# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_AAAA
_database_code_depnum_ccdc_archive 'CCDC 1961543'
loop_
_audit_author_name
_audit_author_address
'Hamid hamidgxnu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2020-10-27 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H18 Cl2 In N7 S2, C H4 O'
_chemical_formula_sum            'C14 H22 Cl2 In N7 O S2'
_chemical_formula_weight         554.22

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.820(7)
_cell_length_b                   13.440(8)
_cell_length_c                   15.215(9)
_cell_angle_alpha                90
_cell_angle_beta                 100.058(8)
_cell_angle_gamma                90
_cell_volume                     2179(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5471
_cell_measurement_theta_min      2.44
_cell_measurement_theta_max      26.08

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.690
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.541
_shelx_estimated_absorpt_T_min   0.655
_shelx_estimated_absorpt_T_max   0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.698
_exptl_absorpt_correction_T_max  0.857
_exptl_absorpt_process_details   'SADABS (Bruker, 1998)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19953
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.912
_diffrn_reflns_theta_max         25.006
_diffrn_reflns_theta_full        25.006
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3821
_reflns_number_gt                3011
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_structure_solution    'XS  (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0754P)²+3.3246P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3821
_refine_ls_number_parameters     249
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0428
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1114
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.81590(3) 0.04978(3) 0.20538(2) 0.03398(16) Uani 1 1 d . U . . .
Cl1 Cl 1.02537(14) 0.02859(11) 0.14872(11) 0.0486(4) Uani 1 1 d . . . . .
S1 S 0.84995(16) -0.11299(11) 0.29464(10) 0.0474(4) Uani 1 1 d . . . . .
S2 S 0.94157(17) 0.11078(11) 0.36143(11) 0.0524(4) Uani 1 1 d . U . . .
Cl2 Cl 0.61003(14) 0.09467(12) 0.24577(10) 0.0503(4) Uani 1 1 d . . . . .
N6 N 0.8941(5) 0.2825(3) 0.2722(3) 0.0438(12) Uani 1 1 d . . . . .
H6 H 0.9541 0.3210 0.2573 0.053 Uiso 1 1 d R U . . .
N2 N 0.7168(4) -0.1730(3) 0.1320(3) 0.0383(11) Uani 1 1 d . . . . .
C5 C 0.6855(5) 0.0529(4) 0.0005(4) 0.0388(12) Uani 1 1 d . . . . .
C4 C 0.6787(5) -0.0525(4) 0.0245(4) 0.0396(13) Uani 1 1 d . . . . .
N7 N 0.9968(5) 0.2941(4) 0.4147(3) 0.0529(13) Uani 1 1 d . . . . .
H7 H 1.0520 0.3319 0.3930 0.063 Uiso 1 1 d R U . . .
C9 C 0.7440(5) 0.2141(4) 0.0483(4) 0.0413(13) Uani 1 1 d . . . . .
C12 C 0.9454(5) 0.2345(4) 0.3472(4) 0.0424(13) Uani 1 1 d . . . . .
C3 C 0.6221(6) -0.1282(5) -0.0429(4) 0.0568(17) Uani 1 1 d . . . . .
H3A H 0.5344 -0.1143 -0.0613 0.085 Uiso 1 1 calc R U . . .
H3B H 0.6321 -0.1934 -0.0168 0.085 Uiso 1 1 calc R U . . .
H3C H 0.6635 -0.1254 -0.0938 0.085 Uiso 1 1 calc R U . . .
N3 N 0.7237(4) -0.0751(3) 0.1075(3) 0.0373(10) Uani 1 1 d . . . . .
N5 N 0.8436(4) 0.2307(3) 0.1970(3) 0.0379(11) Uani 1 1 d . . . . .
C7 C 0.6398(7) 0.1889(5) -0.1018(4) 0.0597(18) Uani 1 1 d . . . . .
H7A H 0.6060 0.2135 -0.1580 0.072 Uiso 1 1 calc R U . . .
C6 C 0.6354(6) 0.0876(5) -0.0846(4) 0.0548(16) Uani 1 1 d . . . . .
H6A H 0.5996 0.0436 -0.1291 0.066 Uiso 1 1 calc R U . . .
C11 C 0.8056(7) 0.3893(5) 0.1130(5) 0.0605(18) Uani 1 1 d . . . . .
H11A H 0.8581 0.4053 0.0703 0.091 Uiso 1 1 calc R U . . .
H11B H 0.8386 0.4202 0.1692 0.091 Uiso 1 1 calc R U . . .
H11C H 0.7221 0.4134 0.0920 0.091 Uiso 1 1 calc R U . . .
C1 C 0.7034(7) -0.3673(5) 0.1810(5) 0.0655(19) Uani 1 1 d . . . . .
H1A H 0.7533 -0.3818 0.1362 0.098 Uiso 1 1 calc R U . . .
H1B H 0.6220 -0.3445 0.1527 0.098 Uiso 1 1 calc R U . . .
H1C H 0.6944 -0.4265 0.2147 0.098 Uiso 1 1 calc R U . . .
C8 C 0.6944(6) 0.2530(5) -0.0352(4) 0.0517(16) Uani 1 1 d . . . . .
H8 H 0.6980 0.3210 -0.0459 0.062 Uiso 1 1 calc R U . . .
C13 C 1.0622(7) 0.2575(6) 0.5004(4) 0.0636(18) Uani 1 1 d . . . . .
H13A H 1.1460 0.2382 0.4950 0.095 Uiso 1 1 calc R U . . .
H13B H 1.0183 0.2010 0.5183 0.095 Uiso 1 1 calc R U . . .
H13C H 1.0656 0.3091 0.5444 0.095 Uiso 1 1 calc R U . . .
C10 C 0.8023(5) 0.2781(4) 0.1250(4) 0.0410(13) Uani 1 1 d . . . . .
C2 C 0.7712(5) -0.1930(4) 0.2138(4) 0.0399(13) Uani 1 1 d . . . . .
N4 N 0.7394(4) 0.1155(3) 0.0647(3) 0.0368(10) Uani 1 1 d . . . . .
N1 N 0.7650(5) -0.2900(3) 0.2407(4) 0.0532(13) Uani 1 1 d . . . . .
H1E H 0.8439 -0.3100 0.2582 0.064 Uiso 1 1 d R U . . .
O1 O 0.4940(16) 0.3774(15) 0.1584(12) 0.289(10) Uani 1 1 d D . . . .
H1 H 0.4770 0.4252 0.1955 0.434 Uiso 1 1 d R U . . .
C14 C 0.430(2) 0.4212(17) 0.0768(11) 0.250(13) Uani 1 1 d D . . . .
H14A H 0.4520 0.4904 0.0755 0.375 Uiso 1 1 calc R U . . .
H14B H 0.3414 0.4146 0.0734 0.375 Uiso 1 1 calc R U . . .
H14C H 0.4555 0.3878 0.0270 0.375 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 N4 2.330(5) . ?
In1 N3 2.348(5) . ?
In1 N5 2.455(5) . ?
In1 Cl2 2.486(2) . ?
In1 S1 2.5673(19) . ?
In1 Cl1 2.578(2) . ?
In1 S2 2.652(2) . ?
S1 C2 1.741(6) . ?
S2 C12 1.678(6) . ?
N6 C12 1.344(7) . ?
N6 N5 1.369(6) . ?
N6 H6 0.8900 . ?
N2 C2 1.307(7) . ?
N2 N3 1.374(6) . ?
C5 N4 1.343(7) . ?
C5 C6 1.393(8) . ?
C5 C4 1.468(8) . ?
C4 N3 1.307(7) . ?
C4 C3 1.497(8) . ?
N7 C12 1.344(7) . ?
N7 C13 1.456(8) . ?
N7 H7 0.8900 . ?
C9 N4 1.351(7) . ?
C9 C8 1.392(8) . ?
C9 C10 1.498(8) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
N5 C10 1.278(7) . ?
C7 C8 1.383(10) . ?
C7 C6 1.389(10) . ?
C7 H7A 0.9300 . ?
C6 H6A 0.9300 . ?
C11 C10 1.507(8) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C1 N1 1.463(8) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C8 H8 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C2 N1 1.372(7) . ?
N1 H1E 0.8900 . ?
O1 C14 1.436(10) . ?
O1 H1 0.8948 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
N4 In1 N3 69.20(16) . . ?
N4 In1 N5 66.66(15) . . ?
N3 In1 N5 135.81(16) . . ?
N4 In1 Cl2 86.85(11) . . ?
N3 In1 Cl2 91.76(12) . . ?
N5 In1 Cl2 83.98(11) . . ?
N4 In1 S1 143.54(12) . . ?
N3 In1 S1 74.47(12) . . ?
N5 In1 S1 149.72(12) . . ?
Cl2 In1 S1 97.36(6) . . ?
N4 In1 Cl1 85.81(11) . . ?
N3 In1 Cl1 90.56(12) . . ?
N5 In1 Cl1 88.27(11) . . ?
Cl2 In1 Cl1 170.96(5) . . ?
S1 In1 Cl1 91.69(6) . . ?
N4 In1 S2 138.56(12) . . ?
N3 In1 S2 152.10(12) . . ?
N5 In1 S2 72.08(11) . . ?
Cl2 In1 S2 92.58(6) . . ?
S1 In1 S2 77.64(6) . . ?
Cl1 In1 S2 89.44(7) . . ?
C2 S1 In1 98.35(19) . . ?
C12 S2 In1 102.2(2) . . ?
C12 N6 N5 120.7(4) . . ?
C12 N6 H6 106.5 . . ?
N5 N6 H6 106.6 . . ?
C2 N2 N3 114.8(4) . . ?
N4 C5 C6 121.1(5) . . ?
N4 C5 C4 117.2(5) . . ?
C6 C5 C4 121.7(5) . . ?
N3 C4 C5 116.0(5) . . ?
N3 C4 C3 122.9(5) . . ?
C5 C4 C3 121.1(5) . . ?
C12 N7 C13 123.6(6) . . ?
C12 N7 H7 105.8 . . ?
C13 N7 H7 105.8 . . ?
N4 C9 C8 121.2(6) . . ?
N4 C9 C10 116.3(5) . . ?
C8 C9 C10 122.5(5) . . ?
N6 C12 N7 114.7(5) . . ?
N6 C12 S2 124.7(4) . . ?
N7 C12 S2 120.6(5) . . ?
C4 C3 H3A 109.5 . . ?
C4 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C4 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C4 N3 N2 117.2(4) . . ?
C4 N3 In1 119.5(4) . . ?
N2 N3 In1 123.3(3) . . ?
C10 N5 N6 119.4(5) . . ?
C10 N5 In1 120.7(4) . . ?
N6 N5 In1 119.7(3) . . ?
C8 C7 C6 119.8(6) . . ?
C8 C7 H7A 120.1 . . ?
C6 C7 H7A 120.1 . . ?
C7 C6 C5 118.8(6) . . ?
C7 C6 H6A 120.6 . . ?
C5 C6 H6A 120.6 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C7 C8 C9 118.8(6) . . ?
C7 C8 H8 120.6 . . ?
C9 C8 H8 120.6 . . ?
N7 C13 H13A 109.5 . . ?
N7 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N7 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N5 C10 C9 114.7(5) . . ?
N5 C10 C11 125.9(6) . . ?
C9 C10 C11 119.4(5) . . ?
N2 C2 N1 116.3(5) . . ?
N2 C2 S1 128.9(4) . . ?
N1 C2 S1 114.8(4) . . ?
C5 N4 C9 120.3(5) . . ?
C5 N4 In1 118.1(3) . . ?
C9 N4 In1 121.6(4) . . ?
C2 N1 C1 122.0(6) . . ?
C2 N1 H1E 106.3 . . ?
C1 N1 H1E 106.3 . . ?
C14 O1 H1 97.5 . . ?
O1 C14 H14A 109.5 . . ?
O1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
O1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
N4 C5 C4 N3 1.4(8) . . . . ?
C6 C5 C4 N3 -176.8(5) . . . . ?
N4 C5 C4 C3 -179.1(5) . . . . ?
C6 C5 C4 C3 2.6(9) . . . . ?
N5 N6 C12 N7 177.0(5) . . . . ?
N5 N6 C12 S2 -6.2(8) . . . . ?
C13 N7 C12 N6 -177.1(5) . . . . ?
C13 N7 C12 S2 6.0(8) . . . . ?
In1 S2 C12 N6 0.0(5) . . . . ?
In1 S2 C12 N7 176.6(4) . . . . ?
C5 C4 N3 N2 179.1(4) . . . . ?
C3 C4 N3 N2 -0.4(8) . . . . ?
C5 C4 N3 In1 -2.5(7) . . . . ?
C3 C4 N3 In1 178.1(4) . . . . ?
C2 N2 N3 C4 175.2(5) . . . . ?
C2 N2 N3 In1 -3.1(6) . . . . ?
C12 N6 N5 C10 -175.8(5) . . . . ?
C12 N6 N5 In1 9.7(6) . . . . ?
C8 C7 C6 C5 0.6(10) . . . . ?
N4 C5 C6 C7 -1.2(9) . . . . ?
C4 C5 C6 C7 177.0(6) . . . . ?
C6 C7 C8 C9 -0.1(10) . . . . ?
N4 C9 C8 C7 0.0(9) . . . . ?
C10 C9 C8 C7 -178.5(6) . . . . ?
N6 N5 C10 C9 -177.4(4) . . . . ?
In1 N5 C10 C9 -3.0(6) . . . . ?
N6 N5 C10 C11 1.2(9) . . . . ?
In1 N5 C10 C11 175.7(5) . . . . ?
N4 C9 C10 N5 1.5(7) . . . . ?
C8 C9 C10 N5 -179.9(5) . . . . ?
N4 C9 C10 C11 -177.2(5) . . . . ?
C8 C9 C10 C11 1.3(9) . . . . ?
N3 N2 C2 N1 179.4(5) . . . . ?
N3 N2 C2 S1 0.2(8) . . . . ?
In1 S1 C2 N2 2.2(6) . . . . ?
In1 S1 C2 N1 -177.0(4) . . . . ?
C6 C5 N4 C9 1.1(8) . . . . ?
C4 C5 N4 C9 -177.2(5) . . . . ?
C6 C5 N4 In1 178.6(4) . . . . ?
C4 C5 N4 In1 0.3(6) . . . . ?
C8 C9 N4 C5 -0.5(8) . . . . ?
C10 C9 N4 C5 178.1(5) . . . . ?
C8 C9 N4 In1 -177.9(4) . . . . ?
C10 C9 N4 In1 0.7(6) . . . . ?
N2 C2 N1 C1 1.3(9) . . . . ?
S1 C2 N1 C1 -179.4(5) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N6 H6 S1 0.89 2.55 3.415(5) 164.8 2_755
N7 H7 Cl1 0.89 2.81 3.292(6) 115.3 2_755
N7 H7 N2 0.89 2.60 3.327(7) 140.0 2_755
C3 H3A Cl2 0.96 2.98 3.651(7) 128.5 3_655
C13 H13C Cl1 0.96 2.78 3.719(8) 167.3 4_566
N1 H1E Cl1 0.89 2.83 3.548(5) 138.6 2_745
O1 H1 Cl2 0.89 2.68 3.535(18) 160.7 2_655

_refine_diff_density_max         1.048
_refine_diff_density_min         -0.589
_refine_diff_density_rms         0.118

####################################################################### 
# 
# 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_20191230-yf-cml-1
_database_code_depnum_ccdc_archive 'CCDC 1961546'
loop_
_audit_author_name
_audit_author_address
'Hamid hamidgxnu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2020-10-28 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;
_audit_creation_date             2020-10-28
_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         'C15 H22 Cl2 In N7 S2, C H4 O'
_chemical_formula_sum            'C16 H26 Cl2 In N7 O S2'
_chemical_formula_weight         582.28
_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   9.7761(3)
_cell_length_b                   14.2179(6)
_cell_length_c                   16.7170(11)
_cell_angle_alpha                90
_cell_angle_beta                 98.698(5)
_cell_angle_gamma                90
_cell_volume                     2296.9(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1966
_cell_measurement_temperature    293
_cell_measurement_theta_max      25.7690
_cell_measurement_theta_min      3.7560
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.466
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.684
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0392
_diffrn_reflns_av_unetI/netI     0.0647
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.886
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7683
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.886
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.883
_diffrn_reflns_theta_min         3.762
_diffrn_ambient_temperature      293.15
_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 0.886
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -12.00  88.00   1.00    9.00    --   17.77  77.00 -30.00  100
  2  ω    -50.00  50.00   1.00    9.00    --  -19.72  77.00  90.00  100
  3  ω    -50.00  50.00   1.00    9.00    --  -19.72  77.00 -30.00  100
  4  ω    -49.00 -14.00   1.00    9.00    --  -19.72  77.00-150.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0658401000
_diffrn_orient_matrix_UB_12      -0.0206542000
_diffrn_orient_matrix_UB_13      0.0124665000
_diffrn_orient_matrix_UB_21      -0.0313096000
_diffrn_orient_matrix_UB_22      -0.0450306000
_diffrn_orient_matrix_UB_23      -0.0004764000
_diffrn_orient_matrix_UB_31      0.0087924000
_diffrn_orient_matrix_UB_32      -0.0057183000
_diffrn_orient_matrix_UB_33      -0.0410605000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\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                2183
_reflns_number_total             2683
_reflns_odcompleteness_completeness 99.69
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.890
_refine_diff_density_min         -0.783
_refine_diff_density_rms         0.110
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2683
_refine_ls_number_restraints     112
_refine_ls_R_factor_all          0.0661
_refine_ls_R_factor_gt           0.0485
_refine_ls_restrained_S_all      1.332
_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)+(0.0267P)²+5.3085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1067
_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, All O(H) groups
2. Restrained distances
 H5A-H1A
 2.2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O1: within 3.8A with sigma of 0.01 and sigma for terminal atoms of 0.02
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: H3(0.5) O1(0.5) H1A(0.5) C9(0.5) H9A(0.5) H9B(0.5) H9C(0.5)
6.a Riding coordinates:
 C5(H5A,H5B,H5C), O1(H1A)
6.b Aromatic/amide H refined with riding coordinates:
 N3(H3), C1(H1), C2(H2)
6.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C), C9(H9A,H9B,H9C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In 0.500000 0.63949(3) 0.750000 0.02974(16) Uani 1 2 d S TU P . .
Cl1 Cl 0.65624(14) 0.62429(9) 0.64275(9) 0.0495(4) Uani 1 1 d . U . . .
S02 S 0.37108(13) 0.78073(9) 0.67374(9) 0.0440(4) Uani 1 1 d . U . . .
N1 N 0.500000 0.4778(4) 0.750000 0.0348(13) Uani 1 2 d S TU P . .
N2 N 0.3089(4) 0.5770(3) 0.6600(2) 0.0331(9) Uani 1 1 d . U . . .
N3 N 0.2112(4) 0.6330(3) 0.6163(2) 0.0404(10) Uani 1 1 d . U . . .
H3 H 0.139151 0.609150 0.587560 0.049 Uiso 0.5 1 calc R . . . .
N4 N 0.1328(4) 0.7774(3) 0.5746(3) 0.0455(11) Uani 1 1 d . U . . .
C1 C 0.500000 0.2853(6) 0.750000 0.062(2) Uani 1 2 d S TU P . .
H1 H 0.499999 0.219878 0.750002 0.074 Uiso 1 2 calc RS T P . .
C2 C 0.3952(6) 0.3328(4) 0.7030(4) 0.0525(15) Uani 1 1 d . U . . .
H2 H 0.322956 0.300498 0.672166 0.063 Uiso 1 1 calc R . . . .
C3 C 0.3997(5) 0.4307(3) 0.7028(3) 0.0397(11) Uani 1 1 d . U . . .
C4 C 0.2959(5) 0.4880(4) 0.6507(3) 0.0410(12) Uani 1 1 d . U . . .
C5 C 0.1808(6) 0.4434(4) 0.5931(4) 0.0691(19) Uani 1 1 d . U . . .
H5A H 0.091273 0.460483 0.605511 0.104 Uiso 1 1 d DR . . . .
H5B H 0.188503 0.463183 0.539061 0.104 Uiso 1 1 d R . . . .
H5C H 0.192053 0.376483 0.597261 0.104 Uiso 1 1 d R . . . .
C6 C 0.2313(5) 0.7266(4) 0.6197(3) 0.0385(11) Uani 1 1 d . U . . .
C7 C 0.1428(6) 0.8786(4) 0.5691(4) 0.0596(16) Uani 1 1 d . U . . .
H7A H 0.133195 0.906128 0.620415 0.089 Uiso 1 1 calc GR . . . .
H7B H 0.070692 0.901496 0.528440 0.089 Uiso 1 1 calc GR . . . .
H7C H 0.231246 0.895224 0.554955 0.089 Uiso 1 1 calc GR . . . .
C8 C 0.0117(6) 0.7314(5) 0.5282(4) 0.0656(18) Uani 1 1 d . U . . .
H8A H 0.041128 0.690939 0.488117 0.098 Uiso 1 1 calc GR . . . .
H8B H -0.050165 0.778301 0.502138 0.098 Uiso 1 1 calc GR . . . .
H8C H -0.034987 0.694842 0.564133 0.098 Uiso 1 1 calc GR . . . .
O1 O -0.0368(8) 0.5594(6) 0.6543(6) 0.071(3) Uani 0.5 1 d . U . . .
H1A H -0.115670 0.580643 0.646169 0.107 Uiso 0.5 1 d DR . . A .
C9 C -0.015(4) 0.5238(8) 0.7356(16) 0.068(6) Uani 0.5 1 d . U . A -1
H9A H -0.055480 0.462471 0.736681 0.102 Uiso 0.5 1 calc GR . . A -1
H9B H -0.056579 0.565466 0.770056 0.102 Uiso 0.5 1 calc GR . . A -1
H9C H 0.082886 0.519648 0.754536 0.102 Uiso 0.5 1 calc GR . . A -1


_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 2.5343(12) . ?
In1 Cl1 2.5344(12) 2_656 ?
In1 S02 2.6001(14) 2_656 ?
In1 S02 2.6001(14) . ?
In1 N1 2.298(5) . ?
In1 N2 2.386(4) 2_656 ?
In1 N2 2.386(4) . ?
S02 C6 1.703(5) . ?
N1 C3 1.341(6) 2_656 ?
N1 C3 1.341(6) . ?
N2 N3 1.367(5) . ?
N2 C4 1.279(6) . ?
N3 H3 0.8600 . ?
N3 C6 1.346(6) . ?
N4 C6 1.340(6) . ?
N4 C7 1.446(7) . ?
N4 C8 1.467(7) . ?
C1 H1 0.9300 . ?
C1 C2 1.371(7) . ?
C1 C2 1.371(7) 2_656 ?
C2 H2 0.9300 . ?
C2 C3 1.392(7) . ?
C3 C4 1.479(7) . ?
C4 C5 1.505(7) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9602 . ?
C5 H5C 0.9597 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
O1 H1A 0.8200 . ?
O1 C9 1.44(3) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 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 Cl1 170.22(6) . 2_656 ?
Cl1 In1 S02 96.51(5) . 2_656 ?
Cl1 In1 S02 91.05(4) 2_656 2_656 ?
Cl1 In1 S02 96.51(5) 2_656 . ?
Cl1 In1 S02 91.05(4) . . ?
S02 In1 S02 78.87(6) . 2_656 ?
N1 In1 Cl1 85.11(3) . 2_656 ?
N1 In1 Cl1 85.11(3) . . ?
N1 In1 S02 140.56(3) . 2_656 ?
N1 In1 S02 140.57(3) . . ?
N1 In1 N2 68.14(10) . 2_656 ?
N1 In1 N2 68.14(10) . . ?
N2 In1 Cl1 91.16(9) 2_656 2_656 ?
N2 In1 Cl1 85.20(9) . 2_656 ?
N2 In1 Cl1 91.16(9) . . ?
N2 In1 Cl1 85.19(9) 2_656 . ?
N2 In1 S02 72.73(10) . . ?
N2 In1 S02 150.69(10) . 2_656 ?
N2 In1 S02 150.69(10) 2_656 . ?
N2 In1 S02 72.73(10) 2_656 2_656 ?
N2 In1 N2 136.3(2) 2_656 . ?
C6 S02 In1 101.65(19) . . ?
C3 N1 In1 120.0(3) . . ?
C3 N1 In1 120.0(3) 2_656 . ?
C3 N1 C3 120.0(6) 2_656 . ?
N3 N2 In1 122.5(3) . . ?
C4 N2 In1 120.0(3) . . ?
C4 N2 N3 117.5(4) . . ?
N2 N3 H3 121.1 . . ?
C6 N3 N2 117.9(4) . . ?
C6 N3 H3 121.1 . . ?
C6 N4 C7 121.4(5) . . ?
C6 N4 C8 120.7(5) . . ?
C7 N4 C8 117.8(5) . . ?
C2 C1 H1 119.5 2_656 . ?
C2 C1 H1 119.5 . . ?
C2 C1 C2 121.0(7) 2_656 . ?
C1 C2 H2 120.9 . . ?
C1 C2 C3 118.2(6) . . ?
C3 C2 H2 120.9 . . ?
N1 C3 C2 121.3(5) . . ?
N1 C3 C4 116.5(4) . . ?
C2 C3 C4 122.2(5) . . ?
N2 C4 C3 115.3(5) . . ?
N2 C4 C5 123.1(5) . . ?
C3 C4 C5 121.7(5) . . ?
C4 C5 H5A 111.9 . . ?
C4 C5 H5B 108.7 . . ?
C4 C5 H5C 107.7 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 S02 124.7(4) . . ?
N4 C6 S02 120.4(4) . . ?
N4 C6 N3 114.9(5) . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7B 109.5 . . ?
N4 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N4 C8 H8A 109.5 . . ?
N4 C8 H8B 109.5 . . ?
N4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 O1 H1A 106.8 . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?

_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 1.180
_oxdiff_exptl_absorpt_empirical_full_min 0.910
####################################################################### 
# 
# 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_aaaa
_database_code_depnum_ccdc_archive 'CCDC 1961553'
loop_
_audit_author_name
_audit_author_address
'Hamid hamidgxnu'
;Guangxi Normal University, Guilin, Guangxi, China
China
;
_audit_update_record             
;
2020-10-27 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;
_audit_creation_date             2020-10-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C11 H14 Cl2 In N7 S2'
_chemical_formula_sum            'C11 H14 Cl2 In N7 S2'
_chemical_formula_weight         494.13
_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                   8.4977(13)
_cell_length_b                   13.297(2)
_cell_length_c                   15.646(2)
_cell_angle_alpha                90
_cell_angle_beta                 103.015(2)
_cell_angle_gamma                90
_cell_volume                     1722.4(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6703
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.422
_cell_measurement_theta_min      2.521
_shelx_estimated_absorpt_T_max   0.722
_shelx_estimated_absorpt_T_min   0.699
_exptl_absorpt_coefficient_mu    1.933
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.35687
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic orangish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.905
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19059
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.465
_diffrn_reflns_theta_min         2.032
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3070
_reflns_number_total             3539
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         3539
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0225
_refine_ls_restrained_S_all      1.049
_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)+(0.0206P)²+1.6299P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0515
_refine_ls_wR_factor_ref         0.0547
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Rotating group:
 N1(H1A,H1B), N7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 N6(H6), C5(H5), C7(H7), C6(H6A)
2.c Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
In1 In -0.00252(2) 0.36492(2) 0.77279(2) 0.02492(7) Uani 1 1 d . . . . .
Cl2 Cl -0.27219(8) 0.33902(5) 0.65807(5) 0.03400(16) Uani 1 1 d . . . . .
Cl1 Cl 0.27122(8) 0.40508(6) 0.86438(4) 0.03512(16) Uani 1 1 d . . . . .
S2 S -0.14625(10) 0.42453(5) 0.89626(5) 0.03819(18) Uani 1 1 d . . . . .
S1 S -0.04133(10) 0.19414(5) 0.84615(5) 0.03746(17) Uani 1 1 d . . . . .
N6 N -0.1224(3) 0.59815(17) 0.81385(15) 0.0302(5) Uani 1 1 d . . . . .
H6 H -0.1390 0.6618 0.8072 0.036 Uiso 1 1 calc R . . . .
C11 C -0.1679(3) 0.5497(2) 0.88024(17) 0.0301(6) Uani 1 1 d . . . . .
C9 C 0.0038(3) 0.5987(2) 0.69987(18) 0.0281(6) Uani 1 1 d . . . . .
N5 N -0.0504(3) 0.54747(16) 0.75724(14) 0.0258(5) Uani 1 1 d . . . . .
C5 C 0.2363(4) 0.4177(2) 0.54478(18) 0.0384(7) Uani 1 1 d . . . . .
H5 H 0.2873 0.3755 0.5120 0.046 Uiso 1 1 calc R . . . .
C7 C 0.1532(3) 0.5808(2) 0.57903(19) 0.0368(7) Uani 1 1 d . . . . .
H7 H 0.1470 0.6498 0.5690 0.044 Uiso 1 1 calc R . . . .
C3 C 0.1628(3) 0.2698(2) 0.62772(18) 0.0329(6) Uani 1 1 d . . . . .
C8 C 0.0853(3) 0.5383(2) 0.64333(17) 0.0272(6) Uani 1 1 d . . . . .
C4 C 0.1647(3) 0.3782(2) 0.60967(17) 0.0298(6) Uani 1 1 d . . . . .
C1 C 0.0205(3) 0.1170(2) 0.77043(19) 0.0322(6) Uani 1 1 d . . . . .
C10 C -0.0095(4) 0.7098(2) 0.6893(2) 0.0405(7) Uani 1 1 d . . . . .
H10A H -0.1190 0.7274 0.6624 0.061 Uiso 1 1 calc GR . . . .
H10B H 0.0606 0.7322 0.6529 0.061 Uiso 1 1 calc GR . . . .
H10C H 0.0213 0.7413 0.7458 0.061 Uiso 1 1 calc GR . . . .
C2 C 0.2250(5) 0.1956(3) 0.5722(2) 0.0569(10) Uani 1 1 d . . . . .
H2A H 0.1467 0.1863 0.5181 0.085 Uiso 1 1 calc GR . . . .
H2B H 0.2446 0.1326 0.6026 0.085 Uiso 1 1 calc GR . . . .
H2C H 0.3240 0.2201 0.5600 0.085 Uiso 1 1 calc GR . . . .
C6 C 0.2301(4) 0.5192(3) 0.53010(19) 0.0412(7) Uani 1 1 d . . . . .
H6A H 0.2776 0.5467 0.4873 0.049 Uiso 1 1 calc R . . . .
N3 N 0.0996(3) 0.24344(16) 0.69273(14) 0.0294(5) Uani 1 1 d . . . . .
N2 N 0.0893(3) 0.14317(17) 0.70630(16) 0.0360(6) Uani 1 1 d . . . . .
N1 N -0.0010(3) 0.01701(18) 0.77560(18) 0.0429(6) Uani 1 1 d . . . . .
H1A H 0.0907 -0.0124 0.7790 0.051 Uiso 1 1 d GR . . . .
H1B H -0.0357 0.0026 0.8219 0.051 Uiso 1 1 d GR . . . .
N4 N 0.0919(3) 0.43797(16) 0.65781(14) 0.0263(5) Uani 1 1 d . . . . .
N7 N -0.2289(3) 0.6078(2) 0.93305(16) 0.0433(6) Uani 1 1 d . . . . .
H7A H -0.2802 0.6568 0.9029 0.052 Uiso 1 1 d GR . . . .
H7B H -0.2954 0.5738 0.9560 0.052 Uiso 1 1 d 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
In1 Cl2 2.5960(8) . ?
In1 Cl1 2.4996(8) . ?
In1 S2 2.6296(8) . ?
In1 S1 2.5987(8) . ?
In1 N5 2.464(2) . ?
In1 N3 2.328(2) . ?
In1 N4 2.340(2) . ?
S2 C11 1.687(3) . ?
S1 C1 1.735(3) . ?
N6 H6 0.8600 . ?
N6 C11 1.351(3) . ?
N6 N5 1.363(3) . ?
C11 N7 1.320(4) . ?
C9 N5 1.291(3) . ?
C9 C8 1.477(4) . ?
C9 C10 1.488(4) . ?
C5 H5 0.9300 . ?
C5 C4 1.398(4) . ?
C5 C6 1.369(5) . ?
C7 H7 0.9300 . ?
C7 C8 1.388(4) . ?
C7 C6 1.382(4) . ?
C3 C4 1.470(4) . ?
C3 C2 1.488(4) . ?
C3 N3 1.301(4) . ?
C8 N4 1.352(3) . ?
C4 N4 1.339(3) . ?
C1 N2 1.316(4) . ?
C1 N1 1.347(4) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C6 H6A 0.9300 . ?
N3 N2 1.356(3) . ?
N1 H1A 0.8630 . ?
N1 H1B 0.8627 . ?
N7 H7A 0.8621 . ?
N7 H7B 0.8625 . ?

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 S2 93.68(3) . . ?
Cl2 In1 S1 90.54(3) . . ?
Cl1 In1 Cl2 170.87(2) . . ?
Cl1 In1 S2 92.33(3) . . ?
Cl1 In1 S1 97.34(3) . . ?
S1 In1 S2 79.21(2) . . ?
N5 In1 Cl2 87.83(5) . . ?
N5 In1 Cl1 87.58(5) . . ?
N5 In1 S2 71.46(5) . . ?
N5 In1 S1 150.44(5) . . ?
N3 In1 Cl2 85.06(6) . . ?
N3 In1 Cl1 92.60(6) . . ?
N3 In1 S2 153.56(6) . . ?
N3 In1 S1 74.40(6) . . ?
N3 In1 N5 134.71(7) . . ?
N3 In1 N4 68.93(8) . . ?
N4 In1 Cl2 85.73(5) . . ?
N4 In1 Cl1 85.19(6) . . ?
N4 In1 S2 137.41(6) . . ?
N4 In1 S1 143.32(6) . . ?
N4 In1 N5 65.96(7) . . ?
C11 S2 In1 103.96(10) . . ?
C1 S1 In1 97.28(10) . . ?
C11 N6 H6 119.6 . . ?
C11 N6 N5 120.8(2) . . ?
N5 N6 H6 119.6 . . ?
N6 C11 S2 123.0(2) . . ?
N7 C11 S2 122.0(2) . . ?
N7 C11 N6 115.0(3) . . ?
N5 C9 C8 114.7(2) . . ?
N5 C9 C10 124.8(3) . . ?
C8 C9 C10 120.5(2) . . ?
N6 N5 In1 120.74(15) . . ?
C9 N5 In1 120.76(18) . . ?
C9 N5 N6 118.3(2) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C6 C5 C4 119.1(3) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C6 C7 C8 119.1(3) . . ?
C4 C3 C2 121.1(3) . . ?
N3 C3 C4 116.0(2) . . ?
N3 C3 C2 122.8(3) . . ?
C7 C8 C9 122.7(2) . . ?
N4 C8 C9 116.3(2) . . ?
N4 C8 C7 121.0(3) . . ?
C5 C4 C3 122.2(3) . . ?
N4 C4 C5 121.2(3) . . ?
N4 C4 C3 116.6(2) . . ?
N2 C1 S1 128.2(2) . . ?
N2 C1 N1 113.3(3) . . ?
N1 C1 S1 118.4(2) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C3 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C3 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C5 C6 C7 119.8(3) . . ?
C5 C6 H6A 120.1 . . ?
C7 C6 H6A 120.1 . . ?
C3 N3 In1 120.22(19) . . ?
C3 N3 N2 116.1(2) . . ?
N2 N3 In1 123.57(17) . . ?
C1 N2 N3 115.7(2) . . ?
C1 N1 H1A 108.5 . . ?
C1 N1 H1B 110.3 . . ?
H1A N1 H1B 108.8 . . ?
C8 N4 In1 122.00(17) . . ?
C4 N4 In1 117.92(17) . . ?
C4 N4 C8 119.9(2) . . ?
C11 N7 H7A 108.7 . . ?
C11 N7 H7B 109.9 . . ?
H7A N7 H7B 109.1 . . ?

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 C11 N6 2.5(3) . . . . ?
In1 S2 C11 N7 -176.6(2) . . . . ?
In1 S1 C1 N2 9.7(3) . . . . ?
In1 S1 C1 N1 -170.8(2) . . . . ?
In1 N3 N2 C1 -1.8(3) . . . . ?
S1 C1 N2 N3 -6.6(4) . . . . ?
C11 N6 N5 In1 0.6(3) . . . . ?
C11 N6 N5 C9 -173.9(2) . . . . ?
C9 C8 N4 In1 -4.5(3) . . . . ?
C9 C8 N4 C4 -179.5(2) . . . . ?
N5 N6 C11 S2 -2.3(4) . . . . ?
N5 N6 C11 N7 176.8(2) . . . . ?
N5 C9 C8 C7 -178.9(2) . . . . ?
N5 C9 C8 N4 0.6(3) . . . . ?
C5 C4 N4 In1 -174.5(2) . . . . ?
C5 C4 N4 C8 0.7(4) . . . . ?
C7 C8 N4 In1 174.99(19) . . . . ?
C7 C8 N4 C4 0.0(4) . . . . ?
C3 C4 N4 In1 6.5(3) . . . . ?
C3 C4 N4 C8 -178.3(2) . . . . ?
C3 N3 N2 C1 -177.9(2) . . . . ?
C8 C9 N5 In1 3.4(3) . . . . ?
C8 C9 N5 N6 177.8(2) . . . . ?
C8 C7 C6 C5 0.9(4) . . . . ?
C4 C5 C6 C7 -0.3(4) . . . . ?
C4 C3 N3 In1 0.1(3) . . . . ?
C4 C3 N3 N2 176.4(2) . . . . ?
C10 C9 N5 In1 -175.9(2) . . . . ?
C10 C9 N5 N6 -1.4(4) . . . . ?
C10 C9 C8 C7 0.4(4) . . . . ?
C10 C9 C8 N4 179.9(2) . . . . ?
C2 C3 C4 C5 -5.3(4) . . . . ?
C2 C3 C4 N4 173.6(3) . . . . ?
C2 C3 N3 In1 -177.9(2) . . . . ?
C2 C3 N3 N2 -1.6(4) . . . . ?
C6 C5 C4 C3 178.4(3) . . . . ?
C6 C5 C4 N4 -0.5(4) . . . . ?
C6 C7 C8 C9 178.7(3) . . . . ?
C6 C7 C8 N4 -0.8(4) . . . . ?
N3 C3 C4 C5 176.7(3) . . . . ?
N3 C3 C4 N4 -4.4(4) . . . . ?
N1 C1 N2 N3 173.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_aaaa_sq
_database_code_depnum_ccdc_archive 'CCDC 1961545'
loop_
_audit_author_name
_audit_author_address
hamid
;The Cambridge Crystallographic Data Centre (CCDC)
China
;
_audit_update_record             
;
2020-10-18 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;
_audit_creation_date             2020-10-17
_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         'C46 H42 Cl2 In2 N14 S4'
_chemical_formula_sum            'C46 H42 Cl2 In2 N14 S4'
_chemical_formula_weight         1219.71
_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                   8.5777(6)
_cell_length_b                   11.3038(8)
_cell_length_c                   13.9701(10)
_cell_angle_alpha                94.0320(10)
_cell_angle_beta                 102.8920(10)
_cell_angle_gamma                106.2790(10)
_cell_volume                     1254.63(15)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    7721
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.40
_cell_measurement_theta_min      2.56
_shelx_estimated_absorpt_T_max   0.865
_shelx_estimated_absorpt_T_min   0.730
_exptl_absorpt_coefficient_mu    1.241
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_correction_T_min  0.554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   Bruker;SADABS;2008
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             612
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0280
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15333
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         1.511
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4615
_reflns_number_total             5098
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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         0.457
_refine_diff_density_min         -0.257
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     309
_refine_ls_number_reflns         5098
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0235
_refine_ls_restrained_S_all      1.037
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0262P)²+0.5321P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0557
_refine_ls_wR_factor_ref         0.0580
_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. Rigid bond restraints
 In1, S1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 In1, S2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Uiso/Uaniso restraints and constraints
S2 \\sim In1: within 2A with sigma of 0.001 and sigma for terminal atoms of
0.002
4.a Aromatic/amide H refined with riding coordinates:
 N1(H1), N7(H7), C0AA(H0AA), C2(H2), C3(H3), C4(H4), C5(H5), C11(H11),
 C12(H12), C13(H13), C19(H19), C20(H20), C21(H21), C22(H22), C23(H23)
4.b Idealised Me refined as rotating group:
 C8(H8A,H8B,H8C), C16(H16A,H16B,H16C)
;
_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
In1 In 0.54067(2) 0.88643(2) 0.60880(2) 0.02854(6) Uani 1 1 d . U . . .
Cl1 Cl 0.39304(8) 0.72172(6) 0.69247(5) 0.04622(15) Uani 1 1 d . . . . .
S1 S 0.28377(7) 0.96700(5) 0.51410(4) 0.03235(12) Uani 1 1 d . U . . .
S2 S 0.56185(8) 1.06794(6) 0.73300(4) 0.04165(15) Uani 1 1 d . U . . .
N1 N 0.0148(2) 0.82604(19) 0.38066(15) 0.0411(5) Uani 1 1 d . . . . .
H1 H -0.020035 0.884515 0.402189 0.049 Uiso 1 1 calc R . . . .
N2 N 0.2277(2) 0.73782(18) 0.41011(14) 0.0375(4) Uani 1 1 d . . . . .
N3 N 0.3893(2) 0.74909(16) 0.46092(13) 0.0322(4) Uani 1 1 d . . . . .
N4 N 0.6909(2) 0.76021(16) 0.56598(13) 0.0303(4) Uani 1 1 d . . . . .
N5 N 0.8088(2) 0.93404(17) 0.72069(13) 0.0317(4) Uani 1 1 d . . . . .
N6 N 0.8668(2) 1.02690(18) 0.80099(14) 0.0383(4) Uani 1 1 d . . . . .
N7 N 0.8098(3) 1.1843(2) 0.88555(15) 0.0487(5) Uani 1 1 d . . . . .
H7 H 0.737017 1.223083 0.886668 0.058 Uiso 1 1 calc R . . . .
C0AA C -0.2406(3) 0.7755(3) 0.2548(2) 0.0565(7) Uani 1 1 d . . . . .
H0AA H -0.252266 0.850815 0.278070 0.068 Uiso 1 1 calc R . . . .
C2 C -0.3600(4) 0.6989(4) 0.1760(3) 0.0743(10) Uani 1 1 d . . . . .
H2 H -0.451757 0.723364 0.145639 0.089 Uiso 1 1 calc R . . . .
C3 C -0.3462(4) 0.5867(4) 0.1412(2) 0.0745(11) Uani 1 1 d . . . . .
H3 H -0.427007 0.535987 0.086996 0.089 Uiso 1 1 calc R . . . .
C4 C -0.2130(4) 0.5504(3) 0.1869(2) 0.0706(9) Uani 1 1 d . . . . .
H4 H -0.205117 0.473177 0.164932 0.085 Uiso 1 1 calc R . . . .
C5 C -0.0882(4) 0.6277(3) 0.2664(2) 0.0588(8) Uani 1 1 d . . . . .
H5 H 0.003331 0.602825 0.296358 0.071 Uiso 1 1 calc R . . . .
C6 C -0.1015(3) 0.7404(2) 0.29999(18) 0.0430(6) Uani 1 1 d . . . . .
C7 C 0.1728(3) 0.8305(2) 0.42950(16) 0.0339(5) Uani 1 1 d . . . . .
C8 C 0.3684(4) 0.5801(3) 0.3341(2) 0.0542(7) Uani 1 1 d . . . . .
H8A H 0.274964 0.517534 0.345379 0.081 Uiso 1 1 calc GR . . . .
H8B H 0.445852 0.541441 0.315741 0.081 Uiso 1 1 calc GR . . . .
H8C H 0.328885 0.623262 0.281676 0.081 Uiso 1 1 calc GR . . . .
C9 C 0.4549(3) 0.6707(2) 0.42700(17) 0.0345(5) Uani 1 1 d . . . . .
C10 C 0.6227(3) 0.6743(2) 0.48472(17) 0.0336(5) Uani 1 1 d . . . . .
C11 C 0.7073(4) 0.5953(3) 0.4580(2) 0.0492(6) Uani 1 1 d . . . . .
H11 H 0.658564 0.534783 0.402465 0.059 Uiso 1 1 calc R . . . .
C12 C 0.8653(4) 0.6079(3) 0.5153(2) 0.0654(9) Uani 1 1 d . . . . .
H12 H 0.924945 0.556225 0.497865 0.078 Uiso 1 1 calc R . . . .
C13 C 0.9355(3) 0.6958(3) 0.5978(2) 0.0518(7) Uani 1 1 d . . . . .
H13 H 1.042338 0.704241 0.636650 0.062 Uiso 1 1 calc R . . . .
C14 C 0.8445(3) 0.7724(2) 0.62278(18) 0.0347(5) Uani 1 1 d . . . . .
C15 C 0.9084(3) 0.8697(2) 0.70984(17) 0.0352(5) Uani 1 1 d . . . . .
C16 C 1.0781(3) 0.8892(3) 0.7782(2) 0.0542(7) Uani 1 1 d . . . . .
H16A H 1.107976 0.964143 0.824003 0.081 Uiso 1 1 calc GR . . . .
H16B H 1.159797 0.896197 0.740131 0.081 Uiso 1 1 calc GR . . . .
H16C H 1.075140 0.819700 0.814279 0.081 Uiso 1 1 calc GR . . . .
C17 C 0.7616(3) 1.0890(2) 0.80862(16) 0.0363(5) Uani 1 1 d . . . . .
C18 C 0.9573(3) 1.2303(2) 0.96326(18) 0.0459(6) Uani 1 1 d . . . . .
C19 C 1.0810(4) 1.1732(3) 0.9865(2) 0.0569(7) Uani 1 1 d . . . . .
H19 H 1.072020 1.099304 0.948730 0.068 Uiso 1 1 calc R . . . .
C20 C 1.2191(4) 1.2269(3) 1.0668(2) 0.0655(9) Uani 1 1 d . . . . .
H20 H 1.302549 1.188467 1.082158 0.079 Uiso 1 1 calc R . . . .
C21 C 1.2341(4) 1.3351(3) 1.1232(2) 0.0715(10) Uani 1 1 d . . . . .
H21 H 1.326982 1.370321 1.176617 0.086 Uiso 1 1 calc R . . . .
C22 C 1.1121(5) 1.3903(3) 1.1006(2) 0.0836(12) Uani 1 1 d . . . . .
H22 H 1.122237 1.464076 1.138942 0.100 Uiso 1 1 calc R . . . .
C23 C 0.9722(5) 1.3392(3) 1.0213(2) 0.0717(10) Uani 1 1 d . . . . .
H23 H 0.888928 1.377961 1.007342 0.086 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
In1 Cl1 2.4660(6) . ?
In1 S1 2.8488(6) 2_676 ?
In1 S1 2.7257(6) . ?
In1 S2 2.5305(6) . ?
In1 N3 2.3634(17) . ?
In1 N4 2.3040(17) . ?
In1 N5 2.3678(18) . ?
S1 C7 1.761(2) . ?
S2 C17 1.742(2) . ?
N1 C6 1.416(3) . ?
N1 C7 1.360(3) . ?
N2 N3 1.375(3) . ?
N2 C7 1.298(3) . ?
N3 C9 1.291(3) . ?
N4 C10 1.343(3) . ?
N4 C14 1.342(3) . ?
N5 N6 1.379(3) . ?
N5 C15 1.293(3) . ?
N6 C17 1.306(3) . ?
N7 C17 1.369(3) . ?
N7 C18 1.410(3) . ?
C0AA C2 1.369(4) . ?
C0AA C6 1.394(4) . ?
C2 C3 1.372(5) . ?
C3 C4 1.363(5) . ?
C4 C5 1.397(4) . ?
C5 C6 1.370(4) . ?
C8 C9 1.497(3) . ?
C9 C10 1.472(3) . ?
C10 C11 1.379(3) . ?
C11 C12 1.374(4) . ?
C12 C13 1.369(4) . ?
C13 C14 1.392(3) . ?
C14 C15 1.471(3) . ?
C15 C16 1.500(3) . ?
C18 C19 1.381(4) . ?
C18 C23 1.384(4) . ?
C19 C20 1.392(4) . ?
C20 C21 1.366(5) . ?
C21 C22 1.353(5) . ?
C22 C23 1.389(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
Cl1 In1 S1 101.38(2) . . ?
Cl1 In1 S1 167.68(2) . 2_676 ?
Cl1 In1 S2 96.42(2) . . ?
S1 In1 S1 82.858(18) . 2_676 ?
S2 In1 S1 78.455(18) . . ?
S2 In1 S1 95.77(2) . 2_676 ?
N3 In1 Cl1 85.05(5) . . ?
N3 In1 S1 85.51(5) . 2_676 ?
N3 In1 S1 70.58(5) . . ?
N3 In1 S2 148.62(5) . . ?
N3 In1 N5 137.00(6) . . ?
N4 In1 Cl1 89.75(5) . . ?
N4 In1 S1 136.64(5) . . ?
N4 In1 S1 79.47(5) . 2_676 ?
N4 In1 S2 142.31(5) . . ?
N4 In1 N3 68.83(6) . . ?
N4 In1 N5 68.23(6) . . ?
N5 In1 Cl1 96.82(5) . . ?
N5 In1 S1 84.77(5) . 2_676 ?
N5 In1 S1 148.51(5) . . ?
N5 In1 S2 74.12(5) . . ?
In1 S1 In1 97.143(18) . 2_676 ?
C7 S1 In1 97.36(8) . . ?
C7 S1 In1 100.14(8) . 2_676 ?
C17 S2 In1 99.78(8) . . ?
C7 N1 C6 130.3(2) . . ?
C7 N2 N3 115.92(18) . . ?
N2 N3 In1 125.21(14) . . ?
C9 N3 In1 119.18(15) . . ?
C9 N3 N2 115.40(18) . . ?
C10 N4 In1 119.42(14) . . ?
C14 N4 In1 119.80(14) . . ?
C14 N4 C10 120.77(19) . . ?
N6 N5 In1 123.54(14) . . ?
C15 N5 In1 120.24(15) . . ?
C15 N5 N6 116.20(19) . . ?
C17 N6 N5 113.79(18) . . ?
C17 N7 C18 131.7(2) . . ?
C2 C0AA C6 120.0(3) . . ?
C0AA C2 C3 120.9(3) . . ?
C4 C3 C2 119.4(3) . . ?
C3 C4 C5 120.7(3) . . ?
C6 C5 C4 119.6(3) . . ?
C0AA C6 N1 115.6(2) . . ?
C5 C6 N1 125.0(2) . . ?
C5 C6 C0AA 119.3(2) . . ?
N1 C7 S1 114.51(17) . . ?
N2 C7 S1 126.61(17) . . ?
N2 C7 N1 118.9(2) . . ?
N3 C9 C8 123.0(2) . . ?
N3 C9 C10 116.42(19) . . ?
C10 C9 C8 120.6(2) . . ?
N4 C10 C9 116.13(19) . . ?
N4 C10 C11 121.1(2) . . ?
C11 C10 C9 122.8(2) . . ?
C12 C11 C10 118.5(2) . . ?
C13 C12 C11 120.5(2) . . ?
C12 C13 C14 119.0(3) . . ?
N4 C14 C13 120.1(2) . . ?
N4 C14 C15 116.58(19) . . ?
C13 C14 C15 123.3(2) . . ?
N5 C15 C14 115.1(2) . . ?
N5 C15 C16 124.6(2) . . ?
C14 C15 C16 120.3(2) . . ?
N6 C17 S2 128.75(17) . . ?
N6 C17 N7 117.8(2) . . ?
N7 C17 S2 113.47(18) . . ?
C19 C18 N7 125.2(2) . . ?
C19 C18 C23 119.2(3) . . ?
C23 C18 N7 115.6(3) . . ?
C18 C19 C20 119.6(3) . . ?
C21 C20 C19 121.0(3) . . ?
C22 C21 C20 119.2(3) . . ?
C21 C22 C23 121.4(3) . . ?
C18 C23 C22 119.6(3) . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
-1 3 0 5.488
-2 5 0 9.341
-3 4 1 9.013
-2 4 1 7.877
-3 1 2 7.269
-3 2 2 7.513
-3 3 2 8.205
-2 -3 3 8.847
2 -3 3 8.136
2 -2 3 7.513
-3 -1 3 8.501
1 2 3 7.645
0 3 3 7.782
0 2 4 7.597
-1 -1 5 7.522
-1 0 5 7.354
-2 1 5 8.111
-1 1 5 7.671

_platon_squeeze_details          
;
TITL AAAA in P-1 #2
CELL    8.5777   11.3038   13.9701     94.03    102.89    106.28
SPGR P-1
# Solvent Accessible Volume =       103
# Electrons Found in S.A.V. =        19
# Note: Atoms in Void are Labelled as Cxxx and Qxxx for all Others
C101 0.588 0.183 0.046 !       2.12 eA-3
C102 0.522 0.048 0.012 !       1.99 eA-3
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 1.000 1.000 104 20 ' '

_platon_squeeze_void_probe_radius 1.20

_olex2_submission_special_instructions 'No special instructions were received'
