Dynamic N→B coordination and anion-selective turn-on fluorescence in oxadiazole-functionalized organoboranes.
Schepper, Jonas D. W.; Orthaber, Andreas; Pammer, Frank; Organic & biomolecular chemistry 24 (2026) 2683–2695; doi:10.1039/d5ob01979f

data_7161044
_publ_section_title
;
 Dynamic N&#x2192;B coordination and anion-selective turn-on fluorescence
 in oxadiazole-functionalized organoboranes.
;
_journal_issue                   13
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              2683
_journal_page_last               2695
_journal_paper_doi               10.1039/d5ob01979f
_journal_volume                  24
_journal_year                    2026
_chemical_formula_moiety         'C23 H20 B Cl N2 O2'
_chemical_formula_sum            'C23 H20 B Cl N2 O2'
_chemical_formula_weight         402.67
_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             2025-11-29
_audit_creation_method
;
Olex2 1.5
(compiled 2025.07.13 svn.rb7424aed for OlexSys, GUI svn.r7314)
;
_audit_update_record
;
2025-12-08 deposited with the CCDC.	2026-02-24 downloaded from the CCDC.
;
_cell_angle_alpha                111.079(7)
_cell_angle_beta                 94.791(6)
_cell_angle_gamma                102.413(5)
_cell_formula_units_Z            2
_cell_length_a                   8.7343(5)
_cell_length_b                   9.8964(6)
_cell_length_c                   13.1346(10)
_cell_measurement_reflns_used    2485
_cell_measurement_temperature    150.05(10)
_cell_measurement_theta_max      71.4410
_cell_measurement_theta_min      4.8830
_cell_volume                     1018.36(13)
_computing_cell_refinement       'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.79a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.79a (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 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.957
_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   -113.00 -21.00   1.00    1.00    --  -42.81 -57.00   0.00   92
  2  \w    -68.00  28.00   1.00    1.00    --  -42.81  57.00 150.00   96
  3  \w    -82.00 -56.00   1.00    1.00    --  -42.81 125.00-150.00   26
  4  \w    -30.00  64.00   1.00    1.00    --   42.81 -38.00-150.00   94
  5  \w    103.00 154.00   1.00    2.80    --  104.63  77.00 -90.00   51
  6  \w     33.00  99.00   1.00    2.80    --  104.63 -95.00 150.00   66
  7  \w     76.00 103.00   1.00    2.80    --  104.63 -95.00   0.00   27
  8  \w    111.00 164.00   1.00    2.80    --  104.63  77.00   0.00   53
  9  \w    110.00 137.00   1.00    2.80    --  104.63 -77.00-180.00   27
 10  \w     34.00 127.00   1.00    2.80    --  104.63 -45.00 -90.00   93
 11  \w    116.00 161.00   1.00    2.80    --  104.63  77.00  60.00   45
 12  \w     43.00 113.00   1.00    2.80    --  104.63-125.00 -60.00   70
 13  \w     31.00  57.00   1.00    2.80    --  104.63-125.00  30.00   26
 14  \w    105.00 130.00   1.00    2.80    --  104.63 -45.00 -30.00   25
 15  \w     67.00  92.00   1.00    2.80    --  104.63 -45.00 -30.00   25
 16  \w     24.00 104.00   1.00    2.80    --  104.63 -95.00  90.00   80
 17  \w     38.00  90.00   1.00    2.80    --  104.63 -77.00-180.00   52
 18  \w     66.00  97.00   1.00    2.80    --  104.63-125.00  30.00   31
 19  \w    116.00 150.00   1.00    2.80    --  104.63 -15.00  90.00   34
 20  \w     25.00  87.00   1.00    2.80    --  104.63 -15.00  90.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0869135000
_diffrn_orient_matrix_UB_12      0.0847324000
_diffrn_orient_matrix_UB_13      -0.0531632000
_diffrn_orient_matrix_UB_21      -0.0035026000
_diffrn_orient_matrix_UB_22      0.1130140000
_diffrn_orient_matrix_UB_23      0.1161134000
_diffrn_orient_matrix_UB_31      0.1615550000
_diffrn_orient_matrix_UB_32      0.0997887000
_diffrn_orient_matrix_UB_33      -0.0004860000
_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  0.0372
_diffrn_reflns_av_unetI/netI     0.0417
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6844
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.830
_diffrn_reflns_theta_min         3.664
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.830
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.784
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.79a (Rigaku Oxford Diffraction, 2020)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_description       plate
_exptl_crystal_F_000             420
_exptl_crystal_size_max          0.175
_exptl_crystal_size_mid          0.129
_exptl_crystal_size_min          0.103
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3885
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0676
_refine_ls_R_factor_gt           0.0527
_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^)+(0.0809P)^2^+0.3969P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1448
_refine_ls_wR_factor_ref         0.1572
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3066
_reflns_number_total             3885
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01979f3.cif
_cod_data_source_block           jsc20042
_cod_depositor_comments
'Adding full bibliography for 7161044--7161048.cif.'
_cod_original_cell_volume        1018.35(13)
_cod_database_code               7161044
_shelx_shelxl_version_number     2019/3
_chemical_oxdiff_formula         'C32 H30 B Cl N2 O'
_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, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6(H6), C12(H12), C13(H13), C14(H14), C15(H15), C18(H18), C19(H19), C20(H20),
 C21(H21), C27(H27)
2.b Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_shelx_res_checksum              46784
_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 1.213
_oxdiff_exptl_absorpt_empirical_full_min 0.759