#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:47:46 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179990 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/84/7028421.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7028421
loop_
_publ_author_name
'Böttcher, Tobias'
'Steinhauer, Simon'
'Allefeld, Nadine'
'Hoge, Berthold'
'Neumann, Beate'
'Stammler, Hans Georg'
'Bassil, Bassem S.'
'Winter, Martin'
'Mitzel, Norbert W.'
'Röschenthaler, Gerd-Volker'
_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         'C5 H10 F2 N2'
_chemical_formula_sum            'C5 H10 F2 N2'
_chemical_formula_weight         136.15
_chemical_name_systematic        ?
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.922(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.2799(8)
_cell_length_b                   6.1220(5)
_cell_length_c                   10.4446(5)
_cell_measurement_reflns_used    3937
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.034
_cell_measurement_theta_min      2.910
_cell_volume                     652.52(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect, Bruker AXS, 2004'
_computing_data_reduction
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL-PLUS (1990)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.029
_diffrn_reflns_av_sigmaI/netI    0.0217
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3850
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         3.99
_exptl_absorpt_coefficient_mu    0.126
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_correction_T_min  0.9691
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Denzo and Scalepack (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'in situ in a capillary'
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.297
_refine_diff_density_min         -0.231
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       0.021(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     63
_refine_ls_number_reflns         946
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0336
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0469P)²+0.3079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0886
_refine_ls_wR_factor_ref         0.0943
_reflns_number_gt                828
_reflns_number_total             946
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt53043d.txt
_cod_data_source_block           compound1a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7028421
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
F1 F -0.03501(6) 0.28641(10) 0.34241(6) 0.0271(2) Uani 1 1 d .
N1 N 0.10626(8) 0.56700(13) 0.29489(8) 0.0213(2) Uani 1 1 d .
C1 C 0.0000 0.4329(2) 0.2500 0.0204(3) Uani 1 2 d S
C2 C 0.05508(10) 0.78942(15) 0.30537(9) 0.0233(2) Uani 1 1 d .
C3 C 0.19784(10) 0.48526(18) 0.40160(10) 0.0268(2) Uani 1 1 d .
H2A H 0.1234(12) 0.896(2) 0.2967(12) 0.025(3) Uiso 1 1 d .
H2B H 0.0209(13) 0.814(2) 0.3890(13) 0.026(3) Uiso 1 1 d .
H3A H 0.1621(13) 0.483(2) 0.4830(13) 0.029(3) Uiso 1 1 d .
H3B H 0.2249(15) 0.338(2) 0.3810(13) 0.034(3) Uiso 1 1 d .
H3C H 0.2757(15) 0.578(3) 0.4106(13) 0.038(4) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
F1 0.0308(4) 0.0205(3) 0.0311(4) 0.0061(2) 0.0078(2) -0.0029(2)
N1 0.0223(4) 0.0171(4) 0.0247(4) 0.0012(3) 0.0029(3) -0.0003(3)
C1 0.0238(6) 0.0157(5) 0.0228(6) 0.000 0.0071(5) 0.000
C2 0.0283(5) 0.0162(4) 0.0251(5) -0.0008(3) 0.0027(4) -0.0012(3)
C3 0.0247(5) 0.0280(5) 0.0271(5) 0.0030(4) 0.0013(4) 0.0017(4)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 N1 C3 117.40(8) . .
C1 N1 C2 107.23(7) . .
C3 N1 C2 117.73(8) . .
F1 C1 F1 100.06(10) 2 .
F1 C1 N1 110.62(4) 2 .
F1 C1 N1 113.61(4) . .
F1 C1 N1 113.61(4) 2 2
F1 C1 N1 110.62(4) . 2
N1 C1 N1 108.28(11) . 2
N1 C2 C2 100.62(5) . 2
N1 C2 H2A 110.3(8) . .
C2 C2 H2A 114.2(7) 2 .
N1 C2 H2B 112.0(8) . .
C2 C2 H2B 111.1(8) 2 .
H2A C2 H2B 108.5(10) . .
N1 C3 H3A 113.5(8) . .
N1 C3 H3B 108.9(8) . .
H3A C3 H3B 109.2(11) . .
N1 C3 H3C 108.6(9) . .
H3A C3 H3C 108.6(12) . .
H3B C3 H3C 107.9(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C1 1.3962(10) .
N1 C1 1.4012(11) .
N1 C3 1.4581(12) .
N1 C2 1.4686(12) .
C1 F1 1.3962(10) 2
C1 N1 1.4012(11) 2
C2 C2 1.5181(19) 2
C2 H2A 0.972(13) .
C2 H2B 0.992(13) .
C3 H3A 0.966(14) .
C3 H3B 0.974(15) .
C3 H3C 0.978(16) .
