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#$Date: 2019-10-04 10:31:52 +0300 (Fri, 04 Oct 2019) $
#$Revision: 219094 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/43/7234372.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_7234372
loop_
_publ_author_name
'Wei-Hua Ning'
'Lu Zhai'
'Jian-Lan Liu'
'Xiao-Ming Ren'
'Katsuya Ichihashi'
'Sadafumi Nishihara'
'Katsuya Inoue'
_publ_section_title
;
 Multiple structural transformations coupled with switchable magnetic and
 dielectric responses in an amphidynamic crystal of
 4'-tert-butylbenzylpyridinium bis(maleonitriledithiolate)nickelate
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              7906
_journal_page_last               7915
_journal_paper_doi               10.1039/C5TC00676G
_journal_volume                  3
_journal_year                    2015
_chemical_formula_sum            'C24 H20 N5 Ni S4'
_chemical_formula_weight         565.38
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                72.801(7)
_cell_angle_beta                 80.517(6)
_cell_angle_gamma                72.197(6)
_cell_formula_units_Z            2
_cell_length_a                   9.2268(6)
_cell_length_b                   11.9210(9)
_cell_length_c                   13.1309(10)
_cell_measurement_temperature    250(2)
_cell_volume                     1309.25(18)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      250(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8600
_diffrn_reflns_theta_full        70.74
_diffrn_reflns_theta_max         70.74
_diffrn_reflns_theta_min         3.54
_exptl_absorpt_coefficient_mu    4.228
_exptl_absorpt_correction_T_max  0.530
_exptl_absorpt_correction_T_min  0.417
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2000'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             582.0
_exptl_crystal_preparation       'Magnetic properties'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: '
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.455
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.142
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         4922
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0611
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.004
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0994P)²+0.4027P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1539
_refine_ls_wR_factor_ref         0.1664
_reflns_number_gt                4063
_reflns_number_total             4922
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            J-Mater-Chem-C-2015-3-7906.cif
_cod_data_source_block           5
_cod_original_cell_volume        1309.25(16)
_cod_database_code               7234372
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
Ni1 Ni 0.60325(6) 0.04820(4) 0.60139(4) 0.04191(19) Uani 1 1 d . . .
S1 S 0.41905(9) 0.09137(7) 0.71850(6) 0.0474(2) Uani 1 1 d . . .
S2 S 0.72481(11) -0.10931(8) 0.71414(7) 0.0577(2) Uani 1 1 d . . .
S3 S 0.48287(9) 0.20293(7) 0.48550(6) 0.0494(2) Uani 1 1 d . . .
S4 S 0.78583(10) -0.00031(8) 0.48563(7) 0.0541(2) Uani 1 1 d . . .
N1 N 0.2927(5) -0.0186(3) 1.0028(3) 0.0749(9) Uani 1 1 d . . .
N2 N 0.6850(6) -0.2926(4) 0.9937(3) 0.1028(15) Uani 1 1 d . . .
N3 N 0.5109(5) 0.3635(3) 0.1972(3) 0.0742(9) Uani 1 1 d . . .
N4 N 0.9098(5) 0.0776(4) 0.2011(3) 0.0795(10) Uani 1 1 d . . .
N5 N 0.2271(4) 0.7413(3) 0.1490(2) 0.0525(7) Uani 1 1 d . . .
C1 C 0.3723(5) -0.0223(3) 0.9268(3) 0.0554(8) Uani 1 1 d . . .
C2 C 0.4720(4) -0.0246(3) 0.8316(2) 0.0474(7) Uani 1 1 d . . .
C3 C 0.6055(4) -0.1137(3) 0.8292(3) 0.0519(8) Uani 1 1 d . . .
C4 C 0.6500(5) -0.2134(4) 0.9214(3) 0.0677(10) Uani 1 1 d . . .
C5 C 0.5496(4) 0.2888(3) 0.2734(3) 0.0561(8) Uani 1 1 d . . .
C6 C 0.5973(4) 0.1979(3) 0.3691(2) 0.0459(7) Uani 1 1 d . . .
C7 C 0.7308(4) 0.1071(3) 0.3691(3) 0.0474(7) Uani 1 1 d . . .
C8 C 0.8292(4) 0.0931(3) 0.2747(3) 0.0569(8) Uani 1 1 d . . .
C9 C 0.3055(5) 0.6449(4) 0.1135(3) 0.0669(10) Uani 1 1 d . . .
H9 H 0.4021 0.6019 0.1364 0.080 Uiso 1 1 calc R . .
C10 C 0.2477(6) 0.6075(4) 0.0447(3) 0.0795(13) Uani 1 1 d . . .
H10 H 0.3033 0.5389 0.0213 0.095 Uiso 1 1 calc R . .
C11 C 0.1067(7) 0.6721(5) 0.0103(3) 0.0807(14) Uani 1 1 d . . .
H11 H 0.0653 0.6484 -0.0373 0.097 Uiso 1 1 calc R . .
C12 C 0.0272(5) 0.7714(4) 0.0463(3) 0.0704(10) Uani 1 1 d . . .
H12 H -0.0689 0.8162 0.0236 0.085 Uiso 1 1 calc R . .
C13 C 0.0896(5) 0.8049(3) 0.1159(3) 0.0591(8) Uani 1 1 d . . .
H13 H 0.0355 0.8728 0.1406 0.071 Uiso 1 1 calc R . .
C14 C 0.2916(6) 0.7778(4) 0.2273(3) 0.0768(13) Uani 1 1 d . . .
H14A H 0.2538 0.8655 0.2170 0.092 Uiso 1 1 calc R . .
H14B H 0.4020 0.7574 0.2146 0.092 Uiso 1 1 calc R . .
C15 C 0.2485(5) 0.7144(3) 0.3410(3) 0.0604(10) Uani 1 1 d . . .
C16 C 0.3322(5) 0.5986(4) 0.3890(3) 0.0697(11) Uani 1 1 d . . .
H16 H 0.4181 0.5596 0.3518 0.084 Uiso 1 1 calc R . .
C17 C 0.2892(5) 0.5394(4) 0.4930(3) 0.0646(9) Uani 1 1 d . . .
H17 H 0.3470 0.4611 0.5241 0.078 Uiso 1 1 calc R . .
C18 C 0.1623(4) 0.5945(3) 0.5507(2) 0.0455(7) Uani 1 1 d . A .
C19 C 0.0859(6) 0.7104(3) 0.5029(3) 0.0778(13) Uani 1 1 d . . .
H19 H 0.0024 0.7518 0.5403 0.093 Uiso 1 1 calc R . .
C20 C 0.1297(7) 0.7689(3) 0.3985(3) 0.0847(15) Uani 1 1 d . . .
H20 H 0.0743 0.8483 0.3682 0.102 Uiso 1 1 calc R . .
C21 C 0.1101(4) 0.5285(3) 0.6638(2) 0.0499(7) Uani 1 1 d . . .
C22 C -0.0647(9) 0.5407(8) 0.6647(6) 0.079(2) Uani 0.653(11) 1 d P A 1
H22A H -0.0788 0.5020 0.6140 0.118 Uiso 0.653(11) 1 calc PR A 1
H22B H -0.1199 0.6255 0.6457 0.118 Uiso 0.653(11) 1 calc PR A 1
H22C H -0.1020 0.5022 0.7349 0.118 Uiso 0.653(11) 1 calc PR A 1
C23 C 0.1219(14) 0.5957(10) 0.7432(6) 0.099(5) Uani 0.653(11) 1 d P A 1
H23A H 0.0675 0.5671 0.8101 0.148 Uiso 0.653(11) 1 calc PR A 1
H23B H 0.0782 0.6817 0.7155 0.148 Uiso 0.653(11) 1 calc PR A 1
H23C H 0.2273 0.5805 0.7540 0.148 Uiso 0.653(11) 1 calc PR A 1
C24 C 0.1864(12) 0.3986(6) 0.6944(7) 0.097(4) Uani 0.653(11) 1 d P A 1
H24A H 0.1372 0.3607 0.7602 0.146 Uiso 0.653(11) 1 calc PR A 1
H24B H 0.2915 0.3868 0.7039 0.146 Uiso 0.653(11) 1 calc PR A 1
H24C H 0.1808 0.3624 0.6393 0.146 Uiso 0.653(11) 1 calc PR A 1
C22' C 0.264(2) 0.462(2) 0.7285(11) 0.123(10) Uani 0.347(11) 1 d P A 2
H22D H 0.2363 0.4228 0.8010 0.185 Uiso 0.347(11) 1 calc PR A 2
H22E H 0.3134 0.5226 0.7281 0.185 Uiso 0.347(11) 1 calc PR A 2
H22F H 0.3322 0.4029 0.6944 0.185 Uiso 0.347(11) 1 calc PR A 2
C23' C 0.070(2) 0.4151(15) 0.6527(10) 0.093(6) Uani 0.347(11) 1 d P A 2
H23D H 0.1536 0.3694 0.6146 0.140 Uiso 0.347(11) 1 calc PR A 2
H23E H -0.0198 0.4416 0.6142 0.140 Uiso 0.347(11) 1 calc PR A 2
H23F H 0.0505 0.3644 0.7226 0.140 Uiso 0.347(11) 1 calc PR A 2
C24' C -0.003(5) 0.592(2) 0.7231(16) 0.28(3) Uani 0.347(11) 1 d P A 2
H24D H -0.0704 0.5425 0.7599 0.413 Uiso 0.347(11) 1 calc PR A 2
H24E H -0.0596 0.6654 0.6767 0.413 Uiso 0.347(11) 1 calc PR A 2
H24F H 0.0413 0.6120 0.7742 0.413 Uiso 0.347(11) 1 calc PR A 2
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'
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
S4 Ni1 S1 178.23(4) . .
S4 Ni1 S2 86.49(4) . .
S1 Ni1 S2 92.53(4) . .
S4 Ni1 S3 92.39(4) . .
S1 Ni1 S3 88.56(3) . .
S2 Ni1 S3 178.45(4) . .
C2 S1 Ni1 103.21(13) . .
C3 S2 Ni1 103.57(12) . .
C6 S3 Ni1 103.62(12) . .
C7 S4 Ni1 103.70(12) . .
C9 N5 C13 120.1(3) . .
C9 N5 C14 120.1(4) . .
C13 N5 C14 119.8(3) . .
N1 C1 C2 178.9(4) . .
C3 C2 C1 122.0(3) . .
C3 C2 S1 120.4(3) . .
C1 C2 S1 117.6(3) . .
C2 C3 C4 121.5(4) . .
C2 C3 S2 120.2(2) . .
C4 C3 S2 118.3(3) . .
N2 C4 C3 179.5(4) . .
N3 C5 C6 178.9(4) . .
C7 C6 C5 121.3(3) . .
C7 C6 S3 120.0(2) . .
C5 C6 S3 118.7(3) . .
C6 C7 C8 123.5(3) . .
C6 C7 S4 120.2(2) . .
C8 C7 S4 116.2(3) . .
N4 C8 C7 177.5(4) . .
N5 C9 C10 121.4(4) . .
C9 C10 C11 119.0(4) . .
C12 C11 C10 119.4(4) . .
C11 C12 C13 119.5(4) . .
N5 C13 C12 120.7(4) . .
N5 C14 C15 111.3(3) . .
C20 C15 C16 117.9(3) . .
C20 C15 C14 121.3(4) . .
C16 C15 C14 120.9(4) . .
C15 C16 C17 120.5(4) . .
C18 C17 C16 121.3(4) . .
C19 C18 C17 116.7(3) . .
C19 C18 C21 121.4(3) . .
C17 C18 C21 121.9(3) . .
C18 C19 C20 121.4(4) . .
C15 C20 C19 122.0(4) . .
C24' C21 C24 126.5(9) . .
C24' C21 C23 51(2) . .
C24 C21 C23 113.3(6) . .
C24' C21 C18 119.7(8) . .
C24 C21 C18 113.8(4) . .
C23 C21 C18 109.3(4) . .
C24' C21 C23' 111(2) . .
C24 C21 C23' 47.8(7) . .
C23 C21 C23' 144.2(6) . .
C18 C21 C23' 106.4(5) . .
C24' C21 C22 56(2) . .
C24 C21 C22 106.6(6) . .
C23 C21 C22 106.1(6) . .
C18 C21 C22 107.1(4) . .
C23' C21 C22 63.9(8) . .
C24' C21 C22' 110.8(19) . .
C24 C21 C22' 53.0(9) . .
C23 C21 C22' 67.7(9) . .
C18 C21 C22' 106.4(6) . .
C23' C21 C22' 100.7(11) . .
C22 C21 C22' 145.9(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 S4 2.1362(10) .
Ni1 S1 2.1425(9) .
Ni1 S2 2.1427(9) .
Ni1 S3 2.1438(9) .
S1 C2 1.723(3) .
S2 C3 1.714(4) .
S3 C6 1.714(3) .
S4 C7 1.714(3) .
N1 C1 1.141(5) .
N2 C4 1.132(5) .
N3 C5 1.148(5) .
N4 C8 1.144(5) .
N5 C9 1.326(5) .
N5 C13 1.331(5) .
N5 C14 1.493(4) .
C1 C2 1.426(5) .
C2 C3 1.361(5) .
C3 C4 1.437(5) .
C5 C6 1.426(5) .
C6 C7 1.368(5) .
C7 C8 1.431(5) .
C9 C10 1.358(6) .
C10 C11 1.366(7) .
C11 C12 1.360(7) .
C12 C13 1.361(5) .
C14 C15 1.510(5) .
C15 C20 1.332(6) .
C15 C16 1.375(6) .
C16 C17 1.394(5) .
C17 C18 1.382(5) .
C18 C19 1.355(5) .
C18 C21 1.536(4) .
C19 C20 1.397(6) .
C21 C24' 1.364(18) .
C21 C24 1.455(7) .
C21 C23 1.524(7) .
C21 C23' 1.559(12) .
C21 C22 1.573(8) .
C21 C22' 1.635(16) .
