#------------------------------------------------------------------------------
#$Date: 2020-12-19 05:06:01 +0200 (Sat, 19 Dec 2020) $
#$Revision: 259981 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/60/7706061.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7706061
loop_
_publ_author_name
'Li, Shanhe'
'Khan, Muhammad Hamid'
'Wang, Xiaojun'
'Cai, Meiling'
'Zhang, Juzheng'
'Jiang, Ming'
'Zhang, Zhenlei'
'Wen, Xiao-An'
'Liang, Hong'
'Yang, Feng'
_publ_section_title
;
 Synthesis of a series of novel In(III) 2,6-diacetylpyridine
 bis(thiosemicarbazide) complexes: structure, anticancer function and
 mechanism.
;
_journal_issue                   47
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17207
_journal_page_last               17220
_journal_paper_doi               10.1039/d0dt02266g
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C11 H14 Cl2 In N7 S2'
_chemical_formula_sum            'C11 H14 Cl2 In N7 S2'
_chemical_formula_weight         494.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2020-10-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-10-27 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.015(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4977(13)
_cell_length_b                   13.297(2)
_cell_length_c                   15.646(2)
_cell_measurement_reflns_used    6703
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      26.422
_cell_measurement_theta_min      2.521
_cell_volume                     1722.5(4)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_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)'
_diffrn_ambient_temperature      296.15
_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_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_standards_number         0
_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_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_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
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.620
_refine_diff_density_rms         0.071
_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_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0225
_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
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3070
_reflns_number_total             3539
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt02266g2.cif
_cod_data_source_block           aaaa
_cod_original_cell_volume        1722.4(5)
_cod_database_code               7706061
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_max   0.722
_shelx_estimated_absorpt_t_min   0.699
_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)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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 . . . .
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'
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_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_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) . . . . ?
