Activation of small molecules by ambiphilic NHC-stabilized phosphinoborenium cation: formation of boreniums with B-O-C, B-O-B, and B-O-P structural motifs.
Wojnowski, Tomasz; Ordyszewska, Anna; Halenka, Hanna; Anusiewicz, Iwona; Chojnacki, Jarosław; Kaniewska-Laskowska, Kinga; Grubba, Rafał; Dalton transactions (Cambridge, England : 2003) 54 (2024) 290–297; doi:10.1039/d4dt02656j

data_7717448
_publ_section_title
;
 Activation of small molecules by ambiphilic NHC-stabilized
 phosphinoborenium cation: formation of boreniums with B-O-C, B-O-B, and
 B-O-P structural motifs.
;
_journal_issue                   1
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              290
_journal_page_last               297
_journal_paper_doi               10.1039/d4dt02656j
_journal_volume                  54
_journal_year                    2024
_chemical_formula_moiety
'C16 Al F36 O4 -, 0.5(C32 H52 B2 F4 N6 O2 2+), C H2 Cl2'
_chemical_formula_sum            'C33 H28 Al B Cl2 F38 N3 O5'
_chemical_formula_weight         1377.27
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2024-08-26
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2024-08-26 deposited with the CCDC.	2024-11-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 115.592(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   17.9189(9)
_cell_length_b                   16.7776(8)
_cell_length_c                   18.8717(10)
_cell_measurement_reflns_used    34846
_cell_measurement_temperature    120
_cell_measurement_theta_max      29.55
_cell_measurement_theta_min      1.79
_cell_volume                     5116.9(5)
_computing_cell_refinement
;
X-Area Recipe 1.34.0.0 (STOE, 2019)
;
_computing_data_collection
;
X-Area WinXpose 2.0.22.0 (STOE, 2016)
;
_computing_data_reduction
;
X-Area Integrate 1.77.0.0 (STOE, 2019)
X-Area LANA 1.77.1.0 (STOE, 2019)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details
;
 306 frames, detector distance = 100 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0703
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            33476
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.499
_diffrn_reflns_theta_min         2.079
_diffrn_source                   'GeniX Mo, 0.05 x 0.05 mm2 microfocus'
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  0.9849
_exptl_absorpt_correction_T_min  0.3201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(\m~2~-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.788
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2724
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.555
_refine_diff_density_min         -0.449
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1042
_refine_ls_number_reflns         9528
_refine_ls_number_restraints     649
_refine_ls_restrained_S_all      1.174
_refine_ls_R_factor_all          0.1753
_refine_ls_R_factor_gt           0.0948
_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^)+32.3532P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1543
_refine_ls_wR_factor_ref         0.1967
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5449
_reflns_number_total             9528
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt02656j2.cif
_cod_data_source_block           7_WCA_2
_cod_depositor_comments
'Adding full bibliography for 7717444--7717448.cif.'
_cod_database_code               7717448
_shelx_shelxl_version_number     2018/3
_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 C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C22A-C23A \\sim C23A-C24A \\sim C24A-C22A
 with sigma of 0.02
 C29-C30 \\sim C29-C31 \\sim C29-C32
 with sigma of 0.02
 Al1-O4 \\sim Al1-O4A
 with sigma of 0.02
 F30-C30 \\sim F30A-C30A \\sim F31-C30 \\sim F31A-C30A \\sim F32-C30 \\sim
F32A-C30A
 with sigma of 0.02
 F33-C31 \\sim F33A-C31A \\sim F34-C31 \\sim F34A-C31A \\sim F35-C31 \\sim
F35A-C31A
 with sigma of 0.02
 F36-C32 \\sim F36A-C32A \\sim F37-C32 \\sim F37A-C32A \\sim F38-C32 \\sim
F38A-C32A
 with sigma of 0.02
 O4-C29 \\sim O4A-C29A
 with sigma of 0.02
 C29-C30 \\sim C29A-C30A \\sim C29-C31 \\sim C29A-C31A \\sim C29-C32 \\sim
C29A-C32A
 with sigma of 0.02
 Al1-C29 \\sim Al1-C29A
 with sigma of 0.04
 F30-F31 \\sim F30A-F31A \\sim F30-F32 \\sim F30A-F32A \\sim F31-F32 \\sim
F31A-F32A
 with sigma of 0.04
 F30-C29 \\sim F30A-C29A \\sim F31-C29 \\sim F31A-C29A \\sim F32-C29 \\sim
F32A-C29A
 with sigma of 0.04
 F33-F34 \\sim F33A-F34A \\sim F33-F35 \\sim F33A-F35A \\sim F34-F35 \\sim
F34A-F35A
 with sigma of 0.04
 F33-C29 \\sim F33A-C29A \\sim F34-C29 \\sim F34A-C29A \\sim F35-C29 \\sim
F35A-C29A
 with sigma of 0.04
 F36-F37 \\sim F36A-F37A \\sim F37-F38 \\sim F37A-F38A \\sim F36-F38 \\sim
F36A-F38A
 with sigma of 0.04
 F36-C29 \\sim F36A-C29A \\sim F37-C29 \\sim F37A-C29A \\sim F38-C29 \\sim
F38A-C29A
 with sigma of 0.04
 O4-C30 \\sim O4A-C30A \\sim O4-C31 \\sim O4A-C31A \\sim O4-C32 \\sim O4A-C32A
 with sigma of 0.04
 C30-C31 \\sim C30A-C31A \\sim C30-C32 \\sim C30A-C32A \\sim C31-C32 \\sim
C31A-C32A
 with sigma of 0.04
 Al1-O3 \\sim Al1-O3A
 with sigma of 0.02
 F21-C26 \\sim F21A-C26A \\sim F22-C26 \\sim F22A-C26A \\sim F23-C26 \\sim
F23A-C26A
 with sigma of 0.02
 F24-C27 \\sim F24A-C27A \\sim F25-C27 \\sim F25A-C27A \\sim F26-C27 \\sim
F26A-C27A
 with sigma of 0.02
 F27-C28 \\sim F27A-C28A \\sim F28-C28 \\sim F28A-C28A \\sim F29-C28 \\sim
F29A-C28A
 with sigma of 0.02
 O3-C25 \\sim O3A-C25A
 with sigma of 0.02
 C25-C26 \\sim C25A-C26A \\sim C25-C27 \\sim C25A-C27A \\sim C25-C28 \\sim
C25A-C28A
 with sigma of 0.02
 Al1-C25 \\sim Al1-C25A
 with sigma of 0.04
 F21-F22 \\sim F21A-F22A \\sim F21-F23 \\sim F21A-F23A \\sim F22-F23 \\sim
F22A-F23A
 with sigma of 0.04
 F21-C25 \\sim F21A-C25A \\sim F22-C25 \\sim F22A-C25A \\sim F23-C25 \\sim
F23A-C25A
 with sigma of 0.04
 F24-F25 \\sim F24A-F25A \\sim F24-F26 \\sim F24A-F26A \\sim F25-F26 \\sim
F25A-F26A
 with sigma of 0.04
 F24-C25 \\sim F24A-C25A \\sim F25-C25 \\sim F25A-C25A \\sim F26-C25 \\sim
F26A-C25A
 with sigma of 0.04
 F27-F28 \\sim F27A-F28A \\sim F27-F29 \\sim F27A-F29A \\sim F28-F29 \\sim
F28A-F29A
 with sigma of 0.04
 F27-C25 \\sim F27A-C25A \\sim F28-C25 \\sim F28A-C25A \\sim F29-C25 \\sim
F29A-C25A
 with sigma of 0.04
 O3-C26 \\sim O3A-C26A \\sim O3-C27 \\sim O3A-C27A \\sim O3-C28 \\sim O3A-C28A
 with sigma of 0.04
 C26-C27 \\sim C26A-C27A \\sim C26-C28 \\sim C26A-C28A \\sim C27-C28 \\sim
C27A-C28A
 with sigma of 0.04
 Al1-O5 \\sim Al1-O5A
 with sigma of 0.02
 F3-C18 \\sim F3A-C18A \\sim F4-C18 \\sim F4A-C18A \\sim F5-C18 \\sim F5A-C18A
 with sigma of 0.02
 F6-C19 \\sim F6A-C19A \\sim F7-C19 \\sim F7A-C19A \\sim F8-C19 \\sim F8A-C19A
 with sigma of 0.02
 F9-C20 \\sim F9A-C20A \\sim F10-C20 \\sim F10A-C20A \\sim F11-C20 \\sim
F11A-C20A
 with sigma of 0.02
 O5-C17 \\sim O5A-C17A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C17-C19 \\sim C17A-C19A
 with sigma of 0.02
 C17-C20 \\sim C17A-C20A
 with sigma of 0.02
 F3-F4 \\sim F3A-F4A \\sim F3-F5 \\sim F3A-F5A \\sim F4-F5 \\sim F4A-F5A
 with sigma of 0.04
 F4-C17 \\sim F4A-C17A \\sim F5-C17 \\sim F5A-C17A \\sim F3-C17 \\sim F3A-C17A
 with sigma of 0.04
 F6-F7 \\sim F6A-F7A \\sim F6-F8 \\sim F6A-F8A \\sim F7-F8 \\sim F7A-F8A
 with sigma of 0.04
 F7-C17 \\sim F7A-C17A \\sim F8-C17 \\sim F8A-C17A \\sim F6-C17 \\sim F6A-C17A
 with sigma of 0.04
 F9-F10 \\sim F9A-F10A \\sim F9-F11 \\sim F9A-F11A \\sim F10-F11 \\sim F10A-F11A
 with sigma of 0.04
 F10-C17 \\sim F10A-C17A \\sim F11-C17 \\sim F11A-C17A \\sim F9-C17 \\sim
F9A-C17A
 with sigma of 0.04
 O5-C18 \\sim O5A-C18A \\sim O5-C19 \\sim O5A-C19A \\sim O5-C20 \\sim O5A-C20A
 with sigma of 0.04
 C18-C19 \\sim C18A-C19A \\sim C18-C20 \\sim C18A-C20A \\sim C19-C20 \\sim
C19A-C20A
 with sigma of 0.04
 F12-C22 \\sim F12A-C22A
 with sigma of 0.02
 F13-C22 \\sim F13A-C22A
 with sigma of 0.02
 F14-C22 \\sim F14A-C22A
 with sigma of 0.02
 C21-C22 \\sim C21A-C22A
 with sigma of 0.02
 F12-F13 \\sim F12A-F13A \\sim F12-F14 \\sim F12A-F14A \\sim F13-F14 \\sim
F13A-F14A
 with sigma of 0.04
 F12-C21 \\sim F12A-C21A \\sim F13-C21 \\sim F13A-C21A \\sim F14-C21 \\sim
F14A-C21A
 with sigma of 0.04
 F15-C23 \\sim F15A-C23A \\sim F16-C23 \\sim F16A-C23A \\sim F17-C23 \\sim
F17A-C23A
 with sigma of 0.02
 C21-C23 \\sim C21A-C23A
 with sigma of 0.02
 F15-F16 \\sim F15A-F16A
 with sigma of 0.04
 F15-F17 \\sim F15A-F17A
 with sigma of 0.04
 F15-C21 \\sim F15A-C21A
 with sigma of 0.04
 F15-F14A \\sim F15A-F14A
 with sigma of 0.04
 F16-F17 \\sim F16A-F17A
 with sigma of 0.04
 F16-C21 \\sim F16A-C21A
 with sigma of 0.04
 F16-F14A \\sim F16A-F14A
 with sigma of 0.04
 F17-C21 \\sim F17A-C21A
 with sigma of 0.04
 F17-F14A \\sim F17A-F14A
 with sigma of 0.04
 C23-F14A \\sim C23A-F14A
 with sigma of 0.04
 F18-C24 \\sim F18A-C24A \\sim F19-C24 \\sim F19A-C24A \\sim F20-C24 \\sim
F20A-C24A
 with sigma of 0.02
 C21-C24 \\sim C21A-C24A
 with sigma of 0.02
 F18-F19 \\sim F18A-F19A \\sim F18-F20 \\sim F18A-F20A \\sim F19-F20 \\sim
F19A-F20A
 with sigma of 0.04
 F18-C21 \\sim F18A-C21A \\sim F19-C21 \\sim F19A-C21A \\sim F20-C21 \\sim
F20A-C21A
 with sigma of 0.04
 Al1-O2 \\sim Al1-O2A
 with sigma of 0.02
 O2-C21 \\sim O2A-C21A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C17 \\sim C17A: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
F33 \\sim F35: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(F33) = Uanis(F33A)
Uanis(C29) = Uanis(C29A)
Uanis(F37) = Uanis(F37A)
4. Others
 Sof(F33A)=Sof(F37A)=Sof(F31A)=Sof(F35A)=Sof(F30A)=Sof(F32A)=Sof(F34A)=
 Sof(F36A)=Sof(F38A)=Sof(O4A)=Sof(C29A)=Sof(C31A)=Sof(C30A)=Sof(C32A)=1-FVAR(1)
 Sof(F30)=Sof(F31)=Sof(F32)=Sof(F33)=Sof(F34)=Sof(F35)=Sof(F36)=Sof(F37)=
 Sof(F38)=Sof(O4)=Sof(C29)=Sof(C30)=Sof(C31)=Sof(C32)=FVAR(1)
 Sof(F24A)=Sof(F28A)=Sof(F22A)=Sof(F26A)=Sof(F21A)=Sof(F23A)=Sof(F25A)=
 Sof(F27A)=Sof(F29A)=Sof(O3A)=Sof(C25A)=Sof(C27A)=Sof(C26A)=Sof(C28A)=1-FVAR(2)
 Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=Sof(F25)=Sof(F26)=Sof(F27)=Sof(F28)=
 Sof(F29)=Sof(O3)=Sof(C25)=Sof(C26)=Sof(C27)=Sof(C28)=FVAR(2)
 Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(F7A)=Sof(F8A)=Sof(F9A)=Sof(F10A)=
 Sof(F11A)=Sof(O5A)=Sof(C17A)=Sof(C18A)=Sof(C19A)=Sof(C20A)=1-FVAR(3)
 Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(F11)=
 Sof(O5)=Sof(C17)=Sof(C18)=Sof(C19)=Sof(C20)=FVAR(3)
 Sof(F20A)=Sof(F19A)=Sof(F12A)=Sof(F13A)=Sof(F14A)=Sof(F15A)=Sof(F16A)=
 Sof(F17A)=Sof(F18A)=Sof(O2A)=Sof(C23A)=Sof(C24A)=Sof(C21A)=Sof(C22A)=1-FVAR(4)
 Sof(F12)=Sof(F13)=Sof(F14)=Sof(F15)=Sof(F16)=Sof(F17)=Sof(F18)=Sof(F19)=
 Sof(F20)=Sof(O2)=Sof(C21)=Sof(C22)=Sof(C23)=Sof(C24)=FVAR(4)
 Fixed Uiso: F20A(0.08) F19A(0.08) F12A(0.08) F14A(0.08)
5.a Ternary CH refined with riding coordinates:
 C11(H11), C14(H14)
5.b Secondary CH2 refined with riding coordinates:
 C33(H33A,H33B)
5.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C12(H12A,
 H12B,H12C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C16(H16A,H16B,H16C)
;
_shelx_res_checksum              58495
_shelx_hkl_checksum              93738
_olex2_submission_special_instructions 'No special instructions were received'