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#$Date: 2022-08-18 01:57:54 +0300 (Thu, 18 Aug 2022) $
#$Revision: 277294 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/10/7711006.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_7711006
loop_
_publ_author_name
'Schallenberg, David'
'Pardemann, Nils'
'Villinger, Alexander'
'Seidel, Wolfram Willy'
_publ_section_title
;
 Synthesis and Coordination Behaviour of 1H-1,2,3-Triazole-4,5-Dithiolates
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D2DT00410K
_journal_year                    2022
_chemical_formula_moiety         'C20 H18 N6 Ni S4 -, C8 H20 N +'
_chemical_formula_sum            'C28 H38 N7 Ni S4'
_chemical_formula_weight         659.60
_chemical_name_systematic
Tetraethylammonium-bis(2,6-dimethylphenyl-1H-1,2,3-triazole-4,5-dithiolato)nickelate
_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
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2022-07-06 deposited with the CCDC.	2022-08-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.061(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   26.082(2)
_cell_length_b                   7.5934(6)
_cell_length_c                   15.7003(17)
_cell_measurement_reflns_used    4725
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      23.15
_cell_measurement_theta_min      2.62
_cell_volume                     3078.7(5)
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_collection       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 2012)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 QUEST diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1206
_diffrn_reflns_av_unetI/netI     0.0725
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5946
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.620
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.933
_exptl_absorpt_correction_T_max  0.747227
_exptl_absorpt_correction_T_min  0.656932
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS-2016/2; Sheldrick, 2015)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.423
_exptl_crystal_description       plate
_exptl_crystal_F_000             1388
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: methanol'
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     188
_refine_ls_number_reflns         5946
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0912
_refine_ls_R_factor_gt           0.0529
_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)+(0.0363P)²+8.7862P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0999
_refine_ls_wR_factor_ref         0.1146
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4286
_reflns_number_total             5946
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt00410k2.cif
_cod_data_source_block           is_np663
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7711006
_shelx_shelxl_version_number     2014/7
_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   0.865
_shelx_estimated_absorpt_t_max   0.982
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 1.0000 0.0000 0.5000 0.02110(17) Uani 1 2 d S . P . .
S1 S 0.95025(4) 0.15775(13) 0.40547(6) 0.0235(2) Uani 1 1 d . . . . .
S2 S 0.93696(4) -0.08888(14) 0.56718(7) 0.0251(2) Uani 1 1 d . . . . .
N1 N 0.83317(13) 0.0052(5) 0.5155(2) 0.0283(8) Uani 1 1 d . . . . .
N2 N 0.80767(12) 0.1045(4) 0.4551(2) 0.0284(8) Uani 1 1 d . . . . .
N3 N 0.84278(12) 0.1746(4) 0.40697(19) 0.0235(7) Uani 1 1 d . . . . .
C1 C 0.89121(14) 0.1174(5) 0.4378(2) 0.0204(8) Uani 1 1 d . . . . .
C2 C 0.88467(14) 0.0112(5) 0.5062(3) 0.0226(8) Uani 1 1 d . . . . .
C3 C 0.82652(14) 0.2853(5) 0.3338(2) 0.0233(8) Uani 1 1 d . . . . .
C4 C 0.80812(15) 0.4529(5) 0.3479(3) 0.0267(9) Uani 1 1 d . . . . .
C5 C 0.79329(16) 0.5586(6) 0.2751(3) 0.0322(10) Uani 1 1 d . . . . .
H5 H 0.7801 0.6735 0.2820 0.039 Uiso 1 1 calc R U . . .
C6 C 0.79783(14) 0.4965(6) 0.1934(3) 0.0303(10) Uani 1 1 d . . . . .
H6 H 0.7886 0.5705 0.1449 0.036 Uiso 1 1 calc R U . . .
C7 C 0.81568(15) 0.3279(6) 0.1819(3) 0.0304(10) Uani 1 1 d . . . . .
H7 H 0.8181 0.2868 0.1254 0.037 Uiso 1 1 calc R U . . .
C8 C 0.83018(14) 0.2179(6) 0.2519(2) 0.0249(9) Uani 1 1 d . . . . .
C9 C 0.80366(17) 0.5221(6) 0.4367(3) 0.0345(11) Uani 1 1 d . . . . .
H9A H 0.7740 0.4666 0.4581 0.052 Uiso 1 1 calc R U . . .
H9B H 0.7987 0.6500 0.4341 0.052 Uiso 1 1 calc R U . . .
H9C H 0.8354 0.4945 0.4756 0.052 Uiso 1 1 calc R U . . .
C10 C 0.84693(17) 0.0319(6) 0.2385(3) 0.0318(11) Uani 1 1 d . . . . .
H10A H 0.8848 0.0270 0.2439 0.048 Uiso 1 1 calc R U . . .
H10B H 0.8320 -0.0079 0.1810 0.048 Uiso 1 1 calc R U . . .
H10C H 0.8349 -0.0447 0.2819 0.048 Uiso 1 1 calc R U . . .
N4 N 1.0000 0.6117(6) 0.2500 0.0225(9) Uani 1 2 d S T P . .
C11 C 0.96548(15) 0.4919(5) 0.1888(3) 0.0262(9) Uani 1 1 d . . . . .
H11A H 0.9879 0.4141 0.1594 0.031 Uiso 1 1 calc R U . . .
H11B H 0.9453 0.4160 0.2232 0.031 Uiso 1 1 calc R U . . .
C12 C 0.92820(17) 0.5851(6) 0.1214(3) 0.0348(10) Uani 1 1 d . . . . .
H12A H 0.9051 0.6602 0.1496 0.052 Uiso 1 1 calc R U . . .
H12B H 0.9077 0.4977 0.0854 0.052 Uiso 1 1 calc R U . . .
H12C H 0.9476 0.6577 0.0854 0.052 Uiso 1 1 calc R U . . .
C13 C 0.96794(15) 0.7321(5) 0.2989(3) 0.0283(9) Uani 1 1 d . . . . .
H13A H 0.9918 0.8093 0.3368 0.034 Uiso 1 1 calc R U . . .
H13B H 0.9466 0.8088 0.2569 0.034 Uiso 1 1 calc R U . . .
C14 C 0.93266(17) 0.6412(6) 0.3532(3) 0.0361(10) Uani 1 1 d . . . . .
H14A H 0.9088 0.5637 0.3167 0.054 Uiso 1 1 calc R U . . .
H14B H 0.9128 0.7295 0.3802 0.054 Uiso 1 1 calc R U . . .
H14C H 0.9534 0.5711 0.3978 0.054 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'
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
_geom_angle_publ_flag
S2 Ni1 S2 180.0 5_756 . ?
S2 Ni1 S1 94.70(4) 5_756 5_756 ?
S2 Ni1 S1 85.30(4) . 5_756 ?
S2 Ni1 S1 85.30(4) 5_756 . ?
S2 Ni1 S1 94.70(4) . . ?
S1 Ni1 S1 180.0 5_756 . ?
C1 S1 Ni1 99.97(13) . . ?
C2 S2 Ni1 100.72(13) . . ?
N2 N1 C2 107.9(3) . . ?
N1 N2 N3 108.0(3) . . ?
C1 N3 N2 109.8(3) . . ?
C1 N3 C3 128.8(3) . . ?
N2 N3 C3 121.4(3) . . ?
N3 C1 C2 104.8(3) . . ?
N3 C1 S1 131.7(3) . . ?
C2 C1 S1 123.5(3) . . ?
N1 C2 C1 109.5(3) . . ?
N1 C2 S2 129.4(3) . . ?
C1 C2 S2 121.1(3) . . ?
C4 C3 C8 123.4(4) . . ?
C4 C3 N3 118.6(3) . . ?
C8 C3 N3 118.0(3) . . ?
C3 C4 C5 117.1(4) . . ?
C3 C4 C9 122.6(4) . . ?
C5 C4 C9 120.2(4) . . ?
C6 C5 C4 120.5(4) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7 C6 C5 120.7(4) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 120.8(4) . . ?
C6 C7 H7 119.6 . . ?
C8 C7 H7 119.6 . . ?
C7 C8 C3 117.5(4) . . ?
C7 C8 C10 120.4(4) . . ?
C3 C8 C10 122.1(4) . . ?
C4 C9 H9A 109.5 . . ?
C4 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C4 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C13 N4 C13 106.0(4) . 2_755 ?
C13 N4 C11 111.1(2) . 2_755 ?
C13 N4 C11 111.1(2) 2_755 2_755 ?
C13 N4 C11 111.1(2) . . ?
C13 N4 C11 111.1(2) 2_755 . ?
C11 N4 C11 106.6(4) 2_755 . ?
C12 C11 N4 115.4(3) . . ?
C12 C11 H11A 108.4 . . ?
N4 C11 H11A 108.4 . . ?
C12 C11 H11B 108.4 . . ?
N4 C11 H11B 108.4 . . ?
H11A C11 H11B 107.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N4 115.7(3) . . ?
C14 C13 H13A 108.4 . . ?
N4 C13 H13A 108.4 . . ?
C14 C13 H13B 108.4 . . ?
N4 C13 H13B 108.4 . . ?
H13A C13 H13B 107.4 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 S2 2.1812(10) 5_756 ?
Ni1 S2 2.1813(10) . ?
Ni1 S1 2.1867(9) 5_756 ?
Ni1 S1 2.1867(9) . ?
S1 C1 1.715(4) . ?
S2 C2 1.728(4) . ?
N1 N2 1.317(5) . ?
N1 C2 1.372(5) . ?
N2 N3 1.373(4) . ?
N3 C1 1.359(5) . ?
N3 C3 1.438(5) . ?
C1 C2 1.373(5) . ?
C3 C4 1.389(5) . ?
C3 C8 1.399(6) . ?
C4 C5 1.405(6) . ?
C4 C9 1.510(6) . ?
C5 C6 1.387(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.382(6) . ?
C6 H6 0.9500 . ?
C7 C8 1.391(5) . ?
C7 H7 0.9500 . ?
C8 C10 1.502(6) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
N4 C13 1.518(5) . ?
N4 C13 1.518(5) 2_755 ?
N4 C11 1.522(4) 2_755 ?
N4 C11 1.522(4) . ?
C11 C12 1.509(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.506(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 N2 N3 -0.2(4) . . . . ?
N1 N2 N3 C1 0.3(4) . . . . ?
N1 N2 N3 C3 178.0(3) . . . . ?
N2 N3 C1 C2 -0.2(4) . . . . ?
C3 N3 C1 C2 -177.8(4) . . . . ?
N2 N3 C1 S1 179.8(3) . . . . ?
C3 N3 C1 S1 2.2(6) . . . . ?
Ni1 S1 C1 N3 -180.0(3) . . . . ?
Ni1 S1 C1 C2 0.1(3) . . . . ?
N2 N1 C2 C1 0.0(5) . . . . ?
N2 N1 C2 S2 178.8(3) . . . . ?
N3 C1 C2 N1 0.1(4) . . . . ?
S1 C1 C2 N1 -179.9(3) . . . . ?
N3 C1 C2 S2 -178.8(3) . . . . ?
S1 C1 C2 S2 1.2(5) . . . . ?
Ni1 S2 C2 N1 179.6(4) . . . . ?
Ni1 S2 C2 C1 -1.7(3) . . . . ?
C1 N3 C3 C4 -112.4(4) . . . . ?
N2 N3 C3 C4 70.3(5) . . . . ?
C1 N3 C3 C8 67.5(5) . . . . ?
N2 N3 C3 C8 -109.8(4) . . . . ?
C8 C3 C4 C5 -0.9(6) . . . . ?
N3 C3 C4 C5 179.0(3) . . . . ?
C8 C3 C4 C9 179.0(4) . . . . ?
N3 C3 C4 C9 -1.1(5) . . . . ?
C3 C4 C5 C6 -0.8(6) . . . . ?
C9 C4 C5 C6 179.3(4) . . . . ?
C4 C5 C6 C7 1.7(6) . . . . ?
C5 C6 C7 C8 -0.9(6) . . . . ?
C6 C7 C8 C3 -0.7(6) . . . . ?
C6 C7 C8 C10 176.8(4) . . . . ?
C4 C3 C8 C7 1.6(6) . . . . ?
N3 C3 C8 C7 -178.3(3) . . . . ?
C4 C3 C8 C10 -175.9(4) . . . . ?
N3 C3 C8 C10 4.2(5) . . . . ?
C13 N4 C11 C12 59.5(4) . . . . ?
C13 N4 C11 C12 -58.2(4) 2_755 . . . ?
C11 N4 C11 C12 -179.4(4) 2_755 . . . ?
C13 N4 C13 C14 -179.8(4) 2_755 . . . ?
C11 N4 C13 C14 -59.1(4) 2_755 . . . ?
C11 N4 C13 C14 59.4(4) . . . . ?
