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#$Date: 2022-11-21 11:58:39 +0200 (Mon, 21 Nov 2022) $
#$Revision: 279433 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/61/8106185.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_8106185
loop_
_publ_author_name
'Wu, Hao'
'Wu, Wei-Na'
_publ_section_title
;
 Crystal structure of
 bis(1-(phenylsulfonyl)-2-(1-(pyrazin-2-yl)ethylidene)hydrazin-1-ido-κ3
 N,N′,O)nickel(II), C24H22N8O4S2Ni
;
_journal_issue                   3
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              465
_journal_page_last               466
_journal_paper_doi               10.1515/ncrs-2017-0356
_journal_volume                  233
_journal_year                    2018
_chemical_formula_sum            'C24 H22 N8 Ni O4 S2'
_chemical_formula_weight         609.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           41
_space_group_name_Hall           'A 2 -2ab'
_space_group_name_H-M_alt        'A e a 2'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.845(6)
_cell_length_b                   21.937(11)
_cell_length_c                   9.907(5)
_cell_measurement_reflns_used    2263
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.52
_cell_measurement_theta_min      2.53
_cell_volume                     2574(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0286
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6228
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        24.993
_diffrn_reflns_theta_max         24.993
_diffrn_reflns_theta_min         1.857
_exptl_absorpt_coefficient_mu    0.965
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_description       block
_exptl_crystal_F_000             1256
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.236
_refine_diff_density_min         -0.201
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details
; 
 Flack x determined using 799 quotients [(I+)-(I-)]/[(I+)+(I-)] 
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). 
;
_refine_ls_abs_structure_Flack   0.025(11)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2194
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0373
_refine_ls_R_factor_gt           0.0285
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0295P)²+0.2826P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0625
_refine_ls_wR_factor_ref         0.0657
_reflns_Friedel_coverage         0.821
_reflns_Friedel_fraction_full    0.937
_reflns_Friedel_fraction_max     0.937
_reflns_number_gt                1928
_reflns_number_total             2194
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2017-0356_suppl.cif
_cod_data_source_block           1
_cod_original_sg_symbol_Hall     'A 2 -2ac'
_cod_original_sg_symbol_H-M      'A b a 2'
_cod_database_code               8106185
_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. 
;
_shelx_estimated_absorpt_t_min   0.801
_shelx_estimated_absorpt_t_max   0.845
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, z'
'x, y+1/2, z+1/2'
'-x, -y+1/2, z+1/2'
'x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, 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 0.000000 0.000000 0.88968(9) 0.0314(2) Uani 1 2 d S T P . .
S1 S -0.10160(8) -0.10123(5) 0.72933(12) 0.0374(3) Uani 1 1 d . . . . .
N3 N -0.1643(2) -0.02033(15) 0.8758(4) 0.0322(8) Uani 1 1 d . . . . .
C5 C -0.2338(3) 0.01256(18) 0.9431(4) 0.0359(11) Uani 1 1 d . . . . .
C4 C -0.1807(3) 0.0558(2) 1.0346(5) 0.0384(11) Uani 1 1 d . . . . .
C7 C -0.0848(3) -0.1635(2) 0.8406(5) 0.0401(11) Uani 1 1 d . . . . .
N1 N -0.0652(3) 0.05755(16) 1.0330(3) 0.0376(9) Uani 1 1 d . . . . .
N2 N -0.1885(4) 0.1329(2) 1.2028(5) 0.0729(15) Uani 1 1 d . . . . .
C6 C -0.3589(3) 0.0071(2) 0.9283(5) 0.0510(15) Uani 1 1 d . . . . .
H6A H -0.395310 0.035658 0.987362 0.076 Uiso 1 1 calc R U . . .
H6B H -0.379842 0.015620 0.836603 0.076 Uiso 1 1 calc R U . . .
H6C H -0.381939 -0.033559 0.951385 0.076 Uiso 1 1 calc R U . . .
C10 C -0.0595(6) -0.2629(3) 1.0045(7) 0.0729(17) Uani 1 1 d . . . . .
H10A H -0.051394 -0.297267 1.058668 0.087 Uiso 1 1 calc R U . . .
C8 C -0.1735(4) -0.1832(2) 0.9153(7) 0.0640(16) Uani 1 1 d . . . . .
H8A H -0.242438 -0.163077 0.910780 0.077 Uiso 1 1 calc R U . . .
C3 C -0.2383(5) 0.0936(2) 1.1218(6) 0.0566(13) Uani 1 1 d . . . . .
H3A H -0.316631 0.091309 1.123558 0.068 Uiso 1 1 calc R U . . .
C9 C -0.1607(5) -0.2334(3) 0.9982(7) 0.085(2) Uani 1 1 d . . . . .
H9A H -0.221279 -0.247063 1.049733 0.101 Uiso 1 1 calc R U . . .
C11 C 0.0286(5) -0.2421(3) 0.9321(6) 0.0672(16) Uani 1 1 d . . . . .
H11A H 0.097537 -0.262271 0.937097 0.081 Uiso 1 1 calc R U . . .
C2 C -0.0775(6) 0.1324(2) 1.1998(5) 0.0683(18) Uani 1 1 d . . . . .
H2B H -0.038842 0.158714 1.257109 0.082 Uiso 1 1 calc R U . . .
C12 C 0.0189(4) -0.1918(2) 0.8513(5) 0.0531(14) Uani 1 1 d . . . . .
H12A H 0.081055 -0.176966 0.804305 0.064 Uiso 1 1 calc R U . . .
N4 N -0.2042(3) -0.06091(16) 0.7826(4) 0.0388(9) Uani 1 1 d . . . . .
O2 O -0.1302(3) -0.12590(14) 0.6006(3) 0.0541(9) Uani 1 1 d . . . . .
O1 O 0.0057(2) -0.06807(15) 0.7362(3) 0.0426(8) Uani 1 1 d . . . . .
C1 C -0.0154(4) 0.0951(2) 1.1164(5) 0.0476(12) Uani 1 1 d . . . . .
H1A H 0.063035 0.096620 1.119430 0.057 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 172.1(2) 2 .
N3 Ni1 N1 106.06(15) 2 .
N3 Ni1 N1 79.54(14) . .
N3 Ni1 N1 79.54(14) 2 2
N3 Ni1 N1 106.06(15) . 2
N1 Ni1 N1 92.4(2) . 2
N3 Ni1 O1 79.96(12) 2 2
N3 Ni1 O1 94.38(13) . 2
N1 Ni1 O1 92.90(13) . 2
N1 Ni1 O1 159.50(11) 2 2
N3 Ni1 O1 94.38(13) 2 .
N3 Ni1 O1 79.96(13) . .
N1 Ni1 O1 159.49(11) . .
N1 Ni1 O1 92.89(13) 2 .
O1 Ni1 O1 89.03(18) 2 .
O2 S1 O1 115.8(2) . .
O2 S1 N4 109.0(2) . .
O1 S1 N4 111.72(19) . .
O2 S1 C7 106.9(2) . .
O1 S1 C7 104.9(2) . .
N4 S1 C7 108.0(2) . .
C5 N3 N4 119.7(3) . .
C5 N3 Ni1 117.6(3) . .
N4 N3 Ni1 121.8(3) . .
N3 C5 C4 114.4(3) . .
N3 C5 C6 122.8(4) . .
C4 C5 C6 122.8(4) . .
N1 C4 C3 119.0(5) . .
N1 C4 C5 116.3(4) . .
C3 C4 C5 124.7(4) . .
C8 C7 C12 120.3(4) . .
C8 C7 S1 120.0(3) . .
C12 C7 S1 119.7(4) . .
C1 N1 C4 117.5(4) . .
C1 N1 Ni1 130.9(3) . .
C4 N1 Ni1 111.5(3) . .
C2 N2 C3 115.4(5) . .
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 . .
C11 C10 C9 119.7(6) . .
C11 C10 H10A 120.1 . .
C9 C10 H10A 120.1 . .
C7 C8 C9 119.6(4) . .
C7 C8 H8A 120.2 . .
C9 C8 H8A 120.2 . .
N2 C3 C4 123.7(5) . .
N2 C3 H3A 118.2 . .
C4 C3 H3A 118.2 . .
C10 C9 C8 120.1(6) . .
C10 C9 H9A 120.0 . .
C8 C9 H9A 120.0 . .
C10 C11 C12 121.3(5) . .
C10 C11 H11A 119.3 . .
C12 C11 H11A 119.3 . .
N2 C2 C1 123.6(5) . .
N2 C2 H2B 118.2 . .
C1 C2 H2B 118.2 . .
C11 C12 C7 118.9(5) . .
C11 C12 H12A 120.6 . .
C7 C12 H12A 120.6 . .
N3 N4 S1 108.8(2) . .
S1 O1 Ni1 110.70(16) . .
N1 C1 C2 120.9(5) . .
N1 C1 H1A 119.6 . .
C2 C1 H1A 119.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N3 2.001(3) 2
Ni1 N3 2.001(3) .
Ni1 N1 2.051(4) .
Ni1 N1 2.051(4) 2
Ni1 O1 2.132(3) 2
Ni1 O1 2.132(3) .
S1 O2 1.426(3) .
S1 O1 1.466(3) .
S1 N4 1.593(4) .
S1 C7 1.767(5) .
N3 C5 1.281(5) .
N3 N4 1.367(5) .
C5 C4 1.455(6) .
C5 C6 1.494(6) .
C4 N1 1.369(5) .
C4 C3 1.379(6) .
C7 C8 1.356(6) .
C7 C12 1.380(6) .
N1 C1 1.308(6) .
N2 C2 1.315(7) .
N2 C3 1.316(6) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C10 C11 1.347(8) .
C10 C9 1.364(8) .
C10 H10A 0.9300 .
C8 C9 1.381(8) .
C8 H8A 0.9300 .
C3 H3A 0.9300 .
C9 H9A 0.9300 .
C11 C12 1.367(8) .
C11 H11A 0.9300 .
C2 C1 1.376(7) .
C2 H2B 0.9300 .
C12 H12A 0.9300 .
C1 H1A 0.9300 .
