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#$Date: 2024-12-06 20:45:27 +0200 (Fri, 06 Dec 2024) $
#$Revision: 296554 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/72/7717280.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_7717280
loop_
_publ_author_name
'Feng, Zi-Heng'
'Zhu, Qin-Yu'
'Qian, Yin'
'Gao, Xu-Sheng'
'Ren, Xiao-Ming'
_publ_section_title
;
 Spin and dielectric transitions promoted by dimerization of anionic
 radical stacks and volume-conserving motion of cations in an ion-pair
 compound.
;
_journal_issue                   46
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              18542
_journal_page_last               18548
_journal_paper_doi               10.1039/d4dt01719f
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C8 N4 Ni S4, C9 H17 N2'
_chemical_formula_sum            'C17 H17 N6 Ni S4'
_chemical_formula_weight         492.32
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2024-09-17
_audit_creation_method
;
Olex2 1.5-dev
(compiled 2024.09.12 svn.r2332d2e9 for OlexSys, GUI svn.r6697)
;
_audit_update_record
;
2024-10-02 deposited with the CCDC.	2024-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.09(7)
_cell_length_b                   7.18(2)
_cell_length_c                   16.16(5)
_cell_measurement_reflns_used    1109
_cell_measurement_temperature    368(2)
_cell_measurement_theta_max      17.3954
_cell_measurement_theta_min      2.3873
_cell_volume                     2331(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX3'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-dev (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      368.15
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0572
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            536
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        14.997
_diffrn_reflns_theta_max         14.997
_diffrn_reflns_theta_min         2.387
_exptl_absorpt_coefficient_mu    1.205
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.5714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.403
_exptl_crystal_description       needle
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.450
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     135
_refine_ls_number_reflns         536
_refine_ls_number_restraints     114
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.1341
_refine_ls_R_factor_gt           0.0889
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1676P)²+2.9191P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2217
_refine_ls_wR_factor_ref         0.2692
_reflns_Friedel_coverage         0.000
_reflns_number_gt                328
_reflns_number_total             536
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01719f2.cif
_cod_data_source_block           1_tw
_cod_depositor_comments
'Adding full bibliography for 7717279--7717280.cif.'
_cod_database_code               7717280
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.869
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.41(15)
 0.59(15)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N6-C12 = N5-C15
 1.4 with sigma of 0.02
 C12-C13 = C13-C14 = C15-C16 = C16-C17
 1.5 with sigma of 0.02
 N5-C11 = C11-C10 = C10-N6 = N6-C9 = C9-N5
 1.39 with sigma of 0.01
 C16-N5 = C15-C17 = C13-N6 = C12-C14
 2.5 with sigma of 0.04
 N5-C10 \\sim C11-N6 \\sim C10-C9 \\sim N6-N5 \\sim C9-C11
 with sigma of 0.02
 C11-C15 \\sim C15-C9
 with sigma of 0.02
 C10-C12 \\sim C12-C9
 with sigma of 0.02
 C17-C16 \\sim C16-C15 \\sim C14-C13 \\sim C13-C12
 with sigma of 0.02
 C15-C17 \\sim C14-C12
 with sigma of 0.02
4. Restrained planarity
 N5, C11, C10, N6, C9
 with sigma of 0.1
5. Rigid bond restraints
 C1, C2, C3, C4, C5, C6, C7, C8, N1, N2, N3, N4
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
6. Uiso/Uaniso restraints and constraints
C1 \\sim C2 \\sim C3 \\sim C4 \\sim C5 \\sim C6 \\sim C7 \\sim C8 \\sim N1
\\sim N2 \\sim N3 \\sim N4: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02 within 2A
Uanis(N5) = Uanis(C9) = Uanis(C11) = Uanis(C15) = Uanis(N6) = Uanis(C10) =
Uanis(C16) = Uanis(C12) = Uanis(C17) = Uanis(C13) = Uanis(C14)
7. Others
 Fixed Sof: N5(0.5) C9(0.5) H9(0.5) N6(0.5) C10(0.5) H10(0.5) C11(0.5)
 H11(0.5) C12(0.5) H12A(0.5) H12B(0.5) C14(0.5) H14A(0.5) H14B(0.5) H14C(0.5)
 C13(0.5) H13A(0.5) H13B(0.5) C15(0.5) H15A(0.5) H15B(0.5) C17(0.5) H17A(0.5)
 H17B(0.5) H17C(0.5) C16(0.5) H16A(0.5) H16B(0.5)
8.a :
 N5(C9,N6,C10,C11)
8.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C15(H15A,H15B), C16(H16A,H16B)
8.c Me refined with riding coordinates:
 C14(H14A,H14B,H14C), C17(H17A,H17B,H17C)
8.d Aromatic/amide H refined with riding coordinates:
 C9(H9), C10(H10), C11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z-1/2'
'x, -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_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.4944(2) 0.750000 0.4334(3) 0.141(3) Uani 1 2 d S T P . .
S1 S 0.4968(5) 0.750000 0.3014(7) 0.162(4) Uani 1 2 d S T P . .
S2 S 0.3885(5) 0.750000 0.4356(9) 0.161(5) Uani 1 2 d S T P . .
S4 S 0.4932(5) 0.750000 0.5654(6) 0.154(5) Uani 1 2 d S T P . .
S3 S 0.5999(5) 0.750000 0.4307(8) 0.159(5) Uani 1 2 d S T P . .
N2 N 0.2529(19) 0.750000 0.295(2) 0.226(12) Uani 1 2 d S TU P . .
N1 N 0.384(2) 0.750000 0.128(3) 0.243(13) Uani 1 2 d S TU P . .
N4 N 0.6063(17) 0.750000 0.739(3) 0.199(11) Uani 1 2 d S TU P . .
N3 N 0.738(2) 0.750000 0.563(2) 0.213(12) Uani 1 2 d S TU P . .
C1 C 0.417(3) 0.750000 0.276(5) 0.223(10) Uani 1 2 d S TU P . .
C2 C 0.377(4) 0.750000 0.328(5) 0.222(10) Uani 1 2 d S TU P . .
C4 C 0.311(3) 0.750000 0.320(3) 0.224(11) Uani 1 2 d S TU P . .
C3 C 0.402(3) 0.750000 0.195(4) 0.226(11) Uani 1 2 d S TU P . .
C6 C 0.576(3) 0.750000 0.587(5) 0.189(10) Uani 1 2 d S TU P . .
C8 C 0.593(2) 0.750000 0.666(4) 0.192(10) Uani 1 2 d S TU P . .
C5 C 0.617(4) 0.750000 0.534(4) 0.192(10) Uani 1 2 d S TU P . .
C7 C 0.679(3) 0.750000 0.550(3) 0.199(10) Uani 1 2 d S TU P . .
N5 N 0.302(2) 0.244(5) 0.051(3) 0.49(4) Uani 0.5 1 d DG . P A -1
C9 C 0.269(3) 0.132(5) 0.108(3) 0.49(4) Uani 0.5 1 d DG . P A -1
H9 H 0.272489 0.003142 0.113006 0.585 Uiso 0.5 1 calc R U P A -1
N6 N 0.229(2) 0.252(7) 0.155(3) 0.49(4) Uani 0.5 1 d DG . P A -1
C10 C 0.236(3) 0.427(6) 0.129(3) 0.49(4) Uani 0.5 1 d DG . P A -1
H10 H 0.215093 0.531829 0.150323 0.585 Uiso 0.5 1 calc R U P A -1
C11 C 0.282(3) 0.427(5) 0.064(3) 0.49(4) Uani 0.5 1 d DG . P A -1
H11 H 0.296630 0.530779 0.035099 0.585 Uiso 0.5 1 calc R U P A -1
C12 C 0.186(3) 0.187(9) 0.217(4) 0.49(4) Uani 0.5 1 d D . P A -1
H12A H 0.213337 0.158626 0.264681 0.585 Uiso 0.5 1 calc R U P A -1
H12B H 0.167755 0.069841 0.197311 0.585 Uiso 0.5 1 calc R U P A -1
C14 C 0.090(3) 0.198(14) 0.309(4) 0.49(4) Uani 0.5 1 d D . P A -1
H14A H 0.052813 0.272242 0.328057 0.731 Uiso 0.5 1 calc R U P A -1
H14B H 0.072968 0.085545 0.284444 0.731 Uiso 0.5 1 calc R U P A -1
H14C H 0.117797 0.167645 0.354972 0.731 Uiso 0.5 1 calc R U P A -1
C13 C 0.129(3) 0.307(12) 0.245(4) 0.49(4) Uani 0.5 1 d D . P A -1
H13A H 0.145555 0.420971 0.269727 0.585 Uiso 0.5 1 calc R U P A -1
H13B H 0.100567 0.338579 0.198948 0.585 Uiso 0.5 1 calc R U P A -1
C15 C 0.351(2) 0.186(7) -0.006(3) 0.49(4) Uani 0.5 1 d D . P A -1
H15A H 0.344716 0.257145 -0.056064 0.585 Uiso 0.5 1 calc R U P A -1
H15B H 0.341644 0.056299 -0.019211 0.585 Uiso 0.5 1 calc R U P A -1
C17 C 0.465(2) 0.152(14) -0.054(4) 0.49(4) Uani 0.5 1 d D . P A -1
H17A H 0.511546 0.161510 -0.038284 0.731 Uiso 0.5 1 calc R U P A -1
H17B H 0.455881 0.027705 -0.071262 0.731 Uiso 0.5 1 calc R U P A -1
H17C H 0.456381 0.237588 -0.097991 0.731 Uiso 0.5 1 calc R U P A -1
C16 C 0.423(3) 0.201(17) 0.020(4) 0.49(4) Uani 0.5 1 d D . P A -1
H16A H 0.431601 0.115801 0.065207 0.585 Uiso 0.5 1 calc R U P A -1
H16B H 0.432103 0.326420 0.038383 0.585 Uiso 0.5 1 calc R U P A -1
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'
Ni Ni 0.3393 1.1124 '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'
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
_geom_angle_publ_flag
S2 Ni1 S1 92.3(5) . . ?
S2 Ni1 S4 88.5(5) . . ?
S4 Ni1 S1 179.3(5) . . ?
S3 Ni1 S1 87.5(5) . . ?
S3 Ni1 S2 179.7(5) . . ?
S3 Ni1 S4 91.8(5) . . ?
C1 S1 Ni1 103(3) . . ?
C2 S2 Ni1 96(3) . . ?
C6 S4 Ni1 101(3) . . ?
C5 S3 Ni1 100(3) . . ?
C2 C1 S1 119(9) . . ?
C2 C1 C3 124(8) . . ?
C3 C1 S1 117(6) . . ?
C1 C2 S2 130(9) . . ?
C1 C2 C4 128(9) . . ?
C4 C2 S2 103(6) . . ?
N2 C4 C2 166(6) . . ?
N1 C3 C1 175(8) . . ?
C8 C6 S4 116(5) . . ?
C5 C6 S4 121(8) . . ?
C5 C6 C8 122(8) . . ?
N4 C8 C6 179(6) . . ?
C6 C5 S3 125(8) . . ?
C6 C5 C7 122(8) . . ?
C7 C5 S3 113(6) . . ?
N3 C7 C5 179(6) . . ?
C9 N5 C11 108.0 . . ?
C9 N5 C15 126.1(11) . . ?
C11 N5 C15 125.8(10) . . ?
N5 C9 N6 106.1 . . ?
C10 N6 C9 109.5 . . ?
C10 N6 C12 128.2(10) . . ?
C12 N6 C9 122.2(11) . . ?
N6 C10 C11 108.4 . . ?
C10 C11 N5 108.0 . . ?
N6 C12 C13 120(3) . . ?
C14 C13 C12 108(2) . . ?
N5 C15 C16 118(4) . . ?
C15 C16 C17 108(2) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 S1 2.135(13) . ?
Ni1 S2 2.128(13) . ?
Ni1 S4 2.132(12) . ?
Ni1 S3 2.121(13) . ?
S1 C1 1.66(6) . ?
S2 C2 1.75(7) . ?
S4 C6 1.71(6) . ?
S3 C5 1.70(6) . ?
N2 C4 1.24(5) . ?
N1 C3 1.14(6) . ?
N4 C8 1.21(6) . ?
N3 C7 1.20(5) . ?
C1 C2 1.16(8) . ?
C1 C3 1.34(8) . ?
C2 C4 1.33(6) . ?
C6 C8 1.32(6) . ?
C6 C5 1.18(6) . ?
C5 C7 1.28(5) . ?
N5 C9 1.389(6) . ?
N5 C11 1.389(6) . ?
N5 C15 1.40(2) . ?
C9 N6 1.414(6) . ?
N6 C10 1.337(6) . ?
N6 C12 1.39(2) . ?
C10 C11 1.389(6) . ?
C12 C13 1.512(16) . ?
C14 C13 1.512(16) . ?
C15 C16 1.508(17) . ?
C17 C16 1.509(16) . ?
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni1 S1 C1 C2 0.000(7) . . . . ?
Ni1 S1 C1 C3 180.000(2) . . . . ?
Ni1 S2 C2 C1 0.000(10) . . . . ?
Ni1 S2 C2 C4 180.000(4) . . . . ?
Ni1 S4 C6 C8 180.000(8) . . . . ?
Ni1 S4 C6 C5 0.000(14) . . . . ?
Ni1 S3 C5 C6 0.000(14) . . . . ?
Ni1 S3 C5 C7 180.000(7) . . . . ?
S1 C1 C2 S2 0.000(10) . . . . ?
S1 C1 C2 C4 180.000(7) . . . . ?
S2 C2 C4 N2 180.000(16) . . . . ?
S4 C6 C5 S3 0.000(17) . . . . ?
S4 C6 C5 C7 180.000(12) . . . . ?
C1 C2 C4 N2 0.000(17) . . . . ?
C3 C1 C2 S2 180.000(4) . . . . ?
C3 C1 C2 C4 0.000(9) . . . . ?
C8 C6 C5 S3 180.000(11) . . . . ?
C8 C6 C5 C7 0.000(17) . . . . ?
N5 C9 N6 C10 0.4 . . . . ?
N5 C9 N6 C12 178(7) . . . . ?
N5 C15 C16 C17 -173(7) . . . . ?
C9 N5 C11 C10 0.0 . . . . ?
C9 N5 C15 C16 -94(8) . . . . ?
C9 N6 C10 C11 -0.4 . . . . ?
C9 N6 C12 C13 -160(7) . . . . ?
N6 C10 C11 N5 0.2 . . . . ?
N6 C12 C13 C14 177(7) . . . . ?
C10 N6 C12 C13 17(12) . . . . ?
C11 N5 C9 N6 -0.2 . . . . ?
C11 N5 C15 C16 82(8) . . . . ?
C12 N6 C10 C11 -178(7) . . . . ?
C15 N5 C9 N6 176(5) . . . . ?
C15 N5 C11 C10 -176(5) . . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.41(15)
2 0.59(15)
