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_7119764
_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         'C49 H41 O P3, 2(C6 H5 F), 2(C F3 O3 S)'
_chemical_formula_sum            'C63 H51 F8 O7 P3 S2'
_chemical_formula_weight         1229.06
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2016-08-29
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-11-15 deposited with the CCDC.
2017-02-10 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.4701(4)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   19.27568(7)
_cell_length_b                   19.40125(7)
_cell_length_c                   30.87590(13)
_cell_measurement_reflns_used    75292
_cell_measurement_temperature    100.0(2)
_cell_measurement_theta_max      76.4040
_cell_measurement_theta_min      2.6980
_cell_volume                     11354.48(8)
_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 1.000
_diffrn_measured_fraction_theta_max 0.993
_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    -94.00  -2.00   0.50    2.50    --  -38.50 125.00  30.00  184
  2  \w   -109.00 -12.00   0.50    2.50    --  -38.50 -57.00  30.00  194
  3  \w   -111.00 -16.00   0.50    2.50    --  -38.50 -38.00 120.00  190
  4  \w     23.00  98.00   0.50    2.50    --   42.75-125.00-180.00  150
  5  \w     39.00 121.00   0.50   10.00    --  111.00-125.00-120.00  164
  6  \w     87.00 178.00   0.50   10.00    --  111.00  30.00 120.00  182
  7  \w     41.00 139.00   0.50   10.00    --  111.00 -61.00-180.00  196
  8  \w     87.00 178.00   0.50   10.00    --  111.00  45.00-150.00  182
  9  \w     36.00 135.00   0.50   10.00    --  111.00 -30.00   0.00  198
 10  \w     87.00 178.00   0.50   10.00    --  111.00  45.00 -30.00  182
 11  \w     39.00 121.00   0.50   10.00    --  111.00-125.00-180.00  164
 12  \w     39.00 121.00   0.50   10.00    --  111.00-125.00  90.00  164
 13  \w     94.00 178.00   0.50   10.00    --  111.00 125.00  90.00  168
 14  \w     41.00 139.00   0.50   10.00    --  111.00 -61.00  30.00  196
 15  \w     41.00 139.00   0.50   10.00    --  111.00 -61.00   0.00  196
 16  \w     37.00 142.00   0.50   10.00    --  111.00 -77.00 120.00  210
 17  \w     87.00 178.00   0.50   10.00    --  111.00  45.00-180.00  182
 18  \w   -109.00 -12.00   0.50    2.50    --  -38.50 -57.00 -90.00  194
 19  \w    -27.00  30.00   0.50    2.50    --   42.75 -57.00-120.00  114
;
_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      -0.0539249000
_diffrn_orient_matrix_UB_12      0.0113249000
_diffrn_orient_matrix_UB_13      -0.0427596000
_diffrn_orient_matrix_UB_21      0.0608027000
_diffrn_orient_matrix_UB_22      0.0125452000
_diffrn_orient_matrix_UB_23      -0.0252750000
_diffrn_orient_matrix_UB_31      0.0019210000
_diffrn_orient_matrix_UB_32      -0.0775909000
_diffrn_orient_matrix_UB_33      -0.0102914000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0204
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            122272
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.628
_diffrn_reflns_theta_min         2.514
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.352
_exptl_absorpt_correction_T_max  0.894
_exptl_absorpt_correction_T_min  0.602
_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            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.438
_exptl_crystal_description       block
_exptl_crystal_F_000             5072
_exptl_crystal_size_max          0.315
_exptl_crystal_size_mid          0.192
_exptl_crystal_size_min          0.051
_refine_diff_density_max         1.164
_refine_diff_density_min         -0.517
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1542
_refine_ls_number_reflns         23737
_refine_ls_number_restraints     30
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0379
_refine_ls_R_factor_gt           0.0368
_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^)+(0.0596P)^2^+7.3572P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1034
_refine_ls_wR_factor_ref         0.1044
_reflns_Friedel_coverage         0.000
_reflns_number_gt                22830
_reflns_number_total             23737
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7cc00982h2.cif
_cod_data_source_block           7OTf2
_cod_database_code               7119764
_chemical_oxdiff_formula         'C504 H408 F64 O56 P24 S16 '
_chemical_oxdiff_usercomment     'MY695, PhF'
_reflns_odcompleteness_completeness 99.99
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C57A-C52A \\sim C56A-C57A \\sim C56A-C55A \\sim C55A-C54A \\sim C54A-C53A
\\sim C53A-C52A
 with sigma of 0.01
3. Same fragment restrains
{C62C, C58C, C60C, F8C, C59C, C61C, C63C} sigma for 1-2: 0.002, 1-3: 0.002
as
{C62B, C58B, C60B, F8B, C59B, C61B, C63B}
4. Others
 Sof(H58A)=Sof(F8D)=1-FVAR(1)
 Sof(H59A)=Sof(F8A)=FVAR(1)
 Sof(C62C)=Sof(H62C)=Sof(C58C)=Sof(C60C)=Sof(H60C)=Sof(F8C)=Sof(C59C)=
 Sof(H59C)=Sof(C61C)=Sof(H61C)=Sof(C63C)=Sof(H63C)=1-FVAR(2)
 Sof(C62B)=Sof(H62B)=Sof(C58B)=Sof(C60B)=Sof(H60B)=Sof(F8B)=Sof(C59B)=
 Sof(H59B)=Sof(C61B)=Sof(H61B)=Sof(C63B)=Sof(H63B)=FVAR(2)
5.a Aromatic/amide H refined with riding coordinates:
 C3A(H3A), C4A(H4A), C5A(H5A), C6A(H6A), C7A(H7A), C9A(H9A), C10A(H10A),
 C11A(H11A), C12A(H12A), C13A(H13A), C15A(H15A), C16A(H16A), C17A(H17A),
 C18A(H18A), C19A(H19A), C21A(H21A), C22A(H22A), C23A(H23A), C24A(H24A),
 C25A(H25A), C27A(H27A), C28A(H28A), C29A(H29A), C30A(H30A), C31A(H31A),
 C33A(H33A), C34A(H34A), C35A(H35A), C36A(H36A), C37A(H37A), C39A(H39A),
 C40A(H40A), C41A(H41A), C42A(H42A), C43A(H43A), C45A(H45A), C46A(H46A),
 C47A(H47A), C48A(H48A), C49A(H49A), C58A(H58A), C59A(H59A), C60A(H60A),
 C61A(H61A), C62A(H62A), C63A(H63A), C53A(H53A), C54A(H54A), C55A(H55A),
 C56A(H56A), C57A(H57A), C62B(H62B), C60B(H60B), C59B(H59B), C61B(H61B),
 C63B(H63B), C62C(H62C), C60C(H60C), C59C(H59C), C61C(H61C), C63C(H63C),
 C3B(H3B), C4B(H4B), C5B(H5B), C6B(H6B), C7B(H7B), C9B(H9B), C10B(H10B),
 C11B(H11B), C12B(H12B), C13B(H13B), C15B(H15B), C16B(H16B), C17B(H17B),
 C18B(H18B), C19B(H19B), C21B(H21B), C22B(H22B), C23B(H23B), C24B(H24B),
 C25B(H25B), C27B(H27B), C28B(H28B), C29B(H29B), C30B(H30B), C31B(H31B),
 C33B(H33B), C34B(H34B), C35B(H35B), C36B(H36B), C37B(H37B), C39B(H39B),
 C40B(H40B), C41B(H41B), C42B(H42B), C43B(H43B), C45B(H45B), C46B(H46B),
 C47B(H47B), C48B(H48B), C49B(H49B), C53B(H53B), C54B(H54B), C55B(H55B),
 C56B(H56B), C57B(H57B)
;
_shelx_res_checksum              57258
_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 1.755
_oxdiff_exptl_absorpt_empirical_full_min 0.728