Using frustrated Lewis pairs to explore C-F bond activation.
Briceno-Strocchia, Alvaro I; Johnstone, Timothy C.; Stephan, Douglas W.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 1319–1324; doi:10.1039/c9dt04588k

data_7703038
_publ_section_title
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 Using frustrated Lewis pairs to explore C-F bond activation.
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_journal_issue                   4
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1319
_journal_page_last               1324
_journal_paper_doi               10.1039/c9dt04588k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C17 H26 F2 N4 O P, C18 H15 B F, C5 H6.64'
_chemical_formula_sum            'C40 H53 B F3 N4 O P'
_chemical_formula_weight         704.64
_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   geom
_audit_creation_date             2019-10-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-11-29 deposited with the CCDC.	2019-12-20 downloaded from the CCDC.
;
_cell_angle_alpha                98.024(3)
_cell_angle_beta                 90.220(3)
_cell_angle_gamma                119.185(2)
_cell_formula_units_Z            2
_cell_length_a                   10.5556(6)
_cell_length_b                   10.6686(5)
_cell_length_c                   18.9054(10)
_cell_measurement_reflns_used    7285
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      24.44
_cell_measurement_theta_min      2.41
_cell_volume                     1834.15(17)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_diffrn_ambient_temperature      150.15
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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  0.0329
_diffrn_reflns_av_unetI/netI     0.0394
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            23854
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.026
_diffrn_reflns_theta_max         25.026
_diffrn_reflns_theta_min         2.980
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.128
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.7000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.0524 before and 0.0419 after correction.
The Ratio of minimum to maximum transmission is 0.9393.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_description       shard/block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.334
_refine_diff_density_min         -0.276
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     502
_refine_ls_number_reflns         6431
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0752
_refine_ls_R_factor_gt           0.0517
_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^)+(0.0763P)^2^+0.9225P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1455
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4845
_reflns_number_total             6431
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt04588k2.cif
_cod_data_source_block           pret_a
_cod_depositor_comments
'Adding full bibliography for 7703037--7703039.cif.'
_cod_database_code               7703038
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.994
_shelx_estimated_absorpt_t_min   0.979
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Restrained distances
 C2S-C3SA \\sim C2S-C3SB
 with sigma of 0.02
 C3SA-C4SA \\sim C3SB-C4SB
 with sigma of 0.02
 C5S-C4SA \\sim C5S-C4SB
 with sigma of 0.02
 C1S-C3SA \\sim C1S-C3SB
 with sigma of 0.04
 C2S-C4SA \\sim C2S-C4SB
 with sigma of 0.04
 C5S-C3SA \\sim C5S-C3SB
 with sigma of 0.04
3. Others
 Sof(H10F)=Sof(H10G)=Sof(H20F)=Sof(H20G)=Sof(H30F)=Sof(H30G)=Sof(C1B)=
 Sof(H1BA)=Sof(H1BB)=Sof(C3B)=Sof(H3BA)=Sof(H3BB)=Sof(C2B)=Sof(H2BA)=Sof(H2BB)=
 1-FVAR(1)
 Sof(H10D)=Sof(H10E)=Sof(H20D)=Sof(H20E)=Sof(H30D)=Sof(H30E)=Sof(C103)=
 Sof(H10H)=Sof(H10I)=Sof(C203)=Sof(H20H)=Sof(H20I)=Sof(C303)=Sof(H30H)=
 Sof(H30I)=FVAR(1)
 Sof(H5SD)=Sof(H5SE)=Sof(H5SF)=Sof(C3SB)=Sof(H3SB)=Sof(C4SB)=Sof(H4SC)=
 Sof(H4SD)=1-FVAR(2)
 Sof(H2S)=Sof(H5SA)=Sof(H5SB)=Sof(H5SC)=Sof(C3SA)=Sof(H3SA)=Sof(C4SA)=
 Sof(H4SA)=Sof(H4SB)=FVAR(2)
4.a Secondary CH2 refined with riding coordinates:
 C102(H10D,H10E), C102(H10F,H10G), C202(H20D,H20E), C202(H20F,H20G), C302(H30D,
 H30E), C302(H30F,H30G), C103(H10H,H10I), C203(H20H,H20I), C303(H30H,H30I),
 C1B(H1BA,H1BB), C3B(H3BA,H3BB), C2B(H2BA,H2BB), C4SA(H4SA,H4SB), C4SB(H4SC,
 H4SD)
4.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C8(H8), C12(H12), C13(H13), C14(H14),
 C15(H15), C16(H16), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C32(H32),
  C33(H33), C34(H34), C35(H35), C36(H36), C2S(H2S), C3SA(H3SA), C3SB(H3SB)
4.c Idealised Me refined as rotating group:
 C101(H10A,H10B,H10C), C201(H20A,H20B,H20C), C301(H30A,H30B,H30C), C5S(H5SA,
 H5SB,H5SC), C5S(H5SD,H5SE,H5SF)
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_shelx_res_checksum              9051
_olex2_submission_special_instructions 'No special instructions were received'