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_7161046
_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         'C32 H30 B Cl N2 O'
_chemical_formula_sum            'C32 H30 B Cl N2 O'
_chemical_formula_weight         504.84
_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                102.348(4)
_cell_angle_beta                 104.003(4)
_cell_angle_gamma                110.321(5)
_cell_formula_units_Z            2
_cell_length_a                   9.9216(5)
_cell_length_b                   11.0600(6)
_cell_length_c                   13.9944(5)
_cell_measurement_reflns_used    3874
_cell_measurement_temperature    150.00(14)
_cell_measurement_theta_max      71.6860
_cell_measurement_theta_min      4.5160
_cell_volume                     1320.28(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 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(14)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3385
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.963
_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    -67.00  30.00   1.00    1.00    --  -42.81  38.00 -90.00   97
  2  \w    -62.00  22.00   1.00    1.00    --  -42.81  77.00   0.00   84
  3  \w   -116.00 -19.00   1.00    1.00    --  -42.81 -38.00  90.00   97
  4  \w     60.00  99.00   1.00    1.00    --   42.81-125.00  60.00   39
  5  \w     78.00 105.00   1.00    1.25    --  104.63 -95.00 -90.00   27
  6  \w     32.00 107.00   1.00    1.25    --  104.63 -45.00-120.00   75
  7  \w     22.00  95.00   1.00    1.25    --  104.63 -95.00-120.00   73
  8  \w     30.00  71.00   1.00    1.25    --  104.63 -95.00 150.00   41
  9  \w     78.00 106.00   1.00    1.25    --  104.63 -95.00  60.00   28
 10  \w     75.00 106.00   1.00    1.25    --  104.63 -95.00 150.00   31
 11  \w     91.00 170.00   1.00    1.25    --  104.63  30.00-150.00   79
 12  \w     31.00 112.00   1.00    1.25    --  104.63-125.00  60.00   81
 13  \w     34.00  73.00   1.00    1.25    --  104.63 -61.00  60.00   39
 14  \w    130.00 163.00   1.00    1.25    --  104.63  77.00  30.00   33
 15  \w     24.00  74.00   1.00    1.25    --  104.63 -95.00  60.00   50
 16  \w    146.00 174.00   1.00    1.25    --  104.63  15.00 150.00   28
 17  \w    106.00 152.00   1.00    1.25    --  104.63  77.00 -60.00   46
 18  \w    112.00 172.00   1.00    1.25    --  104.63 125.00 -60.00   60
 19  \w     53.00 129.00   1.00    1.25    --  104.63  15.00 150.00   76
;
_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      -0.0968132000
_diffrn_orient_matrix_UB_12      -0.1422144000
_diffrn_orient_matrix_UB_13      0.0016046000
_diffrn_orient_matrix_UB_21      -0.1454469000
_diffrn_orient_matrix_UB_22      0.0031353000
_diffrn_orient_matrix_UB_23      -0.0679905000
_diffrn_orient_matrix_UB_31      0.0244620000
_diffrn_orient_matrix_UB_32      -0.0669068000
_diffrn_orient_matrix_UB_33      -0.0989554000
_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  0.0228
_diffrn_reflns_av_unetI/netI     0.0235
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18552
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.821
_diffrn_reflns_theta_min         3.445
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.489
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.596
_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    1.270
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.241
_exptl_crystal_size_mid          0.194
_exptl_crystal_size_min          0.129
_refine_diff_density_max         0.281
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     340
_refine_ls_number_reflns         5076
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0516
_refine_ls_R_factor_gt           0.0443
_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^)+(0.0620P)^2^+0.6692P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1169
_refine_ls_wR_factor_ref         0.1250
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4463
_reflns_number_total             5076
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ob01979f3.cif
_cod_data_source_block           jsc20047
_cod_depositor_comments
'Adding full bibliography for 7161044--7161048.cif.'
_cod_original_cell_volume        1320.27(12)
_cod_database_code               7161046
_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
2.a Aromatic/amide H refined with riding coordinates:
 C8(H8), C10(H10), C14(H14), C15(H15), C16(H16), C21(H21), C25(H25), C26(H26),
 C28(H28), C29(H29), C30(H30), C32(H32)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C31(H31A,H31B,H31C), C33(H33A,H33B,H33C), C34(H34A,H34B,
 H34C), C36(H36A,H36B,H36C), C37(H37A,H37B,H37C)
;
_shelx_res_checksum              5937
_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 1.259
_oxdiff_exptl_absorpt_empirical_full_min 0.800