C3 H3 119.2 . . ?
C32 C31 H31 119.4 . . ?
C30 C31 C32 121.30(14) . . ?
C30 C31 H31 119.4 . . ?
C5 C4 H4 119.8 . . ?
C3 C4 C5 120.38(14) . . ?
C3 C4 H4 119.8 . . ?
C32 C35 H35A 109.5 . . ?
C32 C35 H35B 109.5 . . ?
C32 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 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
S20 N19 C14 C13 107.80(14) . . . . ?
S20 N19 C14 C15 -71.17(16) . . . . ?
S20 C29 C30 C31 179.54(12) . . . . ?
Cl23 C17 C16 C15 178.90(12) . . . . ?
O27 C8 C7 N24 -55.02(19) . . . . ?
O27 C8 C7 C6 -175.03(14) . . . . ?
O27 C8 C7 C10 64.50(18) . . . . ?
O22 S20 N19 C14 52.93(12) . . . . ?
O22 S20 C29 C34 -11.66(14) . . . . ?
O22 S20 C29 C30 169.51(12) . . . . ?
O21 S20 N19 C14 -177.54(11) . . . . ?
O21 S20 C29 C34 -143.03(12) . . . . ?
O21 S20 C29 C30 38.14(14) . . . . ?
N9 C1 C6 C7 3.91(16) . . . . ?
N9 C1 C6 C5 -175.29(13) . . . . ?
N9 C1 C2 C3 175.77(14) . . . . ?
N9 C8 C7 N24 127.57(13) . . . . ?
N9 C8 C7 C6 7.56(14) . . . . ?
N9 C8 C7 C10 -112.91(13) . . . . ?
N19 S20 C29 C34 104.03(13) . . . . ?
N19 S20 C29 C30 -74.80(13) . . . . ?
N19 C14 C15 C16 177.26(14) . . . . ?
C1 N9 C8 O27 176.93(14) . . . . ?
C1 N9 C8 C7 -5.72(16) . . . . ?
C1 C6 C7 N24 -124.39(13) . . . . ?
C1 C6 C7 C8 -6.81(14) . . . . ?
C1 C6 C7 C10 109.10(13) . . . . ?
C1 C6 C5 C4 -1.6(2) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C8 N9 C1 C6 1.25(17) . . . . ?
C8 N9 C1 C2 -175.90(14) . . . . ?
C6 C1 C2 C3 -1.1(2) . . . . ?
C6 C5 C4 C3 0.3(2) . . . . ?
C13 C12 C11 C10 -176.97(13) . . . . ?
C13 C14 C15 C16 -1.7(2) . . . . ?
C13 C18 C17 Cl23 178.72(11) . . . . ?
C13 C18 C17 C16 -2.0(2) . . . . ?
C12 C13 C14 N19 -0.3(2) . . . . ?
C12 C13 C14 C15 178.69(13) . . . . ?
C12 C13 C18 C17 -176.87(13) . . . . ?
C2 C1 C6 C7 -178.76(13) . . . . ?
C2 C1 C6 C5 2.0(2) . . . . ?
C2 C3 C4 C5 0.7(3) . . . . ?
C7 C6 C5 C4 179.44(15) . . . . ?
C7 C10 C11 C12 107.31(16) . . . . ?
C34 C29 C30 C31 0.7(2) . . . . ?
C11 C10 C7 N24 -72.10(15) . . . . ?
C11 C10 C7 C8 168.69(11) . . . . ?
C11 C10 C7 C6 55.92(15) . . . . ?
C14 C13 C12 C11 -155.79(15) . . . . ?
C14 C13 C18 C17 2.5(2) . . . . ?
C18 C13 C12 C11 23.5(2) . . . . ?
C18 C13 C14 N19 -179.57(13) . . . . ?
C18 C13 C14 C15 -0.6(2) . . . . ?
C18 C17 C16 C15 -0.4(2) . . . . ?
C29 S20 N19 C14 -62.13(12) . . . . ?
C29 C34 C33 C32 0.2(2) . . . . ?
C29 C30 C31 C32 0.1(2) . . . . ?
C9 N24 C7 C8 152.0(2) . . . . ?
C9 N24 C7 C6 -94.7(3) . . . . ?
C9 N24 C7 C10 34.0(3) . . . . ?
C17 C16 C15 C14 2.2(2) . . . . ?
C33 C34 C29 S20 -179.66(11) . . . . ?
C33 C34 C29 C30 -0.8(2) . . . . ?
C33 C32 C31 C30 -0.7(2) . . . . ?
C28 N9 C1 C6 175.07(13) . . . . ?
C28 N9 C1 C2 -2.1(2) . . . . ?
C28 N9 C8 O27 3.1(2) . . . . ?
C28 N9 C8 C7 -179.55(13) . . . . ?
C5 C6 C7 N24 54.7(2) . . . . ?
C5 C6 C7 C8 172.27(15) . . . . ?
C5 C6 C7 C10 -71.8(2) . . . . ?
C31 C32 C33 C34 0.6(2) . . . . ?
C35 C32 C33 C34 179.75(14) . . . . ?
C35 C32 C31 C30 -179.87(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.499
_oxdiff_exptl_absorpt_empirical_full_min 0.686
####################################################################### 
# 
# 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_t_pl
_database_code_depnum_ccdc_archive 'CCDC 2291002'
loop_
_audit_author_name
_audit_author_address
'You-Quan Zou'
;Wuhan University
China
;
_audit_update_record             
;
2023-08-27 deposited with the CCDC.	2024-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H24 Cl N3 O3 S2'
_chemical_formula_sum            'C27 H24 Cl N3 O3 S2'
_chemical_formula_weight         538.06
_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 0.0137 0.0067 '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 0.3281 0.5435 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.2925 0.4295 '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                   14.872(5)
_cell_length_b                   16.485(6)
_cell_length_c                   21.295(10)
_cell_angle_alpha                90
_cell_angle_beta                 93.106(8)
_cell_angle_gamma                90
_cell_volume                     5213(4)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7856
_cell_measurement_temperature    200(1)
_cell_measurement_theta_max      61.17
_cell_measurement_theta_min      2.95
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.581
_exptl_absorpt_coefficient_mu    2.028
_exptl_absorpt_correction_T_max  0.7521
_exptl_absorpt_correction_T_min  0.5339
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 - Bruker AXS, Madison WI for PHOTON III'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2240
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1228
_diffrn_reflns_av_unetI/netI     0.0944
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.888
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            70140
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.888
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         65.639
_diffrn_reflns_theta_min         2.589
_diffrn_ambient_temperature      200(1)
_diffrn_detector                 'Bruker Photon III 28 detector'
_diffrn_detector_area_resol_mean ' 7.39 for PHOTON III'
_diffrn_detector_type            'Bruker Photon III 28'
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.888
_diffrn_measurement_device       'Bruker D8 Venture'
_diffrn_measurement_device_type  'Bruker Photon III'
_diffrn_measurement_method       'Profile data from θ/2θ scans'
_diffrn_radiation_monochromator  'Metaljet Helios MX'
_diffrn_radiation_probe          X-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_xray_symbol    'Ga K\a'
_diffrn_source                   'METALJET liquid metal X-ray source'
_diffrn_source_current           2.86
_diffrn_source_power             0.200057
_diffrn_source_target            Ga
_diffrn_source_type              'Sealed X-ray tube'
_diffrn_source_voltage           69.95
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                10212
_reflns_number_total             12154
_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-AXS, Madison WI for PHOTON III'
_computing_data_collection       'Bruker APEX3 Bruker-AXS, Madison WI'
_computing_data_reduction        
'SAINT V8.40B Bruker-AXS, Madison WI for PHOTON III'
_computing_molecular_graphics    
'Bruker SHELXTL Bruker-AXS, Madison WI and local programs'
_computing_publication_material  'Bruker SHELXTL Bruker-AXS, Madison WI'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.615
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     653
_refine_ls_number_reflns         12154
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0610
_refine_ls_restrained_S_all      1.088
_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)+(0.0802P)²+1.3545P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1510
_refine_ls_wR_factor_ref         0.1596
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C26(H26A,H26B), C16A(H16A,H16B), C26A(H26C,H26D)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C6(H6), C7(H7), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C22(H22), C23(H23), C24(H24), C25(H25), N1A(H1AA),
 C3A(H3A), C4A(H4A), C6A(H6A), C7A(H7A), C10A(H10A), C11A(H11A), C12A(H12A),
 C13A(H13A), C14A(H14A), C22A(H22A), C23A(H23A), C24A(H24A), C25A(H25A)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C27(H27A,H27B,H27C), C1A(H1AB,H1AC,H1AD), C27A(H27D,H27E,H27F)
;
_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 0.01358(4) -0.16779(4) 0.28749(3) 0.03946(15) Uani 1 1 d . . . . .
S1 S 0.33539(3) 0.11369(3) 0.40353(3) 0.02842(13) Uani 1 1 d . . . . .
S2 S 0.05665(3) -0.09093(3) 0.41250(2) 0.02289(12) Uani 1 1 d . . . . .
O1 O 0.38566(10) 0.18741(9) 0.39883(8) 0.0359(4) Uani 1 1 d . . . . .
O2 O 0.38184(10) 0.03721(10) 0.40503(9) 0.0381(4) Uani 1 1 d . . . . .
O3 O -0.23253(10) 0.03343(9) 0.47910(7) 0.0306(3) Uani 1 1 d . . . . .
N1 N 0.28238(11) 0.11640(11) 0.46852(9) 0.0274(4) Uani 1 1 d . . . . .
H1 H 0.292060 0.078366 0.497080 0.033 Uiso 1 1 calc R U . . .
N2 N -0.10179(10) -0.01794(10) 0.38208(8) 0.0237(3) Uani 1 1 d . . . . .
N3 N -0.30608(10) 0.05988(10) 0.38377(8) 0.0254(3) Uani 1 1 d . . . . .
C1 C 0.06231(18) 0.10777(18) 0.18201(12) 0.0445(6) Uani 1 1 d . . . . .
H1A H 0.032401 0.054819 0.179393 0.067 Uiso 1 1 calc R U . . .
H1B H 0.096240 0.116289 0.144373 0.067 Uiso 1 1 calc R U . . .
H1C H 0.016989 0.150584 0.184830 0.067 Uiso 1 1 calc R U . . .
C2 C 0.12599(15) 0.11029(14) 0.23970(11) 0.0344(5) Uani 1 1 d . . . . .
C3 C 0.17375(16) 0.18109(15) 0.25531(13) 0.0417(6) Uani 1 1 d . . . . .
H3 H 0.162844 0.228706 0.230952 0.050 Uiso 1 1 calc R U . . .
C4 C 0.23651(15) 0.18313(14) 0.30551(13) 0.0384(5) Uani 1 1 d . . . . .
H4 H 0.268331 0.231794 0.315572 0.046 Uiso 1 1 calc R U . . .
C5 C 0.25282(13) 0.11378(12) 0.34113(10) 0.0277(4) Uani 1 1 d . . . . .
C6 C 0.20449(15) 0.04335(13) 0.32726(10) 0.0314(5) Uani 1 1 d . . . . .
H6 H 0.214822 -0.003896 0.352156 0.038 Uiso 1 1 calc R U . . .
C7 C 0.14129(16) 0.04204(14) 0.27714(10) 0.0345(5) Uani 1 1 d . . . . .
H7 H 0.107906 -0.006103 0.268195 0.041 Uiso 1 1 calc R U . . .
C8 C 0.21979(12) 0.18084(12) 0.47929(9) 0.0244(4) Uani 1 1 d . . . . .
C9 C 0.12577(12) 0.16920(12) 0.47090(9) 0.0223(4) Uani 1 1 d . . . . .
C10 C 0.07071(13) 0.23571(13) 0.48318(10) 0.0276(4) Uani 1 1 d . . . . .
H10 H 0.007191 0.229218 0.479114 0.033 Uiso 1 1 calc R U . . .
C11 C 0.10584(14) 0.31078(13) 0.50107(11) 0.0327(5) Uani 1 1 d . . . . .
H11 H 0.066762 0.354840 0.508759 0.039 Uiso 1 1 calc R U . . .
C12 C 0.19884(15) 0.32095(14) 0.50766(12) 0.0353(5) Uani 1 1 d . . . . .
H12 H 0.223555 0.372365 0.519018 0.042 Uiso 1 1 calc R U . . .
C13 C 0.25499(14) 0.25611(14) 0.49763(10) 0.0318(5) Uani 1 1 d . . . . .
H13 H 0.318348 0.262847 0.503280 0.038 Uiso 1 1 calc R U . . .
C14 C 0.08941(12) 0.09044(12) 0.45016(9) 0.0220(4) Uani 1 1 d . . . . .
H14 H 0.130969 0.046642 0.452482 0.026 Uiso 1 1 calc R U . . .
C15 C 0.00549(12) 0.07140(11) 0.42830(8) 0.0206(4) Uani 1 1 d . . . . .
C16 C -0.02054(12) -0.01000(11) 0.40577(8) 0.0207(4) Uani 1 1 d . . . . .
C17 C -0.07878(12) 0.12229(12) 0.41820(9) 0.0230(4) Uani 1 1 d . . . . .
H17A H -0.068088 0.169415 0.390773 0.028 Uiso 1 1 calc R U . . .
H17B H -0.100201 0.141933 0.458705 0.028 Uiso 1 1 calc R U . . .
C18 C -0.14737(12) 0.06218(11) 0.38580(9) 0.0216(4) Uani 1 1 d . . . . .
C19 C -0.23256(12) 0.04956(12) 0.42339(9) 0.0236(4) Uani 1 1 d . . . . .
C20 C -0.28163(13) 0.08258(12) 0.32319(9) 0.0236(4) Uani 1 1 d . . . . .
C21 C -0.18769(12) 0.08733(12) 0.32261(9) 0.0233(4) Uani 1 1 d . . . . .
C22 C -0.14728(15) 0.11281(14) 0.26980(10) 0.0322(5) Uani 1 1 d . . . . .
H22 H -0.083601 0.116928 0.269369 0.039 Uiso 1 1 calc R U . . .
C23 C -0.20182(16) 0.13255(16) 0.21668(11) 0.0381(5) Uani 1 1 d . . . . .
H23 H -0.175247 0.151188 0.179758 0.046 Uiso 1 1 calc R U . . .
C24 C -0.29444(16) 0.12516(14) 0.21745(10) 0.0349(5) Uani 1 1 d . . . . .
H24 H -0.330277 0.137255 0.180347 0.042 Uiso 1 1 calc R U . . .
C25 C -0.33650(14) 0.10057(13) 0.27088(10) 0.0302(4) Uani 1 1 d . . . . .
H25 H -0.400166 0.096354 0.271333 0.036 Uiso 1 1 calc R U . . .
C26 C -0.00442(13) -0.16864(12) 0.37031(9) 0.0260(4) Uani 1 1 d . . . . .
H26A H -0.069500 -0.161682 0.376372 0.031 Uiso 1 1 calc R U . . .
H26B H 0.013954 -0.222078 0.387910 0.031 Uiso 1 1 calc R U . . .
C27 C -0.39889(13) 0.05459(15) 0.40257(12) 0.0344(5) Uani 1 1 d . . . . .
H27A H -0.399283 0.035998 0.446268 0.052 Uiso 1 1 calc R U . . .
H27B H -0.432403 0.016067 0.375185 0.052 Uiso 1 1 calc R U . . .
H27C H -0.427254 0.108161 0.398879 0.052 Uiso 1 1 calc R U . . .
Cl1A Cl 0.40600(5) 0.37250(6) 0.71334(3) 0.0634(2) Uani 1 1 d . . . . .
S1A S 0.15991(3) 0.64894(4) 0.47748(2) 0.03316(14) Uani 1 1 d . . . . .
S2A S 0.40004(3) 0.42781(3) 0.57977(2) 0.02819(13) Uani 1 1 d . . . . .
O1A O 0.10354(10) 0.58125(12) 0.46038(8) 0.0457(4) Uani 1 1 d . . . . .
O2A O 0.12809(11) 0.72995(12) 0.46530(8) 0.0467(4) Uani 1 1 d . . . . .
O3A O 0.70758(11) 0.52895(10) 0.56946(8) 0.0382(4) Uani 1 1 d . . . . .
N1A N 0.25233(11) 0.63711(11) 0.44018(8) 0.0260(4) Uani 1 1 d . . . . .
H1AA H 0.259048 0.595087 0.415388 0.031 Uiso 1 1 calc R U . . .
N2A N 0.54396(12) 0.49457(11) 0.63975(9) 0.0322(4) Uani 1 1 d . . . . .
N3A N 0.75284(11) 0.57381(11) 0.66847(9) 0.0300(4) Uani 1 1 d . . . . .
C1A C 0.29512(19) 0.62649(17) 0.74915(11) 0.0436(6) Uani 1 1 d . . . . .
H1AB H 0.244673 0.633233 0.776445 0.065 Uiso 1 1 calc R U . . .
H1AC H 0.339625 0.669363 0.758110 0.065 Uiso 1 1 calc R U . . .
H1AD H 0.323225 0.573417 0.756995 0.065 Uiso 1 1 calc R U . . .
C2A C 0.26121(15) 0.63176(14) 0.68167(10) 0.0333(5) Uani 1 1 d . . . . .
C3A C 0.26110(16) 0.70518(14) 0.64982(11) 0.0368(5) Uani 1 1 d . . . . .
H3A H 0.284146 0.752184 0.670889 0.044 Uiso 1 1 calc R U . . .
C4A C 0.22824(15) 0.71133(14) 0.58821(11) 0.0345(5) Uani 1 1 d . . . . .
H4A H 0.229301 0.761903 0.566876 0.041 Uiso 1 1 calc R U . . .
C5A C 0.19354(14) 0.64277(14) 0.55765(10) 0.0317(5) Uani 1 1 d . . . . .
C6A C 0.19352(16) 0.56855(14) 0.58816(11) 0.0363(5) Uani 1 1 d . . . . .
H6A H 0.170085 0.521698 0.567084 0.044 Uiso 1 1 calc R U . . .
C7A C 0.22788(17) 0.56346(15) 0.64942(11) 0.0385(5) Uani 1 1 d . . . . .
H7A H 0.228912 0.512408 0.670149 0.046 Uiso 1 1 calc R U . . .
C8A C 0.32225(13) 0.69677(12) 0.44878(9) 0.0254(4) Uani 1 1 d . . . . .
C9A C 0.39897(12) 0.68306(12) 0.48938(9) 0.0235(4) Uani 1 1 d . . . . .
C10A C 0.46180(14) 0.74638(13) 0.49542(10) 0.0286(4) Uani 1 1 d . . . . .
H10A H 0.514463 0.739020 0.522083 0.034 Uiso 1 1 calc R U . . .
C11A C 0.44962(16) 0.81929(13) 0.46379(11) 0.0337(5) Uani 1 1 d . . . . .
H11A H 0.493388 0.861026 0.469244 0.040 Uiso 1 1 calc R U . . .
C12A C 0.37396(17) 0.83152(14) 0.42431(11) 0.0368(5) Uani 1 1 d . . . . .
H12A H 0.365271 0.881536 0.402676 0.044 Uiso 1 1 calc R U . . .
C13A C 0.31098(16) 0.76991(14) 0.41671(10) 0.0335(5) Uani 1 1 d . . . . .
H13A H 0.259293 0.777712 0.389174 0.040 Uiso 1 1 calc R U . . .
C14A C 0.40999(12) 0.60554(12) 0.52326(9) 0.0225(4) Uani 1 1 d . . . . .
H14A H 0.367686 0.564418 0.511329 0.027 Uiso 1 1 calc R U . . .
C15A C 0.47187(12) 0.58527(12) 0.56873(9) 0.0239(4) Uani 1 1 d . . . . .
C16A C 0.54794(15) 0.63344(14) 0.59991(12) 0.0362(5) Uani 1 1 d . . . . .
H16A H 0.524790 0.679649 0.623953 0.043 Uiso 1 1 calc R U . . .
H16B H 0.588859 0.654281 0.568491 0.043 Uiso 1 1 calc R U . . .
C17A C 0.47829(12) 0.50515(12) 0.59898(10) 0.0251(4) Uani 1 1 d . . . . .
C18A C 0.59669(14) 0.57078(12) 0.64445(11) 0.0306(5) Uani 1 1 d . . . . .
C19A C 0.69133(14) 0.55422(12) 0.62160(10) 0.0290(4) Uani 1 1 d . . . . .
C20A C 0.71049(14) 0.59739(12) 0.72297(10) 0.0282(4) Uani 1 1 d . . . . .
C21A C 0.61724(14) 0.59673(13) 0.71109(11) 0.0308(4) Uani 1 1 d . . . . .
C22A C 0.56208(17) 0.61629(15) 0.75838(13) 0.0425(6) Uani 1 1 d . . . . .
H22A H 0.498489 0.616085 0.751080 0.051 Uiso 1 1 calc R U . . .
C23A C 0.6011(2) 0.63653(16) 0.81752(14) 0.0489(6) Uani 1 1 d . . . . .
H23A H 0.563654 0.650529 0.850619 0.059 Uiso 1 1 calc R U . . .
C24A C 0.6933(2) 0.63637(15) 0.82826(12) 0.0433(6) Uani 1 1 d . . . . .
H24A H 0.718451 0.650029 0.868850 0.052 Uiso 1 1 calc R U . . .
C25A C 0.75013(16) 0.61668(13) 0.78103(11) 0.0354(5) Uani 1 1 d . . . . .
H25A H 0.813705 0.616500 0.788400 0.043 Uiso 1 1 calc R U . . .
C26A C 0.43724(16) 0.35258(14) 0.63569(11) 0.0362(5) Uani 1 1 d . . . . .
H26C H 0.412034 0.299415 0.622145 0.043 Uiso 1 1 calc R U . . .
H26D H 0.503667 0.348535 0.635831 0.043 Uiso 1 1 calc R U . . .
C27A C 0.84965(15) 0.56962(17) 0.66244(13) 0.0418(6) Uani 1 1 d . . . . .
H27D H 0.862142 0.545082 0.621906 0.063 Uiso 1 1 calc R U . . .
H27E H 0.876964 0.536511 0.696607 0.063 Uiso 1 1 calc R U . . .
H27F H 0.875097 0.624445 0.664723 0.063 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 C26 1.798(2) . ?
S1 O1 1.4331(15) . ?
S1 O2 1.4372(16) . ?
S1 N1 1.6299(19) . ?
S1 C5 1.760(2) . ?
S2 C16 1.7608(19) . ?
S2 C26 1.785(2) . ?
O3 C19 1.216(2) . ?
N1 H1 0.8800 . ?
N1 C8 1.439(3) . ?
N2 C16 1.291(2) . ?
N2 C18 1.489(2) . ?
N3 C19 1.355(2) . ?
N3 C20 1.410(3) . ?
N3 C27 1.460(2) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.511(4) . ?
C2 C3 1.397(3) . ?
C2 C7 1.391(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.381(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(3) . ?
C5 C6 1.389(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.383(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.413(3) . ?
C8 C13 1.394(3) . ?
C9 C10 1.402(3) . ?
C9 C14 1.465(3) . ?
C10 H10 0.9500 . ?
C10 C11 1.388(3) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.380(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C14 C15 1.345(3) . ?
C15 C16 1.470(3) . ?
C15 C17 1.514(3) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.556(3) . ?
C18 C19 1.549(3) . ?
C18 C21 1.502(3) . ?
C20 C21 1.400(3) . ?
C20 C25 1.377(3) . ?
C21 C22 1.369(3) . ?
C22 H22 0.9500 . ?
C22 C23 1.394(3) . ?
C23 H23 0.9500 . ?
C23 C24 1.384(3) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(3) . ?
C25 H25 0.9500 . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
Cl1A C26A 1.772(3) . ?
S1A O1A 1.4310(19) . ?
S1A O2A 1.4356(19) . ?
S1A N1A 1.6359(18) . ?
S1A C5A 1.756(2) . ?
S2A C17A 1.759(2) . ?
S2A C26A 1.786(2) . ?
O3A C19A 1.222(3) . ?
N1A H1AA 0.8800 . ?
N1A C8A 1.436(3) . ?
N2A C17A 1.283(3) . ?
N2A C18A 1.482(3) . ?
N3A C19A 1.356(3) . ?
N3A C20A 1.405(3) . ?
N3A C27A 1.454(3) . ?
C1A H1AB 0.9800 . ?
C1A H1AC 0.9800 . ?
C1A H1AD 0.9800 . ?
C1A C2A 1.499(3) . ?
C2A C3A 1.387(3) . ?
C2A C7A 1.396(3) . ?
C3A H3A 0.9500 . ?
C3A C4A 1.379(3) . ?
C4A H4A 0.9500 . ?
C4A C5A 1.389(3) . ?
C5A C6A 1.385(3) . ?
C6A H6A 0.9500 . ?
C6A C7A 1.378(3) . ?
C7A H7A 0.9500 . ?
C8A C9A 1.412(3) . ?
C8A C13A 1.391(3) . ?
C9A C10A 1.402(3) . ?
C9A C14A 1.472(3) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.385(3) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.382(3) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.385(3) . ?
C13A H13A 0.9500 . ?
C14A H14A 0.9500 . ?
C14A C15A 1.342(3) . ?
C15A C16A 1.507(3) . ?
C15A C17A 1.470(3) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
C16A C18A 1.555(3) . ?
C18A C19A 1.538(3) . ?
C18A C21A 1.498(3) . ?
C20A C21A 1.396(3) . ?
C20A C25A 1.378(3) . ?
C21A C22A 1.371(3) . ?
C22A H22A 0.9500 . ?
C22A C23A 1.398(4) . ?
C23A H23A 0.9500 . ?
C23A C24A 1.378(4) . ?
C24A H24A 0.9500 . ?
C24A C25A 1.387(4) . ?
C25A H25A 0.9500 . ?
C26A H26C 0.9900 . ?
C26A H26D 0.9900 . ?
C27A H27D 0.9800 . ?
C27A H27E 0.9800 . ?
C27A H27F 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
O1 S1 O2 119.57(10) . . ?
O1 S1 N1 108.31(9) . . ?
O1 S1 C5 106.97(10) . . ?
O2 S1 N1 105.03(10) . . ?
O2 S1 C5 109.41(10) . . ?
N1 S1 C5 106.93(9) . . ?
C16 S2 C26 101.02(9) . . ?
S1 N1 H1 119.9 . . ?
C8 N1 S1 120.17(14) . . ?
C8 N1 H1 119.9 . . ?
C16 N2 C18 107.98(15) . . ?
C19 N3 C20 111.32(16) . . ?
C19 N3 C27 124.38(18) . . ?
C20 N3 C27 124.14(17) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.3(2) . . ?
C7 C2 C1 121.3(2) . . ?
C7 C2 C3 118.3(2) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.2(2) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 120.2 . . ?
C3 C4 C5 119.6(2) . . ?
C5 C4 H4 120.2 . . ?
C4 C5 S1 120.55(17) . . ?
C4 C5 C6 120.0(2) . . ?
C6 C5 S1 119.46(17) . . ?
C5 C6 H6 120.0 . . ?
C7 C6 C5 119.9(2) . . ?
C7 C6 H6 120.0 . . ?
C2 C7 H7 119.6 . . ?
C6 C7 C2 120.9(2) . . ?
C6 C7 H7 119.6 . . ?
C9 C8 N1 121.59(18) . . ?
C13 C8 N1 117.73(17) . . ?
C13 C8 C9 120.67(18) . . ?
C8 C9 C14 120.32(18) . . ?
C10 C9 C8 117.02(18) . . ?
C10 C9 C14 122.65(17) . . ?
C9 C10 H10 118.9 . . ?
C11 C10 C9 122.24(18) . . ?
C11 C10 H10 118.9 . . ?
C10 C11 H11 120.3 . . ?
C10 C11 C12 119.5(2) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.8(2) . . ?
C13 C12 H12 120.1 . . ?
C8 C13 H13 119.6 . . ?
C12 C13 C8 120.76(19) . . ?
C12 C13 H13 119.6 . . ?
C9 C14 H14 115.4 . . ?
C15 C14 C9 129.15(18) . . ?
C15 C14 H14 115.4 . . ?
C14 C15 C16 123.30(17) . . ?
C14 C15 C17 131.70(18) . . ?
C16 C15 C17 104.96(15) . . ?
N2 C16 S2 123.19(15) . . ?
N2 C16 C15 116.40(17) . . ?
C15 C16 S2 120.40(13) . . ?
C15 C17 H17A 111.1 . . ?
C15 C17 H17B 111.1 . . ?
C15 C17 C18 103.17(15) . . ?
H17A C17 H17B 109.1 . . ?
C18 C17 H17A 111.1 . . ?
C18 C17 H17B 111.1 . . ?
N2 C18 C17 107.40(14) . . ?
N2 C18 C19 107.21(15) . . ?
N2 C18 C21 110.99(15) . . ?
C19 C18 C17 113.03(16) . . ?
C21 C18 C17 116.22(16) . . ?
C21 C18 C19 101.66(15) . . ?
O3 C19 N3 126.34(18) . . ?
O3 C19 C18 125.21(17) . . ?
N3 C19 C18 108.45(16) . . ?
C21 C20 N3 109.27(16) . . ?
C25 C20 N3 128.80(18) . . ?
C25 C20 C21 121.91(19) . . ?
C20 C21 C18 109.08(16) . . ?
C22 C21 C18 130.46(17) . . ?
C22 C21 C20 120.46(18) . . ?
C21 C22 H22 120.8 . . ?
C21 C22 C23 118.4(2) . . ?
C23 C22 H22 120.8 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.4(2) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.1 . . ?
C23 C24 C25 121.9(2) . . ?
C25 C24 H24 119.1 . . ?
C20 C25 C24 116.90(19) . . ?
C20 C25 H25 121.6 . . ?
C24 C25 H25 121.6 . . ?
Cl1 C26 H26A 109.0 . . ?
Cl1 C26 H26B 109.0 . . ?
S2 C26 Cl1 112.92(11) . . ?
S2 C26 H26A 109.0 . . ?
S2 C26 H26B 109.0 . . ?
H26A C26 H26B 107.8 . . ?
N3 C27 H27A 109.5 . . ?
N3 C27 H27B 109.5 . . ?
N3 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O1A S1A O2A 119.78(11) . . ?
O1A S1A N1A 106.24(10) . . ?
O1A S1A C5A 109.53(11) . . ?
O2A S1A N1A 107.50(10) . . ?
O2A S1A C5A 107.65(11) . . ?
N1A S1A C5A 105.22(9) . . ?
C17A S2A C26A 99.85(10) . . ?
S1A N1A H1AA 120.7 . . ?
C8A N1A S1A 118.57(14) . . ?
C8A N1A H1AA 120.7 . . ?
C17A N2A C18A 108.13(17) . . ?
C19A N3A C20A 111.05(18) . . ?
C19A N3A C27A 123.7(2) . . ?
C20A N3A C27A 125.21(18) . . ?
H1AB C1A H1AC 109.5 . . ?
H1AB C1A H1AD 109.5 . . ?
H1AC C1A H1AD 109.5 . . ?
C2A C1A H1AB 109.5 . . ?
C2A C1A H1AC 109.5 . . ?
C2A C1A H1AD 109.5 . . ?
C3A C2A C1A 120.7(2) . . ?
C3A C2A C7A 118.2(2) . . ?
C7A C2A C1A 121.1(2) . . ?
C2A C3A H3A 119.3 . . ?
C4A C3A C2A 121.4(2) . . ?
C4A C3A H3A 119.3 . . ?
C3A C4A H4A 120.3 . . ?
C3A C4A C5A 119.3(2) . . ?
C5A C4A H4A 120.3 . . ?
C4A C5A S1A 119.16(18) . . ?
C6A C5A S1A 120.00(18) . . ?
C6A C5A C4A 120.5(2) . . ?
C5A C6A H6A 120.4 . . ?
C7A C6A C5A 119.2(2) . . ?
C7A C6A H6A 120.4 . . ?
C2A C7A H7A 119.3 . . ?
C6A C7A C2A 121.4(2) . . ?
C6A C7A H7A 119.3 . . ?
C9A C8A N1A 121.61(18) . . ?
C13A C8A N1A 117.63(18) . . ?
C13A C8A C9A 120.74(19) . . ?
C8A C9A C14A 120.25(18) . . ?
C10A C9A C8A 116.70(18) . . ?
C10A C9A C14A 123.05(17) . . ?
C9A C10A H10A 118.9 . . ?
C11A C10A C9A 122.2(2) . . ?
C11A C10A H10A 118.9 . . ?
C10A C11A H11A 119.9 . . ?
C12A C11A C10A 120.2(2) . . ?
C12A C11A H11A 119.9 . . ?
C11A C12A H12A 120.4 . . ?
C11A C12A C13A 119.2(2) . . ?
C13A C12A H12A 120.4 . . ?
C8A C13A H13A 119.5 . . ?
C12A C13A C8A 121.0(2) . . ?
C12A C13A H13A 119.5 . . ?
C9A C14A H14A 115.7 . . ?
C15A C14A C9A 128.58(18) . . ?
C15A C14A H14A 115.7 . . ?
C14A C15A C16A 131.02(18) . . ?
C14A C15A C17A 124.44(18) . . ?
C17A C15A C16A 104.54(16) . . ?
C15A C16A H16A 111.1 . . ?
C15A C16A H16B 111.1 . . ?
C15A C16A C18A 103.47(17) . . ?
H16A C16A H16B 109.0 . . ?
C18A C16A H16A 111.1 . . ?
C18A C16A H16B 111.1 . . ?
N2A C17A S2A 121.90(16) . . ?
N2A C17A C15A 116.58(17) . . ?
C15A C17A S2A 121.52(14) . . ?
N2A C18A C16A 107.13(16) . . ?
N2A C18A C19A 108.55(17) . . ?
N2A C18A C21A 112.72(18) . . ?
C19A C18A C16A 109.23(19) . . ?
C21A C18A C16A 116.91(19) . . ?
C21A C18A C19A 101.96(16) . . ?
O3A C19A N3A 126.2(2) . . ?
O3A C19A C18A 125.25(19) . . ?
N3A C19A C18A 108.49(19) . . ?
C21A C20A N3A 109.48(18) . . ?
C25A C20A N3A 128.0(2) . . ?
C25A C20A C21A 122.5(2) . . ?
C20A C21A C18A 108.87(19) . . ?
C22A C21A C18A 131.6(2) . . ?
C22A C21A C20A 119.5(2) . . ?
C21A C22A H22A 120.6 . . ?
C21A C22A C23A 118.8(2) . . ?
C23A C22A H22A 120.6 . . ?
C22A C23A H23A 119.7 . . ?
C24A C23A C22A 120.6(2) . . ?
C24A C23A H23A 119.7 . . ?
C23A C24A H24A 119.3 . . ?
C23A C24A C25A 121.3(2) . . ?
C25A C24A H24A 119.3 . . ?
C20A C25A C24A 117.2(2) . . ?
C20A C25A H25A 121.4 . . ?
C24A C25A H25A 121.4 . . ?
Cl1A C26A S2A 113.95(14) . . ?
Cl1A C26A H26C 108.8 . . ?
Cl1A C26A H26D 108.8 . . ?
S2A C26A H26C 108.8 . . ?
S2A C26A H26D 108.8 . . ?
H26C C26A H26D 107.7 . . ?
N3A C27A H27D 109.5 . . ?
N3A C27A H27E 109.5 . . ?
N3A C27A H27F 109.5 . . ?
H27D C27A H27E 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1 O3 0.88 2.12 2.826(2) 136.9 3_556 yes
N1A H1AA O3A 0.88 2.12 2.811(3) 134.4 3_666 yes

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 C9 101.5(2) . . . . ?
S1 N1 C8 C13 -77.7(2) . . . . ?
S1 C5 C6 C7 -178.10(16) . . . . ?
O1 S1 N1 C8 58.55(17) . . . . ?
O1 S1 C5 C4 -10.7(2) . . . . ?
O1 S1 C5 C6 168.62(16) . . . . ?
O2 S1 N1 C8 -172.62(15) . . . . ?
O2 S1 C5 C4 -141.58(18) . . . . ?
O2 S1 C5 C6 37.72(19) . . . . ?
N1 S1 C5 C4 105.17(18) . . . . ?
N1 S1 C5 C6 -75.52(18) . . . . ?
N1 C8 C9 C10 179.47(18) . . . . ?
N1 C8 C9 C14 -0.6(3) . . . . ?
N1 C8 C13 C12 178.8(2) . . . . ?
N2 C18 C19 O3 68.3(2) . . . . ?
N2 C18 C19 N3 -111.97(17) . . . . ?
N2 C18 C21 C20 109.28(18) . . . . ?
N2 C18 C21 C22 -71.5(3) . . . . ?
N3 C20 C21 C18 3.0(2) . . . . ?
N3 C20 C21 C22 -176.32(19) . . . . ?
N3 C20 C25 C24 177.0(2) . . . . ?
C1 C2 C3 C4 -175.8(2) . . . . ?
C1 C2 C7 C6 175.3(2) . . . . ?
C2 C3 C4 C5 0.1(4) . . . . ?
C3 C2 C7 C6 -2.2(3) . . . . ?
C3 C4 C5 S1 177.65(18) . . . . ?
C3 C4 C5 C6 -1.7(3) . . . . ?
C4 C5 C6 C7 1.2(3) . . . . ?
C5 S1 N1 C8 -56.42(17) . . . . ?
C5 C6 C7 C2 0.8(3) . . . . ?
C7 C2 C3 C4 1.8(3) . . . . ?
C8 C9 C10 C11 1.8(3) . . . . ?
C8 C9 C14 C15 -166.1(2) . . . . ?
C9 C8 C13 C12 -0.3(3) . . . . ?
C9 C10 C11 C12 -0.5(3) . . . . ?
C9 C14 C15 C16 176.53(18) . . . . ?
C9 C14 C15 C17 -0.7(3) . . . . ?
C10 C9 C14 C15 13.8(3) . . . . ?
C10 C11 C12 C13 -1.3(4) . . . . ?
C11 C12 C13 C8 1.7(4) . . . . ?
C13 C8 C9 C10 -1.4(3) . . . . ?
C13 C8 C9 C14 178.53(18) . . . . ?
C14 C9 C10 C11 -178.11(19) . . . . ?
C14 C15 C16 S2 5.4(3) . . . . ?
C14 C15 C16 N2 -175.32(18) . . . . ?
C14 C15 C17 C18 174.7(2) . . . . ?
C15 C17 C18 N2 2.62(19) . . . . ?
C15 C17 C18 C19 120.67(16) . . . . ?
C15 C17 C18 C21 -122.32(17) . . . . ?
C16 S2 C26 Cl1 88.16(12) . . . . ?
C16 N2 C18 C17 -1.2(2) . . . . ?
C16 N2 C18 C19 -123.00(17) . . . . ?
C16 N2 C18 C21 126.78(17) . . . . ?
C16 C15 C17 C18 -2.92(19) . . . . ?
C17 C15 C16 S2 -176.76(13) . . . . ?
C17 C15 C16 N2 2.5(2) . . . . ?
C17 C18 C19 O3 -49.9(3) . . . . ?
C17 C18 C19 N3 129.87(17) . . . . ?
C17 C18 C21 C20 -127.63(18) . . . . ?
C17 C18 C21 C22 51.6(3) . . . . ?
C18 N2 C16 S2 178.47(13) . . . . ?
C18 N2 C16 C15 -0.8(2) . . . . ?
C18 C21 C22 C23 179.9(2) . . . . ?
C19 N3 C20 C21 0.1(2) . . . . ?
C19 N3 C20 C25 -178.1(2) . . . . ?
C19 C18 C21 C20 -4.5(2) . . . . ?
C19 C18 C21 C22 174.7(2) . . . . ?
C20 N3 C19 O3 176.65(19) . . . . ?
C20 N3 C19 C18 -3.1(2) . . . . ?
C20 C21 C22 C23 -1.0(3) . . . . ?
C21 C18 C19 O3 -175.18(19) . . . . ?
C21 C18 C19 N3 4.6(2) . . . . ?
C21 C20 C25 C24 -1.1(3) . . . . ?
C21 C22 C23 C24 -1.0(4) . . . . ?
C22 C23 C24 C25 2.0(4) . . . . ?
C23 C24 C25 C20 -0.9(3) . . . . ?
C25 C20 C21 C18 -178.62(18) . . . . ?
C25 C20 C21 C22 2.1(3) . . . . ?
C26 S2 C16 N2 7.48(18) . . . . ?
C26 S2 C16 C15 -173.28(15) . . . . ?
C27 N3 C19 O3 1.2(3) . . . . ?
C27 N3 C19 C18 -178.52(18) . . . . ?
C27 N3 C20 C21 175.57(18) . . . . ?
C27 N3 C20 C25 -2.7(3) . . . . ?
S1A N1A C8A C9A 101.1(2) . . . . ?
S1A N1A C8A C13A -77.5(2) . . . . ?
S1A C5A C6A C7A 174.06(18) . . . . ?
O1A S1A N1A C8A -179.76(15) . . . . ?
O1A S1A C5A C4A -163.27(17) . . . . ?
O1A S1A C5A C6A 23.0(2) . . . . ?
O2A S1A N1A C8A 50.88(17) . . . . ?
O2A S1A C5A C4A -31.5(2) . . . . ?
O2A S1A C5A C6A 154.70(18) . . . . ?
N1A S1A C5A C4A 82.91(19) . . . . ?
N1A S1A C5A C6A -90.87(19) . . . . ?
N1A C8A C9A C10A -178.37(17) . . . . ?
N1A C8A C9A C14A 1.3(3) . . . . ?
N1A C8A C13A C12A 177.71(19) . . . . ?
N2A C18A C19A O3A 58.5(3) . . . . ?
N2A C18A C19A N3A -122.59(18) . . . . ?
N2A C18A C21A C20A 118.08(19) . . . . ?
N2A C18A C21A C22A -60.2(3) . . . . ?
N3A C20A C21A C18A 0.2(2) . . . . ?
N3A C20A C21A C22A 178.7(2) . . . . ?
N3A C20A C25A C24A -178.4(2) . . . . ?
C1A C2A C3A C4A -178.5(2) . . . . ?
C1A C2A C7A C6A 177.5(2) . . . . ?
C2A C3A C4A C5A 0.8(3) . . . . ?
C3A C2A C7A C6A -1.7(3) . . . . ?
C3A C4A C5A S1A -175.05(17) . . . . ?
C3A C4A C5A C6A -1.3(3) . . . . ?
C4A C5A C6A C7A 0.4(3) . . . . ?
C5A S1A N1A C8A -63.66(17) . . . . ?
C5A C6A C7A C2A 1.1(4) . . . . ?
C7A C2A C3A C4A 0.7(3) . . . . ?
C8A C9A C10A C11A 0.5(3) . . . . ?
C8A C9A C14A C15A -171.4(2) . . . . ?
C9A C8A C13A C12A -0.8(3) . . . . ?
C9A C10A C11A C12A -0.5(3) . . . . ?
C9A C14A C15A C16A 0.6(4) . . . . ?
C9A C14A C15A C17A -178.77(19) . . . . ?
C10A C9A C14A C15A 8.2(3) . . . . ?
C10A C11A C12A C13A -0.3(3) . . . . ?
C11A C12A C13A C8A 0.9(3) . . . . ?
C13A C8A C9A C10A 0.1(3) . . . . ?
C13A C8A C9A C14A 179.77(18) . . . . ?
C14A C9A C10A C11A -179.11(19) . . . . ?
C14A C15A C16A C18A -175.8(2) . . . . ?
C14A C15A C17A S2A -2.7(3) . . . . ?
C14A C15A C17A N2A 177.0(2) . . . . ?
C15A C16A C18A N2A -3.7(2) . . . . ?
C15A C16A C18A C19A 113.66(19) . . . . ?
C15A C16A C18A C21A -131.3(2) . . . . ?
C16A C15A C17A S2A 177.77(16) . . . . ?
C16A C15A C17A N2A -2.5(3) . . . . ?
C16A C18A C19A O3A -58.0(3) . . . . ?
C16A C18A C19A N3A 120.92(19) . . . . ?
C16A C18A C21A C20A -117.1(2) . . . . ?
C16A C18A C21A C22A 64.6(3) . . . . ?
C17A S2A C26A Cl1A 76.04(14) . . . . ?
C17A N2A C18A C16A 2.4(3) . . . . ?
C17A N2A C18A C19A -115.4(2) . . . . ?
C17A N2A C18A C21A 132.4(2) . . . . ?
C17A C15A C16A C18A 3.6(2) . . . . ?
C18A N2A C17A S2A 179.75(15) . . . . ?
C18A N2A C17A C15A 0.0(3) . . . . ?
C18A C21A C22A C23A 178.2(2) . . . . ?
C19A N3A C20A C21A -2.6(2) . . . . ?
C19A N3A C20A C25A 175.7(2) . . . . ?
C19A C18A C21A C20A 1.9(2) . . . . ?
C19A C18A C21A C22A -176.4(2) . . . . ?
C20A N3A C19A O3A -177.4(2) . . . . ?
C20A N3A C19A C18A 3.8(2) . . . . ?
C20A C21A C22A C23A 0.1(3) . . . . ?
C21A C18A C19A O3A 177.7(2) . . . . ?
C21A C18A C19A N3A -3.4(2) . . . . ?
C21A C20A C25A C24A -0.4(3) . . . . ?
C21A C22A C23A C24A -0.4(4) . . . . ?
C22A C23A C24A C25A 0.3(4) . . . . ?
C23A C24A C25A C20A 0.1(3) . . . . ?
C25A C20A C21A C18A -178.17(19) . . . . ?
C25A C20A C21A C22A 0.4(3) . . . . ?
C26A S2A C17A N2A 5.3(2) . . . . ?
C26A S2A C17A C15A -174.96(18) . . . . ?
C27A N3A C19A O3A 1.9(3) . . . . ?
C27A N3A C19A C18A -176.92(19) . . . . ?
C27A N3A C20A C21A 178.1(2) . . . . ?
C27A N3A C20A C25A -3.6(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_20221230-hxy456_auto
_database_code_depnum_ccdc_archive 'CCDC 2285459'
loop_
_audit_author_name
_audit_author_address
'You-Quan Zou'
;Wuhan University
China
;
_audit_update_record             
;
2023-07-30 deposited with the CCDC.	2024-08-02 downloaded from the CCDC.
;
_audit_creation_date             2022-12-30
_audit_creation_method           
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C27 H23 Cl F N3 O3 S2'
_chemical_formula_sum            'C27 H23 Cl F N3 O3 S2'
_chemical_formula_weight         556.05
_chemical_melting_point          ?
_chemical_oxdiff_formula         CH
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'
F F 0.0727 0.0534 '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/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                   12.59755(19)
_cell_length_b                   15.5528(2)
_cell_length_c                   14.0293(2)
_cell_angle_alpha                90
_cell_angle_beta                 99.4784(14)
_cell_angle_gamma                90
_cell_volume                     2711.20(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    26239
_cell_measurement_temperature    299.75(10)
_cell_measurement_theta_max      75.4920
_cell_measurement_theta_min      2.7960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.032
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66690
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1152
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.978
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            37327
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.989
_diffrn_reflns_theta_min         4.277
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.75(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            'HyPix-Arc 150'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.978
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     61.00 106.00   0.50    0.10    --   72.76  15.00-180.00   90
  2  ω     96.00 121.00   0.50    0.10    --   76.86  15.00  60.00   50
  3  ω     92.00 121.00   0.50    0.10    --   76.86  15.00 120.00   58
  4  ω    -47.00 -21.00   0.50    0.10    --  -63.74 125.00-120.00   52
  5  ω    -53.00 -27.00   0.50    0.10    --  -63.74 125.00 -60.00   52
  6  ω    -64.00 -29.00   0.50    0.10    --  -71.70 125.00 -90.00   70
  7  ω    -72.00 -35.00   0.50    0.10    --  -76.48 125.00 -90.00   74
  8  ω    -97.00 -34.00   0.50    0.10    --  -76.48 125.00-120.00  126
  9  ω   -102.00 -40.00   0.50    0.10    --  -81.46 125.00 -60.00  124
 10  ω   -102.00 -39.00   0.50    0.10    --  -81.46 125.00   0.00  126
 11  ω   -101.00 -75.00   0.50    0.10    --  -81.46 125.00 -30.00   52
 12  ω    -64.00 -29.00   0.50    0.10    --  -71.70 125.00  30.00   70
 13  ω    -76.00 -22.00   0.50    0.10    --  -63.74 125.00  90.00  108
 14  ω    -84.00 -29.00   0.50    0.10    --  -71.70 125.00  60.00  110
 15  ω   -102.00 -64.00   0.50    0.10    --  -81.46 125.00 -90.00   76
 16  ω   -102.00 -40.00   0.50    0.10    --  -81.46 125.00-150.00  124
 17  ω   -102.00 -75.00   0.50    0.10    --  -81.46 125.00-180.00   54
 18  ω   -122.00 -80.00   0.50    0.10    --  -81.46 -15.00-120.00   84
 19  ω   -101.00 -76.00   0.50    0.10    --  -56.00 -36.00 -87.69   50
 20  ω   -109.00 -83.00   0.50    0.10    --  -64.00 -41.00 -55.24   52
 21  ω   -109.00 -84.00   0.50    0.10    --  -64.00 -41.00 -60.69   50
 22  ω   -121.00 -96.00   0.50    0.10    --  -76.58 -34.00 -58.40   50
 23  ω   -104.00 -61.00   0.50    0.10    --  -63.74 -15.00-150.00   86
 24  ω   -118.00 -90.00   0.50    0.10    --  -72.00 -32.00 -78.90   56
 25  ω   -119.00 -93.00   0.50    0.10    --  -76.48 -15.00-150.00   52
 26  ω   -120.00 -68.00   0.50    0.10    --  -76.48 -15.00   0.00  104
 27  ω   -119.00 -78.00   0.50    0.10    --  -76.48 -15.00 -30.00   82
 28  ω    -93.00 -64.00   0.50    0.10    --  -63.74 -15.00  60.00   58
 29  ω   -110.00 -84.00   0.50    0.10    --  -76.48 -15.00 120.00   52
 30  ω   -111.00 -85.00   0.50    0.10    --  -76.48 -15.00 150.00   52
 31  ω   -103.00 -61.00   0.50    0.10    --  -63.74 -15.00 150.00   84
 32  ω   -125.00 -74.00   0.50    0.10    --  -81.46 -15.00 120.00  102
 33  ω   -114.00 -74.00   0.50    0.10    --  -81.46 -15.00-180.00   80
 34  ω     25.00  50.00   0.50    0.10    --   62.86-125.00-150.00   50
 35  ω     36.00  96.00   0.50    0.10    --   76.86-125.00 -60.00  120
 36  ω     31.00  58.00   0.50    0.10    --   72.76-125.00 -30.00   54
 37  ω     35.00  60.00   0.50    0.10    --   76.86-125.00  30.00   50
 38  ω     22.00  58.00   0.50    0.10    --   62.86-125.00  60.00   72
 39  ω     22.00  48.00   0.50    0.10    --   62.86-125.00 120.00   52
 40  ω     72.00  98.00   0.50    0.10    --   76.86-125.00 120.00   52
 41  ω     35.00  97.00   0.50    0.10    --   76.86-125.00  60.00  124
 42  ω     41.00  68.00   0.50    0.10    --   76.86-125.00-150.00   54
 43  ω     44.00  69.00   0.50    0.10    --   76.86-125.00-180.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix-Arc 150'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0705835000
_diffrn_orient_matrix_UB_12      -0.0735849000
_diffrn_orient_matrix_UB_13      0.0490280000
_diffrn_orient_matrix_UB_21      0.1016996000
_diffrn_orient_matrix_UB_22      0.0538654000
_diffrn_orient_matrix_UB_23      -0.0045471000
_diffrn_orient_matrix_UB_31      -0.0072827000
_diffrn_orient_matrix_UB_32      0.0386307000
_diffrn_orient_matrix_UB_33      0.0998414000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5024
_reflns_number_total             5535
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.294
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.035
_refine_ls_extinction_coef       0.00163(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         5535
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0372
_refine_ls_restrained_S_all      1.095
_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)+(0.0603P)²+0.5189P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1104
_refine_ls_wR_factor_ref         0.1126
_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
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C26(H26A,H26B)
2.b Aromatic/amide H refined with riding coordinates:
 N21(H21), C14(H14), C20(H20), C6(H6), C19(H19), C17(H17), C3(H3), C36(H36),
 C5(H5), C18(H18), C35(H35), C32(H32), C33(H33)
2.c Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C37(H37A,H37B,H37C)
;
_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
S25 S 0.54308(3) 0.40606(2) 0.35702(3) 0.04983(12) Uani 1 1 d . . . . .
S22 S 0.26929(4) 0.63233(3) 0.13830(4) 0.07512(17) Uani 1 1 d . . . . .
Cl27 Cl 0.72491(4) 0.32927(4) 0.27289(4) 0.08220(17) Uani 1 1 d . . . . .
O28 O 0.74829(10) 0.53123(8) 0.65892(9) 0.0652(3) Uani 1 1 d . . . . .
N10 N 0.71904(10) 0.48487(8) 0.44867(10) 0.0524(3) Uani 1 1 d . . . . .
N8 N 0.90810(10) 0.57220(8) 0.61374(9) 0.0509(3) Uani 1 1 d . . . . .
N21 N 0.26756(11) 0.63340(9) 0.25363(11) 0.0598(3) Uani 1 1 d . . . . .
H21 H 0.233813 0.593257 0.278364 0.072 Uiso 1 1 calc R U . . .
F30 F 0.98791(13) 0.67368(12) 0.26072(12) 0.1216(6) Uani 1 1 d . . . . .
O24 O 0.20062(13) 0.56237(11) 0.10107(13) 0.0971(5) Uani 1 1 d . . . . .
C12 C 0.57166(11) 0.57828(9) 0.41798(10) 0.0425(3) Uani 1 1 d . . . . .
C11 C 0.61954(11) 0.49260(9) 0.41185(10) 0.0434(3) Uani 1 1 d . . . . .
C15 C 0.41832(12) 0.68366(9) 0.37747(11) 0.0472(3) Uani 1 1 d . . . . .
C7 C 0.94270(11) 0.59908(9) 0.52811(11) 0.0473(3) Uani 1 1 d . . . . .
C14 C 0.47132(11) 0.59944(9) 0.37755(10) 0.0447(3) Uani 1 1 d . . . . .
H14 H 0.429994 0.555400 0.345542 0.054 Uiso 1 1 calc R U . . .
C16 C 0.32029(12) 0.69887(10) 0.31547(12) 0.0519(4) Uani 1 1 d . . . . .
O23 O 0.24716(18) 0.71734(11) 0.10294(13) 0.1112(6) Uani 1 1 d . . . . .
C2 C 0.85602(12) 0.59921(10) 0.45290(11) 0.0494(3) Uani 1 1 d . . . . .
C9 C 0.80142(12) 0.55471(9) 0.59812(12) 0.0494(3) Uani 1 1 d . . . . .
C13 C 0.65990(11) 0.63077(9) 0.47496(12) 0.0496(3) Uani 1 1 d . . . . .
H13A H 0.640927 0.648513 0.536275 0.060 Uiso 1 1 calc R U . . .
H13B H 0.675034 0.681460 0.439209 0.060 Uiso 1 1 calc R U . . .
C1 C 0.75726(11) 0.56908(9) 0.49041(11) 0.0481(3) Uani 1 1 d . . . . .
C20 C 0.46101(14) 0.75154(10) 0.43706(13) 0.0580(4) Uani 1 1 d . . . . .
H20 H 0.524768 0.743008 0.479903 0.070 Uiso 1 1 calc R U . . .
C6 C 1.04462(13) 0.62212(12) 0.51477(14) 0.0605(4) Uani 1 1 d . . . . .
H6 H 1.102131 0.620765 0.565673 0.073 Uiso 1 1 calc R U . . .
C26 C 0.64415(14) 0.32492(10) 0.36590(13) 0.0592(4) Uani 1 1 d . . . . .
H26A H 0.609672 0.269038 0.364012 0.071 Uiso 1 1 calc R U . . .
H26B H 0.690662 0.330263 0.427992 0.071 Uiso 1 1 calc R U . . .
C19 C 0.41141(17) 0.83081(11) 0.43423(16) 0.0686(5) Uani 1 1 d . . . . .
H19 H 0.441707 0.874737 0.474802 0.082 Uiso 1 1 calc R U . . .
C17 C 0.27140(15) 0.77920(12) 0.31291(15) 0.0669(5) Uani 1 1 d . . . . .
H17 H 0.207054 0.788669 0.271201 0.080 Uiso 1 1 calc R U . . .
C3 C 0.86947(15) 0.62518(14) 0.36220(14) 0.0673(5) Uani 1 1 d . . . . .
H3 H 0.812182 0.626691 0.311104 0.081 Uiso 1 1 calc R U . . .
C36 C 0.43729(17) 0.52324(12) 0.13076(14) 0.0694(5) Uani 1 1 d . . . . .
H36 H 0.389627 0.479277 0.139076 0.083 Uiso 1 1 calc R U . . .
C31 C 0.40196(18) 0.60728(12) 0.12443(13) 0.0683(5) Uani 1 1 d . . . . .
C29 C 0.97658(15) 0.56719(15) 0.70728(13) 0.0710(5) Uani 1 1 d . . . . .
H29A H 1.042037 0.537782 0.700876 0.106 Uiso 1 1 calc R U . . .
H29B H 0.939947 0.536271 0.751414 0.106 Uiso 1 1 calc R U . . .
H29C H 0.993123 0.624183 0.731526 0.106 Uiso 1 1 calc R U . . .
C5 C 1.05878(15) 0.64737(13) 0.42325(17) 0.0732(5) Uani 1 1 d . . . . .
H5 H 1.126590 0.663132 0.411315 0.088 Uiso 1 1 calc R U . . .
C18 C 0.31725(17) 0.84477(12) 0.37143(17) 0.0739(5) Uani 1 1 d . . . . .
H18 H 0.284516 0.898514 0.368487 0.089 Uiso 1 1 calc R U . . .
C35 C 0.54234(18) 0.50406(15) 0.12485(14) 0.0765(5) Uani 1 1 d . . . . .
H35 H 0.564654 0.446993 0.129193 0.092 Uiso 1 1 calc R U . . .
C4 C 0.97208(18) 0.64895(15) 0.35040(16) 0.0770(6) Uani 1 1 d . . . . .
C34 C 0.6159(2) 0.56752(19) 0.11260(15) 0.0878(7) Uani 1 1 d . . . . .
C32 C 0.4738(3) 0.67125(16) 0.1113(2) 0.1123(10) Uani 1 1 d . . . . .
H32 H 0.451376 0.728264 0.106155 0.135 Uiso 1 1 calc R U . . .
C33 C 0.5788(3) 0.6507(2) 0.1057(3) 0.1218(11) Uani 1 1 d . . . . .
H33 H 0.626274 0.694665 0.096856 0.146 Uiso 1 1 calc R U . . .
C37 C 0.7310(2) 0.5454(3) 0.1067(2) 0.1261(12) Uani 1 1 d . . . . .
H37A H 0.760989 0.511986 0.162123 0.189 Uiso 1 1 calc R U . . .
H37B H 0.771789 0.597405 0.105174 0.189 Uiso 1 1 calc R U . . .
H37C H 0.733546 0.512848 0.049002 0.189 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
S25 C11 1.7569(14) . ?
S25 C26 1.7825(16) . ?
S22 N21 1.6218(17) . ?
S22 O24 1.4340(16) . ?
S22 O23 1.4234(15) . ?
S22 C31 1.758(2) . ?
Cl27 C26 1.7831(19) . ?
O28 C9 1.224(2) . ?
N10 C11 1.2803(18) . ?
N10 C1 1.4824(18) . ?
N8 C7 1.407(2) . ?
N8 C9 1.3532(19) . ?
N8 C29 1.449(2) . ?
N21 C16 1.428(2) . ?
F30 C4 1.361(2) . ?
C12 C11 1.4711(19) . ?
C12 C14 1.3386(19) . ?
C12 C13 1.4996(19) . ?
C15 C14 1.4701(19) . ?
C15 C16 1.408(2) . ?
C15 C20 1.398(2) . ?
C7 C2 1.388(2) . ?
C7 C6 1.375(2) . ?
C16 C17 1.391(2) . ?
C2 C1 1.503(2) . ?
C2 C3 1.372(2) . ?
C9 C1 1.538(2) . ?
C13 C1 1.544(2) . ?
C20 C19 1.380(2) . ?
C6 C5 1.382(3) . ?
C19 C18 1.373(3) . ?
C17 C18 1.375(3) . ?
C3 C4 1.380(3) . ?
C36 C31 1.379(3) . ?
C36 C35 1.372(3) . ?
C31 C32 1.378(3) . ?
C5 C4 1.368(3) . ?
C35 C34 1.384(3) . ?
C34 C33 1.374(4) . ?
C34 C37 1.506(4) . ?
C32 C33 1.375(4) . ?

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
C11 S25 C26 100.25(7) . . ?
N21 S22 C31 106.37(8) . . ?
O24 S22 N21 105.35(10) . . ?
O24 S22 C31 108.61(10) . . ?
O23 S22 N21 107.70(10) . . ?
O23 S22 O24 120.40(11) . . ?
O23 S22 C31 107.61(12) . . ?
C11 N10 C1 108.01(12) . . ?
C7 N8 C29 124.56(14) . . ?
C9 N8 C7 111.13(12) . . ?
C9 N8 C29 124.27(15) . . ?
C16 N21 S22 122.13(12) . . ?
C11 C12 C13 104.43(11) . . ?
C14 C12 C11 124.45(13) . . ?
C14 C12 C13 131.10(13) . . ?
N10 C11 S25 122.30(11) . . ?
N10 C11 C12 116.43(12) . . ?
C12 C11 S25 121.26(10) . . ?
C16 C15 C14 120.13(14) . . ?
C20 C15 C14 122.85(14) . . ?
C20 C15 C16 117.02(14) . . ?
C2 C7 N8 109.51(13) . . ?
C6 C7 N8 128.39(15) . . ?
C6 C7 C2 122.11(16) . . ?
C12 C14 C15 128.06(14) . . ?
C15 C16 N21 121.88(13) . . ?
C17 C16 N21 117.71(15) . . ?
C17 C16 C15 120.42(16) . . ?
C7 C2 C1 109.05(13) . . ?
C3 C2 C7 120.25(15) . . ?
C3 C2 C1 130.70(15) . . ?
O28 C9 N8 126.14(15) . . ?
O28 C9 C1 125.27(14) . . ?
N8 C9 C1 108.59(13) . . ?
C12 C13 C1 103.80(11) . . ?
N10 C1 C2 111.77(13) . . ?
N10 C1 C9 107.52(12) . . ?
N10 C1 C13 107.14(11) . . ?
C2 C1 C9 101.71(11) . . ?
C2 C1 C13 116.18(13) . . ?
C9 C1 C13 112.25(13) . . ?
C19 C20 C15 121.98(17) . . ?
C7 C6 C5 117.82(17) . . ?
S25 C26 Cl27 114.15(10) . . ?
C18 C19 C20 119.93(18) . . ?
C18 C17 C16 120.66(17) . . ?
C2 C3 C4 116.82(17) . . ?
C35 C36 C31 120.43(19) . . ?
C36 C31 S22 120.38(15) . . ?
C32 C31 S22 120.84(19) . . ?
C32 C31 C36 118.7(2) . . ?
C4 C5 C6 119.34(17) . . ?
C19 C18 C17 119.95(16) . . ?
C36 C35 C34 121.6(2) . . ?
F30 C4 C3 118.0(2) . . ?
F30 C4 C5 118.37(19) . . ?
C5 C4 C3 123.64(19) . . ?
C35 C34 C37 121.0(3) . . ?
C33 C34 C35 117.0(2) . . ?
C33 C34 C37 122.0(3) . . ?
C33 C32 C31 120.0(3) . . ?
C34 C33 C32 122.3(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.168
_oxdiff_exptl_absorpt_empirical_full_min 0.425
