<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_7134897
_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         '2(C18 H13 N Se), 2(B F4), C2 H3 N'
_chemical_formula_sum            'C38 H29 B2 F8 N3 Se2'
_chemical_formula_weight         859.18
_chemical_properties_physical    Air-sensitive,Moisture-sensitive
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2024-09-13
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-06-10 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.428(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.7389(5)
_cell_length_b                   12.6882(4)
_cell_length_c                   21.5602(7)
_cell_measurement_reflns_used    8910
_cell_measurement_temperature    101(1)
_cell_measurement_theta_max      30.1440
_cell_measurement_theta_min      2.2740
_cell_volume                     3455.6(2)
_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)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      101(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_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     54.00 109.00   0.50   37.79    --   20.00  54.00-120.00  110
  2  \w    -26.00   0.00   0.50   37.79    --   20.00  54.00  90.00   52
  3  \w    -73.00 109.00   0.50   37.79    --   20.00  54.00 -90.00  364
  4  \w    -47.00  70.00   0.50   37.79    --   20.00  54.00   0.00  234
  5  \w    -62.00 -19.00   0.50   37.79    --   20.00  54.00  60.00   86
  6  \w     46.00  71.00   0.50   37.79    --   20.00  54.00  60.00   50
  7  \w     76.00 101.00   0.50   37.79    --   20.00  54.00  60.00   50
  8  \w     24.00  49.00   0.50   37.79    --   20.00  54.00 -60.00   50
  9  \w     81.00 106.00   0.50   37.79    --   20.00  54.00 -60.00   50
 10  \w     13.00  38.00   0.50   37.79    --   20.00  54.00-180.00   50
 11  \w    -23.00   2.00   0.50   37.79    --   20.00  54.00-120.00   50
;
_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      0.0068984000
_diffrn_orient_matrix_UB_12      -0.0447503000
_diffrn_orient_matrix_UB_13      0.0198008000
_diffrn_orient_matrix_UB_21      -0.0512051000
_diffrn_orient_matrix_UB_22      -0.0180649000
_diffrn_orient_matrix_UB_23      -0.0121431000
_diffrn_orient_matrix_UB_31      0.0218847000
_diffrn_orient_matrix_UB_32      -0.0282359000
_diffrn_orient_matrix_UB_33      -0.0237093000
_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  0.0519
_diffrn_reflns_av_unetI/netI     0.0840
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            34877
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.700
_diffrn_reflns_theta_min         2.275
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.218
_exptl_absorpt_correction_T_max  0.952
_exptl_absorpt_correction_T_min  0.838
_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            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_description       prism
_exptl_crystal_F_000             1712
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: acetonitrile/diethyl ether'
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.072
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     479
_refine_ls_number_reflns         10394
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0916
_refine_ls_R_factor_gt           0.0470
_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^)+(0.0327P)^2^+1.5752P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0868
_refine_ls_wR_factor_ref         0.0985
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6862
_reflns_number_total             10394
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc03637b2.cif
_cod_data_source_block           ts234
_cod_depositor_comments
'Adding full bibliography for 7134895--7134897.cif.'
_cod_database_code               7134897
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         C38H29N3Se2B2F8
_shelx_estimated_absorpt_t_max   0.777
_shelx_estimated_absorpt_t_min   0.463
_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:
 C26(H26), C32(H32), C23(H23), C29(H29), C24(H24), C27(H27), C21(H21),
 C36(H36), C33(H33), C14(H14), C6(H6), C8(H8), C3(H3), C28(H28), C18(H18),
 C5(H5), C16(H16), C35(H35), C15(H15), C22(H22), C34(H34), C4(H4), C10(H10),
 C17(H17), C9(H9), C11(H11)
2.b Idealised Me refined as rotating group:
 C01F(H01A,H01B,H01C)
;
_shelx_res_checksum              90568
_shelx_hkl_checksum              82827
_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 1.183
_oxdiff_exptl_absorpt_empirical_full_min 0.901