#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:04:43 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180464 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/33/7213324.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7213324
loop_
_publ_author_name
'Kolomeitsev, Alexander'
'Médebielle, Maurice'
'Kirsch, Peer'
'Lork, Enno'
'Röschenthaler, Gerd-Volker'
_publ_section_title
;
 Synthesis, structure and reactivity of a trifluoromethyl sulfide anionic
 salt stabilized with tetrakis(dimethylamino)ethylene dication (TDAE2+)
;
_journal_issue                   14
_journal_name_full
'Journal of the Chemical Society, Perkin Transactions 1'
_journal_page_first              2183
_journal_paper_doi               10.1039/b002252g
_journal_year                    2000
_chemical_formula_sum            'C12 H24 F6 N4 S2'
_chemical_formula_weight         402.47
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.3400(10)
_cell_length_b                   11.7810(10)
_cell_length_c                   22.0320(10)
_cell_measurement_reflns_used    82
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      12.662
_cell_measurement_theta_min      2.840
_cell_volume                     3722.1(4)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens XSCANS'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Siemens 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  0.0609
_diffrn_reflns_av_sigmaI/netI    0.0409
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12961
_diffrn_reflns_theta_full        20.00
_diffrn_reflns_theta_max         20.00
_diffrn_reflns_theta_min         2.84
_diffrn_standards_decay_%        'random variation +/-2.0'
_diffrn_standards_interval_count 197
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.345
_exptl_absorpt_correction_T_max  0.9036
_exptl_absorpt_correction_T_min  0.8744
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       0.0010(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    refU
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         1730
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0592
_refine_ls_R_factor_gt           0.0416
_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)+(0.0284P)²+6.2869P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0854
_refine_ls_wR_factor_ref         0.0933
_reflns_number_gt                1367
_reflns_number_total             1730
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b002252gsup1.cif
_cod_data_source_block           ak17
_cod_depositor_comments
;
The following automatic conversions were performed:
'_atom_site_symetry_multiplicity' tag replaced with
'_atom_site_symmetry_multiplicity'.

Automatic conversion script
Id: cif_correct_tags 1440 2010-10-19 06:21:57Z saulius 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7213324
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
C1 C 0.4256(3) 0.2705(4) 0.59681(18) 0.0219(11) Uani 1 1 d .
N1 N 0.3820(2) 0.3284(3) 0.55408(15) 0.0259(9) Uani 1 1 d .
C10 C 0.4202(3) 0.3483(4) 0.49253(18) 0.0373(13) Uani 1 1 d .
H10A H 0.4878 0.3368 0.4931 0.044(3) Uiso 1 1 calc R
H10B H 0.4063 0.4262 0.4799 0.044(3) Uiso 1 1 calc R
H10C H 0.3916 0.2949 0.4639 0.044(3) Uiso 1 1 calc R
C11 C 0.2901(3) 0.3809(4) 0.56394(19) 0.0338(12) Uani 1 1 d .
H11A H 0.2694 0.3658 0.6055 0.044(3) Uiso 1 1 calc R
H11B H 0.2451 0.3488 0.5352 0.044(3) Uiso 1 1 calc R
H11C H 0.2948 0.4630 0.5576 0.044(3) Uiso 1 1 calc R
N2 N 0.4924(2) 0.1967(3) 0.58928(14) 0.0254(9) Uani 1 1 d .
C20 C 0.5104(3) 0.1357(4) 0.53226(19) 0.0371(12) Uani 1 1 d .
H20A H 0.4542 0.1370 0.5070 0.044(3) Uiso 1 1 calc R
H20B H 0.5274 0.0569 0.5413 0.044(3) Uiso 1 1 calc R
H20C H 0.5618 0.1726 0.5105 0.044(3) Uiso 1 1 calc R
C21 C 0.5544(3) 0.1628(4) 0.63899(19) 0.0343(12) Uani 1 1 d .
H21A H 0.5430 0.2115 0.6743 0.044(3) Uiso 1 1 calc R
H21B H 0.6194 0.1707 0.6260 0.044(3) Uiso 1 1 calc R
H21C H 0.5420 0.0836 0.6499 0.044(3) Uiso 1 1 calc R
C2 C 0.3936(3) 0.2895(4) 0.66136(18) 0.0243(11) Uani 1 1 d .
N3 N 0.3477(2) 0.2049(3) 0.68661(14) 0.0264(9) Uani 1 1 d .
C30 C 0.3395(3) 0.1855(4) 0.75216(19) 0.0397(13) Uani 1 1 d .
H30A H 0.3897 0.2257 0.7733 0.044(3) Uiso 1 1 calc R
H30B H 0.3441 0.1041 0.7606 0.044(3) Uiso 1 1 calc R
H30C H 0.2791 0.2139 0.7664 0.044(3) Uiso 1 1 calc R
C31 C 0.3015(3) 0.1167(3) 0.64982(19) 0.0322(12) Uani 1 1 d .
H31A H 0.3085 0.1349 0.6067 0.044(3) Uiso 1 1 calc R
H31B H 0.2351 0.1138 0.6602 0.044(3) Uiso 1 1 calc R
H31C H 0.3302 0.0429 0.6582 0.044(3) Uiso 1 1 calc R
N4 N 0.4149(2) 0.3872(3) 0.68670(15) 0.0264(9) Uani 1 1 d .
C40 C 0.3695(3) 0.4329(4) 0.74108(19) 0.0373(13) Uani 1 1 d .
H40A H 0.3061 0.4025 0.7442 0.044(3) Uiso 1 1 calc R
H40B H 0.3669 0.5159 0.7383 0.044(3) Uiso 1 1 calc R
H40C H 0.4053 0.4111 0.7771 0.044(3) Uiso 1 1 calc R
C41 C 0.4889(3) 0.4598(4) 0.6616(2) 0.0376(12) Uani 1 1 d .
H41A H 0.5182 0.4214 0.6270 0.044(3) Uiso 1 1 calc R
H41B H 0.5359 0.4743 0.6929 0.044(3) Uiso 1 1 calc R
H41C H 0.4619 0.5319 0.6481 0.044(3) Uiso 1 1 calc R
S1 S 0.61087(9) 0.18688(11) 0.28890(5) 0.0418(4) Uani 1 1 d .
C3 C 0.5635(3) 0.1998(4) 0.3603(2) 0.0342(12) Uani 1 1 d .
F1 F 0.60635(18) 0.2736(2) 0.39821(11) 0.0488(8) Uani 1 1 d .
F2 F 0.5630(2) 0.1019(2) 0.39346(12) 0.0603(9) Uani 1 1 d .
F3 F 0.47382(18) 0.2346(3) 0.36224(12) 0.0640(9) Uani 1 1 d .
S2 S 0.69150(10) 0.35741(10) 0.53104(6) 0.0491(4) Uani 1 1 d .
C4 C 0.7437(4) 0.4157(4) 0.5925(2) 0.0463(14) Uani 1 1 d .
F4 F 0.8347(2) 0.4339(3) 0.58957(19) 0.1085(14) Uani 1 1 d .
F5 F 0.7119(3) 0.5161(3) 0.61105(17) 0.1108(15) Uani 1 1 d .
F6 F 0.7369(3) 0.3553(4) 0.64362(17) 0.146(2) Uani 1 1 d .
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'
S S 0.1246 0.1234 '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
N2 C1 N1 127.0(4)
N2 C1 C2 116.2(4)
N1 C1 C2 116.8(4)
C1 N1 C11 122.4(3)
C1 N1 C10 124.1(3)
C11 N1 C10 113.5(3)
C1 N2 C21 122.1(3)
C1 N2 C20 124.3(3)
C21 N2 C20 113.5(3)
N4 C2 N3 126.8(4)
N4 C2 C1 117.3(4)
N3 C2 C1 115.9(4)
C2 N3 C30 125.0(4)
C2 N3 C31 121.7(3)
C30 N3 C31 113.3(3)
C2 N4 C40 124.5(4)
C2 N4 C41 121.1(3)
C40 N4 C41 114.4(3)
F3 C3 F1 102.5(4)
F3 C3 F2 103.6(4)
F1 C3 F2 102.4(3)
F3 C3 S1 115.6(3)
F1 C3 S1 116.2(3)
F2 C3 S1 114.6(3)
F4 C4 F5 102.0(4)
F4 C4 F6 101.5(4)
F5 C4 F6 100.8(5)
F4 C4 S2 117.6(4)
F5 C4 S2 117.1(4)
F6 C4 S2 115.3(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N2 1.305(5)
C1 N1 1.320(5)
C1 C2 1.511(6)
N1 C11 1.471(5)
N1 C10 1.481(5)
N2 C21 1.465(5)
N2 C20 1.470(5)
C2 N4 1.315(5)
C2 N3 1.318(5)
N3 C30 1.467(5)
N3 C31 1.474(5)
N4 C40 1.466(5)
N4 C41 1.471(5)
S1 C3 1.720(5)
C3 F3 1.351(5)
C3 F1 1.353(5)
C3 F2 1.366(5)
S2 C4 1.692(5)
C4 F4 1.325(6)
C4 F5 1.333(6)
C4 F6 1.336(5)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N2 C1 N1 C11 160.1(4)
C2 C1 N1 C11 -18.5(5)
N2 C1 N1 C10 -20.7(6)
C2 C1 N1 C10 160.7(4)
N1 C1 N2 C21 161.4(4)
C2 C1 N2 C21 -20.0(6)
N1 C1 N2 C20 -21.8(6)
C2 C1 N2 C20 156.8(4)
N2 C1 C2 N4 109.3(4)
N1 C1 C2 N4 -71.9(5)
N2 C1 C2 N3 -70.0(5)
N1 C1 C2 N3 108.8(4)
N4 C2 N3 C30 -22.4(6)
C1 C2 N3 C30 156.8(4)
N4 C2 N3 C31 159.8(4)
C1 C2 N3 C31 -21.0(5)
N3 C2 N4 C40 -18.2(6)
C1 C2 N4 C40 162.5(4)
N3 C2 N4 C41 161.3(4)
C1 C2 N4 C41 -17.9(5)
