Conjugation Length Effect on the Conducting Behavior of Single-crystalline Oligo(3,4-ethylenedioxythiophene) (nEDOT) Radical Cation Salts
Kameyama, Ryohei; Fujino, Tomoko; Dekura, Shun; Mori, Hatsumi; Physical Chemistry Chemical Physics  (2022) –; doi:10.1039/D2CP00250G

data_7244452
_publ_section_title
;
 Conjugation Length Effect on the Conducting Behavior of
 Single-crystalline Oligo(3,4-ethylenedioxythiophene) (nEDOT) Radical
 Cation Salts
;
_journal_name_full               'Physical Chemistry Chemical Physics'
_journal_paper_doi               10.1039/D2CP00250G
_journal_year                    2022
_chemical_formula_moiety         'C20 H18 O6 S5'
_chemical_formula_sum            'C20 H18 O6 S5'
_chemical_formula_weight         514.64
_chemical_name_common            2MeS-3EDOT
_chemical_name_systematic
5,5''-dimethylthio-2,2':5',2''-ter(3,4-ethylenedioxythiophene)
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-I 2ya'
_space_group_name_H-M_alt        'I 1 2/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-11-19
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2021-11-19 deposited with the CCDC.	2022-02-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.897(9)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1299(9)
_cell_length_b                   16.3935(15)
_cell_length_c                   16.5034(13)
_cell_measurement_reflns_used    2458
_cell_measurement_temperature    293
_cell_measurement_theta_max      29.4450
_cell_measurement_theta_min      2.7100
_cell_volume                     2187.9(4)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.985
_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   0.50   50.00    --  -20.00  45.00   0.00  360
  2  \w   -110.00  70.00   0.50   50.00    --  -20.00  45.00  90.00  360
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0258012000
_diffrn_orient_matrix_UB_12      -0.0273940000
_diffrn_orient_matrix_UB_13      -0.0320472000
_diffrn_orient_matrix_UB_21      0.0225867000
_diffrn_orient_matrix_UB_22      -0.0334495000
_diffrn_orient_matrix_UB_23      0.0260493000
_diffrn_orient_matrix_UB_31      -0.0807633000
_diffrn_orient_matrix_UB_32      -0.0005686000
_diffrn_orient_matrix_UB_33      0.0127326000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.060
_diffrn_reflns_av_unetI/netI     0.0180
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3729
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.349
_diffrn_reflns_theta_min         1.756
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.566
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67779
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_description       block
_exptl_crystal_F_000             1064
_exptl_crystal_preparation       'liquid phase diffusion'
_exptl_crystal_recrystallization_method
'liquid-liquid diffusion over chloroform/ethanol'
_exptl_crystal_size_max          0.76
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.927
_refine_diff_density_min         -0.342
_refine_diff_density_rms         0.096
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     162
_refine_ls_number_reflns         3729
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0887
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1872P)^2^+1.2673P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2460
_refine_ls_wR_factor_ref         0.2723
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2871
_reflns_number_total             3729
_reflns_threshold_expression     'I > 2\s(I)'
_twin_special_details
;
Component 2 rotated by -179.7396\% 
 around [-0.00 0.00 1.00] (reciprocal) or [0.20 0.00 0.98] (direct)
;
_cod_data_source_file            d2cp00250g2.cif
_cod_data_source_block           200129-rk03-105_2mes3edot_neutral
_cod_database_code               7244452
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C20 H18 O6 S5'
_shelx_estimated_absorpt_t_max   0.930
_shelx_estimated_absorpt_t_min   0.673
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.501
 0.499
2. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 O2-C8 \\sim O2-C8A
 with sigma of 0.02
 O3-C9 \\sim O3-C9A
 with sigma of 0.02
 C8-C9 \\sim C8A-C9A
 with sigma of 0.02
 O2-C9 \\sim O2-C9A
 with sigma of 0.04
 O3-C8 \\sim O3-C8A
 with sigma of 0.04
4. Others
 Sof(C8A)=Sof(H8AA)=Sof(H8AB)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=1-FVAR(1)
 Sof(C8)=Sof(H8A)=Sof(H8B)=Sof(C9)=Sof(H9A)=Sof(H9B)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B), C8A(H8AA,H8AB), C9A(H9AA,H9AB)
5.b Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              73641
_shelx_hkl_checksum              64403
_olex2_date_sample_data_collection 2020-01-29
_olex2_exptl_crystal_mounting_method 'MiteGen Microloop'
_olex2_submission_original_sample_id RK03-105
_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 1.413
_oxdiff_exptl_absorpt_empirical_full_min 0.814
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2