Application of nonmetallic frustrated cations in the activation of small molecules
Kaniewska-Laskowska, Kinga; Czapla, Marcin; Chojnacki, Jarosław; Grubba, Rafał; Dalton Transactions  (2023) –; doi:10.1039/D3DT01433A

data_7713090
_publ_section_title
;
 Application of nonmetallic frustrated cations in the activation of small
 molecules
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT01433A
_journal_year                    2023
_chemical_formula_moiety         'C16 Al F36 O4 -, C23 H40 B N3 O P +'
_chemical_formula_sum            'C39 H40 Al B F36 N3 O5 P'
_chemical_formula_weight         1383.50
_chemical_properties_physical    Air-sensitive
_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     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-02-06
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2023-02-06 deposited with the CCDC.	2023-05-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.220(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.2923(11)
_cell_length_b                   27.525(3)
_cell_length_c                   14.8101(11)
_cell_measurement_reflns_used    56692
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      29.65
_cell_measurement_theta_min      2.06
_cell_volume                     5810.4(9)
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_diffrn_ambient_temperature      120.0
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0433
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            50956
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.399
_diffrn_reflns_theta_min         2.186
_diffrn_source                   'GeniX Mo, 0.05 x 0.05 mm2 microfocus'
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             2768
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.07
_refine_diff_density_max         1.204
_refine_diff_density_min         -0.897
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1009
_refine_ls_number_reflns         10678
_refine_ls_number_restraints     358
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.1245
_refine_ls_R_factor_gt           0.0981
_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^)+(0.1061P)^2^+29.3358P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2376
_refine_ls_wR_factor_ref         0.2643
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8106
_reflns_number_total             10678
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3dt01433a2.cif
_cod_data_source_block           6
_cod_original_cell_volume        5810.3(8)
_cod_database_code               7713090
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.985
_shelx_estimated_absorpt_t_min   0.911
_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
 C37A-F28A = C37A-F30A
 1.45 with sigma of 0.02
 C39A-F34A = C39A-F35A = C39A-F36A
 1.45 with sigma of 0.02
 C37A-C38A = C38A-C39A = C39A-C37A
 2.53 with sigma of 0.02
 C36-C37 = C36-C38 = C36-C39
 1.45 with sigma of 0.02
 F10-C29 = F10A-C29A = F11-C29 = F11A-C29A = F12-C29 = F12A-C29A
 1.33 with sigma of 0.02
 F16-C31 = F16A-C31A = F17-C31 = F17A-C31A = F18-C31 = F18A-C31A
 1.33 with sigma of 0.02
 C28-C29 = C28A-C29A = C28-C30 = C28A-C30A = C28-C31 = C28A-C31A
 1.45 with sigma of 0.02
 O3-C28 = O3A-C28A
 1.32 with sigma of 0.02
 O3-C29 = O3-C30 = O3-C31
 2.32 with sigma of 0.02
 C37-F28 = C37-F29 = C37-F30
 1.45 with sigma of 0.02
 C38-F31 = C38-F32 = C38-F33
 1.45 with sigma of 0.02
 C39-F34 = C39-F35 = C39-F36
 1.45 with sigma of 0.02
 C37-C38 = C38-C39 = C39-C37
 2.53 with sigma of 0.02
 C36-C37 = C36-C38 = C36-C39 = C36A-C37A = C36A-C38A = C36A-C39A
 1.54 with sigma of 0.02
 F13-C30 = F13A-C30A = F14-C30 = F14A-C30A = F15-C30 = F15A-C30A
 1.33 with sigma of 0.02
 O5-C37 = O5-C38 = O5-C39
 2.32 with sigma of 0.02
 O5A-C37A = O5A-C38A = O5A-C39A
 2.32 with sigma of 0.02
 O5B-C37B = O5B-C38B = O5B-C39B
 2.32 with sigma of 0.02
 F13A-F14A = F14A-F15A = F15A-F13A
 2.13 with sigma of 0.02
 F28A-F29A = F29A-F30A = F30A-F28A
 2.13 with sigma of 0.02
 F31A-F32A = F32A-F33A = F33A-F31A
 2.13 with sigma of 0.02
 F34A-F35A = F35A-F36A = F36A-F34A
 2.13 with sigma of 0.02
 F40B-F41B = F41B-F42B = F42B-F40B
 2.13 with sigma of 0.02
 F43B-F44B = F44B-F45B = F45B-F43B
 2.13 with sigma of 0.02
 F46B-F47B = F47B-F48B = F48B-F46B
 2.13 with sigma of 0.02
 C37B-F40B = C37B-F41B = C37B-F42B
 1.33 with sigma of 0.02
 C38B-F43B = C38B-F44B = C38B-F45B
 1.33 with sigma of 0.02
 C39B-F46B = C39B-F47B = C39B-F48B
 1.33 with sigma of 0.02
 O5-C36 = O5A-C36A = O5B-C36B
 1.32 with sigma of 0.02
 C29-C30 = C30-C31 = C31-C29 = C29A-C30A = C30A-C31A = C31A-C29A
 2.54 with sigma of 0.02
 C29B-C30B = C30B-C31B = C31B-C29B
 2.54 with sigma of 0.02
 O3B-C29B = O3B-C30B = O3B-C31B
 2.35 with sigma of 0.02
 O3A-C29A = O3A-C30A = O3A-C31A
 2.35 with sigma of 0.02
 F16-C31 \\sim F16A-C31A \\sim F18-C31 \\sim F17A-C31A \\sim F17-C31 \\sim
F18A-C31A
 with sigma of 0.02
 Al1-O2 \\sim Al1-O3 \\sim Al1-O3A \\sim Al1-O3B \\sim Al1-O4 \\sim Al1-O5
\\sim Al1-O5A
 with sigma of 0.02
 C36B-F45B \\sim C36B-F44B \\sim C36B-F43B \\sim C36B-F42B \\sim C36B-F41B
\\sim C36B-F40B
 with sigma of 0.01
 C28A-F10A \\sim C28A-F11A \\sim C28A-F12A \\sim C28A-F13A \\sim C28A-F14A
\\sim C28A-F15A
 with sigma of 0.01
 C28A-F16A \\sim C28A-F17A \\sim C28A-F18A
 with sigma of 0.01
 C29-F10 \\sim C29-F11 \\sim C29-F12 \\sim C29A-F10A \\sim C29A-F11A \\sim
C29A-F12A
 with sigma of 0.02
 C29-F10 \\sim C29-F11 \\sim C29-F12 \\sim C29B-F10B \\sim C29B-F11B \\sim
C29B-F12B
 with sigma of 0.02
 C30-F13 \\sim C30-F14 \\sim C30-F15 \\sim C30A-F13A \\sim C30A-F14A \\sim
C30A-F15A
 with sigma of 0.02
 C30-F13 \\sim C30-F14 \\sim C30-F15 \\sim C30B-F13B \\sim C30B-F14B \\sim
C30B-F15B
 with sigma of 0.02
 C31-F16 \\sim C31-F17 \\sim C31-F18 \\sim C31A-F16A \\sim C31A-F17A \\sim
C31A-F18A
 with sigma of 0.02
 C31-F16 \\sim C31-F17 \\sim C31-F18 \\sim C31B-F16B \\sim C31B-F17B \\sim
C31B-F18B
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O3 \\sim O3A \\sim O3B: within 2A with sigma of 0.04 and sigma for terminal
atoms of 0.08
F4 \\sim F5 \\sim F6: within 3A with sigma of 0.01 and sigma for terminal atoms
of 0.02
F30 \\sim F31 \\sim F32: within 3.5A with sigma of 0.01 and sigma for terminal
atoms of 0.02
C28 \\sim C29 \\sim C30 \\sim C31: within 3.5A with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 1*[Sof(F28)+Sof(F29)+Sof(F30)+Sof(F31)+Sof(F32)+Sof(F33)+Sof(F34)+Sof(F35)+
 Sof(F36)+Sof(O5)+Sof(C36)+Sof(C37)+Sof(C38)+Sof(C39)]+1*[Sof(F28A)+Sof(F29A)+
 Sof(F30A)+Sof(F31A)+Sof(F32A)+Sof(F33A)+Sof(F34A)+Sof(F35A)+Sof(F36A)+Sof(O5A)+
 Sof(C36A)+Sof(C37A)+Sof(C38A)+Sof(C39A)]+1*[Sof(F40B)+Sof(F41B)+Sof(F42B)+
 Sof(F43B)+Sof(F44B)+Sof(F45B)+Sof(F46B)+Sof(F47B)+Sof(F48B)+Sof(O5B)+Sof(C36B)+
 Sof(C37B)+Sof(C38B)+Sof(C39B)]=1 with esd of 0.0001
 1*[Sof(F10)+Sof(F11)+Sof(F12)+Sof(F13)+Sof(F14)+Sof(F15)+Sof(F16)+Sof(F17)+
 Sof(F18)+Sof(O3)+Sof(C28)+Sof(C29)+Sof(C30)+Sof(C31)]+1*[Sof(F10A)+Sof(F11A)+
 Sof(F12A)+Sof(F13A)+Sof(F14A)+Sof(F15A)+Sof(F16A)+Sof(F17A)+Sof(F18A)+Sof(O3A)+
 Sof(C28A)+Sof(C29A)+Sof(C30A)+Sof(C31A)]+1*[Sof(F10B)+Sof(F11B)+Sof(F12B)+
 Sof(F13B)+Sof(F14B)+Sof(F15B)+Sof(F16B)+Sof(F17B)+Sof(F18B)+Sof(O3B)+Sof(C28B)+
 Sof(C29B)+Sof(C30B)+Sof(C31B)]=1 with esd of 0.0001
 Sof(C17A)=Sof(H17D)=Sof(H17E)=Sof(H17F)=Sof(C18A)=Sof(H18D)=Sof(H18E)=
 Sof(H18F)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(1)
 Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=
 Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=FVAR(1)
 Sof(F10)=Sof(F11)=Sof(F12)=Sof(F13)=Sof(F14)=Sof(F15)=Sof(F16)=Sof(F17)=
 Sof(F18)=Sof(O3)=Sof(C28)=Sof(C29)=Sof(C30)=Sof(C31)=FVAR(2)
 Sof(F28)=Sof(F29)=Sof(F30)=Sof(F31)=Sof(F32)=Sof(F33)=Sof(F34)=Sof(F35)=
 Sof(F36)=Sof(O5)=Sof(C36)=Sof(C37)=Sof(C38)=Sof(C39)=FVAR(3)
 Sof(F28A)=Sof(F29A)=Sof(F30A)=Sof(F31A)=Sof(F32A)=Sof(F33A)=Sof(F34A)=
 Sof(F35A)=Sof(F36A)=Sof(O5A)=Sof(C36A)=Sof(C37A)=Sof(C38A)=Sof(C39A)=FVAR(4)
 Sof(F40B)=Sof(F41B)=Sof(F42B)=Sof(F43B)=Sof(F44B)=Sof(F45B)=Sof(F46B)=
 Sof(F47B)=Sof(F48B)=Sof(O5B)=Sof(C36B)=Sof(C37B)=Sof(C38B)=Sof(C39B)=FVAR(5)
 Sof(F10A)=Sof(F11A)=Sof(F12A)=Sof(F13A)=Sof(F14A)=Sof(F15A)=Sof(F16A)=
 Sof(F17A)=Sof(F18A)=Sof(O3A)=Sof(C28A)=Sof(C29A)=Sof(C30A)=Sof(C31A)=FVAR(6)
 Sof(F10B)=Sof(F11B)=Sof(F12B)=Sof(F13B)=Sof(F14B)=Sof(F15B)=Sof(F16B)=
 Sof(F17B)=Sof(F18B)=Sof(O3B)=Sof(C28B)=Sof(C29B)=Sof(C30B)=Sof(C31B)=FVAR(7)
 Fixed Uiso: F15A(0.05) F34A(0.089) F48B(0.11449)
5.a Ternary CH refined with riding coordinates:
 C10(H10), C13(H13)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C8(H8), C9(H9)
5.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C14(H14A,H14B,
 H14C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C), C17A(H17D,H17E,H17F),
 C18(H18A,H18B,H18C), C18A(H18D,H18E,H18F), C19(H19A,H19B,H19C), C19A(H19D,H19E,
 H19F), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C), C23(H23A,H23B,H23C)
;
_shelx_res_checksum              15921
_shelx_fab_checksum              42531
_olex2_submission_special_instructions 'No special instructions were received'