#------------------------------------------------------------------------------
#$Date: 2019-11-17 12:28:27 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229872 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/91/1549192.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_1549192
loop_
_publ_author_name
'Hachem, Hadi'
'Xu, Zijun'
'Bellec, Nathalie'
'Jeannin, Olivier'
'Auban-Senzier, Pascale'
'Guizouarn, Thierry'
'Fourmigué, Marc'
'Lorcy, Dominique'
_publ_section_title
;
 Neutral, closed-shell nickel bis(2-alkylthio-thiazole-4,5-dithiolate)
 complexes as single component molecular conductors.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              6580
_journal_page_last               6589
_journal_paper_doi               10.1039/c8dt00818c
_journal_volume                  47
_journal_year                    2018
_chemical_formula_moiety         'C24 H20 P, C8 H6 N2 Ni S8'
_chemical_formula_sum            'C32 H26 N2 Ni P S8'
_chemical_formula_weight         784.69
_chemical_name_common            'PPh4+, [Ni(MeS-tzdt)2]-'
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      15
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.4.3
_audit_creation_date             2017-06-29T17:14:42-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2018-03-01 deposited with the CCDC.
2018-04-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.497(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.777(3)
_cell_length_b                   7.5023(12)
_cell_length_c                   27.660(4)
_cell_measurement_reflns_used    3979
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.25
_cell_measurement_theta_min      2.57
_cell_measurement_wavelength     0.71073
_cell_volume                     3354.9(9)
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker APEX2 (Bruker, 2014)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SIR-92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'APEXII, Bruker-AXS'
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_UB_11      0.053412
_diffrn_orient_matrix_UB_12      -0.032786
_diffrn_orient_matrix_UB_13      -0.007264
_diffrn_orient_matrix_UB_21      -0.02708
_diffrn_orient_matrix_UB_22      -0.106504
_diffrn_orient_matrix_UB_23      -0.01929
_diffrn_orient_matrix_UB_31      -0.015492
_diffrn_orient_matrix_UB_32      0.073136
_diffrn_orient_matrix_UB_33      -0.031347
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_av_unetI/netI     0.0385
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            12617
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.594
_diffrn_reflns_theta_min         2.52
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.152
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
  [Sheldrick, G.M. (2014). SADABS Bruker AXS Inc., Madison, Wisconsin, USA]
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1612
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.335
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3860
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0614
_refine_ls_R_factor_gt           0.0377
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0372P)²+2.5342P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0828
_refine_ls_wR_factor_ref         0.0925
_reflns_Friedel_coverage         0
_reflns_number_gt                2803
_reflns_number_total             3860
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt00818c2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 1549190--1549195.cif.'
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        '	C32 H26 N2 Ni P S8'
_cod_database_code               1549192
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
C1 C 1.17392(18) 0.0000(3) 0.98923(9) 0.0477(6) Uani 1 1 d . . .
C2 C 1.12972(17) -0.0576(3) 0.94309(9) 0.0459(6) Uani 1 1 d . . .
C3 C 1.25286(19) -0.0695(3) 0.92977(9) 0.0511(7) Uani 1 1 d . . .
C4 C 1.4208(2) -0.0691(5) 0.94478(12) 0.0720(9) Uani 1 1 d . . .
H4A H 1.4259 0.0537 0.955 0.108 Uiso 1 1 calc R U .
H4B H 1.4669 -0.1017 0.9322 0.108 Uiso 1 1 calc R U .
H4C H 1.4202 -0.1428 0.9731 0.108 Uiso 1 1 calc R U .
C5 C 0.92015(13) -0.0338(3) 0.76015(8) 0.0325(5) Uani 1 1 d . . .
C6 C 0.88650(15) -0.1608(3) 0.72365(9) 0.0449(6) Uani 1 1 d . . .
H6 H 0.9046 -0.1685 0.6947 0.054 Uiso 1 1 calc R U .
C7 C 0.82642(17) -0.2744(4) 0.73077(11) 0.0572(7) Uani 1 1 d . . .
H7 H 0.8025 -0.3571 0.7061 0.069 Uiso 1 1 calc R U .
C8 C 0.80135(17) -0.2666(4) 0.77425(12) 0.0616(8) Uani 1 1 d . . .
H8 H 0.7615 -0.3459 0.7791 0.074 Uiso 1 1 calc R U .
C9 C 0.83467(17) -0.1430(4) 0.81037(10) 0.0566(7) Uani 1 1 d . . .
H9 H 0.8174 -0.1387 0.8396 0.068 Uiso 1 1 calc R U .
C10 C 0.89396(15) -0.0244(3) 0.80353(9) 0.0432(6) Uani 1 1 d . . .
H10 H 0.916 0.0609 0.8278 0.052 Uiso 1 1 calc R U .
C11 C 1.03905(14) 0.2526(3) 0.80254(7) 0.0327(5) Uani 1 1 d . . .
C12 C 0.98925(16) 0.3950(3) 0.80876(9) 0.0474(6) Uani 1 1 d . . .
H12 H 0.9368 0.4095 0.787 0.057 Uiso 1 1 calc R U .
C13 C 1.0182(2) 0.5137(3) 0.84723(10) 0.0564(7) Uani 1 1 d . . .
H13 H 0.9854 0.6092 0.8515 0.068 Uiso 1 1 calc R U .
C14 C 1.0955(2) 0.4918(3) 0.87933(10) 0.0566(8) Uani 1 1 d . . .
H14 H 1.1148 0.573 0.9052 0.068 Uiso 1 1 calc R U .
C15 C 1.14450(17) 0.3517(4) 0.87369(9) 0.0535(7) Uani 1 1 d . . .
H15 H 1.1966 0.3377 0.8958 0.064 Uiso 1 1 calc R U .
C16 C 1.11647(15) 0.2310(3) 0.83509(8) 0.0400(5) Uani 1 1 d . . .
H16 H 1.1497 0.1358 0.8311 0.048 Uiso 1 1 calc R U .
N1 N 1.17480(15) -0.0972(3) 0.90942(7) 0.0522(6) Uani 1 1 d . . .
S1 S 1.02382(5) -0.07833(10) 0.92977(2) 0.0564(2) Uani 1 1 d . . .
S2 S 1.12872(5) 0.05431(10) 1.03602(2) 0.0551(2) Uani 1 1 d . . .
S3 S 1.27770(5) 0.00736(10) 0.99153(3) 0.0595(2) Uani 1 1 d . . .
S4 S 1.32644(6) -0.09976(12) 0.89648(3) 0.0711(2) Uani 1 1 d . . .
Ni1 Ni 1 0 1 0.04475(15) Uani 1 2 d S . P
P1 P 1 0.10824(10) 0.75 0.03029(19) Uani 1 2 d S T P
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 0 '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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
C2 C1 S2 122.8(2) . .
C2 C1 S3 109.6(2) . .
S2 C1 S3 127.57(15) . .
C1 C2 N1 116.2(3) . .
C1 C2 S1 120.1(2) . .
N1 C2 S1 123.79(19) . .
N1 C3 S4 121.7(2) . .
N1 C3 S3 115.3(2) . .
S4 C3 S3 122.91(18) . .
S4 C4 H4A 109.5 . .
S4 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
S4 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
C10 C5 C6 120.1(2) . .
C10 C5 P1 121.92(18) . .
C6 C5 P1 117.92(17) . .
C7 C6 C5 119.4(2) . .
C7 C6 H6 120.3 . .
C5 C6 H6 120.3 . .
C6 C7 C8 120.4(3) . .
C6 C7 H7 119.8 . .
C8 C7 H7 119.8 . .
C9 C8 C7 120.4(3) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C8 C9 C10 120.3(2) . .
C8 C9 H9 119.9 . .
C10 C9 H9 119.9 . .
C9 C10 C5 119.4(2) . .
C9 C10 H10 120.3 . .
C5 C10 H10 120.3 . .
C16 C11 C12 120.0(2) . .
C16 C11 P1 122.42(17) . .
C12 C11 P1 117.52(17) . .
C13 C12 C11 119.5(2) . .
C13 C12 H12 120.2 . .
C11 C12 H12 120.2 . .
C14 C13 C12 120.1(3) . .
C14 C13 H13 119.9 . .
C12 C13 H13 119.9 . .
C15 C14 C13 120.7(2) . .
C15 C14 H14 119.6 . .
C13 C14 H14 119.6 . .
C14 C15 C16 120.0(2) . .
C14 C15 H15 120 . .
C16 C15 H15 120 . .
C11 C16 C15 119.6(2) . .
C11 C16 H16 120.2 . .
C15 C16 H16 120.2 . .
C3 N1 C2 110.2(2) . .
C2 S1 Ni1 102.15(9) . .
C1 S2 Ni1 101.31(9) . .
C1 S3 C3 88.78(13) . .
C3 S4 C4 101.47(15) . .
S2 Ni1 S2 180 5_757 .
S2 Ni1 S1 93.64(3) 5_757 5_757
S2 Ni1 S1 86.36(3) . 5_757
S2 Ni1 S1 86.36(3) 5_757 .
S2 Ni1 S1 93.64(3) . .
S1 Ni1 S1 180 5_757 .
C11 P1 C11 105.57(14) . 2_756
C11 P1 C5 111.10(10) . 2_756
C11 P1 C5 111.06(10) 2_756 2_756
C11 P1 C5 111.06(10) . .
C11 P1 C5 111.10(10) 2_756 .
C5 P1 C5 107.02(14) 2_756 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.364(3) .
C1 S2 1.715(3) .
C1 S3 1.726(3) .
C2 N1 1.380(3) .
C2 S1 1.722(3) .
C3 N1 1.297(3) .
C3 S4 1.741(3) .
C3 S3 1.745(3) .
C4 S4 1.793(3) .
C4 H4A 0.96 .
C4 H4B 0.96 .
C4 H4C 0.96 .
C5 C10 1.386(3) .
C5 C6 1.393(3) .
C5 P1 1.792(2) .
C6 C7 1.374(3) .
C6 H6 0.93 .
C7 C8 1.377(4) .
C7 H7 0.93 .
C8 C9 1.368(4) .
C8 H8 0.93 .
C9 C10 1.385(4) .
C9 H9 0.93 .
C10 H10 0.93 .
C11 C16 1.378(3) .
C11 C12 1.395(3) .
C11 P1 1.790(2) .
C12 C13 1.373(3) .
C12 H12 0.93 .
C13 C14 1.371(4) .
C13 H13 0.93 .
C14 C15 1.369(4) .
C14 H14 0.93 .
C15 C16 1.383(3) .
C15 H15 0.93 .
C16 H16 0.93 .
S1 Ni1 2.1665(7) .
S2 Ni1 2.1615(8) .
Ni1 S2 2.1615(8) 5_757
Ni1 S1 2.1664(7) 5_757
P1 C11 1.790(2) 2_756
P1 C5 1.791(2) 2_756
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_4
S2 C1 C2 N1 -179.64(18) .
S3 C1 C2 N1 0.4(3) .
S2 C1 C2 S1 0.0(3) .
S3 C1 C2 S1 180.00(13) .
C10 C5 C6 C7 1.0(4) .
P1 C5 C6 C7 178.6(2) .
C5 C6 C7 C8 -1.9(4) .
C6 C7 C8 C9 1.5(4) .
C7 C8 C9 C10 0.0(4) .
C8 C9 C10 C5 -1.0(4) .
C6 C5 C10 C9 0.5(3) .
P1 C5 C10 C9 -177.04(19) .
C16 C11 C12 C13 0.5(4) .
P1 C11 C12 C13 -177.1(2) .
C11 C12 C13 C14 -0.2(4) .
C12 C13 C14 C15 -0.3(4) .
C13 C14 C15 C16 0.4(4) .
C12 C11 C16 C15 -0.3(4) .
P1 C11 C16 C15 177.15(19) .
C14 C15 C16 C11 -0.1(4) .
S4 C3 N1 C2 -177.83(17) .
S3 C3 N1 C2 -0.1(3) .
C1 C2 N1 C3 -0.2(3) .
S1 C2 N1 C3 -179.81(19) .
C1 C2 S1 Ni1 -1.0(2) .
N1 C2 S1 Ni1 178.61(18) .
C2 C1 S2 Ni1 1.0(2) .
S3 C1 S2 Ni1 -179.00(15) .
C2 C1 S3 C3 -0.31(19) .
S2 C1 S3 C3 179.67(19) .
N1 C3 S3 C1 0.2(2) .
S4 C3 S3 C1 177.96(18) .
N1 C3 S4 C4 -173.4(2) .
S3 C3 S4 C4 9.0(2) .
C16 C11 P1 C11 -131.1(2) 2_756
C12 C11 P1 C11 46.45(16) 2_756
C16 C11 P1 C5 -10.6(2) 2_756
C12 C11 P1 C5 166.94(18) 2_756
C16 C11 P1 C5 108.4(2) .
C12 C11 P1 C5 -74.1(2) .
C10 C5 P1 C11 1.0(2) .
C6 C5 P1 C11 -176.63(17) .
C10 C5 P1 C11 -116.23(19) 2_756
C6 C5 P1 C11 66.2(2) 2_756
C10 C5 P1 C5 122.4(2) 2_756
C6 C5 P1 C5 -55.21(16) 2_756
