Carbodiphosphorane mediated synthesis of a triflyloxyphosphonium dication and its reactivity towards nucleophiles.
Yogendra, S.; Hennersdorf, F.; Bauzá, A; Frontera, A.; Fischer, R.; Weigand, J. J.; Chemical communications (Cambridge, England) 53 (2017) 2954–2957; doi:10.1039/c7cc00982h

data_7119767
_publ_section_title
;
 Carbodiphosphorane mediated synthesis of a triflyloxyphosphonium dication
 and its reactivity towards nucleophiles.
;
_journal_issue                   20
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2954
_journal_page_last               2957
_journal_paper_doi               10.1039/c7cc00982h
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C8 H10 F3 N2 O2 S, C F3 O3 S'
_chemical_formula_sum            'C9 H10 F6 N2 O5 S2'
_chemical_formula_weight         404.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2016-11-20
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-11-21 deposited with the CCDC.
2017-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 108.008(2)
_cell_angle_gamma                90
_cell_formula_units_Z            24
_cell_length_a                   23.6628(5)
_cell_length_b                   10.00738(16)
_cell_length_c                   40.5816(8)
_cell_measurement_reflns_used    13420
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.3430
_cell_measurement_theta_min      3.8800
_cell_volume                     9139.1(3)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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_environment      N~2~
_diffrn_ambient_temperature      100.0(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2850
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_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    -61.00 -28.00   0.50    3.00    --  -38.50 -57.00-120.00   66
  2  \w   -111.00 -16.00   0.50    3.00    --  -38.50 -38.00-180.00  190
  3  \w     24.00  90.00   0.50    3.00    --   42.75-125.00  30.00  132
  4  \w     77.00 118.00   0.50   12.00    --  111.00-125.00 120.00   82
  5  \w     54.00 100.00   0.50   12.00    --  111.00 -94.00 120.00   92
  6  \w     38.00 116.00   0.50   12.00    --  111.00 -30.00  30.00  156
  7  \w     70.00 134.00   0.50   12.00    --  111.00 -45.00 -30.00  128
  8  \w    121.00 173.00   0.50   12.00    --  111.00  30.00 -30.00  104
  9  \w    132.00 159.00   0.50   12.00    --  111.00  77.00  30.00   54
 10  \w    105.00 131.00   0.50   12.00    --  111.00  77.00  30.00   52
 11  \w    103.00 141.00   0.50   12.00    --  111.00 125.00 120.00   76
 12  \w     40.00 135.00   0.50   12.00    --  111.00 -45.00-150.00  190
 13  \w     80.00 119.00   0.50   12.00    --  111.00-125.00-120.00   78
 14  \w     43.00  98.00   0.50   12.00    --  111.00-125.00-150.00  110
 15  \w     30.00  91.00   0.50   12.00    --  111.00 -94.00  30.00  122
 16  \w    -93.00 -56.00   0.50    3.00    --  -38.50 125.00-180.00   74
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0470226000
_diffrn_orient_matrix_UB_12      0.0010465000
_diffrn_orient_matrix_UB_13      -0.0191369000
_diffrn_orient_matrix_UB_21      -0.0133839000
_diffrn_orient_matrix_UB_22      -0.1480382000
_diffrn_orient_matrix_UB_23      -0.0096724000
_diffrn_orient_matrix_UB_31      -0.0479880000
_diffrn_orient_matrix_UB_32      0.0416931000
_diffrn_orient_matrix_UB_33      -0.0336917000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_av_unetI/netI     0.0386
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -51
_diffrn_reflns_number            23429
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.658
_diffrn_reflns_theta_min         3.888
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.099
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_correction_T_min  0.494
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
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    1.763
_exptl_crystal_description       needle
_exptl_crystal_F_000             4896
_exptl_crystal_size_max          0.268
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.039
_refine_diff_density_max         1.131
_refine_diff_density_min         -1.006
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     680
_refine_ls_number_reflns         9425
_refine_ls_number_restraints     17
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.0642
_refine_ls_R_factor_gt           0.0603
_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^)+(0.1059P)^2^+16.3115P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1674
_refine_ls_wR_factor_ref         0.1735
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8435
_reflns_number_total             9425
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc00982h2.cif
_cod_data_source_block           5OTfC
_cod_original_cell_volume        9139.0(3)
_cod_database_code               7119767
_chemical_oxdiff_formula         'C216 H240 F144 N48 O120 S48 '
_chemical_oxdiff_usercomment     MY241
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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. Uiso/Uaniso restraints and constraints
S2D \\sim F4D \\sim F5D \\sim F6D \\sim O5D \\sim C9D: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
3. Same fragment restrains
{S2C, F6C, F5C, F4C, O5C, C9C} sigma for 1-2: 0.02, 1-3: 0.02
as
{S2D, F4D, F5D, F6D, O5D, C9D}
4. Others
 Sof(S2D)=Sof(F4D)=Sof(F5D)=Sof(F6D)=Sof(O5D)=Sof(C9D)=1-FVAR(1)
 Sof(S2C)=Sof(F6C)=Sof(F5C)=Sof(F4C)=Sof(O5C)=Sof(C9C)=FVAR(1)
5.a Aromatic/amide H refined with riding coordinates:
 C1C(H1C), C2C(H2C), C4C(H4C), C5C(H5C), C1A(H1A), C2A(H2A), C4A(H4A),
 C5A(H5A), C1B(H1B), C2B(H2B), C4B(H4B), C5B(H5B)
5.b Idealised Me refined as rotating group:
 C6C(H6CB,H6CC,H6CA), C7C(H7CA,H7CB,H7CC), C6A(H6AA,H6AB,H6AC), C7A(H7AB,H7AC,
 H7AA), C6B(H6BA,H6BB,H6BC), C7B(H7BA,H7BB,H7BC)
;
_shelx_res_checksum              51825
_shelx_shelxl_version_number     2014/7
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.652
_oxdiff_exptl_absorpt_empirical_full_min 0.504