#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/2/24/08/2240897.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2240897
loop_
_publ_author_name
'Ahmida, Aziza'
'Flörke, Ulrich'
'Egold, Hans'
'Henkel, Gerald'
_publ_section_title
;
 Crystal structure of
 dichloridobis(1,3,4,5-tetramethyl-1H-imidazol-2-ium-2-thiolate-κS)nickel(II)
;
_journal_coeditor_code           HP2071
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m147
_journal_paper_doi               10.1107/S2056989015012281
_journal_volume                  71
_journal_year                    2015
_chemical_formula_iupac          '[Ni Cl2 (C7 H12 N2 S)2]'
_chemical_formula_moiety         'C14 H24 Cl2 N4 Ni S2'
_chemical_formula_sum            'C14 H24 Cl2 N4 Ni S2'
_chemical_formula_weight         442.10
_chemical_name_systematic
Dichloridobis(1,3,4,5-tetramethyl-1H-imidazol-2-ium-2-thiolate-κS)nickel(II)
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.104(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.8539(17)
_cell_length_b                   8.5969(10)
_cell_length_c                   16.4434(19)
_cell_measurement_reflns_used    2710
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      28.25
_cell_measurement_theta_min      2.67
_cell_volume                     1945.5(4)
_computing_cell_refinement
;
SAINT (Bruker, 2002)
;
_computing_data_collection
;
SMART (Bruker, 2002)
;
_computing_data_reduction
;
SAINT (Bruker, 2002)
;
_computing_molecular_graphics
;
SHELXTL (Sheldrick, 2008)
;
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and local programs
;
_computing_structure_refinement
;
SHELXTL (Sheldrick, 2008)
;
_computing_structure_solution
;
SHELXTL (Sheldrick, 2008)
;
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_sigmaI/netI    0.0323
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8874
_diffrn_reflns_theta_full        28.20
_diffrn_reflns_theta_max         28.20
_diffrn_reflns_theta_min         2.79
_diffrn_standards_decay_%        0
_diffrn_standards_number         2725
_exptl_absorpt_coefficient_mu    1.490
_exptl_absorpt_correction_T_max  0.8186
_exptl_absorpt_correction_T_min  0.5668
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(SADABS; Sheldrick, 2004)
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.265
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         2396
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.093
_refine_ls_R_factor_all          0.0421
_refine_ls_R_factor_gt           0.0346
_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)+(0.0492P)²+0.3156P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0892
_reflns_number_gt                2050
_reflns_number_total             2396
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            hp2071sup1.cf
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2240897
_cod_database_fobs_code          2240897
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Ni Ni1 0.0000 0.47837(4) 0.2500 0.02273(12) Uani d S 1 2
Cl Cl1 0.05106(4) 0.61687(7) 0.16067(3) 0.03670(15) Uani d . 1 1
S S1 0.11606(3) 0.29666(6) 0.32329(3) 0.02693(14) Uani d . 1 1
N N1 0.22435(11) 0.46213(18) 0.46966(10) 0.0225(3) Uani d . 1 1
N N2 0.27871(11) 0.48030(18) 0.36568(10) 0.0235(3) Uani d . 1 1
C C1 0.20753(13) 0.4178(2) 0.38685(12) 0.0222(4) Uani d . 1 1
C C2 0.16219(14) 0.4241(3) 0.51751(13) 0.0292(4) Uani d . 1 1
H H2A 0.1144 0.5072 0.5092 0.044 Uiso calc R 1 1
H H2B 0.2020 0.4135 0.5801 0.044 Uiso calc R 1 1
H H2C 0.1283 0.3259 0.4954 0.044 Uiso calc R 1 1
C C3 0.30709(13) 0.5538(2) 0.50124(12) 0.0237(4) Uani d . 1 1
C C4 0.34399(15) 0.6198(2) 0.59158(12) 0.0305(4) Uani d . 1 1
H H4A 0.3994 0.6881 0.5993 0.046 Uiso calc R 1 1
H H4B 0.3646 0.5351 0.6345 0.046 Uiso calc R 1 1
H H4C 0.2923 0.6798 0.6004 0.046 Uiso calc R 1 1
C C5 0.34120(13) 0.5658(2) 0.43585(12) 0.0250(4) Uani d . 1 1
C C6 0.42680(14) 0.6509(3) 0.43159(14) 0.0338(5) Uani d . 1 1
H H6A 0.4624 0.7006 0.4883 0.051 Uiso calc R 1 1
H H6B 0.4046 0.7306 0.3857 0.051 Uiso calc R 1 1
H H6C 0.4697 0.5776 0.4180 0.051 Uiso calc R 1 1
C C7 0.28996(15) 0.4587(3) 0.28167(13) 0.0306(5) Uani d . 1 1
H H7A 0.3421 0.3837 0.2890 0.046 Uiso calc R 1 1
H H7B 0.3063 0.5585 0.2619 0.046 Uiso calc R 1 1
H H7C 0.2290 0.4196 0.2380 0.046 Uiso calc R 1 1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Ni1 0.02009(19) 0.0228(2) 0.02449(19) 0.000 0.00747(14) 0.000
Cl1 0.0332(3) 0.0404(3) 0.0408(3) 0.0038(2) 0.0189(2) 0.0134(2)
S1 0.0247(2) 0.0242(3) 0.0280(3) 0.00122(18) 0.00545(19) 0.00048(18)
N1 0.0203(7) 0.0249(9) 0.0229(8) 0.0024(6) 0.0087(6) 0.0042(6)
N2 0.0219(8) 0.0263(9) 0.0227(8) 0.0042(6) 0.0086(6) 0.0054(6)
C1 0.0209(8) 0.0233(10) 0.0228(9) 0.0049(7) 0.0085(7) 0.0055(7)
C2 0.0271(10) 0.0386(12) 0.0262(10) 0.0002(8) 0.0150(8) 0.0044(8)
C3 0.0219(9) 0.0223(10) 0.0260(9) 0.0022(7) 0.0078(7) 0.0047(7)
C4 0.0337(11) 0.0298(11) 0.0270(10) -0.0017(8) 0.0101(8) 0.0010(8)
C5 0.0219(9) 0.0253(10) 0.0260(9) 0.0015(7) 0.0071(7) 0.0057(8)
C6 0.0275(10) 0.0394(12) 0.0354(11) -0.0042(9) 0.0130(8) 0.0091(9)
C7 0.0314(11) 0.0398(12) 0.0247(10) 0.0059(9) 0.0153(8) 0.0041(9)
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'
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'
Ni Ni 0.3393 1.1124 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
Cl1 Ni1 Cl1 . 2 115.58(3)
Cl1 Ni1 S1 . 2 112.96(2)
Cl1 Ni1 S1 2 2 109.46(2)
Cl1 Ni1 S1 . . 109.46(2)
Cl1 Ni1 S1 2 . 112.96(2)
S1 Ni1 S1 2 . 94.55(3)
C1 S1 Ni1 . . 99.91(6)
C1 N1 C3 . . 109.97(16)
C1 N1 C2 . . 124.69(16)
C3 N1 C2 . . 125.30(17)
C1 N2 C5 . . 109.99(16)
C1 N2 C7 . . 125.03(17)
C5 N2 C7 . . 124.97(17)
N2 C1 N1 . . 106.54(16)
N2 C1 S1 . . 127.15(14)
N1 C1 S1 . . 126.23(15)
N1 C2 H2A . . 109.5
N1 C2 H2B . . 109.5
H2A C2 H2B . . 109.5
N1 C2 H2C . . 109.5
H2A C2 H2C . . 109.5
H2B C2 H2C . . 109.5
C5 C3 N1 . . 106.84(16)
C5 C3 C4 . . 131.00(18)
N1 C3 C4 . . 122.16(17)
C3 C4 H4A . . 109.5
C3 C4 H4B . . 109.5
H4A C4 H4B . . 109.5
C3 C4 H4C . . 109.5
H4A C4 H4C . . 109.5
H4B C4 H4C . . 109.5
C3 C5 N2 . . 106.67(17)
C3 C5 C6 . . 130.91(18)
N2 C5 C6 . . 122.42(18)
C5 C6 H6A . . 109.5
C5 C6 H6B . . 109.5
H6A C6 H6B . . 109.5
C5 C6 H6C . . 109.5
H6A C6 H6C . . 109.5
H6B C6 H6C . . 109.5
N2 C7 H7A . . 109.5
N2 C7 H7B . . 109.5
H7A C7 H7B . . 109.5
N2 C7 H7C . . 109.5
H7A C7 H7C . . 109.5
H7B C7 H7C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 Cl1 . 2.2336(6)
Ni1 Cl1 2 2.2337(6)
Ni1 S1 2 2.3024(6)
Ni1 S1 . 2.3024(6)
S1 C1 . 1.719(2)
N1 C1 . 1.344(2)
N1 C3 . 1.386(2)
N1 C2 . 1.458(2)
N2 C1 . 1.343(2)
N2 C5 . 1.388(2)
N2 C7 . 1.464(2)
C2 H2A . 0.9800
C2 H2B . 0.9800
C2 H2C . 0.9800
C3 C5 . 1.354(3)
C3 C4 . 1.489(3)
C4 H4A . 0.9800
C4 H4B . 0.9800
C4 H4C . 0.9800
C5 C6 . 1.492(3)
C6 H6A . 0.9800
C6 H6B . 0.9800
C6 H6C . 0.9800
C7 H7A . 0.9800
C7 H7B . 0.9800
C7 H7C . 0.9800
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_site_symmetry_1
_geom_torsion
Cl1 Ni1 S1 C1 2 -63.57(7)
Cl1 Ni1 S1 C1 . 66.74(7)
S1 Ni1 S1 C1 2 -176.95(7)
C5 N2 C1 N1 . -0.2(2)
C7 N2 C1 N1 . 178.56(17)
C5 N2 C1 S1 . -177.22(14)
C7 N2 C1 S1 . 1.6(3)
C3 N1 C1 N2 . 0.0(2)
C2 N1 C1 N2 . 177.77(17)
C3 N1 C1 S1 . 177.06(14)
C2 N1 C1 S1 . -5.2(3)
Ni1 S1 C1 N2 . -89.72(16)
Ni1 S1 C1 N1 . 93.84(16)
C1 N1 C3 C5 . 0.2(2)
C2 N1 C3 C5 . -177.55(18)
C1 N1 C3 C4 . -179.83(17)
C2 N1 C3 C4 . 2.4(3)
N1 C3 C5 N2 . -0.3(2)
C4 C3 C5 N2 . 179.72(19)
N1 C3 C5 C6 . 179.12(19)
C4 C3 C5 C6 . -0.9(4)
C1 N2 C5 C3 . 0.3(2)
C7 N2 C5 C3 . -178.45(18)
C1 N2 C5 C6 . -179.15(17)
C7 N2 C5 C6 . 2.1(3)
