Highly emissive boron-α-thioimidinates: substituent control of photophysics and charge transport properties.
Murali, Anna Chandrasekar; Raj, Ankit; Veerapathiran, Sabari; Senanayak, Satyaprasad P.; Venkatasubbaiah, Krishnan; Chandrasekhar, Vadapalli; Chemical communications (Cambridge, England) 61 (2025) 18396–18399; doi:10.1039/d5cc05332c

data_7135092
_publ_section_title
;
 Highly emissive boron-&#x3b1;-thioimidinates: substituent control of
 photophysics and charge transport properties.
;
_journal_issue                   93
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              18396
_journal_page_last               18399
_journal_paper_doi               10.1039/d5cc05332c
_journal_volume                  61
_journal_year                    2025
_chemical_formula_moiety         'C16 H17 N3 S'
_chemical_formula_sum            'C16 H17 N3 S'
_chemical_formula_weight         283.38
_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             2024-10-07
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2025-09-11 deposited with the CCDC.	2025-10-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.854(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   7.8135(2)
_cell_length_b                   27.8711(6)
_cell_length_c                   13.2760(3)
_cell_measurement_reflns_used    25922
_cell_measurement_temperature    99.99(10)
_cell_measurement_theta_max      30.6100
_cell_measurement_theta_min      3.0700
_cell_volume                     2890.80(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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      99.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.935
_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    -76.00  50.00   0.50    9.31    --   11.00 -77.00-180.00  252
  2  \w    -76.00  27.00   0.50    9.31    --  -11.50 -77.00 120.00  206
  3  \w    -63.00  31.00   0.50    9.31    --  -11.50 -82.00-150.00  188
  4  \w   -100.00  18.00   0.50    9.31    --  -11.50 -57.00 -30.00  236
  5  \w   -100.00  66.00   0.50    9.31    --  -11.50 -19.00 120.00  332
  6  \w    -49.00 -19.00   0.50    9.31    --  -11.50 -82.00 -90.00   60
  7  \w    -63.00  30.00   0.50    9.31    --  -11.50 -82.00-180.00  186
  8  \w    -87.00  74.00   0.50    9.31    --  -11.50  19.00 120.00  322
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0030598000
_diffrn_orient_matrix_UB_12      -0.0254191000
_diffrn_orient_matrix_UB_13      -0.0007287000
_diffrn_orient_matrix_UB_21      -0.0445819000
_diffrn_orient_matrix_UB_22      0.0007074000
_diffrn_orient_matrix_UB_23      -0.0469438000
_diffrn_orient_matrix_UB_31      0.0790351000
_diffrn_orient_matrix_UB_32      -0.0005832000
_diffrn_orient_matrix_UB_33      -0.0255499000
_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  0.0895
_diffrn_reflns_av_unetI/netI     0.0532
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            74315
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.610
_diffrn_reflns_theta_min         2.676
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.19228
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear orangish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.302
_exptl_crystal_description       plate
_exptl_crystal_F_000             1200
_exptl_crystal_preparation       Dichloromethane/Methanol
_exptl_crystal_recrystallization_method 'Slow evaporation'
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.385
_refine_diff_density_min         -0.417
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         8324
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.076
_refine_ls_R_factor_all          0.0533
_refine_ls_R_factor_gt           0.0437
_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^)+(0.0490P)^2^+0.8878P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1147
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7035
_reflns_number_total             8324
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cc05332c2.cif
_cod_data_source_block           vc_2065
_cod_depositor_comments
'Adding full bibliography for 7135092--7135095.cif.'
_cod_database_code               7135092
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHNS
_shelx_estimated_absorpt_t_max   0.974
_shelx_estimated_absorpt_t_min   0.962
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14A(H14A), C14(H14), C11A(H11A), C13(H13), C10A(H10A), C10(H10), C11(H11),
 C13A(H13A), C8(H8), C4(H4), C8A(H8A), C4A(H4A), C5A(H5A), C7A(H7A), C6(H6),
 C6A(H6A), C7(H7), C5(H5)
2.b X=CH2 refined with riding coordinates:
 N2A(H2AA,H2AB), N2(H2A,H2B)
2.c Idealised Me refined as rotating group:
 C15A(H15D,H15E,H15F), C16(H16A,H16B,H16C), C15(H15A,H15B,H15C), C16A(H16D,
 H16E,H16F)
;
_shelx_res_checksum              83168
_shelx_hkl_checksum              37060
_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 3.750
_oxdiff_exptl_absorpt_empirical_full_min 0.293