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_1573422
_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         'Cl O4, 2(C14 H16 S6)'
_chemical_formula_sum            'C28 H32 Cl O4 S12'
_chemical_formula_weight         852.70
_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             2024-11-18
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                93.731(3)
_cell_angle_beta                 92.451(2)
_cell_angle_gamma                99.953(3)
_cell_formula_units_Z            2
_cell_length_a                   6.6158(2)
_cell_length_b                   8.0542(3)
_cell_length_c                   32.5826(7)
_cell_measurement_reflns_used    12904
_cell_measurement_temperature    446.15
_cell_measurement_theta_max      29.4260
_cell_measurement_theta_min      1.8870
_cell_volume                     1703.83(9)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      446.15
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_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  69.00   0.50    4.69    --  -20.40  38.00  30.00  358
  2  \w    -65.00  69.00   0.50    4.69    --  -20.40  56.00 113.80  268
  3  \w    -68.00  69.00   0.50    4.69    --  -20.40  76.00 -90.00  274
  4  \w    -68.00  69.00   0.50    4.69    --  -20.40  76.00  30.00  274
  5  \w    -64.00  69.00   0.50    4.69    --  -20.40  57.00-150.00  266
  6  \w    -68.00  69.00   0.50    4.69    --  -20.40  76.00 150.00  274
  7  \w    -38.00  94.00   0.50    4.69    --    5.00  57.00  90.00  264
  8  \w   -110.00  69.00   0.50    4.69    --  -20.40  -1.00 120.00  358
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0076446000
_diffrn_orient_matrix_UB_12      0.0083838000
_diffrn_orient_matrix_UB_13      0.0218427000
_diffrn_orient_matrix_UB_21      -0.1068002000
_diffrn_orient_matrix_UB_22      -0.0315380000
_diffrn_orient_matrix_UB_23      0.0003985000
_diffrn_orient_matrix_UB_31      0.0204847000
_diffrn_orient_matrix_UB_32      -0.0835050000
_diffrn_orient_matrix_UB_33      0.0003149000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0916
_diffrn_reflns_av_unetI/netI     0.0701
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_number            38064
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         1.882
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.884
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.26714
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_description       plate
_exptl_crystal_F_000             882
_exptl_crystal_size_max          0.181
_exptl_crystal_size_mid          0.116
_exptl_crystal_size_min          0.048
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.781
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     476
_refine_ls_number_reflns         7831
_refine_ls_number_restraints     11
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0248P)^2^+1.2184P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1054
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6436
_reflns_number_total             7831
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            rac-DMCh-EDT-TTF_ClO4_100K.cif
_cod_data_source_block           exp_1
_cod_database_code               1573422
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         C28H32S12ClO4
_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
 Cl1-O4A \\sim Cl1-O4B
 with sigma of 0.02
 O3A-O4B \\sim O3B-O4B
 with sigma of 0.02
 Cl1-O3A \\sim Cl1-O3B
 with sigma of 0.02
 C17-C18A \\sim C17A-C18A
 with sigma of 0.02
 C15-C17 \\sim C15-C17A
 with sigma of 0.02
 C20-C18 \\sim C20-C18A
 with sigma of 0.02
 C16-C18 \\sim C16-C18A
 with sigma of 0.02
 C18-C17 \\sim C18A-C17
 with sigma of 0.02
 C19-C17 \\sim C19-C17A
 with sigma of 0.02
 C18-C17 \\sim C18-C17A
 with sigma of 0.02
 C2-C4 \\sim C2-C4A
 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
 C4-C3A \\sim C4A-C3A
 with sigma of 0.02
 C5-C3 \\sim C5-C3A
 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
 Cl1-O2A \\sim Cl1-O2B
 with sigma of 0.02
3. Others
 Sof(O2B)=Sof(O3B)=Sof(O4B)=1-FVAR(1)
 Sof(O2A)=Sof(O3A)=Sof(O4A)=FVAR(1)
 Sof(H19C)=Sof(H19D)=Sof(H20C)=Sof(H20D)=Sof(C17A)=Sof(H17A)=Sof(C18A)=
 Sof(H18A)=1-FVAR(2)
 Sof(H19A)=Sof(H19B)=Sof(H20A)=Sof(H20B)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=
 FVAR(2)
 Sof(H5BC)=Sof(H5BD)=Sof(H6BC)=Sof(H6BD)=Sof(C3A)=Sof(H3A)=Sof(C4A)=Sof(H4A)=1-
 FVAR(3)
 Sof(H5AA)=Sof(H5AB)=Sof(H6AA)=Sof(H6AB)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=FVAR(3)
4.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C3A(H3A), C4A(H4A), C17(H17), C18(H18), C17A(H17A), C18A(H18A)
4.b Secondary CH2 refined with riding coordinates:
 C5(H5AA,H5AB), C5(H5BC,H5BD), C6(H6AA,H6AB), C6(H6BC,H6BD), C13(H13A,H13B),
 C14(H14A,H14B), C19(H19A,H19B), C19(H19C,H19D), C20(H20A,H20B), C20(H20C,H20D),
  C27(H27A,H27B), C28(H28A,H28B)
4.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              51445
_shelx_hkl_checksum              65243
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 4.008
_oxdiff_exptl_absorpt_empirical_full_min 0.291