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_7251083
_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         'C16 H17 F5 S Si'
_chemical_formula_sum            'C16 H17 F5 S Si'
_chemical_formula_weight         364.44
_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             2025-05-16
_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                85.620(2)
_cell_angle_beta                 80.227(3)
_cell_angle_gamma                61.642(4)
_cell_formula_units_Z            2
_cell_length_a                   7.4530(3)
_cell_length_b                   7.5747(2)
_cell_length_c                   17.1723(5)
_cell_measurement_reflns_used    5610
_cell_measurement_temperature    153
_cell_measurement_theta_max      75.0650
_cell_measurement_theta_min      2.6090
_cell_volume                     840.72(6)
_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 0.998
_diffrn_measured_fraction_theta_max 0.952
_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    -78.00 -53.00   0.50    0.05    --  -48.77 124.00 -68.00   50
  2  \w    -55.00 -30.00   0.50    0.15    -- -102.00  57.00 -30.00   50
  3  \w    -65.00 -30.00   0.50    0.15    -- -102.00  57.00 -60.00   70
  4  \w    -64.00 -32.00   0.50    0.15    -- -102.00  57.00-120.00   64
  5  \w   -111.00 -79.00   0.50    0.15    -- -102.00 124.00 -68.00   64
  6  \w   -121.00 -34.00   0.50    0.15    -- -102.00  77.00 -60.00  174
  7  \w    -93.00 -31.00   0.50    0.15    -- -102.00 147.00  95.00  124
  8  \w    -67.00 -41.00   0.50    0.05    --  -48.77 147.00  95.00   52
  9  \w    -57.00 -32.00   0.50    0.15    -- -102.00  57.00  90.00   50
 10  \w    -59.00 -31.00   0.50    0.15    -- -102.00  57.00 150.00   56
 11  \w    -62.00 -34.00   0.50    0.15    -- -102.00  57.00 120.00   56
 12  \w    -12.00  25.00   0.50    0.05    --  -48.77  19.00 120.00   74
 13  \w     66.00 118.00   0.50    0.05    --   48.77 147.00  95.00  104
 14  \w     76.00 129.00   0.50    0.15    --  102.75 147.00  95.00  106
 15  \w     92.00 171.00   0.50    0.15    --  102.75 125.00 150.00  158
 16  \w    102.00 127.00   0.50    0.15    --  102.75 124.00 -68.00   50
 17  \w    130.00 172.00   0.50    0.15    --  102.75  57.00 -90.00   84
 18  \w    143.00 170.00   0.50    0.15    --  102.75  37.00-120.00   54
 19  \w    102.00 131.00   0.50    0.15    --  102.75  37.00-120.00   58
 20  \w     32.00  57.00   0.50    0.15    --  102.75 -57.00  90.00   50
 21  \w     80.00 106.00   0.50    0.15    --  102.75 -99.00  90.00   52
 22  \w     79.00 114.00   0.50    0.15    --  102.75-147.00  46.00   70
 23  \w     70.00 100.00   0.50    0.05    --   48.77-147.00  46.00   60
 24  \w     47.00  74.00   0.50    0.15    --  102.75 -99.00  90.00   54
 25  \w     32.00  98.00   0.50    0.15    --  102.75 -99.00  60.00  132
 26  \w     33.00  63.00   0.50    0.15    --  102.75 -57.00 -60.00   60
 27  \w     31.00  64.00   0.50    0.05    --   48.77-124.00-148.00   66
 28  \w     47.00  96.00   0.50    0.15    --  102.75-124.00-148.00   98
 29  \w     80.00 105.00   0.50    0.15    --  102.75 -99.00-180.00   50
 30  \w    -23.00  15.00   0.50    0.05    --   48.77 -19.00 -60.00   76
 31  \w    -19.00  14.00   0.50    0.05    --   48.77 -19.00 -30.00   66
 32  \w    -20.00  16.00   0.50    0.05    --   48.77 -19.00-120.00   72
 33  \w    -19.00  18.00   0.50    0.05    --   48.77 -19.00-180.00   74
 34  \w    -92.00 -62.00   0.50    0.05    --  -48.77-147.00  46.00   60
 35  \w   -102.00 -76.00   0.50    0.05    --  -48.77-125.00 -30.00   52
 36  \w    -85.00 -60.00   0.50    0.15    -- -102.00-147.00  46.00   50
 37  \w   -150.00-110.00   0.50    0.15    -- -102.00 -37.00-120.00   80
 38  \w   -115.00 -90.00   0.50    0.05    --  -48.77-124.00-148.00   50
 39  \w   -168.00 -75.00   0.50    0.15    -- -102.00-125.00-120.00  186
 40  \w   -172.00 -94.00   0.50    0.15    -- -102.00 -19.00  90.00  156
 41  \w   -128.00-102.00   0.50    0.15    -- -102.00 147.00  95.00   52
 42  \w    -16.00  11.00   0.50    0.05    --   48.77 -19.00  90.00   54
;
_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      -0.0615499000
_diffrn_orient_matrix_UB_12      0.2115726000
_diffrn_orient_matrix_UB_13      0.0290312000
_diffrn_orient_matrix_UB_21      -0.0365800000
_diffrn_orient_matrix_UB_22      -0.0646048000
_diffrn_orient_matrix_UB_23      0.0859763000
_diffrn_orient_matrix_UB_31      0.2266163000
_diffrn_orient_matrix_UB_32      -0.0669314000
_diffrn_orient_matrix_UB_33      0.0072413000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0357
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.952
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9913
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.952
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.984
_diffrn_reflns_theta_min         2.611
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.826
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.88290
_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    1.440
_exptl_crystal_description       block
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.318
_refine_diff_density_min         -0.487
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3349
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.126
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0391
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0585P)^2^+0.2922P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1131
_refine_ls_wR_factor_ref         0.1165
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2896
_reflns_number_total             3349
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00898k2.cif
_cod_data_source_block           yne-095-150k
_cod_depositor_comments
'Adding full bibliography for 7251080--7251083.cif.'
_cod_database_code               7251083
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H F S Si'
_shelx_estimated_absorpt_t_max   0.872
_shelx_estimated_absorpt_t_min   0.872
_diffrn_oxdiff_digest_frames
;
0179be2a2228a35dbcba296cdeacad868500050912a
;
_diffrn_oxdiff_digest_hkl
;
0151238ac46c35b352fffb303b45ed6b016c99
;
_reflns_odcompleteness_completeness 99.90
_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:
 C00G(H00G), C00I(H00I)
2.b Idealised Me refined as rotating group:
 C00J(H00A,H00B,H00C), C00K(H00D,H00E,H00F), C00L(H00H,H00J,H00K), C00M(H00L,
 H00M,H00N), C00N(H00O,H00P,H00Q)
;
_shelx_res_checksum              10580
_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 1.355
_oxdiff_exptl_absorpt_empirical_full_min 0.747