Crystal-structure simulation of molecular semiconductors: brickwork-related crystal structures of methylthiolated <i>peri</i>-condensed polycyclic aromatic hydrocarbons.
Bulgarevich, Kirill; Takimiya, Kazuo; Materials horizons 10 (2023) 5492–5499; doi:10.1039/d3mh01055d

data_1570245
_publ_section_title
;
 Crystal-structure simulation of molecular semiconductors:
 brickwork-related crystal structures of methylthiolated
 <i>peri</i>-condensed polycyclic aromatic hydrocarbons.
;
_journal_issue                   12
_journal_name_full               'Materials horizons'
_journal_page_first              5492
_journal_page_last               5499
_journal_paper_doi               10.1039/d3mh01055d
_journal_volume                  10
_journal_year                    2023
_chemical_formula_moiety         '2(C15 H11 S2)'
_chemical_formula_sum            'C30 H22 S4'
_chemical_formula_weight         510.71
_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             2023-07-07
_audit_creation_method
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_audit_update_record
;
2023-07-07 deposited with the CCDC.	2023-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                108.191(3)
_cell_angle_beta                 91.312(3)
_cell_angle_gamma                99.886(4)
_cell_formula_units_Z            2
_cell_length_a                   5.3250(2)
_cell_length_b                   13.4178(6)
_cell_length_c                   16.3151(4)
_cell_measurement_reflns_used    4196
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      76.4570
_cell_measurement_theta_min      3.5380
_cell_volume                     1087.36(7)
_computing_cell_refinement       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.67a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.955
_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    -66.00  24.00   0.50    5.00    --  -47.91  72.00 178.00  180
  2  \w   -120.00 -29.00   0.50    5.00    --  -47.91 -72.00  48.00  182
  3  \w    -23.00  66.00   0.50    5.00    --   47.91 -72.00  48.00  178
  4  \w     30.00 120.00   0.50    5.00    --   47.91  72.00 178.00  180
  5  \w   -169.00 -78.00   0.50   16.00    --  -97.00 -72.00  48.00  182
  6  \w    -99.00 -25.00   0.50   16.00    --  -97.00  72.00 178.00  148
  7  \w     86.00 175.00   0.50   16.00    --  104.77  72.00 178.00  178
  8  \w     33.00  94.00   0.50   16.00    --  104.77 -72.00  48.00  122
  9  \w    -42.00  25.00   0.50    5.00    --  -47.91  37.00  30.00  134
 10  \w   -120.00 -78.00   0.50    5.00    --  -47.91   0.00 -90.00   84
 11  \w    -24.00  17.00   0.50    5.00    --   47.91 -19.00 120.00   82
 12  \w    -24.00  17.00   0.50    5.00    --   47.91 -19.00  30.00   82
 13  \w    -24.00  17.00   0.50    5.00    --   47.91 -19.00  60.00   82
 14  \w   -166.00 -82.00   0.50   16.00    --  -97.00-125.00-150.00  168
 15  \w   -111.00 -28.00   0.50   16.00    --  -97.00 125.00 150.00  166
 16  \w    -69.00 -25.00   0.50   16.00    --  -97.00  57.00   0.00   88
 17  \w    -69.00 -25.00   0.50   16.00    --  -97.00  57.00  30.00   88
 18  \w    -69.00 -25.00   0.50   16.00    --  -97.00  57.00 -30.00   88
 19  \w     35.00 107.00   0.50   16.00    --  104.77-104.00  74.61  144
 20  \w     33.00 153.00   0.50   16.00    --  104.77   0.00 -30.00  240
 21  \w     97.00 175.00   0.50   16.00    --  104.77  37.00 120.00  156
 22  \w     33.00  64.00   0.50   16.00    --  104.77 -57.00-120.00   62
 23  \w     35.00 106.00   0.50   16.00    --  104.77 -99.00-120.00  142
 24  \w     33.00  64.00   0.50   16.00    --  104.77 -57.00-150.00   62
 25  \w     61.00 134.00   0.50   16.00    --  104.77   0.00  90.00  146
 26  \w     77.00 103.00   0.50   16.00    --  104.77 -99.00 150.00   52
 27  \w     38.00  69.00   0.50   16.00    --  104.77 -99.00 150.00   62
 28  \w     72.00 110.00   0.50   16.00    --  104.77-125.00  60.00   76
 29  \w    103.00 151.00   0.50   16.00    --  104.77   0.00-150.00   96
 30  \w     58.00 104.00   0.50   16.00    --  104.77 -99.00   0.00   92
 31  \w     42.00 102.00   0.50   16.00    --  104.77-125.00 -30.00  120
 32  \w    103.00 149.00   0.50   16.00    --  104.77   0.00 -90.00   92
 33  \w     78.00 105.00   0.50   16.00    --  104.77 -99.00-180.00   54
 34  \w     76.00 105.00   0.50   16.00    --  104.77 -99.00 120.00   58
 35  \w    103.00 153.00   0.50   16.00    --  104.77   0.00 120.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0500047000
_diffrn_orient_matrix_UB_12      0.1230347000
_diffrn_orient_matrix_UB_13      0.0320082000
_diffrn_orient_matrix_UB_21      -0.1889805000
_diffrn_orient_matrix_UB_22      -0.0014678000
_diffrn_orient_matrix_UB_23      -0.0734759000
_diffrn_orient_matrix_UB_31      -0.2204680000
_diffrn_orient_matrix_UB_32      -0.0018032000
_diffrn_orient_matrix_UB_33      0.0593479000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0872
_diffrn_reflns_av_unetI/netI     0.0778
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            16858
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.595
_diffrn_reflns_theta_min         2.861
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.155
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86499
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.67a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_description       plate
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.510
_refine_diff_density_min         -0.702
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     311
_refine_ls_number_reflns         4425
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.015
_refine_ls_R_factor_all          0.1102
_refine_ls_R_factor_gt           0.0774
_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^)+(0.1498P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1970
_refine_ls_wR_factor_ref         0.2216
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3030
_reflns_number_total             4425
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3mh01055d2.cif
_cod_data_source_block           221012_mt-peropyrene_thick_plate_100k_auto
_cod_depositor_comments
'Adding full bibliography for 1570243--1570246.cif.'
_cod_original_cell_volume        1087.36(8)
_cod_database_code               1570245
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H S'
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C23(H23), C22(H22), C6(H6), C19(H19), C33(H33), C16(H16), C2(H2), C34(H34),
 C17(H17), C5(H5)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C32(H32A,H32B,H32C), C30(H30A,H30B,
 H30C)
;
_shelx_res_checksum              56152
_shelx_hkl_checksum              41378
_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 1.262
_oxdiff_exptl_absorpt_empirical_full_min 0.783