#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:25:53 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180078 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/24/7052440.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_7052440
loop_
_publ_author_name
'Bremer, Matthias'
'Lietzau, Lars'
_publ_section_title
;
 1,1,6,7-Tetrafluoroindanes: improved liquid crystals for LCD-TV
 application
;
_journal_issue                   1
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              72
_journal_paper_doi               10.1039/b414312d
_journal_volume                  29
_journal_year                    2005
_chemical_formula_sum            'C19 H24 F4'
_chemical_formula_weight         328.38
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                109.380(10)
_cell_angle_beta                 103.190(10)
_cell_angle_gamma                96.750(10)
_cell_formula_units_Z            2
_cell_length_a                   8.9610(10)
_cell_length_b                   9.2530(10)
_cell_length_c                   11.405(2)
_cell_measurement_temperature    299(2)
_cell_volume                     849.1(2)
_computing_cell_refinement
;
CrysAlis RED (Oxford Diffraction Limited, 2001)
;
_computing_data_collection
;
CrysAlis CCD (Oxford Diffraction Limited, 2001)
;
_computing_data_reduction
;
CrysAlis RED (Oxford Diffraction Limited, 2001)
;
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997-2002)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      299(2)
_diffrn_detector_area_resol_mean 'Sapphire CCD detector'
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur CCD'
_diffrn_measurement_method
;
Rotation method data acquisition using omega and phi scans.
;
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0306
_diffrn_reflns_av_sigmaI/netI    0.0563
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7986
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         4.13
_exptl_absorpt_coefficient_mu    0.104
_exptl_absorpt_correction_type   non
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Platelet
_exptl_crystal_F_000             348
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.158
_refine_diff_density_rms         0.034
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     282
_refine_ls_number_reflns         3434
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.986
_refine_ls_R_factor_all          0.1287
_refine_ls_R_factor_gt           0.0550
_refine_ls_shift/su_max          0.024
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0688P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1181
_refine_ls_wR_factor_ref         0.1486
_reflns_number_gt                1753
_reflns_number_total             3434
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b414312d.txt
_cod_data_source_block           me34
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7052440
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0174(3) -0.4966(3) 0.7829(3) 0.0541(7) Uani 1 1 d . . .
C2 C -0.0225(3) -0.4331(3) 0.6905(3) 0.0546(7) Uani 1 1 d . . .
C3 C 0.0280(3) -0.2777(3) 0.7137(2) 0.0513(7) Uani 1 1 d . . .
C4 C 0.1192(3) -0.1803(3) 0.8360(2) 0.0443(6) Uani 1 1 d . . .
C5 C 0.1608(3) -0.2393(3) 0.9316(2) 0.0440(6) Uani 1 1 d . . .
C6 C 0.1112(3) -0.3978(3) 0.9052(3) 0.0531(7) Uani 1 1 d . . .
H6 H 0.143(3) -0.436(3) 0.972(2) 0.064 Uiso 1 1 d . . .
C7 C 0.2613(3) -0.1109(3) 1.0556(3) 0.0510(7) Uani 1 1 d . . .
H7A H 0.370(3) -0.121(3) 1.068(2) 0.061 Uiso 1 1 d . . .
H7B H 0.228(3) -0.116(3) 1.128(3) 0.061 Uiso 1 1 d . . .
C8 C 0.1864(3) -0.0101(3) 0.8862(2) 0.0471(6) Uani 1 1 d . . .
C9 C 0.2384(3) 0.0402(3) 1.0326(2) 0.0499(7) Uani 1 1 d . . .
H9 H 0.142(3) 0.070(3) 1.060(2) 0.060 Uiso 1 1 d . . .
C10 C 0.3700(3) 0.1841(3) 1.1063(2) 0.0471(6) Uani 1 1 d . . .
H10 H 0.459(3) 0.158(3) 1.079(2) 0.056 Uiso 1 1 d . . .
C11 C 0.4144(3) 0.2221(3) 1.2517(3) 0.0553(7) Uani 1 1 d . . .
H11A H 0.315(3) 0.238(3) 1.277(2) 0.066 Uiso 1 1 d . . .
H11B H 0.446(3) 0.134(3) 1.269(3) 0.066 Uiso 1 1 d . . .
C12 C 0.5415(4) 0.3682(3) 1.3271(3) 0.0608(8) Uani 1 1 d . . .
H12A H 0.639(3) 0.350(3) 1.310(3) 0.073 Uiso 1 1 d . . .
H12B H 0.565(3) 0.393(3) 1.421(3) 0.073 Uiso 1 1 d . . .
C13 C 0.5038(3) 0.5109(3) 1.2988(3) 0.0556(7) Uani 1 1 d . . .
H13 H 0.406(3) 0.527(3) 1.324(2) 0.067 Uiso 1 1 d . . .
C14 C 0.4617(3) 0.4738(3) 1.1545(3) 0.0585(7) Uani 1 1 d . . .
H14A H 0.558(3) 0.456(3) 1.130(2) 0.070 Uiso 1 1 d . . .
H14B H 0.434(3) 0.561(3) 1.131(3) 0.070 Uiso 1 1 d . . .
C15 C 0.3346(3) 0.3275(3) 1.0769(3) 0.0584(7) Uani 1 1 d . . .
H15A H 0.317(3) 0.310(3) 0.990(3) 0.070 Uiso 1 1 d . . .
H15B H 0.227(3) 0.342(3) 1.093(2) 0.070 Uiso 1 1 d . . .
C16 C 0.6311(4) 0.6563(4) 1.3773(3) 0.0692(9) Uani 1 1 d . . .
H16A H 0.664(3) 0.670(3) 1.467(3) 0.083 Uiso 1 1 d . . .
H16B H 0.717(3) 0.643(3) 1.342(3) 0.083 Uiso 1 1 d . . .
C17 C 0.5960(5) 0.8090(4) 1.3725(5) 0.0914(12) Uani 1 1 d . . .
H17A H 0.577(5) 0.810(5) 1.289(4) 0.128(16) Uiso 1 1 d . . .
H17B H 0.498(5) 0.811(4) 1.398(4) 0.125(16) Uiso 1 1 d . . .
C18 C 0.7196(6) 0.9516(4) 1.4582(4) 0.1052(14) Uani 1 1 d . . .
H18A H 0.688(4) 1.045(5) 1.449(4) 0.126 Uiso 1 1 d . . .
H18B H 0.751(4) 0.966(4) 1.552(4) 0.126 Uiso 1 1 d . . .
H28C H 0.815(5) 0.938(5) 1.443(4) 0.126 Uiso 1 1 d . . .
C19 C -0.0430(5) -0.6676(4) 0.7502(4) 0.0793(10) Uani 1 1 d . . .
H19A H -0.008(4) -0.702(4) 0.822(3) 0.095 Uiso 1 1 d . . .
H19B H -0.158(4) -0.697(4) 0.726(3) 0.095 Uiso 1 1 d . . .
H19C H -0.009(4) -0.731(4) 0.684(3) 0.095 Uiso 1 1 d . . .
F1 F -0.11684(19) -0.52532(18) 0.57114(15) 0.0795(5) Uani 1 1 d . . .
F2 F -0.01384(19) -0.22206(17) 0.61932(15) 0.0787(5) Uani 1 1 d . . .
F3 F 0.08176(18) 0.07147(17) 0.84572(16) 0.0750(5) Uani 1 1 d . . .
F4 F 0.30948(17) 0.01794(17) 0.83840(14) 0.0686(5) 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'
F F 0.0171 0.0103 '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
C2 C1 C6 117.9(2) . . ?
C2 C1 C19 119.6(3) . . ?
C6 C1 C19 122.5(3) . . ?
F1 C2 C1 119.5(2) . . ?
F1 C2 C3 117.8(3) . . ?
C1 C2 C3 122.7(2) . . ?
F2 C3 C2 120.2(2) . . ?
F2 C3 C4 121.0(2) . . ?
C2 C3 C4 118.8(2) . . ?
C5 C4 C3 120.2(2) . . ?
C5 C4 C8 110.3(2) . . ?
C3 C4 C8 129.5(2) . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 C7 110.3(2) . . ?
C6 C5 C7 129.7(2) . . ?
C1 C6 C5 120.3(3) . . ?
C1 C6 H6 121.2(16) . . ?
C5 C6 H6 118.5(16) . . ?
C5 C7 C9 103.9(2) . . ?
C5 C7 H7A 109.4(14) . . ?
C9 C7 H7A 111.0(15) . . ?
C5 C7 H7B 110.8(15) . . ?
C9 C7 H7B 111.8(15) . . ?
H7A C7 H7B 110(2) . . ?
F3 C8 F4 104.82(19) . . ?
F3 C8 C4 112.21(19) . . ?
F4 C8 C4 110.28(19) . . ?
F3 C8 C9 112.3(2) . . ?
F4 C8 C9 111.8(2) . . ?
C4 C8 C9 105.5(2) . . ?
C8 C9 C10 116.5(2) . . ?
C8 C9 C7 104.3(2) . . ?
C10 C9 C7 117.4(2) . . ?
C8 C9 H9 103.9(14) . . ?
C10 C9 H9 106.0(13) . . ?
C7 C9 H9 107.7(13) . . ?
C9 C10 C11 112.0(2) . . ?
C9 C10 C15 113.1(2) . . ?
C11 C10 C15 110.3(2) . . ?
C9 C10 H10 106.2(14) . . ?
C11 C10 H10 106.7(15) . . ?
C15 C10 H10 108.1(14) . . ?
C12 C11 C10 112.8(2) . . ?
C12 C11 H11A 109.8(14) . . ?
C10 C11 H11A 105.4(15) . . ?
C12 C11 H11B 110.7(16) . . ?
C10 C11 H11B 109.4(16) . . ?
H11A C11 H11B 109(2) . . ?
C11 C12 C13 113.6(2) . . ?
C11 C12 H12A 110.1(16) . . ?
C13 C12 H12A 109.2(17) . . ?
C11 C12 H12B 111.6(16) . . ?
C13 C12 H12B 108.7(16) . . ?
H12A C12 H12B 103(2) . . ?
C14 C13 C16 113.7(2) . . ?
C14 C13 C12 109.9(2) . . ?
C16 C13 C12 112.7(2) . . ?
C14 C13 H13 105.9(15) . . ?
C16 C13 H13 108.9(15) . . ?
C12 C13 H13 105.2(15) . . ?
C13 C14 C15 113.2(2) . . ?
C13 C14 H14A 105.3(16) . . ?
C15 C14 H14A 108.5(15) . . ?
C13 C14 H14B 112.9(16) . . ?
C15 C14 H14B 110.0(16) . . ?
H14A C14 H14B 106(2) . . ?
C14 C15 C10 113.6(2) . . ?
C14 C15 H15A 108.5(16) . . ?
C10 C15 H15A 111.9(17) . . ?
C14 C15 H15B 112.0(14) . . ?
C10 C15 H15B 106.7(15) . . ?
H15A C15 H15B 104(2) . . ?
C17 C16 C13 117.2(3) . . ?
C17 C16 H16A 106.5(18) . . ?
C13 C16 H16A 111.8(18) . . ?
C17 C16 H16B 104.7(18) . . ?
C13 C16 H16B 106.6(18) . . ?
H16A C16 H16B 110(3) . . ?
C18 C17 C16 115.9(4) . . ?
C18 C17 H17A 106(3) . . ?
C16 C17 H17A 112(3) . . ?
C18 C17 H17B 112(2) . . ?
C16 C17 H17B 102(2) . . ?
H17A C17 H17B 109(4) . . ?
C17 C18 H18A 111(3) . . ?
C17 C18 H18B 115(2) . . ?
H18A C18 H18B 110(3) . . ?
C17 C18 H28C 110(3) . . ?
H18A C18 H28C 114(4) . . ?
H18B C18 H28C 98(3) . . ?
C1 C19 H19A 113.6(19) . . ?
C1 C19 H19B 113.4(18) . . ?
H19A C19 H19B 104(3) . . ?
C1 C19 H19C 113(2) . . ?
H19A C19 H19C 104(3) . . ?
H19B C19 H19C 108(3) . . ?
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 C2 1.368(4) . ?
C1 C6 1.387(4) . ?
C1 C19 1.500(4) . ?
C2 F1 1.353(3) . ?
C2 C3 1.372(3) . ?
C3 F2 1.339(3) . ?
C3 C4 1.377(3) . ?
C4 C5 1.373(3) . ?
C4 C8 1.480(3) . ?
C5 C6 1.389(3) . ?
C5 C7 1.509(3) . ?
C6 H6 0.94(3) . ?
C7 C9 1.533(4) . ?
C7 H7A 0.97(2) . ?
C7 H7B 0.95(3) . ?
C8 F3 1.365(3) . ?
C8 F4 1.372(3) . ?
C8 C9 1.517(3) . ?
C9 C10 1.519(3) . ?
C9 H9 1.02(2) . ?
C10 C11 1.520(3) . ?
C10 C15 1.523(4) . ?
C10 H10 0.95(2) . ?
C11 C12 1.511(4) . ?
C11 H11A 1.01(2) . ?
C11 H11B 0.96(3) . ?
C12 C13 1.516(4) . ?
C12 H12A 0.96(3) . ?
C12 H12B 0.98(3) . ?
C13 C14 1.510(4) . ?
C13 C16 1.513(4) . ?
C13 H13 1.00(2) . ?
C14 C15 1.514(4) . ?
C14 H14A 0.98(2) . ?
C14 H14B 0.97(3) . ?
C15 H15A 0.92(3) . ?
C15 H15B 1.04(3) . ?
C16 C17 1.498(5) . ?
C16 H16A 0.96(3) . ?
C16 H16B 0.95(3) . ?
C17 C18 1.493(5) . ?
C17 H17A 0.93(4) . ?
C17 H17B 0.98(4) . ?
C18 H18A 0.98(4) . ?
C18 H18B 1.00(4) . ?
C18 H28C 0.93(4) . ?
C19 H19A 0.97(3) . ?
C19 H19B 0.98(3) . ?
C19 H19C 0.92(3) . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 F1 -178.5(2) . . . . ?
C19 C1 C2 F1 0.5(4) . . . . ?
C6 C1 C2 C3 0.8(4) . . . . ?
C19 C1 C2 C3 179.8(3) . . . . ?
F1 C2 C3 F2 -1.1(3) . . . . ?
C1 C2 C3 F2 179.6(2) . . . . ?
F1 C2 C3 C4 177.5(2) . . . . ?
C1 C2 C3 C4 -1.8(4) . . . . ?
F2 C3 C4 C5 179.9(2) . . . . ?
C2 C3 C4 C5 1.3(3) . . . . ?
F2 C3 C4 C8 -0.6(4) . . . . ?
C2 C3 C4 C8 -179.2(2) . . . . ?
C3 C4 C5 C6 0.1(3) . . . . ?
C8 C4 C5 C6 -179.5(2) . . . . ?
C3 C4 C5 C7 179.5(2) . . . . ?
C8 C4 C5 C7 -0.1(3) . . . . ?
C2 C1 C6 C5 0.6(4) . . . . ?
C19 C1 C6 C5 -178.3(3) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C7 C5 C6 C1 179.6(2) . . . . ?
C4 C5 C7 C9 14.6(3) . . . . ?
C6 C5 C7 C9 -166.0(2) . . . . ?
C5 C4 C8 F3 -137.4(2) . . . . ?
C3 C4 C8 F3 43.0(3) . . . . ?
C5 C4 C8 F4 106.1(2) . . . . ?
C3 C4 C8 F4 -73.4(3) . . . . ?
C5 C4 C8 C9 -14.8(2) . . . . ?
C3 C4 C8 C9 165.7(2) . . . . ?
F3 C8 C9 C10 -83.2(3) . . . . ?
F4 C8 C9 C10 34.3(3) . . . . ?
C4 C8 C9 C10 154.2(2) . . . . ?
F3 C8 C9 C7 145.6(2) . . . . ?
F4 C8 C9 C7 -96.9(2) . . . . ?
C4 C8 C9 C7 23.0(2) . . . . ?
C5 C7 C9 C8 -22.7(3) . . . . ?
C5 C7 C9 C10 -153.3(2) . . . . ?
C8 C9 C10 C11 -179.0(2) . . . . ?
C7 C9 C10 C11 -54.2(3) . . . . ?
C8 C9 C10 C15 55.6(3) . . . . ?
C7 C9 C10 C15 -179.6(2) . . . . ?
C9 C10 C11 C12 -178.0(2) . . . . ?
C15 C10 C11 C12 -51.1(3) . . . . ?
C10 C11 C12 C13 54.1(3) . . . . ?
C11 C12 C13 C14 -53.3(3) . . . . ?
C11 C12 C13 C16 178.8(2) . . . . ?
C16 C13 C14 C15 179.7(3) . . . . ?
C12 C13 C14 C15 52.4(3) . . . . ?
C13 C14 C15 C10 -53.1(3) . . . . ?
C9 C10 C15 C14 177.2(2) . . . . ?
C11 C10 C15 C14 50.9(3) . . . . ?
C14 C13 C16 C17 63.1(4) . . . . ?
C12 C13 C16 C17 -171.0(3) . . . . ?
C13 C16 C17 C18 175.8(4) . . . . ?
