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_7133797
_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         'C38 H30 Cl3 In N4 P2, 4(C6 H5 F)'
_chemical_formula_sum            'C62 H50 Cl3 F4 In N4 P2'
_chemical_formula_weight         1210.17
_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     dual
_audit_creation_date             2024-08-26
_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                90
_cell_angle_beta                 102.4310(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.0532(5)
_cell_length_b                   20.9341(4)
_cell_length_c                   11.6059(2)
_cell_measurement_reflns_used    9796
_cell_measurement_temperature    150.0
_cell_measurement_theta_max      68.537
_cell_measurement_theta_min      2.828
_cell_volume                     5706.94(19)
_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      150.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0555
_diffrn_reflns_av_unetI/netI     0.0502
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            44823
_diffrn_reflns_point_group_measured_fraction_full 0.934
_diffrn_reflns_point_group_measured_fraction_max 0.934
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         66.500
_diffrn_reflns_theta_min         2.827
_diffrn_source_current           1.2
_diffrn_source_power             0.06
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    5.591
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.6118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1687 before and 0.0930 after correction.
The Ratio of minimum to maximum transmission is 0.8124.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.408
_exptl_crystal_description       plate
_exptl_crystal_F_000             2464
_refine_diff_density_max         0.609
_refine_diff_density_min         -0.735
_refine_diff_density_rms         0.055
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.257(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     766
_refine_ls_number_reflns         9390
_refine_ls_number_restraints     221
_refine_ls_restrained_S_all      1.112
_refine_ls_R_factor_all          0.0321
_refine_ls_R_factor_gt           0.0304
_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^)+(0.0363P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0675
_refine_ls_wR_factor_ref         0.0682
_reflns_Friedel_coverage         0.872
_reflns_Friedel_fraction_full    0.871
_reflns_Friedel_fraction_max     0.871
_reflns_number_gt                9087
_reflns_number_total             9390
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4cc04490h2.cif
_cod_data_source_block           1f
_cod_depositor_comments
'Adding full bibliography for 7133795--7133800.cif.'
_cod_database_code               7133797
_shelx_shelxl_version_number     2018/3
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.743(6)
 0.257(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3. Restrained distances
 C8-C9 \\sim C8A-C9A
 with sigma of 0.02
 C8-C13 \\sim C8A-C13A
 with sigma of 0.02
 C12-C11 \\sim C12A-C11A
 with sigma of 0.02
 C12-C13 \\sim C12A-C13A
 with sigma of 0.02
 C9-C10 \\sim C9A-C10A
 with sigma of 0.02
 C10-C11 \\sim C10A-C11A
 with sigma of 0.02
 C11-F14 \\sim C11A-F14A
 with sigma of 0.02
 C8-C12 \\sim C8A-C12A
 with sigma of 0.04
 C8-C10 \\sim C8A-C10A
 with sigma of 0.04
 C12-C10 \\sim C12A-C10A
 with sigma of 0.04
 C12-F14 \\sim C12A-F14A
 with sigma of 0.04
 C9-C11 \\sim C9A-C11A
 with sigma of 0.04
 C9-C13 \\sim C9A-C13A
 with sigma of 0.04
 C10-F14 \\sim C10A-F14A
 with sigma of 0.04
 C11-C13 \\sim C11A-C13A
 with sigma of 0.04
4. Uiso/Uaniso restraints and constraints
C7 \\sim C5 \\sim C2 \\sim C3 \\sim C1 \\sim C4 \\sim F6: within 2A with sigma
of 0.01 and sigma for terminal atoms of 0.02 within 2A
F6A \\sim C5A \\sim C7A \\sim C2A \\sim C4A \\sim C3A \\sim C1A: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
F14 \\sim C11 \\sim C12 \\sim C10 \\sim C13 \\sim C9 \\sim C8: within 2A with
sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
F14A \\sim C11A \\sim C10A \\sim C12A \\sim C9A \\sim C13A \\sim C8A: within 2A
with sigma of 0.01 and sigma for terminal atoms of 0.02 within 2A
C00O \\sim C00L \\sim C01A \\sim C01I \\sim C01Q \\sim C01D: within 2A with
sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A
5. Others
 Sof(C5A)=Sof(H5A)=Sof(C7A)=Sof(H7A)=Sof(C4A)=Sof(H4A)=Sof(C1A)=Sof(H1A)=
 Sof(C3A)=Sof(C2A)=Sof(H2A)=Sof(F6A)=1-FVAR(1)
 Sof(C1)=Sof(H1)=Sof(C4)=Sof(H4)=Sof(C7)=Sof(H7)=Sof(C5)=Sof(H5)=Sof(C2)=
 Sof(H2)=Sof(C3)=Sof(F6)=FVAR(1)
 Sof(C11A)=Sof(C10A)=Sof(H10A)=Sof(C9A)=Sof(H9A)=Sof(C8A)=Sof(H8A)=Sof(C13A)=
 Sof(H13A)=Sof(C12A)=Sof(H12A)=Sof(F14A)=1-FVAR(2)
 Sof(C11)=Sof(C12)=Sof(H12)=Sof(C13)=Sof(H13)=Sof(C8)=Sof(H8)=Sof(C9)=Sof(H9)=
 Sof(C10)=Sof(H10)=Sof(F14)=FVAR(2)
6.a Aromatic/amide H refined with riding coordinates:
 C00A(H00A), C00B(H00B), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G),
 C00L(H00L), C00Q(H00Q), C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U),
 C00V(H00V), C00W(H00W), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011),
 C012(H012), C013(H013), C014(H014), C015(H015), C016(H016), C017(H017),
 C018(H018), C019(H019), C01A(H01A), C01C(H01C), C01D(H01D), C01E(H01E),
 C01F(H01F), C01G(H01G), C01H(H01H), C01I(H01I), C01J(H01J), C01L(H01L),
 C01M(H01M), C01N(H01N), C01P(H01P), C01Q(H01Q), C1(H1), C4(H4), C7(H7), C5(H5),
  C2(H2), C5A(H5A), C7A(H7A), C4A(H4A), C1A(H1A), C2A(H2A), C12(H12), C13(H13),
 C8(H8), C9(H9), C10(H10), C10A(H10A), C9A(H9A), C8A(H8A), C13A(H13A),
 C12A(H12A)
6.b Fitted hexagon refined as free rotating group:
 C1(C4,C7,C5,C2,C3), C5A(C7A,C4A,C1A,C3A,C2A), C11(C12,C13,C8,C9,C10),
 C11A(C10A,C9A,C8A,C13A,C12A)
;
_shelx_res_checksum              69576
_shelx_hkl_checksum              76171
_olex2_submission_special_instructions 'No special instructions were received'