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_1570246
_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         'C10 H9 S2'
_chemical_formula_sum            'C10 H9 S2'
_chemical_formula_weight         193.29
_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             2022-04-13
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_audit_update_record
;
2023-04-15 deposited with the CCDC.	2023-11-03 downloaded from the CCDC.
;
_cell_angle_alpha                79.553(8)
_cell_angle_beta                 72.238(6)
_cell_angle_gamma                81.345(8)
_cell_formula_units_Z            2
_cell_length_a                   6.5270(5)
_cell_length_b                   8.0689(10)
_cell_length_c                   8.9496(6)
_cell_measurement_reflns_used    1877
_cell_measurement_temperature    300(2)
_cell_measurement_theta_max      73.2110
_cell_measurement_theta_min      5.2370
_cell_volume                     439.14(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.119a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-ac4 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_diffrn_ambient_temperature      300(2)
_diffrn_detector                 'Rigaku HyPix-6000 area detector'
_diffrn_detector_area_resol_mean 10.0
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.921
_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    -80.00 -33.00   0.50    5.00    --  -46.29 127.00  38.00   94
  2  \w   -118.00 -71.00   0.50    5.00    --  -46.29-142.00 152.00   94
  3  \w    -84.00 -59.00   0.50    5.00    --  -46.29 142.00-151.00   50
  4  \w     50.00  76.00   0.50    5.00    --   46.29-142.00 152.00   52
  5  \w     65.00  95.00   0.50    5.00    --   46.29 142.00-151.00   60
  6  \w     33.00  58.00   0.50    5.00    --   46.29-127.00 -37.00   50
  7  \w   -122.00 -60.00   0.50    8.00    --  -97.00 142.00-151.00  124
  8  \w   -118.00 -78.00   0.50    8.00    --  -97.00-142.00 152.00   80
  9  \w    -93.00 -68.00   0.50    8.00    --  -97.00 127.00  38.00   50
 10  \w   -146.00-115.00   0.50    8.00    --  -97.00-127.00 -37.00   62
 11  \w     94.00 119.00   0.50    8.00    --  105.40 142.00-151.00   50
 12  \w     87.00 113.00   0.50    8.00    --  105.40-127.00 -37.00   52
 13  \w     63.00 124.00   0.50    8.00    --  105.40-142.00 152.00  122
 14  \w     77.00 152.00   0.50    8.00    --  105.40 127.00  38.00  150
 15  \w    -24.00  27.00   0.50    5.00    --  -46.29  19.00 -30.00  102
 16  \w    -11.00  21.00   0.50    5.00    --  -46.29  19.00-150.00   64
 17  \w    -23.00  23.00   0.50    5.00    --   46.29 -19.00 -60.00   92
 18  \w    -20.00  15.00   0.50    5.00    --   46.29 -19.00 150.00   70
 19  \w     31.00  70.00   0.50    5.00    --   46.29  57.00 -90.00   78
 20  \w     83.00 114.00   0.50    5.00    --   46.29  57.00 -90.00   62
 21  \w   -170.00-141.00   0.50    8.00    --  -97.00-125.00  30.00   58
 22  \w   -104.00 -24.00   0.50    8.00    --  -97.00  77.00-120.00  160
 23  \w   -164.00-113.00   0.50    8.00    --  -97.00 -57.00  30.00  102
 24  \w   -134.00-102.00   0.50    8.00    --  -97.00 -99.00   0.00   64
 25  \w    -63.00 -25.00   0.50    8.00    --  -97.00  57.00 150.00   76
 26  \w   -152.00-126.00   0.50    8.00    --  -97.00 -99.00 -90.00   52
 27  \w   -107.00 -82.00   0.50    8.00    --  -97.00 -57.00  30.00   50
 28  \w   -135.00-109.00   0.50    8.00    --  -97.00-125.00  30.00   52
 29  \w    -63.00 -26.00   0.50    8.00    --  -97.00  57.00   0.00   74
 30  \w    -55.00 -24.00   0.50    8.00    --  -97.00  57.00-120.00   62
 31  \w   -170.00 -86.00   0.50    8.00    --  -97.00 -37.00 -90.00  168
 32  \w     71.00 108.00   0.50    8.00    --  105.40-108.00-129.83   74
 33  \w    146.00 171.00   0.50    8.00    --  105.40  77.00-180.00   50
 34  \w     85.00 143.00   0.50    8.00    --  105.40  77.00-180.00  116
 35  \w     61.00  97.00   0.50    8.00    --  105.40 -99.00 -30.00   72
 36  \w     37.00  66.00   0.50    8.00    --  105.40 -57.00 -90.00   58
 37  \w     37.00  66.00   0.50    8.00    --  105.40 -57.00   0.00   58
 38  \w     36.00  72.00   0.50    8.00    --  105.40 -99.00-180.00   72
 39  \w     35.00  99.00   0.50    8.00    --  105.40 -99.00  30.00  128
 40  \w     52.00 103.00   0.50    8.00    --  105.40 -77.00 -60.00  102
 41  \w     93.00 175.00   0.50    8.00    --  105.40  37.00 150.00  164
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy-Custom'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0170959000
_diffrn_orient_matrix_UB_12      -0.1949119000
_diffrn_orient_matrix_UB_13      0.0344989000
_diffrn_orient_matrix_UB_21      0.1994224000
_diffrn_orient_matrix_UB_22      -0.0008475000
_diffrn_orient_matrix_UB_23      0.0580821000
_diffrn_orient_matrix_UB_31      -0.1483450000
_diffrn_orient_matrix_UB_32      0.0097010000
_diffrn_orient_matrix_UB_33      0.1697018000
_diffrn_radiation_monochromator  'multi-layer mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0552
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.921
_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       11
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5010
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.168
_diffrn_reflns_theta_min         5.244
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              micromax007
_exptl_absorpt_coefficient_mu    4.939
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51586
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.119a (Rigaku Oxford Diffraction, 2021)
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    1.462
_exptl_crystal_description       plate
_exptl_crystal_F_000             202
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.001
_refine_diff_density_max         0.709
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         1713
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0772
_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^)+(0.1001P)^2^+0.5590P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2002
_refine_ls_wR_factor_ref         0.2110
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1338
_reflns_number_total             1713
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3mh01055d2.cif
_cod_data_source_block           mt-pyrene_new_plate_300k_220204_autored
_cod_depositor_comments
'Adding full bibliography for 1570243--1570246.cif.'
_cod_database_code               1570246
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H S'
_shelx_estimated_absorpt_t_max   0.995
_shelx_estimated_absorpt_t_min   0.243
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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:
 C10(H10), C6(H6), C4(H4)
2.b Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C9(H9A,H9B,H9C)
;
_shelx_res_checksum              93041
_shelx_hkl_checksum              3969
_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 1.751
_oxdiff_exptl_absorpt_empirical_full_min 0.480