#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/28/2222851.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_2222851
loop_
_publ_author_name
'Datta, Amitabha'
'Chuang, Nien-Tsu'
'Huang, Jui-Hsien'
'Lee, Hon Man'
_publ_section_title
Bis[N'-(2-pyridylmethylene-κN)benzohydrazide-κN']bis(thiocyanato-κN)cobalt(II)
_journal_coeditor_code           PV2186
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m996
_journal_paper_doi               10.1107/S1600536809029006
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Co (N C S)2 (C13 H11 N3 O)2]'
_chemical_formula_moiety         'C28 H22 Co N8 O2 S2'
_chemical_formula_sum            'C28 H22 Co N8 O2 S2'
_chemical_formula_weight         625.59
_chemical_name_systematic
;
Bis[N'-(2-pyridylmethylene-κN)benzohydrazide-
κN']bis(thiocyanato-κN)cobalt(II)
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 117.50(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.112(10)
_cell_length_b                   10.256(6)
_cell_length_c                   17.945(15)
_cell_measurement_reflns_used    2526
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      22.33
_cell_measurement_theta_min      2.389
_cell_volume                     2794(3)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'APEX2 (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'DIAMOND (Brandenburg, 1999)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker SMART APEXII'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1188
_diffrn_reflns_av_sigmaI/netI    0.0765
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            15579
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         2.40
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.806
_exptl_absorpt_correction_T_max  0.9237
_exptl_absorpt_correction_T_min  0.8619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tubular
_exptl_crystal_F_000             1284
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.601
_refine_diff_density_min         -0.554
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.970
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2742
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.970
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0400
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0417P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0807
_refine_ls_wR_factor_ref         0.0996
_reflns_number_gt                1666
_reflns_number_total             2742
_reflns_threshold_expression     I>2σ
_cod_data_source_file            pv2186.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2222851
_cod_database_fobs_code          2222851
loop_
_symmetry_equiv_pos_as_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_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co Co1 0.0000 0.87355(6) 0.2500 0.0423(2) Uani d S 1 . .
S S1 -0.23413(6) 0.57257(9) 0.08021(6) 0.0655(3) Uani d . 1 . .
O O1 0.08519(16) 0.8442(2) 0.02024(13) 0.0694(7) Uani d . 1 . .
N N1 -0.00183(16) 0.8085(3) 0.08164(14) 0.0517(7) Uani d . 1 . .
H H1A -0.0481 0.7640 0.0762 0.062 Uiso d R 1 . .
N N2 0.03351(16) 0.8912(2) 0.14860(13) 0.0429(6) Uani d . 1 . .
N N3 0.09438(15) 1.0297(2) 0.28764(13) 0.0416(6) Uani d . 1 . .
N N4 -0.09755(18) 0.7417(3) 0.18238(16) 0.0555(7) Uani d . 1 . .
C C1 -0.1101(2) 0.6416(3) -0.05536(17) 0.0510(8) Uani d . 1 . .
H H1 -0.1368 0.6775 -0.0239 0.061 Uiso calc R 1 . .
C C2 -0.1537(2) 0.5487(4) -0.1162(2) 0.0620(10) Uani d . 1 . .
H H2 -0.2110 0.5218 -0.1269 0.074 Uiso calc R 1 . .
C C3 -0.1155(3) 0.4944(4) -0.1620(2) 0.0651(10) Uani d . 1 . .
H H3 -0.1463 0.4302 -0.2034 0.078 Uiso calc R 1 . .
C C4 -0.0334(2) 0.5333(4) -0.1474(2) 0.0610(10) Uani d . 1 . .
H H4 -0.0070 0.4963 -0.1788 0.073 Uiso calc R 1 . .
C C5 0.0115(2) 0.6270(3) -0.08666(18) 0.0532(9) Uani d . 1 . .
H H5 0.0687 0.6536 -0.0768 0.064 Uiso calc R 1 . .
C C6 -0.0261(2) 0.6823(3) -0.04033(16) 0.0419(7) Uani d . 1 . .
C C7 0.0246(2) 0.7850(3) 0.02159(17) 0.0451(8) Uani d . 1 . .
C C8 0.0888(2) 0.9814(3) 0.15504(16) 0.0428(7) Uani d . 1 . .
H H8 0.1071 0.9942 0.1130 0.051 Uiso calc R 1 . .
C C9 0.12177(18) 1.0627(3) 0.23016(16) 0.0391(7) Uani d . 1 . .
C C10 0.1779(2) 1.1670(3) 0.24127(18) 0.0495(8) Uani d . 1 . .
H H10 0.1959 1.1867 0.1998 0.059 Uiso calc R 1 . .
C C11 0.2070(2) 1.2413(3) 0.3128(2) 0.0588(9) Uani d . 1 . .
H H11 0.2442 1.3145 0.3210 0.071 Uiso calc R 1 . .
C C12 0.1812(2) 1.2073(4) 0.3725(2) 0.0627(10) Uani d . 1 . .
H H12 0.2013 1.2560 0.4230 0.075 Uiso calc R 1 . .
C C13 0.1256(2) 1.1012(3) 0.35803(18) 0.0527(9) Uani d . 1 . .
H H13 0.1089 1.0783 0.4000 0.063 Uiso calc R 1 . .
C C14 -0.1556(2) 0.6713(3) 0.13930(19) 0.0472(8) Uani d . 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'
Co Co 0.3494 0.9721 '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'
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
N4 Co1 N4 2 . 97.62(16) ?
N4 Co1 N3 2 . 90.99(11) ?
N4 Co1 N3 . . 164.56(8) ?
N4 Co1 N3 2 2 164.56(8) ?
N4 Co1 N3 . 2 90.99(11) ?
N3 Co1 N3 . 2 83.68(13) ?
N4 Co1 N2 2 . 95.39(10) ?
N4 Co1 N2 . . 90.98(10) ?
N3 Co1 N2 . . 75.41(9) ?
N3 Co1 N2 2 . 97.25(9) ?
N4 Co1 N2 2 2 90.98(10) ?
N4 Co1 N2 . 2 95.39(10) ?
N3 Co1 N2 . 2 97.25(9) ?
N3 Co1 N2 2 2 75.41(9) ?
N2 Co1 N2 . 2 170.33(14) ?
N2 N1 C7 . . 129.1(2) ?
N2 N1 H1A . . 115.5 ?
C7 N1 H1A . . 115.4 ?
C8 N2 N1 . . 122.3(2) ?
C8 N2 Co1 . . 117.08(18) ?
N1 N2 Co1 . . 120.63(18) ?
C13 N3 C9 . . 116.9(3) ?
C13 N3 Co1 . . 128.18(19) ?
C9 N3 Co1 . . 114.80(18) ?
C14 N4 Co1 . . 175.8(2) ?
C2 C1 C6 . . 119.4(3) ?
C2 C1 H1 . . 120.3 ?
C6 C1 H1 . . 120.3 ?
C1 C2 C3 . . 121.2(3) ?
C1 C2 H2 . . 119.4 ?
C3 C2 H2 . . 119.4 ?
C4 C3 C2 . . 119.7(3) ?
C4 C3 H3 . . 120.1 ?
C2 C3 H3 . . 120.1 ?
C3 C4 C5 . . 120.1(3) ?
C3 C4 H4 . . 120.0 ?
C5 C4 H4 . . 120.0 ?
C4 C5 C6 . . 120.7(3) ?
C4 C5 H5 . . 119.6 ?
C6 C5 H5 . . 119.6 ?
C5 C6 C1 . . 118.9(3) ?
C5 C6 C7 . . 117.7(3) ?
C1 C6 C7 . . 123.3(3) ?
O1 C7 N1 . . 121.6(3) ?
O1 C7 C6 . . 123.4(2) ?
N1 C7 C6 . . 115.0(3) ?
N2 C8 C9 . . 116.6(2) ?
N2 C8 H8 . . 121.7 ?
C9 C8 H8 . . 121.7 ?
N3 C9 C10 . . 122.7(3) ?
N3 C9 C8 . . 116.0(3) ?
C10 C9 C8 . . 121.3(3) ?
C11 C10 C9 . . 119.4(3) ?
C11 C10 H10 . . 120.3 ?
C9 C10 H10 . . 120.3 ?
C10 C11 C12 . . 118.5(3) ?
C10 C11 H11 . . 120.7 ?
C12 C11 H11 . . 120.7 ?
C11 C12 C13 . . 119.4(3) ?
C11 C12 H12 . . 120.3 ?
C13 C12 H12 . . 120.3 ?
N3 C13 C12 . . 123.0(3) ?
N3 C13 H13 . . 118.5 ?
C12 C13 H13 . . 118.5 ?
N4 C14 S1 . . 179.0(3) ?
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
Co1 N4 2 2.054(3) ?
Co1 N4 . 2.054(3) ?
Co1 N3 . 2.150(3) ?
Co1 N3 2 2.150(3) ?
Co1 N2 . 2.153(3) ?
Co1 N2 2 2.153(3) ?
S1 C14 . 1.624(4) ?
O1 C7 . 1.211(3) ?
N1 N2 . 1.363(3) ?
N1 C7 . 1.369(3) ?
N1 H1A . 0.8801 ?
N2 C8 . 1.289(4) ?
N3 C13 . 1.340(3) ?
N3 C9 . 1.358(3) ?
N4 C14 . 1.182(4) ?
C1 C2 . 1.380(4) ?
C1 C6 . 1.397(4) ?
C1 H1 . 0.9500 ?
C2 C3 . 1.381(4) ?
C2 H2 . 0.9500 ?
C3 C4 . 1.364(4) ?
C3 H3 . 0.9500 ?
C4 C5 . 1.389(4) ?
C4 H4 . 0.9500 ?
C5 C6 . 1.386(4) ?
C5 H5 . 0.9500 ?
C6 C7 . 1.486(4) ?
C8 C9 . 1.459(4) ?
C8 H8 . 0.9500 ?
C9 C10 . 1.389(4) ?
C10 C11 . 1.373(4) ?
C10 H10 . 0.9500 ?
C11 C12 . 1.379(4) ?
C11 H11 . 0.9500 ?
C12 C13 . 1.389(4) ?
C12 H12 . 0.9500 ?
C13 H13 . 0.9500 ?
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
C13 H13 O1 6_576 0.95 2.50 3.335(5) 146
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 N1 N2 C8 . . . . 14.7(5) ?
C7 N1 N2 Co1 . . . . -164.3(2) ?
N4 Co1 N2 C8 2 . . . -90.9(2) ?
N4 Co1 N2 C8 . . . . 171.3(2) ?
N3 Co1 N2 C8 . . . . -1.3(2) ?
N3 Co1 N2 C8 2 . . . 80.2(2) ?
N4 Co1 N2 N1 2 . . . 88.1(2) ?
N4 Co1 N2 N1 . . . . -9.6(2) ?
N3 Co1 N2 N1 . . . . 177.7(2) ?
N3 Co1 N2 N1 2 . . . -100.8(2) ?
N4 Co1 N3 C13 2 . . . -85.0(3) ?
N4 Co1 N3 C13 . . . . 150.9(3) ?
N3 Co1 N3 C13 2 . . . 80.5(2) ?
N2 Co1 N3 C13 . . . . 179.7(3) ?
N2 Co1 N3 C13 2 . . . 6.1(3) ?
N4 Co1 N3 C9 2 . . . 98.5(2) ?
N4 Co1 N3 C9 . . . . -25.7(5) ?
N3 Co1 N3 C9 2 . . . -96.0(2) ?
N2 Co1 N3 C9 . . . . 3.18(19) ?
N2 Co1 N3 C9 2 . . . -170.40(19) ?
C6 C1 C2 C3 . . . . 0.7(5) ?
C1 C2 C3 C4 . . . . -0.4(5) ?
C2 C3 C4 C5 . . . . 0.1(5) ?
C3 C4 C5 C6 . . . . -0.1(5) ?
C4 C5 C6 C1 . . . . 0.3(5) ?
C4 C5 C6 C7 . . . . -178.0(3) ?
C2 C1 C6 C5 . . . . -0.6(4) ?
C2 C1 C6 C7 . . . . 177.7(3) ?
N2 N1 C7 O1 . . . . -3.1(5) ?
N2 N1 C7 C6 . . . . 176.6(3) ?
C5 C6 C7 O1 . . . . 18.1(4) ?
C1 C6 C7 O1 . . . . -160.3(3) ?
C5 C6 C7 N1 . . . . -161.6(3) ?
C1 C6 C7 N1 . . . . 20.1(4) ?
N1 N2 C8 C9 . . . . -179.7(2) ?
Co1 N2 C8 C9 . . . . -0.7(3) ?
C13 N3 C9 C10 . . . . -1.4(4) ?
Co1 N3 C9 C10 . . . . 175.5(2) ?
C13 N3 C9 C8 . . . . 178.4(3) ?
Co1 N3 C9 C8 . . . . -4.6(3) ?
N2 C8 C9 N3 . . . . 3.6(4) ?
N2 C8 C9 C10 . . . . -176.5(3) ?
N3 C9 C10 C11 . . . . -0.4(5) ?
C8 C9 C10 C11 . . . . 179.7(3) ?
C9 C10 C11 C12 . . . . 1.7(5) ?
C10 C11 C12 C13 . . . . -1.2(5) ?
C9 N3 C13 C12 . . . . 2.0(4) ?
Co1 N3 C13 C12 . . . . -174.5(2) ?
C11 C12 C13 N3 . . . . -0.8(5) ?
