Systematic investigation of the effect of trialkylsilyl groups on the crystal structures of perfluorophenyl-substituted thiophene
Yonezawa, Takeharu; Ito, Hajime; Jin, Mingoo; CrystEngComm 28 (2026) 390–395; doi:10.1039/D5CE00898K

data_7251080
_publ_section_title
;
 Systematic investigation of the effect of trialkylsilyl groups on the
 crystal structures of perfluorophenyl-substituted thiophene
;
_journal_issue                   2
_journal_name_full               CrystEngComm
_journal_page_first              390
_journal_page_last               395
_journal_paper_doi               10.1039/D5CE00898K
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C10 H3 F5 S'
_chemical_formula_sum            'C10 H3 F5 S'
_chemical_formula_weight         250.18
_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             2025-09-02
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-09-12 deposited with the CCDC.	2025-10-21 downloaded from the CCDC.
;
_cell_angle_alpha                94.374(3)
_cell_angle_beta                 90.518(3)
_cell_angle_gamma                94.324(2)
_cell_formula_units_Z            4
_cell_length_a                   6.4378(2)
_cell_length_b                   7.2041(2)
_cell_length_c                   19.8873(8)
_cell_measurement_reflns_used    5384
_cell_measurement_temperature    153
_cell_measurement_theta_max      76.1200
_cell_measurement_theta_min      4.4530
_cell_volume                     916.94(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.69a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      153
_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 0.949
_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    -69.00 -44.00   0.50    0.05    --  -48.77 112.00  38.00   50
  2  \w    -43.00  -5.00   0.50    0.05    --  -48.77 112.00  38.00   76
  3  \w    -33.00  23.00   0.50    0.05    --  -48.77  37.00   0.00  112
  4  \w    -14.00  25.00   0.50    0.05    --  -48.77  19.00 -60.00   78
  5  \w    -37.00  -2.00   0.50    0.05    --  -48.77  37.00  60.00   70
  6  \w     -5.00  20.00   0.50    0.05    --  -48.77  19.00  90.00   50
  7  \w    -37.00   3.00   0.50    0.05    --  -48.77  37.00 -30.00   80
  8  \w    -65.00 -40.00   0.50    0.15    -- -102.00  57.00   0.00   50
  9  \w    -64.00 -33.00   0.50    0.15    -- -102.00 112.00  38.00   62
 10  \w    -97.00 -70.00   0.50    0.15    -- -102.00 112.00  38.00   54
 11  \w   -154.00 -96.00   0.50    0.15    -- -102.00 -19.00   0.00  116
 12  \w    -83.00 -52.00   0.50    0.05    --  -48.77 -37.00   0.00   62
 13  \w   -109.00 -83.00   0.50    0.15    -- -102.00-112.00 -54.00   52
 14  \w   -122.00 -74.00   0.50    0.15    -- -102.00-125.00   0.00   96
 15  \w   -119.00 -87.00   0.50    0.05    --  -48.77-125.00   0.00   64
 16  \w   -127.00 -96.00   0.50    0.15    -- -102.00 -19.00-150.00   62
 17  \w   -162.00-136.00   0.50    0.15    -- -102.00 -19.00-150.00   52
 18  \w   -167.00-140.00   0.50    0.15    -- -102.00-125.00   0.00   54
 19  \w   -164.00-121.00   0.50    0.15    -- -102.00 -37.00  60.00   86
 20  \w   -106.00 -53.00   0.50    0.15    -- -102.00 125.00-180.00  106
 21  \w     14.00  86.00   0.50    0.05    --   48.77-112.00 -54.00  144
 22  \w     82.00 108.00   0.50    0.15    --  102.75-112.00 -54.00   52
 23  \w     78.00 103.00   0.50    0.15    --  102.75 -99.00  30.00   50
 24  \w     85.00 110.00   0.50    0.15    --  102.75-125.00  60.00   50
 25  \w     76.00 105.00   0.50    0.15    --  102.75 -99.00 120.00   58
 26  \w     40.00  67.00   0.50    0.15    --  102.75 -57.00  90.00   54
 27  \w     32.00  70.00   0.50    0.15    --  102.75 -99.00  30.00   76
 28  \w     31.00  69.00   0.50    0.15    --  102.75 -57.00  30.00   76
 29  \w     33.00  64.00   0.50    0.15    --  102.75 -99.00 120.00   62
 30  \w     35.00  67.00   0.50    0.15    --  102.75 -57.00 120.00   64
 31  \w     31.00  63.00   0.50    0.15    --  102.75 -57.00 150.00   64
 32  \w     95.00 167.00   0.50    0.15    --  102.75  19.00 -30.00  144
 33  \w     86.00 163.00   0.50    0.15    --  102.75 112.00  38.00  154
 34  \w     31.00  56.00   0.50    0.15    --  102.75 -57.00-180.00   50
 35  \w     77.00 105.00   0.50    0.15    --  102.75 -99.00-180.00   56
 36  \w     60.00 122.00   0.50    0.15    --  102.75 -77.00 -90.00  124
 37  \w     38.00 100.00   0.50    0.15    --  102.75 -99.00 -90.00  124
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0212675000
_diffrn_orient_matrix_UB_12      -0.0292058000
_diffrn_orient_matrix_UB_13      0.0756368000
_diffrn_orient_matrix_UB_21      -0.2362542000
_diffrn_orient_matrix_UB_22      -0.0462268000
_diffrn_orient_matrix_UB_23      -0.0102330000
_diffrn_orient_matrix_UB_31      0.0365461000
_diffrn_orient_matrix_UB_32      -0.2080321000
_diffrn_orient_matrix_UB_33      -0.0145449000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_unetI/netI     0.0471
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9598
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.443
_diffrn_reflns_theta_min         2.228
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.647
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.69a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.812
_exptl_crystal_description       plate
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.031
_refine_diff_density_min         -0.989
_refine_diff_density_rms         0.163
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         3648
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.154
_refine_ls_R_factor_all          0.1179
_refine_ls_R_factor_gt           0.1108
_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^)+(0.1425P)^2^+8.6991P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3371
_refine_ls_wR_factor_ref         0.3419
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3189
_reflns_number_total             3648
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00898k2.cif
_cod_data_source_block           yne-086-150k
_cod_depositor_comments
'Adding full bibliography for 7251080--7251083.cif.'
_cod_database_code               7251080
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H F S'
_shelx_estimated_absorpt_t_max   0.839
_shelx_estimated_absorpt_t_min   0.839
_diffrn_oxdiff_digest_frames
;
014cd9bac4e65bc66ca677605441c9f8bf0005044c1
;
_diffrn_oxdiff_digest_hkl
;
019c59fdbf0bb03fd1725ff0a74a8079dad7c7
;
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C00D(H00D), C00E(H00E), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W)
;
_shelx_res_checksum              68760
_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 1.497
_oxdiff_exptl_absorpt_empirical_full_min 0.575