Trioxatriangulenium (TOTA+) as a robust carbon-based Lewis acid in frustrated Lewis pair chemistry
Shaikh, Aslam C.; Veleta, José M.; Moutet, Jules; Gianetti, Thomas L.; Chemical Science 12 (2021) 4841–4849; doi:10.1039/D0SC05893A

data_1560307
_publ_section_title
;
 Trioxatriangulenium (TOTA+) as a robust carbon-based Lewis acid in
 frustrated Lewis pair chemistry
;
_journal_issue                   13
_journal_name_full               'Chemical Science'
_journal_page_first              4841
_journal_page_last               4849
_journal_paper_doi               10.1039/D0SC05893A
_journal_volume                  12
_journal_year                    2021
_chemical_formula_moiety         'C32 H38 O4 P, C32 H12 B F24'
_chemical_formula_sum            'C64 H50 B F24 O4 P'
_chemical_formula_weight         1380.82
_chemical_name_common            8
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2020-07-10
_audit_creation_method
;
Olex2 1.3
(compiled 2020.06.28 svn.raecde09e for OlexSys, GUI svn.r6132)
;
_audit_update_record
;
2020-10-08 deposited with the CCDC.	2021-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.476(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   19.5960(13)
_cell_length_b                   18.3533(13)
_cell_length_c                   18.1720(13)
_cell_measurement_reflns_used    9860
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      25.34
_cell_measurement_theta_min      2.41
_cell_volume                     6198.7(8)
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0714
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            51790
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_min         1.096
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  0.7453
_exptl_absorpt_correction_T_min  0.5784
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1253 before and 0.0683 after correction.
The Ratio of minimum to maximum transmission is 0.7761.
The \l/2 correction factor is 0.00150.
;
_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    1.480
_exptl_crystal_description       block
_exptl_crystal_F_000             2808
_exptl_crystal_size_max          0.956
_exptl_crystal_size_mid          0.8
_exptl_crystal_size_min          0.277
_refine_diff_density_max         0.730
_refine_diff_density_min         -0.476
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     996
_refine_ls_number_reflns         11729
_refine_ls_number_restraints     1416
_refine_ls_restrained_S_all      1.455
_refine_ls_R_factor_all          0.1158
_refine_ls_R_factor_gt           0.0828
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0623P)^2^+21.5466P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1955
_refine_ls_wR_factor_ref         0.2159
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8333
_reflns_number_total             11729
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d0sc05893a2.cif
_cod_data_source_block           8
_cod_depositor_comments
'Adding full bibliography for 1560304--1560308.cif.'
_cod_database_code               1560307
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.956
_shelx_estimated_absorpt_t_min   0.859
_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
 F1-C63 \\sim F3-C63 \\sim F2-C63 \\sim F22A-C48 \\sim F22-C48 \\sim F24A-C48
\\sim F24-C48 \\sim F23-C48
 \\sim F23A-C48 \\sim F21-C47 \\sim F21A-C47 \\sim F19-C47 \\sim F20A-C47 \\sim
F20-C47 \\sim F19A-C47 ~
 F11-C55 \\sim F10-C55 \\sim F12-C55 \\sim F7-C56 \\sim F8-C56 \\sim F9-C56
\\sim F6-C64 \\sim F5A-C64 \\sim F5-
 C64 \\sim F4A-C64 \\sim F4-C64 \\sim F6A-C64 \\sim F17A-C40 \\sim F17-C40
\\sim F16A-C40 \\sim F18-C40 ~
 F18A-C40 \\sim F16-C40 \\sim F14-C39 \\sim F14A-C39 \\sim F15-C39 \\sim
F15A-C39 \\sim F13-C39 \\sim F13A-
 C39
 with sigma of 0.02
 F1-F2 \\sim F2-F3 \\sim F3-F1 \\sim F4-F5 \\sim F5-F6 \\sim F6-F4 \\sim F7-F8
\\sim F8-F9 \\sim F9-F7 \\sim F10-
 F11 \\sim F11-F12 \\sim F12-F10 \\sim F13-F14 \\sim F14-F15 \\sim F15-F13
\\sim F16-F17 \\sim F17-F18 ~
 F18-F16 \\sim F19-F20 \\sim F20-F21 \\sim F21-F19 \\sim F22-F23 \\sim F23-F24
\\sim F24-F22
 with sigma of 0.03
 F22A-F24A \\sim F24A-F23A \\sim F19A-F20A \\sim F20A-F21A \\sim F4A-F5A \\sim
F5A-F6A \\sim F15A-F13A
 \\sim F13A-F14A \\sim F16A-F18A \\sim F18A-F17A
 with sigma of 0.03
3. Uiso/Uaniso restraints and constraints
F4 \\sim F23A \\sim F6A \\sim F5 \\sim F21A \\sim F6 \\sim F16A \\sim F13 \\sim
F19A \\sim F14 \\sim F15A \\sim F15 \\sim F5A \\sim F16 \\sim F22A \\sim F17
\\sim F24A \\sim F18 \\sim F20A \\sim F19 \\sim F14A \\sim F20 \\sim F13A \\sim
F21 \\sim F4A \\sim F22 \\sim F18A \\sim F23 \\sim F17A \\sim F24: within 2A
with sigma of 0.005 and sigma for terminal atoms of 0.01 within 2A
Uanis(F4) \\sim Ueq, Uanis(F23A) \\sim Ueq, Uanis(F6A) \\sim Ueq, Uanis(F5)
\\sim Ueq, Uanis(F21A) \\sim Ueq, Uanis(F6) \\sim Ueq, Uanis(F16A) \\sim Ueq,
Uanis(F13) \\sim Ueq, Uanis(F19A) \\sim Ueq, Uanis(F14) \\sim Ueq, Uanis(F15A)
\\sim Ueq, Uanis(F15) \\sim Ueq, Uanis(F5A) \\sim Ueq, Uanis(F16) \\sim Ueq,
Uanis(F22A) \\sim Ueq, Uanis(F17) \\sim Ueq, Uanis(F24A) \\sim Ueq, Uanis(F18)
\\sim Ueq, Uanis(F20A) \\sim Ueq, Uanis(F19) \\sim Ueq, Uanis(F14A) \\sim Ueq,
Uanis(F20) \\sim Ueq, Uanis(F13A) \\sim Ueq, Uanis(F21) \\sim Ueq, Uanis(F4A)
\\sim Ueq, Uanis(F22) \\sim Ueq, Uanis(F18A) \\sim Ueq, Uanis(F23) \\sim Ueq,
Uanis(F17A) \\sim Ueq, Uanis(F24) \\sim Ueq: with sigma of 0.1 and sigma for
terminal atoms of 0.2
4. Others
 Sof(F22A)=Sof(F23A)=Sof(F24A)=1-FVAR(1)
 Sof(F22)=Sof(F23)=Sof(F24)=FVAR(1)
 Sof(F19A)=Sof(F20A)=Sof(F21A)=1-FVAR(2)
 Sof(F19)=Sof(F20)=Sof(F21)=FVAR(2)
 Sof(F14A)=Sof(F15A)=Sof(F13A)=1-FVAR(3)
 Sof(F13)=Sof(F14)=Sof(F15)=FVAR(3)
 Sof(F6A)=Sof(F4A)=Sof(F5A)=1-FVAR(4)
 Sof(F4)=Sof(F5)=Sof(F6)=FVAR(4)
 Sof(F18A)=Sof(F16A)=Sof(F17A)=1-FVAR(5)
 Sof(F16)=Sof(F17)=Sof(F18)=FVAR(5)
5.a Secondary CH2 refined with riding coordinates:
 C20(H20a,H20b)
5.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C10(H10), C11(H11), C12(H12), C16(H16), C17(H17),
 C18(H18), C34(H34), C36(H36), C38(H38), C42(H42), C44(H44), C46(H46), C50(H50),
  C52(H52), C54(H54), C58(H58), C60(H60), C62(H62)
5.c Idealised Me refined as rotating group:
 C22(H22a,H22b,H22c), C23(H23a,H23b,H23c), C24(H24a,H24b,H24c), C26(H26a,H26b,
 H26c), C27(H27a,H27b,H27c), C28(H28a,H28b,H28c), C30(H30a,H30b,H30c), C31(H31a,
 H31b,H31c), C32(H32a,H32b,H32c)
;
_shelx_res_checksum              44709
_shelx_hkl_checksum              2662
_olex2_submission_special_instructions 'No special instructions were received'