Molecular Conductors Based on Dimethylcyclohexene-Fused Tetrathiafulvalene
Fujisaki, Masahiro; Naito, Ryoya; Shirahata, Takashi; Kawasugi, Yoshitaka; Tajima, Naoya; Misaki, Yohji; Chemistry 6 (2024) 1509–1522; doi:10.3390/chemistry6060091

data_1573424
_publ_section_title
;
 Molecular Conductors Based on Dimethylcyclohexene-Fused
 Tetrathiafulvalene
;
_journal_issue                   6
_journal_name_full               Chemistry
_journal_page_first              1509
_journal_page_last               1522
_journal_paper_doi               10.3390/chemistry6060091
_journal_volume                  6
_journal_year                    2024
_chemical_formula_moiety         'As F6, 2(C14 H16 S6)'
_chemical_formula_sum            'C28 H32 As F6 S12'
_chemical_formula_weight         942.17
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-10-29
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                95.051(2)
_cell_angle_beta                 90.064(2)
_cell_angle_gamma                98.937(2)
_cell_formula_units_Z            2
_cell_length_a                   6.6442(2)
_cell_length_b                   8.21630(10)
_cell_length_c                   32.9681(6)
_cell_measurement_reflns_used    23175
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      31.2700
_cell_measurement_theta_min      1.8510
_cell_volume                     1770.80(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.15
_diffrn_detector                 CCD
_diffrn_detector_area_resol_mean 7.111
_diffrn_detector_type            'Rigaku Saturn724+ area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

 # Type Start End Width t~exp~ \w \q \k \f Frames
--------------------------------------------------------------------------
 1 \w -110.00 70.00 0.30 4.00 -- -20.00 45.00 0.00 600
 2 \w -110.00 70.00 0.30 4.00 -- -20.00 45.00 90.00 600
 3 \w -110.00 70.00 0.30 4.00 -- -20.00 45.00 180.00 600
 4 \w -110.00 70.00 0.30 4.00 -- -20.00 45.00 270.00 600
;
_diffrn_measurement_device       'AFC11 SATURN724+ Right'
_diffrn_measurement_device_type  'Rigaku Varimax with Saturn'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'Mitegen 50um'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0138793000
_diffrn_orient_matrix_UB_12      0.0863040000
_diffrn_orient_matrix_UB_13      0.0057348000
_diffrn_orient_matrix_UB_21      -0.0092292000
_diffrn_orient_matrix_UB_22      0.0153043000
_diffrn_orient_matrix_UB_23      -0.0207087000
_diffrn_orient_matrix_UB_31      -0.1067860000
_diffrn_orient_matrix_UB_32      -0.0039629000
_diffrn_orient_matrix_UB_33      0.0022064000
_diffrn_radiation_collimation    0.3
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            28278
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         1.861
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_current           24.0
_diffrn_source_power             1.2
_diffrn_source_target            Mo
_diffrn_source_type              'MicroMax 007'
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    1.723
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80901
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.767
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             958
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.694
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     485
_refine_ls_number_reflns         8143
_refine_ls_number_restraints     116
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0303
_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/[\s^2^(Fo^2^)+(0.0387P)^2^+1.2682P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0741
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7328
_reflns_number_total             8143
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            rac-DMCh-EDT-TTF_AsF6_100K.cif
_cod_data_source_block           rac-dmch-ttf-et_asf6_autored
_cod_database_code               1573424
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         C28H28S12AsF6
_shelx_estimated_absorpt_t_max   0.966
_shelx_estimated_absorpt_t_min   0.847
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 S5-C13A \\sim S5-C13B
 with sigma of 0.02
 C14A-C13B \\sim C14B-C13B
 with sigma of 0.02
 C14A-C13A \\sim C14A-C13B
 with sigma of 0.02
 C14A-C13A \\sim C14B-C13A
 with sigma of 0.02
 S6-C14A \\sim S6-C14B
 with sigma of 0.02
 C2-C4 \\sim C2-C4A
 with sigma of 0.02
 C4-C3A \\sim C4A-C3A
 with sigma of 0.02
 C5-C3 \\sim C5-C3A
 with sigma of 0.02
 C6-C4 \\sim C6-C4A
 with sigma of 0.02
 C4-C3 \\sim C4A-C3
 with sigma of 0.02
 C1-C3 \\sim C1-C3A
 with sigma of 0.02
 C4-C3 \\sim C4-C3A
 with sigma of 0.02
 C17A-C18B \\sim C17B-C18B
 with sigma of 0.02
 C20-C18A \\sim C20-C18B
 with sigma of 0.02
 C18A-C17A \\sim C18A-C17B
 with sigma of 0.02
 C16-C18A \\sim C16-C18B
 with sigma of 0.02
 C18A-C17A \\sim C18B-C17A
 with sigma of 0.02
 C19-C17A \\sim C19-C17B
 with sigma of 0.02
 C15-C17A \\sim C15-C17B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C3 \\sim C3A: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
C13A \\sim C13B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
C18A \\sim C18B: within 1.7A with sigma of 0.04 and sigma for terminal atoms of
0.08 within 1.7A
Uanis(C18B) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 C5, C6, C7, C8, C3A, C4A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 S5, S6, C11, C13B, C14B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C16, C19, C20, C22, C17B, C18B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(C13B)=Sof(H13C)=Sof(H13D)=Sof(C14B)=Sof(H14C)=Sof(H14D)=1-FVAR(1)
 Sof(C13A)=Sof(H13A)=Sof(H13B)=Sof(C14A)=Sof(H14A)=Sof(H14B)=FVAR(1)
 Sof(H5BC)=Sof(H5BD)=Sof(H6BC)=Sof(H6BD)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(H4A)=1-
 FVAR(2)
 Sof(H5AA)=Sof(H5AB)=Sof(H6AA)=Sof(H6AB)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=FVAR(2)
 Sof(H19C)=Sof(H19D)=Sof(H20C)=Sof(H20D)=Sof(C17B)=Sof(H17B)=Sof(C18B)=
 Sof(H18B)=1-FVAR(3)
 Sof(H19A)=Sof(H19B)=Sof(H20A)=Sof(H20B)=Sof(C17A)=Sof(H17A)=Sof(C18A)=
 Sof(H18A)=FVAR(3)
6.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C3A(H3A), C4A(H4A), C17A(H17A), C18A(H18A), C17B(H17B),
 C18B(H18B)
6.b Secondary CH2 refined with riding coordinates:
 C5(H5AA,H5AB), C5(H5BC,H5BD), C6(H6AA,H6AB), C6(H6BC,H6BD), C13A(H13A,H13B),
 C14A(H14A,H14B), C13B(H13C,H13D), C14B(H14C,H14D), C19(H19A,H19B), C19(H19C,
 H19D), C20(H20A,H20B), C20(H20C,H20D), C27(H27A,H27B), C28(H28A,H28B)
6.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_shelx_res_checksum              62848
_shelx_hkl_checksum              82299
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.350
_oxdiff_exptl_absorpt_empirical_full_min 0.861