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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_11838
_audit_block_doi                 10.5517/ccdc.csd.cc2d084v
_database_code_depnum_ccdc_archive 'CCDC 2204786'
loop_
_audit_author_name
_audit_author_address
ZXXSM
;GXU
China
;
_audit_update_record             
;
2022-09-01 deposited with the CCDC.	2023-12-10 downloaded from the CCDC.
;
_audit_creation_date             2022-09-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H17 N S2'
_chemical_formula_sum            'C21 H17 N S2'
_chemical_formula_weight         347.48
_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'
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                   11.0377(12)
_cell_length_b                   20.8920(13)
_cell_length_c                   8.4833(8)
_cell_angle_alpha                90
_cell_angle_beta                 111.387(12)
_cell_angle_gamma                90
_cell_volume                     1821.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2871
_cell_measurement_temperature    293
_cell_measurement_theta_max      25.2510
_cell_measurement_theta_min      3.8980
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.293
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89600
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.267
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.850
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            11884
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.850
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.410
_diffrn_reflns_theta_min         3.534
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.850
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      7.00  84.00   1.00    2.50    --   15.65  38.00 -90.00   77
  2  ω     28.00  54.00   1.00    2.50    --   15.65-100.00 -64.00   26
  3  ω     38.00  65.00   1.00    2.50    --   15.65 178.00-120.00   27
  4  ω     39.00  87.00   1.00    2.50    --   15.65 178.00-180.00   48
  5  ω    -35.00 -10.00   1.00    2.50    --  -16.59 100.00  40.00   25
  6  ω    -24.00   1.00   1.00    2.50    --  -16.59-100.00 -64.00   25
  7  ω    -25.00   3.00   1.00    2.50    --  -16.59 -99.00-180.00   28
  8  ω    -25.00  22.00   1.00    2.50    --  -16.59 -99.00 120.00   47
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0029169000
_diffrn_orient_matrix_UB_12      -0.0317439000
_diffrn_orient_matrix_UB_13      0.0281189000
_diffrn_orient_matrix_UB_21      0.0549591000
_diffrn_orient_matrix_UB_22      0.0061341000
_diffrn_orient_matrix_UB_23      0.0742560000
_diffrn_orient_matrix_UB_31      -0.0415955000
_diffrn_orient_matrix_UB_32      0.0103784000
_diffrn_orient_matrix_UB_33      0.0419296000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2780
_reflns_number_total             4287
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.210
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       0.0017(6)
_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   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         4287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1087
_refine_ls_R_factor_gt           0.0653
_refine_ls_restrained_S_all      1.058
_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)+(0.0324P)²+0.6856P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1079
_refine_ls_wR_factor_ref         0.1244
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C5(H5), C2(H2), C11(H11), C15(H15), C17(H17), C8(H8), C21(H21), C7(H7),
 C18(H18), C20(H20), C12(H12), C14(H14), C19(H19), C13(H13)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.78621(8) 0.65472(3) 0.74456(9) 0.0602(2) Uani 1 1 d . . . . .
S2 S 0.99399(8) 0.39757(4) 0.61643(12) 0.0763(3) Uani 1 1 d . . . . .
N1 N 0.7530(2) 0.52179(10) 1.0517(3) 0.0556(6) Uani 1 1 d . . . . .
C9 C 0.8085(2) 0.48459(11) 0.9624(3) 0.0456(6) Uani 1 1 d . . . . .
C4 C 0.8250(2) 0.52262(11) 0.8350(3) 0.0423(6) Uani 1 1 d . . . . .
C3 C 0.7763(2) 0.58479(11) 0.8513(3) 0.0473(6) Uani 1 1 d . . . . .
C16 C 0.8676(3) 0.35360(11) 0.4654(3) 0.0494(6) Uani 1 1 d . . . . .
C5 C 0.8805(2) 0.49564(12) 0.7269(3) 0.0484(6) Uani 1 1 d . . . . .
H5 H 0.892461 0.520032 0.641997 0.058 Uiso 1 1 calc R . . . .
C10 C 0.6699(2) 0.64411(11) 0.5374(3) 0.0483(6) Uani 1 1 d . . . . .
C2 C 0.7340(3) 0.58156(13) 0.9829(3) 0.0554(7) Uani 1 1 d . . . . .
H2 H 0.697189 0.615476 1.020749 0.067 Uiso 1 1 calc R . . . .
C11 C 0.5759(3) 0.59669(13) 0.4925(3) 0.0576(7) Uani 1 1 d . . . . .
H11 H 0.572744 0.567029 0.572701 0.069 Uiso 1 1 calc R . . . .
C15 C 0.6734(3) 0.68741(13) 0.4149(4) 0.0621(8) Uani 1 1 d . . . . .
H15 H 0.736764 0.719190 0.442711 0.074 Uiso 1 1 calc R . . . .
C6 C 0.9174(3) 0.43244(12) 0.7478(3) 0.0549(7) Uani 1 1 d . . . . .
C17 C 0.9036(3) 0.31245(12) 0.3627(4) 0.0618(8) Uani 1 1 d . . . . .
H17 H 0.990969 0.308421 0.377182 0.074 Uiso 1 1 calc R . . . .
C8 C 0.8467(3) 0.42093(12) 0.9853(3) 0.0561(7) Uani 1 1 d . . . . .
H8 H 0.835788 0.396371 1.070598 0.067 Uiso 1 1 calc R . . . .
C21 C 0.7377(3) 0.35884(12) 0.4431(3) 0.0572(7) Uani 1 1 d . . . . .
H21 H 0.711847 0.386458 0.510957 0.069 Uiso 1 1 calc R . . . .
C7 C 0.9010(3) 0.39566(12) 0.8778(4) 0.0610(8) Uani 1 1 d . . . . .
H7 H 0.927774 0.353137 0.890752 0.073 Uiso 1 1 calc R . . . .
C18 C 0.8115(4) 0.27739(14) 0.2393(4) 0.0728(10) Uani 1 1 d . . . . .
H18 H 0.836734 0.250383 0.169668 0.087 Uiso 1 1 calc R . . . .
C20 C 0.6455(3) 0.32272(14) 0.3189(4) 0.0675(8) Uani 1 1 d . . . . .
H20 H 0.558065 0.326204 0.304125 0.081 Uiso 1 1 calc R . . . .
C12 C 0.4868(3) 0.59346(15) 0.3290(4) 0.0679(8) Uani 1 1 d . . . . .
H12 H 0.423954 0.561433 0.299680 0.082 Uiso 1 1 calc R . . . .
C14 C 0.5831(3) 0.68341(15) 0.2519(4) 0.0717(9) Uani 1 1 d . . . . .
H14 H 0.585775 0.712682 0.170692 0.086 Uiso 1 1 calc R . . . .
C19 C 0.6827(4) 0.28200(14) 0.2181(4) 0.0740(9) Uani 1 1 d . . . . .
H19 H 0.620821 0.257641 0.135842 0.089 Uiso 1 1 calc R . . . .
C1 C 0.7217(4) 0.50069(16) 1.1964(4) 0.0823(10) Uani 1 1 d . . . . .
H1A H 0.649160 0.471760 1.158532 0.124 Uiso 1 1 calc GR . . . .
H1B H 0.699666 0.537133 1.249475 0.124 Uiso 1 1 calc GR . . . .
H1C H 0.795610 0.479299 1.276233 0.124 Uiso 1 1 calc GR . . . .
C13 C 0.4895(3) 0.63675(17) 0.2088(4) 0.0752(9) Uani 1 1 d . . . . .
H13 H 0.428423 0.634455 0.099185 0.090 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C3 1.743(2) . ?
S1 C10 1.772(3) . ?
S2 C16 1.768(3) . ?
S2 C6 1.782(3) . ?
N1 C9 1.375(3) . ?
N1 C2 1.362(3) . ?
N1 C1 1.459(3) . ?
C9 C4 1.406(3) . ?
C9 C8 1.387(3) . ?
C4 C3 1.431(3) . ?
C4 C5 1.395(3) . ?
C3 C2 1.360(3) . ?
C16 C17 1.382(3) . ?
C16 C21 1.381(4) . ?
C5 C6 1.374(3) . ?
C10 C11 1.384(4) . ?
C10 C15 1.389(3) . ?
C11 C12 1.379(4) . ?
C15 C14 1.381(4) . ?
C6 C7 1.408(4) . ?
C17 C18 1.375(4) . ?
C8 C7 1.367(4) . ?
C21 C20 1.390(4) . ?
C18 C19 1.369(4) . ?
C20 C19 1.371(4) . ?
C12 C13 1.371(4) . ?
C14 C13 1.369(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
C3 S1 C10 104.50(12) . . ?
C16 S2 C6 103.68(12) . . ?
C9 N1 C1 125.6(2) . . ?
C2 N1 C9 108.2(2) . . ?
C2 N1 C1 126.2(2) . . ?
N1 C9 C4 108.2(2) . . ?
N1 C9 C8 129.7(2) . . ?
C8 C9 C4 122.1(2) . . ?
C9 C4 C3 106.3(2) . . ?
C5 C4 C9 119.2(2) . . ?
C5 C4 C3 134.5(2) . . ?
C4 C3 S1 127.86(18) . . ?
C2 C3 S1 125.0(2) . . ?
C2 C3 C4 106.7(2) . . ?
C17 C16 S2 116.6(2) . . ?
C21 C16 S2 124.3(2) . . ?
C21 C16 C17 119.1(3) . . ?
C6 C5 C4 118.9(2) . . ?
C11 C10 S1 124.15(19) . . ?
C11 C10 C15 118.9(3) . . ?
C15 C10 S1 116.9(2) . . ?
C3 C2 N1 110.6(2) . . ?
C12 C11 C10 120.0(2) . . ?
C14 C15 C10 120.2(3) . . ?
C5 C6 S2 119.8(2) . . ?
C5 C6 C7 120.6(2) . . ?
C7 C6 S2 119.5(2) . . ?
C18 C17 C16 120.6(3) . . ?
C7 C8 C9 117.5(2) . . ?
C16 C21 C20 119.8(3) . . ?
C8 C7 C6 121.6(2) . . ?
C19 C18 C17 120.4(3) . . ?
C19 C20 C21 120.5(3) . . ?
C13 C12 C11 121.0(3) . . ?
C13 C14 C15 120.6(3) . . ?
C18 C19 C20 119.6(3) . . ?
C14 C13 C12 119.3(3) . . ?

_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 1.160
_oxdiff_exptl_absorpt_empirical_full_min 0.777
####################################################################### 
# 
# 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_exp_11736
_audit_block_doi                 10.5517/ccdc.csd.cc2d0lz0
_database_code_depnum_ccdc_archive 'CCDC 2205122'
loop_
_audit_author_name
_audit_author_address
ZXXSMMM
;GXU
China
;
_audit_update_record             
;
2022-09-04 deposited with the CCDC.	2023-12-10 downloaded from the CCDC.
;
_audit_creation_date             2022-09-02
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H15 N O2 S'
_chemical_formula_sum            'C17 H15 N O2 S'
_chemical_formula_weight         297.36
_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                   7.9527(7)
_cell_length_b                   13.3537(10)
_cell_length_c                   13.9904(10)
_cell_angle_alpha                90
_cell_angle_beta                 98.396(7)
_cell_angle_gamma                90
_cell_volume                     1469.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2039
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.8640
_cell_measurement_theta_min      2.5960
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.224
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83428
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             624
_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  0.0377
_diffrn_reflns_av_unetI/netI     0.0655
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            7087
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.389
_diffrn_reflns_theta_min         2.119
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -48.00  24.00   1.00    1.50    --   15.65 -19.00  30.00   72
  2  ω     23.00  49.00   1.00    1.50    --  -16.43  77.00 150.00   26
  3  ω    -42.00 -14.00   1.00    1.50    --  -16.43  77.00 150.00   28
  4  ω      6.00  79.00   1.00    1.50    --   15.65  57.00-150.00   73
  5  ω    -15.00  10.00   1.00    1.50    --  -16.43 -99.00-150.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0055559000
_diffrn_orient_matrix_UB_12      -0.0517102000
_diffrn_orient_matrix_UB_13      -0.0117620000
_diffrn_orient_matrix_UB_21      0.0891498000
_diffrn_orient_matrix_UB_22      -0.0015755000
_diffrn_orient_matrix_UB_23      0.0000896000
_diffrn_orient_matrix_UB_31      0.0119465000
_diffrn_orient_matrix_UB_32      -0.0122622000
_diffrn_orient_matrix_UB_33      0.0498434000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2246
_reflns_number_total             3370
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.219
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.0061(13)
_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   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         3370
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0955
_refine_ls_R_factor_gt           0.0582
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0436P)²+0.2001P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1301
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C15(H15), C2(H2), C8(H8), C5(H5), C12(H12), C14(H14), C13(H13), C7(H7), C6(H6)
2.b Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.69906(8) 0.45253(5) 0.30049(4) 0.0483(2) Uani 1 1 d . . . . .
O2 O 0.8329(2) 0.39571(14) 0.01141(11) 0.0643(5) Uani 1 1 d . . . . .
O1 O 0.7229(3) 0.49458(15) 0.11283(12) 0.0696(6) Uani 1 1 d . . . . .
N1 N 0.7220(2) 0.46276(15) 0.58169(13) 0.0448(5) Uani 1 1 d . . . . .
C10 C 0.8385(3) 0.35800(17) 0.26910(15) 0.0387(5) Uani 1 1 d . . . . .
C11 C 0.8784(3) 0.35094(17) 0.17477(15) 0.0396(5) Uani 1 1 d . . . . .
C9 C 0.6205(3) 0.37914(18) 0.56636(15) 0.0399(5) Uani 1 1 d . . . . .
C4 C 0.5978(3) 0.35735(18) 0.46694(15) 0.0400(6) Uani 1 1 d . . . . .
C3 C 0.6934(3) 0.43085(18) 0.42306(15) 0.0421(6) Uani 1 1 d . . . . .
C16 C 0.8029(3) 0.42134(19) 0.09902(16) 0.0448(6) Uani 1 1 d . . . . .
C15 C 0.9121(3) 0.28860(19) 0.33707(17) 0.0488(6) Uani 1 1 d . . . . .
H15 H 0.885584 0.291077 0.399618 0.059 Uiso 1 1 calc R . . . .
C2 C 0.7646(3) 0.49257(18) 0.49552(16) 0.0452(6) Uani 1 1 d . . . . .
H2 H 0.832969 0.547451 0.487111 0.054 Uiso 1 1 calc R . . . .
C8 C 0.5460(3) 0.32174(19) 0.63179(17) 0.0494(6) Uani 1 1 d . . . . .
H8 H 0.561098 0.337055 0.697336 0.059 Uiso 1 1 calc R . . . .
C5 C 0.4975(3) 0.27574(19) 0.43339(18) 0.0522(7) Uani 1 1 d . . . . .
H5 H 0.480081 0.260073 0.367920 0.063 Uiso 1 1 calc R . . . .
C12 C 0.9907(3) 0.27715(19) 0.15315(19) 0.0509(6) Uani 1 1 d . . . . .
H12 H 1.016627 0.272542 0.090595 0.061 Uiso 1 1 calc R . . . .
C14 C 1.0228(3) 0.21659(19) 0.31383(19) 0.0549(7) Uani 1 1 d . . . . .
H14 H 1.070053 0.171287 0.360676 0.066 Uiso 1 1 calc R . . . .
C13 C 1.0643(3) 0.2109(2) 0.2222(2) 0.0591(7) Uani 1 1 d . . . . .
H13 H 1.140969 0.163019 0.206940 0.071 Uiso 1 1 calc R . . . .
C7 C 0.4492(3) 0.2415(2) 0.5954(2) 0.0587(7) Uani 1 1 d . . . . .
H7 H 0.398534 0.201265 0.637437 0.070 Uiso 1 1 calc R . . . .
C1 C 0.7707(3) 0.5120(2) 0.67435(17) 0.0594(7) Uani 1 1 d . . . . .
H1A H 0.672605 0.519178 0.706463 0.089 Uiso 1 1 calc GR . . . .
H1B H 0.816770 0.576914 0.664147 0.089 Uiso 1 1 calc GR . . . .
H1C H 0.854796 0.472380 0.713597 0.089 Uiso 1 1 calc GR . . . .
C6 C 0.4249(3) 0.2187(2) 0.4975(2) 0.0620(7) Uani 1 1 d . . . . .
H6 H 0.358226 0.163976 0.475226 0.074 Uiso 1 1 calc R . . . .
C17 C 0.7564(4) 0.4590(2) -0.06661(18) 0.0788(10) Uani 1 1 d . . . . .
H17A H 0.768133 0.428171 -0.127285 0.118 Uiso 1 1 calc GR . . . .
H17B H 0.812176 0.522925 -0.062286 0.118 Uiso 1 1 calc GR . . . .
H17C H 0.638017 0.467959 -0.062191 0.118 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C10 1.777(2) . ?
S1 C3 1.746(2) . ?
O2 C16 1.327(3) . ?
O2 C17 1.443(3) . ?
O1 C16 1.197(3) . ?
N1 C9 1.376(3) . ?
N1 C2 1.359(3) . ?
N1 C1 1.455(3) . ?
C10 C11 1.405(3) . ?
C10 C15 1.394(3) . ?
C11 C16 1.477(3) . ?
C11 C12 1.393(3) . ?
C9 C4 1.407(3) . ?
C9 C8 1.391(3) . ?
C4 C3 1.433(3) . ?
C4 C5 1.391(3) . ?
C3 C2 1.364(3) . ?
C15 C14 1.375(3) . ?
C8 C7 1.374(3) . ?
C5 C6 1.367(3) . ?
C12 C13 1.375(3) . ?
C14 C13 1.372(3) . ?
C7 C6 1.388(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
C3 S1 C10 103.39(11) . . ?
C16 O2 C17 115.8(2) . . ?
C9 N1 C1 125.4(2) . . ?
C2 N1 C9 108.43(19) . . ?
C2 N1 C1 126.1(2) . . ?
C11 C10 S1 120.96(17) . . ?
C15 C10 S1 121.23(17) . . ?
C15 C10 C11 117.8(2) . . ?
C10 C11 C16 120.5(2) . . ?
C12 C11 C10 119.4(2) . . ?
C12 C11 C16 120.1(2) . . ?
N1 C9 C4 108.04(19) . . ?
N1 C9 C8 129.9(2) . . ?
C8 C9 C4 122.1(2) . . ?
C9 C4 C3 106.4(2) . . ?
C5 C4 C9 118.7(2) . . ?
C5 C4 C3 134.9(2) . . ?
C4 C3 S1 128.73(18) . . ?
C2 C3 S1 124.20(18) . . ?
C2 C3 C4 106.51(19) . . ?
O2 C16 C11 112.9(2) . . ?
O1 C16 O2 122.1(2) . . ?
O1 C16 C11 125.0(2) . . ?
C14 C15 C10 121.5(2) . . ?
N1 C2 C3 110.6(2) . . ?
C7 C8 C9 117.1(2) . . ?
C6 C5 C4 119.4(2) . . ?
C13 C12 C11 121.5(2) . . ?
C13 C14 C15 120.6(2) . . ?
C14 C13 C12 119.0(2) . . ?
C8 C7 C6 121.7(2) . . ?
C5 C6 C7 121.0(3) . . ?

_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 1.205
_oxdiff_exptl_absorpt_empirical_full_min 0.795
####################################################################### 
# 
# 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_zxx1
_audit_block_doi                 10.5517/ccdc.csd.cc2cwjb4
_database_code_depnum_ccdc_archive 'CCDC 2201196'
loop_
_audit_author_name
_audit_author_address
zxx
;GXU
China
;
_audit_update_record             
;
2022-08-13 deposited with the CCDC.	2023-12-10 downloaded from the CCDC.
;
_audit_creation_date             2022-08-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H14 N2 O2 S2'
_chemical_formula_sum            'C20 H14 N2 O2 S2'
_chemical_formula_weight         378.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   13.2398(11)
_cell_length_b                   10.6639(9)
_cell_length_c                   13.3695(12)
_cell_angle_alpha                90
_cell_angle_beta                 103.117(9)
_cell_angle_gamma                90
_cell_volume                     1838.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2287
_cell_measurement_theta_min      2.4640
_cell_measurement_theta_max      25.0420
_shelx_estimated_absorpt_T_max   0.961
_shelx_estimated_absorpt_T_min   0.947
_exptl_absorpt_coefficient_mu    0.306
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.84542
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro 1.171.38.46'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0645
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.838
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            8828
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.838
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.282
_diffrn_reflns_theta_min         1.954
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.838
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2747
_reflns_number_total             4214
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.248
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4214
_refine_ls_number_restraints     146
_refine_ls_R_factor_all          0.1026
_refine_ls_R_factor_gt           0.0614
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0484P)²+0.3580P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1158
_refine_ls_wR_factor_ref         0.1381
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2. Restrained distances
 C20-C15 \\sim C20A-C15
 with sigma of 0.02
 C20A-C19A \\sim C20-C19
 with sigma of 0.02
 C19A-C18A \\sim C19-C18
 with sigma of 0.02
 C18A-C17A \\sim C18-C17
 with sigma of 0.02
 C17A-C16 \\sim C17-C16
 with sigma of 0.02
3. Restrained planarity
 C15, C16, C17, C18, C19, C20
 with sigma of 0.1
 C15, C16, C17A, C18A, C19A, C20A
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C15 \\sim C16 \\sim C17 \\sim C18 \\sim C19 \\sim C20: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
C15 \\sim C16 \\sim C17A \\sim C18A \\sim C19A \\sim C20A: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02
5. Rigid body (RIGU) restrains
 C15, C16, C17, C18, C19, C20
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
 C15, C16, C17A, C18A, C19A, C20A
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.02
6. Others
 Sof(H16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(H18A)=Sof(C19A)=Sof(H19A)=
 Sof(C20A)=Sof(H20A)=1-FVAR(1)
 Sof(H16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=Sof(C20)=
 Sof(H20)=FVAR(1)
7.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C10(H10), C12(H12), C13(H13),
 C16(H16), C16(H16A), C17(H17), C17A(H17A), C18(H18), C18A(H18A), C19(H19),
 C19A(H19A), C20(H20), C20A(H20A)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.46606(6) 0.38073(7) 0.22431(6) 0.0540(2) Uani 1 1 d . . . . .
S2 S 0.68851(5) 0.36795(7) 0.41564(6) 0.0494(2) Uani 1 1 d . . . . .
O1 O 0.78502(18) 0.7431(3) 0.71661(18) 0.0851(8) Uani 1 1 d . . . . .
O2 O 0.68852(19) 0.9067(3) 0.71129(19) 0.0894(8) Uani 1 1 d . . . . .
N1 N 0.45350(15) 0.5998(2) 0.33049(15) 0.0422(6) Uani 1 1 d . . . . .
H1 H 0.395148 0.621233 0.291320 0.051 Uiso 1 1 calc R . . . .
N2 N 0.7081(2) 0.8051(3) 0.67679(19) 0.0624(8) Uani 1 1 d . . . . .
C1 C 0.40052(19) 0.4692(3) 0.11686(18) 0.0407(6) Uani 1 1 d . . . . .
C2 C 0.4396(2) 0.5780(3) 0.0849(2) 0.0549(8) Uani 1 1 d . . . . .
H2 H 0.501372 0.611642 0.122664 0.066 Uiso 1 1 calc R . . . .
C3 C 0.3867(3) 0.6370(3) -0.0037(2) 0.0669(9) Uani 1 1 d . . . . .
H3 H 0.412622 0.710990 -0.024982 0.080 Uiso 1 1 calc R . . . .
C4 C 0.2959(3) 0.5869(4) -0.0606(2) 0.0727(10) Uani 1 1 d . . . . .
H4 H 0.260419 0.626982 -0.120080 0.087 Uiso 1 1 calc R . . . .
C5 C 0.2578(3) 0.4776(4) -0.0292(2) 0.0729(10) Uani 1 1 d . . . . .
H5 H 0.197137 0.442823 -0.068242 0.087 Uiso 1 1 calc R . . . .
C6 C 0.3088(2) 0.4195(3) 0.0594(2) 0.0573(8) Uani 1 1 d . . . . .
H6 H 0.281732 0.346518 0.081066 0.069 Uiso 1 1 calc R . . . .
C7 C 0.50861(19) 0.4941(2) 0.31877(18) 0.0382(6) Uani 1 1 d . . . . .
C8 C 0.59653(18) 0.4885(2) 0.39632(19) 0.0387(6) Uani 1 1 d . . . . .
C9 C 0.59608(17) 0.5969(2) 0.45884(18) 0.0361(6) Uani 1 1 d . . . . .
C10 C 0.66347(19) 0.6428(3) 0.5469(2) 0.0452(7) Uani 1 1 d . . . . .
H10 H 0.723190 0.599420 0.578247 0.054 Uiso 1 1 calc R . . . .
C11 C 0.6379(2) 0.7550(3) 0.58535(19) 0.0466(7) Uani 1 1 d . . . . .
C12 C 0.5495(2) 0.8240(3) 0.5413(2) 0.0503(7) Uani 1 1 d . . . . .
H12 H 0.536022 0.899392 0.570783 0.060 Uiso 1 1 calc R . . . .
C13 C 0.4823(2) 0.7805(3) 0.4546(2) 0.0474(7) Uani 1 1 d . . . . .
H13 H 0.423274 0.825509 0.423669 0.057 Uiso 1 1 calc R . . . .
C14 C 0.50580(18) 0.6664(3) 0.41450(18) 0.0370(6) Uani 1 1 d . . . . .
C15 C 0.7938(2) 0.4351(3) 0.3726(2) 0.0484(7) Uani 1 1 d D U . . .
C16 C 0.7924(2) 0.5494(3) 0.3260(2) 0.0557(8) Uani 1 1 d D U . . .
H16 H 0.734277 0.600359 0.319682 0.067 Uiso 0.653(14) 1 calc R . P A 1
H16A H 0.730260 0.592848 0.305089 0.067 Uiso 0.347(14) 1 calc R . P A 2
C17 C 0.8755(7) 0.5914(11) 0.2877(7) 0.059(2) Uani 0.653(14) 1 d D U P A 1
H17 H 0.873735 0.670514 0.257978 0.071 Uiso 0.653(14) 1 calc R . P A 1
C17A C 0.8842(11) 0.601(2) 0.3097(13) 0.058(3) Uani 0.347(14) 1 d D U P A 2
H17A H 0.881496 0.678801 0.277926 0.069 Uiso 0.347(14) 1 calc R . P A 2
C18 C 0.9584(8) 0.5171(9) 0.2939(7) 0.082(2) Uani 0.653(14) 1 d D U P A 1
H18 H 1.016420 0.546572 0.272967 0.098 Uiso 0.653(14) 1 calc R . P A 1
C18A C 0.9771(13) 0.5423(14) 0.3380(13) 0.070(3) Uani 0.347(14) 1 d D U P A 2
H18A H 1.035175 0.572592 0.317628 0.084 Uiso 0.347(14) 1 calc R . P A 2
C19 C 0.9573(6) 0.3977(8) 0.3311(9) 0.091(3) Uani 0.653(14) 1 d D U P A 1
H19 H 1.013531 0.345234 0.331858 0.109 Uiso 0.653(14) 1 calc R . P A 1
C19A C 0.9826(9) 0.4376(14) 0.3975(16) 0.083(4) Uani 0.347(14) 1 d D U P A 2
H19A H 1.046437 0.399064 0.422270 0.100 Uiso 0.347(14) 1 calc R . P A 2
C20 C 0.8746(6) 0.3533(7) 0.3676(8) 0.075(2) Uani 0.653(14) 1 d D U P A 1
H20 H 0.872823 0.270332 0.388566 0.090 Uiso 0.653(14) 1 calc R . P A 1
C20A C 0.8943(8) 0.3878(14) 0.4215(14) 0.069(3) Uani 0.347(14) 1 d D U P A 2
H20A H 0.900180 0.323460 0.469488 0.083 Uiso 0.347(14) 1 calc R . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.772(3) . ?
S1 C7 1.747(3) . ?
S2 C8 1.749(3) . ?
S2 C15 1.775(3) . ?
O1 N2 1.230(3) . ?
O2 N2 1.227(3) . ?
N1 H1 0.8600 . ?
N1 C7 1.371(3) . ?
N1 C14 1.375(3) . ?
N2 C11 1.459(3) . ?
C1 C2 1.378(4) . ?
C1 C6 1.386(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.377(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.373(5) . ?
C5 H5 0.9300 . ?
C5 C6 1.372(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.373(3) . ?
C8 C9 1.427(3) . ?
C9 C10 1.395(3) . ?
C9 C14 1.417(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.374(4) . ?
C11 C12 1.395(4) . ?
C12 H12 0.9300 . ?
C12 C13 1.373(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.393(4) . ?
C15 C16 1.368(4) . ?
C15 C20 1.393(6) . ?
C15 C20A 1.434(10) . ?
C16 H16 0.9300 . ?
C16 H16A 0.9300 . ?
C16 C17 1.389(8) . ?
C16 C17A 1.395(14) . ?
C17 H17 0.9300 . ?
C17 C18 1.341(8) . ?
C17A H17A 0.9300 . ?
C17A C18A 1.355(13) . ?
C18 H18 0.9300 . ?
C18 C19 1.369(8) . ?
C18A H18A 0.9300 . ?
C18A C19A 1.363(13) . ?
C19 H19 0.9300 . ?
C19 C20 1.379(7) . ?
C19A H19A 0.9300 . ?
C19A C20A 1.388(12) . ?
C20 H20 0.9300 . ?
C20A H20A 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 S1 C1 103.63(12) . . ?
C8 S2 C15 103.15(13) . . ?
C7 N1 H1 125.2 . . ?
C7 N1 C14 109.6(2) . . ?
C14 N1 H1 125.2 . . ?
O1 N2 C11 118.2(3) . . ?
O2 N2 O1 122.5(3) . . ?
O2 N2 C11 119.3(3) . . ?
C2 C1 S1 123.4(2) . . ?
C2 C1 C6 119.6(3) . . ?
C6 C1 S1 116.9(2) . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.7(3) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 119.8 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.7(3) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.8 . . ?
C6 C5 C4 120.3(3) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 H6 119.9 . . ?
C5 C6 C1 120.2(3) . . ?
C5 C6 H6 119.9 . . ?
N1 C7 S1 124.00(18) . . ?
N1 C7 C8 109.4(2) . . ?
C8 C7 S1 126.5(2) . . ?
C7 C8 S2 125.9(2) . . ?
C7 C8 C9 106.9(2) . . ?
C9 C8 S2 127.15(18) . . ?
C10 C9 C8 133.8(2) . . ?
C10 C9 C14 119.1(2) . . ?
C14 C9 C8 107.1(2) . . ?
C9 C10 H10 121.4 . . ?
C11 C10 C9 117.2(2) . . ?
C11 C10 H10 121.4 . . ?
C10 C11 N2 118.0(3) . . ?
C10 C11 C12 123.8(2) . . ?
C12 C11 N2 118.3(3) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 C11 119.9(3) . . ?
C13 C12 H12 120.0 . . ?
C12 C13 H13 121.3 . . ?
C12 C13 C14 117.5(2) . . ?
C14 C13 H13 121.3 . . ?
N1 C14 C9 107.0(2) . . ?
N1 C14 C13 130.5(2) . . ?
C13 C14 C9 122.5(2) . . ?
C16 C15 S2 125.2(2) . . ?
C16 C15 C20 117.9(4) . . ?
C16 C15 C20A 115.9(5) . . ?
C20 C15 S2 115.5(4) . . ?
C20A C15 S2 115.2(5) . . ?
C15 C16 H16 119.1 . . ?
C15 C16 H16A 120.0 . . ?
C15 C16 C17 121.7(6) . . ?
C15 C16 C17A 120.0(10) . . ?
C17 C16 H16 119.1 . . ?
C17A C16 H16A 120.0 . . ?
C16 C17 H17 120.3 . . ?
C18 C17 C16 119.5(9) . . ?
C18 C17 H17 120.3 . . ?
C16 C17A H17A 118.6 . . ?
C18A C17A C16 122.9(18) . . ?
C18A C17A H17A 118.6 . . ?
C17 C18 H18 120.1 . . ?
C17 C18 C19 119.8(9) . . ?
C19 C18 H18 120.1 . . ?
C17A C18A H18A 121.1 . . ?
C17A C18A C19A 117.8(16) . . ?
C19A C18A H18A 121.1 . . ?
C18 C19 H19 119.2 . . ?
C18 C19 C20 121.5(7) . . ?
C20 C19 H19 119.2 . . ?
C18A C19A H19A 119.6 . . ?
C18A C19A C20A 120.8(12) . . ?
C20A C19A H19A 119.6 . . ?
C15 C20 H20 120.6 . . ?
C19 C20 C15 118.8(6) . . ?
C19 C20 H20 120.6 . . ?
C15 C20A H20A 119.9 . . ?
C19A C20A C15 120.2(10) . . ?
C19A C20A H20A 119.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
