#------------------------------------------------------------------------------
#$Date: 2015-10-26 15:13:36 +0200 (Mon, 26 Oct 2015) $
#$Revision: 169747 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/79/7117991.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_7117991
loop_
_publ_author_name
'Mikihiro Hayashi'
'Kazuya Otsubo'
'Tatsuhisa Kato'
'Kunihisa Sugimoto'
'Akihiko Fujiwara'
'Hiroshi Kitagawa'
_publ_section_title
;
 A compact planar low-energy-gap molecule with a donor-acceptor-donor
 nature based on a bimetal dithiolene complex
;
_journal_name_full               Chem.Commun.
_journal_page_first              15796
_journal_paper_doi               10.1039/C5cc06149K
_journal_volume                  51
_journal_year                    2015
_chemical_formula_moiety         'C40 N6 Ni S4'
_chemical_formula_sum            'C40 N6 Ni S4'
_chemical_formula_weight         751.42
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2015-05-07 deposited with the CCDC.
2015-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.3700(10)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   7.7723(7)
_cell_length_b                   20.4416(18)
_cell_length_c                   14.1183(12)
_cell_measurement_temperature    100
_cell_volume                     2229.2(3)
_computing_cell_refinement       Unknown
_computing_data_collection       Unknown
_computing_data_reduction        Unknown
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_diffrn_ambient_temperature      100
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0162
_diffrn_reflns_laue_measured_fraction_full 0.996
_diffrn_reflns_laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10920
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.361
_diffrn_reflns_theta_min         1.760
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.653
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.119
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             748.00
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.00
_refine_diff_density_min         -0.28
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4071
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0634
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1237P)²+5.6423P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1987
_refine_ls_wR_factor_ref         0.2007
_reflns_number_gt                3862
_reflns_number_total             4071
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c5cc06149k2.cif
_cod_data_source_block           MH_130704_1_result_4
_cod_database_code               7117991
loop_
_symmetry_equiv_pos_site_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+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_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.0 0.0 0.0 0.0219(2) Uani 1 2 d . . .
S2 S -0.09219(12) 0.04415(4) 0.12522(6) 0.0262(3) Uani 1 4 d . . .
S3 S 0.03403(12) -0.09474(4) 0.07110(6) 0.0272(3) Uani 1 4 d . . .
N4 N 0.4224(4) 0.14734(14) 0.1877(2) 0.0217(6) Uani 1 4 d . . .
N5 N -0.1506(5) -0.00797(17) 0.2914(3) 0.0315(8) Uani 1 4 d . . .
N6 N -0.0224(4) -0.13200(17) 0.2458(2) 0.0313(7) Uani 1 4 d . . .
C7 C -0.0925(5) -0.01940(19) 0.2074(3) 0.0254(7) Uani 1 4 d . . .
C8 C 0.3842(5) 0.04658(18) 0.2922(3) 0.0274(8) Uani 1 4 d . . .
C9 C -0.0304(4) -0.08230(19) 0.1834(3) 0.0254(7) Uani 1 4 d . . .
C10 C 0.3403(5) 0.21390(17) 0.1634(3) 0.0260(8) Uani 1 4 d . . .
C11 C 0.6118(5) 0.15800(19) 0.2273(3) 0.0284(8) Uani 1 4 d . . .
C12 C 0.4171(5) 0.10337(16) 0.1000(2) 0.0223(7) Uani 1 4 d . . .
C13 C 0.2985(5) 0.02725(18) 0.3807(3) 0.0275(8) Uani 1 4 d . . .
C14 C 0.3213(5) 0.11456(17) 0.2607(3) 0.0243(7) Uani 1 4 d . . .
C15 C 0.4991(6) 0.1165(2) -0.1632(3) 0.0317(8) Uani 1 4 d . . .
C16 C -0.1422(5) -0.0588(2) 0.3534(3) 0.0351(9) Uani 1 4 d . . .
C17 C 0.4821(5) 0.08399(17) -0.0671(2) 0.0233(7) Uani 1 4 d . . .
C18 C 0.0917(6) 0.28126(18) 0.0932(3) 0.0334(9) Uani 1 4 d . . .
C19 C -0.0785(5) -0.1191(2) 0.3312(3) 0.0352(9) Uani 1 4 d . . .
C20 C 0.3412(6) -0.0434(2) 0.4104(3) 0.0357(9) Uani 1 4 d . . .
C21 C 0.1530(5) 0.21163(18) 0.1182(3) 0.0301(8) Uani 1 4 d . . .
C22 C 0.4757(5) 0.13523(18) 0.0117(3) 0.0267(8) Uani 1 4 d . . .
C23 C -0.0954(6) 0.2815(2) 0.0448(4) 0.0449(11) Uani 1 4 d . . .
C24 C 0.6372(7) 0.1959(3) 0.3222(3) 0.0455(11) Uani 1 4 d . . .
C25 C 0.8297(8) 0.2103(3) 0.3503(4) 0.0526(13) Uani 1 4 d . . .
C26 C 0.9322(7) 0.1507(3) 0.3866(4) 0.0571(14) Uani 1 4 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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ni Ni 0.3393 1.1124
;
International Tables for Crystallography
(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_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
S2 Ni1 S2 180.00(5) yes . . 3_555
S2 Ni1 S3 91.63(3) yes . . .
S2 Ni1 S3 88.37(3) yes . . 3_555
S2 Ni1 S3 88.37(3) yes 3_555 . .
S2 Ni1 S3 91.63(3) yes 3_555 . 3_555
S3 Ni1 S3 180.00(5) yes . . 3_555
Ni1 S2 C7 104.89(13) yes . . .
Ni1 S3 C9 104.94(13) yes . . .
C10 N4 C11 108.4(3) yes . . .
C10 N4 C12 111.7(3) yes . . .
C10 N4 C14 108.1(3) yes . . .
C11 N4 C12 108.6(3) yes . . .
C11 N4 C14 111.3(3) yes . . .
C12 N4 C14 108.7(3) yes . . .
C7 N5 C16 116.2(4) yes . . .
C9 N6 C19 116.2(4) yes . . .
S2 C7 N5 119.1(3) yes . . .
S2 C7 C9 119.2(3) yes . . .
N5 C7 C9 121.7(3) yes . . .
C13 C8 C14 108.6(3) yes . . .
S3 C9 N6 119.5(3) yes . . .
S3 C9 C7 119.3(3) yes . . .
N6 C9 C7 121.3(3) yes . . .
N4 C10 C21 115.0(3) yes . . .
N4 C11 C24 114.5(3) yes . . .
N4 C12 C22 115.4(3) yes . . .
C8 C13 C20 111.5(3) yes . . .
N4 C14 C8 115.3(3) yes . . .
N5 C16 C19 122.1(4) yes . . .
C15 C17 C22 111.1(3) yes . . .
C21 C18 C23 111.2(3) yes . . .
N6 C19 C16 122.5(4) yes . . .
C10 C21 C18 109.1(3) yes . . .
C12 C22 C17 109.8(3) yes . . .
C11 C24 C25 110.4(4) yes . . .
C24 C25 C26 113.3(4) yes . . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
Ni1 S2 2.1759(9) yes . .
Ni1 S2 2.1759(9) yes . 3_555
Ni1 S3 2.1839(8) yes . .
Ni1 S3 2.1839(8) yes . 3_555
S2 C7 1.742(4) yes . .
S3 C9 1.734(4) yes . .
N4 C10 1.526(5) yes . .
N4 C11 1.531(5) yes . .
N4 C12 1.527(4) yes . .
N4 C14 1.519(5) yes . .
N5 C7 1.335(5) yes . .
N5 C16 1.355(6) yes . .
N6 C9 1.341(5) yes . .
N6 C19 1.352(6) yes . .
C7 C9 1.427(5) yes . .
C8 C13 1.532(6) yes . .
C8 C14 1.523(5) yes . .
C10 C21 1.524(5) yes . .
C11 C24 1.541(6) yes . .
C12 C22 1.521(5) yes . .
C13 C20 1.530(5) yes . .
C15 C17 1.529(5) yes . .
C16 C19 1.378(6) yes . .
C17 C22 1.532(5) yes . .
C18 C21 1.530(5) yes . .
C18 C23 1.537(6) yes . .
C24 C25 1.533(8) yes . .
C25 C26 1.513(8) yes . .
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
Ni1 C7 3.117(4) no . 3_555
Ni1 C9 3.119(4) no . 3_555
N5 N6 2.825(5) no . .
C7 C19 2.679(6) no . .
C8 C11 3.085(5) no . .
C8 C12 2.988(5) no . .
C9 C16 2.684(6) no . .
C10 C22 2.964(5) no . .
C10 C24 3.056(6) no . .
C11 C22 3.145(5) no . .
C11 C26 3.168(6) no . .
C12 C21 3.048(5) no . .
C14 C21 3.018(5) no . .
C14 C24 3.013(6) no . .
C21 C22 3.439(6) no . .
N5 C26 3.543(7) no . 1_455
C26 N5 3.543(7) no . 1_655
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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
S2 Ni1 S3 C9 0.32(4) no . . . .
S3 Ni1 S2 C7 -1.57(4) no . . . .
S2 Ni1 S3 C9 179.68(4) no . . 3_555 3_555
S3 Ni1 S2 C7 178.43(4) no 3_555 . . .
S2 Ni1 S3 C9 -179.68(4) no 3_555 . . .
S3 Ni1 S2 C7 -178.43(4) no . . 3_555 3_555
S2 Ni1 S3 C9 -0.32(4) no 3_555 . 3_555 3_555
S3 Ni1 S2 C7 1.57(4) no 3_555 . 3_555 3_555
Ni1 S2 C7 N5 -177.2(2) no . . . .
Ni1 S2 C7 C9 2.9(3) no . . . .
Ni1 S3 C9 N6 -179.1(2) no . . . .
Ni1 S3 C9 C7 1.4(3) no . . . .
C10 N4 C11 C24 64.4(3) no . . . .
C11 N4 C10 C21 177.1(3) no . . . .
C10 N4 C12 C22 47.3(4) no . . . .
C12 N4 C10 C21 57.5(4) no . . . .
C10 N4 C14 C8 179.1(2) no . . . .
C14 N4 C10 C21 -62.1(3) no . . . .
C11 N4 C12 C22 -72.2(3) no . . . .
C12 N4 C11 C24 -174.1(2) no . . . .
C11 N4 C14 C8 -61.9(3) no . . . .
C14 N4 C11 C24 -54.5(4) no . . . .
C12 N4 C14 C8 57.7(3) no . . . .
C14 N4 C12 C22 166.5(2) no . . . .
C7 N5 C16 C19 -0.4(5) no . . . .
C16 N5 C7 S2 -177.9(3) no . . . .
C16 N5 C7 C9 2.0(5) no . . . .
C9 N6 C19 C16 0.6(5) no . . . .
C19 N6 C9 S3 -178.5(3) no . . . .
C19 N6 C9 C7 0.9(5) no . . . .
S2 C7 C9 S3 -3.0(4) no . . . .
S2 C7 C9 N6 177.5(2) no . . . .
N5 C7 C9 S3 177.1(3) no . . . .
N5 C7 C9 N6 -2.3(5) no . . . .
C13 C8 C14 N4 167.1(2) no . . . .
C14 C8 C13 C20 174.1(2) no . . . .
N4 C10 C21 C18 -177.1(3) no . . . .
N4 C11 C24 C25 -174.0(3) no . . . .
N4 C12 C22 C17 174.0(2) no . . . .
N5 C16 C19 N6 -0.9(6) no . . . .
C15 C17 C22 C12 166.8(3) no . . . .
C23 C18 C21 C10 178.4(3) no . . . .
C11 C24 C25 C26 -74.1(5) no . . . .
