Synthesis and Structures of Polyiodide Radical Cation Salts of Donors Combining Tetrathiafulvalene with Multiple Thiophene or Oligo-thiophene Substituents.
Short, Jonni; Blundell, Toby J.; Yang, Songjie; Sahin, Onur; Shakespeare, Yiana; Smith, Emma Louise; Martin, Lee; Wallis, John D.; CrystEngComm  (2020) –; doi:10.1039/D0CE00954G

data_7241255
_publ_section_title
;
 Synthesis and Structures of Polyiodide Radical Cation Salts of Donors
 Combining Tetrathiafulvalene with Multiple Thiophene or Oligo-thiophene
 Substituents.
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00954G
_journal_year                    2020
_chemical_formula_moiety         '4(I1.5), C16 H8 S10'
_chemical_formula_sum            'C16 H8 I6 S10'
_chemical_formula_weight         1282.22
_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     dual
_audit_creation_date             2020-06-04
_audit_creation_method
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_audit_update_record
;
2020-06-23 deposited with the CCDC.	2020-09-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.157(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   11.5148(3)
_cell_length_b                   18.1689(5)
_cell_length_c                   29.3477(12)
_cell_measurement_reflns_used    7092
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      25.1350
_cell_measurement_theta_min      3.5520
_cell_volume                     6138.6(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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      150.15
_diffrn_detector_area_resol_mean 15.9832
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.910
_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    -30.00  54.00   1.00  100.00    --  -13.28  57.00 150.00   84
  2  \w    -85.00  16.00   1.00  100.00    --  -13.28 -19.00   0.00  101
  3  \w    -85.00  16.00   1.00  100.00    --  -13.28 -19.00 150.00  101
  4  \w    -54.00  30.00   1.00  100.00    --   13.47 -57.00 -30.00   84
  5  \w    -81.00   3.00   1.00  100.00    --  -13.28 -57.00 -60.00   84
  6  \w    -81.00 -12.00   1.00  100.00    --  -13.28 -57.00-150.00   69
  7  \w    -81.00   3.00   1.00  100.00    --  -13.28 -57.00  90.00   84
  8  \w    -54.00  30.00   1.00  100.00    --   13.47 -57.00  60.00   84
  9  \w    -54.00  30.00   1.00  100.00    --   13.47 -57.00-120.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1328
_diffrn_reflns_av_unetI/netI     0.1185
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            47258
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.323
_diffrn_reflns_theta_min         3.450
_exptl_absorpt_coefficient_mu    6.762
_exptl_absorpt_correction_T_max  0.937
_exptl_absorpt_correction_T_min  0.396
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
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            'clear black'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.775
_exptl_crystal_description       plate
_exptl_crystal_F_000             4656
_exptl_crystal_preparation       'electrical insulator'
_exptl_crystal_recrystallization_method
'Diffusion of iodine/hexane into donor/DCM'
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.013
_refine_diff_density_max         2.890
_refine_diff_density_min         -1.267
_refine_diff_density_rms         0.304
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     374
_refine_ls_number_reflns         6964
_refine_ls_number_restraints     692
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.1726
_refine_ls_R_factor_gt           0.0979
_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^)+(0.0060P)^2^+679.5392P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1593
_refine_ls_wR_factor_ref         0.1835
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4076
_reflns_number_total             6964
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0ce00954g2.cif
_cod_data_source_block           17i35i2
_cod_database_code               7241255
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.917
_shelx_estimated_absorpt_t_min   0.319
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 S9B-C9 \\sim S9-C9 \\sim S10B-C13B \\sim S10-C13
 with sigma of 0.02
 C9-C10 \\sim C10B-C9 \\sim C13-C14 \\sim C13B-C14B
 with sigma of 0.02
 S9-C12 \\sim S9B-C12B \\sim S10B-C16B \\sim S10-C16
 with sigma of 0.02
 C14B-C15B \\sim C15-C14 \\sim C11-C10 \\sim C11B-C10B
 with sigma of 0.02
 C11B-C12B \\sim C11-C12 \\sim C16B-C15B \\sim C16-C15
 with sigma of 0.02
 S10B-C14B \\sim S10-C14 \\sim S9-C10 \\sim S9B-C10B
 with sigma of 0.02
 C13-C15 \\sim C9-C11 \\sim C9-C11B \\sim C13B-C15B
 with sigma of 0.02
 S10-C15 \\sim S9-C11 \\sim S10B-C15B \\sim S9B-C11B
 with sigma of 0.02
 S8-C13B \\sim S8-C13 \\sim S7-C9
 with sigma of 0.02
3. Restrained planarity
 S10B, C13B, C14B, C15B, C16B
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.025 and sigma
for terminal atoms of 0.05 within 2A
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
6. Others
 Sof(S9B)=Sof(C10B)=Sof(H10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(H12B)=1-FVAR(1)
 Sof(S9)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=Sof(C12)=Sof(H12)=FVAR(1)
 Sof(S10B)=Sof(C13B)=Sof(C14B)=Sof(H14B)=Sof(C15B)=Sof(H15B)=Sof(C16B)=
 Sof(H16B)=1-FVAR(2)
 Sof(S10)=Sof(C13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=FVAR(2)
7.a Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C14(H14), C15(H15), C16(H16),
 C10B(H10B), C11B(H11B), C12B(H12B), C14B(H14B), C15B(H15B), C16B(H16B)
;
_shelx_res_checksum              15847
_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
;