#------------------------------------------------------------------------------
#$Date: 2020-07-14 04:40:44 +0300 (Tue, 14 Jul 2020) $
#$Revision: 254262 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/08/7240848.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_7240848
loop_
_publ_author_name
'Kadoya, Tomofumi'
'Sugiura, Shiori'
'Tahara, Keishiro'
'Higashino, Toshiki'
'Kubo, Kazuya'
'Sasaki, Takahiko'
'Takimiya, Kazuo'
'Yamada, Jun-ichi'
_publ_section_title
;
 Two-dimensional radical-cationic Mott insulator based on an electron
 donor containing neither tetrathiafulvalene nor tetrathiapentalene
 skeleton
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00878H
_journal_year                    2020
_chemical_formula_moiety         'C14 H10 F6 P S6'
_chemical_formula_sum            'C14 H10 F6 P S6'
_chemical_formula_weight         515.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-02-13 deposited with the CCDC.	2020-07-13 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 106.352(5)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   36.971(15)
_cell_length_b                   4.3814(15)
_cell_length_c                   11.483(5)
_cell_measurement_reflns_used    1805
_cell_measurement_temperature    273
_cell_measurement_theta_max      27.06
_cell_measurement_theta_min      2.30
_cell_volume                     1784.8(12)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'CrystalStructure 4.2'
_computing_publication_material  'CrystalStructure 4.2 (Rigaku, 2017)'
_computing_structure_refinement  'SHELXL Version 2014/3 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2014 (Burla, et al., 2014)'
_diffrn_ambient_temperature      273
_diffrn_detector_area_resol_mean 7.314
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0247
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       43
_diffrn_reflns_limit_h_min       -44
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            10250
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_min         3.446
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.914
_exptl_absorpt_correction_T_max  0.833
_exptl_absorpt_correction_T_min  0.510
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'NUMABS (Rigaku, 1999)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.919
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       thin
_exptl_crystal_F_000             1036.00
_exptl_crystal_size_max          0.218
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.017
_refine_diff_density_max         1.44
_refine_diff_density_min         -1.46
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.615
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1644
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.1069
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3240
_refine_ls_wR_factor_ref         0.3406
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1450
_reflns_number_total             1644
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d0ce00878h2.cif
_cod_data_source_block           V191101b
_cod_database_code               7240848
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
S1 S 0.19309(3) 0.9845(3) 0.26939(11) 0.0502(7) Uani 1 1 d . . . . .
S2 S 0.14350(3) 1.4767(3) 0.51126(11) 0.0534(7) Uani 1 1 d . . . . .
S3 S 0.11153(3) 1.1036(3) 0.22895(11) 0.0580(7) Uani 1 1 d . . . . .
P13 P 0.0000 1.0000 0.0000 0.192(3) Uani 1 2 d S . P . .
F4 F -0.0003(3) 1.205(8) 0.1053(18) 0.432(17) Uani 1 1 d . . . . .
F9 F 0.0336(3) 1.172(7) 0.0021(14) 0.371(12) Uani 1 1 d . . . . .
F14 F 0.0274(5) 0.810(6) 0.0961(15) 0.358(10) Uani 1 1 d . . . . .
C1 C 0.17072(11) 1.2965(10) 0.4296(3) 0.0426(10) Uani 1 1 d . . . . .
C2 C 0.22772(13) 1.1207(10) 0.3957(4) 0.0446(11) Uani 1 1 d . . . . .
C5 C 0.09768(14) 1.3063(18) 0.4404(5) 0.0734(16) Uani 1 1 d . . . . .
H5A H 0.0986 1.0936 0.4644 0.088 Uiso 1 1 calc R U . . .
H5B H 0.0791 1.4066 0.4723 0.088 Uiso 1 1 calc R U . . .
C7 C 0.08462(16) 1.3214(17) 0.3067(6) 0.0781(17) Uani 1 1 d . . . . .
H7A H 0.0849 1.5332 0.2823 0.094 Uiso 1 1 calc R U . . .
H7B H 0.0587 1.2516 0.2803 0.094 Uiso 1 1 calc R U . . .
C10 C 0.15724(12) 1.1471(10) 0.3183(4) 0.0457(11) Uani 1 1 d . . . . .
C11 C 0.21081(10) 1.2897(9) 0.4737(3) 0.0407(10) Uani 1 1 d . . . . .
C12 C 0.23452(13) 1.4182(10) 0.5804(4) 0.0464(11) Uani 1 1 d . . . . .
H12 H 0.2245 1.5275 0.6334 0.056 Uiso 1 1 calc R U . . .
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)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
P P 0.1023 0.0942
;
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)
;
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
C10 S1 C2 92.2(2) . . ?
C1 S2 C5 100.3(2) . . ?
C10 S3 C7 103.5(2) . . ?
F9 P13 F9 180.0 5_575 . ?
F9 P13 F14 83.1(10) 5_575 5_575 ?
F9 P13 F14 96.9(10) . 5_575 ?
F9 P13 F14 96.9(10) 5_575 . ?
F9 P13 F14 83.1(10) . . ?
F14 P13 F14 180.0 5_575 . ?
F9 P13 F4 83.0(13) 5_575 5_575 ?
F9 P13 F4 97.0(13) . 5_575 ?
F14 P13 F4 84.2(14) 5_575 5_575 ?
F14 P13 F4 95.8(14) . 5_575 ?
F9 P13 F4 97.0(13) 5_575 . ?
F9 P13 F4 83.0(13) . . ?
F14 P13 F4 95.8(14) 5_575 . ?
F14 P13 F4 84.2(14) . . ?
F4 P13 F4 180.0 5_575 . ?
P13 F4 F14 48.2(8) . . ?
P13 F9 F14 50.0(8) . . ?
P13 F14 F4 47.7(8) . . ?
P13 F14 F9 46.9(6) . . ?
F4 F14 F9 58.7(12) . . ?
C10 C1 C11 112.5(4) . . ?
C10 C1 S2 126.3(3) . . ?
C11 C1 S2 121.2(3) . . ?
C12 C2 C11 122.9(4) 7_576 . ?
C12 C2 S1 126.7(3) 7_576 . ?
C11 C2 S1 110.4(3) . . ?
C7 C5 S2 115.9(4) . . ?
C7 C5 H5A 108.3 . . ?
S2 C5 H5A 108.3 . . ?
C7 C5 H5B 108.3 . . ?
S2 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C5 C7 S3 115.5(5) . . ?
C5 C7 H7A 108.4 . . ?
S3 C7 H7A 108.4 . . ?
C5 C7 H7B 108.4 . . ?
S3 C7 H7B 108.4 . . ?
H7A C7 H7B 107.5 . . ?
C1 C10 S3 129.3(3) . . ?
C1 C10 S1 112.4(3) . . ?
S3 C10 S1 118.3(3) . . ?
C12 C11 C1 129.1(4) . . ?
C12 C11 C2 118.4(3) . . ?
C1 C11 C2 112.4(3) . . ?
C2 C12 C11 118.6(4) 7_576 . ?
C2 C12 H12 120.7 7_576 . ?
C11 C12 H12 120.7 . . ?
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
S1 C10 1.731(5) . ?
S1 C2 1.747(5) . ?
S2 C1 1.745(4) . ?
S2 C5 1.820(6) . ?
S3 C10 1.723(4) . ?
S3 C7 1.788(7) . ?
P13 F9 1.447(17) 5_575 ?
P13 F9 1.447(17) . ?
P13 F14 1.520(15) 5_575 ?
P13 F14 1.520(15) . ?
P13 F4 1.508(15) 5_575 ?
P13 F4 1.508(15) . ?
F4 F14 2.03(3) . ?
F9 F14 1.97(3) . ?
C1 C10 1.398(6) . ?
C1 C11 1.425(6) . ?
C2 C12 1.356(6) 7_576 ?
C2 C11 1.434(6) . ?
C5 C7 1.476(9) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C11 C12 1.408(6) . ?
C12 C2 1.356(6) 7_576 ?
C12 H12 0.9300 . ?
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
F9 P13 F4 F14 96.3(11) 5_575 . . . ?
F9 P13 F4 F14 -83.7(11) . . . . ?
F14 P13 F4 F14 180.003(7) 5_575 . . . ?
F14 P13 F9 F14 180.002(0) 5_575 . . . ?
F4 P13 F9 F14 -95.1(14) 5_575 . . . ?
F4 P13 F9 F14 84.9(14) . . . . ?
F9 P13 F14 F4 -96.4(15) 5_575 . . . ?
F9 P13 F14 F4 83.6(15) . . . . ?
F4 P13 F14 F4 180.003(7) 5_575 . . . ?
F9 P13 F14 F9 179.999(2) 5_575 . . . ?
F4 P13 F14 F9 96.4(15) 5_575 . . . ?
F4 P13 F14 F9 -83.6(15) . . . . ?
C5 S2 C1 C10 17.9(5) . . . . ?
C5 S2 C1 C11 -162.2(4) . . . . ?
C10 S1 C2 C12 -179.0(4) . . . 7_576 ?
C10 S1 C2 C11 0.1(3) . . . . ?
C1 S2 C5 C7 -51.8(5) . . . . ?
S2 C5 C7 S3 66.4(6) . . . . ?
C10 S3 C7 C5 -37.7(5) . . . . ?
C11 C1 C10 S3 -178.4(3) . . . . ?
S2 C1 C10 S3 1.6(6) . . . . ?
C11 C1 C10 S1 2.4(5) . . . . ?
S2 C1 C10 S1 -177.7(2) . . . . ?
C7 S3 C10 C1 4.2(5) . . . . ?
C7 S3 C10 S1 -176.6(3) . . . . ?
C2 S1 C10 C1 -1.4(3) . . . . ?
C2 S1 C10 S3 179.2(3) . . . . ?
C10 C1 C11 C12 178.9(4) . . . . ?
S2 C1 C11 C12 -1.1(6) . . . . ?
C10 C1 C11 C2 -2.4(5) . . . . ?
S2 C1 C11 C2 177.7(3) . . . . ?
C12 C2 C11 C12 -0.7(7) 7_576 . . . ?
S1 C2 C11 C12 -179.8(3) . . . . ?
C12 C2 C11 C1 -179.6(4) 7_576 . . . ?
S1 C2 C11 C1 1.3(4) . . . . ?
C1 C11 C12 C2 179.3(4) . . . 7_576 ?
C2 C11 C12 C2 0.6(6) . . . 7_576 ?
