#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/73/2007323.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2007323
loop_
_publ_author_name
'Swenson, Dale C.'
'Yamamoto, Michiharu'
'Burton, Donald J.'
_publ_section_title
;
 3,4,5,6-Tetrafluoro-1,2,7,8-tetrakis(trifluoromethyl)phenanthrene and
 3,4,7,8-Tetrafluoro-1,2,5,6-tetrakis(trifluoromethyl)anthracene
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              846
_journal_page_last               849
_journal_paper_doi               10.1107/S0108270197019951
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C18 H2 F16'
_chemical_formula_sum            'C18 H2 F16'
_chemical_formula_weight         522.20
_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'
_audit_creation_method           SHELXL
_cell_angle_alpha                126.06(2)
_cell_angle_beta                 110.62(2)
_cell_angle_gamma                90.19(2)
_cell_formula_units_Z            1
_cell_length_a                   8.2680(10)
_cell_length_b                   8.469(2)
_cell_length_c                   8.274(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291(2)
_cell_measurement_theta_max      22.0
_cell_measurement_theta_min      14.0
_cell_volume                     421.0(2)
_computing_cell_refinement       'CAD-4 Operations Manual'
_computing_data_collection
'CAD-4 Operations Manual (Enraf-Nonius, 1977)'
_computing_data_reduction        'PROCESS in MolEN (Fair, 1990)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXTL (Sheldrick, 1995)'
_computing_structure_solution    'MULTAN80 (Main et al., 1980)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.019
_diffrn_reflns_av_sigmaI/netI    0.018
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3758
_diffrn_reflns_theta_max         27.5
_diffrn_reflns_theta_min         2.5
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_time  240
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    0.245
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    2.060
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thick plate'
_exptl_crystal_F_000             254
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.22
_refine_diff_density_max         0.267
_refine_diff_density_min         -0.206
_refine_ls_extinction_coef       0.042(8)
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.110
_refine_ls_goodness_of_fit_obs   1.112
_refine_ls_hydrogen_treatment    'H atoms: see below'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         1914
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.135
_refine_ls_restrained_S_obs      1.113
_refine_ls_R_factor_all          0.045
_refine_ls_R_factor_obs          .036
_refine_ls_shift/esd_max         -0.100
_refine_ls_shift/esd_mean        0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0488P)²+0.1566P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.117
_refine_ls_wR_factor_obs         .104
_reflns_number_observed          1603
_reflns_number_total             1915
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            fg1361.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0488P)^2^+0.1566P] where P = (Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0488P)^2^+0.1566P] where P = (Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2007323
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
C1 .9369(2) -.0771(2) .0814(3) .0353(3) Uani d . 1 . C
C2 .8727(2) -.1519(3) .1681(3) .0422(4) Uani d . 1 . C
F2 .9110(2) -.3185(2) .1372(2) .0609(4) Uani d . 1 . F
C3 .7775(2) -.0576(3) .2855(3) .0440(4) Uani d . 1 . C
F3 .7236(2) -.1384(2) .3632(2) .0641(4) Uani d . 1 . F
C4 .7304(2) .1186(3) .3214(3) .0397(4) Uani d D 1 . C
C5 .7740(2) .1853(2) .2209(3) .0370(4) Uani d D 1 . C
C6 .8864(2) .0954(2) .1075(3) .0347(3) Uani d . 1 . C
C7 .9542(2) .1697(2) .0248(3) .0374(4) Uani d . 1 . C
H7 .932(3) .284(3) .042(3) .047(5) Uiso d . 1 . H
C8 .6434(3) .2291(3) .4812(3) .0487(5) Uani d PD .946(2) 1 C
F8A .7035(2) .4299(2) .6055(2) .0646(4) Uani d P .946(2) 1 F
F8B .4656(2) .1764(2) .3769(3) .0704(5) Uani d P .946(2) 1 F
F8C .6841(2) .1906(3) .6228(3) .0761(5) Uani d P .946(2) 1 F
C8' .609(2) .212(3) .440(3) .049 Uiso d PGD .054(2) 2 C
F8A' .473(3) .236(4) .320(4) .073 Uiso d PG .054(2) 2 F
F8B' .548(4) .087(3) .463(4) .073 Uiso d PG .054(2) 2 F
F8C' .703(3) .390(4) .637(4) .073 Uiso d PG .054(2) 2 F
C9 .7027(3) .3492(3) .2174(3) .0463(5) Uani d PD .946(2) 1 C
F9A .5545(2) .3710(3) .2485(3) .0730(5) Uani d P .946(2) 1 F
F9B .8258(3) .5289(2) .3679(3) .0760(5) Uani d P .946(2) 1 F
F9C .6542(2) .3049(3) .0198(2) .0607(4) Uani d P .946(2) 1 F
C9' .752(3) .388(2) .270(4) .046 Uiso d PGD .054(2) 2 C
F9A' .646(4) .319(5) .066(3) .070 Uiso d PG .054(2) 2 F
F9B' .672(3) .487(4) .400(4) .070 Uiso d PG .054(2) 2 F
F9C' .904(3) .514(4) .347(5) .070 Uiso d PG .054(2) 2 F
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle
_geom_angle_publ_flag
C7 C1 C2 2_755 120.4(2) no
C7 C1 C6 2_755 121.99(14) no
C2 C1 C6 . 117.60(14) no
F2 C2 C3 . 119.18(15) no
F2 C2 C1 . 118.83(15) no
C3 C2 C1 . 122.0(2) no
F3 C3 C2 . 117.8(2) no
F3 C3 C4 . 120.4(2) no
C2 C3 C4 . 121.8(2) no
C5 C4 C3 . 118.39(15) no
C5 C4 C8 . 124.2(2) no
C3 C4 C8 . 117.3(2) no
C5 C4 C8' . 120.5(7) ?
C3 C4 C8' . 120.4(8) ?
C4 C5 C6 . 120.5(2) no
C4 C5 C9 . 122.12(15) no
C6 C5 C9 . 117.37(15) no
C4 C5 C9' . 123.3(8) ?
C6 C5 C9' . 114.4(8) ?
C7 C6 C1 . 116.74(14) no
C7 C6 C5 . 124.04(15) no
C1 C6 C5 . 119.21(14) no
C1 C7 C6 2_755 121.26(15) no
C1 C7 H7 2_755 117.0(13) ?
C6 C7 H7 . 121.7(13) ?
F8B C8 F8C . 106.8(2) ?
F8B C8 F8A . 108.2(2) ?
F8C C8 F8A . 105.9(2) ?
F8B C8 C4 . 112.9(2) ?
F8C C8 C4 . 111.6(2) ?
F8A C8 C4 . 111.1(2) ?
F8C' C8' F8A' . 109.5 ?
F8C' C8' F8B' . 109.4 ?
F8A' C8' F8B' . 109.5 ?
F8C' C8' C4 . 110.(2) ?
F8A' C8' C4 . 110.5(17) ?
F8B' C8' C4 . 107.7(16) ?
F9B C9 F9A . 108.5(2) ?
F9B C9 F9C . 106.7(2) ?
F9A C9 F9C . 104.1(2) ?
F9B C9 C5 . 111.8(2) ?
F9A C9 C5 . 113.6(2) ?
F9C C9 C5 . 111.6(2) ?
F9A' C9' F9C' . 109.5 ?
F9A' C9' F9B' . 109.5 ?
F9C' C9' F9B' . 109.5 ?
F9A' C9' C5 . 99.(2) ?
F9C' C9' C5 . 113.(2) ?
F9B' C9' C5 . 115.3(17) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C7 2_755 1.396(2) no
C1 C2 . 1.414(2) no
C1 C6 . 1.432(2) no
C2 F2 . 1.339(2) yes
C2 C3 . 1.352(2) no
C3 F3 . 1.341(2) yes
C3 C4 . 1.425(3) no
C4 C5 . 1.379(2) no
C4 C8 . 1.536(2) ?
C4 C8' . 1.541(9) ?
C5 C6 . 1.450(2) no
C5 C9 . 1.522(2) ?
C5 C9' . 1.545(9) ?
C6 C7 . 1.398(2) no
C7 C1 2_755 1.396(2) ?
C7 H7 . .92(2) ?
C8 F8B . 1.324(2) ?
C8 F8C . 1.328(3) ?
C8 F8A . 1.332(3) ?
C8' F8C' . 1.32 ?
C8' F8A' . 1.32 ?
C8' F8B' . 1.32 ?
C9 F9B . 1.330(3) ?
C9 F9A . 1.331(2) ?
C9 F9C . 1.338(2) ?
C9' F9A' . 1.32 ?
C9' F9C' . 1.32 ?
C9' F9B' . 1.32 ?
F2 F3 . 2.631(2) yes
F3 F8C . 2.437(2) no
F8A F9A . 2.488(2) no
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_site_symmetry_1
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C7 C1 C2 F2 2_755 . -3.2(3) ?
C6 C1 C2 F2 . . 177.0(2) ?
C7 C1 C2 C3 2_755 . 175.3(2) ?
C6 C1 C2 C3 . . -4.5(3) ?
F2 C2 C3 F3 . . -0.9(3) ?
C1 C2 C3 F3 . . -179.4(2) ?
F2 C2 C3 C4 . . -179.1(2) ?
C1 C2 C3 C4 . . 2.4(3) ?
F3 C3 C4 C5 . . -174.0(2) ?
C2 C3 C4 C5 . . 4.2(3) ?
F3 C3 C4 C8 . . 9.4(3) ?
C2 C3 C4 C8 . . -172.4(2) ?
F3 C3 C4 C8' . . -3.1(9) ?
C2 C3 C4 C8' . . 175.1(9) ?
C5 C4 C8 F8B . . 86.5(2) ?
C3 C4 C8 F8B . . -97.1(2) ?
C8' C4 C8 F8B . . 12.(4) ?
C5 C4 C8 F8C . . -153.2(2) ?
C3 C4 C8 F8C . . 23.2(2) ?
C8' C4 C8 F8C . . 132.(4) ?
C5 C4 C8 F8A . . -35.3(3) ?
C3 C4 C8 F8A . . 141.2(2) ?
C8' C4 C8 F8A . . -110.(4) ?
C5 C4 C8' F8C' . . -78.3(12) ?
C3 C4 C8' F8C' . . 111.0(11) ?
C8 C4 C8' F8C' . . 34.(4) ?
C5 C4 C8' F8A' . . 42.8(14) ?
C3 C4 C8' F8A' . . -127.9(11) ?
C8 C4 C8' F8A' . . 155.(5) ?
C5 C4 C8' F8B' . . 162.4(10) ?
C3 C4 C8' F8B' . . -8.3(14) ?
C8 C4 C8' F8B' . . -86.(4) ?
C3 C4 C5 C6 . . -8.4(2) yes
C8 C4 C5 C6 . . 168.0(2) ?
C8' C4 C5 C6 . . -179.3(9) ?
C3 C4 C5 C9 . . 169.6(2) ?
C8 C4 C5 C9 . . -14.0(3) yes
C8' C4 C5 C9 . . -1.2(9) ?
C3 C4 C5 C9' . . -172.0(11) ?
C8 C4 C5 C9' . . 4.4(11) ?
C8' C4 C5 C9' . . 17.1(14) ?
C4 C5 C9 F9B . . 101.8(2) ?
C6 C5 C9 F9B . . -80.1(2) ?
C9' C5 C9 F9B . . 3.(3) ?
C4 C5 C9 F9A . . -21.4(3) ?
C6 C5 C9 F9A . . 156.7(2) ?
C9' C5 C9 F9A . . -121.(3) ?
C4 C5 C9 F9C . . -138.7(2) ?
C6 C5 C9 F9C . . 39.3(2) ?
C9' C5 C9 F9C . . 122.(3) ?
C4 C5 C9' F9A' . . -123.2(12) ?
C6 C5 C9' F9A' . . 72.2(11) ?
C9 C5 C9' F9A' . . -32.(3) ?
C4 C5 C9' F9C' . . 120.8(13) ?
C6 C5 C9' F9C' . . -43.7(16) ?
C9 C5 C9' F9C' . . -148.(4) ?
C4 C5 C9' F9B' . . -7.(2) ?
C6 C5 C9' F9B' . . -171.0(13) ?
C9 C5 C9' F9B' . . 84.(3) ?
C7 C1 C6 C7 2_755 . -1.1(3) ?
C2 C1 C6 C7 . . 178.69(15) ?
C7 C1 C6 C5 2_755 . -179.54(15) ?
C2 C1 C6 C5 . . 0.3(2) ?
C4 C5 C6 C7 . . -172.0(2) ?
C9 C5 C6 C7 . . 9.8(2) ?
C9' C5 C6 C7 . . -7.0(10) ?
C4 C5 C6 C1 . . 6.2(2) ?
C9 C5 C6 C1 . . -171.9(2) ?
C9' C5 C6 C1 . . 171.2(10) ?
C1 C6 C7 C1 . 2_755 1.1(3) ?
C5 C6 C7 C1 . 2_755 179.45(15) ?
