<i>Se</i>-Aryl-<i>N</i>-phenylphenoselenazinium salts: aryl radical precursors incorporating a photosensitizer unit.
Kurokawa, Takuma; Takahashi, Shintaro; Kano, Naokazu; Chemical communications (Cambridge, England) 61 (2025) 14454–14457; doi:10.1039/d5cc03637b

data_7134895
_publ_section_title
;
 <i>Se</i>-Aryl-<i>N</i>-phenylphenoselenazinium salts: aryl radical
 precursors incorporating a photosensitizer unit.
;
_journal_issue                   75
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              14454
_journal_page_last               14457
_journal_paper_doi               10.1039/d5cc03637b
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C24 H18 N Se, C F3 O3 S'
_chemical_formula_sum            'C25 H18 F3 N O3 S Se'
_chemical_formula_weight         548.42
_chemical_properties_physical    Light-sensitive
_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
_audit_creation_date             2023-09-09
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2025-06-10 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                78.288(4)
_cell_angle_beta                 74.899(4)
_cell_angle_gamma                61.067(5)
_cell_formula_units_Z            2
_cell_length_a                   10.6587(5)
_cell_length_b                   10.7075(6)
_cell_length_c                   11.8150(4)
_cell_measurement_reflns_used    6190
_cell_measurement_temperature    116.1(9)
_cell_measurement_theta_max      29.5850
_cell_measurement_theta_min      1.9010
_cell_volume                     1134.63(11)
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_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)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      116.1(9)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.937
_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     41.00 108.00   0.50   35.00    --   20.00  54.00 120.00  134
  2  \w    -73.00 -37.00   0.50   35.00    --   20.00  54.00   0.00   72
  3  \w      0.00  51.00   0.50   35.00    --   20.00  54.00   0.00  102
  4  \w    -74.00 -38.00   0.50   35.00    --   20.00  54.00-180.00   72
  5  \w    -73.00 106.00   0.50   35.00    --   20.00  54.00 -60.00  358
  6  \w    -65.00  14.00   0.50   35.00    --   20.00  54.00  60.00  158
  7  \w     47.00  76.00   0.50   35.00    --   20.00  54.00  60.00   58
  8  \w    -74.00  62.00   0.50   35.00    --   20.00  54.00 -90.00  272
  9  \w    -65.00 -40.00   0.50   35.00    --   20.00  54.00  30.00   50
 10  \w     15.00  50.00   0.50   35.00    --   20.00  54.00  30.00   70
 11  \w     62.00  87.00   0.50   35.00    --   20.00  54.00  30.00   50
 12  \w    -64.00 -38.00   0.50   35.00    --   20.00  54.00-150.00   52
 13  \w    -12.00  70.00   0.50   35.00    --   20.00  54.00-150.00  164
 14  \w    -73.00 -41.00   0.50   35.00    --   20.00  54.00 150.00   64
 15  \w     23.00  50.00   0.50   35.00    --   20.00  54.00 150.00   54
 16  \w    -70.00 -12.00   0.50   35.00    --   20.00  54.00 120.00  116
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0733907000
_diffrn_orient_matrix_UB_12      -0.0309016000
_diffrn_orient_matrix_UB_13      -0.0306433000
_diffrn_orient_matrix_UB_21      -0.0241674000
_diffrn_orient_matrix_UB_22      0.0304556000
_diffrn_orient_matrix_UB_23      -0.0542291000
_diffrn_orient_matrix_UB_31      0.0051463000
_diffrn_orient_matrix_UB_32      0.0624057000
_diffrn_orient_matrix_UB_33      0.0043655000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0639
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.937
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            18830
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.745
_diffrn_reflns_theta_min         2.182
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.800
_exptl_absorpt_correction_T_max  0.950
_exptl_absorpt_correction_T_min  0.888
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_description       plate
_exptl_crystal_F_000             552
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: ethyl acetate'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         6639
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0660
_refine_ls_R_factor_gt           0.0393
_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^)+(0.0218P)^2^+0.5993P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0669
_refine_ls_wR_factor_ref         0.0728
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5005
_reflns_number_total             6639
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03637b2.cif
_cod_data_source_block           se-ph
_cod_depositor_comments
'Adding full bibliography for 7134895--7134897.cif.'
_cod_database_code               7134895
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C25H18NSeO3F3S
_shelx_estimated_absorpt_t_max   0.884
_shelx_estimated_absorpt_t_min   0.738
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C10(H10), C26(H26), C24(H24), C13(H13), C8(H8), C25(H25), C21(H21),
 C14(H14), C11(H11), C22(H22), C9(H9), C23(H23), C15(H15), C18(H18), C16(H16),
 C20(H20), C19(H19)
;
_shelx_res_checksum              9987
_shelx_hkl_checksum              81551
_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 1.125
_oxdiff_exptl_absorpt_empirical_full_min 0.921