#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:17:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180070 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/16/7051600.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_7051600
loop_
_publ_author_name
'Stracke, M. P.'
'Migliorini, M. V.'
'Lissner, E.'
'Schrekker, H. S.'
'Back, D.'
'Lang, E. S.'
'Dupont, J.'
'Gonçalves, R. S.'
_publ_section_title
;
 Electrochemical methodology for determination of imidazolium ionic
 liquids (solids at room temperature) properties: influence of the
 temperature
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              82
_journal_paper_doi               10.1039/b812258j
_journal_volume                  33
_journal_year                    2009
_chemical_formula_moiety         'C20 H19 F6 N3 O4 S2'
_chemical_formula_sum            'C20 H19 F6 N3 O4 S2'
_chemical_formula_weight         543.5
_chemical_name_common            (Ph2CHCH2Ph)((CF3SO2)2N)
_chemical_name_systematic
;
(Ph2CHCH2Ph)[(CF3SO2)2N]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             2006-05-11T21:22:27-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90
_cell_angle_beta                 93.289(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.0301(9)
_cell_length_b                   18.8620(19)
_cell_length_c                   12.9786(12)
_cell_measurement_reflns_used    173
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      4
_cell_volume                     2451.3(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2/BIS/COSMO'
_computing_data_reduction        'Bruker SAINT/SADABS'
_computing_molecular_graphics    'Crysal Impact Diamond 3'
_computing_publication_material  WinGX
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Bruker SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0578
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            29841
_diffrn_reflns_theta_full        29.58
_diffrn_reflns_theta_max         29.58
_diffrn_reflns_theta_min         2.64
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.9327
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.548
_refine_diff_density_min         -0.366
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       0.015(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   0.883
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     381
_refine_ls_number_reflns         6838
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.883
_refine_ls_R_factor_all          0.1779
_refine_ls_R_factor_gt           0.078
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1739P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2326
_refine_ls_wR_factor_ref         0.2819
_reflns_number_gt                2503
_reflns_number_total             6838
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b812258j.txt
_cod_data_source_block           marcelo
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7051600
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C2 C 0.5787(3) 0.15009(19) 0.2855(3) 0.0684(9) Uani 1 1 d . . .
H2 H 0.6207 0.1077 0.3045 0.082 Uiso 1 1 calc R . .
C3 C 0.4280(4) 0.2271(2) 0.2349(3) 0.0773(10) Uani 1 1 d . . .
H3 H 0.3467 0.2472 0.2127 0.093 Uiso 1 1 calc R . .
C4 C 0.5429(4) 0.2612(2) 0.2521(3) 0.0790(10) Uani 1 1 d . . .
H4 H 0.5571 0.3095 0.244 0.095 Uiso 1 1 calc R . .
C1 C 0.7773(3) 0.22633(18) 0.3138(2) 0.0601(8) Uani 1 1 d . . .
H1A H 0.819 0.2496 0.2572 0.072 Uiso 1 1 calc R . .
H1B H 0.8238 0.182 0.328 0.072 Uiso 1 1 calc R . .
C5 C 0.7893(3) 0.27363(16) 0.4096(2) 0.0530(7) Uani 1 1 d . . .
H5 H 0.7433 0.3181 0.3912 0.064 Uiso 1 1 calc R . .
C6 C 0.7212(3) 0.24319(16) 0.5009(2) 0.0531(7) Uani 1 1 d . . .
C7 C 0.7468(3) 0.17602(17) 0.5386(2) 0.0634(8) Uani 1 1 d . . .
H7 H 0.8065 0.147 0.5061 0.076 Uiso 1 1 calc R . .
C8 C 0.6850(4) 0.1508(2) 0.6243(3) 0.0758(10) Uani 1 1 d . . .
H8 H 0.7031 0.1054 0.6489 0.091 Uiso 1 1 calc R . .
C9 C 0.5970(4) 0.1937(2) 0.6724(3) 0.0809(11) Uani 1 1 d . . .
H9 H 0.555 0.1772 0.7298 0.097 Uiso 1 1 calc R . .
C10 C 0.5710(4) 0.2606(2) 0.6359(3) 0.0861(12) Uani 1 1 d . . .
H10 H 0.5121 0.2897 0.669 0.103 Uiso 1 1 calc R . .
C11 C 0.6313(3) 0.28480(19) 0.5511(2) 0.0684(9) Uani 1 1 d . . .
H11 H 0.6117 0.3301 0.5265 0.082 Uiso 1 1 calc R . .
C12 C 0.9351(3) 0.29266(18) 0.4382(2) 0.0608(8) Uani 1 1 d . . .
C13 C 0.9676(4) 0.3616(2) 0.4563(3) 0.0950(12) Uani 1 1 d . . .
H13 H 0.9014 0.3961 0.4508 0.114 Uiso 1 1 calc R . .
C14 C 1.0991(6) 0.3811(3) 0.4832(5) 0.1273(19) Uani 1 1 d . . .
H14 H 1.121 0.4285 0.4942 0.153 Uiso 1 1 calc R . .
C15 C 1.1941(5) 0.3308(4) 0.4931(4) 0.1256(19) Uani 1 1 d . . .
H15 H 1.2816 0.3437 0.5119 0.151 Uiso 1 1 calc R . .
C16 C 1.1644(4) 0.2623(3) 0.4763(4) 0.1065(14) Uani 1 1 d . . .
H16 H 1.2309 0.228 0.4837 0.128 Uiso 1 1 calc R . .
C17 C 1.0342(4) 0.2426(2) 0.4479(3) 0.0852(11) Uani 1 1 d . . .
H17 H 1.014 0.1951 0.4354 0.102 Uiso 1 1 calc R . .
C18 C 0.2960(10) 0.0523(3) 0.5411(5) 0.148(2) Uani 1 1 d . . .
C20 C 0.3532(4) 0.0994(2) 0.2435(4) 0.1088(15) Uani 1 1 d . . .
H20A H 0.2678 0.1189 0.2216 0.163 Uiso 1 1 calc R . .
H20B H 0.3464 0.0753 0.3081 0.163 Uiso 1 1 calc R . .
H20C H 0.3812 0.0666 0.1926 0.163 Uiso 1 1 calc R . .
N1 N 0.6366(2) 0.21179(14) 0.28377(16) 0.0552(6) Uani 1 1 d . . .
N2 N 0.4516(3) 0.15698(16) 0.2562(2) 0.0707(8) Uani 1 1 d . . .
N3 N 0.2025(4) -0.01495(18) 0.7002(3) 0.0998(11) Uani 1 1 d . . .
O11 O 0.2622(3) 0.11675(17) 0.7089(3) 0.1178(11) Uani 1 1 d . . .
O12 O 0.4256(3) 0.02504(19) 0.7089(3) 0.1294(12) Uani 1 1 d . . .
F1 F 0.3847(4) 0.1007(2) 0.5128(2) 0.1627(14) Uani 1 1 d . . .
F2 F 0.1826(6) 0.0695(3) 0.5015(3) 0.218(3) Uani 1 1 d . . .
F3 F 0.3290(8) -0.0060(3) 0.5036(3) 0.263(3) Uani 1 1 d . . .
S1 S 0.29672(11) 0.04978(6) 0.68111(7) 0.0832(4) Uani 1 1 d . A .
S2A S 0.04711(13) -0.00927(7) 0.70932(10) 0.0743(6) Uani 0.741(4) 1 d P A 1
O21A O -0.0126(4) 0.0537(2) 0.6667(4) 0.1147(15) Uani 0.741(4) 1 d P A 1
O22A O -0.0099(5) -0.0761(2) 0.6866(4) 0.1079(14) Uani 0.741(4) 1 d P A 1
C19A C 0.0293(12) 0.0013(5) 0.8480(7) 0.099(2) Uani 0.741(4) 1 d P A 1
F4A F -0.1014(9) 0.0021(8) 0.8642(9) 0.173(5) Uani 0.741(4) 1 d P A 1
F5A F 0.0875(8) 0.0575(3) 0.8831(4) 0.163(3) Uani 0.741(4) 1 d P A 1
F6A F 0.0795(9) -0.0547(4) 0.8970(5) 0.160(2) Uani 0.741(4) 1 d P A 1
S2B S 0.1245(9) -0.0043(4) 0.8254(6) 0.127(3) Uani 0.259(4) 1 d P A 2
F6B F -0.1050(16) -0.0043(13) 0.7172(16) 0.206(12) Uani 0.259(4) 1 d P A 2
F5B F -0.091(6) -0.030(2) 0.895(2) 0.28(3) Uani 0.259(4) 1 d P A 2
C19B C -0.050(6) 0.0164(19) 0.804(7) 0.24(4) Uani 0.259(4) 1 d P A 2
F4B F -0.068(2) 0.0710(17) 0.872(2) 0.239(11) Uani 0.259(4) 1 d P A 2
O21B O 0.139(3) -0.0726(12) 0.798(4) 0.31(2) Uani 0.259(4) 1 d P A 2
O22B O 0.1703(19) 0.0073(16) 0.9133(12) 0.154(8) Uani 0.259(4) 1 d P A 2
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 0 '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'
O O 0.0106 0.006 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 C2 N2 109.4(3) . . ?
C4 C3 N2 107.2(3) . . ?
C3 C4 N1 107.2(3) . . ?
N1 C1 C5 110.7(2) . . ?
C6 C5 C1 113.4(3) . . ?
C6 C5 C12 111.5(2) . . ?
C1 C5 C12 111.3(2) . . ?
C7 C6 C11 117.8(3) . . ?
C7 C6 C5 123.0(3) . . ?
C11 C6 C5 119.2(3) . . ?
C6 C7 C8 121.2(3) . . ?
C9 C8 C7 119.4(3) . . ?
C10 C9 C8 120.0(3) . . ?
C11 C10 C9 120.3(3) . . ?
C10 C11 C6 121.3(3) . . ?
C13 C12 C17 118.5(3) . . ?
C13 C12 C5 118.9(3) . . ?
C17 C12 C5 122.5(3) . . ?
C12 C13 C14 120.7(4) . . ?
C15 C14 C13 119.4(5) . . ?
C16 C15 C14 121.0(5) . . ?
C15 C16 C17 119.9(5) . . ?
C12 C17 C16 120.4(4) . . ?
F3 C18 F2 108.6(7) . . ?
F3 C18 F1 107.2(7) . . ?
F2 C18 F1 108.0(7) . . ?
F3 C18 S1 112.3(6) . . ?
F2 C18 S1 111.4(6) . . ?
F1 C18 S1 109.1(5) . . ?
C2 N1 C4 108.3(3) . . ?
C2 N1 C1 125.8(3) . . ?
C4 N1 C1 125.8(3) . . ?
C2 N2 C3 107.9(3) . . ?
C2 N2 C20 126.3(3) . . ?
C3 N2 C20 125.7(3) . . ?
S1 N3 S2A 124.5(2) . . ?
S1 N3 O21B 144.6(16) . . ?
S2A N3 O21B 66.3(11) . . ?
S1 N3 S2B 110.0(3) . . ?
S2A N3 S2B 57.1(3) . . ?
O21B N3 S2B 43.1(10) . . ?
O11 S1 O12 119.0(2) . . ?
O11 S1 N3 120.9(2) . . ?
O12 S1 N3 104.8(2) . . ?
O11 S1 C18 104.7(3) . . ?
O12 S1 C18 102.5(4) . . ?
N3 S1 C18 102.1(3) . . ?
O22A S2A O21A 120.5(3) . . ?
O22A S2A N3 108.4(3) . . ?
O21A S2A N3 115.0(2) . . ?
O22A S2A C19A 104.0(3) . . ?
O21A S2A C19A 103.2(4) . . ?
N3 S2A C19A 103.6(4) . . ?
F5A C19A F6A 109.8(9) . . ?
F5A C19A F4A 111.5(10) . . ?
F6A C19A F4A 106.4(10) . . ?
F5A C19A S2A 111.8(6) . . ?
F6A C19A S2A 109.3(7) . . ?
F4A C19A S2A 107.9(8) . . ?
O22B S2B O21B 112(2) . . ?
O22B S2B C19B 114(3) . . ?
O21B S2B C19B 106(3) . . ?
O22B S2B N3 133.0(11) . . ?
O21B S2B N3 66.9(15) . . ?
C19B S2B N3 110(3) . . ?
F6B C19B F4B 136(4) . . ?
F6B C19B F5B 112(4) . . ?
F4B C19B F5B 83(5) . . ?
F6B C19B S2B 116(5) . . ?
F4B C19B S2B 103(5) . . ?
F5B C19B S2B 93(4) . . ?
S2B O21B N3 70.0(12) . . ?
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
C2 N1 1.301(4) . ?
C2 N2 1.316(4) . ?
C3 C4 1.326(5) . ?
C3 N2 1.370(4) . ?
C4 N1 1.370(4) . ?
C1 N1 1.469(4) . ?
C1 C5 1.529(4) . ?
C5 C6 1.514(4) . ?
C5 C12 1.530(4) . ?
C6 C7 1.377(4) . ?
C6 C11 1.387(4) . ?
C7 C8 1.387(4) . ?
C8 C9 1.373(5) . ?
C9 C10 1.368(5) . ?
C10 C11 1.364(5) . ?
C12 C13 1.357(5) . ?
C12 C17 1.372(5) . ?
C13 C14 1.395(6) . ?
C14 C15 1.346(7) . ?
C15 C16 1.341(7) . ?
C16 C17 1.387(6) . ?
C18 F3 1.254(7) . ?
C18 F2 1.264(9) . ?
C18 F1 1.342(7) . ?
C18 S1 1.817(7) . ?
C20 N2 1.470(5) . ?
N3 S1 1.572(4) . ?
N3 S2A 1.573(4) . ?
N3 O21B 1.81(3) . ?
N3 S2B 1.854(9) . ?
O11 S1 1.364(3) . ?
O12 S1 1.402(3) . ?
S2A O22A 1.408(4) . ?
S2A O21A 1.427(4) . ?
S2A C19A 1.830(8) . ?
C19A F5A 1.281(8) . ?
C19A F6A 1.319(13) . ?
C19A F4A 1.339(15) . ?
S2B O22B 1.225(17) . ?
S2B O21B 1.35(3) . ?
S2B C19B 1.80(6) . ?
F6B C19B 1.29(8) . ?
F5B C19B 1.54(8) . ?
C19B F4B 1.38(8) . ?
