#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:50:15 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179157 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/18/4311802.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_4311802
loop_
_publ_author_name
'Elena López-Torres'
'M Antonia Mendiola'
'César J. Pastor'
'Beatriz Souto Pérez'
_publ_section_title
;
 Versatile Chelating Behavior of Benzil Bis(thiosemicarbazone) in Zinc,
 Cadmium, and Nickel Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5222
_journal_page_last               5230
_journal_paper_doi               10.1021/ic035461a
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C19 H21 N7 Ni O S2'
_chemical_formula_weight         486.26
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                98.070(3)
_cell_angle_beta                 108.113(3)
_cell_angle_gamma                105.883(3)
_cell_formula_units_Z            2
_cell_length_a                   10.2602(4)
_cell_length_b                   10.5285(5)
_cell_length_c                   11.2091(5)
_cell_measurement_temperature    297(2)
_cell_volume                     1072.72(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      297(2)
_diffrn_measured_fraction_theta_full 0.875
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0353
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6968
_diffrn_reflns_theta_full        70.20
_diffrn_reflns_theta_max         70.20
_diffrn_reflns_theta_min         4.28
_exptl_absorpt_coefficient_mu    3.344
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            RED
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       PRISMA
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.442
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     355
_refine_ls_number_reflns         3574
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.011
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0354
_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)+(0.0541P)²+0.2053P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.0970
_reflns_number_gt                2920
_reflns_number_total             3574
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic035461asi20040416_064012.cif
_cod_data_source_block           elena_m
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1072.72(8)
_cod_database_code               4311802
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.2778(3) -0.1679(3) 0.5372(2) 0.0414(6) Uani 1 1 d . . .
C2 C 0.0329(3) 0.0367(2) 0.7899(2) 0.0377(5) Uani 1 1 d . . .
C3 C 0.1508(3) -0.0188(2) 0.7926(2) 0.0375(5) Uani 1 1 d . . .
C4 C 0.1949(3) -0.0283(3) 0.6878(3) 0.0464(6) Uani 1 1 d . . .
C5 C 0.3093(3) -0.0742(3) 0.6919(3) 0.0542(7) Uani 1 1 d . . .
C6 C 0.3774(3) -0.1146(3) 0.7988(3) 0.0569(8) Uani 1 1 d . . .
C7 C 0.3331(3) -0.1086(3) 0.9023(3) 0.0535(7) Uani 1 1 d . . .
C8 C 0.2208(3) -0.0591(3) 0.9006(3) 0.0442(6) Uani 1 1 d . . .
C9 C 0.0549(3) 0.1612(2) 0.8836(2) 0.0373(5) Uani 1 1 d . . .
C10 C 0.1952(3) 0.2391(2) 0.9897(2) 0.0386(5) Uani 1 1 d . . .
C11 C 0.3215(3) 0.2888(3) 0.9648(3) 0.0481(6) Uani 1 1 d . . .
C12 C 0.4521(3) 0.3603(3) 1.0674(4) 0.0597(8) Uani 1 1 d . . .
C13 C 0.4587(4) 0.3832(3) 1.1922(3) 0.0628(9) Uani 1 1 d . . .
C14 C 0.3340(4) 0.3336(3) 1.2178(3) 0.0593(8) Uani 1 1 d . . .
C15 C 0.2033(3) 0.2628(3) 1.1170(3) 0.0464(6) Uani 1 1 d . . .
C16 C -0.1925(3) 0.3245(2) 0.8884(2) 0.0394(5) Uani 1 1 d . . .
C17 C 1.0257(5) 0.3611(5) 0.6181(4) 0.0828(11) Uani 1 1 d . . .
C18 C 1.0317(7) 0.5801(6) 0.7216(6) 0.1004(15) Uani 1 1 d . . .
C19 C 0.7995(5) 0.4120(7) 0.5621(6) 0.0991(14) Uani 1 1 d . . .
N1 N -0.0998(2) -0.0167(2) 0.70443(19) 0.0388(5) Uani 1 1 d . . .
N2 N -0.1380(2) -0.1311(2) 0.6084(2) 0.0451(5) Uani 1 1 d . . .
N3 N -0.3340(3) -0.2759(3) 0.4352(3) 0.0578(7) Uani 1 1 d . . .
N4 N -0.0633(2) 0.1938(2) 0.85925(19) 0.0378(4) Uani 1 1 d . . .
N5 N -0.0606(2) 0.3136(2) 0.9281(2) 0.0415(5) Uani 1 1 d . . .
N6 N -0.2067(3) 0.4379(2) 0.9429(3) 0.0512(6) Uani 1 1 d . . .
N7 N 0.9581(3) 0.4476(3) 0.6350(3) 0.0637(7) Uani 1 1 d . . .
Ni1 Ni -0.22836(4) 0.07198(4) 0.72488(4) 0.03738(14) Uani 1 1 d . . .
O1 O 1.1573(3) 0.3839(3) 0.6749(3) 0.0988(9) Uani 1 1 d . . .
S1 S -0.39618(7) -0.08712(7) 0.56660(6) 0.04660(18) Uani 1 1 d . . .
S2 S -0.34692(7) 0.19997(6) 0.77085(7) 0.04614(18) Uani 1 1 d . . .
H3A H -0.417(4) -0.292(3) 0.387(3) 0.059(10) Uiso 1 1 d . . .
H3B H -0.269(4) -0.302(3) 0.413(3) 0.064(10) Uiso 1 1 d . . .
H4 H 0.150(3) -0.007(3) 0.613(3) 0.065(9) Uiso 1 1 d . . .
H5 H 0.342(3) -0.075(3) 0.619(3) 0.059(9) Uiso 1 1 d . . .
H6 H 0.452(4) -0.142(4) 0.801(4) 0.086(12) Uiso 1 1 d . . .
H6A H -0.284(4) 0.451(3) 0.913(3) 0.051(8) Uiso 1 1 d . . .
H6B H -0.135(4) 0.508(3) 0.986(3) 0.058(9) Uiso 1 1 d . . .
H7 H 0.380(3) -0.132(3) 0.976(3) 0.061(9) Uiso 1 1 d . . .
H8 H 0.190(3) -0.061(3) 0.969(3) 0.041(7) Uiso 1 1 d . . .
H11 H 0.317(3) 0.277(3) 0.879(3) 0.052(8) Uiso 1 1 d . . .
H12 H 0.523(4) 0.382(4) 1.046(3) 0.071(11) Uiso 1 1 d . . .
H13 H 0.548(4) 0.434(4) 1.260(3) 0.080(11) Uiso 1 1 d . . .
H14 H 0.338(3) 0.349(3) 1.306(3) 0.066(9) Uiso 1 1 d . . .
H15 H 0.123(3) 0.228(3) 1.134(3) 0.055(9) Uiso 1 1 d . . .
H17 H 0.949(5) 0.270(5) 0.556(4) 0.112(15) Uiso 1 1 d . . .
H18A H 1.148(7) 0.567(6) 0.748(5) 0.17(2) Uiso 1 1 d . . .
H18B H 0.983(6) 0.574(6) 0.784(6) 0.16(2) Uiso 1 1 d . . .
H18C H 1.005(6) 0.639(6) 0.683(5) 0.13(2) Uiso 1 1 d . . .
H19A H 0.786(9) 0.322(9) 0.512(7) 0.22(4) Uiso 1 1 d . . .
H19B H 0.754(7) 0.420(7) 0.632(7) 0.19(3) Uiso 1 1 d . . .
H19C H 0.788(6) 0.488(7) 0.515(6) 0.18(3) Uiso 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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
N2 C1 N3 117.9(2) . . ?
N2 C1 S1 124.81(19) . . ?
N3 C1 S1 117.3(2) . . ?
N1 C2 C3 124.1(2) . . ?
N1 C2 C9 113.1(2) . . ?
C3 C2 C9 122.7(2) . . ?
C4 C3 C8 119.4(2) . . ?
C4 C3 C2 119.9(2) . . ?
C8 C3 C2 120.7(2) . . ?
C5 C4 C3 120.3(3) . . ?
C6 C5 C4 120.0(3) . . ?
C7 C6 C5 120.5(3) . . ?
C6 C7 C8 120.0(3) . . ?
C7 C8 C3 119.9(3) . . ?
N4 C9 C10 125.0(2) . . ?
N4 C9 C2 111.8(2) . . ?
C10 C9 C2 123.2(2) . . ?
C15 C10 C11 118.7(3) . . ?
C15 C10 C9 120.2(2) . . ?
C11 C10 C9 121.1(2) . . ?
C10 C11 C12 119.5(3) . . ?
C13 C12 C11 121.3(3) . . ?
C12 C13 C14 119.6(3) . . ?
C13 C14 C15 119.9(3) . . ?
C14 C15 C10 121.1(3) . . ?
N5 C16 N6 117.3(2) . . ?
N5 C16 S2 124.41(19) . . ?
N6 C16 S2 118.3(2) . . ?
O1 C17 N7 124.4(4) . . ?
C2 N1 N2 120.7(2) . . ?
C2 N1 Ni1 115.41(17) . . ?
N2 N1 Ni1 123.89(16) . . ?
C1 N2 N1 109.5(2) . . ?
C9 N4 N5 120.5(2) . . ?
C9 N4 Ni1 116.09(16) . . ?
N5 N4 Ni1 123.43(15) . . ?
C16 N5 N4 110.1(2) . . ?
C17 N7 C18 122.5(4) . . ?
C17 N7 C19 120.8(4) . . ?
C18 N7 C19 116.7(4) . . ?
N4 Ni1 N1 83.32(8) . . ?
N4 Ni1 S1 170.68(6) . . ?
N1 Ni1 S1 87.38(7) . . ?
N4 Ni1 S2 87.62(6) . . ?
N1 Ni1 S2 170.87(7) . . ?
S1 Ni1 S2 101.69(3) . . ?
C1 S1 Ni1 94.26(8) . . ?
C16 S2 Ni1 94.11(8) . . ?
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
C1 N2 1.320(3) . ?
C1 N3 1.342(3) . ?
C1 S1 1.744(3) . ?
C2 N1 1.307(3) . ?
C2 C3 1.475(3) . ?
C2 C9 1.475(3) . ?
C3 C4 1.384(4) . ?
C3 C8 1.391(4) . ?
C4 C5 1.377(4) . ?
C5 C6 1.374(4) . ?
C6 C7 1.371(5) . ?
C7 C8 1.385(4) . ?
C9 N4 1.308(3) . ?
C9 C10 1.474(3) . ?
C10 C15 1.386(4) . ?
C10 C11 1.388(4) . ?
C11 C12 1.390(4) . ?
C12 C13 1.364(5) . ?
C13 C14 1.376(5) . ?
C14 C15 1.381(4) . ?
C16 N5 1.329(3) . ?
C16 N6 1.330(3) . ?
C16 S2 1.745(3) . ?
C17 O1 1.238(5) . ?
C17 N7 1.314(5) . ?
C18 N7 1.430(6) . ?
C19 N7 1.486(6) . ?
N1 N2 1.370(3) . ?
N1 Ni1 1.862(2) . ?
N4 N5 1.372(3) . ?
N4 Ni1 1.861(2) . ?
Ni1 S1 2.1461(7) . ?
Ni1 S2 2.1572(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
_geom_torsion_publ_flag
N1 C2 C3 C4 60.7(3) . . . . ?
C9 C2 C3 C4 -118.2(3) . . . . ?
N1 C2 C3 C8 -120.8(3) . . . . ?
C9 C2 C3 C8 60.4(3) . . . . ?
C8 C3 C4 C5 -1.5(4) . . . . ?
C2 C3 C4 C5 177.0(2) . . . . ?
C3 C4 C5 C6 1.9(4) . . . . ?
C4 C5 C6 C7 -0.5(5) . . . . ?
C5 C6 C7 C8 -1.3(5) . . . . ?
C6 C7 C8 C3 1.6(4) . . . . ?
C4 C3 C8 C7 -0.2(4) . . . . ?
C2 C3 C8 C7 -178.8(2) . . . . ?
N1 C2 C9 N4 -1.5(3) . . . . ?
C3 C2 C9 N4 177.5(2) . . . . ?
N1 C2 C9 C10 179.6(2) . . . . ?
C3 C2 C9 C10 -1.4(4) . . . . ?
N4 C9 C10 C15 58.1(4) . . . . ?
C2 C9 C10 C15 -123.2(3) . . . . ?
N4 C9 C10 C11 -122.7(3) . . . . ?
C2 C9 C10 C11 56.0(3) . . . . ?
C15 C10 C11 C12 0.1(4) . . . . ?
C9 C10 C11 C12 -179.1(2) . . . . ?
C10 C11 C12 C13 -0.2(4) . . . . ?
C11 C12 C13 C14 0.6(5) . . . . ?
C12 C13 C14 C15 -0.8(5) . . . . ?
C13 C14 C15 C10 0.7(4) . . . . ?
C11 C10 C15 C14 -0.3(4) . . . . ?
C9 C10 C15 C14 178.9(2) . . . . ?
C3 C2 N1 N2 -0.5(4) . . . . ?
C9 C2 N1 N2 178.5(2) . . . . ?
C3 C2 N1 Ni1 178.95(18) . . . . ?
C9 C2 N1 Ni1 -2.1(3) . . . . ?
N3 C1 N2 N1 177.8(2) . . . . ?
S1 C1 N2 N1 -2.8(3) . . . . ?
C2 N1 N2 C1 178.0(2) . . . . ?
Ni1 N1 N2 C1 -1.4(3) . . . . ?
C10 C9 N4 N5 5.2(4) . . . . ?
C2 C9 N4 N5 -173.7(2) . . . . ?
C10 C9 N4 Ni1 -176.70(19) . . . . ?
C2 C9 N4 Ni1 4.4(3) . . . . ?
N6 C16 N5 N4 -177.7(2) . . . . ?
S2 C16 N5 N4 2.6(3) . . . . ?
C9 N4 N5 C16 -179.1(2) . . . . ?
Ni1 N4 N5 C16 2.9(3) . . . . ?
O1 C17 N7 C18 0.6(7) . . . . ?
O1 C17 N7 C19 179.6(4) . . . . ?
C9 N4 Ni1 N1 -4.52(18) . . . . ?
N5 N4 Ni1 N1 173.5(2) . . . . ?
C9 N4 Ni1 S1 -0.8(6) . . . . ?
N5 N4 Ni1 S1 177.2(3) . . . . ?
C9 N4 Ni1 S2 176.57(18) . . . . ?
N5 N4 Ni1 S2 -5.39(18) . . . . ?
C2 N1 Ni1 N4 3.56(18) . . . . ?
N2 N1 Ni1 N4 -177.0(2) . . . . ?
C2 N1 Ni1 S1 -175.84(18) . . . . ?
N2 N1 Ni1 S1 3.56(18) . . . . ?
C2 N1 Ni1 S2 10.5(6) . . . . ?
N2 N1 Ni1 S2 -170.1(3) . . . . ?
N2 C1 S1 Ni1 4.6(2) . . . . ?
N3 C1 S1 Ni1 -176.0(2) . . . . ?
N4 Ni1 S1 C1 -7.2(4) . . . . ?
N1 Ni1 S1 C1 -3.51(11) . . . . ?
S2 Ni1 S1 C1 175.47(9) . . . . ?
N5 C16 S2 Ni1 -5.5(2) . . . . ?
N6 C16 S2 Ni1 174.8(2) . . . . ?
N4 Ni1 S2 C16 4.75(10) . . . . ?
N1 Ni1 S2 C16 -2.2(4) . . . . ?
S1 Ni1 S2 C16 -175.68(9) . . . . ?
