Carbene complexes of phosphorus(v) fluorides substituted with perfluoroalkyl-groups synthesized by oxidative addition. Cleavage of the complexes reveals a new synthetic protocol for ionic liquids.
Böttcher, Tobias; Steinhauer, Simon; Allefeld, Nadine; Hoge, Berthold; Neumann, Beate; Stammler, Hans Georg; Bassil, Bassem S.; Winter, Martin; Mitzel, Norbert W.; Röschenthaler, Gerd-Volker; Dalton transactions (Cambridge, England : 2003) 43 (2014) 2979–2987; doi:10.1039/c3dt53043d

data_7028425
_publ_section_title
;
 Carbene complexes of phosphorus(v) fluorides substituted with
 perfluoroalkyl-groups synthesized by oxidative addition. Cleavage of the
 complexes reveals a new synthetic protocol for ionic liquids.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2979
_journal_page_last               2987
_journal_paper_doi               10.1039/c3dt53043d
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C7 H10 F9 N2 P'
_chemical_formula_sum            'C7 H10 F9 N2 P'
_chemical_formula_weight         324.14
_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     direct
_audit_creation_date             2013-09-11
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_cell_angle_alpha                87.6528(16)
_cell_angle_beta                 70.535(2)
_cell_angle_gamma                87.9102(17)
_cell_formula_units_Z            4
_cell_length_a                   8.6479(2)
_cell_length_b                   10.9687(2)
_cell_length_c                   12.7240(3)
_cell_measurement_reflns_used    27829
_cell_measurement_temperature    99.95(16)
_cell_measurement_theta_max      32.6190
_cell_measurement_theta_min      3.4160
_cell_volume                     1136.68(5)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      99.95(16)
_diffrn_detector_area_resol_mean 5.3114
_diffrn_measured_fraction_theta_full 0.9988
_diffrn_measured_fraction_theta_max 0.9484
_diffrn_measurement_details
;
  1 omega   43.00   71.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854 -124.0000   29.3986 28

  2 omega    6.00   66.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854 -116.0000  -64.0196 60

  3 omega    2.00   87.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854   38.0000  150.0000 85

  4 omega  -11.00   83.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854   77.0000 -120.0000 94

  5 omega    9.00   84.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854   57.0000   30.0000 75

  6 omega  -20.00   56.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854  -99.0000   90.0000 76

  7 omega  -48.00   37.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854  -38.0000  -30.0000 85

  8 omega  -45.00   -8.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854  -38.0000 -150.0000 37

  9 omega    9.00   88.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854   38.0000    0.0000 79

 10 omega    0.00   70.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854 -122.0000 -160.5978 70

 11 omega -101.00  -55.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3917  178.0000  120.0000 46

 12 omega -101.00  -55.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3917  178.0000    0.0000 46

 13 omega   -8.00   86.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854   57.0000   90.0000 94

 14 omega   -8.00   86.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854   57.0000 -150.0000 94

 15 omega   -5.00   87.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854   47.0000  -47.0000 92

 16 omega   35.00  101.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854  178.0000  -30.0000 66

 17 omega   35.00  101.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854  178.0000   90.0000 66

 18 omega  -51.00   43.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854  -57.0000  120.0000 94

 19 omega  -74.00  -27.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3917  130.0000  145.2721 47

 20 omega  -87.00    4.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3917  -38.0000  -30.0000 91

 21 omega  -42.00   52.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -      -16.3917   57.0000  -60.0000 94

 22 omega  -20.00    9.00   1.0000   20.0000
omega____ theta____ kappa____ phi______ frames
    -       17.4854  -99.0000   60.0000 29
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0200285000
_diffrn_orient_matrix_UB_12      -0.0612290000
_diffrn_orient_matrix_UB_13      0.0180427000
_diffrn_orient_matrix_UB_21      0.0571707000
_diffrn_orient_matrix_UB_22      -0.0008801000
_diffrn_orient_matrix_UB_23      0.0291086000
_diffrn_orient_matrix_UB_31      -0.0624692000
_diffrn_orient_matrix_UB_32      0.0210098000
_diffrn_orient_matrix_UB_33      0.0482293000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0304
_diffrn_reflns_av_unetI/netI     0.0156
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            53254
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.999
_diffrn_reflns_theta_min         3.079
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_max  1.718
_exptl_absorpt_correction_T_min  0.930
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.894
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             648
_exptl_crystal_size_max          0.4038
_exptl_crystal_size_mid          0.1278
_exptl_crystal_size_min          0.1116
_refine_diff_density_max         0.500
_refine_diff_density_min         -0.271
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     347
_refine_ls_number_reflns         6614
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.065
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0276
_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^)+(0.0389P)^2^+0.4494P]
 where P=(Fo^2^+2Fc^2^)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0773
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6011
_reflns_number_total             6614
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c3dt53043d.txt
_cod_data_source_block           compound6a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1136.68(4)
_cod_database_code               7028425
_chemical_oxdiff_formula         'C7 H10 F9 N2 P '
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     30.01
_shelx_hkl_checksum              27689
_shelx_res_checksum              68405
_shelxl_version_number           2013-2