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#$Date: 2016-03-23 16:26:17 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179377 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/74/4327431.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_4327431
loop_
_publ_author_name
'Takashi Kubo'
'Misako Ohsahi'
'Katsuaki Miyazaki'
'Akio Ichimura'
'Kazuhiro Nakasuji'
_publ_contact_author_address
;
Department of Chemistry, Graduate School of Science, Osaka University 
Machikaneyama 1-1, Toyonaka, Osaka, 560-0043, Japan
;
_publ_contact_author_email       kubo@chem.sci.osaka-u.ac.jp
_publ_contact_author_fax         '+81 6 6850 5395'
_publ_contact_author_name        'Takashi Kubo'
_publ_contact_author_phone       '+81 6 6850 5394'
_publ_section_title
;
 Synthesis, Structure, and Cooperative Proton-Electron Transfer Reaction
 of Bis(5,6-diethylpyrazinedithiolato)metal Complexes (M = Ni, Pd, Pt)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7301
_journal_page_last               7307
_journal_paper_doi               10.1021/ic049621+
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C22 H36 N6 Ni O2 S4'
_chemical_formula_weight         603.52
_chemical_name_common            Ni(Hdepdt)2-DMF
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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                72.092(2)
_cell_angle_beta                 68.350(2)
_cell_angle_gamma                88.225(4)
_cell_formula_units_Z            1
_cell_length_a                   8.1157(5)
_cell_length_b                   9.1057(8)
_cell_length_c                   10.7936(11)
_cell_measurement_reflns_used    3287
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      2.4
_cell_volume                     702.38(10)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        'teXsan Ver. 1.11'
_computing_publication_material  'teXsan Ver. 1.11'
_computing_structure_refinement  SHELXL97
_computing_structure_solution    SHELXS86
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 10.00
_diffrn_measured_fraction_theta_full 0.967
_diffrn_measured_fraction_theta_max 0.967
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID Imaging Plate'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0968
_diffrn_reflns_av_sigmaI/netI    0.0853
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6074
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    1.019
_exptl_absorpt_correction_T_max  0.903
_exptl_absorpt_correction_T_min  0.323
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Higashi, 1995)'
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_description       block
_exptl_crystal_F_000             318
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.635
_refine_diff_density_min         -0.670
_refine_diff_density_rms         0.141
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         3113
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0662
_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)+(0.1181P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1653
_refine_ls_wR_factor_ref         0.1746
_reflns_number_gt                2446
_reflns_number_total             3113
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0496212Bsi20040322_012110_1.cif
_cod_data_source_block           NiDMF
_cod_original_sg_symbol_H-M      'P -1 '
_cod_database_code               4327431
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
Ni1 Ni 0.0000 0.5000 0.5000 0.0294(2) Uani 1 2 d S
S1 S 0.13121(11) 0.35053(11) 0.62682(9) 0.0364(3) Uani 1 1 d .
S2 S 0.22411(11) 0.52174(11) 0.30512(9) 0.0366(3) Uani 1 1 d .
O1 O 0.3634(4) 0.1071(4) -0.1827(3) 0.0560(8) Uani 1 1 d .
N1 N 0.4645(4) 0.2720(3) 0.5437(3) 0.0350(7) Uani 1 1 d .
N2 N 0.5434(4) 0.4210(4) 0.2667(3) 0.0378(7) Uani 1 1 d .
N3 N 0.3090(4) 0.1377(4) 0.0297(4) 0.0480(8) Uani 1 1 d .
C1 C 0.3371(4) 0.3479(4) 0.5056(4) 0.0307(7) Uani 1 1 d .
C2 C 0.3837(4) 0.4242(4) 0.3599(4) 0.0325(7) Uani 1 1 d .
C3 C 0.6663(5) 0.3430(4) 0.3114(4) 0.0391(8) Uani 1 1 d .
C4 C 0.6292(5) 0.2668(4) 0.4508(4) 0.0353(8) Uani 1 1 d .
C5 C 0.8450(5) 0.3496(6) 0.1963(5) 0.0546(11) Uani 1 1 d .
C6 C 0.7532(5) 0.1728(5) 0.5117(5) 0.0439(9) Uani 1 1 d .
C7 C 0.8385(6) 0.2811(7) 0.0898(6) 0.0656(14) Uani 1 1 d .
C8 C 0.7448(6) 0.0080(5) 0.5106(6) 0.0560(12) Uani 1 1 d .
C9 C 0.2027(7) -0.0100(6) 0.1085(5) 0.0649(13) Uani 1 1 d .
C10 C 0.3436(8) 0.2311(8) 0.1061(7) 0.0796(17) Uani 1 1 d .
C11 C 0.3766(5) 0.1823(5) -0.1089(5) 0.0508(10) Uani 1 1 d .
H1 H 0.7925 0.1754 0.1327 0.078 Uiso 1 1 d .
H2 H 0.7616 0.3365 0.0453 0.078 Uiso 1 1 d .
H3 H 0.9538 0.2894 0.0196 0.078 Uiso 1 1 d .
H4 H 0.6264 -0.0413 0.5643 0.069 Uiso 1 1 d .
H5 H 0.7771 0.0069 0.4161 0.069 Uiso 1 1 d .
H6 H 0.8239 -0.0500 0.5491 0.069 Uiso 1 1 d .
H7 H 0.4697 0.2469 0.0829 0.097 Uiso 1 1 d .
H8 H 0.3019 0.3321 0.0802 0.097 Uiso 1 1 d .
H9 H 0.2868 0.1844 0.2047 0.097 Uiso 1 1 d .
H10 H 0.1629 -0.0275 0.2071 0.078 Uiso 1 1 d .
H11 H 0.1013 -0.0130 0.0842 0.078 Uiso 1 1 d .
H12 H 0.2718 -0.0932 0.0875 0.078 Uiso 1 1 d .
H13 H 0.8929 0.4540 0.1507 0.065 Uiso 1 1 d .
H14 H 0.9222 0.2926 0.2388 0.065 Uiso 1 1 d .
H15 H 0.8719 0.2199 0.4592 0.054 Uiso 1 1 d .
H16 H 0.7201 0.1720 0.6069 0.054 Uiso 1 1 d .
H17 H 0.4426 0.2835 -0.1577 0.062 Uiso 1 1 d .
H18 H 0.4366 0.2189 0.6423 0.042 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 0.0033 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'
O O 0.0106 0.0060 '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
S1 Ni1 S1 180.0 . 2_566
S1 Ni1 S2 87.25(3) . 2_566
S1 Ni1 S2 92.75(3) 2_566 2_566
S1 Ni1 S2 92.75(3) . .
S1 Ni1 S2 87.24(3) 2_566 .
S2 Ni1 S2 180.0 2_566 .
C1 S1 Ni1 102.79(13) . .
C2 S2 Ni1 103.80(13) . .
C1 N1 C4 123.3(3) . .
C1 N1 H18 118.1(3) . .
C4 N1 H18 118.6(3) . .
C2 N2 C3 119.3(3) . .
C11 N3 C10 121.3(4) . .
C11 N3 C9 119.8(4) . .
C10 N3 C9 118.8(4) . .
N1 C1 C2 116.3(3) . .
N1 C1 S1 121.5(3) . .
C2 C1 S1 122.2(3) . .
N2 C2 C1 121.8(3) . .
N2 C2 S2 120.1(3) . .
C1 C2 S2 118.2(3) . .
N2 C3 C4 121.6(3) . .
N2 C3 C5 114.8(4) . .
C4 C3 C5 123.6(4) . .
N1 C4 C3 117.7(3) . .
N1 C4 C6 116.1(4) . .
C3 C4 C6 126.2(3) . .
C7 C5 C3 114.0(4) . .
C7 C5 H13 109.0(5) . .
C3 C5 H13 108.8(4) . .
C7 C5 H14 107.5(5) . .
C3 C5 H14 108.1(4) . .
H13 C5 H14 109.2(4) . .
C4 C6 C8 111.8(3) . .
C4 C6 H15 109.4(4) . .
C8 C6 H15 109.5(4) . .
C4 C6 H16 108.7(4) . .
C8 C6 H16 108.9(4) . .
H15 C6 H16 108.5(4) . .
C5 C7 H1 110.7(5) . .
C5 C7 H2 109.2(5) . .
H1 C7 H2 108.4(5) . .
C5 C7 H3 110.5(5) . .
H1 C7 H3 109.6(5) . .
H2 C7 H3 108.4(5) . .
C6 C8 H4 110.3(4) . .
C6 C8 H5 109.9(4) . .
H4 C8 H5 108.2(4) . .
C6 C8 H6 110.9(4) . .
H4 C8 H6 108.8(5) . .
H5 C8 H6 108.7(5) . .
N3 C9 H10 110.9(5) . .
N3 C9 H11 110.5(5) . .
H10 C9 H11 108.8(5) . .
N3 C9 H12 110.3(4) . .
H10 C9 H12 108.2(5) . .
H11 C9 H12 108.1(5) . .
N3 C10 H7 110.5(5) . .
N3 C10 H8 110.3(6) . .
H7 C10 H8 107.1(6) . .
N3 C10 H9 111.9(5) . .
H7 C10 H9 108.5(7) . .
H8 C10 H9 108.4(6) . .
O1 C11 N3 126.0(4) . .
O1 C11 H17 116.7(5) . .
N3 C11 H17 117.3(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 S1 2.1680(9) .
Ni1 S1 2.1680(9) 2_566
Ni1 S2 2.1714(9) 2_566
Ni1 S2 2.1714(9) .
S1 C1 1.705(4) .
S2 C2 1.728(4) .
O1 C11 1.231(5) .
N1 C1 1.345(5) .
N1 C4 1.353(5) .
N1 H18 0.964(3) .
N2 C2 1.322(5) .
N2 C3 1.353(5) .
N3 C11 1.319(6) .
N3 C10 1.448(6) .
N3 C9 1.450(6) .
C1 C2 1.416(5) .
C3 C4 1.369(6) .
C3 C5 1.510(6) .
C4 C6 1.505(5) .
C5 C7 1.482(7) .
C5 H13 0.945(5) .
C5 H14 0.958(5) .
C6 C8 1.508(6) .
C6 H15 0.952(4) .
C6 H16 0.960(4) .
C7 H1 0.949(6) .
C7 H2 0.964(6) .
C7 H3 0.950(5) .
C8 H4 0.957(5) .
C8 H5 0.958(5) .
C8 H6 0.951(4) .
C9 H10 0.954(5) .
C9 H11 0.955(5) .
C9 H12 0.961(6) .
C10 H7 0.964(6) .
C10 H8 0.965(7) .
C10 H9 0.948(7) .
C11 H17 0.968(4) .
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
S1 Ni1 S1 C1 50(7) 2_566
S2 Ni1 S1 C1 -175.46(11) 2_566
S2 Ni1 S1 C1 4.54(11) .
S1 Ni1 S2 C2 -4.77(12) .
S1 Ni1 S2 C2 175.23(12) 2_566
S2 Ni1 S2 C2 -133(12) 2_566
C4 N1 C1 C2 0.0(5) .
C4 N1 C1 S1 179.8(2) .
Ni1 S1 C1 N1 176.9(2) .
Ni1 S1 C1 C2 -3.4(3) .
C3 N2 C2 C1 -0.2(5) .
C3 N2 C2 S2 -179.5(3) .
N1 C1 C2 N2 0.0(5) .
S1 C1 C2 N2 -179.7(2) .
N1 C1 C2 S2 179.3(2) .
S1 C1 C2 S2 -0.4(4) .
Ni1 S2 C2 N2 -176.7(2) .
Ni1 S2 C2 C1 4.0(3) .
C2 N2 C3 C4 0.3(5) .
C2 N2 C3 C5 -178.9(3) .
C1 N1 C4 C3 0.1(5) .
C1 N1 C4 C6 -178.4(3) .
N2 C3 C4 N1 -0.3(5) .
C5 C3 C4 N1 178.9(3) .
N2 C3 C4 C6 178.0(3) .
C5 C3 C4 C6 -2.8(6) .
N2 C3 C5 C7 -61.3(5) .
C4 C3 C5 C7 119.5(5) .
N1 C4 C6 C8 92.7(4) .
C3 C4 C6 C8 -85.6(5) .
C10 N3 C11 O1 175.5(5) .
C9 N3 C11 O1 -2.4(7) .
