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#$Date: 2023-01-30 12:11:52 +0200 (Mon, 30 Jan 2023) $
#$Revision: 280663 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/66/8106619.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.
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data_8106619
loop_
_publ_author_name
'Yun, Zhang'
'Youzhu, Yu'
'Weiyun, Shi'
'Aimin, Wei'
'Fengli, Wang'
_publ_section_title
;
 Crystal structure of
 cis-bis((1H-benzimidazol-2-yl)methanol-\kN,O)-bis(isothiocyanato-κ
 N)nickel(II), C18H16N6NiO2S2
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              613
_journal_page_last               614
_journal_paper_doi               10.1515/ncrs-2016-0373
_journal_volume                  232
_journal_year                    2017
_chemical_formula_sum            'C18 H16 N6 Ni O2 S2'
_chemical_formula_weight         471.20
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 109.45(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.935(3)
_cell_length_b                   8.5054(17)
_cell_length_c                   16.268(3)
_cell_measurement_reflns_used    5929
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.42
_cell_measurement_theta_min      2.80
_cell_volume                     1948.6(8)
_computing_cell_refinement       'Bruker SAINT [2]'
_computing_data_collection       'Bruker APEX2 [1]'
_computing_data_reduction        'Bruker SAINT [2]'
_computing_molecular_graphics    'SHELXL-2013 [3]'
_computing_publication_material  'SHELXL-2013 [3]'
_computing_structure_refinement  'SHELXL-2013 [3]'
_computing_structure_solution    'SHELXS-2013 [3]'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0221
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8603
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.473
_diffrn_reflns_theta_min         2.798
_exptl_absorpt_coefficient_mu    1.239
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_description       block
_exptl_crystal_F_000             968
_refine_diff_density_max         0.317
_refine_diff_density_min         -0.379
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     132
_refine_ls_number_reflns         2443
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0243
_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)+(0.0354P)²+1.2441P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0656
_refine_ls_wR_factor_ref         0.0669
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2298
_reflns_number_total             2443
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2016-0373_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        1948.5(8)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               8106619
_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.
;
loop_
_space_group_symop_operation_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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0000 0.77628(3) 0.2500 0.02415(8) Uani 1 2 d S T P . .
S1 S 0.24516(3) 0.38414(5) 0.31948(3) 0.03853(11) Uani 1 1 d . . . . .
O1 O 0.10748(7) 0.95944(13) 0.27971(6) 0.0340(2) Uani 1 1 d . . . . .
H1C H 0.1425 0.9402 0.2514 0.041 Uiso 1 1 calc R U . . .
N1 N 0.03078(8) 0.80851(13) 0.38138(7) 0.0273(2) Uani 1 1 d . . . . .
C3 C -0.00078(10) 0.75616(15) 0.44834(9) 0.0276(3) Uani 1 1 d . . . . .
N3 N 0.10503(9) 0.61567(15) 0.26822(8) 0.0354(3) Uani 1 1 d . . . . .
C9 C 0.16352(9) 0.52175(16) 0.28858(8) 0.0285(3) Uani 1 1 d . . . . .
N2 N 0.12697(9) 0.90409(16) 0.50627(8) 0.0371(3) Uani 1 1 d . . . . .
H2 H 0.1736 0.9547 0.5421 0.045 Uiso 1 1 calc R U . . .
C4 C -0.07681(10) 0.66094(18) 0.44675(10) 0.0338(3) Uani 1 1 d . . . . .
H4 H -0.1174 0.6194 0.3948 0.041 Uiso 1 1 calc R U . . .
C7 C 0.04749(13) 0.7832(2) 0.60690(10) 0.0437(4) Uani 1 1 d . . . . .
H7 H 0.0888 0.8223 0.6592 0.052 Uiso 1 1 calc R U . . .
C1 C 0.16229(10) 0.97039(19) 0.36954(10) 0.0373(3) Uani 1 1 d . . . . .
H1A H 0.1750 1.0796 0.3865 0.045 Uiso 1 1 calc R U . . .
H1B H 0.2224 0.9163 0.3811 0.045 Uiso 1 1 calc R U . . .
C2 C 0.10579(10) 0.89560(16) 0.41918(9) 0.0309(3) Uani 1 1 d . . . . .
C5 C -0.08975(12) 0.6303(2) 0.52544(11) 0.0419(3) Uani 1 1 d . . . . .
H5 H -0.1407 0.5681 0.5262 0.050 Uiso 1 1 calc R U . . .
C8 C 0.05962(10) 0.81615(17) 0.52738(9) 0.0331(3) Uani 1 1 d . . . . .
C6 C -0.02833(13) 0.6903(2) 0.60404(11) 0.0468(4) Uani 1 1 d . . . . .
H6 H -0.0393 0.6666 0.6557 0.056 Uiso 1 1 calc R U . . .
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'
O O 0.0106 0.0060 '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'
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
N3 Ni1 N3 95.21(8) 2 .
N3 Ni1 N1 97.86(5) 2 .
N3 Ni1 N1 92.50(5) . .
N3 Ni1 N1 92.50(5) 2 2
N3 Ni1 N1 97.86(5) . 2
N1 Ni1 N1 164.63(7) . 2
N3 Ni1 O1 88.41(5) 2 2
N3 Ni1 O1 174.08(4) . 2
N1 Ni1 O1 91.64(5) . 2
N1 Ni1 O1 77.26(5) 2 2
N3 Ni1 O1 174.08(4) 2 .
N3 Ni1 O1 88.41(5) . .
N1 Ni1 O1 77.26(5) . .
N1 Ni1 O1 91.64(5) 2 .
O1 Ni1 O1 88.38(6) 2 .
C1 O1 Ni1 113.95(8) . .
C1 O1 H1C 109.5 . .
Ni1 O1 H1C 107.1 . .
C2 N1 C3 105.76(11) . .
C2 N1 Ni1 115.09(9) . .
C3 N1 Ni1 138.96(9) . .
C4 C3 N1 131.17(13) . .
C4 C3 C8 120.22(13) . .
N1 C3 C8 108.61(12) . .
C9 N3 Ni1 171.48(12) . .
N3 C9 S1 178.05(13) . .
C2 N2 C8 107.23(12) . .
C2 N2 H2 126.4 . .
C8 N2 H2 126.4 . .
C5 C4 C3 117.30(14) . .
C5 C4 H4 121.3 . .
C3 C4 H4 121.3 . .
C6 C7 C8 116.52(15) . .
C6 C7 H7 121.7 . .
C8 C7 H7 121.7 . .
O1 C1 C2 107.04(11) . .
O1 C1 H1A 110.3 . .
C2 C1 H1A 110.3 . .
O1 C1 H1B 110.3 . .
C2 C1 H1B 110.3 . .
H1A C1 H1B 108.6 . .
N1 C2 N2 112.83(12) . .
N1 C2 C1 122.39(12) . .
N2 C2 C1 124.74(13) . .
C4 C5 C6 121.79(15) . .
C4 C5 H5 119.1 . .
C6 C5 H5 119.1 . .
N2 C8 C7 131.95(14) . .
N2 C8 C3 105.56(12) . .
C7 C8 C3 122.48(14) . .
C7 C6 C5 121.67(14) . .
C7 C6 H6 119.2 . .
C5 C6 H6 119.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N3 2.0260(13) 2
Ni1 N3 2.0260(13) .
Ni1 N1 2.0495(12) .
Ni1 N1 2.0495(12) 2
Ni1 O1 2.1727(10) 2
Ni1 O1 2.1727(10) .
S1 C9 1.6435(14) .
O1 C1 1.4204(18) .
O1 H1C 0.8200 .
N1 C2 1.3126(17) .
N1 C3 1.3959(17) .
C3 C4 1.388(2) .
C3 C8 1.398(2) .
N3 C9 1.1481(18) .
N2 C2 1.3468(18) .
N2 C8 1.3854(19) .
N2 H2 0.8600 .
C4 C5 1.382(2) .
C4 H4 0.9300 .
C7 C6 1.369(3) .
C7 C8 1.393(2) .
C7 H7 0.9300 .
C1 C2 1.4909(19) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C5 C6 1.399(3) .
C5 H5 0.9300 .
C6 H6 0.9300 .
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
C7 H7 O1 0.93 2.65 3.438(2) 143.4 6_576
N2 H2 S1 0.86 2.57 3.3649(16) 154.2 7_566
O1 H1C S1 0.82 2.38 3.1972(13) 175.2 4
O1 H1C S1 0.82 2.38 3.1972(13) 175.2 4
N2 H2 S1 0.86 2.57 3.3649(16) 154.2 7_566
C7 H7 O1 0.93 2.65 3.438(2) 143.4 6_576
O1 H1C S1 0.82 2.38 3.1972(13) 175.2 4
N2 H2 S1 0.86 2.57 3.3649(16) 154.2 7_566
C7 H7 O1 0.93 2.65 3.438(2) 143.4 6_576
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
C2 N1 C3 C4 179.99(15) . . . .
Ni1 N1 C3 C4 -5.4(2) . . . .
C2 N1 C3 C8 -0.28(15) . . . .
Ni1 N1 C3 C8 174.32(11) . . . .
N1 C3 C4 C5 -179.82(14) . . . .
C8 C3 C4 C5 0.5(2) . . . .
Ni1 O1 C1 C2 -21.34(15) . . . .
C3 N1 C2 N2 0.52(16) . . . .
Ni1 N1 C2 N2 -175.57(10) . . . .
C3 N1 C2 C1 178.24(13) . . . .
Ni1 N1 C2 C1 2.15(18) . . . .
C8 N2 C2 N1 -0.56(17) . . . .
C8 N2 C2 C1 -178.22(14) . . . .
O1 C1 C2 N1 13.3(2) . . . .
O1 C1 C2 N2 -169.21(14) . . . .
C3 C4 C5 C6 -0.9(2) . . . .
C2 N2 C8 C7 179.38(17) . . . .
C2 N2 C8 C3 0.34(16) . . . .
C6 C7 C8 N2 179.96(16) . . . .
C6 C7 C8 C3 -1.1(2) . . . .
C4 C3 C8 N2 179.72(13) . . . .
N1 C3 C8 N2 -0.05(16) . . . .
C4 C3 C8 C7 0.6(2) . . . .
N1 C3 C8 C7 -179.20(14) . . . .
C8 C7 C6 C5 0.7(3) . . . .
C4 C5 C6 C7 0.3(3) . . . .
