Reactivity of <i>N</i>-(isocyanoimino)triphenylphosphorane toward group 13 Lewis acids.
Tang, Beili; Ju, Shaoying; Yan, Weili; Chen, Ting; Stephan, Douglas W.; Wu, Yile; Chemical communications (Cambridge, England) 60 (2024) 12932–12935; doi:10.1039/d4cc04490h

data_7133799
_publ_section_title
;
 Reactivity of <i>N</i>-(isocyanoimino)triphenylphosphorane toward group
 13 Lewis acids.
;
_journal_issue                   88
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              12932
_journal_page_last               12935
_journal_paper_doi               10.1039/d4cc04490h
_journal_volume                  60
_journal_year                    2024
_chemical_formula_moiety         'C43 H17 B2 F20 N2 P, C7 H8'
_chemical_formula_sum            'C50 H25 B2 F20 N2 P'
_chemical_formula_weight         1086.31
_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   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-08-25
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2024-08-26 deposited with the CCDC.	2024-10-01 downloaded from the CCDC.
;
_cell_angle_alpha                93.329(4)
_cell_angle_beta                 104.396(4)
_cell_angle_gamma                115.728(4)
_cell_formula_units_Z            2
_cell_length_a                   11.9853(9)
_cell_length_b                   12.0437(9)
_cell_length_c                   18.3470(14)
_cell_measurement_reflns_used    9937
_cell_measurement_temperature    150
_cell_measurement_theta_max      68.32
_cell_measurement_theta_min      2.53
_cell_volume                     2268.7(3)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_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 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.00
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            41072
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        66.581
_diffrn_reflns_theta_max         66.581
_diffrn_reflns_theta_min         2.533
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.656
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6312
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1165 before and 0.0692 after correction.
The Ratio of minimum to maximum transmission is 0.8381.
The \l/2 correction factor is Not present.
;
_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    1.590
_exptl_crystal_description       block
_exptl_crystal_F_000             1088
_exptl_crystal_size_max          0.084
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.056
_refine_diff_density_max         0.628
_refine_diff_density_min         -0.662
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       0.0055(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     754
_refine_ls_number_reflns         7987
_refine_ls_number_restraints     186
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0747
_refine_ls_R_factor_gt           0.0578
_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^)+(0.0950P)^2^+1.0184P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1596
_refine_ls_wR_factor_ref         0.1731
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5962
_reflns_number_total             7987
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc04490h2.cif
_cod_data_source_block           333
_cod_depositor_comments
'Adding full bibliography for 7133795--7133800.cif.'
_cod_database_code               7133799
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.913
_shelx_estimated_absorpt_t_min   0.873
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C01Y-C01X \\sim C1-C2
 with sigma of 0.02
 C01Y-C01Z \\sim C1-C3
 with sigma of 0.02
 C01Y-C023 \\sim C1-C0
 with sigma of 0.02
 C01X-C021 \\sim C2-C4
 with sigma of 0.02
 C021-C022 \\sim C4-C6
 with sigma of 0.02
 C022-C020 \\sim C6-C5
 with sigma of 0.02
 C020-C01Z \\sim C5-C3
 with sigma of 0.02
 C01Y-C021 \\sim C1-C4
 with sigma of 0.04
 C01Y-C020 \\sim C1-C5
 with sigma of 0.04
 C01X-C022 \\sim C2-C6
 with sigma of 0.04
 C01X-C01Z \\sim C2-C3
 with sigma of 0.04
 C01X-C023 \\sim C2-C0
 with sigma of 0.04
 C021-C020 \\sim C4-C5
 with sigma of 0.04
 C022-C01Z \\sim C6-C3
 with sigma of 0.04
 C01Z-C023 \\sim C3-C0
 with sigma of 0.04
 P1-C011 \\sim P1-C7
 with sigma of 0.02
 C011-C01J \\sim C7-C8
 with sigma of 0.02
 C011-C01T \\sim C7-C11
 with sigma of 0.02
 C01J-C01S \\sim C8-C9
 with sigma of 0.02
 C01S-C01U \\sim C9-C01V
 with sigma of 0.02
 C01T-C01W \\sim C11-C10
 with sigma of 0.02
 C01U-C01W \\sim C01V-C10
 with sigma of 0.02
 P1-C01J \\sim P1-C8
 with sigma of 0.04
 P1-C01T \\sim P1-C11
 with sigma of 0.04
 C011-C01S \\sim C7-C9
 with sigma of 0.04
 C011-C01W \\sim C7-C10
 with sigma of 0.04
 C01J-C01T \\sim C8-C11
 with sigma of 0.04
 C01J-C01U \\sim C8-C01V
 with sigma of 0.04
 C01S-C01W \\sim C9-C10
 with sigma of 0.04
 C01T-C01U \\sim C11-C01V
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C023 \\sim C01Y \\sim C01Z \\sim C020 \\sim C022 \\sim C021 \\sim C01X: within
2A with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C0 \\sim C1 \\sim C3 \\sim C2 \\sim C5 \\sim C4 \\sim C6: within 2A with sigma
of 0.001 and sigma for terminal atoms of 0.002 within 2A
C7 \\sim C11 \\sim C10 \\sim C01V \\sim C9 \\sim C8: within 2A with sigma of
0.005 and sigma for terminal atoms of 0.01 within 2A
C011 \\sim C01J \\sim C01S \\sim C01U \\sim C01W \\sim C01T: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
4. Others
 Sof(C0)=Sof(H0A)=Sof(H0B)=Sof(H0C)=Sof(C1)=Sof(C3)=Sof(H3)=Sof(C5)=Sof(H5)=
 Sof(C6)=Sof(H6)=Sof(C4)=Sof(H4)=Sof(C2)=Sof(H2A)=1-FVAR(1)
 Sof(C01Y)=Sof(C01X)=Sof(H01X)=Sof(C021)=Sof(H021)=Sof(C022)=Sof(H022)=
 Sof(C020)=Sof(H020)=Sof(C01Z)=Sof(H01Z)=Sof(C023)=Sof(H02A)=Sof(H02B)=
 Sof(H02C)=FVAR(1)
 Sof(C9)=Sof(H9)=Sof(C8)=Sof(H8)=Sof(C7)=Sof(C11)=Sof(H11)=Sof(C10)=Sof(H10)=
 Sof(C01V)=Sof(H01V)=1-FVAR(2)
 Sof(C011)=Sof(C01T)=Sof(H01T)=Sof(C01W)=Sof(H01W)=Sof(C01U)=Sof(H01U)=
 Sof(C01S)=Sof(H01S)=Sof(C01J)=Sof(H01J)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C00V(H00V), C01T(H01T), C01W(H01W), C01U(H01U), C01S(H01S),
 C01J(H01J), C013(H013), C015(H015), C018(H018), C01A(H01A), C01C(H01C),
 C01F(H01F), C01I(H01I), C01K(H01K), C01O(H01O), C01X(H01X), C021(H021),
 C022(H022), C020(H020), C01Z(H01Z), C3(H3), C5(H5), C6(H6), C4(H4), C2(H2A),
 C9(H9), C8(H8), C11(H11), C10(H10), C01V(H01V)
5.b Fitted hexagon refined as free rotating group:
 C011(C01T,C01W,C01U,C01S,C01J), C01Y(C01X,C021,C022,C020,C01Z), C1(C3,C5,C6,
 C4,C2), C9(C8,C7,C11,C10,C01V)
5.c Idealised Me refined as rotating group:
 C023(H02A,H02B,H02C), C0(H0A,H0B,H0C)
;
_shelx_res_checksum              91933
_shelx_hkl_checksum              53084
_olex2_submission_special_instructions 'No special instructions were received'