#------------------------------------------------------------------------------
#$Date: 2016-02-19 16:29:56 +0200 (Fri, 19 Feb 2016) $
#$Revision: 176759 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/63/2006331.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_2006331
loop_
_publ_author_name
'Swenson, Dale C.'
'Morken, Peter A.'
'Burton, Donald J.'
_publ_section_title
;
 Three trans-Diphenylperfluorotrienes
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              946
_journal_page_last               950
_journal_paper_doi               10.1107/S0108270197000504
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C22 H10 F14'
_chemical_formula_weight         540.3
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_type_scat_source           International_Tables_for_Xray_Crystallography
_cell_angle_alpha                90.00
_cell_angle_beta                 97.52
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.2071
_cell_length_b                   17.6882
_cell_length_c                   5.9376
_cell_measurement_reflns_used    25
_cell_measurement_temperature    291
_cell_measurement_theta_max      14
_cell_measurement_theta_min      5
_cell_volume                     1062.785
_computing_cell_refinement       'CAD-4 Software'
_computing_data_collection       'CAD-4 Software (Enraf-Nonius, 1977)'
_computing_data_reduction        PROCESS_MolEN_(Fair,_1990)
_computing_molecular_graphics    ORTEPII_(Johnson,_1976)
_computing_publication_material  CIF_VAX_MolEN
_computing_structure_refinement  LSFM_MolEN
_computing_structure_solution    direct_methods_(MULTAN;_Main_et_al.,_1980)
_diffrn_ambient_temperature      291
_diffrn_measurement_device       Enraf_Nonius_CAD4
_diffrn_measurement_method       θ/2θ
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.090
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5445
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.01
_diffrn_standards_decay_%        2.06
_diffrn_standards_interval_time  240
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            light_green
_exptl_crystal_density_diffrn    1.68
_exptl_crystal_density_method    none
_exptl_crystal_description       plate
_exptl_crystal_F_000             464
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.09
_refine_diff_density_max         0.36
_refine_diff_density_min         -0.09
_refine_ls_abs_structure_details
;
?
;
_refine_ls_extinction_coef       0.74E-6
_refine_ls_extinction_method     isotropic_(Zachariasen,_1963)
_refine_ls_goodness_of_fit_obs   1.057
_refine_ls_hydrogen_treatment    H_atoms_refined_U=1.3_x_U_bonding_atom
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         1238
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.000
_refine_ls_R_factor_obs          .052
_refine_ls_shift/esd_max         0.033
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         .065
_reflns_number_observed          1238
_reflns_number_total             1856
_reflns_observed_criterion       >2.0\s(I)
_cod_data_source_file            pa1195.cif
_cod_data_source_block           3
_cod_original_cell_volume        1062.78
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2006331
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x,1/2-y,1/2+z
-x,-1/2+y,-1/2-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_occupancy
C1 .9769(2) .52010(10) .0723(5) .0329(6) Uani ? 1.0
C2 .9309(2) .56250(10) .2293(5) .0321(6) Uani ? 1.0
C3 1.0191(2) .60520(10) .4001(5) .0315(6) Uani ? 1.0
C4 1.1545(3) .6067(2) .3790(5) .0372(7) Uani ? 1.0
C5 1.2429(3) .6436(2) .5403(6) .0464(8) Uani ? 1.0
C6 1.1990(3) .6799(2) .7216(6) .0456(8) Uani ? 1.0
C7 1.0662(3) .6799(2) .7419(5) .0436(7) Uani ? 1.0
C8 .9768(3) .6430(2) .5841(5) .0372(7) Uani ? 1.0
C9 .7810(2) .56380(10) .2196(5) .0354(7) Uani ? 1.0
C10 .7149(2) .6362(2) .1157(5) .0388(7) Uani ? 1.0
C11 .5654(3) .6380(2) .0786(9) .0830(10) Uani ? 1.0
F9A .74310(10) .55436(9) .4273(3) .0466(4) Uani ? 1.0
F9B .72730(10) .50609(9) .0883(3) .0471(4) Uani ? 1.0
F10A .7554(2) .69540(10) .2415(5) .0956(7) Uani ? 1.0
F10B .7526(2) .64780(10) -.0861(4) .0900(6) Uani ? 1.0
F11A .4697(3) .0908(2) .6243(8) .0920(10) Uani ? .62
F11B .4944(3) .1070(3) .2810(8) .1070(10) Uani ? .62
F11C .4771(3) .2110(2) .4891(7) .0690(10) Uani ? .62
F11D .5533(5) .6565(4) .3450(10) .093(2) Uani ? .38
F11E .4826(5) .1926(3) .4990(10) .081(2) Uani ? .38
F11F .5016(4) .5892(3) .055(2) .100(3) Uani ? .38
H4 1.1858 .5824 .2538 .0484 Uiso calc 1.0
H5 1.3344 .6438 .5254 .0604 Uiso calc 1.0
H6 1.2600 .7047 .8319 .0593 Uiso calc 1.0
H7 1.0356 .7056 .8656 .0567 Uiso calc 1.0
H8 .8855 .6434 .6011 .0484 Uiso calc 1.0
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
C1 C1 C2 2_765 178.5(4) yes
C1 C2 C3 . 122.1(2) yes
C1 C2 C9 . 115.3(3) yes
C3 C2 C9 . 122.5(2) yes
C2 C3 C4 . 117.9(3) ?
C2 C3 C8 . 124.1(2) ?
C4 C3 C8 . 118.0(3) ?
C3 C4 C5 . 120.4(3) ?
C3 C4 H4 . 119.8(3) ?
C5 C4 H4 . 119.8(3) ?
C4 C5 C6 . 120.6(3) ?
C4 C5 H5 . 119.7(3) ?
C6 C5 H5 . 119.7(3) ?
C5 C6 C7 . 119.5(3) ?
C5 C6 H6 . 120.2(3) ?
C7 C6 H6 . 120.2(3) ?
C6 C7 C8 . 120.7(3) ?
C6 C7 H7 . 119.7(3) ?
C8 C7 H7 . 119.7(3) ?
C3 C8 C7 . 120.8(3) ?
C3 C8 H8 . 119.6(3) ?
C7 C8 H8 . 119.6(3) ?
C2 C9 C10 . 114.5(2) ?
C2 C9 F9A . 111.7(3) ?
C2 C9 F9B . 109.8(2) ?
C10 C9 F9A . 107.9(2) ?
C10 C9 F9B . 105.9(2) ?
F9A C9 F9B . 106.8(2) ?
C9 C10 C11 . 117.2(3) ?
C9 C10 F10A . 110.2(3) ?
C9 C10 F10B . 109.1(2) ?
C11 C10 F10A . 107.5(3) ?
C11 C10 F10B . 105.8(4) ?
F10A C10 F10B . 106.5(3) ?
C10 C11 F11A . 103.9(4) ?
C10 C11 F11B . 118.3(6) ?
C10 C11 F11C . 109.2(9) ?
C10 C11 F11D . 93.8(5) ?
C10 C11 F11E . 116(2) ?
C10 C11 F11F . 125.5(6) ?
F11A C11 F11B . 102.3(7) ?
F11A C11 F11C . 105.0(10) ?
F11A C11 F11D . 149.8(7) ?
F11A C11 F11E . 96(2) ?
F11A C11 F11F . 50.0(10) ?
F11B C11 F11C . 116.3(9) ?
F11B C11 F11D . 47.4(6) ?
F11B C11 F11E . 115(2) ?
F11B C11 F11F . 52.1(9) ?
F11C C11 F11D . 92.0(10) ?
F11C C11 F11E . 10(3) ?
F11C C11 F11F . 123.0(10) ?
F11D C11 F11E . 98(2) ?
F11D C11 F11F . 100.0(10) ?
F11E C11 F11F . 114(2) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C1 . 2_765 1.253(6) yes
C1 C2 . . 1.329(4) yes
C2 C3 . . 1.474(4) yes
C2 C9 . . 1.523(4) yes
C3 C4 . . 1.404(4) ?
C3 C8 . . 1.397(4) ?
C4 C5 . . 1.390(5) ?
C4 H4 . . .950(3) ?
C5 C6 . . 1.378(5) ?
C5 H5 . . .950(3) ?
C6 C7 . . 1.377(5) ?
C6 H6 . . .950(3) ?
C7 C8 . . 1.383(5) ?
C7 H7 . . .950(3) ?
C8 H8 . . .950(3) ?
C9 C10 . . 1.538(4) ?
C9 F9A . . 1.350(3) ?
C9 F9B . . 1.357(3) ?
C10 C11 . . 1.513(5) ?
C10 F10A . . 1.321(4) ?
C10 F10B . . 1.321(4) ?
C11 F11A . . 1.471(8) ?
C11 F11B . . 1.226(7) ?
C11 F11C . . 1.40(2) ?
C11 F11D . . 1.640(10) ?
C11 F11E . . 1.15(4) ?
C11 F11F . . 1.080(8) ?
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
C1 C2 C3 C4 6.72(0.39)
C1 C2 C3 C8 -172.00(0.27)
C9 C2 C3 C4 -173.17(0.24)
C9 C2 C3 C8 8.12(0.40)
C1 C2 C9 C10 -103.22(0.29)
C1 C2 C9 F9A 133.84(0.25)
C1 C2 C9 F9B 15.61(0.33)
C3 C2 C9 C10 76.68(0.33)
C3 C2 C9 F9A -46.27(0.32)
C3 C2 C9 F9B -164.49(0.23)
C2 C3 C4 C5 -177.45(0.26)
C2 C3 C4 H4 2.55(0.41)
C8 C3 C4 C5 1.34(0.41)
C8 C3 C4 H4 -178.66(0.26)
C2 C3 C8 C7 177.88(0.26)
C2 C3 C8 H8 -2.12(0.43)
C4 C3 C8 C7 -0.83(0.40)
C4 C3 C8 H8 179.16(0.26)
C3 C4 C5 C6 -0.73(0.46)
C3 C4 C5 H5 179.27(0.29)
H4 C4 C5 C6 179.27(0.29)
H4 C4 C5 H5 -0.73(0.50)
C4 C5 C6 C7 -0.43(0.48)
C4 C5 C6 H6 179.57(0.30)
H5 C5 C6 C7 179.57(0.31)
H5 C5 C6 H6 -0.43(0.54)
C5 C6 C7 C8 0.94(0.46)
C5 C6 C7 H7 -179.06(0.30)
H6 C6 C7 C8 -179.06(0.29)
H6 C6 C7 H7 0.94(0.51)
C6 C7 C8 C3 -0.30(0.44)
C6 C7 C8 H8 179.70(0.28)
H7 C7 C8 C3 179.70(0.27)
H7 C7 C8 H8 -0.30(0.47)
C2 C9 C10 C11 173.84(0.31)
C2 C9 C10 F10A -62.89(0.32)
C2 C9 C10 F10B 53.71(0.31)
F9A C9 C10 C11 -61.15(0.37)
F9A C9 C10 F10A 62.12(0.28)
F9A C9 C10 F10B 178.71(0.21)
F9B C9 C10 C11 52.83(0.37)
F9B C9 C10 F10A 176.10(0.22)
F9B C9 C10 F10B -67.30(0.26)
C9 C10 C11 F11D 79.15(0.39)
C9 C10 C11 F11F -25.40(0.90)
F10A C10 C11 F11D -45.49(0.39)
F10A C10 C11 F11F -150.04(0.76)
F10B C10 C11 F11D -158.96(0.33)
F10B C10 C11 F11F 96.50(0.80)
