Development of unsymmetrical boron complexes bearing (iso)quinolylphenol ligands and their halogenated derivatives; crystal polymorphism for white-light-emitting properties.
Nakano, Takeo; Ichikawa, Shota; Inaba, Ryoto; Sumida, Akifumi; Hamasaki, Atom; Imoto, Hiroaki; Naka, Kensuke; Physical chemistry chemical physics : PCCP 28 (2026) 4626–4635; doi:10.1039/d5cp04402b

data_7251633
_publ_section_title
;
 Development of unsymmetrical boron complexes bearing (iso)quinolylphenol
 ligands and their halogenated derivatives; crystal polymorphism for
 white-light-emitting properties.
;
_journal_issue                   7
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              4626
_journal_page_last               4635
_journal_paper_doi               10.1039/d5cp04402b
_journal_volume                  28
_journal_year                    2026
_chemical_formula_moiety         'C15 H10 B F2 N O'
_chemical_formula_sum            'C15 H10 B F2 N O'
_chemical_formula_weight         269.05
_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             2025-05-20
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-10-27 deposited with the CCDC.	2026-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                97.453(5)
_cell_angle_beta                 95.821(3)
_cell_angle_gamma                92.451(4)
_cell_formula_units_Z            2
_cell_length_a                   7.3067(2)
_cell_length_b                   8.5961(6)
_cell_length_c                   9.2256(5)
_cell_measurement_reflns_used    2041
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      74.6290
_cell_measurement_theta_min      4.8590
_cell_volume                     570.67(5)
_computing_cell_refinement       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_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      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.929
_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    -56.00 -12.00   0.50    0.86    --  -47.79 112.00  78.00   88
  2  \w     33.00  73.00   0.50    0.86    --   47.79-112.00 -13.00   80
  3  \w   -128.00 -93.00   0.50    3.42    --  -91.75-112.00 -13.00   70
  4  \w    -82.00 -38.00   0.50    3.42    --  -91.75 112.00  78.00   88
  5  \w     70.00  96.00   0.50    3.42    --  106.90-112.00 -13.00   52
  6  \w    135.00 161.00   0.50    3.42    --  106.90 112.00  78.00   52
  7  \w    -54.00  25.00   0.50    0.86    --  -47.79  57.00  90.00  158
  8  \w    -22.00  28.00   0.50    0.86    --  -47.79  19.00   0.00  100
  9  \w    -61.00 -21.00   0.50    0.86    --  -47.79 125.00-150.00   80
 10  \w   -118.00 -26.00   0.50    0.86    --  -47.79 -77.00 -30.00  184
 11  \w   -108.00 -81.00   0.50    3.42    --  -91.75-125.00-120.00   54
 12  \w   -163.00 -69.00   0.50    3.42    --  -91.75 -77.00  60.00  188
 13  \w   -163.00-109.00   0.50    3.42    --  -91.75   0.00  60.00  108
 14  \w   -145.00-118.00   0.50    3.42    --  -91.75-125.00-120.00   54
 15  \w    -57.00 -19.00   0.50    3.42    --  -91.75  57.00-120.00   76
 16  \w    -53.00 -24.00   0.50    3.42    --  -91.75 125.00-150.00   58
 17  \w    -91.00 -26.00   0.50    3.42    --  -91.75   0.00  60.00  130
 18  \w    107.00 173.00   0.50    3.42    --  106.90  77.00-150.00  132
 19  \w     98.00 175.00   0.50    3.42    --  106.90 125.00  60.00  154
 20  \w     36.00  61.00   0.50    3.42    --  106.90 -57.00 -30.00   50
 21  \w     36.00  65.00   0.50    3.42    --  106.90 -57.00-120.00   58
 22  \w     39.00 103.00   0.50    3.42    --  106.90 -77.00 150.00  128
 23  \w     70.00 104.00   0.50    3.42    --  106.90-125.00-180.00   68
 24  \w     39.00  64.00   0.50    3.42    --  106.90-125.00-180.00   50
 25  \w     73.00 104.00   0.50    3.42    --  106.90 -99.00 150.00   62
 26  \w     70.00 102.00   0.50    3.42    --  106.90 -99.00-120.00   64
 27  \w     39.00  64.00   0.50    3.42    --  106.90 -57.00 -60.00   50
 28  \w     60.00 104.00   0.50    3.42    --  106.90-125.00  90.00   88
 29  \w     80.00 105.00   0.50    3.42    --  106.90 -99.00-180.00   50
 30  \w     55.00 105.00   0.50    3.42    --  106.90 -99.00   0.00  100
 31  \w     36.00  66.00   0.50    3.42    --  106.90 -57.00-150.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0160047000
_diffrn_orient_matrix_UB_12      -0.1144311000
_diffrn_orient_matrix_UB_13      -0.1405965000
_diffrn_orient_matrix_UB_21      0.0096748000
_diffrn_orient_matrix_UB_22      0.1397178000
_diffrn_orient_matrix_UB_23      -0.0885234000
_diffrn_orient_matrix_UB_31      0.2114501000
_diffrn_orient_matrix_UB_32      0.0125712000
_diffrn_orient_matrix_UB_33      0.0330559000
_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  0.0415
_diffrn_reflns_av_unetI/netI     0.0460
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5556
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.572
_diffrn_reflns_theta_min         4.863
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.006
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81283
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
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    1.566
_exptl_crystal_description       block
_exptl_crystal_F_000             276
_exptl_crystal_size_max          0.108
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.026
_refine_diff_density_max         0.572
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2227
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0718
_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^)+(0.0851P)^2^+1.4784P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2058
_refine_ls_wR_factor_ref         0.2178
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1767
_reflns_number_total             2227
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5cp04402b2.cif
_cod_data_source_block           250520_1_2nd_autored
_cod_database_code               7251633
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C15 H10 B1 N1 O1 F2'
_shelx_estimated_absorpt_t_max   0.974
_shelx_estimated_absorpt_t_min   0.899
_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), C18(H18), C8(H8), C7(H7), C17(H17), C13(H13), C6(H6), C16(H16),
 C15(H15), C9(H9)
;
_shelx_res_checksum              76256
_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 1.391
_oxdiff_exptl_absorpt_empirical_full_min 0.799