# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_c1
_database_code_depnum_ccdc_archive 'CCDC 2203764'
loop_
_audit_author_name
_audit_author_address
InNone
;guangxi normal university
China
;
_audit_update_record             
;
2022-11-13 deposited with the CCDC.	2022-12-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C10 H15 Cl2 In N4 O S'
_chemical_formula_sum            'C10 H15 Cl2 In N4 O S'
_chemical_formula_weight         425.04
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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                   7.1554(3)
_cell_length_b                   13.3631(5)
_cell_length_c                   16.2296(6)
_cell_angle_alpha                90
_cell_angle_beta                 100.690(4)
_cell_angle_gamma                90
_cell_volume                     1524.92(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3537
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.0250
_cell_measurement_theta_min      3.7910
_shelx_estimated_absorpt_T_max   0.792
_shelx_estimated_absorpt_T_min   0.675
_exptl_absorpt_coefficient_mu    2.034
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.851
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             840
_exptl_crystal_preparation       'heated 343k'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            10849
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         3.376
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00  94.00   1.00    2.50    --   17.61 178.00-150.00   59
  2  ω     -4.00  86.00   1.00    2.50    --   17.61  57.00 -90.00   90
  3  ω    -20.00  60.00   1.00    2.50    --   17.61 -99.00-180.00   80
  4  ω    -92.00   6.00   1.00    2.50    --  -19.88 -38.00 -30.00   98
  5  ω    -40.00  23.00   1.00    2.50    --  -19.88  57.00 -30.00   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0019383000
_diffrn_orient_matrix_UB_12      0.0524277000
_diffrn_orient_matrix_UB_13      0.0068172000
_diffrn_orient_matrix_UB_21      0.0925536000
_diffrn_orient_matrix_UB_22      0.0022905000
_diffrn_orient_matrix_UB_23      -0.0097298000
_diffrn_orient_matrix_UB_31      -0.0400582000
_diffrn_orient_matrix_UB_32      0.0078490000
_diffrn_orient_matrix_UB_33      -0.0428748000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2454
_reflns_number_total             2988
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.457
_refine_diff_density_min         -0.719
_refine_diff_density_rms         0.088
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2988
_refine_ls_number_restraints     267
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0296
_refine_ls_restrained_S_all      1.107
_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)+(0.0255P)²+0.8532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0702
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O1-H1
 0.85 with sigma of 0.01
 In1-H1
 2.893498 with sigma of 0.02
3. Rigid bond restraints
 C1, C0AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C0AA, C1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
4. Uiso/Uaniso restraints and constraints
C5 \\sim C4 \\sim C6 \\sim C2 \\sim C9 \\sim C3 \\sim C7 \\sim C8 \\sim C1
\\sim C0AA: within 7A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 7A
5.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
5.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C9(H9), C7(H7), C8(H8)
5.c X=CH2 refined with riding coordinates:
 N4(H4A,H4B)
5.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C0AA(H0AA,H0AB,H0AC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
In1 In 0.41978(4) 0.28668(2) 0.70050(2) 0.02919(10) Uani 1 1 d D . . . .
Cl1 Cl 0.74526(14) 0.36174(7) 0.71220(6) 0.0403(2) Uani 1 1 d . . . . .
Cl2 Cl 0.34008(18) 0.35485(9) 0.82537(6) 0.0537(3) Uani 1 1 d . . . . .
S1 S 0.52335(16) 0.11226(7) 0.72850(6) 0.0373(2) Uani 1 1 d . . . . .
N2 N 0.4116(4) 0.2293(2) 0.56948(17) 0.0261(7) Uani 1 1 d . . . . .
N1 N 0.3146(4) 0.4120(2) 0.61077(18) 0.0325(7) Uani 1 1 d . . . . .
N3 N 0.4582(4) 0.1322(2) 0.55432(17) 0.0311(7) Uani 1 1 d . . . . .
N4 N 0.5636(5) -0.0155(2) 0.61306(19) 0.0468(10) Uani 1 1 d . . . . .
H4A H 0.560845 -0.038186 0.563255 0.056 Uiso 1 1 calc R U . . .
H4B H 0.599662 -0.053605 0.655759 0.056 Uiso 1 1 calc R U . . .
O1 O 0.0960(4) 0.2386(3) 0.6685(2) 0.0612(9) Uani 1 1 d D . . . .
H1 H 0.010(3) 0.274(3) 0.683(3) 0.092 Uiso 1 1 d D U . . .
C5 C 0.3099(5) 0.3922(3) 0.5283(2) 0.0307(8) Uani 1 1 d . U . . .
C4 C 0.3606(5) 0.2889(3) 0.5068(2) 0.0312(8) Uani 1 1 d . U . . .
C6 C 0.2597(6) 0.4675(3) 0.4695(2) 0.0371(9) Uani 1 1 d . U . . .
H6 H 0.254056 0.454392 0.412804 0.045 Uiso 1 1 calc R U . . .
C2 C 0.5123(5) 0.0781(3) 0.6240(2) 0.0328(8) Uani 1 1 d . U . . .
C9 C 0.2743(6) 0.5033(3) 0.6349(3) 0.0411(9) Uani 1 1 d . U . . .
H9 H 0.279343 0.515357 0.691691 0.049 Uiso 1 1 calc R U . . .
C3 C 0.3529(7) 0.2583(3) 0.4179(2) 0.0473(11) Uani 1 1 d . U . . .
H3A H 0.467876 0.223558 0.413042 0.071 Uiso 1 1 calc R U . . .
H3B H 0.340071 0.316637 0.382817 0.071 Uiso 1 1 calc R U . . .
H3C H 0.245912 0.214887 0.400559 0.071 Uiso 1 1 calc R U . . .
C7 C 0.2181(6) 0.5619(3) 0.4956(3) 0.0419(9) Uani 1 1 d . U . . .
H7 H 0.185062 0.612663 0.456353 0.050 Uiso 1 1 calc R U . . .
C8 C 0.2252(6) 0.5809(3) 0.5788(3) 0.0440(10) Uani 1 1 d . U . . .
H8 H 0.197874 0.644263 0.597141 0.053 Uiso 1 1 calc R U . . .
C1 C 0.0118(7) 0.1444(4) 0.6391(3) 0.0631(11) Uani 1 1 d . U . . .
H1A H 0.107068 0.092242 0.651748 0.076 Uiso 1 1 calc R U . . .
H1B H -0.089747 0.129123 0.669235 0.076 Uiso 1 1 calc R U . . .
C0AA C -0.0619(9) 0.1435(5) 0.5526(3) 0.0989(18) Uani 1 1 d . U . . .
H0AA H 0.035180 0.163706 0.522491 0.148 Uiso 1 1 calc R U . . .
H0AB H -0.167324 0.188964 0.540584 0.148 Uiso 1 1 calc R U . . .
H0AC H -0.104087 0.077125 0.535755 0.148 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
In1 Cl1 2.5104(10) . ?
In1 Cl2 2.3856(10) . ?
In1 S1 2.4624(10) . ?
In1 N2 2.251(3) . ?
In1 N1 2.255(3) . ?
In1 O1 2.367(3) . ?
S1 C2 1.744(4) . ?
N2 N3 1.373(4) . ?
N2 C4 1.289(4) . ?
N1 C5 1.358(4) . ?
N1 C9 1.329(5) . ?
N3 C2 1.337(4) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
N4 C2 1.326(5) . ?
O1 H1 0.844(10) . ?
O1 C1 1.438(5) . ?
C5 C4 1.486(5) . ?
C5 C6 1.388(5) . ?
C4 C3 1.491(5) . ?
C6 H6 0.9300 . ?
C6 C7 1.381(5) . ?
C9 H9 0.9300 . ?
C9 C8 1.383(5) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C8 1.366(5) . ?
C8 H8 0.9300 . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C0AA 1.405(7) . ?
C0AA H0AA 0.9600 . ?
C0AA H0AB 0.9600 . ?
C0AA H0AC 0.9600 . ?

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
Cl2 In1 Cl1 98.50(4) . . ?
Cl2 In1 S1 108.41(4) . . ?
S1 In1 Cl1 96.95(4) . . ?
N2 In1 Cl1 93.93(8) . . ?
N2 In1 Cl2 164.62(8) . . ?
N2 In1 S1 78.83(7) . . ?
N2 In1 N1 72.28(10) . . ?
N2 In1 O1 81.24(11) . . ?
N1 In1 Cl1 86.91(8) . . ?
N1 In1 Cl2 99.29(8) . . ?
N1 In1 S1 151.05(8) . . ?
N1 In1 O1 82.18(12) . . ?
O1 In1 Cl1 168.97(10) . . ?
O1 In1 Cl2 84.92(8) . . ?
O1 In1 S1 91.86(9) . . ?
C2 S1 In1 96.32(13) . . ?
N3 N2 In1 121.8(2) . . ?
C4 N2 In1 119.3(2) . . ?
C4 N2 N3 119.0(3) . . ?
C5 N1 In1 115.9(2) . . ?
C9 N1 In1 123.8(2) . . ?
C9 N1 C5 120.1(3) . . ?
C2 N3 N2 113.6(3) . . ?
H4A N4 H4B 120.0 . . ?
C2 N4 H4A 120.0 . . ?
C2 N4 H4B 120.0 . . ?
In1 O1 H1 121.5(19) . . ?
C1 O1 In1 130.0(3) . . ?
C1 O1 H1 107(2) . . ?
N1 C5 C4 116.7(3) . . ?
N1 C5 C6 119.5(3) . . ?
C6 C5 C4 123.7(3) . . ?
N2 C4 C5 115.7(3) . . ?
N2 C4 C3 123.3(3) . . ?
C5 C4 C3 121.0(3) . . ?
C5 C6 H6 120.2 . . ?
C7 C6 C5 119.6(4) . . ?
C7 C6 H6 120.2 . . ?
N3 C2 S1 129.4(3) . . ?
N4 C2 S1 114.4(3) . . ?
N4 C2 N3 116.1(3) . . ?
N1 C9 H9 118.7 . . ?
N1 C9 C8 122.5(4) . . ?
C8 C9 H9 118.7 . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C6 C7 H7 119.9 . . ?
C8 C7 C6 120.2(4) . . ?
C8 C7 H7 119.9 . . ?
C9 C8 H8 121.0 . . ?
C7 C8 C9 118.0(4) . . ?
C7 C8 H8 121.0 . . ?
O1 C1 H1A 108.9 . . ?
O1 C1 H1B 108.9 . . ?
H1A C1 H1B 107.7 . . ?
C0AA C1 O1 113.3(5) . . ?
C0AA C1 H1A 108.9 . . ?
C0AA C1 H1B 108.9 . . ?
C1 C0AA H0AA 109.5 . . ?
C1 C0AA H0AB 109.5 . . ?
C1 C0AA H0AC 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 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
In1 S1 C2 N3 -1.8(4) . . . . ?
In1 S1 C2 N4 179.0(3) . . . . ?
In1 N2 N3 C2 -1.7(4) . . . . ?
In1 N2 C4 C5 -0.3(4) . . . . ?
In1 N2 C4 C3 179.3(3) . . . . ?
In1 N1 C5 C4 4.4(4) . . . . ?
In1 N1 C5 C6 -175.5(3) . . . . ?
In1 N1 C9 C8 174.5(3) . . . . ?
In1 O1 C1 C0AA -101.3(5) . . . . ?
N2 N3 C2 S1 2.5(5) . . . . ?
N2 N3 C2 N4 -178.3(3) . . . . ?
N1 C5 C4 N2 -2.7(5) . . . . ?
N1 C5 C4 C3 177.7(3) . . . . ?
N1 C5 C6 C7 1.1(6) . . . . ?
N1 C9 C8 C7 0.1(6) . . . . ?
N3 N2 C4 C5 179.2(3) . . . . ?
N3 N2 C4 C3 -1.3(5) . . . . ?
C5 N1 C9 C8 0.5(6) . . . . ?
C5 C6 C7 C8 -0.4(6) . . . . ?
C4 N2 N3 C2 178.8(3) . . . . ?
C4 C5 C6 C7 -178.8(4) . . . . ?
C6 C5 C4 N2 177.2(3) . . . . ?
C6 C5 C4 C3 -2.4(6) . . . . ?
C6 C7 C8 C9 -0.2(6) . . . . ?
C9 N1 C5 C4 178.8(3) . . . . ?
C9 N1 C5 C6 -1.1(5) . . . . ?

_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 1.538
_oxdiff_exptl_absorpt_empirical_full_min 0.730
####################################################################### 
# 
# 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_c5
_database_code_depnum_ccdc_archive 'CCDC 2204187'
loop_
_audit_author_name
_audit_author_address
InMe
;guangxi normal university
China
;
_audit_update_record             
;
2022-11-13 deposited with the CCDC.	2022-12-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C10 H13 Cl2 In N4 S'
_chemical_formula_sum            'C10 H13 Cl2 In N4 S'
_chemical_formula_weight         407.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.8088(2)
_cell_length_b                   8.9236(2)
_cell_length_c                   10.4075(2)
_cell_angle_alpha                66.806(2)
_cell_angle_beta                 84.288(2)
_cell_angle_gamma                75.692(2)
_cell_volume                     728.65(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8332
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      29.7010
_cell_measurement_theta_min      3.8490
_shelx_estimated_absorpt_T_max   0.785
_shelx_estimated_absorpt_T_min   0.641
_exptl_absorpt_coefficient_mu    2.119
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.855
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             400
_exptl_crystal_preparation       'heated 343 k'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9735
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         3.195
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.6296
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -62.00  41.50   0.75    1.00    --   12.20 -57.00-180.00  138
  2  ω    -21.00  90.00   0.75    1.00    --   12.20  77.00  90.00  148
  3  ω    -17.00  85.00   0.75    1.00    --   12.20  57.00 -30.00  136
  4  ω    -20.00  53.50   0.75    1.00    --   12.20 -99.00   0.00   98
  5  ω    -17.00  85.00   0.75    1.00    --   12.20  57.00-150.00  136
  6  ω     34.00 100.00   0.75    1.00    --   12.20-178.00-180.00   88
  7  ω   -102.00 -76.50   0.75    1.00    --  -13.45 178.00-180.00   34
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0458439000
_diffrn_orient_matrix_UB_12      -0.0455931000
_diffrn_orient_matrix_UB_13      0.0614718000
_diffrn_orient_matrix_UB_21      -0.0326064000
_diffrn_orient_matrix_UB_22      0.0642374000
_diffrn_orient_matrix_UB_23      0.0253238000
_diffrn_orient_matrix_UB_31      -0.0611615000
_diffrn_orient_matrix_UB_32      -0.0409907000
_diffrn_orient_matrix_UB_33      0.0328248000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2431
_reflns_number_total             2559
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.271
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         2559
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0185
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0262P)²+0.0764P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0469
_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:
 C00C(H00C), C00E(H00E), C00F(H00F), C00H(H00J)
2.b Idealised Me refined as rotating group:
 C00D(H00A,H00B,H00D), C00G(H00G,H00H,H00I), C00I(H00K,H00L,H00M)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
In1 In 0.36270(2) 0.61448(2) 0.29980(2) 0.03279(7) Uani 1 1 d . . . . .
Cl1 Cl 0.49347(7) 0.33228(7) 0.43795(6) 0.04229(15) Uani 1 1 d . . . . .
S1 S 0.11358(7) 0.66080(8) 0.42471(6) 0.04162(15) Uani 1 1 d . . . . .
Cl2 Cl 0.29121(8) 0.60661(8) 0.08597(6) 0.04999(16) Uani 1 1 d . . . . .
N2 N 0.3161(2) 0.8890(2) 0.24945(17) 0.0315(4) Uani 1 1 d . . . . .
N1 N 0.5882(2) 0.6984(2) 0.21936(18) 0.0368(4) Uani 1 1 d . . . . .
N3 N 0.1722(2) 0.9747(2) 0.27176(19) 0.0360(4) Uani 1 1 d . . . . .
N4 N -0.0714(2) 0.9627(3) 0.3624(2) 0.0454(5) Uani 1 1 d . . . . .
C009 C 0.5779(3) 0.8641(3) 0.1780(2) 0.0315(5) Uani 1 1 d . . . . .
C00A C 0.4270(3) 0.9670(3) 0.2003(2) 0.0325(5) Uani 1 1 d . . . . .
C00B C 0.0737(3) 0.8797(3) 0.3450(2) 0.0354(5) Uani 1 1 d . . . . .
C00C C 0.7086(3) 0.9295(3) 0.1187(2) 0.0441(6) Uani 1 1 d . . . . .
H00C H 0.702630 1.043704 0.088876 0.053 Uiso 1 1 calc R U . . .
C00D C 0.4075(3) 1.1485(3) 0.1717(3) 0.0460(6) Uani 1 1 d . . . . .
H00A H 0.297944 1.201580 0.165534 0.069 Uiso 1 1 calc R U . . .
H00B H 0.458172 1.200843 0.085090 0.069 Uiso 1 1 calc R U . . .
H00D H 0.453759 1.159782 0.246207 0.069 Uiso 1 1 calc R U . . .
C00E C 0.8466(3) 0.8228(4) 0.1047(3) 0.0534(7) Uani 1 1 d . . . . .
H00E H 0.934227 0.864972 0.065135 0.064 Uiso 1 1 calc R U . . .
C00F C 0.7219(3) 0.5975(3) 0.2048(3) 0.0500(6) Uani 1 1 d . . . . .
H00F H 0.726418 0.483730 0.233284 0.060 Uiso 1 1 calc R U . . .
C00G C -0.1151(3) 1.1444(3) 0.2949(3) 0.0562(7) Uani 1 1 d . . . . .
H00G H -0.064072 1.192788 0.341080 0.084 Uiso 1 1 calc R U . . .
H00H H -0.226599 1.181966 0.300545 0.084 Uiso 1 1 calc R U . . .
H00I H -0.083477 1.178376 0.198556 0.084 Uiso 1 1 calc R U . . .
C00H C 0.8542(3) 0.6568(4) 0.1487(3) 0.0571(7) Uani 1 1 d . . . . .
H00J H 0.947161 0.583782 0.141283 0.069 Uiso 1 1 calc R U . . .
C00I C -0.1897(3) 0.8805(4) 0.4491(3) 0.0567(7) Uani 1 1 d . . . . .
H00K H -0.204810 0.796746 0.418698 0.085 Uiso 1 1 calc R U . . .
H00L H -0.286498 0.961780 0.441315 0.085 Uiso 1 1 calc R U . . .
H00M H -0.155874 0.828726 0.544784 0.085 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
In1 Cl1 2.4041(6) . ?
In1 S1 2.4665(6) . ?
In1 Cl2 2.4037(6) . ?
In1 N2 2.2312(18) . ?
In1 N1 2.2623(17) . ?
S1 C00B 1.752(2) . ?
N2 N3 1.360(2) . ?
N2 C00A 1.287(3) . ?
N1 C009 1.349(3) . ?
N1 C00F 1.330(3) . ?
N3 C00B 1.333(3) . ?
N4 C00B 1.344(3) . ?
N4 C00G 1.456(3) . ?
N4 C00I 1.452(3) . ?
C009 C00A 1.472(3) . ?
C009 C00C 1.398(3) . ?
C00A C00D 1.495(3) . ?
C00C H00C 0.9300 . ?
C00C C00E 1.381(4) . ?
C00D H00A 0.9600 . ?
C00D H00B 0.9600 . ?
C00D H00D 0.9600 . ?
C00E H00E 0.9300 . ?
C00E C00H 1.353(4) . ?
C00F H00F 0.9300 . ?
C00F C00H 1.380(4) . ?
C00G H00G 0.9600 . ?
C00G H00H 0.9600 . ?
C00G H00I 0.9600 . ?
C00H H00J 0.9300 . ?
C00I H00K 0.9600 . ?
C00I H00L 0.9600 . ?
C00I H00M 0.9600 . ?

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
Cl1 In1 S1 104.02(2) . . ?
Cl2 In1 Cl1 105.60(2) . . ?
Cl2 In1 S1 105.26(2) . . ?
N2 In1 Cl1 150.18(5) . . ?
N2 In1 S1 78.56(5) . . ?
N2 In1 Cl2 102.17(5) . . ?
N2 In1 N1 72.08(6) . . ?
N1 In1 Cl1 94.02(5) . . ?
N1 In1 S1 146.52(5) . . ?
N1 In1 Cl2 96.46(5) . . ?
C00B S1 In1 95.39(7) . . ?
N3 N2 In1 120.74(12) . . ?
C00A N2 In1 119.77(15) . . ?
C00A N2 N3 119.48(18) . . ?
C009 N1 In1 115.31(14) . . ?
C00F N1 In1 124.21(16) . . ?
C00F N1 C009 120.38(19) . . ?
C00B N3 N2 114.99(17) . . ?
C00B N4 C00G 120.0(2) . . ?
C00B N4 C00I 123.2(2) . . ?
C00I N4 C00G 116.8(2) . . ?
N1 C009 C00A 117.13(18) . . ?
N1 C009 C00C 119.6(2) . . ?
C00C C009 C00A 123.3(2) . . ?
N2 C00A C009 115.54(19) . . ?
N2 C00A C00D 122.9(2) . . ?
C009 C00A C00D 121.53(19) . . ?
N3 C00B S1 127.49(17) . . ?
N3 C00B N4 115.7(2) . . ?
N4 C00B S1 116.79(17) . . ?
C009 C00C H00C 120.4 . . ?
C00E C00C C009 119.3(2) . . ?
C00E C00C H00C 120.4 . . ?
C00A C00D H00A 109.5 . . ?
C00A C00D H00B 109.5 . . ?
C00A C00D H00D 109.5 . . ?
H00A C00D H00B 109.5 . . ?
H00A C00D H00D 109.5 . . ?
H00B C00D H00D 109.5 . . ?
C00C C00E H00E 120.1 . . ?
C00H C00E C00C 119.9(2) . . ?
C00H C00E H00E 120.1 . . ?
N1 C00F H00F 119.1 . . ?
N1 C00F C00H 121.8(3) . . ?
C00H C00F H00F 119.1 . . ?
N4 C00G H00G 109.5 . . ?
N4 C00G H00H 109.5 . . ?
N4 C00G H00I 109.5 . . ?
H00G C00G H00H 109.5 . . ?
H00G C00G H00I 109.5 . . ?
H00H C00G H00I 109.5 . . ?
C00E C00H C00F 119.0(2) . . ?
C00E C00H H00J 120.5 . . ?
C00F C00H H00J 120.5 . . ?
N4 C00I H00K 109.5 . . ?
N4 C00I H00L 109.5 . . ?
N4 C00I H00M 109.5 . . ?
H00K C00I H00L 109.5 . . ?
H00K C00I H00M 109.5 . . ?
H00L C00I H00M 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
In1 S1 C00B N3 -14.4(2) . . . . ?
In1 S1 C00B N4 167.55(16) . . . . ?
In1 N2 N3 C00B 10.5(2) . . . . ?
In1 N2 C00A C009 1.6(2) . . . . ?
In1 N2 C00A C00D -176.40(15) . . . . ?
In1 N1 C009 C00A 4.7(2) . . . . ?
In1 N1 C009 C00C -176.06(15) . . . . ?
In1 N1 C00F C00H 176.7(2) . . . . ?
N2 N3 C00B S1 5.0(3) . . . . ?
N2 N3 C00B N4 -177.01(18) . . . . ?
N1 C009 C00A N2 -4.2(3) . . . . ?
N1 C009 C00A C00D 173.76(19) . . . . ?
N1 C009 C00C C00E -0.7(3) . . . . ?
N1 C00F C00H C00E -1.4(4) . . . . ?
N3 N2 C00A C009 -179.25(17) . . . . ?
N3 N2 C00A C00D 2.8(3) . . . . ?
C009 N1 C00F C00H 0.5(4) . . . . ?
C009 C00C C00E C00H -0.2(4) . . . . ?
C00A N2 N3 C00B -168.70(19) . . . . ?
C00A C009 C00C C00E 178.5(2) . . . . ?
C00C C009 C00A N2 176.6(2) . . . . ?
C00C C009 C00A C00D -5.4(3) . . . . ?
C00C C00E C00H C00F 1.2(4) . . . . ?
C00F N1 C009 C00A -178.7(2) . . . . ?
C00F N1 C009 C00C 0.5(3) . . . . ?
C00G N4 C00B S1 -177.66(18) . . . . ?
C00G N4 C00B N3 4.1(3) . . . . ?
C00I N4 C00B S1 3.8(3) . . . . ?
C00I N4 C00B N3 -174.5(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 1.520
_oxdiff_exptl_absorpt_empirical_full_min 0.708
####################################################################### 
# 
# 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_c2
_database_code_depnum_ccdc_archive 'CCDC 2204181'
loop_
_audit_author_name
_audit_author_address
InMe
;guangxi normal university
China
;
_audit_update_record             
;
2022-11-13 deposited with the CCDC.	2022-12-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C9 H11 Cl2 In N4 S'
_chemical_formula_sum            'C9 H11 Cl2 In N4 S'
_chemical_formula_weight         393.00
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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/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                   9.2963(4)
_cell_length_b                   13.7922(6)
_cell_length_c                   10.8317(5)
_cell_angle_alpha                90
_cell_angle_beta                 100.011(4)
_cell_angle_gamma                90
_cell_volume                     1367.67(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2545
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.0760
_cell_measurement_theta_min      3.6940
_shelx_estimated_absorpt_T_max   0.774
_shelx_estimated_absorpt_T_min   0.625
_exptl_absorpt_coefficient_mu    2.254
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             768
_exptl_crystal_preparation       'heated 343k'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0514
_diffrn_reflns_av_unetI/netI     0.0452
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            9027
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.991
_diffrn_reflns_theta_max         24.991
_diffrn_reflns_theta_min         3.502
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -96.00 -35.00   1.00    5.00    --  -19.88-178.00 -90.00   61
  2  ω    -64.00  53.00   1.00    5.00    --  -19.88  19.00 -30.00  117
  3  ω    -92.00   6.00   1.00    5.00    --  -19.88 -38.00 120.00   98
  4  ω    -26.00  88.00   1.00    5.00    --   17.61  19.00  30.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_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                1859
_reflns_number_total             2399
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.077
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0515
_refine_ls_R_factor_gt           0.0356
_refine_ls_restrained_S_all      1.047
_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)+(0.0399P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0879
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C11(H11), C15(H15), N4(H4), C6(H6)
2.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C0AA(H0AA,H0AB,H0AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
In1 In 0.10480(3) 0.05975(2) 0.17135(3) 0.04033(15) Uani 1 1 d . . . . .
Cl2 Cl 0.33089(13) 0.05939(8) 0.32420(12) 0.0473(3) Uani 1 1 d . . . . .
S1 S 0.08839(15) 0.23210(9) 0.10750(13) 0.0530(4) Uani 1 1 d . . . . .
C3 C -0.0207(5) -0.2355(4) 0.3028(5) 0.0509(13) Uani 1 1 d . . . . .
H3 H 0.004412 -0.299694 0.290902 0.061 Uiso 1 1 calc R U . . .
C11 C -0.1163(5) -0.2129(4) 0.3800(5) 0.0519(13) Uani 1 1 d . . . . .
H11 H -0.158009 -0.261901 0.421082 0.062 Uiso 1 1 calc R U . . .
C15 C -0.1516(5) -0.1179(3) 0.3976(4) 0.0427(11) Uani 1 1 d . . . . .
H15 H -0.216607 -0.102212 0.450766 0.051 Uiso 1 1 calc R U . . .
C19 C -0.0892(4) -0.0450(3) 0.3350(4) 0.0336(11) Uani 1 1 d . . . . .
N1 N 0.0055(4) -0.0685(2) 0.2570(3) 0.0370(9) Uani 1 1 d . . . . .
N2 N -0.0477(4) 0.1172(3) 0.2908(3) 0.0343(8) Uani 1 1 d . . . . .
N3 N -0.0627(4) 0.2146(3) 0.3061(4) 0.0416(9) Uani 1 1 d . . . . .
C4 C -0.1208(4) 0.0577(3) 0.3486(4) 0.0338(11) Uani 1 1 d . . . . .
N4 N -0.0016(4) 0.3642(3) 0.2506(4) 0.0521(11) Uani 1 1 d . . . . .
H4 H 0.034207 0.401858 0.200377 0.063 Uiso 1 1 calc R U . . .
C6 C 0.0383(5) -0.1614(3) 0.2425(4) 0.0454(12) Uani 1 1 d . . . . .
H6 H 0.103663 -0.176837 0.189481 0.055 Uiso 1 1 calc R U . . .
C7 C 0.0022(5) 0.2690(3) 0.2310(4) 0.0411(11) Uani 1 1 d . . . . .
C8 C -0.2314(5) 0.0916(4) 0.4239(5) 0.0490(13) Uani 1 1 d . . . . .
H8A H -0.326199 0.067892 0.386783 0.073 Uiso 1 1 calc R U . . .
H8B H -0.232833 0.161222 0.425149 0.073 Uiso 1 1 calc R U . . .
H8C H -0.206359 0.067591 0.508043 0.073 Uiso 1 1 calc R U . . .
C0AA C -0.0625(6) 0.4079(4) 0.3519(5) 0.0581(15) Uani 1 1 d . . . . .
H0AA H -0.074270 0.476301 0.337396 0.087 Uiso 1 1 calc R U . . .
H0AB H 0.002191 0.397000 0.429885 0.087 Uiso 1 1 calc R U . . .
H0AC H -0.155840 0.379207 0.355377 0.087 Uiso 1 1 calc R U . . .
Cl1 Cl 0.18266(13) -0.03254(10) 0.00447(11) 0.0485(3) 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
In1 Cl2 2.4390(13) . ?
In1 S1 2.4729(13) . ?
In1 N1 2.267(3) . ?
In1 N2 2.224(3) . ?
In1 Cl1 2.4220(12) . ?
S1 C7 1.750(4) . ?
C3 H3 0.9300 . ?
C3 C11 1.359(7) . ?
C3 C6 1.377(6) . ?
C11 H11 0.9300 . ?
C11 C15 1.372(7) . ?
C15 H15 0.9300 . ?
C15 C19 1.394(6) . ?
C19 N1 1.361(5) . ?
C19 C4 1.459(6) . ?
N1 C6 1.333(5) . ?
N2 N3 1.363(5) . ?
N2 C4 1.295(5) . ?
N3 C7 1.327(6) . ?
C4 C8 1.494(6) . ?
N4 H4 0.8600 . ?
N4 C7 1.331(5) . ?
N4 C0AA 1.451(6) . ?
C6 H6 0.9300 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C0AA H0AA 0.9600 . ?
C0AA H0AB 0.9600 . ?
C0AA H0AC 0.9600 . ?

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
Cl2 In1 S1 101.29(4) . . ?
N1 In1 Cl2 94.86(10) . . ?
N1 In1 S1 148.74(9) . . ?
N1 In1 Cl1 95.22(9) . . ?
N2 In1 Cl2 99.61(10) . . ?
N2 In1 S1 78.80(10) . . ?
N2 In1 N1 72.19(12) . . ?
N2 In1 Cl1 157.60(10) . . ?
Cl1 In1 Cl2 99.87(4) . . ?
Cl1 In1 S1 107.96(4) . . ?
C7 S1 In1 94.58(16) . . ?
C11 C3 H3 120.7 . . ?
C11 C3 C6 118.6(5) . . ?
C6 C3 H3 120.7 . . ?
C3 C11 H11 119.9 . . ?
C3 C11 C15 120.2(5) . . ?
C15 C11 H11 119.9 . . ?
C11 C15 H15 120.3 . . ?
C11 C15 C19 119.5(4) . . ?
C19 C15 H15 120.3 . . ?
C15 C19 C4 122.9(4) . . ?
N1 C19 C15 119.9(4) . . ?
N1 C19 C4 117.3(4) . . ?
C19 N1 In1 114.9(3) . . ?
C6 N1 In1 125.7(3) . . ?
C6 N1 C19 119.3(4) . . ?
N3 N2 In1 120.7(3) . . ?
C4 N2 In1 119.8(3) . . ?
C4 N2 N3 119.5(4) . . ?
C7 N3 N2 114.5(4) . . ?
C19 C4 C8 121.9(4) . . ?
N2 C4 C19 115.8(4) . . ?
N2 C4 C8 122.3(4) . . ?
C7 N4 H4 118.1 . . ?
C7 N4 C0AA 123.7(4) . . ?
C0AA N4 H4 118.1 . . ?
C3 C6 H6 118.7 . . ?
N1 C6 C3 122.6(4) . . ?
N1 C6 H6 118.7 . . ?
N3 C7 S1 128.5(4) . . ?
N3 C7 N4 115.6(4) . . ?
N4 C7 S1 115.9(3) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N4 C0AA H0AA 109.5 . . ?
N4 C0AA H0AB 109.5 . . ?
N4 C0AA H0AC 109.5 . . ?
H0AA C0AA H0AB 109.5 . . ?
H0AA C0AA H0AC 109.5 . . ?
H0AB C0AA H0AC 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
In1 S1 C7 N3 -15.4(4) . . . . ?
In1 S1 C7 N4 166.1(3) . . . . ?
In1 N1 C6 C3 176.4(4) . . . . ?
In1 N2 N3 C7 9.6(5) . . . . ?
In1 N2 C4 C19 3.4(5) . . . . ?
In1 N2 C4 C8 -176.2(3) . . . . ?
C3 C11 C15 C19 0.4(7) . . . . ?
C11 C3 C6 N1 0.1(8) . . . . ?
C11 C15 C19 N1 0.2(7) . . . . ?
C11 C15 C19 C4 -179.9(4) . . . . ?
C15 C19 N1 In1 -177.0(3) . . . . ?
C15 C19 N1 C6 -0.6(6) . . . . ?
C15 C19 C4 N2 175.8(4) . . . . ?
C15 C19 C4 C8 -4.6(7) . . . . ?
C19 N1 C6 C3 0.5(7) . . . . ?
N1 C19 C4 N2 -4.3(6) . . . . ?
N1 C19 C4 C8 175.3(4) . . . . ?
N2 N3 C7 S1 6.4(6) . . . . ?
N2 N3 C7 N4 -175.1(4) . . . . ?
N3 N2 C4 C19 -175.2(4) . . . . ?
N3 N2 C4 C8 5.2(7) . . . . ?
C4 C19 N1 In1 3.1(5) . . . . ?
C4 C19 N1 C6 179.5(4) . . . . ?
C4 N2 N3 C7 -171.9(4) . . . . ?
C6 C3 C11 C15 -0.5(8) . . . . ?
C0AA N4 C7 S1 -177.2(4) . . . . ?
C0AA N4 C7 N3 4.1(7) . . . . ?

_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
;
####################################################################### 
# 
# 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_c3
_database_code_depnum_ccdc_archive 'CCDC 2204189'
loop_
_audit_author_name
_audit_author_address
InNPh
;guangxi normal university
China
;
_audit_update_record             
;
2022-11-13 deposited with the CCDC.	2022-12-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C14 H13 Cl2 In N4 S'
_chemical_formula_sum            'C14 H13 Cl2 In N4 S'
_chemical_formula_weight         455.06
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.4956(3)
_cell_length_b                   8.4579(4)
_cell_length_c                   13.7053(8)
_cell_angle_alpha                103.089(4)
_cell_angle_beta                 97.971(4)
_cell_angle_gamma                94.566(4)
_cell_volume                     832.56(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2758
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.6470
_cell_measurement_theta_min      3.7610
_shelx_estimated_absorpt_T_max   0.821
_shelx_estimated_absorpt_T_min   0.695
_exptl_absorpt_coefficient_mu    1.865
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'dull yellowish yellow'
_exptl_crystal_colour_lustre     dull
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.815
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             448
_exptl_crystal_preparation       'heated 343k'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0450
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9761
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         3.377
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00  38.00   1.00    5.00    --   17.61 -57.00  30.00   89
  2  ω    -19.00  31.00   1.00    5.00    --   17.61  90.00  65.00   50
  3  ω     -4.00  86.00   1.00    5.00    --   17.61  57.00 -30.00   90
  4  ω    -40.00  49.00   1.00    5.00    --  -19.88  57.00 -90.00   89
  5  ω    -89.00   2.00   1.00    5.00    --  -19.88 -57.00  60.00   91
  6  ω    -89.00   2.00   1.00    5.00    --  -19.88 -57.00 150.00   91
  7  ω    -20.00  60.00   1.00    5.00    --   17.61 -99.00 -30.00   80
  8  ω    -51.00  38.00   1.00    5.00    --   17.61 -57.00-180.00   89
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0269859000
_diffrn_orient_matrix_UB_12      0.0087697000
_diffrn_orient_matrix_UB_13      0.0483652000
_diffrn_orient_matrix_UB_21      0.0106406000
_diffrn_orient_matrix_UB_22      0.0861764000
_diffrn_orient_matrix_UB_23      0.0073113000
_diffrn_orient_matrix_UB_31      -0.0917131000
_diffrn_orient_matrix_UB_32      -0.0030442000
_diffrn_orient_matrix_UB_33      -0.0224964000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2459
_reflns_number_total             2918
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.475
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         2918
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0422
_refine_ls_R_factor_gt           0.0305
_refine_ls_restrained_S_all      1.011
_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)+(0.0288P)²+0.1341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0640
_refine_ls_wR_factor_ref         0.0696
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C00D(H00D), C00E(H00E), C00G(H00G), C00H(H00H), C00I(H00I),
 C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M)
2.b Idealised Me refined as rotating group:
 C00F(H00A,H00B,H00C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
In1 In 0.74522(4) 0.30724(3) 0.73977(2) 0.03946(11) Uani 1 1 d . . . . .
Cl1 Cl 0.92196(16) 0.25039(14) 0.88286(8) 0.0621(3) Uani 1 1 d . . . . .
S1 S 0.88124(17) 0.14552(14) 0.60161(9) 0.0601(3) Uani 1 1 d . . . . .
Cl2 Cl 0.44687(15) 0.18106(14) 0.72956(13) 0.0808(4) Uani 1 1 d . . . . .
N3 N 0.7653(4) 0.4061(3) 0.5312(2) 0.0359(7) Uani 1 1 d . . . . .
N2 N 0.7386(4) 0.4644(3) 0.6290(2) 0.0334(7) Uani 1 1 d . . . . .
N1 N 0.6965(4) 0.5608(4) 0.8205(2) 0.0399(8) Uani 1 1 d . . . . .
N4 N 0.8505(4) 0.1914(4) 0.4186(2) 0.0424(8) Uani 1 1 d . . . . .
H4 H 0.877797 0.093005 0.411267 0.051 Uiso 1 1 calc R U . . .
C009 C 0.6933(4) 0.6109(4) 0.6545(3) 0.0344(9) Uani 1 1 d . . . . .
C00A C 0.8238(5) 0.2625(4) 0.5138(3) 0.0360(9) Uani 1 1 d . . . . .
C00B C 0.6715(5) 0.6669(4) 0.7618(3) 0.0376(9) Uani 1 1 d . . . . .
C00C C 0.8420(4) 0.2487(4) 0.3296(3) 0.0354(9) Uani 1 1 d . . . . .
C00D C 0.8052(5) 0.4048(5) 0.3231(3) 0.0425(10) Uani 1 1 d . . . . .
H00D H 0.779500 0.479052 0.379238 0.051 Uiso 1 1 calc R U . . .
C00E C 0.8786(5) 0.1402(5) 0.2440(3) 0.0413(9) Uani 1 1 d . . . . .
H00E H 0.902113 0.035145 0.247503 0.050 Uiso 1 1 calc R U . . .
C00F C 0.6694(5) 0.7181(5) 0.5830(3) 0.0494(11) Uani 1 1 d . . . . .
H00A H 0.744050 0.689247 0.531649 0.074 Uiso 1 1 calc R U . . .
H00B H 0.704088 0.829928 0.619295 0.074 Uiso 1 1 calc R U . . .
H00C H 0.544563 0.704543 0.551767 0.074 Uiso 1 1 calc R U . . .
C00G C 0.6322(5) 0.8234(5) 0.8026(3) 0.0500(11) Uani 1 1 d . . . . .
H00G H 0.611839 0.896116 0.761654 0.060 Uiso 1 1 calc R U . . .
C00H C 0.6852(5) 0.6063(5) 0.9190(3) 0.0527(11) Uani 1 1 d . . . . .
H00H H 0.701957 0.531182 0.958719 0.063 Uiso 1 1 calc R U . . .
C00I C 0.8802(5) 0.1864(5) 0.1547(3) 0.0510(11) Uani 1 1 d . . . . .
H00I H 0.904728 0.112733 0.097933 0.061 Uiso 1 1 calc R U . . .
C00J C 0.8458(5) 0.3414(6) 0.1484(3) 0.0534(11) Uani 1 1 d . . . . .
H00J H 0.848560 0.373434 0.087977 0.064 Uiso 1 1 calc R U . . .
C00K C 0.8075(5) 0.4479(5) 0.2319(3) 0.0485(10) Uani 1 1 d . . . . .
H00K H 0.782231 0.552016 0.227118 0.058 Uiso 1 1 calc R U . . .
C00L C 0.6238(6) 0.8694(5) 0.9046(4) 0.0579(13) Uani 1 1 d . . . . .
H00L H 0.600560 0.974798 0.933396 0.070 Uiso 1 1 calc R U . . .
C00M C 0.6496(6) 0.7601(6) 0.9636(4) 0.0610(13) Uani 1 1 d . . . . .
H00M H 0.643089 0.789501 1.032560 0.073 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
In1 Cl1 2.3749(11) . ?
In1 S1 2.4657(10) . ?
In1 Cl2 2.3718(12) . ?
In1 N2 2.232(3) . ?
In1 N1 2.263(3) . ?
S1 C00A 1.754(4) . ?
N3 N2 1.368(4) . ?
N3 C00A 1.306(4) . ?
N2 C009 1.295(4) . ?
N1 C00B 1.342(5) . ?
N1 C00H 1.334(5) . ?
N4 H4 0.8600 . ?
N4 C00A 1.357(5) . ?
N4 C00C 1.406(5) . ?
C009 C00B 1.475(5) . ?
C009 C00F 1.481(5) . ?
C00B C00G 1.387(5) . ?
C00C C00D 1.390(5) . ?
C00C C00E 1.391(5) . ?
C00D H00D 0.9300 . ?
C00D C00K 1.381(5) . ?
C00E H00E 0.9300 . ?
C00E C00I 1.368(6) . ?
C00F H00A 0.9600 . ?
C00F H00B 0.9600 . ?
C00F H00C 0.9600 . ?
C00G H00G 0.9300 . ?
C00G C00L 1.375(6) . ?
C00H H00H 0.9300 . ?
C00H C00M 1.370(5) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.375(6) . ?
C00J H00J 0.9300 . ?
C00J C00K 1.367(5) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00M 1.368(6) . ?
C00M H00M 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
Cl1 In1 S1 100.33(4) . . ?
Cl2 In1 Cl1 106.54(5) . . ?
Cl2 In1 S1 107.73(5) . . ?
N2 In1 Cl1 144.03(8) . . ?
N2 In1 S1 77.47(7) . . ?
N2 In1 Cl2 108.27(8) . . ?
N2 In1 N1 71.89(11) . . ?
N1 In1 Cl1 95.55(9) . . ?
N1 In1 S1 145.64(9) . . ?
N1 In1 Cl2 96.47(8) . . ?
C00A S1 In1 96.20(12) . . ?
C00A N3 N2 114.3(3) . . ?
N3 N2 In1 121.9(2) . . ?
C009 N2 In1 119.5(2) . . ?
C009 N2 N3 118.3(3) . . ?
C00B N1 In1 115.6(2) . . ?
C00H N1 In1 124.4(3) . . ?
C00H N1 C00B 119.9(3) . . ?
C00A N4 H4 114.0 . . ?
C00A N4 C00C 132.0(3) . . ?
C00C N4 H4 114.0 . . ?
N2 C009 C00B 115.2(3) . . ?
N2 C009 C00F 123.1(3) . . ?
C00B C009 C00F 121.6(3) . . ?
N3 C00A S1 127.6(3) . . ?
N3 C00A N4 119.2(3) . . ?
N4 C00A S1 113.2(3) . . ?
N1 C00B C009 117.1(3) . . ?
N1 C00B C00G 120.4(4) . . ?
C00G C00B C009 122.5(4) . . ?
C00D C00C N4 124.6(3) . . ?
C00D C00C C00E 119.1(4) . . ?
C00E C00C N4 116.2(3) . . ?
C00C C00D H00D 120.6 . . ?
C00K C00D C00C 118.9(4) . . ?
C00K C00D H00D 120.6 . . ?
C00C C00E H00E 119.7 . . ?
C00I C00E C00C 120.7(4) . . ?
C00I C00E H00E 119.7 . . ?
C009 C00F H00A 109.5 . . ?
C009 C00F H00B 109.5 . . ?
C009 C00F H00C 109.5 . . ?
H00A C00F H00B 109.5 . . ?
H00A C00F H00C 109.5 . . ?
H00B C00F H00C 109.5 . . ?
C00B C00G H00G 120.5 . . ?
C00L C00G C00B 119.1(4) . . ?
C00L C00G H00G 120.5 . . ?
N1 C00H H00H 119.0 . . ?
N1 C00H C00M 122.1(4) . . ?
C00M C00H H00H 119.0 . . ?
C00E C00I H00I 119.9 . . ?
C00E C00I C00J 120.3(4) . . ?
C00J C00I H00I 119.9 . . ?
C00I C00J H00J 120.3 . . ?
C00K C00J C00I 119.3(4) . . ?
C00K C00J H00J 120.3 . . ?
C00D C00K H00K 119.1 . . ?
C00J C00K C00D 121.7(4) . . ?
C00J C00K H00K 119.1 . . ?
C00G C00L H00L 120.0 . . ?
C00M C00L C00G 119.9(4) . . ?
C00M C00L H00L 120.0 . . ?
C00H C00M H00M 120.7 . . ?
C00L C00M C00H 118.6(4) . . ?
C00L C00M H00M 120.7 . . ?

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
In1 S1 C00A N3 12.9(3) . . . . ?
In1 S1 C00A N4 -169.0(2) . . . . ?
In1 N2 C009 C00B 7.3(4) . . . . ?
In1 N2 C009 C00F -174.4(3) . . . . ?
In1 N1 C00B C009 -4.8(4) . . . . ?
In1 N1 C00B C00G 177.0(3) . . . . ?
In1 N1 C00H C00M -177.8(3) . . . . ?
N3 N2 C009 C00B -178.5(3) . . . . ?
N3 N2 C009 C00F -0.1(5) . . . . ?
N2 N3 C00A S1 -3.6(5) . . . . ?
N2 N3 C00A N4 178.4(3) . . . . ?
N2 C009 C00B N1 -1.4(5) . . . . ?
N2 C009 C00B C00G 176.7(3) . . . . ?
N1 C00B C00G C00L 1.6(6) . . . . ?
N1 C00H C00M C00L 0.5(7) . . . . ?
N4 C00C C00D C00K 177.6(3) . . . . ?
N4 C00C C00E C00I -177.6(3) . . . . ?
C009 C00B C00G C00L -176.5(3) . . . . ?
C00A N3 N2 In1 -10.8(4) . . . . ?
C00A N3 N2 C009 175.1(3) . . . . ?
C00A N4 C00C C00D 1.7(6) . . . . ?
C00A N4 C00C C00E 179.9(4) . . . . ?
C00B N1 C00H C00M -0.4(6) . . . . ?
C00B C00G C00L C00M -1.6(6) . . . . ?
C00C N4 C00A S1 -171.9(3) . . . . ?
C00C N4 C00A N3 6.3(6) . . . . ?
C00C C00D C00K C00J -0.4(6) . . . . ?
C00C C00E C00I C00J 0.1(6) . . . . ?
C00D C00C C00E C00I 0.7(5) . . . . ?
C00E C00C C00D C00K -0.5(5) . . . . ?
C00E C00I C00J C00K -0.9(6) . . . . ?
C00F C009 C00B N1 -179.8(3) . . . . ?
C00F C009 C00B C00G -1.6(5) . . . . ?
C00G C00L C00M C00H 0.6(7) . . . . ?
C00H N1 C00B C009 177.6(3) . . . . ?
C00H N1 C00B C00G -0.6(5) . . . . ?
C00I C00J C00K C00D 1.1(6) . . . . ?

_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 1.359
_oxdiff_exptl_absorpt_empirical_full_min 0.794
####################################################################### 
# 
# 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_c4
_database_code_depnum_ccdc_archive 'CCDC 2204188'
loop_
_audit_author_name
_audit_author_address
InNpr
;guangxi normal university
China
;
_audit_update_record             
;
2022-11-13 deposited with the CCDC.	2022-12-02 downloaded from the CCDC.
;
_audit_creation_date             2022-11-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C12 H15 Cl2 In N4 S'
_chemical_formula_sum            'C12 H15 Cl2 In N4 S'
_chemical_formula_weight         433.06
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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                   8.5919(4)
_cell_length_b                   12.4526(6)
_cell_length_c                   15.0859(10)
_cell_angle_alpha                90
_cell_angle_beta                 90.635(6)
_cell_angle_gamma                90
_cell_volume                     1613.95(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1234
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      23.0340
_cell_measurement_theta_min      3.9580
_shelx_estimated_absorpt_T_max   0.788
_shelx_estimated_absorpt_T_min   0.667
_exptl_absorpt_coefficient_mu    1.919
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93403
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic yellowish yellow'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.782
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             856
_exptl_crystal_preparation       'heated 343 k'
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.13
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0546
_diffrn_reflns_av_unetI/netI     0.1019
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6556
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_min         3.540
_diffrn_ambient_temperature      296.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9784
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -50.00  50.00   1.00    7.50    --  -19.80  77.00 -90.00  100
  2  ω    -50.00  50.00   1.00    7.50    --  -19.80  77.00   0.00  100
  3  ω    -90.00 -65.00   1.00    7.50    --  -19.80 -77.00 -90.00   25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0214759000
_diffrn_orient_matrix_UB_12      -0.0413377000
_diffrn_orient_matrix_UB_13      0.0298197000
_diffrn_orient_matrix_UB_21      -0.0137368000
_diffrn_orient_matrix_UB_22      0.0389054000
_diffrn_orient_matrix_UB_23      0.0333295000
_diffrn_orient_matrix_UB_31      -0.0785079000
_diffrn_orient_matrix_UB_32      0.0045223000
_diffrn_orient_matrix_UB_33      -0.0145898000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1916
_reflns_number_total             3150
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.492
_refine_diff_density_min         -0.639
_refine_diff_density_rms         0.116
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.867
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0911
_refine_ls_R_factor_gt           0.0430
_refine_ls_restrained_S_all      0.867
_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)+(0.0053P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0515
_refine_ls_wR_factor_ref         0.0605
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C0AA(H0AA,H0AB), C1AA(H1AA,H1AB), C5(H5A,H5B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C10(H10), C19(H19)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
In1 In 0.35765(4) 0.40168(3) 0.14392(3) 0.03590(12) Uani 1 1 d . . . . .
S2 S 0.19308(15) 0.52962(11) 0.05844(10) 0.0410(4) Uani 1 1 d . . . . .
Cl3 Cl 0.26724(16) 0.22959(11) 0.09914(11) 0.0567(5) Uani 1 1 d . . . . .
Cl5 Cl 0.28172(16) 0.42426(12) 0.29469(10) 0.0558(4) Uani 1 1 d . . . . .
C2 C 0.8606(5) 0.3992(5) 0.2120(4) 0.0459(16) Uani 1 1 d . . . . .
H2 H 0.934572 0.453566 0.215729 0.055 Uiso 1 1 calc R U . . .
C3 C 0.7125(5) 0.4216(4) 0.1810(3) 0.0317(13) Uani 1 1 d . . . . .
N4 N 0.5224(4) 0.5376(3) 0.1223(3) 0.0349(12) Uani 1 1 d . . . . .
C7 C 0.6388(6) 0.2444(4) 0.2038(4) 0.0450(16) Uani 1 1 d . . . . .
H7 H 0.562195 0.191632 0.201797 0.054 Uiso 1 1 calc R U . . .
N8 N 0.6030(4) 0.3439(3) 0.1780(3) 0.0355(12) Uani 1 1 d . . . . .
C9 C 0.6642(6) 0.5293(4) 0.1499(4) 0.0348(14) Uani 1 1 d . . . . .
C10 C 0.7862(6) 0.2176(4) 0.2333(4) 0.0494(17) Uani 1 1 d . . . . .
H10 H 0.809156 0.147522 0.250246 0.059 Uiso 1 1 calc R U . . .
N12 N 0.4722(5) 0.6353(3) 0.0923(3) 0.0417(13) Uani 1 1 d . . . . .
C15 C 0.3240(6) 0.6378(4) 0.0653(4) 0.0348(14) Uani 1 1 d . . . . .
C19 C 0.8988(6) 0.2959(5) 0.2374(4) 0.0520(17) Uani 1 1 d . . . . .
H19 H 0.999120 0.279582 0.256912 0.062 Uiso 1 1 calc R U . . .
C21 C 0.7751(5) 0.6211(4) 0.1516(4) 0.0482(17) Uani 1 1 d . . . . .
H21A H 0.800789 0.638880 0.211943 0.072 Uiso 1 1 calc R U . . .
H21B H 0.727986 0.682094 0.123125 0.072 Uiso 1 1 calc R U . . .
H21C H 0.868160 0.601588 0.120830 0.072 Uiso 1 1 calc R U . . .
C0AA C 0.1105(6) 0.7575(4) 0.0127(4) 0.0511(17) Uani 1 1 d . . . . .
H0AA H 0.037235 0.733471 0.056947 0.061 Uiso 1 1 calc R U . . .
H0AB H 0.085721 0.722941 -0.043325 0.061 Uiso 1 1 calc R U . . .
C1AA C 0.3650(6) 0.8313(4) 0.0478(4) 0.0507(17) Uani 1 1 d . . . . .
H1AA H 0.454535 0.827731 0.009247 0.061 Uiso 1 1 calc R U . . .
H1AB H 0.401036 0.842276 0.108254 0.061 Uiso 1 1 calc R U . . .
C5 C 0.2586(8) 0.9186(5) 0.0198(5) 0.091(3) Uani 1 1 d . . . . .
H5A H 0.254341 0.972929 0.065804 0.109 Uiso 1 1 calc R U . . .
H5B H 0.297311 0.952085 -0.033682 0.109 Uiso 1 1 calc R U . . .
C6 C 0.1069(7) 0.8768(5) 0.0036(6) 0.091(3) Uani 1 1 d . . . . .
H6A H 0.072140 0.896199 -0.055662 0.109 Uiso 1 1 calc R U . . .
H6B H 0.034426 0.906997 0.045679 0.109 Uiso 1 1 calc R U . . .
N0AA N 0.2721(5) 0.7338(3) 0.0407(3) 0.0404(12) 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
In1 S2 2.4819(14) . ?
In1 Cl3 2.3749(14) . ?
In1 Cl5 2.3899(15) . ?
In1 N4 2.233(4) . ?
In1 N8 2.281(4) . ?
S2 C15 1.757(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.379(6) . ?
C2 C19 1.381(7) . ?
C3 N8 1.350(5) . ?
C3 C9 1.478(6) . ?
N4 C9 1.288(5) . ?
N4 N12 1.366(5) . ?
C7 H7 0.9300 . ?
C7 N8 1.334(6) . ?
C7 C10 1.379(6) . ?
C9 C21 1.489(6) . ?
C10 H10 0.9300 . ?
C10 C19 1.374(7) . ?
N12 C15 1.333(6) . ?
C15 N0AA 1.328(6) . ?
C19 H19 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C0AA H0AA 0.9700 . ?
C0AA H0AB 0.9700 . ?
C0AA C6 1.492(7) . ?
C0AA N0AA 1.476(6) . ?
C1AA H1AA 0.9700 . ?
C1AA H1AB 0.9700 . ?
C1AA C5 1.479(6) . ?
C1AA N0AA 1.457(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.423(7) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl3 In1 S2 104.41(5) . . ?
Cl3 In1 Cl5 106.56(6) . . ?
Cl5 In1 S2 105.01(5) . . ?
N4 In1 S2 78.24(11) . . ?
N4 In1 Cl3 148.03(12) . . ?
N4 In1 Cl5 103.30(12) . . ?
N4 In1 N8 71.70(15) . . ?
N8 In1 S2 147.08(11) . . ?
N8 In1 Cl3 94.48(11) . . ?
N8 In1 Cl5 94.82(12) . . ?
C15 S2 In1 95.80(19) . . ?
C3 C2 H2 120.1 . . ?
C3 C2 C19 119.9(5) . . ?
C19 C2 H2 120.1 . . ?
C2 C3 C9 123.1(5) . . ?
N8 C3 C2 120.4(5) . . ?
N8 C3 C9 116.5(4) . . ?
C9 N4 In1 119.4(4) . . ?
C9 N4 N12 118.2(4) . . ?
N12 N4 In1 121.7(3) . . ?
N8 C7 H7 119.1 . . ?
N8 C7 C10 121.8(5) . . ?
C10 C7 H7 119.1 . . ?
C3 N8 In1 115.1(3) . . ?
C7 N8 In1 124.6(4) . . ?
C7 N8 C3 119.9(4) . . ?
C3 C9 C21 120.9(4) . . ?
N4 C9 C3 115.9(4) . . ?
N4 C9 C21 123.2(5) . . ?
C7 C10 H10 120.4 . . ?
C19 C10 C7 119.1(5) . . ?
C19 C10 H10 120.4 . . ?
C15 N12 N4 114.8(4) . . ?
N12 C15 S2 127.5(4) . . ?
N0AA C15 S2 117.5(4) . . ?
N0AA C15 N12 115.1(5) . . ?
C2 C19 H19 120.6 . . ?
C10 C19 C2 118.9(5) . . ?
C10 C19 H19 120.6 . . ?
C9 C21 H21A 109.5 . . ?
C9 C21 H21B 109.5 . . ?
C9 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
H0AA C0AA H0AB 109.0 . . ?
C6 C0AA H0AA 110.9 . . ?
C6 C0AA H0AB 110.9 . . ?
N0AA C0AA H0AA 110.9 . . ?
N0AA C0AA H0AB 110.9 . . ?
N0AA C0AA C6 104.1(5) . . ?
H1AA C1AA H1AB 108.9 . . ?
C5 C1AA H1AA 110.8 . . ?
C5 C1AA H1AB 110.8 . . ?
N0AA C1AA H1AA 110.8 . . ?
N0AA C1AA H1AB 110.8 . . ?
N0AA C1AA C5 104.8(4) . . ?
C1AA C5 H5A 109.7 . . ?
C1AA C5 H5B 109.7 . . ?
H5A C5 H5B 108.2 . . ?
C6 C5 C1AA 110.0(5) . . ?
C6 C5 H5A 109.7 . . ?
C6 C5 H5B 109.7 . . ?
C0AA C6 H6A 109.8 . . ?
C0AA C6 H6B 109.8 . . ?
C5 C6 C0AA 109.3(5) . . ?
C5 C6 H6A 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
C15 N0AA C0AA 124.9(5) . . ?
C15 N0AA C1AA 123.2(4) . . ?
C1AA N0AA C0AA 111.6(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
In1 S2 C15 N12 12.0(5) . . . . ?
In1 S2 C15 N0AA -168.3(4) . . . . ?
In1 N4 C9 C3 9.8(7) . . . . ?
In1 N4 C9 C21 -169.9(4) . . . . ?
In1 N4 N12 C15 -9.3(6) . . . . ?
S2 C15 N0AA C0AA 3.5(8) . . . . ?
S2 C15 N0AA C1AA 176.3(4) . . . . ?
C2 C3 N8 In1 171.6(4) . . . . ?
C2 C3 N8 C7 -1.1(8) . . . . ?
C2 C3 C9 N4 179.5(5) . . . . ?
C2 C3 C9 C21 -0.7(8) . . . . ?
C3 C2 C19 C10 -1.7(9) . . . . ?
N4 N12 C15 S2 -3.8(8) . . . . ?
N4 N12 C15 N0AA 176.5(5) . . . . ?
C7 C10 C19 C2 0.2(10) . . . . ?
N8 C3 C9 N4 -0.6(8) . . . . ?
N8 C3 C9 C21 179.1(5) . . . . ?
N8 C7 C10 C19 0.9(10) . . . . ?
C9 C3 N8 In1 -8.3(6) . . . . ?
C9 C3 N8 C7 179.1(5) . . . . ?
C9 N4 N12 C15 -179.7(5) . . . . ?
C10 C7 N8 In1 -172.3(4) . . . . ?
C10 C7 N8 C3 -0.4(9) . . . . ?
N12 N4 C9 C3 -179.6(4) . . . . ?
N12 N4 C9 C21 0.6(8) . . . . ?
N12 C15 N0AA C0AA -176.7(5) . . . . ?
N12 C15 N0AA C1AA -3.9(8) . . . . ?
C19 C2 C3 N8 2.1(9) . . . . ?
C19 C2 C3 C9 -178.0(5) . . . . ?
C1AA C5 C6 C0AA -5.0(10) . . . . ?
C5 C1AA N0AA C15 -175.8(6) . . . . ?
C5 C1AA N0AA C0AA -2.2(7) . . . . ?
C6 C0AA N0AA C15 172.9(6) . . . . ?
C6 C0AA N0AA C1AA -0.7(7) . . . . ?
N0AA C0AA C6 C5 3.4(9) . . . . ?
N0AA C1AA C5 C6 4.4(9) . . . . ?

_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 1.302
_oxdiff_exptl_absorpt_empirical_full_min 0.896
