Crystallographic and spectroscopic studies on persistent triarylpropargyl cations.
Shimajiri, Takuya; Tsue, Taiga; Koakutsu, Shumpei; Ishigaki, Yusuke; Suzuki, Takanori; Chemical communications (Cambridge, England) 60 (2024) 7152–7155; doi:10.1039/d4cc01786b

data_7133110
_publ_section_title
;
 Crystallographic and spectroscopic studies on persistent triarylpropargyl
 cations.
;
_journal_issue                   56
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              7152
_journal_page_last               7155
_journal_paper_doi               10.1039/d4cc01786b
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C F3 O3 S, C26 H25 O2'
_chemical_formula_sum            'C27 H25 F3 O5 S'
_chemical_formula_weight         518.53
_chemical_name_systematic        ts221118-tsue
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-11-19
_audit_creation_method
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6396)
;
_audit_update_record
;
2024-04-06 deposited with the CCDC.	2024-05-30 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.2694(6)
_cell_length_b                   7.47312(14)
_cell_length_c                   21.6600(5)
_cell_measurement_reflns_used    7322
_cell_measurement_temperature    150
_cell_measurement_theta_max      75.3260
_cell_measurement_theta_min      2.9120
_cell_volume                     4899.64(18)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_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    -72.00  31.00   0.50   50.76    --  -42.88  79.00  61.00  206
  2  \w   -177.00 -84.00   0.50   60.44    -- -106.00-103.00-151.00  186
  3  \w   -177.00 -83.00   0.50   60.44    -- -106.00 -48.00  72.00  188
  4  \w     73.00 118.00   0.50   50.76    --   42.88 125.00 150.00   90
  5  \w     73.00 118.00   0.50   50.76    --   42.88 125.00 -90.00   90
  6  \w     73.00 118.00   0.50   50.76    --   42.88 125.00-180.00   90
  7  \w    -37.00  26.00   0.50   50.76    --   42.88 -19.00 -60.00  126
  8  \w    -67.00 -32.00   0.50   60.44    -- -106.00  61.00 -90.00   70
  9  \w     41.00  67.00   0.50   60.44    --  112.39 -61.00 120.00   52
 10  \w     69.00 102.00   0.50   60.44    --  112.39 -77.00-180.00   66
 11  \w     39.00  64.00   0.50   60.44    --  112.39 -61.00 150.00   50
 12  \w     39.00  68.00   0.50   60.44    --  112.39 -61.00   0.00   58
 13  \w     41.00  71.00   0.50   60.44    --  112.39 -61.00 -30.00   60
 14  \w     40.00  70.00   0.50   60.44    --  112.39 -61.00 -60.00   60
 15  \w    123.00 177.00   0.50   60.44    --  112.39  79.00  61.00  108
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'XtaLAB Synergy, Single source at home/near, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0092315000
_diffrn_orient_matrix_UB_12      0.0602650000
_diffrn_orient_matrix_UB_13      0.1028755000
_diffrn_orient_matrix_UB_21      -0.0479317000
_diffrn_orient_matrix_UB_22      -0.0002678000
_diffrn_orient_matrix_UB_23      -0.0691057000
_diffrn_orient_matrix_UB_31      -0.0144451000
_diffrn_orient_matrix_UB_32      -0.0377648000
_diffrn_orient_matrix_UB_33      0.1647005000
_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  0.0387
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.955
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20956
_diffrn_reflns_point_group_measured_fraction_full 0.863
_diffrn_reflns_point_group_measured_fraction_max 0.803
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.804
_diffrn_reflns_theta_min         2.920
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.703
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.41477
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.406
_exptl_crystal_description       needle
_exptl_crystal_F_000             2160
_exptl_crystal_recrystallization_method 'recrystallized from CH2Cl2/Et2O'
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         1.203
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.062
_refine_ls_abs_structure_details
;
 Flack x determined using 2333 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.474(11)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     659
_refine_ls_number_reflns         8411
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0734
_refine_ls_R_factor_gt           0.0595
_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^)+(0.1032P)^2^+2.3059P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1592
_refine_ls_wR_factor_ref         0.1708
_reflns_Friedel_coverage         0.637
_reflns_Friedel_fraction_full    0.719
_reflns_Friedel_fraction_max     0.642
_reflns_number_gt                6921
_reflns_number_total             8411
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc01786b2.cif
_cod_data_source_block           ts221118-tsue_autored
_cod_depositor_comments
'Adding full bibliography for 7133110--7133114.cif.'
_cod_original_cell_volume        4899.63(17)
_cod_database_code               7133110
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C27 H25 O4 S1 F3'
_chemical_oxdiff_usercomment     '150 K'
_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:
 C40(H40), C5(H5), C50(H50), C25(H25), C29(H29), C17(H17), C48(H48), C43(H43),
 C47(H47), C41(H41), C3(H3), C44(H44), C31(H31), C18(H18), C14(H14), C51(H51),
 C21(H21), C24(H24), C15(H15), C22(H22)
2.b Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C9(H9A,H9B,H9C), C35(H35A,H35B,H35C), C19(H19A,H19B,
 H19C), C26(H26A,H26B,H26C), C45(H45A,H45B,H45C), C34(H34A,H34B,H34C), C7(H7A,
 H7B,H7C), C8(H8A,H8B,H8C), C52(H52A,H52B,H52C)
;
_shelx_res_checksum              30397
_shelx_hkl_checksum              729
_olex2_submission_original_sample_id ts221118-tsue
_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 1.526
_oxdiff_exptl_absorpt_empirical_full_min 0.353