#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:39:59 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180443 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/12/7211278.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_7211278
loop_
_publ_author_name
'Li, Xin-Yu'
'Sun, Yong-Gang'
'Huo, Peng'
'Shao, Ming-Yan'
'Ji, Shu-Fang'
'Zhu, Qin-Yu'
'Dai, Jie'
_publ_section_title
;
 Metal centered oxidation or ligand centered oxidation of metal
 dithiolene? Spectral, electrochemical and structural studies on a
 nickel-4-pyridine-1,2-dithiolate system.
;
_journal_issue                   11
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              4016
_journal_page_last               4023
_journal_paper_doi               10.1039/c3cp44054k
_journal_volume                  15
_journal_year                    2013
_chemical_formula_sum            'C22 H30 N3 Ni S4'
_chemical_formula_weight         523.44
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 120.770(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.838(8)
_cell_length_b                   8.085(3)
_cell_length_c                   17.795(7)
_cell_measurement_reflns_used    3634
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3
_cell_measurement_theta_min      3.3
_cell_volume                     2452.4(17)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Rigaku Mercury'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0603
_diffrn_reflns_av_sigmaI/netI    0.0477
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11094
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.34
_exptl_absorpt_coefficient_mu    1.146
_exptl_absorpt_correction_T_max  0.8940
_exptl_absorpt_correction_T_min  0.5980
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Jacobson, R. (1998) Private communication'
_exptl_crystal_colour            dark-red
_exptl_crystal_density_diffrn    1.418
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1100
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.274
_refine_diff_density_rms         0.063
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2221
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0590
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0564P)²+3.6554P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1269
_refine_ls_wR_factor_ref         0.1385
_reflns_number_gt                1768
_reflns_number_total             2221
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cp44054k.txt
_cod_data_source_block           l
_cod_original_cell_volume        2452.4(15)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7211278
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ni1 Ni 0.5000 0.5000 0.5000 0.0488(3) Uani 1 2 d S
S1 S 0.44414(7) 0.52575(13) 0.36072(7) 0.0534(3) Uani 1 1 d .
S2 S 0.40483(7) 0.35181(15) 0.48669(7) 0.0599(4) Uani 1 1 d .
N1 N 0.2025(3) 0.3897(6) 0.0390(3) 0.0790(12) Uani 1 1 d .
N2 N 0.5000 0.0069(5) 0.2500 0.0454(11) Uani 1 2 d S
C1 C 0.3580(2) 0.4129(5) 0.3186(3) 0.0483(10) Uani 1 1 d .
C2 C 0.3431(2) 0.3364(5) 0.3762(3) 0.0550(11) Uani 1 1 d .
H2 H 0.2978 0.2733 0.3549 0.066 Uiso 1 1 calc R
C3 C 0.3046(3) 0.4045(5) 0.2228(3) 0.0517(10) Uani 1 1 d .
C4 C 0.3253(3) 0.4684(6) 0.1647(3) 0.0670(14) Uani 1 1 d .
H4 H 0.3740 0.5179 0.1860 0.080 Uiso 1 1 calc R
C5 C 0.2738(3) 0.4585(7) 0.0760(3) 0.0816(16) Uani 1 1 d .
H5 H 0.2896 0.5027 0.0392 0.098 Uiso 1 1 calc R
C6 C 0.1837(3) 0.3277(7) 0.0952(3) 0.0762(15) Uani 1 1 d .
H6 H 0.1348 0.2775 0.0721 0.091 Uiso 1 1 calc R
C7 C 0.2306(3) 0.3320(6) 0.1841(3) 0.0652(13) Uani 1 1 d .
H7 H 0.2130 0.2864 0.2190 0.078 Uiso 1 1 calc R
C8 C 0.4293(3) -0.1050(6) 0.2069(3) 0.0661(13) Uani 1 1 d .
H8A H 0.4323 -0.1817 0.2504 0.079 Uiso 1 1 calc R
H8B H 0.4316 -0.1693 0.1622 0.079 Uiso 1 1 calc R
C9 C 0.3512(3) -0.0169(8) 0.1655(4) 0.097(2) Uani 1 1 d .
H9A H 0.3467 0.0412 0.2098 0.145 Uiso 1 1 calc R
H9B H 0.3096 -0.0964 0.1377 0.145 Uiso 1 1 calc R
H9C H 0.3477 0.0603 0.1227 0.145 Uiso 1 1 calc R
C10 C 0.5023(3) 0.1207(5) 0.1833(3) 0.0579(11) Uani 1 1 d .
H10A H 0.4551 0.1878 0.1564 0.069 Uiso 1 1 calc R
H10B H 0.5467 0.1949 0.2139 0.069 Uiso 1 1 calc R
C11 C 0.5084(3) 0.0339(6) 0.1116(3) 0.0695(14) Uani 1 1 d .
H11A H 0.5554 -0.0317 0.1372 0.104 Uiso 1 1 calc R
H11B H 0.5102 0.1147 0.0731 0.104 Uiso 1 1 calc R
H11C H 0.4636 -0.0364 0.0791 0.104 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 0.0033 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'
Ni Ni 0.3393 1.1124 '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
S2 Ni1 S2 180.0 5_666 .
S2 Ni1 S1 88.78(4) 5_666 .
S2 Ni1 S1 91.22(4) . .
S2 Ni1 S1 91.22(4) 5_666 5_666
S2 Ni1 S1 88.78(4) . 5_666
S1 Ni1 S1 180.0 . 5_666
C1 S1 Ni1 105.15(15) . .
C2 S2 Ni1 103.87(16) . .
C6 N1 C5 114.7(4) . .
C8 N2 C8 106.2(5) . 2_655
C8 N2 C10 110.9(2) . .
C8 N2 C10 111.7(3) 2_655 .
C8 N2 C10 111.7(3) . 2_655
C8 N2 C10 110.9(2) 2_655 2_655
C10 N2 C10 105.5(4) . 2_655
C2 C1 C3 123.1(4) . .
C2 C1 S1 117.5(3) . .
C3 C1 S1 119.4(3) . .
C1 C2 S2 122.2(3) . .
C1 C2 H2 118.9 . .
S2 C2 H2 118.9 . .
C7 C3 C4 115.2(4) . .
C7 C3 C1 122.8(4) . .
C4 C3 C1 121.9(4) . .
C5 C4 C3 120.2(4) . .
C5 C4 H4 119.9 . .
C3 C4 H4 119.9 . .
N1 C5 C4 124.5(5) . .
N1 C5 H5 117.7 . .
C4 C5 H5 117.7 . .
N1 C6 C7 125.0(5) . .
N1 C6 H6 117.5 . .
C7 C6 H6 117.5 . .
C6 C7 C3 120.3(5) . .
C6 C7 H7 119.8 . .
C3 C7 H7 119.8 . .
N2 C8 C9 114.9(4) . .
N2 C8 H8A 108.5 . .
C9 C8 H8A 108.5 . .
N2 C8 H8B 108.5 . .
C9 C8 H8B 108.5 . .
H8A C8 H8B 107.5 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
C11 C10 N2 115.1(4) . .
C11 C10 H10A 108.5 . .
N2 C10 H10A 108.5 . .
C11 C10 H10B 108.5 . .
N2 C10 H10B 108.5 . .
H10A C10 H10B 107.5 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 S2 2.1444(14) 5_666
Ni1 S2 2.1444(14) .
Ni1 S1 2.1457(14) .
Ni1 S1 2.1457(14) 5_666
S1 C1 1.733(4) .
S2 C2 1.708(4) .
N1 C6 1.332(6) .
N1 C5 1.338(6) .
N2 C8 1.507(5) .
N2 C8 1.507(5) 2_655
N2 C10 1.521(5) .
N2 C10 1.521(5) 2_655
C1 C2 1.353(6) .
C1 C3 1.478(6) .
C2 H2 0.9300 .
C3 C7 1.392(6) .
C3 C4 1.392(6) .
C4 C5 1.375(7) .
C4 H4 0.9300 .
C5 H5 0.9300 .
C6 C7 1.365(6) .
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 C9 1.511(7) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H9A 0.9600 .
C9 H9B 0.9600 .
C9 H9C 0.9600 .
C10 C11 1.515(6) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
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
C9 H9C N1 0.96 2.55 3.387(7) 145.8 7
C11 H11C S2 0.96 2.93 3.770(5) 146.4 6
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
S2 Ni1 S1 C1 178.95(15) 5_666
S2 Ni1 S1 C1 -1.05(15) .
S1 Ni1 S1 C1 -42(56) 5_666
S2 Ni1 S2 C2 80(47) 5_666
S1 Ni1 S2 C2 1.54(15) .
S1 Ni1 S2 C2 -178.46(15) 5_666
Ni1 S1 C1 C2 0.1(4) .
Ni1 S1 C1 C3 180.0(3) .
C3 C1 C2 S2 -178.5(3) .
S1 C1 C2 S2 1.3(5) .
Ni1 S2 C2 C1 -2.0(4) .
C2 C1 C3 C7 7.1(6) .
S1 C1 C3 C7 -172.8(3) .
C2 C1 C3 C4 -172.6(4) .
S1 C1 C3 C4 7.6(6) .
C7 C3 C4 C5 0.5(7) .
C1 C3 C4 C5 -179.8(4) .
C6 N1 C5 C4 -0.5(9) .
C3 C4 C5 N1 -0.1(9) .
C5 N1 C6 C7 0.8(9) .
N1 C6 C7 C3 -0.4(9) .
C4 C3 C7 C6 -0.3(7) .
C1 C3 C7 C6 -180.0(4) .
C8 N2 C8 C9 175.4(5) 2_655
C10 N2 C8 C9 -63.1(5) .
C10 N2 C8 C9 54.3(5) 2_655
C8 N2 C10 C11 -61.5(5) .
C8 N2 C10 C11 56.8(5) 2_655
C10 N2 C10 C11 177.4(5) 2_655
