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_1573421
_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         '2(Cl O4), 4(C14 H16 S6)'
_chemical_formula_sum            'C56 H64 Cl2 O8 S24'
_chemical_formula_weight         1705.41
_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             2024-10-30
_audit_creation_method
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_cell_angle_alpha                93.919(4)
_cell_angle_beta                 92.093(3)
_cell_angle_gamma                100.116(4)
_cell_formula_units_Z            1
_cell_length_a                   6.6663(3)
_cell_length_b                   8.2020(4)
_cell_length_c                   32.6647(13)
_cell_measurement_reflns_used    7594
_cell_measurement_temperature    263.15
_cell_measurement_theta_max      28.4650
_cell_measurement_theta_min      2.4960
_cell_volume                     1751.99(14)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_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      263.15
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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    -33.00  93.00   0.40    9.18    --    5.00  57.00-120.00  315
  2  \w    -62.00  72.00   0.40    9.18    --  -17.80  76.00-180.00  335
  3  \w    -56.00  72.00   0.40    9.18    --  -17.80  57.00 -60.00  320
  4  \w    -62.00  72.00   0.40    9.18    --  -17.80  76.00  90.00  335
  5  \w    -62.00  72.00   0.40    9.18    --  -17.80  76.00-150.00  335
  6  \w    -62.00  65.20   0.40    9.18    --  -17.80  76.00 -30.00  318
  7  \w    -46.00  29.20   0.40    9.18    --  -17.80  76.00  60.00  188
;
_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      0.0027126000
_diffrn_orient_matrix_UB_12      0.0039105000
_diffrn_orient_matrix_UB_13      0.0217772000
_diffrn_orient_matrix_UB_21      -0.1063982000
_diffrn_orient_matrix_UB_22      -0.0310422000
_diffrn_orient_matrix_UB_23      -0.0006318000
_diffrn_orient_matrix_UB_31      0.0195497000
_diffrn_orient_matrix_UB_32      -0.0823569000
_diffrn_orient_matrix_UB_33      -0.0004993000
_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  0.1018
_diffrn_reflns_av_unetI/netI     0.0855
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_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            31755
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.503
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.860
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.830
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
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    1.616
_exptl_crystal_description       plate
_exptl_crystal_F_000             882
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.037
_refine_diff_density_min         -0.486
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     447
_refine_ls_number_reflns         8044
_refine_ls_number_restraints     97
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0556
_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^)+(0.0463P)^2^+1.1172P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1506
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5769
_reflns_number_total             8044
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            rac-DMCh-EDT-TTF_ClO4_263K.cif
_cod_data_source_block           exp_1_263k_autored
_cod_database_code               1573421
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         C28H3Cl1O42S12
_chemical_oxdiff_usercomment     deltaomega_0.4deg
_shelx_estimated_absorpt_t_max   0.958
_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
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 Cl1-O1A = Cl1-O2A = Cl1-O4A = Cl1-O3A
 1.5 with sigma of 0.02
 Cl1-O1A \\sim Cl1-O2A \\sim Cl1-O4A \\sim Cl1-O3A
 with sigma of 0.02
 O1A-O4A \\sim O2A-O3A \\sim O1A-O3A \\sim O2A-O4A \\sim O1A-O2A \\sim O4A-O3A
 with sigma of 0.04
 Cl1-O3A \\sim Cl1-O3B
 with sigma of 0.02
 Cl1-O1A \\sim Cl1-O1B
 with sigma of 0.02
 O1A-O3B \\sim O1B-O3B
 with sigma of 0.02
 Cl1-O2A \\sim Cl1-O2B
 with sigma of 0.02
 Cl1-O4A \\sim Cl1-O4B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Cl1 \\sim O1A \\sim O2A \\sim O3A \\sim O4A: within 2A with sigma of 0.04 and
sigma for terminal atoms of 0.08 within 2A
4. Rigid body (RIGU) restrains
 Cl1, O1A, O2A, O3A, O4A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Sof(O1B)=Sof(O2B)=Sof(O3B)=Sof(O4B)=1-FVAR(1)
 Sof(O1A)=Sof(O2A)=Sof(O3A)=Sof(O4A)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C3(H3), C4(H4), C17(H17), C18(H18)
6.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C5(H5A,H5B), C6(H6A,H6B), C27(H27A,H27B),
 C28(H28A,H28B), C19(H19A,H19B), C20(H20A,H20B)
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              8982
_shelx_hkl_checksum              30656
_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 4.313
_oxdiff_exptl_absorpt_empirical_full_min 0.213