#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/56/2005650.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_2005650
loop_
_publ_author_name
'Henderson, R. K.'
'Bouwman, E.'
'Reedijk, J.'
'Powell, A. K.'
_publ_section_title
;[N,N'-Bis(2-thiobenzylidene)-1,2-dimethyl-4,5-phenylenediaminato]nickel(II),
 Ni(tsaldimph)
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              2696
_journal_page_last               2698
_journal_paper_doi               10.1107/S0108270196009778
_journal_volume                  52
_journal_year                    1996
_chemical_formula_iupac          '[Ni (C22 H18 N2 S2)]'
_chemical_formula_moiety         'C22 H18 N2 Ni S2'
_chemical_formula_sum            'C22 H18 N2 Ni S2'
_chemical_formula_weight         433.22
_chemical_name_systematic
;
 [N,N'-bis(2-thiobenzenylidene)1,2-dimethyl-4,5-phenylenediaminato]nickel(II)
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.578(2)
_cell_length_b                   12.848(2)
_cell_length_c                   11.505(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291
_cell_measurement_theta_max      25
_cell_measurement_theta_min      10
_cell_volume                     1859.2(5)
_computing_cell_refinement
'TeXsan (Molecular Structure Corporation, 1993)'
_computing_data_collection
'TeXsan (Molecular Structure Corporation, 1993)'
_computing_data_reduction
'TeXsan (Molecular Structure Corporation, 1993)'
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1990)'
_computing_publication_material  'PLATON (Spek, 1990)'
_computing_structure_refinement  'SHELXTL-Plus (Sheldrick, 1990)'
_computing_structure_solution    'SHELXTL-Plus (Sheldrick, 1990)'
_diffrn_ambient_temperature      291
_diffrn_measurement_device       RigakuAFC7R
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.01
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       0
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1905
_diffrn_reflns_reduction_process
;
 ?
;
_diffrn_reflns_theta_max         25
_diffrn_reflns_theta_min         1
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.28
_exptl_absorpt_correction_T_max  0.90
_exptl_absorpt_correction_T_min  0.84
_exptl_absorpt_correction_type   'semi-empirical \y scan (SHELXTL-Plus)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_description       needle
_exptl_crystal_F_000             896
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.31
_refine_ls_abs_structure_details
;
 ?
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_obs   1.08
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     123
_refine_ls_number_reflns         1152
_refine_ls_R_factor_all          0.0584
_refine_ls_R_factor_obs          0.0328
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.002
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(F)+0.001F²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0498
_refine_ls_wR_factor_obs         0.0454
_reflns_number_observed          1152
_reflns_number_total             1645
_reflns_observed_criterion       >6\s(F)
_cod_data_source_file            kh1114.cif
_cod_data_source_block           rh45
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from
2010-06-29.

'_refine_ls_matrix_type' value 'Full' changed to 'full'
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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(F)+0.001F^2^]' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(F)+0.001F^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1859.4(5)
_cod_original_formula_sum        ' C22 H18 N2 Ni S2'
_cod_database_code               2005650
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,z
x,-y,1/2+z
1/2-x,1/2-y,1/2+z
-x,-y,-z
1/2+x,1/2-y,-z
-x,y,1/2-z
1/2+x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
Ni(1) 0.0000 0.5776(1) 0.25000 0.031(1) Uani
S(1) 0.0487(1) 0.7083(1) 0.1425(1) 0.045(1) Uani
N(1) 0.0589(2) 0.4673(2) 0.1574(2) 0.031(1) Uani
C(1) 0.0311(3) 0.3643(3) 0.2003(3) 0.031(1) Uani
C(2) 0.0610(3) 0.2673(3) 0.1516(3) 0.039(2) Uani
C(3) 0.0307(3) 0.1716(3) 0.1985(3) 0.040(2) Uani
C(4) 0.0646(4) 0.0696(3) 0.1422(4) 0.066(2) Uani
C(5) 0.1188(3) 0.4722(3) 0.0665(3) 0.036(2) Uani
C(6) 0.1591(3) 0.5632(3) 0.0073(3) 0.035(2) Uani
C(7) 0.2270(3) 0.5443(3) -0.0874(3) 0.044(2) Uani
C(8) 0.2709(3) 0.6250(3) -0.1495(3) 0.047(2) Uani
C(9) 0.2476(3) 0.7296(3) -0.1207(3) 0.043(2) Uani
C(10) 0.1816(3) 0.7517(3) -0.0297(3) 0.042(2) Uani
C(11) 0.1353(3) 0.6694(3) 0.0358(3) 0.035(2) Uani
H(2) 0.10441 0.26742 0.08301 0.0800 Uiso
H(4A) 0.03657 0.01237 0.18609 0.0800 Uiso
H(4B) 0.03787 0.06678 0.06414 0.0800 Uiso
H(4C) 0.14082 0.06562 0.14094 0.0800 Uiso
H(5) 0.13944 0.40653 0.03385 0.0800 Uiso
H(7) 0.24289 0.47389 -0.10918 0.0800 Uiso
H(8) 0.31789 0.61021 -0.21321 0.0800 Uiso
H(9) 0.27841 0.78519 -0.16523 0.0800 Uiso
H(10) 0.16647 0.82278 -0.01003 0.0800 Uiso
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
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'
N N 0.0061 0.0033 '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'
C C 0.0033 0.0016 '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
S(1) Ni(1) N(1) . . 98.40(10) yes
S(1) Ni(1) S(1) . 7_555 78.80(10) yes
S(1) Ni(1) N(1) . 7_555 173.70(10) yes
S(1) Ni(1) N(1) 7_555 . 173.70(10) no
N(1) Ni(1) N(1) . 7_555 85.0(2) yes
S(1) Ni(1) N(1) 7_555 7_555 98.40(10) no
Ni(1) S(1) C(11) . . 111.20(10) yes
Ni(1) N(1) C(1) . . 112.9(2) yes
Ni(1) N(1) C(5) . . 129.7(2) yes
C(1) N(1) C(5) . . 117.3(3) no
N(1) C(1) C(2) . . 127.0(3) no
N(1) C(1) C(1) . 7_555 114.5(2) no
C(1) C(1) C(2) 7_555 . 118.4(2) no
C(1) C(2) C(3) . . 123.3(3) no
C(2) C(3) C(4) . . 121.1(3) no
C(2) C(3) C(3) . 7_555 118.2(2) no
C(3) C(3) C(4) 7_555 . 120.6(2) no
N(1) C(5) C(6) . . 128.8(3) no
C(5) C(6) C(7) . . 116.0(3) no
C(5) C(6) C(11) . . 126.1(3) no
C(7) C(6) C(11) . . 117.9(3) no
C(6) C(7) C(8) . . 121.1(4) no
C(7) C(8) C(9) . . 120.8(4) no
C(8) C(9) C(10) . . 120.2(3) no
C(9) C(10) C(11) . . 120.0(3) no
S(1) C(11) C(6) . . 124.9(3) no
S(1) C(11) C(10) . . 115.0(3) no
C(6) C(11) C(10) . . 120.0(3) no
C(1) C(2) H(2) . . 118.3(3) no
C(3) C(2) H(2) . . 118.3(3) no
C(3) C(4) H(4A) . . 109.5(3) no
C(3) C(4) H(4B) . . 109.5(3) no
C(3) C(4) H(4C) . . 109.5(3) no
H(4A) C(4) H(4B) . . 109.5(3) no
H(4A) C(4) H(4C) . . 109.5(3) no
H(4B) C(4) H(4C) . . 109.5(3) no
N(1) C(5) H(5) . . 115.6(3) no
C(6) C(5) H(5) . . 115.6(3) no
C(6) C(7) H(7) . . 119.5(3) no
C(8) C(7) H(7) . . 119.5(3) no
C(7) C(8) H(8) . . 119.6(3) no
C(9) C(8) H(8) . . 119.6(3) no
C(8) C(9) H(9) . . 119.9(3) no
C(10) C(9) H(9) . . 119.9(3) no
C(9) C(10) H(10) . . 120.0(3) no
C(11) C(10) H(10) . . 120.0(3) no
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
Ni(1) S(1) . 2.1740(10) yes
Ni(1) N(1) . 1.920(3) yes
S(1) C(11) . 1.716(4) no
N(1) C(1) . 1.456(4) no
N(1) C(5) . 1.290(4) no
C(1) C(2) . 1.417(5) no
C(1) C(1) 7_555 1.386(7) no
C(2) C(3) . 1.396(5) no
C(3) C(4) . 1.522(6) no
C(3) C(3) 7_555 1.414(7) no
C(5) C(6) . 1.446(5) no
C(6) C(7) . 1.406(5) no
C(6) C(11) . 1.435(5) no
C(7) C(8) . 1.375(5) no
C(8) C(9) . 1.415(5) no
C(9) C(10) . 1.366(5) no
C(10) C(11) . 1.423(5) no
C(2) H(2) . 0.9600 no
C(4) H(4A) . 0.9600 no
C(4) H(4B) . 0.9600 no
C(4) H(4C) . 0.9600 no
C(5) H(5) . 0.9600 no
C(7) H(7) . 0.9600 no
C(8) H(8) . 0.9600 no
C(9) H(9) . 0.9600 no
C(10) H(10) . 0.9600 no
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_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N(1) Ni(1) S(1) C(11) . . . -9.90 no
S(1) Ni(1) S(1) C(11) 7_555 . . 164.33 no
S(1) Ni(1) N(1) C(1) . . . -174.39 no
N(1) Ni(1) N(1) C(1) 7_555 . . 0.20 no
S(1) Ni(1) N(1) C(5) . . . 6.70 no
N(1) Ni(1) N(1) C(5) 7_555 . . -178.72 no
Ni(1) S(1) C(11) C(6) . . . 10.02 no
Ni(1) S(1) C(11) C(10) . . . -172.62 no
Ni(1) N(1) C(1) C(1) . . 7_555 -0.58 no
C(5) N(1) C(1) C(1) . . 7_555 178.48 no
C(5) N(1) C(1) C(2) . . . -1.42 no
Ni(1) N(1) C(1) C(2) . . . 179.52 no
Ni(1) N(1) C(5) C(6) . . . -0.20 no
C(1) N(1) C(5) C(6) . . . -179.07 no
C(1) C(1) C(2) C(3) 7_555 . . 0.21 no
N(1) C(1) C(1) N(1) . 7_555 7_555 0.74 no
N(1) C(1) C(1) C(2) . 7_555 7_555 -179.35 no
C(2) C(1) C(1) N(1) . 7_555 7_555 -179.35 no
C(2) C(1) C(1) C(2) . 7_555 7_555 0.57 no
N(1) C(1) C(2) C(3) . . . -179.89 no
C(1) C(2) C(3) C(3) . . 7_555 -1.72 no
C(1) C(2) C(3) C(4) . . . 179.65 no
C(2) C(3) C(3) C(4) . 7_555 7_555 -178.97 no
C(4) C(3) C(3) C(2) . 7_555 7_555 -178.97 no
C(2) C(3) C(3) C(2) . 7_555 7_555 2.39 no
C(4) C(3) C(3) C(4) . 7_555 7_555 -0.32 no
N(1) C(5) C(6) C(11) . . . -3.32 no
N(1) C(5) C(6) C(7) . . . 177.40 no
C(5) C(6) C(7) C8 . . . -179.37 no
C(5) C(6) C(11) C(10) . . . 179.53 no
C(11) C(6) C(7) C8 . . . 1.29 no
C(5) C(6) C(11) S(1) . . . -3.23 no
C(7) C(6) C(11) C(10) . . . -1.20 no
C(7) C(6) C(11) S(1) . . . 176.04 no
C(6) C(7) C8 C(9) . . . -0.97 no
C(7) C(8) C(9) C(10) . . . 0.54 no
C(8) C(9) C(10) C(11) . . . -0.45 no
C(9) C(10) C(11) C(6) . . . 0.81 no
C(9) C(10) C(11) S(1) . . . -176.70 no
