Illuminating the multiple Lewis acidity of triaryl-boranes <i>via</i> atropisomeric dative adducts.
Kovács, Benjámin; Földes, Tamás; Szabó, Márk; Dorkó, Éva; Kótai, Bianka; Laczkó, Gergely; Holczbauer, Tamás; Domján, Attila; Pápai, Imre; Soós, Tibor; Chemical science 15 (2024) 15679–15689; doi:10.1039/d4sc00925h

data_1572400
_publ_section_title
;
 Illuminating the multiple Lewis acidity of triaryl-boranes <i>via</i>
 atropisomeric dative adducts.
;
_journal_issue                   38
_journal_name_full               'Chemical science'
_journal_page_first              15679
_journal_page_last               15689
_journal_paper_doi               10.1039/d4sc00925h
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety
;
C18 H9 B Cl5 F, O H2, 3(C5 H11 N)
;
_chemical_formula_sum            'C29 H31 B Cl5 F N2.2 O'
_chemical_formula_weight         633.42
_chemical_name_common
'asymmetrically halogenated triaryl borane structure hydridecomplex'
_chemical_name_systematic
'(2-chloro-6-fluorophenyl)bis(2,6-dichlorophenyl)(hydroxy)borate + piperidin-1-ium, +2 piperidine'
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_Hall           'C -2yc'
_space_group_name_H-M_alt        'C 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   direct
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2023-02-21 deposited with the CCDC.	2024-08-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.581(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.208(2)
_cell_length_b                   17.008(3)
_cell_length_c                   20.085(4)
_cell_measurement_reflns_used    10248
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      21.85
_cell_measurement_theta_min      3.045
_cell_volume                     3485.8(12)
_computing_cell_refinement       'Crystal Clear V.1.4.1 (Rigaku/MSC, 2007)'
_computing_data_collection       'Crystal Clear V.1.4.1 (Rigaku/MSC, 2007)'
_computing_data_reduction        'Crystal Clear V.1.4.1 (Rigaku/MSC, 2007)'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material  'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID II'
_diffrn_measurement_method       dtprofit.ref
_diffrn_radiation_detector       RX
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1706
_diffrn_reflns_av_unetI/netI     0.1662
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14920
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        21.897
_diffrn_reflns_theta_max         21.897
_diffrn_reflns_theta_min         3.052
_diffrn_source                   'Sealed Tube'
_exptl_absorpt_coefficient_mu    0.445
_exptl_absorpt_correction_T_max  0.996687
_exptl_absorpt_correction_T_min  0.971643
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
 T.Higashi, Numerical Absorption Correction, NUMABS, 2002
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1310
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: piperidine'
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.705
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.102
_refine_ls_abs_structure_details
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4200
_refine_ls_number_restraints     121
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.1705
_refine_ls_R_factor_gt           0.1116
_refine_ls_shift/su_max          0.019
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1786P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2789
_refine_ls_wR_factor_ref         0.3163
_reflns_Friedel_coverage         0.997
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                2303
_reflns_number_total             4200
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc00925h2.cif
_cod_data_source_block           shelx_CCDC1
_cod_depositor_comments
'Adding full bibliography for 1572399--1572400.cif.'
_cod_original_sg_symbol_H-M      'C c'
_cod_original_formula_sum        'C29 H31 B Cl5 F N2.20 O'
_cod_database_code               1572400
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_min   0.897
_shelx_estimated_absorpt_t_max   0.996
_shelx_res_checksum              30851
_shelx_hkl_checksum              56844