#------------------------------------------------------------------------------
#$Date: 2021-12-21 03:59:12 +0100 (mar 21 de dic de 2021) $
#$Revision: 271558 $
#$URL: svn://www.crystallography.net/cod/cif/2/02/24/2022490.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_2022490
loop_
_publ_author_name
'Lobana, Tarlok Singh'
'Kaushal, Mani'
'Bhatia, Robin'
'Bala, Ritu'
'Butcher, Ray J.'
'Jasinksi, Jerry P.'
_publ_section_title
;
 Crystal structures of 3/4-pyridyl-based thiosemicarbazones and related Cu
 and Ni coordination compounds
;
_journal_coeditor_code           YD3022
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S205322962101319X
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          '[Cu (C9 H11 N4 S)2]'
_chemical_formula_moiety         'C18 H22 N8 Ni S2'
_chemical_formula_sum            'C18 H22 N8 Ni S2'
_chemical_formula_weight         473.26
_chemical_name_common
;
Bis(3-formylpyridine
4-ethylthiosemicarbazonato-κ²N¹,S)nickel(II)
;
_chemical_name_systematic
Bis[(Z)-N-ethyl-2-(pyridin-3-ylmethylidene)hydrazine-1-carbothioamidato-κ²N¹,S]nickel(II)
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_method
;
OLEX2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 107.823(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.6398(6)
_cell_length_b                   14.3930(8)
_cell_length_c                   9.7339(7)
_cell_measurement_reflns_used    2040
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      32.7510
_cell_measurement_theta_min      3.5650
_cell_volume                     1018.97(13)
_computing_cell_refinement
;
CrysAlis PRO (Rigaku OD, 2019)
;
_computing_data_collection
;
CrysAlis PRO (Rigaku OD, 2019)
;
_computing_data_reduction
;
CrysAlis PRO (Rigaku OD, 2019)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_publication_material
;
OLEX2 (Dolomanov et al.,  2009)
;
_computing_structure_refinement
;
SHELXL2018 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0416
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku OD Gemini Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0274
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6410
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.781
_diffrn_reflns_theta_min         3.585
_diffrn_source                   'fine-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    1.180
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlis PRO; Rigaku OD, 2019)
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_description       irregular
_exptl_crystal_F_000             492
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.512
_refine_diff_density_min         -0.448
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     134
_refine_ls_number_reflns         3361
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0395
_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)+(0.0373P)²+0.2595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0855
_refine_ls_wR_factor_ref         0.0952
_reflns_number_gt                2679
_reflns_number_total             3361
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            yd3022sup1.cif
_cod_data_source_block           4
_cod_database_code               2022490
_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   0.625
_shelx_estimated_absorpt_t_max   0.852
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.500000 0.500000 0.500000 0.01959(10) Uani d 1 . .
S S1 0.28068(7) 0.41744(3) 0.53468(6) 0.03300(14) Uani d 1 . .
N N1 0.2833(2) 0.23263(10) 0.52257(18) 0.0252(3) Uani d 1 . .
H H1 0.193263 0.236274 0.561124 0.030 Uiso calc 1 . .
N N2 0.4954(2) 0.30337(10) 0.43840(17) 0.0225(3) Uani d 1 . .
N N3 0.5682(2) 0.38802(10) 0.41885(16) 0.0208(3) Uani d 1 . .
N N4 0.9864(2) 0.26032(12) 0.17375(18) 0.0282(4) Uani d 1 . .
C C1 0.3608(2) 0.31063(12) 0.4955(2) 0.0221(4) Uani d 1 . .
C C2 0.6913(2) 0.38364(12) 0.3506(2) 0.0227(4) Uani d 1 . .
H H2 0.738495 0.441960 0.332841 0.027 Uiso calc 1 . .
C C3 0.7673(2) 0.30355(12) 0.29762(19) 0.0205(3) Uani d 1 . .
C C4 0.7246(3) 0.20950(13) 0.3076(2) 0.0255(4) Uani d 1 . .
H H4 0.635248 0.191448 0.352097 0.031 Uiso calc 1 . .
C C5 0.8150(3) 0.14384(13) 0.2516(2) 0.0277(4) Uani d 1 . .
H H5 0.789450 0.079704 0.258356 0.033 Uiso calc 1 . .
C C6 0.9421(3) 0.17112(14) 0.1859(2) 0.0280(4) Uani d 1 . .
H H6 1.001571 0.124567 0.147229 0.034 Uiso calc 1 . .
C C7 0.8998(3) 0.32339(13) 0.2288(2) 0.0255(4) Uani d 1 . .
H H7 0.929893 0.386806 0.220990 0.031 Uiso calc 1 . .
C C8 0.3433(3) 0.14187(12) 0.4902(2) 0.0268(4) Uani d 1 . .
H H8A 0.477915 0.136086 0.535078 0.032 Uiso calc 1 . .
H H8B 0.316050 0.135112 0.384461 0.032 Uiso calc 1 . .
C C9 0.2471(3) 0.06604(14) 0.5463(2) 0.0355(5) Uani d 1 . .
H H9A 0.114611 0.069119 0.496757 0.053 Uiso calc 1 . .
H H9B 0.269954 0.074333 0.650256 0.053 Uiso calc 1 . .
H H9C 0.294265 0.005398 0.528385 0.053 Uiso calc 1 . .
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'
Ni Ni 0.3393 1.1124 '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'
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
_geom_angle_publ_flag
S1 Ni1 S1 . 3_666 180.00(2) ?
N3 Ni1 S1 3_666 . 94.33(4) ?
N3 Ni1 S1 . 3_666 94.33(4) ?
N3 Ni1 S1 . . 85.67(4) y
N3 Ni1 S1 3_666 3_666 85.67(4) ?
N3 Ni1 N3 3_666 . 180.0 ?
C1 S1 Ni1 . . 96.31(6) ?
C1 N1 H1 . . 119.1 ?
C1 N1 C8 . . 121.75(15) ?
C8 N1 H1 . . 119.1 ?
C1 N2 N3 . . 112.94(15) ?
N2 N3 Ni1 . . 120.66(11) ?
C2 N3 Ni1 . . 124.93(12) ?
C2 N3 N2 . . 114.28(15) ?
C7 N4 C6 . . 116.57(16) ?
N1 C1 S1 . . 119.57(13) ?
N2 C1 S1 . . 122.44(13) ?
N2 C1 N1 . . 117.98(16) ?
N3 C2 H2 . . 114.9 ?
N3 C2 C3 . . 130.17(17) ?
C3 C2 H2 . . 114.9 ?
C4 C3 C2 . . 127.89(16) ?
C4 C3 C7 . . 116.50(16) ?
C7 C3 C2 . . 115.61(16) ?
C3 C4 H4 . . 120.7 ?
C5 C4 C3 . . 118.65(17) ?
C5 C4 H4 . . 120.7 ?
C4 C5 H5 . . 120.0 ?
C6 C5 C4 . . 119.97(18) ?
C6 C5 H5 . . 120.0 ?
N4 C6 C5 . . 123.26(18) ?
N4 C6 H6 . . 118.4 ?
C5 C6 H6 . . 118.4 ?
N4 C7 C3 . . 125.05(17) ?
N4 C7 H7 . . 117.5 ?
C3 C7 H7 . . 117.5 ?
N1 C8 H8A . . 109.5 ?
N1 C8 H8B . . 109.5 ?
N1 C8 C9 . . 110.55(16) ?
H8A C8 H8B . . 108.1 ?
C9 C8 H8A . . 109.5 ?
C9 C8 H8B . . 109.5 ?
C8 C9 H9A . . 109.5 ?
C8 C9 H9B . . 109.5 ?
C8 C9 H9C . . 109.5 ?
H9A C9 H9B . . 109.5 ?
H9A C9 H9C . . 109.5 ?
H9B C9 H9C . . 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 S1 . 2.1633(5) y
Ni1 S1 3_666 2.1633(5) ?
Ni1 N3 3_666 1.9352(14) ?
Ni1 N3 . 1.9352(14) y
S1 C1 . 1.7397(18) y
N1 H1 . 0.8800 ?
N1 C1 . 1.333(2) y
N1 C8 . 1.451(2) ?
N2 N3 . 1.3767(19) y
N2 C1 . 1.314(2) y
N3 C2 . 1.309(2) ?
N4 C6 . 1.342(3) ?
N4 C7 . 1.329(2) ?
C2 H2 . 0.9500 ?
C2 C3 . 1.454(2) ?
C3 C4 . 1.403(2) ?
C3 C7 . 1.404(2) ?
C4 H4 . 0.9500 ?
C4 C5 . 1.378(3) ?
C5 H5 . 0.9500 ?
C5 C6 . 1.372(3) ?
C6 H6 . 0.9500 ?
C7 H7 . 0.9500 ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C8 C9 . 1.509(3) ?
C9 H9A . 0.9800 ?
C9 H9B . 0.9800 ?
C9 H9C . 0.9800 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 N4 4_466 0.88 2.18 3.060(2) 175.0 yes
C2 H2 S1 3_666 0.95 2.43 3.0568(18) 123.5 yes

_cod_database_fobs_code 2022490
