#------------------------------------------------------------------------------
#$Date: 2022-06-22 09:23:47 +0300 (Wed, 22 Jun 2022) $
#$Revision: 276143 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/64/1556435.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_1556435
loop_
_publ_author_name
'Yang, X.'
'Lunsford, A.'
'Darensbourg, M.Y.'
_publ_section_title
;
 Connecting Main-Group Metals (Al, Ga, In) and Tungsten(0) Carbonyls via
 the N2S2 Metallo-Ligand Strategy
;
_journal_name_full               Inorganics
_journal_page_first              115
_journal_paper_doi               10.3390/inorganics7090115
_journal_volume                  7
_journal_year                    2019
_chemical_formula_moiety         'C9 H18 Cl In N2 S2'
_chemical_formula_sum            'C9 H18 Cl In N2 S2'
_chemical_formula_weight         368.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 114.1070(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7424(6)
_cell_length_b                   7.3373(3)
_cell_length_c                   15.3561(7)
_cell_measurement_reflns_used    17129
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      72.366
_cell_measurement_theta_min      3.153
_cell_volume                     1310.50(10)
_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 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      143.19
_diffrn_detector                 'Bruker APEX2 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0540
_diffrn_reflns_av_unetI/netI     0.0333
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18017
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         72.423
_diffrn_reflns_theta_min         3.800
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_exptl_absorpt_coefficient_mu    19.030
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_correction_T_min  0.3769
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.868
_exptl_crystal_description       needle
_exptl_crystal_F_000             736
_exptl_crystal_recrystallization_method 'MeOH/Et2O diffusion'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.571
_refine_diff_density_min         -1.423
_refine_diff_density_rms         0.190
_refine_ls_extinction_coef       0.00359(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.198
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2567
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.198
_refine_ls_R_factor_all          0.0277
_refine_ls_R_factor_gt           0.0275
_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)+(0.0353P)²+1.6650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0716
_refine_ls_wR_factor_ref         0.0720
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2556
_reflns_number_total             2567
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            InClN2S2.cif
_cod_data_source_block           alet_0m_a
_cod_depositor_comments
;

2022-06-21
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C3 H6 Cl0.33 In0.33 N0.67 S0.67'
_cod_original_formula_weight         122.88
_cod_original_formula_moiety         '0.33(C9 H18 Cl In N2 S2)'
_cod_original_formula_units_Z            12
_cod_database_code               1556435
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B),
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B)
;
_olex2_submission_special_instructions 'No special instructions were received'
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'
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 0.73049(2) 0.62481(2) 0.53925(2) 0.00822(11) Uani 1 1 d . . . . .
Cl1 Cl 0.90164(5) 0.75226(9) 0.52857(5) 0.01889(17) Uani 1 1 d . . . . .
S1 S 0.72592(7) 0.72940(10) 0.68853(5) 0.02170(18) Uani 1 1 d . . . . .
S2 S 0.56585(6) 0.73111(10) 0.39922(5) 0.01801(17) Uani 1 1 d . . . . .
N1 N 0.8225(2) 0.3729(3) 0.63241(17) 0.0124(5) Uani 1 1 d . . . . .
N2 N 0.7137(2) 0.3706(3) 0.44450(17) 0.0104(5) Uani 1 1 d . . . . .
C1 C 0.7364(2) 0.2395(4) 0.63639(19) 0.0153(6) Uani 1 1 d . . . . .
H1A H 0.675839 0.306034 0.648175 0.018 Uiso 1 1 calc R . . . .
H1B H 0.774669 0.155615 0.690695 0.018 Uiso 1 1 calc R . . . .
C2 C 0.6806(3) 0.1285(3) 0.5455(2) 0.0165(6) Uani 1 1 d . . . . .
H2A H 0.738909 0.044653 0.540754 0.020 Uiso 1 1 calc R . . . .
H2B H 0.618954 0.052895 0.550526 0.020 Uiso 1 1 calc R . . . .
C3 C 0.6296(2) 0.2391(4) 0.4545(2) 0.0155(5) Uani 1 1 d . . . . .
H3A H 0.602475 0.155196 0.399139 0.019 Uiso 1 1 calc R . . . .
H3B H 0.562128 0.307344 0.453569 0.019 Uiso 1 1 calc R . . . .
C4 C 0.8296(2) 0.2897(4) 0.4760(2) 0.0156(6) Uani 1 1 d . . . . .
H4A H 0.874616 0.358913 0.447694 0.019 Uiso 1 1 calc R . . . .
H4B H 0.822699 0.162458 0.452910 0.019 Uiso 1 1 calc R . . . .
C5 C 0.8943(2) 0.2919(4) 0.5868(2) 0.0171(6) Uani 1 1 d . . . . .
H5A H 0.915428 0.165748 0.610285 0.021 Uiso 1 1 calc R . . . .
H5B H 0.966143 0.363245 0.605158 0.021 Uiso 1 1 calc R . . . .
C6 C 0.8913(3) 0.4479(4) 0.72824(19) 0.0206(6) Uani 1 1 d . . . . .
H6A H 0.950518 0.531214 0.724663 0.025 Uiso 1 1 calc R . . . .
H6B H 0.931195 0.347034 0.772120 0.025 Uiso 1 1 calc R . . . .
C7 C 0.8166(3) 0.5508(4) 0.76774(19) 0.0223(6) Uani 1 1 d . . . . .
H7A H 0.867091 0.607439 0.829152 0.027 Uiso 1 1 calc R . . . .
H7B H 0.766377 0.462316 0.781054 0.027 Uiso 1 1 calc R . . . .
C8 C 0.6709(2) 0.4397(4) 0.34549(18) 0.0164(6) Uani 1 1 d . . . . .
H8A H 0.658028 0.335429 0.301364 0.020 Uiso 1 1 calc R . . . .
H8B H 0.730159 0.519059 0.339096 0.020 Uiso 1 1 calc R . . . .
C9 C 0.5592(2) 0.5470(4) 0.31683(19) 0.0172(6) Uani 1 1 d . . . . .
H9A H 0.496970 0.461908 0.312530 0.021 Uiso 1 1 calc R . . . .
H9B H 0.538942 0.599487 0.252593 0.021 Uiso 1 1 calc R . . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In 0.0822 5.0449 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
Cl1 In1 S1 107.92(3) . .
S2 In1 Cl1 106.79(2) . .
S2 In1 S1 112.68(3) . .
N1 In1 Cl1 96.07(6) . .
N1 In1 S1 82.65(6) . .
N1 In1 S2 145.89(6) . .
N2 In1 Cl1 97.00(6) . .
N2 In1 S1 144.10(6) . .
N2 In1 S2 83.02(6) . .
N2 In1 N1 69.09(8) . .
C7 S1 In1 98.48(10) . .
C9 S2 In1 98.85(9) . .
C1 N1 In1 110.55(17) . .
C5 N1 In1 106.23(16) . .
C5 N1 C1 111.3(2) . .
C6 N1 In1 105.10(17) . .
C6 N1 C1 110.6(2) . .
C6 N1 C5 112.9(2) . .
C3 N2 In1 109.91(17) . .
C4 N2 In1 107.07(17) . .
C4 N2 C3 111.7(2) . .
C4 N2 C8 112.0(2) . .
C8 N2 In1 105.66(16) . .
C8 N2 C3 110.3(2) . .
N1 C1 H1A 109.0 . .
N1 C1 H1B 109.0 . .
N1 C1 C2 113.0(2) . .
H1A C1 H1B 107.8 . .
C2 C1 H1A 109.0 . .
C2 C1 H1B 109.0 . .
C1 C2 H2A 108.5 . .
C1 C2 H2B 108.5 . .
H2A C2 H2B 107.5 . .
C3 C2 C1 115.1(2) . .
C3 C2 H2A 108.5 . .
C3 C2 H2B 108.5 . .
N2 C3 C2 112.6(2) . .
N2 C3 H3A 109.1 . .
N2 C3 H3B 109.1 . .
C2 C3 H3A 109.1 . .
C2 C3 H3B 109.1 . .
H3A C3 H3B 107.8 . .
N2 C4 H4A 109.3 . .
N2 C4 H4B 109.3 . .
N2 C4 C5 111.5(2) . .
H4A C4 H4B 108.0 . .
C5 C4 H4A 109.3 . .
C5 C4 H4B 109.3 . .
N1 C5 C4 111.4(2) . .
N1 C5 H5A 109.3 . .
N1 C5 H5B 109.3 . .
C4 C5 H5A 109.3 . .
C4 C5 H5B 109.3 . .
H5A C5 H5B 108.0 . .
N1 C6 H6A 109.3 . .
N1 C6 H6B 109.3 . .
N1 C6 C7 111.6(2) . .
H6A C6 H6B 108.0 . .
C7 C6 H6A 109.3 . .
C7 C6 H6B 109.3 . .
S1 C7 H7A 108.6 . .
S1 C7 H7B 108.6 . .
C6 C7 S1 114.6(2) . .
C6 C7 H7A 108.6 . .
C6 C7 H7B 108.6 . .
H7A C7 H7B 107.6 . .
N2 C8 H8A 109.1 . .
N2 C8 H8B 109.1 . .
N2 C8 C9 112.5(2) . .
H8A C8 H8B 107.8 . .
C9 C8 H8A 109.1 . .
C9 C8 H8B 109.1 . .
S2 C9 H9A 108.7 . .
S2 C9 H9B 108.7 . .
C8 C9 S2 114.05(19) . .
C8 C9 H9A 108.7 . .
C8 C9 H9B 108.7 . .
H9A C9 H9B 107.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
In1 Cl1 2.4392(6) .
In1 S1 2.4406(7) .
In1 S2 2.4389(6) .
In1 N1 2.338(2) .
In1 N2 2.321(2) .
S1 C7 1.840(3) .
S2 C9 1.829(3) .
N1 C1 1.490(4) .
N1 C5 1.485(4) .
N1 C6 1.478(3) .
N2 C3 1.496(4) .
N2 C4 1.477(4) .
N2 C8 1.479(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C1 C2 1.519(4) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C2 C3 1.514(4) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C4 C5 1.559(4) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C6 C7 1.522(5) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C8 C9 1.525(4) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
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
In1 S1 C7 C6 18.9(2) . . . .
In1 S2 C9 C8 -20.1(2) . . . .
In1 N1 C1 C2 76.2(2) . . . .
In1 N1 C5 C4 -41.3(3) . . . .
In1 N1 C6 C7 57.4(3) . . . .
In1 N2 C3 C2 -78.4(2) . . . .
In1 N2 C4 C5 40.9(3) . . . .
In1 N2 C8 C9 -55.7(3) . . . .
N1 C1 C2 C3 -52.3(3) . . . .
N1 C6 C7 S1 -53.4(3) . . . .
N2 C4 C5 N1 0.6(3) . . . .
N2 C8 C9 S2 53.1(3) . . . .
C1 N1 C5 C4 79.1(3) . . . .
C1 N1 C6 C7 -61.9(3) . . . .
C1 C2 C3 N2 53.2(3) . . . .
C3 N2 C4 C5 -79.5(3) . . . .
C3 N2 C8 C9 63.0(3) . . . .
C4 N2 C3 C2 40.3(3) . . . .
C4 N2 C8 C9 -172.0(2) . . . .
C5 N1 C1 C2 -41.5(3) . . . .
C5 N1 C6 C7 172.8(2) . . . .
C6 N1 C1 C2 -167.8(2) . . . .
C6 N1 C5 C4 -156.0(2) . . . .
C8 N2 C3 C2 165.5(2) . . . .
C8 N2 C4 C5 156.3(2) . . . .
