Air- and water-stable Lewis acids: synthesis and reactivity of P-trifluoromethyl electrophilic phosphonium cations.
Fasano, V.; LaFortune, J. H. W.; Bayne, J. M.; Ingleson, M. J.; Stephan, D. W.; Chemical communications (Cambridge, England) 54 (2018) 662–665; doi:10.1039/c7cc09128a

data_7121037
_publ_section_title
;
 Air- and water-stable Lewis acids: synthesis and reactivity of
 P-trifluoromethyl electrophilic phosphonium cations.
;
_journal_issue                   6
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              662
_journal_page_last               665
_journal_paper_doi               10.1039/c7cc09128a
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C14 H13 F3 P, C F3 O3 S'
_chemical_formula_sum            'C15 H13 F6 O3 P S'
_chemical_formula_weight         418.28
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-11-14
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_audit_update_record
;
2017-11-17 deposited with the CCDC.
2017-12-18 downloaded from the CCDC.
;
_cell_angle_alpha                81.712(4)
_cell_angle_beta                 76.486(4)
_cell_angle_gamma                89.978(4)
_cell_formula_units_Z            4
_cell_length_a                   11.4013(6)
_cell_length_b                   11.4161(6)
_cell_length_c                   13.9435(7)
_cell_measurement_reflns_used    17513
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      74.7620
_cell_measurement_theta_min      3.2440
_cell_volume                     1745.14(16)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     52.89 238.89   2.00   20.00    --   82.68  73.87  64.21   93
  2  \w     83.89 267.89   2.00   20.00    --  112.68  73.87-175.79   92
  3  \w    -68.18 117.82   2.00   10.00    --  -39.39  73.87 -25.79   93
  4  \w     83.89 267.89   2.00   20.00    --  112.68  73.87 -55.79   92
  5  \w     83.89 267.89   2.00   20.00    --  112.68  73.87 124.21   92
  6  \w     83.89 267.89   2.00   20.00    --  112.68  73.87-115.79   92
  7  \w   -105.44  80.56   2.00   20.00    --  -75.65  73.87-161.62   93
  8  \w     83.89 267.89   2.00   20.00    --  112.68  73.87   4.21   92
  9  \w   -106.24  79.76   2.00   20.00    --  -76.45  73.87 116.19   93
 10  \w     83.89 267.89   2.00   20.00    --  112.68  73.87  64.21   92
 11  \f    -25.79 334.10   2.00   10.00 -72.95 -43.16  73.87    --   180
 12  \w     83.89 269.89   2.00   20.00    --  112.68  73.87 -25.79   93
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0942385000
_diffrn_orient_matrix_UB_12      0.0877583000
_diffrn_orient_matrix_UB_13      0.0418491000
_diffrn_orient_matrix_UB_21      0.0967500000
_diffrn_orient_matrix_UB_22      0.1011816000
_diffrn_orient_matrix_UB_23      -0.0330229000
_diffrn_orient_matrix_UB_31      -0.0330771000
_diffrn_orient_matrix_UB_32      0.0260766000
_diffrn_orient_matrix_UB_33      -0.1017852000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0164
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            18932
_diffrn_reflns_point_group_measured_fraction_full 0.972
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.811
_diffrn_reflns_theta_min         3.296
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.233
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74961
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_preparation       Dichloromethane-hexane
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.352
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     499
_refine_ls_number_reflns         6797
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0327
_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^)+(0.0480P)^2^+0.8130P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0865
_refine_ls_wR_factor_ref         0.0874
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6530
_reflns_number_total             6797
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc09128a2.cif
_cod_data_source_block           xmji83
_cod_depositor_comments
'Adding full bibliography for 7121036--7121038.cif.'
_cod_database_code               7121037
_shelxl_version_number           2014/6
_chemical_oxdiff_formula         'C15 H13 P1 F6 S1 O3'
_reflns_odcompleteness_completeness 94.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.64
_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. Others
 Sof(F0AA)=Sof(F00R)=Sof(F00M)=1-FVAR(1)
 Sof(F00E)=Sof(F00L)=Sof(F00Q)=FVAR(1)
3.a Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00O(H00O), C00P(H00P), C00T(H00T), C00U(H00U), C00V(H00V),
 C00W(H00W), C00X(H00X), C00Z(H00Z), C010(H010), C011(H011), C012(H012),
 C013(H013), C014(H014), C017(H017), C019(H019), C01C(H01C), C01D(H01e),
 C01E(H01f), C01F(H01g)
3.b Idealised Me refined as rotating group:
 C00Y(H00a,H00b,H00c), C01B(H01a,H01b,H01d)
;
_shelx_res_checksum              81513
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.527
_oxdiff_exptl_absorpt_empirical_full_min 0.634