# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
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data_1503486
_database_code_depnum_ccdc_archive 'CCDC 1503486'
_audit_update_record             
;
2016-11-19 deposited with the CCDC.
2016-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'dichloro(O-dimethyl sulfoxide)(N(4)-ortho-chlorophenyl-2-acetylpyridinethiosemicarbazonato)Indium(III)'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 Cl3 In N4 O S2'
_chemical_formula_sum            'C16 H18 Cl3 In N4 O S2'
_chemical_formula_weight         567.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.7685(2)
_cell_length_b                   9.6898(3)
_cell_length_c                   12.5738(3)
_cell_angle_alpha                88.014(2)
_cell_angle_beta                 79.523(2)
_cell_angle_gamma                87.683(2)
_cell_volume                     1049.26(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    22140
_cell_measurement_theta_min      2.1000
_cell_measurement_theta_max      29.5369

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.797
_exptl_crystal_F_000             564
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.722
_shelx_estimated_absorpt_T_min   0.561
_shelx_estimated_absorpt_T_max   0.782
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5607
_exptl_absorpt_correction_T_max  0.7822
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4186
_diffrn_reflns_number            34020
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.104
_diffrn_reflns_theta_max         26.371
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4291
_reflns_number_gt                4043
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  
'WinGX publication routines (Farrugia, 1999) and enCIFer (Allen et al., 2004)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0196P)²+0.6085P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4291
_refine_ls_number_parameters     250
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0174
_refine_ls_wR_factor_ref         0.0432
_refine_ls_wR_factor_gt          0.0423
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.002
_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
C2 C 0.62958(19) 0.60330(17) 0.37902(13) 0.0136(3) Uani 1 1 d . . . . .
C3 C 0.7614(2) 0.55130(19) 0.41521(14) 0.0186(4) Uani 1 1 d . . . . .
H3 H 0.7816 0.4545 0.4203 0.022 Uiso 1 1 calc R U . . .
C4 C 0.8636(2) 0.6438(2) 0.44389(15) 0.0234(4) Uani 1 1 d . . . . .
H4 H 0.9559 0.6103 0.4670 0.028 Uiso 1 1 calc R U . . .
C5 C 0.8310(2) 0.7835(2) 0.43879(15) 0.0217(4) Uani 1 1 d . . . . .
H5 H 0.8983 0.8476 0.4599 0.026 Uiso 1 1 calc R U . . .
C6 C 0.6974(2) 0.82848(18) 0.40211(14) 0.0183(4) Uani 1 1 d . . . . .
H6 H 0.6737 0.9249 0.3985 0.022 Uiso 1 1 calc R U . . .
C7 C 0.51274(19) 0.51323(17) 0.34758(13) 0.0133(3) Uani 1 1 d . . . . .
C8 C 0.1895(2) 0.57175(17) 0.23316(13) 0.0150(3) Uani 1 1 d . . . . .
C9 C 0.0273(2) 0.36613(18) 0.21543(14) 0.0159(3) Uani 1 1 d . . . . .
C10 C -0.0949(2) 0.32855(19) 0.16525(14) 0.0187(4) Uani 1 1 d . . . . .
C11 C -0.1461(2) 0.1952(2) 0.17173(16) 0.0237(4) Uani 1 1 d . . . . .
H11 H -0.2288 0.1727 0.1368 0.028 Uiso 1 1 calc R U . . .
C12 C -0.0765(2) 0.0948(2) 0.22926(16) 0.0241(4) Uani 1 1 d . . . . .
H12 H -0.1098 0.0023 0.2332 0.029 Uiso 1 1 calc R U . . .
C13 C 0.0419(2) 0.12971(19) 0.28102(15) 0.0218(4) Uani 1 1 d . . . . .
H13 H 0.0881 0.0610 0.3220 0.026 Uiso 1 1 calc R U . . .
C14 C 0.0946(2) 0.26348(19) 0.27424(14) 0.0185(4) Uani 1 1 d . . . . .
H14 H 0.1770 0.2852 0.3098 0.022 Uiso 1 1 calc R U . . .
C15 C 0.5308(2) 0.35980(18) 0.35454(14) 0.0185(4) Uani 1 1 d . . . . .
H15A H 0.4282 0.3197 0.3728 0.028 Uiso 1 1 calc R U . . .
H15B H 0.5914 0.3332 0.4107 0.028 Uiso 1 1 calc R U . . .
H15C H 0.5846 0.3256 0.2847 0.028 Uiso 1 1 calc R U . . .
C16 C 0.7498(2) 0.8896(2) -0.00768(17) 0.0312(5) Uani 1 1 d . . . . .
H16A H 0.7644 0.9654 0.0387 0.047 Uiso 1 1 calc R U . . .
H16B H 0.7573 0.9244 -0.0825 0.047 Uiso 1 1 calc R U . . .
H16C H 0.8301 0.8171 -0.0042 0.047 Uiso 1 1 calc R U . . .
C17 C 0.5779(2) 0.6824(2) -0.05353(16) 0.0252(4) Uani 1 1 d . . . . .
H17A H 0.6694 0.6234 -0.0474 0.038 Uiso 1 1 calc R U . . .
H17B H 0.5873 0.7200 -0.1277 0.038 Uiso 1 1 calc R U . . .
H17C H 0.4845 0.6279 -0.0358 0.038 Uiso 1 1 calc R U . . .
N1 N 0.60084(16) 0.74120(15) 0.37170(11) 0.0137(3) Uani 1 1 d . . . . .
N2 N 0.39871(16) 0.57695(14) 0.31321(11) 0.0133(3) Uani 1 1 d . . . . .
N3 N 0.28523(16) 0.49982(15) 0.28371(11) 0.0147(3) Uani 1 1 d . . . . .
N4 N 0.07075(18) 0.50417(16) 0.20244(12) 0.0182(3) Uani 1 1 d D . . . .
O1 O 0.57545(15) 0.75013(14) 0.14635(10) 0.0235(3) Uani 1 1 d . . . . .
S1 S 0.18718(5) 0.74669(5) 0.19322(4) 0.02035(10) Uani 1 1 d . . . . .
S2 S 0.56419(5) 0.82044(5) 0.03761(3) 0.01916(10) Uani 1 1 d . . . . .
Cl3 Cl -0.19052(6) 0.45501(5) 0.09754(5) 0.03271(12) Uani 1 1 d . . . . .
Cl1 Cl 0.46246(5) 1.04337(4) 0.24762(4) 0.02419(10) Uani 1 1 d . . . . .
Cl2 Cl 0.23036(5) 0.84613(5) 0.47229(3) 0.02154(10) Uani 1 1 d . . . . .
In1 In 0.39450(2) 0.80795(2) 0.29573(2) 0.01257(4) Uani 1 1 d . . . . .
H4A H 0.014(2) 0.5532(19) 0.1664(15) 0.015 Uiso 1 1 d D 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
C2 N1 1.353(2) . ?
C2 C3 1.388(2) . ?
C2 C7 1.487(2) . ?
C3 C4 1.393(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.384(3) . ?
C5 H5 0.9500 . ?
C6 N1 1.333(2) . ?
C6 H6 0.9500 . ?
C7 N2 1.287(2) . ?
C7 C15 1.490(2) . ?
C8 N3 1.308(2) . ?
C8 N4 1.371(2) . ?
C8 S1 1.7516(17) . ?
C9 C14 1.395(3) . ?
C9 N4 1.402(2) . ?
C9 C10 1.404(2) . ?
C10 C11 1.379(3) . ?
C10 Cl3 1.7415(19) . ?
C11 C12 1.381(3) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.388(3) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 S2 1.773(2) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 S2 1.7773(19) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
N1 In1 2.2574(14) . ?
N2 N3 1.3784(19) . ?
N2 In1 2.2410(14) . ?
N4 H4A 0.854(15) . ?
O1 S2 1.5240(13) . ?
O1 In1 2.2970(13) . ?
S1 In1 2.5121(4) . ?
Cl1 In1 2.4099(4) . ?
Cl2 In1 2.4472(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
N1 C2 C3 120.63(15) . . ?
N1 C2 C7 116.53(14) . . ?
C3 C2 C7 122.84(15) . . ?
C2 C3 C4 118.73(17) . . ?
C2 C3 H3 120.6 . . ?
C4 C3 H3 120.6 . . ?
C5 C4 C3 120.04(17) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 H4 120.0 . . ?
C4 C5 C6 118.27(16) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
N1 C6 C5 122.26(17) . . ?
N1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
N2 C7 C2 115.47(15) . . ?
N2 C7 C15 123.35(15) . . ?
C2 C7 C15 121.17(15) . . ?
N3 C8 N4 117.94(15) . . ?
N3 C8 S1 130.53(13) . . ?
N4 C8 S1 111.52(12) . . ?
C14 C9 N4 125.52(15) . . ?
C14 C9 C10 117.42(16) . . ?
N4 C9 C10 117.05(16) . . ?
C11 C10 C9 121.96(17) . . ?
C11 C10 Cl3 118.76(14) . . ?
C9 C10 Cl3 119.23(14) . . ?
C10 C11 C12 119.68(17) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 119.46(17) . . ?
C13 C12 H12 120.3 . . ?
C11 C12 H12 120.3 . . ?
C12 C13 C14 121.13(18) . . ?
C12 C13 H13 119.4 . . ?
C14 C13 H13 119.4 . . ?
C13 C14 C9 120.34(16) . . ?
C13 C14 H14 119.8 . . ?
C9 C14 H14 119.8 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S2 C16 H16A 109.5 . . ?
S2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
S2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
S2 C17 H17A 109.5 . . ?
S2 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
S2 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C6 N1 C2 120.03(15) . . ?
C6 N1 In1 123.99(12) . . ?
C2 N1 In1 115.85(11) . . ?
C7 N2 N3 118.56(14) . . ?
C7 N2 In1 119.66(11) . . ?
N3 N2 In1 121.72(10) . . ?
C8 N3 N2 113.78(14) . . ?
C8 N4 C9 132.00(15) . . ?
C8 N4 H4A 115.4(13) . . ?
C9 N4 H4A 112.5(13) . . ?
S2 O1 In1 119.00(7) . . ?
C8 S1 In1 94.45(6) . . ?
O1 S2 C16 104.50(9) . . ?
O1 S2 C17 104.53(8) . . ?
C16 S2 C17 98.83(10) . . ?
N2 In1 N1 72.04(5) . . ?
N2 In1 O1 79.39(5) . . ?
N1 In1 O1 78.46(5) . . ?
N2 In1 Cl1 163.69(4) . . ?
N1 In1 Cl1 98.78(4) . . ?
O1 In1 Cl1 85.63(4) . . ?
N2 In1 Cl2 94.96(4) . . ?
N1 In1 Cl2 92.23(4) . . ?
O1 In1 Cl2 170.21(3) . . ?
Cl1 In1 Cl2 98.916(17) . . ?
N2 In1 S1 78.15(4) . . ?
N1 In1 S1 149.04(4) . . ?
O1 In1 S1 88.16(4) . . ?
Cl1 In1 S1 107.980(15) . . ?
Cl2 In1 S1 98.568(16) . . ?

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
N1 C2 C3 C4 0.0(3) . . . . ?
C7 C2 C3 C4 -179.37(16) . . . . ?
C2 C3 C4 C5 1.7(3) . . . . ?
C3 C4 C5 C6 -1.6(3) . . . . ?
C4 C5 C6 N1 -0.2(3) . . . . ?
N1 C2 C7 N2 2.2(2) . . . . ?
C3 C2 C7 N2 -178.40(15) . . . . ?
N1 C2 C7 C15 -178.75(15) . . . . ?
C3 C2 C7 C15 0.7(2) . . . . ?
C14 C9 C10 C11 -1.0(3) . . . . ?
N4 C9 C10 C11 179.29(17) . . . . ?
C14 C9 C10 Cl3 176.26(13) . . . . ?
N4 C9 C10 Cl3 -3.5(2) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
Cl3 C10 C11 C12 -177.06(15) . . . . ?
C10 C11 C12 C13 1.0(3) . . . . ?
C11 C12 C13 C14 -1.5(3) . . . . ?
C12 C13 C14 C9 0.6(3) . . . . ?
N4 C9 C14 C13 -179.74(17) . . . . ?
C10 C9 C14 C13 0.6(3) . . . . ?
C5 C6 N1 C2 1.9(3) . . . . ?
C5 C6 N1 In1 -173.65(13) . . . . ?
C3 C2 N1 C6 -1.8(2) . . . . ?
C7 C2 N1 C6 177.62(15) . . . . ?
C3 C2 N1 In1 174.10(12) . . . . ?
C7 C2 N1 In1 -6.48(18) . . . . ?
C2 C7 N2 N3 -179.34(13) . . . . ?
C15 C7 N2 N3 1.6(2) . . . . ?
C2 C7 N2 In1 3.38(19) . . . . ?
C15 C7 N2 In1 -175.66(12) . . . . ?
N4 C8 N3 N2 -178.79(14) . . . . ?
S1 C8 N3 N2 2.7(2) . . . . ?
C7 N2 N3 C8 -169.05(15) . . . . ?
In1 N2 N3 C8 8.17(18) . . . . ?
N3 C8 N4 C9 0.6(3) . . . . ?
S1 C8 N4 C9 179.43(16) . . . . ?
C14 C9 N4 C8 5.6(3) . . . . ?
C10 C9 N4 C8 -174.70(18) . . . . ?
N3 C8 S1 In1 -9.56(17) . . . . ?
N4 C8 S1 In1 171.84(12) . . . . ?
In1 O1 S2 C16 126.15(10) . . . . ?
In1 O1 S2 C17 -130.50(9) . . . . ?

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
N4 H4A Cl3 0.854(15) 2.371(18) 2.9062(15) 121.2(16) .

_refine_diff_density_max         0.312
_refine_diff_density_min         -0.511
_refine_diff_density_rms         0.073


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/ DMSO (3:1)'
####################################################################### 
# 
# 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_1503487
_database_code_depnum_ccdc_archive 'CCDC 1503487'
_audit_update_record             
;
2016-11-19 deposited with the CCDC.
2016-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            
'Dichloro-(O-dimethyl sulfoxide)(N(4)-fluorophenyl-2-acetylpyridinethiosemicarbazonato)Indium(III) dimethyl sulfoxide and acetone solvate'
_chemical_melting_point          ?
_chemical_formula_moiety         
'C16 H18 Cl2 F In N4 O S2, 0.78 (C3 H6 O), 0.22(C2 H6 O S)'
_chemical_formula_sum            'C18.78 H24 Cl2 F In N4 O2 S2.22'
_chemical_formula_weight         613.70

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.5903(2)
_cell_length_b                   12.9279(2)
_cell_length_c                   15.5193(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.090(2)
_cell_angle_gamma                90
_cell_volume                     2460.38(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    28223
_cell_measurement_theta_min      1.8828
_cell_measurement_theta_max      29.5206

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.657
_exptl_crystal_F_000             1233
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    1.397
_shelx_estimated_absorpt_T_min   0.671
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6708
_exptl_absorpt_correction_T_max  0.8390
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4186
_diffrn_reflns_number            48916
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.887
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5035
_reflns_number_gt                4522
_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  
'WinGX publication routines (Farrugia, 1999) and enCIFer (Allen et al., 2004)'

_refine_special_details          
;Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger., Disorder
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0179P)²+1.6632P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5035
_refine_ls_number_parameters     298
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0182
_refine_ls_wR_factor_ref         0.0454
_refine_ls_wR_factor_gt          0.0430
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.003
_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
C2 C 0.54679(13) 0.20580(12) 0.39326(11) 0.0169(3) Uani 1 1 d . . . . .
C3 C 0.49743(14) 0.20497(14) 0.30372(11) 0.0214(4) Uani 1 1 d . . . . .
H3 H 0.4294 0.1711 0.2832 0.026 Uiso 1 1 calc R U . . .
C4 C 0.54830(16) 0.25404(14) 0.24457(12) 0.0252(4) Uani 1 1 d . . . . .
H4 H 0.5151 0.2548 0.1832 0.030 Uiso 1 1 calc R U . . .
C5 C 0.64775(15) 0.30176(14) 0.27577(12) 0.0248(4) Uani 1 1 d . . . . .
H5 H 0.6837 0.3363 0.2364 0.030 Uiso 1 1 calc R U . . .
C6 C 0.69381(14) 0.29825(13) 0.36526(11) 0.0219(4) Uani 1 1 d . . . . .
H6 H 0.7628 0.3300 0.3869 0.026 Uiso 1 1 calc R U . . .
C7 C 0.49610(13) 0.15915(12) 0.46135(11) 0.0175(3) Uani 1 1 d . . . . .
C8 C 0.56494(14) 0.14725(13) 0.68876(11) 0.0197(3) Uani 1 1 d D . . . .
C9 C 0.43494(13) 0.05148(13) 0.76229(11) 0.0189(3) Uani 1 1 d D . . . .
C10 C 0.42441(14) 0.02408(13) 0.84702(11) 0.0210(3) Uani 1 1 d . . . . .
H10 H 0.4770 0.0475 0.8972 0.025 Uiso 1 1 calc R U . . .
C11 C 0.33856(14) -0.03667(14) 0.85899(12) 0.0243(4) Uani 1 1 d . . . . .
H11 H 0.3318 -0.0557 0.9166 0.029 Uiso 1 1 calc R U . . .
C12 C 0.26327(14) -0.06875(14) 0.78541(12) 0.0244(4) Uani 1 1 d . . . . .
C13 C 0.26971(14) -0.04218(14) 0.70126(12) 0.0244(4) Uani 1 1 d . . . . .
H13 H 0.2156 -0.0649 0.6518 0.029 Uiso 1 1 calc R U . . .
C14 C 0.35626(14) 0.01829(14) 0.68911(11) 0.0224(4) Uani 1 1 d . . . . .
H14 H 0.3619 0.0370 0.6311 0.027 Uiso 1 1 calc R U . . .
C15 C 0.38683(14) 0.10897(15) 0.43555(12) 0.0266(4) Uani 1 1 d . . . . .
H15A H 0.3699 0.0751 0.4873 0.040 Uiso 1 1 calc R U . . .
H15B H 0.3874 0.0574 0.3894 0.040 Uiso 1 1 calc R U . . .
H15C H 0.3314 0.1615 0.4130 0.040 Uiso 1 1 calc R U . . .
C101 C 0.5417(2) 0.4971(2) 0.68284(18) 0.0541(7) Uani 1 1 d . . . . .
H10D H 0.4781 0.5198 0.6380 0.081 Uiso 1 1 calc R U . . .
H10E H 0.5617 0.5509 0.7281 0.081 Uiso 1 1 calc R U . . .
H10F H 0.5242 0.4331 0.7104 0.081 Uiso 1 1 calc R U . . .
C102 C 0.64548(17) 0.59052(15) 0.57004(14) 0.0356(5) Uani 1 1 d . . . . .
H10A H 0.6993 0.5882 0.5333 0.053 Uiso 1 1 calc R U . . .
H10B H 0.6608 0.6497 0.6104 0.053 Uiso 1 1 calc R U . . .
H10C H 0.5722 0.5977 0.5320 0.053 Uiso 1 1 calc R U . . .
N1 N 0.64488(11) 0.25186(10) 0.42236(9) 0.0174(3) Uani 1 1 d . . . . .
N2 N 0.55130(11) 0.16776(11) 0.54216(9) 0.0172(3) Uani 1 1 d . . . . .
N3 N 0.50705(11) 0.12914(11) 0.60835(9) 0.0193(3) Uani 1 1 d . . . . .
N4 N 0.52812(12) 0.11071(12) 0.75866(9) 0.0220(3) Uani 1 1 d D . . . .
O1 O 0.61178(10) 0.39151(10) 0.56249(8) 0.0269(3) Uani 1 1 d . . . . .
F1 F 0.17993(9) -0.13087(10) 0.79689(8) 0.0372(3) Uani 1 1 d . . . . .
S1 S 0.68871(4) 0.21562(4) 0.72194(3) 0.02789(11) Uani 1 1 d . . . . .
S2 S 0.65281(4) 0.47464(4) 0.63216(3) 0.02713(10) Uani 1 1 d . . . . .
Cl1 Cl 0.86539(3) 0.36306(4) 0.56921(3) 0.02815(10) Uani 1 1 d . . . . .
Cl2 Cl 0.82103(4) 0.08813(4) 0.55520(3) 0.03051(10) Uani 1 1 d . . . . .
In1 In 0.71593(2) 0.24590(2) 0.56927(2) 0.01661(4) Uani 1 1 d . . . . .
H4A H 0.5669(13) 0.1276(14) 0.8118(9) 0.020 Uiso 1 1 d D U . . .
C201 C 0.8616(2) 0.82722(17) 0.45658(13) 0.0398(5) Uani 1 1 d . . . . .
H20A H 0.8010 0.8761 0.4390 0.060 Uiso 0.221(4) 1 calc R U P A 1
H20B H 0.8487 0.7667 0.4176 0.060 Uiso 0.221(4) 1 calc R U P A 1
H20C H 0.9298 0.8609 0.4519 0.060 Uiso 0.221(4) 1 calc R U P A 1
H20D H 0.8360 0.8963 0.4680 0.060 Uiso 0.779(4) 1 calc R U P A 2
H20E H 0.8000 0.7861 0.4240 0.060 Uiso 0.779(4) 1 calc R U P A 2
H20F H 0.9168 0.8332 0.4213 0.060 Uiso 0.779(4) 1 calc R U P A 2
C202 C 1.0012(2) 0.8318(2) 0.60422(16) 0.0491(6) Uani 1 1 d . . . . .
H21A H 1.0054 0.9053 0.5900 0.074 Uiso 0.221(4) 1 calc R U P A 1
H21B H 1.0512 0.7924 0.5767 0.074 Uiso 0.221(4) 1 calc R U P A 1
H21C H 1.0217 0.8225 0.6685 0.074 Uiso 0.221(4) 1 calc R U P A 1
H21D H 1.0625 0.8408 0.5757 0.074 Uiso 0.779(4) 1 calc R U P A 2
H21E H 1.0252 0.7917 0.6588 0.074 Uiso 0.779(4) 1 calc R U P A 2
H21F H 0.9751 0.8997 0.6184 0.074 Uiso 0.779(4) 1 calc R U P A 2
S3A S 0.8707(3) 0.7884(2) 0.56483(19) 0.0235(10) Uani 0.221(4) 1 d . . P A 1
C3B C 0.9105(4) 0.7752(2) 0.5426(2) 0.0255(6) Uani 0.779(4) 1 d . . P A 2
O2 O 0.87625(11) 0.68825(12) 0.56283(9) 0.0339(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
C2 N1 1.353(2) . ?
C2 C3 1.388(2) . ?
C2 C7 1.481(2) . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.379(2) . ?
C5 H5 0.9500 . ?
C6 N1 1.331(2) . ?
C6 H6 0.9500 . ?
C7 N2 1.294(2) . ?
C7 C15 1.491(2) . ?
C8 N3 1.316(2) . ?
C8 N4 1.357(2) . ?
C8 S1 1.7640(17) . ?
C9 C14 1.395(2) . ?
C9 C10 1.397(2) . ?
C9 N4 1.413(2) . ?
C10 C11 1.382(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.373(3) . ?
C11 H11 0.9500 . ?
C12 F1 1.365(2) . ?
C12 C13 1.370(3) . ?
C13 C14 1.388(2) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C101 S2 1.777(2) . ?
C101 H10D 0.9800 . ?
C101 H10E 0.9800 . ?
C101 H10F 0.9800 . ?
C102 S2 1.773(2) . ?
C102 H10A 0.9800 . ?
C102 H10B 0.9800 . ?
C102 H10C 0.9800 . ?
N1 In1 2.2540(14) . ?
N2 N3 1.3689(19) . ?
N2 In1 2.2581(13) . ?
N4 H4A 0.885(13) . ?
O1 S2 1.5289(13) . ?
O1 In1 2.2830(12) . ?
S1 In1 2.5004(5) . ?
Cl1 In1 2.4157(4) . ?
Cl2 In1 2.4676(5) . ?
C201 C3B 1.498(3) . ?
C201 S3A 1.732(3) . ?
C201 H20A 0.9800 . ?
C201 H20B 0.9800 . ?
C201 H20C 0.9800 . ?
C201 H20D 0.9800 . ?
C201 H20E 0.9800 . ?
C201 H20F 0.9800 . ?
C202 C3B 1.503(4) . ?
C202 S3A 1.713(4) . ?
C202 H21A 0.9800 . ?
C202 H21B 0.9800 . ?
C202 H21C 0.9800 . ?
C202 H21D 0.9800 . ?
C202 H21E 0.9800 . ?
C202 H21F 0.9800 . ?
S3A O2 1.297(3) . ?
C3B O2 1.268(3) . ?

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
N1 C2 C3 120.37(15) . . ?
N1 C2 C7 116.69(14) . . ?
C3 C2 C7 122.93(15) . . ?
C4 C3 C2 119.36(16) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 119.36(17) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C6 C5 C4 118.64(16) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
N1 C6 C5 122.19(16) . . ?
N1 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
N2 C7 C2 115.66(14) . . ?
N2 C7 C15 123.92(15) . . ?
C2 C7 C15 120.40(14) . . ?
N3 C8 N4 118.68(15) . . ?
N3 C8 S1 128.97(13) . . ?
N4 C8 S1 112.34(12) . . ?
C14 C9 C10 119.15(16) . . ?
C14 C9 N4 125.26(15) . . ?
C10 C9 N4 115.58(15) . . ?
C11 C10 C9 120.96(16) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C10 118.27(16) . . ?
C12 C11 H11 120.9 . . ?
C10 C11 H11 120.9 . . ?
F1 C12 C13 119.02(16) . . ?
F1 C12 C11 118.41(16) . . ?
C13 C12 C11 122.56(16) . . ?
C12 C13 C14 119.23(17) . . ?
C12 C13 H13 120.4 . . ?
C14 C13 H13 120.4 . . ?
C13 C14 C9 119.82(16) . . ?
C13 C14 H14 120.1 . . ?
C9 C14 H14 120.1 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S2 C101 H10D 109.5 . . ?
S2 C101 H10E 109.5 . . ?
H10D C101 H10E 109.5 . . ?
S2 C101 H10F 109.5 . . ?
H10D C101 H10F 109.5 . . ?
H10E C101 H10F 109.5 . . ?
S2 C102 H10A 109.5 . . ?
S2 C102 H10B 109.5 . . ?
H10A C102 H10B 109.5 . . ?
S2 C102 H10C 109.5 . . ?
H10A C102 H10C 109.5 . . ?
H10B C102 H10C 109.5 . . ?
C6 N1 C2 120.07(15) . . ?
C6 N1 In1 123.46(11) . . ?
C2 N1 In1 116.47(11) . . ?
C7 N2 N3 118.39(13) . . ?
C7 N2 In1 119.21(11) . . ?
N3 N2 In1 122.40(10) . . ?
C8 N3 N2 114.49(13) . . ?
C8 N4 C9 131.11(15) . . ?
C8 N4 H4A 116.2(11) . . ?
C9 N4 H4A 112.7(11) . . ?
S2 O1 In1 116.65(7) . . ?
C8 S1 In1 95.94(6) . . ?
O1 S2 C102 103.99(9) . . ?
O1 S2 C101 104.73(10) . . ?
C102 S2 C101 98.82(12) . . ?
N1 In1 N2 71.92(5) . . ?
N1 In1 O1 80.38(5) . . ?
N2 In1 O1 82.35(5) . . ?
N1 In1 Cl1 96.25(4) . . ?
N2 In1 Cl1 164.29(4) . . ?
O1 In1 Cl1 85.54(3) . . ?
N1 In1 Cl2 92.10(4) . . ?
N2 In1 Cl2 95.84(4) . . ?
O1 In1 Cl2 172.47(3) . . ?
Cl1 In1 Cl2 94.870(16) . . ?
N1 In1 S1 148.83(4) . . ?
N2 In1 S1 77.85(4) . . ?
O1 In1 S1 88.40(4) . . ?
Cl1 In1 S1 111.867(16) . . ?
Cl2 In1 S1 98.383(17) . . ?
S3A C201 H20A 109.5 . . ?
S3A C201 H20B 109.5 . . ?
H20A C201 H20B 109.5 . . ?
S3A C201 H20C 109.5 . . ?
H20A C201 H20C 109.5 . . ?
H20B C201 H20C 109.5 . . ?
C3B C201 H20D 109.5 . . ?
C3B C201 H20E 109.5 . . ?
H20D C201 H20E 109.5 . . ?
C3B C201 H20F 109.5 . . ?
H20D C201 H20F 109.5 . . ?
H20E C201 H20F 109.5 . . ?
S3A C202 H21A 109.5 . . ?
S3A C202 H21B 109.5 . . ?
H21A C202 H21B 109.5 . . ?
S3A C202 H21C 109.5 . . ?
H21A C202 H21C 109.5 . . ?
H21B C202 H21C 109.5 . . ?
C3B C202 H21D 109.5 . . ?
C3B C202 H21E 109.5 . . ?
H21D C202 H21E 109.5 . . ?
C3B C202 H21F 109.5 . . ?
H21D C202 H21F 109.5 . . ?
H21E C202 H21F 109.5 . . ?
O2 S3A C202 106.4(2) . . ?
O2 S3A C201 105.0(2) . . ?
C202 S3A C201 95.7(2) . . ?
O2 C3B C201 121.6(2) . . ?
O2 C3B C202 121.7(2) . . ?
C201 C3B C202 116.6(2) . . ?

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
N1 C2 C3 C4 -1.6(3) . . . . ?
C7 C2 C3 C4 177.39(16) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C3 C4 C5 C6 0.5(3) . . . . ?
C4 C5 C6 N1 -1.0(3) . . . . ?
N1 C2 C7 N2 0.2(2) . . . . ?
C3 C2 C7 N2 -178.80(16) . . . . ?
N1 C2 C7 C15 178.53(15) . . . . ?
C3 C2 C7 C15 -0.5(3) . . . . ?
C14 C9 C10 C11 1.2(3) . . . . ?
N4 C9 C10 C11 -177.87(16) . . . . ?
C9 C10 C11 C12 -0.5(3) . . . . ?
C10 C11 C12 F1 178.39(15) . . . . ?
C10 C11 C12 C13 -0.5(3) . . . . ?
F1 C12 C13 C14 -177.97(16) . . . . ?
C11 C12 C13 C14 0.9(3) . . . . ?
C12 C13 C14 C9 -0.3(3) . . . . ?
C10 C9 C14 C13 -0.7(3) . . . . ?
N4 C9 C14 C13 178.18(16) . . . . ?
C5 C6 N1 C2 0.2(3) . . . . ?
C5 C6 N1 In1 -179.20(13) . . . . ?
C3 C2 N1 C6 1.1(2) . . . . ?
C7 C2 N1 C6 -177.92(15) . . . . ?
C3 C2 N1 In1 -179.44(12) . . . . ?
C7 C2 N1 In1 1.51(18) . . . . ?
C2 C7 N2 N3 177.90(14) . . . . ?
C15 C7 N2 N3 -0.3(2) . . . . ?
C2 C7 N2 In1 -1.89(19) . . . . ?
C15 C7 N2 In1 179.88(13) . . . . ?
N4 C8 N3 N2 -179.19(14) . . . . ?
S1 C8 N3 N2 1.3(2) . . . . ?
C7 N2 N3 C8 -175.62(15) . . . . ?
In1 N2 N3 C8 4.16(19) . . . . ?
N3 C8 N4 C9 1.5(3) . . . . ?
S1 C8 N4 C9 -178.85(15) . . . . ?
C14 C9 N4 C8 -1.2(3) . . . . ?
C10 C9 N4 C8 177.76(17) . . . . ?
N3 C8 S1 In1 -4.80(17) . . . . ?
N4 C8 S1 In1 175.64(12) . . . . ?
In1 O1 S2 C102 131.28(9) . . . . ?
In1 O1 S2 C101 -125.49(12) . . . . ?

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
N4 H4A O2 0.885(13) 2.070(14) 2.936(2) 165.8(17) 2_646

_refine_diff_density_max         0.318
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.058


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone/DMSO (9:1)'
####################################################################### 
# 
# 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_1503488
_database_code_depnum_ccdc_archive 'CCDC 1503488'
_audit_update_record             
;
2016-11-19 deposited with the CCDC.
2016-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'Dichloro-(O-dimethyl sulfoxide)(N(4)-para-chorophenyl-2-acetylpyridinethiosemicarbazonato)Indium(III) acetonitrile solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H18 Cl3 In N4 O S2, C2 H3 N'
_chemical_formula_sum            'C18 H21 Cl3 In N5 O S2'
_chemical_formula_weight         608.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -z'

_cell_length_a                   8.8806(2)
_cell_length_b                   11.5497(2)
_cell_length_c                   13.0644(3)
_cell_angle_alpha                110.300(2)
_cell_angle_beta                 90.297(2)
_cell_angle_gamma                105.723(2)
_cell_volume                     1202.41(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    33392
_cell_measurement_theta_min      1.9610
_cell_measurement_theta_max      29.4976

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.681
_exptl_crystal_F_000             608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    1.510
_shelx_estimated_absorpt_T_min   0.502
_shelx_estimated_absorpt_T_max   0.816
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.70693
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4186
_diffrn_reflns_number            49071
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.965
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4927
_reflns_number_gt                4620
_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  
'WinGX publication routines (Farrugia, 1999) and enCIFer (Allen et al., 2004)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0170P)²+0.7009P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4927
_refine_ls_number_parameters     277
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0193
_refine_ls_R_factor_gt           0.0167
_refine_ls_wR_factor_ref         0.0409
_refine_ls_wR_factor_gt          0.0394
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.003
_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
C2 C 0.58767(18) 0.62464(15) 0.77843(13) 0.0158(3) Uani 1 1 d . . . . .
C3 C 0.5651(2) 0.53401(16) 0.82861(14) 0.0203(3) Uani 1 1 d . . . . .
H3 H 0.4821 0.4557 0.8003 0.024 Uiso 1 1 calc R U . . .
C4 C 0.6651(2) 0.55926(17) 0.92050(14) 0.0228(4) Uani 1 1 d . . . . .
H4 H 0.6507 0.4983 0.9558 0.027 Uiso 1 1 calc R U . . .
C5 C 0.7853(2) 0.67281(17) 0.96038(14) 0.0218(3) Uani 1 1 d . . . . .
H5 H 0.8553 0.6913 1.0230 0.026 Uiso 1 1 calc R U . . .
C6 C 0.80162(19) 0.75933(16) 0.90693(13) 0.0187(3) Uani 1 1 d . . . . .
H6 H 0.8848 0.8377 0.9337 0.022 Uiso 1 1 calc R U . . .
C7 C 0.48616(18) 0.60382(15) 0.67904(13) 0.0165(3) Uani 1 1 d . . . . .
C8 C 0.47253(18) 0.78332(15) 0.51948(13) 0.0168(3) Uani 1 1 d D . . . .
C9 C 0.26225(19) 0.68571(16) 0.35820(13) 0.0195(3) Uani 1 1 d D . . . .
C10 C 0.1795(2) 0.57156(17) 0.37101(14) 0.0236(4) Uani 1 1 d . . . . .
H10 H 0.2097 0.5517 0.4313 0.028 Uiso 1 1 calc R U . . .
C11 C 0.0525(2) 0.48677(17) 0.29528(15) 0.0249(4) Uani 1 1 d . . . . .
H11 H -0.0041 0.4086 0.3037 0.030 Uiso 1 1 calc R U . . .
C12 C 0.0084(2) 0.51578(17) 0.20807(14) 0.0233(4) Uani 1 1 d . . . . .
C13 C 0.0891(2) 0.62833(17) 0.19360(14) 0.0259(4) Uani 1 1 d . . . . .
H13 H 0.0578 0.6476 0.1332 0.031 Uiso 1 1 calc R U . . .
C14 C 0.2159(2) 0.71240(17) 0.26839(14) 0.0237(4) Uani 1 1 d . . . . .
H14 H 0.2726 0.7897 0.2587 0.028 Uiso 1 1 calc R U . . .
C15 C 0.3513(2) 0.48505(17) 0.63037(14) 0.0249(4) Uani 1 1 d . . . . .
H15A H 0.3456 0.4294 0.6732 0.037 Uiso 0.5 1 calc R U P . .
H15B H 0.2533 0.5089 0.6315 0.037 Uiso 0.5 1 calc R U P . .
H15C H 0.3661 0.4387 0.5544 0.037 Uiso 0.5 1 calc R U P . .
H15D H 0.2977 0.4886 0.5662 0.037 Uiso 0.5 1 calc R U P . .
H15E H 0.3901 0.4091 0.6079 0.037 Uiso 0.5 1 calc R U P . .
H15F H 0.2772 0.4793 0.6850 0.037 Uiso 0.5 1 calc R U P . .
C201 C 0.2586(2) 0.9634(2) 0.86246(18) 0.0364(5) Uani 1 1 d . . . . .
H21A H 0.2023 0.8790 0.8078 0.055 Uiso 1 1 calc R U . . .
H21B H 0.1996 1.0251 0.8666 0.055 Uiso 1 1 calc R U . . .
H21C H 0.2692 0.9558 0.9344 0.055 Uiso 1 1 calc R U . . .
C202 C 0.5266(2) 1.16080(17) 0.94168(15) 0.0274(4) Uani 1 1 d . . . . .
H22A H 0.5056 1.1406 1.0081 0.041 Uiso 1 1 calc R U . . .
H22B H 0.4766 1.2265 0.9409 0.041 Uiso 1 1 calc R U . . .
H22C H 0.6404 1.1936 0.9411 0.041 Uiso 1 1 calc R U . . .
C101 C 0.2128(2) 0.19304(18) 0.71043(16) 0.0296(4) Uani 1 1 d . . . . .
C102 C 0.0850(2) 0.1268(2) 0.62316(16) 0.0384(5) Uani 1 1 d . . . . .
H02A H 0.1126 0.1525 0.5601 0.058 Uiso 1 1 calc R U . . .
H03B H -0.0104 0.1494 0.6489 0.058 Uiso 1 1 calc R U . . .
H02C H 0.0660 0.0334 0.6012 0.058 Uiso 1 1 calc R U . . .
N1 N 0.70463(15) 0.73666(13) 0.81903(10) 0.0155(3) Uani 1 1 d . . . . .
N2 N 0.52300(15) 0.69516(13) 0.64017(11) 0.0157(3) Uani 1 1 d . . . . .
N3 N 0.43171(16) 0.68341(13) 0.55020(11) 0.0178(3) Uani 1 1 d . . . . .
N4 N 0.39161(17) 0.78004(14) 0.42928(12) 0.0219(3) Uani 1 1 d D . . . .
N11 N 0.3131(2) 0.24465(18) 0.77895(16) 0.0472(5) Uani 1 1 d . . . . .
O1 O 0.53371(13) 0.92358(11) 0.83338(9) 0.0205(2) Uani 1 1 d . . . . .
S1 S 0.62533(5) 0.92811(4) 0.57750(3) 0.01920(9) Uani 1 1 d . . . . .
S2 S 0.44878(5) 1.01870(4) 0.82373(3) 0.02147(9) Uani 1 1 d . . . . .
Cl1 Cl 0.89890(5) 1.06871(4) 0.85916(3) 0.02152(9) Uani 1 1 d . . . . .
Cl2 Cl 0.93362(5) 0.78702(4) 0.62972(3) 0.02514(9) Uani 1 1 d . . . . .
Cl3 Cl -0.15118(6) 0.40785(5) 0.11344(4) 0.03526(11) Uani 1 1 d . . . . .
In1 In 0.72744(2) 0.87084(2) 0.72660(2) 0.01440(4) Uani 1 1 d . . . . .
H4A H 0.425(2) 0.8504(14) 0.4144(14) 0.017 Uiso 1 1 d D 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
C2 N1 1.351(2) . ?
C2 C3 1.389(2) . ?
C2 C7 1.487(2) . ?
C3 C4 1.386(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.376(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(2) . ?
C5 H5 0.9500 . ?
C6 N1 1.337(2) . ?
C6 H6 0.9500 . ?
C7 N2 1.290(2) . ?
C7 C15 1.489(2) . ?
C8 N3 1.312(2) . ?
C8 N4 1.361(2) . ?
C8 S1 1.7584(16) . ?
C9 C10 1.391(2) . ?
C9 C14 1.399(2) . ?
C9 N4 1.406(2) . ?
C10 C11 1.388(2) . ?
C10 H10 0.9500 . ?
C11 C12 1.377(2) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(3) . ?
C12 Cl3 1.7452(17) . ?
C13 C14 1.379(2) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C15 H15D 0.9800 . ?
C15 H15E 0.9800 . ?
C15 H15F 0.9800 . ?
C201 S2 1.7788(19) . ?
C201 H21A 0.9800 . ?
C201 H21B 0.9800 . ?
C201 H21C 0.9800 . ?
C202 S2 1.7791(18) . ?
C202 H22A 0.9800 . ?
C202 H22B 0.9800 . ?
C202 H22C 0.9800 . ?
C101 N11 1.133(3) . ?
C101 C102 1.443(3) . ?
C102 H02A 0.9800 . ?
C102 H03B 0.9800 . ?
C102 H02C 0.9800 . ?
N1 In1 2.2431(13) . ?
N2 N3 1.3700(18) . ?
N2 In1 2.2540(13) . ?
N4 H4A 0.876(13) . ?
O1 S2 1.5283(12) . ?
O1 In1 2.2979(11) . ?
S1 In1 2.5010(4) . ?
Cl1 In1 2.4251(4) . ?
Cl2 In1 2.4548(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
N1 C2 C3 120.59(14) . . ?
N1 C2 C7 117.14(13) . . ?
C3 C2 C7 122.27(15) . . ?
C4 C3 C2 119.20(16) . . ?
C4 C3 H3 120.4 . . ?
C2 C3 H3 120.4 . . ?
C5 C4 C3 119.82(15) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 118.27(15) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
N1 C6 C5 122.41(16) . . ?
N1 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
N2 C7 C2 115.39(14) . . ?
N2 C7 C15 123.60(14) . . ?
C2 C7 C15 121.01(14) . . ?
N3 C8 N4 118.96(14) . . ?
N3 C8 S1 129.26(12) . . ?
N4 C8 S1 111.77(12) . . ?
C10 C9 C14 119.03(15) . . ?
C10 C9 N4 125.42(15) . . ?
C14 C9 N4 115.55(15) . . ?
C11 C10 C9 119.74(16) . . ?
C11 C10 H10 120.1 . . ?
C9 C10 H10 120.1 . . ?
C12 C11 C10 120.09(17) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 121.15(16) . . ?
C11 C12 Cl3 119.47(14) . . ?
C13 C12 Cl3 119.38(13) . . ?
C14 C13 C12 118.87(16) . . ?
C14 C13 H13 120.6 . . ?
C12 C13 H13 120.6 . . ?
C13 C14 C9 121.11(16) . . ?
C13 C14 H14 119.4 . . ?
C9 C14 H14 119.4 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C7 C15 H15D 109.5 . . ?
H15A C15 H15D 141.1 . . ?
H15B C15 H15D 56.3 . . ?
H15C C15 H15D 56.3 . . ?
C7 C15 H15E 109.5 . . ?
H15A C15 H15E 56.3 . . ?
H15B C15 H15E 141.1 . . ?
H15C C15 H15E 56.3 . . ?
H15D C15 H15E 109.5 . . ?
C7 C15 H15F 109.5 . . ?
H15A C15 H15F 56.3 . . ?
H15B C15 H15F 56.3 . . ?
H15C C15 H15F 141.1 . . ?
H15D C15 H15F 109.5 . . ?
H15E C15 H15F 109.5 . . ?
S2 C201 H21A 109.5 . . ?
S2 C201 H21B 109.5 . . ?
H21A C201 H21B 109.5 . . ?
S2 C201 H21C 109.5 . . ?
H21A C201 H21C 109.5 . . ?
H21B C201 H21C 109.5 . . ?
S2 C202 H22A 109.5 . . ?
S2 C202 H22B 109.5 . . ?
H22A C202 H22B 109.5 . . ?
S2 C202 H22C 109.5 . . ?
H22A C202 H22C 109.5 . . ?
H22B C202 H22C 109.5 . . ?
N11 C101 C102 179.7(2) . . ?
C101 C102 H02A 109.5 . . ?
C101 C102 H03B 109.5 . . ?
H02A C102 H03B 109.5 . . ?
C101 C102 H02C 109.5 . . ?
H02A C102 H02C 109.5 . . ?
H03B C102 H02C 109.5 . . ?
C6 N1 C2 119.69(14) . . ?
C6 N1 In1 124.20(11) . . ?
C2 N1 In1 116.05(10) . . ?
C7 N2 N3 118.32(13) . . ?
C7 N2 In1 118.99(10) . . ?
N3 N2 In1 122.64(10) . . ?
C8 N3 N2 114.33(13) . . ?
C8 N4 C9 131.55(14) . . ?
C8 N4 H4A 113.5(11) . . ?
C9 N4 H4A 114.9(11) . . ?
S2 O1 In1 123.28(6) . . ?
C8 S1 In1 96.00(5) . . ?
O1 S2 C201 104.07(9) . . ?
O1 S2 C202 105.10(8) . . ?
C201 S2 C202 99.08(9) . . ?
N1 In1 N2 72.41(5) . . ?
N1 In1 O1 79.87(4) . . ?
N2 In1 O1 80.11(4) . . ?
N1 In1 Cl1 100.89(4) . . ?
N2 In1 Cl1 164.05(4) . . ?
O1 In1 Cl1 84.49(3) . . ?
N1 In1 Cl2 89.70(3) . . ?
N2 In1 Cl2 96.97(4) . . ?
O1 In1 Cl2 169.56(3) . . ?
Cl1 In1 Cl2 97.451(15) . . ?
N1 In1 S1 150.01(4) . . ?
N2 In1 S1 77.76(3) . . ?
O1 In1 S1 92.15(3) . . ?
Cl1 In1 S1 107.099(14) . . ?
Cl2 In1 S1 97.039(14) . . ?

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
N1 C2 C3 C4 -0.6(2) . . . . ?
C7 C2 C3 C4 179.41(15) . . . . ?
C2 C3 C4 C5 -0.3(3) . . . . ?
C3 C4 C5 C6 0.4(3) . . . . ?
C4 C5 C6 N1 0.4(3) . . . . ?
N1 C2 C7 N2 1.4(2) . . . . ?
C3 C2 C7 N2 -178.66(15) . . . . ?
N1 C2 C7 C15 -178.13(15) . . . . ?
C3 C2 C7 C15 1.8(2) . . . . ?
C14 C9 C10 C11 -0.3(3) . . . . ?
N4 C9 C10 C11 179.37(17) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C13 0.4(3) . . . . ?
C10 C11 C12 Cl3 179.81(14) . . . . ?
C11 C12 C13 C14 0.0(3) . . . . ?
Cl3 C12 C13 C14 -179.45(14) . . . . ?
C12 C13 C14 C9 -0.5(3) . . . . ?
C10 C9 C14 C13 0.7(3) . . . . ?
N4 C9 C14 C13 -179.03(16) . . . . ?
C5 C6 N1 C2 -1.3(2) . . . . ?
C5 C6 N1 In1 -178.70(12) . . . . ?
C3 C2 N1 C6 1.4(2) . . . . ?
C7 C2 N1 C6 -178.60(14) . . . . ?
C3 C2 N1 In1 178.99(12) . . . . ?
C7 C2 N1 In1 -1.03(17) . . . . ?
C2 C7 N2 N3 -178.42(13) . . . . ?
C15 C7 N2 N3 1.1(2) . . . . ?
C2 C7 N2 In1 -1.02(18) . . . . ?
C15 C7 N2 In1 178.47(12) . . . . ?
N4 C8 N3 N2 178.44(14) . . . . ?
S1 C8 N3 N2 -0.3(2) . . . . ?
C7 N2 N3 C8 176.71(14) . . . . ?
In1 N2 N3 C8 -0.59(18) . . . . ?
N3 C8 N4 C9 1.3(3) . . . . ?
S1 C8 N4 C9 -179.69(15) . . . . ?
C10 C9 N4 C8 4.3(3) . . . . ?
C14 C9 N4 C8 -175.97(17) . . . . ?
N3 C8 S1 In1 0.86(16) . . . . ?
N4 C8 S1 In1 -177.98(11) . . . . ?
In1 O1 S2 C201 150.22(9) . . . . ?
In1 O1 S2 C202 -106.12(9) . . . . ?

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
N4 H4A S1 0.876(13) 2.682(15) 3.4460(15) 146.5(15) 2_676

_refine_diff_density_max         0.315
_refine_diff_density_min         -0.362
_refine_diff_density_rms         0.061


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/DMSO (3:1)'
####################################################################### 
# 
# 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_1503489
_database_code_depnum_ccdc_archive 'CCDC 1503489'
_audit_update_record             
;
2016-11-19 deposited with the CCDC.
2016-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
'dichloro-(O-dimethyl sulfoxide)(N(4)-para-iodophenyl-2-acetylpyridinethiosemicarbazonato)Indium(III) dimethyl sulfoxide and acetone solvate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C16 H18 Cl2 I In N4 O S2, 0.59 (C3 H6 O), 0.41 (C2 H6 O S)'
_chemical_formula_sum            'C18.59 H24 Cl2 I In N4 O2 S2.41'
_chemical_formula_weight         725.29

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.6115(5)
_cell_length_b                   13.0330(5)
_cell_length_c                   15.7258(7)
_cell_angle_alpha                90
_cell_angle_beta                 100.906(4)
_cell_angle_gamma                90
_cell_volume                     2538.10(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    12183
_cell_measurement_theta_min      1.8996
_cell_measurement_theta_max      29.4712

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.898
_exptl_crystal_F_000             1416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.280
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    2.580
_shelx_estimated_absorpt_T_min   0.441
_shelx_estimated_absorpt_T_max   0.601
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4350
_exptl_absorpt_correction_T_max  0.5955
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.4186
_diffrn_reflns_number            22210
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.903
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5203
_reflns_number_gt                4373
_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       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.34 (release 07-07-2010 CrysAlis171 .NET)
(compiled Jul  7 2010,16:04:54)
;
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  
'WinGX publication routines (Farrugia, 1999) and enCIFer (Allen et al., 2004)'

_refine_special_details          
;Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger., Disorder
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²+16.2776P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5203
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0606
_refine_ls_R_factor_gt           0.0488
_refine_ls_wR_factor_ref         0.1159
_refine_ls_wR_factor_gt          0.1077
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.001
_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
C2 C 0.5276(5) 0.7179(4) 0.3996(4) 0.0279(11) Uani 1 1 d . . . . .
C3 C 0.4756(5) 0.7178(5) 0.3134(4) 0.0370(14) Uani 1 1 d . . . . .
H3 H 0.4103 0.6804 0.2965 0.044 Uiso 1 1 calc R U . . .
C4 C 0.5185(6) 0.7720(6) 0.2523(4) 0.0501(18) Uani 1 1 d . . . . .
H4 H 0.4831 0.7724 0.1933 0.060 Uiso 1 1 calc R U . . .
C5 C 0.6139(6) 0.8255(6) 0.2783(4) 0.0506(18) Uani 1 1 d . . . . .
H5 H 0.6443 0.8646 0.2379 0.061 Uiso 1 1 calc R U . . .
C6 C 0.6640(5) 0.8208(5) 0.3644(4) 0.0377(14) Uani 1 1 d . . . . .
H6 H 0.7307 0.8555 0.3822 0.045 Uiso 1 1 calc R U . . .
C7 C 0.4833(4) 0.6657(4) 0.4688(4) 0.0274(11) Uani 1 1 d . . . . .
C8 C 0.5618(4) 0.6469(4) 0.6898(4) 0.0292(12) Uani 1 1 d . . . . .
C9 C 0.4416(4) 0.5450(4) 0.7686(4) 0.0256(11) Uani 1 1 d . . . . .
C10 C 0.4309(4) 0.5223(4) 0.8532(4) 0.0297(12) Uani 1 1 d . . . . .
H10 H 0.4804 0.5508 0.9004 0.036 Uiso 1 1 calc R U . . .
C11 C 0.3492(5) 0.4589(4) 0.8691(4) 0.0319(12) Uani 1 1 d . . . . .
H11 H 0.3423 0.4444 0.9270 0.038 Uiso 1 1 calc R U . . .
C12 C 0.2777(5) 0.4166(5) 0.8010(4) 0.0334(13) Uani 1 1 d . . . . .
C13 C 0.2869(5) 0.4390(5) 0.7166(4) 0.0377(14) Uani 1 1 d . . . . .
H13 H 0.2369 0.4103 0.6698 0.045 Uiso 1 1 calc R U . . .
C14 C 0.3683(5) 0.5027(5) 0.6997(4) 0.0347(13) Uani 1 1 d . . . . .
H14 H 0.3743 0.5176 0.6417 0.042 Uiso 1 1 calc R U . . .
C15 C 0.3784(5) 0.6113(5) 0.4475(4) 0.0379(14) Uani 1 1 d . . . . .
H15A H 0.3505 0.6159 0.3850 0.057 Uiso 1 1 calc R U . . .
H15B H 0.3885 0.5391 0.4643 0.057 Uiso 1 1 calc R U . . .
H15C H 0.3268 0.6431 0.4789 0.057 Uiso 1 1 calc R U . . .
C10A C 0.6727(9) 0.9858(7) 0.7172(5) 0.056(3) Uani 0.804(7) 1 d . . P A 1
H10D H 0.6723 1.0489 0.7511 0.084 Uiso 0.804(7) 1 calc R U P A 1
H10E H 0.6486 0.9282 0.7488 0.084 Uiso 0.804(7) 1 calc R U P A 1
H10F H 0.7461 0.9725 0.7078 0.084 Uiso 0.804(7) 1 calc R U P A 1
C10B C 0.545(3) 1.017(2) 0.670(2) 0.039(8) Uani 0.196(7) 1 d . . P A 2
H10A H 0.5653 1.0719 0.7124 0.059 Uiso 0.196(7) 1 calc R U P A 2
H10B H 0.4878 1.0418 0.6232 0.059 Uiso 0.196(7) 1 calc R U P A 2
H10C H 0.5188 0.9577 0.6979 0.059 Uiso 0.196(7) 1 calc R U P A 2
C102 C 0.6648(5) 1.0870(5) 0.5674(4) 0.0421(15) Uani 1 1 d . . . . .
H10G H 0.6663 1.1541 0.5957 0.063 Uiso 0.804(7) 1 calc R U P A 1
H10H H 0.7386 1.0604 0.5737 0.063 Uiso 0.804(7) 1 calc R U P A 1
H10I H 0.6334 1.0943 0.5057 0.063 Uiso 0.804(7) 1 calc R U P A 1
H10J H 0.7088 1.1388 0.6031 0.063 Uiso 0.196(7) 1 calc R U P A 2
H10K H 0.6968 1.0715 0.5167 0.063 Uiso 0.196(7) 1 calc R U P A 2
H10L H 0.5914 1.1134 0.5482 0.063 Uiso 0.196(7) 1 calc R U P A 2
C201 C 0.5279(10) 0.8778(11) 0.8912(6) 0.114(5) Uani 1 1 d . . . . .
H20A H 0.4661 0.9201 0.8989 0.170 Uiso 0.407(11) 1 calc R U P B 1
H20B H 0.5951 0.9135 0.9156 0.170 Uiso 0.407(11) 1 calc R U P B 1
H20C H 0.5250 0.8655 0.8293 0.170 Uiso 0.407(11) 1 calc R U P B 1
H20D H 0.5207 0.9403 0.9243 0.170 Uiso 0.593(11) 1 calc R U P B 2
H20E H 0.5672 0.8935 0.8447 0.170 Uiso 0.593(11) 1 calc R U P B 2
H20F H 0.4560 0.8515 0.8661 0.170 Uiso 0.593(11) 1 calc R U P B 2
C202 C 0.5893(8) 0.8250(7) 1.0457(5) 0.075(3) Uani 1 1 d . . . . .
H21A H 0.5948 0.7684 1.0873 0.113 Uiso 0.407(11) 1 calc R U P B 1
H21B H 0.6617 0.8508 1.0436 0.113 Uiso 0.407(11) 1 calc R U P B 1
H21C H 0.5458 0.8803 1.0637 0.113 Uiso 0.407(11) 1 calc R U P B 1
H21D H 0.5710 0.8980 1.0464 0.113 Uiso 0.593(11) 1 calc R U P B 2
H21E H 0.5345 0.7846 1.0674 0.113 Uiso 0.593(11) 1 calc R U P B 2
H21F H 0.6600 0.8134 1.0827 0.113 Uiso 0.593(11) 1 calc R U P B 2
N1 N 0.6222(4) 0.7696(3) 0.4233(3) 0.0288(10) Uani 1 1 d . . . . .
N2 N 0.5404(3) 0.6734(3) 0.5455(3) 0.0256(9) Uani 1 1 d . . . . .
N3 N 0.5022(4) 0.6299(3) 0.6130(3) 0.0263(10) Uani 1 1 d . . . . .
N4 N 0.5304(4) 0.6075(4) 0.7606(3) 0.0301(10) Uani 1 1 d . . . . .
H4A H 0.5725 0.6235 0.8100 0.036 Uiso 1 1 calc R U . . .
O1 O 0.5891(4) 0.8982(3) 0.5662(3) 0.0405(10) Uani 1 1 d . . . . .
O3 O 0.6135(4) 0.7067(4) 0.9295(4) 0.0653(16) Uani 1 1 d . . . . .
S1 S 0.68113(13) 0.72003(14) 0.71672(11) 0.0439(4) Uani 1 1 d . . . . .
S2A S 0.5848(2) 0.99999(16) 0.61648(13) 0.0370(8) Uani 0.804(7) 1 d . . P A 1
S2B S 0.6605(7) 0.9806(5) 0.6254(5) 0.028(3) Uani 0.196(7) 1 d . . P A 2
S3A S 0.5238(5) 0.7782(3) 0.9363(3) 0.045(2) Uani 0.407(11) 1 d . . P B 1
C3B C 0.5931(13) 0.7926(9) 0.9544(9) 0.048(3) Uani 0.593(11) 1 d . . P B 2
Cl1 Cl 0.85228(12) 0.86995(12) 0.57161(12) 0.0451(4) Uani 1 1 d . . . . .
Cl2 Cl 0.79505(13) 0.60176(12) 0.53259(14) 0.0526(5) Uani 1 1 d . . . . .
I1 I 0.15792(4) 0.31581(4) 0.82633(3) 0.05453(17) Uani 1 1 d . . . . .
In1 In 0.69924(3) 0.75822(3) 0.56434(3) 0.03049(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
C2 N1 1.358(7) . ?
C2 C3 1.389(8) . ?
C2 C7 1.480(8) . ?
C3 C4 1.384(9) . ?
C3 H3 0.9500 . ?
C4 C5 1.384(9) . ?
C4 H4 0.9500 . ?
C5 C6 1.383(9) . ?
C5 H5 0.9500 . ?
C6 N1 1.328(7) . ?
C6 H6 0.9500 . ?
C7 N2 1.287(7) . ?
C7 C15 1.482(7) . ?
C8 N3 1.315(7) . ?
C8 N4 1.352(7) . ?
C8 S1 1.764(6) . ?
C9 C10 1.395(8) . ?
C9 C14 1.397(8) . ?
C9 N4 1.408(7) . ?
C10 C11 1.381(8) . ?
C10 H10 0.9500 . ?
C11 C12 1.378(8) . ?
C11 H11 0.9500 . ?
C12 C13 1.386(8) . ?
C12 I1 2.096(5) . ?
C13 C14 1.385(8) . ?
C13 H13 0.9500 . ?
C14 H14 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C10A S2A 1.763(9) . ?
C10A H10D 0.9800 . ?
C10A H10E 0.9800 . ?
C10A H10F 0.9800 . ?
C10B S2B 1.79(3) . ?
C10B H10A 0.9800 . ?
C10B H10B 0.9800 . ?
C10B H10C 0.9800 . ?
C102 S2B 1.667(9) . ?
C102 S2A 1.788(7) . ?
C102 H10G 0.9800 . ?
C102 H10H 0.9800 . ?
C102 H10I 0.9800 . ?
C102 H10J 0.9800 . ?
C102 H10K 0.9800 . ?
C102 H10L 0.9800 . ?
C201 S3A 1.485(15) . ?
C201 C3B 1.609(17) . ?
C201 H20A 0.9800 . ?
C201 H20B 0.9800 . ?
C201 H20C 0.9800 . ?
C201 H20D 0.9800 . ?
C201 H20E 0.9800 . ?
C201 H20F 0.9800 . ?
C202 C3B 1.507(14) . ?
C202 S3A 1.865(10) . ?
C202 H21A 0.9800 . ?
C202 H21B 0.9800 . ?
C202 H21C 0.9800 . ?
C202 H21D 0.9800 . ?
C202 H21E 0.9800 . ?
C202 H21F 0.9800 . ?
N1 In1 2.252(5) . ?
N2 N3 1.369(6) . ?
N2 In1 2.258(4) . ?
N4 H4A 0.8800 . ?
O1 S2A 1.550(4) . ?
O1 S2B 1.585(8) . ?
O1 In1 2.297(4) . ?
O3 C3B 1.229(12) . ?
O3 S3A 1.484(7) . ?
S1 In1 2.4998(17) . ?
Cl1 In1 2.4031(14) . ?
Cl2 In1 2.4689(17) . ?

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
N1 C2 C3 119.8(5) . . ?
N1 C2 C7 117.4(5) . . ?
C3 C2 C7 122.8(5) . . ?
C4 C3 C2 120.2(6) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C5 C4 C3 118.9(6) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 118.6(6) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 H5 120.7 . . ?
N1 C6 C5 122.4(6) . . ?
N1 C6 H6 118.8 . . ?
C5 C6 H6 118.8 . . ?
N2 C7 C2 115.5(5) . . ?
N2 C7 C15 124.5(5) . . ?
C2 C7 C15 119.9(5) . . ?
N3 C8 N4 119.1(5) . . ?
N3 C8 S1 128.7(4) . . ?
N4 C8 S1 112.2(4) . . ?
C10 C9 C14 119.1(5) . . ?
C10 C9 N4 115.4(5) . . ?
C14 C9 N4 125.4(5) . . ?
C11 C10 C9 120.7(5) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 120.0(5) . . ?
C12 C11 H11 120.0 . . ?
C10 C11 H11 120.0 . . ?
C11 C12 C13 120.0(5) . . ?
C11 C12 I1 119.5(4) . . ?
C13 C12 I1 120.5(4) . . ?
C14 C13 C12 120.6(6) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C9 119.6(5) . . ?
C13 C14 H14 120.2 . . ?
C9 C14 H14 120.2 . . ?
C7 C15 H15A 109.5 . . ?
C7 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C7 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
S2A C10A H10D 109.5 . . ?
S2A C10A H10E 109.5 . . ?
H10D C10A H10E 109.5 . . ?
S2A C10A H10F 109.5 . . ?
H10D C10A H10F 109.5 . . ?
H10E C10A H10F 109.5 . . ?
S2B C10B H10A 109.5 . . ?
S2B C10B H10B 109.5 . . ?
H10A C10B H10B 109.5 . . ?
S2B C10B H10C 109.5 . . ?
H10A C10B H10C 109.5 . . ?
H10B C10B H10C 109.5 . . ?
S2A C102 H10G 109.5 . . ?
S2A C102 H10H 109.5 . . ?
H10G C102 H10H 109.5 . . ?
S2A C102 H10I 109.5 . . ?
H10G C102 H10I 109.5 . . ?
H10H C102 H10I 109.5 . . ?
S2B C102 H10J 109.5 . . ?
S2B C102 H10K 109.5 . . ?
H10J C102 H10K 109.5 . . ?
S2B C102 H10L 109.5 . . ?
H10J C102 H10L 109.5 . . ?
H10K C102 H10L 109.5 . . ?
S3A C201 H20A 109.5 . . ?
S3A C201 H20B 109.5 . . ?
H20A C201 H20B 109.5 . . ?
S3A C201 H20C 109.5 . . ?
H20A C201 H20C 109.5 . . ?
H20B C201 H20C 109.5 . . ?
C3B C201 H20D 109.5 . . ?
C3B C201 H20E 109.5 . . ?
H20D C201 H20E 109.5 . . ?
C3B C201 H20F 109.5 . . ?
H20D C201 H20F 109.5 . . ?
H20E C201 H20F 109.5 . . ?
S3A C202 H21A 109.5 . . ?
S3A C202 H21B 109.5 . . ?
H21A C202 H21B 109.5 . . ?
S3A C202 H21C 109.5 . . ?
H21A C202 H21C 109.5 . . ?
H21B C202 H21C 109.5 . . ?
C3B C202 H21D 109.5 . . ?
C3B C202 H21E 109.5 . . ?
H21D C202 H21E 109.5 . . ?
C3B C202 H21F 109.5 . . ?
H21D C202 H21F 109.5 . . ?
H21E C202 H21F 109.5 . . ?
C6 N1 C2 120.1(5) . . ?
C6 N1 In1 124.4(4) . . ?
C2 N1 In1 115.5(4) . . ?
C7 N2 N3 118.5(4) . . ?
C7 N2 In1 119.1(4) . . ?
N3 N2 In1 122.4(3) . . ?
C8 N3 N2 114.7(4) . . ?
C8 N4 C9 130.9(5) . . ?
C8 N4 H4A 114.5 . . ?
C9 N4 H4A 114.5 . . ?
S2A O1 In1 140.0(3) . . ?
S2B O1 In1 105.5(4) . . ?
C8 S1 In1 96.1(2) . . ?
O1 S2A C10A 107.0(4) . . ?
O1 S2A C102 104.2(3) . . ?
C10A S2A C102 98.3(4) . . ?
O1 S2B C102 108.4(5) . . ?
O1 S2B C10B 89.7(12) . . ?
C102 S2B C10B 96.0(10) . . ?
C201 S3A O3 114.8(7) . . ?
C201 S3A C202 96.0(6) . . ?
O3 S3A C202 93.5(5) . . ?
O3 C3B C202 127.2(11) . . ?
O3 C3B C201 123.1(11) . . ?
C202 C3B C201 106.9(8) . . ?
N1 In1 N2 72.32(16) . . ?
N1 In1 O1 79.10(16) . . ?
N2 In1 O1 82.35(16) . . ?
N1 In1 Cl1 101.55(12) . . ?
N2 In1 Cl1 170.95(12) . . ?
O1 In1 Cl1 90.02(12) . . ?
N1 In1 Cl2 89.52(13) . . ?
N2 In1 Cl2 91.44(12) . . ?
O1 In1 Cl2 168.25(12) . . ?
Cl1 In1 Cl2 95.21(6) . . ?
N1 In1 S1 148.93(12) . . ?
N2 In1 S1 77.78(12) . . ?
O1 In1 S1 88.89(12) . . ?
Cl1 In1 S1 107.05(6) . . ?
Cl2 In1 S1 99.58(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
N1 C2 C3 C4 -1.5(10) . . . . ?
C7 C2 C3 C4 177.0(6) . . . . ?
C2 C3 C4 C5 0.3(11) . . . . ?
C3 C4 C5 C6 1.4(12) . . . . ?
C4 C5 C6 N1 -2.2(12) . . . . ?
N1 C2 C7 N2 -0.8(7) . . . . ?
C3 C2 C7 N2 -179.4(6) . . . . ?
N1 C2 C7 C15 177.7(5) . . . . ?
C3 C2 C7 C15 -0.8(9) . . . . ?
C14 C9 C10 C11 0.0(8) . . . . ?
N4 C9 C10 C11 -177.8(5) . . . . ?
C9 C10 C11 C12 0.5(8) . . . . ?
C10 C11 C12 C13 -0.9(9) . . . . ?
C10 C11 C12 I1 177.5(4) . . . . ?
C11 C12 C13 C14 0.7(10) . . . . ?
I1 C12 C13 C14 -177.7(5) . . . . ?
C12 C13 C14 C9 -0.2(10) . . . . ?
C10 C9 C14 C13 -0.2(9) . . . . ?
N4 C9 C14 C13 177.3(5) . . . . ?
C5 C6 N1 C2 1.0(10) . . . . ?
C5 C6 N1 In1 179.8(5) . . . . ?
C3 C2 N1 C6 0.8(9) . . . . ?
C7 C2 N1 C6 -177.8(5) . . . . ?
C3 C2 N1 In1 -178.1(5) . . . . ?
C7 C2 N1 In1 3.3(6) . . . . ?
C2 C7 N2 N3 177.7(4) . . . . ?
C15 C7 N2 N3 -0.8(8) . . . . ?
C2 C7 N2 In1 -2.1(6) . . . . ?
C15 C7 N2 In1 179.4(4) . . . . ?
N4 C8 N3 N2 179.7(5) . . . . ?
S1 C8 N3 N2 1.6(7) . . . . ?
C7 N2 N3 C8 -175.8(5) . . . . ?
In1 N2 N3 C8 4.0(6) . . . . ?
N3 C8 N4 C9 2.1(9) . . . . ?
S1 C8 N4 C9 -179.5(5) . . . . ?
C10 C9 N4 C8 -177.0(5) . . . . ?
C14 C9 N4 C8 5.4(9) . . . . ?
N3 C8 S1 In1 -5.1(5) . . . . ?
N4 C8 S1 In1 176.7(4) . . . . ?
In1 O1 S2A C10A -21.0(6) . . . . ?
In1 O1 S2A C102 82.5(5) . . . . ?
In1 O1 S2B C102 122.2(5) . . . . ?
In1 O1 S2B C10B -141.6(10) . . . . ?

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
N4 H4A O3 0.88 2.15 2.962(7) 154.0 .

_refine_diff_density_max         1.946
_refine_diff_density_min         -1.913
_refine_diff_density_rms         0.138


_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetone/DMSO (9:1)'
