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_7717444
_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         'C21 H43 B N3 P, Al C16 F36 O4, 0.5[C6H14]'
_chemical_formula_sum            'C40 H50 Al B F36 N3 O4 P'
_chemical_formula_weight         1389.59
_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             2024-07-02
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-07-03 deposited with the CCDC.	2024-11-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 104.993(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.8857(5)
_cell_length_b                   10.4808(3)
_cell_length_c                   26.6399(6)
_cell_measurement_reflns_used    53026
_cell_measurement_temperature    120
_cell_measurement_theta_max      67.46
_cell_measurement_theta_min      3.11
_cell_volume                     5632.9(3)
_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 X-Red32 1.65.0.0 (STOE, 2018)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      120.0
_diffrn_detector                 'image plate (34 cm diameter)'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            'STOE Imaging Plate'
_diffrn_measured_fraction_theta_full 0.960
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details
;
 570 frames, detector distance = 48 mm
;
_diffrn_measurement_device       '2-circle diffractometer'
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method, \w scans'
_diffrn_radiation_collimation    '0.6 mm diameter'
_diffrn_radiation_monochromator  'parabolic x-ray mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54186
_diffrn_reflns_av_R_equivalents  0.0213
_diffrn_reflns_av_unetI/netI     0.0170
_diffrn_reflns_Laue_measured_fraction_full 0.960
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            22952
_diffrn_reflns_point_group_measured_fraction_full 0.960
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        62.796
_diffrn_reflns_theta_max         62.796
_diffrn_reflns_theta_min         3.114
_diffrn_source                   'GeniX Cu, 0.05 x 0.05 mm2 microfocus'
_diffrn_source_current           0.600
_diffrn_source_power             0.030
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    2.071
_exptl_absorpt_correction_T_max  0.6961
_exptl_absorpt_correction_T_min  0.1509
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'STOE X-Red32, absorption correction by Gaussian integration, analogous to P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal Structure Analysis", published in F. R. Ahmed (Editor), "Crystallographic Computing", Munksgaard, Copenhagen (1970), 255 - 270'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             2800
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.023
_refine_diff_density_min         -0.994
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     918
_refine_ls_number_reflns         8669
_refine_ls_number_restraints     291
_refine_ls_restrained_S_all      1.180
_refine_ls_R_factor_all          0.1064
_refine_ls_R_factor_gt           0.0971
_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^)+(0.1139P)^2^+21.3678P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2403
_refine_ls_wR_factor_ref         0.2497
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7684
_reflns_number_total             8669
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt02656j2.cif
_cod_data_source_block           1_WCA
_cod_depositor_comments
'Adding full bibliography for 7717444--7717448.cif.'
_cod_database_code               7717444
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.758
_shelx_estimated_absorpt_t_min   0.481
_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. Restrained distances
 F1-C23 \\sim F1A-C23A \\sim F2-C23 \\sim F2A-C23A \\sim F3-C23 \\sim F3A-C23A
 with sigma of 0.02
 F4-C24 \\sim F4A-C24A \\sim F5-C24 \\sim F5A-C24A \\sim F6-C24 \\sim F6A-C24A
 with sigma of 0.02
 F7-C25 \\sim F7A-C25A \\sim F8-C25 \\sim F8A-C25A \\sim F9-C25 \\sim F9A-C25A
 with sigma of 0.02
 C22-C23 \\sim C22A-C23A \\sim C22-C24 \\sim C22A-C24A \\sim C22-C25 \\sim
C22A-C25A
 with sigma of 0.02
 C23A-C24A \\sim C24A-C25A \\sim C25A-C23A
 with sigma of 0.02
 C23-C24 \\sim C24-C25 \\sim C25-C23
 with sigma of 0.02
 F1-F2 \\sim F1A-F2A
 with sigma of 0.04
 F1-F3 \\sim F1A-F3A
 with sigma of 0.04
 F1-C22 \\sim F1A-C22A
 with sigma of 0.04
 F2-F3 \\sim F2A-F3A
 with sigma of 0.04
 F2-C22 \\sim F2A-C22A
 with sigma of 0.04
 F3-C22 \\sim F3A-C22A
 with sigma of 0.04
 F4-F5 \\sim F4A-F5A
 with sigma of 0.04
 F4-F6 \\sim F4A-F6A
 with sigma of 0.04
 F4-C22 \\sim F4A-C22A
 with sigma of 0.04
 F5-F6 \\sim F5A-F6A
 with sigma of 0.04
 F5-C22 \\sim F5A-C22A
 with sigma of 0.04
 F6-C22 \\sim F6A-C22A
 with sigma of 0.04
 F7-F8 \\sim F7A-F8A
 with sigma of 0.04
 F7-F9 \\sim F7A-F9A
 with sigma of 0.04
 F7-C22 \\sim F7A-C22A
 with sigma of 0.04
 F8-F9 \\sim F8A-F9A
 with sigma of 0.04
 F8-C22 \\sim F8A-C22A
 with sigma of 0.04
 F9-C22 \\sim F9A-C22A
 with sigma of 0.04
 F10-C27 \\sim F10A-C27A \\sim F11-C27 \\sim F11A-C27A \\sim F12-C27 \\sim
F12A-C27A
 with sigma of 0.02
 F13-C28 \\sim F13A-C28A \\sim F14-C28 \\sim F14A-C28A \\sim F15-C28 \\sim
F15A-C28A
 with sigma of 0.02
 F16-C29 \\sim F16A-C29A \\sim F17-C29 \\sim F17A-C29A \\sim F18-C29 \\sim
F18A-C29A
 with sigma of 0.02
 C26-C27 \\sim C26-C27A \\sim C26-C28 \\sim C26-C28A \\sim C26-C29 \\sim
C26-C29A
 with sigma of 0.02
 C27-C28 \\sim C28-C29 \\sim C29-C27 \\sim C27A-C28A \\sim C28A-C29A \\sim
C29A-C27A
 with sigma of 0.02
 F10-F11 \\sim F10A-F11A
 with sigma of 0.04
 F10-F12 \\sim F10A-F12A
 with sigma of 0.04
 F10-C26 \\sim F10A-C26
 with sigma of 0.04
 F11-F12 \\sim F11A-F12A
 with sigma of 0.04
 F11-C26 \\sim F11A-C26
 with sigma of 0.04
 F12-C26 \\sim F12A-C26
 with sigma of 0.04
 F13-F14 \\sim F13A-F14A
 with sigma of 0.04
 F13-F15 \\sim F13A-F15A
 with sigma of 0.04
 F13-C26 \\sim F13A-C26
 with sigma of 0.04
 F14-F15 \\sim F14A-F15A
 with sigma of 0.04
 F14-C26 \\sim F14A-C26
 with sigma of 0.04
 F15-C26 \\sim F15A-C26
 with sigma of 0.04
 F16-F17 \\sim F16A-F17A \\sim F16-F18 \\sim F16A-F18A
 with sigma of 0.04
 F17-F18 \\sim F17A-F18A
 with sigma of 0.04
 F16-C26 \\sim F16A-C26
 with sigma of 0.04
 F17-C26 \\sim F17A-C26
 with sigma of 0.04
 F18-C26 \\sim F18A-C26
 with sigma of 0.04
 F28-C35 \\sim F28A-C35A \\sim F29-C35 \\sim F29A-C35A \\sim F30-C35 \\sim
F30A-C35A
 with sigma of 0.02
 F31-C36 \\sim F31A-C36A \\sim F32-C36 \\sim F32A-C36A \\sim F33-C36 \\sim
F33A-C36A
 with sigma of 0.02
 C34-C36 \\sim C34-C36A
 with sigma of 0.02
 F31A-F32A \\sim F32A-F33A \\sim F33A-F31A \\sim F31-F32 \\sim F32-F33 \\sim
F33-F31
 with sigma of 0.04
 F34-C37 \\sim F34A-C37A
 with sigma of 0.02
 F35-C37 \\sim F35A-C37A
 with sigma of 0.02
 F36-C37 \\sim F36A-C37A
 with sigma of 0.02
 C34-C37 \\sim C34-C37A
 with sigma of 0.02
 F34-F35 \\sim F34A-F35A \\sim F34-F36 \\sim F34A-F36A \\sim F35-F36 \\sim
F35A-F36A
 with sigma of 0.04
 F34-C34 \\sim F34A-C34 \\sim F35-C34 \\sim F35A-C34 \\sim F36-C34 \\sim
F36A-C34
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
O1 \\sim O1A: within 2A with sigma of 0.004 and sigma for terminal atoms of
0.008 within 2A
F16 \\sim F17 \\sim F18: within 3A with sigma of 0.005 and sigma for terminal
atoms of 0.008 within 3A
C22 \\sim C22A: within 2A with sigma of 0.004 and sigma for terminal atoms of
0.008 within 2A
4. Others
 Sof(F1A)=Sof(F2A)=Sof(F3A)=Sof(F4A)=Sof(F5A)=Sof(F6A)=Sof(F7A)=Sof(F8A)=
 Sof(F9A)=Sof(O1A)=Sof(C22A)=Sof(C23A)=Sof(C24A)=Sof(C25A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=Sof(F3)=Sof(F4)=Sof(F5)=Sof(F6)=Sof(F7)=Sof(F8)=Sof(F9)=
 Sof(O1)=Sof(C22)=Sof(C23)=Sof(C24)=Sof(C25)=FVAR(1)
 Sof(F10A)=Sof(F11A)=Sof(F12A)=Sof(F13A)=Sof(F14A)=Sof(F15A)=Sof(F16A)=
 Sof(F17A)=Sof(F18A)=Sof(C27A)=Sof(C28A)=Sof(C29A)=1-FVAR(2)
 Sof(F10)=Sof(F11)=Sof(F12)=Sof(F13)=Sof(F14)=Sof(F15)=Sof(F16)=Sof(F17)=
 Sof(F18)=Sof(C27)=Sof(C28)=Sof(C29)=FVAR(2)
 Sof(C35A)=Sof(F28A)=Sof(F29A)=Sof(F30A)=Sof(C36A)=Sof(F31A)=Sof(F32A)=
 Sof(F33A)=Sof(C37A)=Sof(F34A)=Sof(F35A)=Sof(F36A)=1-FVAR(3)
 Sof(F28)=Sof(F29)=Sof(F30)=Sof(F31)=Sof(F32)=Sof(F33)=Sof(F34)=Sof(F35)=
 Sof(F36)=Sof(C35)=Sof(C36)=Sof(C37)=FVAR(3)
 Fixed Uiso: C23A(0.088) C25A(0.088) C36A(0.06) F34A(0.06)
5.a Ternary CH refined with riding coordinates:
 C8(H8)
5.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C), C6(H6A,H6B,H6C), C7(H7A,H7B,H7C), C9(H9A,
 H9B,H9C), C10(H10A,H10B,H10C), C12(H12A,H12B,H12C), C13(H13A,H13B,H13C),
 C15(H15A,H15B,H15C), C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,
 H19C), C20(H20A,H20B,H20C), C21(H21A,H21B,H21C)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_shelx_res_checksum              83239
_shelx_hkl_checksum              81036
_shelx_fab_checksum              10015
_olex2_submission_special_instructions 'No special instructions were received'