#------------------------------------------------------------------------------
#$Date: 2015-10-26 15:13:36 +0200 (Mon, 26 Oct 2015) $
#$Revision: 169747 $
#$URL: svn://www.crystallography.net/cod/cif/7/11/79/7117990.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_7117990
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         'C46 N6 Ni2 O2 S10'
_chemical_formula_sum            'C46 N6 Ni2 O2 S10'
_chemical_formula_weight         1106.55
_chemical_name_systematic        1_300K
_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
;
2015-07-22 deposited with the CCDC.
2015-09-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 98.222(7)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   10.6962(14)
_cell_length_b                   20.721(3)
_cell_length_c                   13.8764(19)
_cell_measurement_reflns_used    11139
_cell_measurement_temperature    296
_cell_measurement_theta_max      27.34
_cell_measurement_theta_min      0.96
_cell_volume                     3043.9(7)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.1'
_computing_publication_material  'CrystalStructure 4.1 (Rigaku, 2014)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_diffrn_ambient_temperature      296
_diffrn_detector_area_resol_mean 14.706
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Rigaku R-AXIS IV'
_diffrn_measurement_method       ω
_diffrn_radiation_wavelength     0.69960
_diffrn_reflns_av_R_equivalents  0.1386
_diffrn_reflns_laue_measured_fraction_full 0.000
_diffrn_reflns_laue_measured_fraction_max 0.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19774
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_theta_full        27.020
_diffrn_reflns_theta_max         27.020
_diffrn_reflns_theta_min         1.751
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1100.00
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.840
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6924
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.2070
_refine_ls_R_factor_gt           0.0755
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.1229P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1930
_refine_ls_wR_factor_ref         0.2428
_reflns_number_gt                2380
_reflns_number_total             6924
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            c5cc06149k2.cif
_cod_data_source_block           300k_2
_cod_original_cell_volume        3044.0(7)
_cod_database_code               7117990
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 0.57498(7) 0.11750(4) 0.61889(6) 0.0682(3) Uani 1 4 d . . .
S1 S 0.39915(15) 0.07954(9) 0.54601(14) 0.0791(5) Uani 1 4 d . . .
S2 S 0.75217(16) 0.15609(10) 0.68576(14) 0.0830(6) Uani 1 4 d . . .
S3 S 0.47172(16) 0.19644(9) 0.66783(14) 0.0835(6) Uani 1 4 d . . .
S4 S 0.67517(15) 0.03597(9) 0.57088(14) 0.0799(6) Uani 1 4 d . . .
S29 S 0.6562(7) 0.0071(4) 0.9133(5) 0.140(2) Uani 0.5 4 d . . .
S31 S 0.6073(10) -0.0286(4) 0.8713(8) 0.210(5) Uani 0.5 4 d . . .
O6 O 0.6517(7) -0.0475(4) 0.9749(6) 0.174(3) Uani 1 4 d . . .
N13 N 0.1824(5) 0.2012(2) 0.9035(4) 0.0696(14) Uani 1 4 d . . .
N28 N 0.5531(7) 0.3011(4) 0.7693(5) 0.101(2) Uani 1 4 d . . .
N30 N 0.8047(6) 0.2655(4) 0.7825(5) 0.0991(19) Uani 1 4 d . . .
C3 C 0.2119(6) 0.1432(3) 0.8424(4) 0.0660(17) Uani 1 4 d . . .
C4 C 0.4358(5) 0.0095(3) 0.4935(4) 0.0658(17) Uani 1 4 d . . .
C5 C 0.6429(11) 0.3394(4) 0.8151(6) 0.117(3) Uani 1 4 d . . .
C7 C 0.5872(7) 0.2467(4) 0.7289(5) 0.080(2) Uani 1 4 d . . .
C8 C 0.0555(7) 0.1928(4) 0.9429(5) 0.086(2) Uani 1 4 d . . .
C9 C 0.2879(6) 0.2077(3) 0.9899(4) 0.0730(18) Uani 1 4 d . . .
C10 C 0.7136(7) 0.2288(3) 0.7373(5) 0.0754(18) Uani 1 4 d . . .
C11 C 0.1044(7) 0.1262(4) 0.7635(5) 0.090(2) Uani 1 4 d . . .
C12 C 0.1436(7) 0.0696(4) 0.7058(6) 0.102(3) Uani 1 4 d . . .
C14 C 0.1754(8) 0.2600(3) 0.8363(5) 0.096(2) Uani 1 4 d . . .
C15 C 0.7714(10) 0.3204(5) 0.8199(6) 0.111(3) Uani 1 4 d . . .
C16 C 0.0538(8) 0.1324(4) 1.0046(6) 0.110(3) Uani 1 4 d . . .
C17 C 0.4125(7) 0.2232(4) 0.9606(5) 0.092(2) Uani 1 4 d . . .
C18 C -0.0830(9) 0.1269(5) 1.0291(8) 0.135(3) Uani 1 4 d . . .
C19 C 0.5089(8) 0.2231(5) 1.0588(6) 0.113(3) Uani 1 4 d . . .
C20 C 0.0477(8) 0.0514(5) 0.6185(7) 0.143(4) Uani 1 4 d . . .
C21 C 0.1517(11) 0.3211(4) 0.8938(7) 0.135(4) Uani 1 4 d . . .
C22 C 0.6367(9) 0.2404(6) 1.0432(7) 0.150(4) Uani 1 4 d . . .
C23 C 0.2410(18) 0.3927(6) 0.8012(14) 0.258(10) Uani 1 4 d . . .
C24 C -0.0918(11) 0.0675(6) 1.0944(8) 0.169(5) Uani 1 4 d . . .
C25 C 0.1286(14) 0.3784(6) 0.8182(9) 0.171(5) Uani 1 4 d . . .
C26 C 0.751(2) -0.0099(9) 0.8278(12) 0.275(10) Uani 1 4 d . . .
C27 C 0.5477(15) 0.0459(8) 0.8680(12) 0.296(12) 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 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Ni Ni 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.0000 0.0000
;
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
S1 Ni1 S2 177.68(9) yes . . .
S1 Ni1 S3 88.42(7) yes . . .
S1 Ni1 S4 90.46(7) yes . . .
S2 Ni1 S3 92.41(8) yes . . .
S2 Ni1 S4 88.76(7) yes . . .
S3 Ni1 S4 178.33(8) yes . . .
Ni1 S1 C4 105.9(2) yes . . .
Ni1 S2 C10 104.7(2) yes . . .
Ni1 S3 C7 104.4(3) yes . . .
Ni1 S4 C4 105.1(2) yes . . 3_656
O6 S29 C26 109.2(8) yes . . .
O6 S29 C27 126.7(9) yes . . .
C26 S29 C27 109.0(10) yes . . .
O6 S31 C26 102.3(8) yes . . .
O6 S31 C27 109.7(9) yes . . .
C26 S31 C27 97.7(10) yes . . .
S29 O6 S31 41.4(5) yes . . .
C3 N13 C8 111.7(5) yes . . .
C3 N13 C9 108.4(4) yes . . .
C3 N13 C14 106.4(5) yes . . .
C8 N13 C9 108.7(5) yes . . .
C8 N13 C14 109.7(5) yes . . .
C9 N13 C14 111.9(5) yes . . .
C5 N28 C7 118.7(8) yes . . .
C10 N30 C15 117.4(7) yes . . .
N13 C3 C11 112.9(5) yes . . .
S1 C4 S4 121.5(3) yes . . 3_656
S1 C4 C4 117.6(4) yes . . 3_656
S4 C4 C4 120.9(5) yes 3_656 . 3_656
N28 C5 C15 118.9(9) yes . . .
S3 C7 N28 119.5(6) yes . . .
S3 C7 C10 119.7(6) yes . . .
N28 C7 C10 120.7(7) yes . . .
N13 C8 C16 112.0(6) yes . . .
N13 C9 C17 113.3(5) yes . . .
S2 C10 N30 119.4(6) yes . . .
S2 C10 C7 118.7(5) yes . . .
N30 C10 C7 121.9(7) yes . . .
C3 C11 C12 109.0(6) yes . . .
C11 C12 C20 114.1(7) yes . . .
N13 C14 C21 109.6(6) yes . . .
N30 C15 C5 122.2(9) yes . . .
C8 C16 C18 105.8(7) yes . . .
C9 C17 C19 105.3(6) yes . . .
C16 C18 C24 109.1(8) yes . . .
C17 C19 C22 112.3(7) yes . . .
C14 C21 C25 107.2(8) yes . . .
C21 C25 C23 103.4(12) yes . . .
S29 C26 S31 34.6(6) yes . . .
S29 C27 S31 37.8(6) 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 S1 2.1528(18) yes . .
Ni1 S2 2.1423(19) yes . .
Ni1 S3 2.138(2) yes . .
Ni1 S4 2.157(2) yes . .
S1 C4 1.695(6) yes . .
S2 C10 1.742(7) yes . .
S3 C7 1.740(7) yes . .
S4 C4 1.671(6) yes . 3_656
S29 O6 1.425(10) yes . .
S29 C26 1.70(2) yes . .
S29 C27 1.476(17) yes . .
S31 O6 1.500(13) yes . .
S31 C26 1.77(2) yes . .
S31 C27 1.669(19) yes . .
N13 C3 1.530(8) yes . .
N13 C8 1.543(9) yes . .
N13 C9 1.530(7) yes . .
N13 C14 1.530(8) yes . .
N28 C5 1.335(12) yes . .
N28 C7 1.334(11) yes . .
N30 C10 1.322(10) yes . .
N30 C15 1.320(13) yes . .
C3 C11 1.512(9) yes . .
C4 C4 1.414(8) yes . 3_656
C5 C15 1.422(16) yes . .
C7 C10 1.391(10) yes . .
C8 C16 1.518(12) yes . .
C9 C17 1.483(10) yes . .
C11 C12 1.512(11) yes . .
C12 C20 1.518(11) yes . .
C14 C21 1.537(11) yes . .
C16 C18 1.553(13) yes . .
C17 C19 1.587(10) yes . .
C18 C24 1.539(16) yes . .
C19 C22 1.458(13) yes . .
C21 C25 1.580(15) yes . .
C23 C25 1.29(2) 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
N28 N30 2.772(9) no . .
C3 C16 3.011(11) no . .
C3 C17 3.006(9) no . .
C5 C10 2.687(12) no . .
C7 C15 2.665(12) no . .
C8 C11 2.958(11) no . .
C8 C21 2.964(11) no . .
C9 C16 2.982(11) no . .
C9 C21 2.978(10) no . .
C11 C14 3.011(10) no . .
C11 C16 3.466(12) no . .
C14 C17 2.956(10) no . .
C14 C23 2.895(15) no . .
C17 C21 3.467(12) no . .
Ni1 C21 3.575(10) no . 4_554
O6 C3 3.381(9) no . 3_657
O6 C9 3.402(10) no . 3_657
O6 C16 3.583(11) no . 3_657
O6 C27 3.261(19) no . 3_657
N30 C8 3.565(9) no . 1_655
C3 O6 3.381(9) no . 3_657
C8 N30 3.565(9) no . 1_455
C9 O6 3.402(10) no . 3_657
C16 O6 3.583(11) no . 3_657
C21 Ni1 3.575(10) no . 4_455
C27 O6 3.261(19) no . 3_657
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
S1 Ni1 S3 C7 -176.09(10) no . . . .
S3 Ni1 S1 C4 -178.77(10) no . . . .
S1 Ni1 S4 C4 -0.11(10) no . . . 3_656
S4 Ni1 S1 C4 -0.00(10) no . . . .
S2 Ni1 S3 C7 1.75(10) no . . . .
S3 Ni1 S2 C10 -1.69(10) no . . . .
S2 Ni1 S4 C4 -177.92(10) no . . . 3_656
S4 Ni1 S2 C10 179.50(10) no . . . .
Ni1 S1 C4 S4 179.9(3) no . . . 3_656
Ni1 S1 C4 C4 0.1(5) no . . . 3_656
Ni1 S2 C10 N30 -178.2(4) no . . . .
Ni1 S2 C10 C7 1.2(5) no . . . .
Ni1 S3 C7 N28 -179.7(4) no . . . .
Ni1 S3 C7 C10 -1.5(5) no . . . .
Ni1 S4 C4 S1 180.0(3) no . . 3_656 3_656
Ni1 S4 C4 C4 0.2(5) no . . 3_656 .
O6 S29 C26 S31 66.5(6) no . . . .
C26 S29 O6 S31 -68.5(8) no . . . .
O6 S29 C27 S31 -61.4(8) no . . . .
C27 S29 O6 S31 64.9(10) no . . . .
C26 S29 C27 S31 72.2(8) no . . . .
C27 S29 C26 S31 -75.5(9) no . . . .
O6 S31 C26 S29 -57.3(6) no . . . .
C26 S31 O6 S29 59.9(8) no . . . .
O6 S31 C27 S29 45.2(7) no . . . .
C27 S31 O6 S29 -43.0(7) no . . . .
C26 S31 C27 S29 -60.8(8) no . . . .
C27 S31 C26 S29 54.8(7) no . . . .
C3 N13 C8 C16 58.2(6) no . . . .
C8 N13 C3 C11 51.7(6) no . . . .
C3 N13 C9 C17 64.7(6) no . . . .
C9 N13 C3 C11 171.4(4) no . . . .
C3 N13 C14 C21 -177.5(5) no . . . .
C14 N13 C3 C11 -68.0(6) no . . . .
C8 N13 C9 C17 -173.6(5) no . . . .
C9 N13 C8 C16 -61.3(6) no . . . .
C8 N13 C14 C21 61.4(6) no . . . .
C14 N13 C8 C16 176.0(4) no . . . .
C9 N13 C14 C21 -59.3(7) no . . . .
C14 N13 C9 C17 -52.3(6) no . . . .
C5 N28 C7 S3 -179.4(6) no . . . .
C5 N28 C7 C10 2.4(11) no . . . .
C7 N28 C5 C15 -0.6(12) no . . . .
C10 N30 C15 C5 1.8(12) no . . . .
C15 N30 C10 S2 179.5(6) no . . . .
C15 N30 C10 C7 0.1(11) no . . . .
N13 C3 C11 C12 178.6(4) no . . . .
S1 C4 C4 S1 180.0(3) no . . 3_656 3_656
S1 C4 C4 S4 -0.3(7) no . . 3_656 .
S4 C4 C4 S1 0.3(7) no 3_656 . 3_656 3_656
S4 C4 C4 S4 180.0(4) no 3_656 . 3_656 .
N28 C5 C15 N30 -1.6(13) no . . . .
S3 C7 C10 S2 0.2(8) no . . . .
S3 C7 C10 N30 179.6(5) no . . . .
N28 C7 C10 S2 178.3(6) no . . . .
N28 C7 C10 N30 -2.3(11) no . . . .
N13 C8 C16 C18 -174.1(5) no . . . .
N13 C9 C17 C19 -176.3(4) no . . . .
C3 C11 C12 C20 -175.0(5) no . . . .
N13 C14 C21 C25 -173.1(6) no . . . .
C8 C16 C18 C24 -178.4(6) no . . . .
C9 C17 C19 C22 -177.6(6) no . . . .
C14 C21 C25 C23 -77.4(10) no . . . .
