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#$Date: 2023-05-22 10:49:11 +0300 (Mon, 22 May 2023) $
#$Revision: 283923 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/72/8107230.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_8107230
loop_
_publ_author_name
'Liu, Xue-Guo'
'Chen, Wan-Yao'
_publ_section_title
;
 Crystal structure of 1,1′-(1,2-ethanediyl)bis(pyridin-1-ium)
 bis(1,2-dicyanoethene-1,2-dithiolato-κ2 S:S)zinc(II), C20H14N6ZnS4
;
_journal_issue                   5
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              837
_journal_page_last               839
_journal_paper_doi               10.1515/ncrs-2022-0212
_journal_volume                  237
_journal_year                    2022
_chemical_formula_moiety         'C8 N4 S4 Zn, C12 H14 N2'
_chemical_formula_sum            'C20 H14 N6 S4 Zn'
_chemical_formula_weight         531.98
_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
_atom_sites_solution_primary     iterative
_cell_angle_alpha                90
_cell_angle_beta                 96.550(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.5063(13)
_cell_length_b                   12.3254(19)
_cell_length_c                   21.843(3)
_cell_measurement_reflns_used    3403
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.145
_cell_measurement_theta_min      2.922
_cell_volume                     2275.1(6)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            8003
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.271
_diffrn_reflns_theta_min         1.877
_exptl_absorpt_coefficient_mu    1.467
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5423
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.1294 before and 0.0397 after correction.
The Ratio of minimum to maximum transmission is 0.7272.
The λ/2 correction factor is 0.0015.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2803
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0288
_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)+(0.0309P)²+0.9525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0751
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2347
_reflns_number_total             2803
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2022-0212_suppl.cif
_cod_data_source_block           a
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               8107230
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C2(H2), C4(H4), C3(H3)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
C1 C 0.3105(2) 0.22106(14) 0.02218(9) 0.0480(4) Uani 1 1 d . . . . .
H1A H 0.258864 0.165748 0.044339 0.058 Uiso 1 1 calc R . . . .
H1B H 0.387940 0.185819 -0.000463 0.058 Uiso 1 1 calc R . . . .
C2 C 0.52335(19) 0.34949(16) 0.05314(9) 0.0495(4) Uani 1 1 d . . . . .
H2 H 0.562609 0.334910 0.015969 0.059 Uiso 1 1 calc R . . . .
C3 C 0.6009(2) 0.42103(17) 0.09379(9) 0.0548(5) Uani 1 1 d . . . . .
H3 H 0.693464 0.454387 0.084614 0.066 Uiso 1 1 calc R . . . .
C4 C 0.5416(2) 0.44325(16) 0.14800(9) 0.0526(4) Uani 1 1 d . . . . .
H4 H 0.593911 0.491431 0.176097 0.063 Uiso 1 1 calc R . . . .
C5 C 0.4046(2) 0.39398(16) 0.16064(8) 0.0536(4) Uani 1 1 d . . . . .
H5 H 0.361924 0.409451 0.197014 0.064 Uiso 1 1 calc R . . . .
C6 C 0.3311(2) 0.32185(15) 0.11925(8) 0.0491(4) Uani 1 1 d . . . . .
H6 H 0.238678 0.287541 0.127800 0.059 Uiso 1 1 calc R . . . .
C7 C 0.6283(2) 0.69776(14) 0.37112(9) 0.0480(4) Uani 1 1 d . . . . .
C8 C 0.75635(17) 0.65955(14) 0.33999(8) 0.0402(3) Uani 1 1 d . . . . .
C9 C 0.86120(18) 0.59011(13) 0.37206(7) 0.0396(3) Uani 1 1 d . . . . .
C10 C 0.83284(19) 0.56072(15) 0.43318(8) 0.0466(4) Uani 1 1 d . . . . .
N1 N 0.39101(15) 0.30020(11) 0.06652(7) 0.0409(3) Uani 1 1 d . . . . .
N2 N 0.5274(2) 0.72465(17) 0.39775(9) 0.0711(5) Uani 1 1 d . . . . .
N3 N 0.8077(2) 0.53589(17) 0.48156(8) 0.0690(5) Uani 1 1 d . . . . .
S1 S 0.76266(5) 0.70150(5) 0.26494(2) 0.05697(14) Uani 1 1 d . . . . .
S2 S 1.02145(5) 0.52863(4) 0.34498(2) 0.05630(14) Uani 1 1 d . . . . .
Zn1 Zn 1.000000 0.61477(3) 0.250000 0.04781(11) 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 0.0000 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'
Zn Zn 0.2839 1.4301 '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 Zn1 S2 125.51(3) 2_755 .
S2 Zn1 S1 93.755(16) . .
S2 Zn1 S1 110.657(19) 2_755 .
S2 Zn1 S1 110.657(19) . 2_755
S2 Zn1 S1 93.757(16) 2_755 2_755
S1 Zn1 S1 125.64(3) . 2_755
C9 S2 Zn1 96.97(6) . .
C8 S1 Zn1 96.68(5) . .
C8 C9 S2 126.43(13) . .
C8 C9 C10 117.80(14) . .
C10 C9 S2 115.70(12) . .
C9 C8 S1 125.74(12) . .
C9 C8 C7 116.75(15) . .
C7 C8 S1 117.48(12) . .
N3 C10 C9 178.6(2) . .
N2 C7 C8 177.0(2) . .
C6 N1 C2 120.61(15) . .
C6 N1 C1 119.97(14) . .
C2 N1 C1 119.43(15) . .
N1 C6 C5 120.55(15) . .
C6 C5 C4 119.35(18) . .
N1 C2 C3 120.40(17) . .
C3 C4 C5 119.49(17) . .
N1 C1 C1 109.75(17) . 7
C2 C3 C4 119.58(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Zn1 S2 2.3190(6) 2_755
Zn1 S2 2.3190(6) .
Zn1 S1 2.3400(5) .
Zn1 S1 2.3400(6) 2_755
S2 C9 1.7223(16) .
S1 C8 1.7256(17) .
N3 C10 1.144(2) .
N2 C7 1.139(2) .
C9 C8 1.370(2) .
C9 C10 1.430(2) .
C8 C7 1.429(2) .
N1 C6 1.338(2) .
N1 C2 1.340(2) .
N1 C1 1.486(2) .
C6 C5 1.367(3) .
C5 C4 1.370(3) .
C2 C3 1.367(3) .
C4 C3 1.367(3) .
C1 C1 1.510(3) 7
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
Zn1 S2 C9 C8 4.78(16) . . . .
Zn1 S2 C9 C10 -178.29(13) . . . .
Zn1 S1 C8 C9 -4.25(16) . . . .
Zn1 S1 C8 C7 177.69(13) . . . .
S2 C9 C8 S1 -0.4(2) . . . .
S2 C9 C8 C7 177.70(13) . . . .
C10 C9 C8 S1 -177.25(13) . . . .
C10 C9 C8 C7 0.8(2) . . . .
N1 C6 C5 C4 -0.7(3) . . . .
N1 C2 C3 C4 -0.8(3) . . . .
C6 N1 C2 C3 1.3(3) . . . .
C6 N1 C1 C1 89.3(2) . . . 7
C6 C5 C4 C3 1.2(3) . . . .
C5 C4 C3 C2 -0.4(3) . . . .
C2 N1 C6 C5 -0.6(3) . . . .
C2 N1 C1 C1 -90.6(2) . . . 7
C1 N1 C6 C5 179.57(16) . . . .
C1 N1 C2 C3 -178.77(17) . . . .
