#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:54:14 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179268 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/88/4318808.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_4318808
loop_
_publ_author_name
'Alexander A. Kolomeitsev'
'German Bissky'
'Jan Barten'
'Natalya Kalinovich'
'Enno Lork'
'Gerd-Volker Röschenthaler'
_publ_section_title
;
 Hexaalkylguanidinium and 2-(Dialkylamino)-1,3-dimethylimidazolinium
 Trimethyldifluorosiliconates and Perfluoroalkoxides. Accidental Isolation
 and Molecular Structure of [C(NMe2)3]+F-.6CH2Cl2
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6118
_journal_page_last               6124
_journal_paper_doi               10.1021/ic020081v
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C13 H30 Cl12 F N3'
_chemical_formula_weight         672.80
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           148
_symmetry_cell_setting           rhombohedral
_symmetry_space_group_name_Hall  '-R 3'
_symmetry_space_group_name_H-M   'R -3 :H'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            3
_cell_length_a                   14.2585(8)
_cell_length_b                   14.2585(8)
_cell_length_c                   13.0166(8)
_cell_measurement_reflns_used    58
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      12.16
_cell_measurement_theta_min      4.64
_cell_volume                     2291.8(2)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_av_sigmaI/netI    0.0339
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       1
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       1
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            1537
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.86
_diffrn_standards_decay_%        'random variation +/-2.0'
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.101
_exptl_absorpt_correction_T_max  0.6670
_exptl_absorpt_correction_T_min  0.6089
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1026
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       0.0005(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     71
_refine_ls_number_reflns         1140
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0562
_refine_ls_R_factor_gt           0.0411
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0344P)²+4.3101P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0954
_refine_ls_wR_factor_ref         0.1035
_reflns_number_gt                897
_reflns_number_total             1140
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic020081v_2.cif
_cod_data_source_block           gb9b
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Rhombohedral' changed to
'rhombohedral' according to the built-in table from CIF Core
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

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_sg_symbol_H-M      'R -3'
_cod_database_code               4318808
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
F1 F 0.3333 0.6667 0.6667 0.0398(7) Uani 1 6 d S . .
C1 C 0.3333 0.6667 0.1667 0.0249(9) Uani 1 6 d S . .
N1 N 0.3032(3) 0.7418(3) 0.1676(3) 0.0303(7) Uani 0.50 1 d P . .
C2 C 0.3796(3) 0.8499(2) 0.2178(2) 0.0511(7) Uani 1 1 d . . .
H20 H 0.331(3) 0.842(3) 0.260(3) 0.066(10) Uiso 1 1 d . . .
H21 H 0.392(2) 0.900(3) 0.167(2) 0.059(9) Uiso 1 1 d . . .
H22 H 0.435(3) 0.868(3) 0.263(3) 0.082(11) Uiso 1 1 d . . .
C3 C 0.1481(2) 0.6323(2) 0.5360(2) 0.0472(6) Uani 1 1 d . . .
H31 H 0.205(2) 0.641(2) 0.576(2) 0.046(7) Uiso 1 1 d . . .
H32 H 0.106(3) 0.561(3) 0.505(2) 0.064(9) Uiso 1 1 d . . .
Cl1 Cl 0.05562(6) 0.64601(7) 0.61573(6) 0.0647(3) Uani 1 1 d . . .
Cl2 Cl 0.19683(7) 0.73220(7) 0.43829(6) 0.0661(3) Uani 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 0.0316(10) 0.0316(10) 0.0560(19) 0.000 0.000 0.0158(5)
C1 0.0264(14) 0.0264(14) 0.022(2) 0.000 0.000 0.0132(7)
N1 0.0283(17) 0.0299(17) 0.0331(16) -0.0034(14) -0.0061(14) 0.0148(14)
C2 0.073(2) 0.0330(13) 0.0486(15) -0.0109(11) -0.0027(15) 0.0269(13)
C3 0.0353(13) 0.0444(14) 0.0607(16) -0.0007(12) -0.0028(11) 0.0191(11)
Cl1 0.0468(4) 0.0689(5) 0.0804(5) 0.0224(4) 0.0229(3) 0.0304(4)
Cl2 0.0711(5) 0.0754(5) 0.0478(4) 0.0059(3) 0.0099(3) 0.0338(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'
N N 0.0061 0.0033 '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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
N1 C1 N1 180.0(3) 13_565 . ?
N1 C1 N1 60.008(6) 13_565 2_665 ?
N1 C1 N1 119.992(6) . 2_665 ?
N1 C1 N1 60.009(5) 13_565 3_565 ?
N1 C1 N1 119.992(6) . 3_565 ?
N1 C1 N1 119.992(5) 2_665 3_565 ?
N1 C1 N1 119.995(6) 13_565 14_455 ?
N1 C1 N1 60.006(6) . 14_455 ?
N1 C1 N1 179.997(1) 2_665 14_455 ?
N1 C1 N1 60.011(5) 3_565 14_455 ?
N1 C1 N1 119.993(6) 13_565 15 ?
N1 C1 N1 60.006(6) . 15 ?
N1 C1 N1 60.010(6) 2_665 15 ?
N1 C1 N1 180.0 3_565 15 ?
N1 C1 N1 119.987(5) 14_455 15 ?
C1 N1 N1 59.998(3) . 14_455 ?
C1 N1 N1 59.998(3) . 15 ?
N1 N1 N1 119.972(19) 14_455 15 ?
C1 N1 C2 117.5(3) . . ?
N1 N1 C2 64.0(3) 14_455 . ?
N1 N1 C2 155.6(4) 15 . ?
C1 N1 C2 117.2(3) . 15 ?
N1 N1 C2 152.5(4) 14_455 15 ?
N1 N1 C2 63.8(3) 15 15 ?
C2 N1 C2 125.3(3) . 15 ?
N1 C2 N1 52.2(2) . 14_455 ?
Cl1 C3 Cl2 110.36(15) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.339(3) 13_565 ?
C1 N1 1.339(3) . ?
C1 N1 1.339(3) 2_665 ?
C1 N1 1.339(3) 3_565 ?
C1 N1 1.339(3) 14_455 ?
C1 N1 1.339(3) 15 ?
N1 N1 1.339(3) 14_455 ?
N1 N1 1.339(3) 15 ?
N1 C2 1.521(4) . ?
N1 C2 1.524(4) 15 ?
C2 N1 1.524(4) 14_455 ?
C3 Cl1 1.764(3) . ?
C3 Cl2 1.772(3) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C3 H31 F1 0.92(3) 2.05(3) 2.969(3) 178(2) .
