#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/51/1505110.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_1505110
loop_
_publ_author_name
'Sonoda, Yoriko'
'Goto, Midori'
'Tsuzuki, Seiji'
'Tamaoki, Nobuyuki'
_publ_section_title
;
 Fluorinated diphenylpolyenes: crystal structures and emission properties.
;
_journal_issue                   51
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              13441
_journal_page_last               13451
_journal_paper_doi               10.1021/jp0766104
_journal_volume                  111
_journal_year                    2007
_chemical_formula_sum            'C36 H22 F10'
_chemical_formula_weight         644.54
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                85.410(4)
_cell_angle_beta                 89.540(4)
_cell_angle_gamma                83.890(4)
_cell_formula_units_Z            1
_cell_length_a                   6.0620(13)
_cell_length_b                   8.2200(18)
_cell_length_c                   14.480(3)
_cell_measurement_reflns_used    1704
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      27.711
_cell_measurement_theta_min      2.775
_cell_volume                     715.1(3)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      183(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.853
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating unit'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0158
_diffrn_reflns_av_sigmaI/netI    0.0303
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            3801
_diffrn_reflns_theta_full        25.93
_diffrn_reflns_theta_max         28.10
_diffrn_reflns_theta_min         1.41
_diffrn_standards_decay_%        0.0
_diffrn_standards_interval_time  762
_diffrn_standards_number         29
_exptl_absorpt_coefficient_mu    0.132
_exptl_absorpt_correction_T_max  0.9980
_exptl_absorpt_correction_T_min  0.9615
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             328
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.220
_refine_diff_density_rms         0.049
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.923
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2964
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.923
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0489
_refine_ls_shift/su_max          0.023
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1045P)²+0.1939P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1385
_refine_ls_wR_factor_ref         0.1622
_reflns_number_gt                2095
_reflns_number_total             2964
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jp0766104-file001.cif
_cod_data_source_block           sokona
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1505110
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
F1 F 0.16841(17) 0.16946(15) 0.77356(8) 0.0444(3) Uani 1 1 d .
F2 F 0.3622(2) 0.22140(16) 0.93013(8) 0.0512(4) Uani 1 1 d .
F3 F 0.7792(2) 0.08244(17) 0.97049(8) 0.0560(4) Uani 1 1 d .
F4 F 0.99541(18) -0.12155(16) 0.85136(9) 0.0518(4) Uani 1 1 d .
F5 F 0.80343(18) -0.17700(15) 0.69317(8) 0.0471(3) Uani 1 1 d .
C1 C 0.3742(3) 0.0961(2) 0.78904(13) 0.0344(4) Uani 1 1 d .
C2 C 0.4720(3) 0.1247(2) 0.87113(13) 0.0382(4) Uani 1 1 d .
C3 C 0.6825(3) 0.0526(2) 0.89169(13) 0.0398(5) Uani 1 1 d .
C4 C 0.7929(3) -0.0479(2) 0.83122(14) 0.0386(4) Uani 1 1 d .
C5 C 0.6915(3) -0.0753(2) 0.74939(13) 0.0357(4) Uani 1 1 d .
C6 C 0.4796(3) -0.0036(2) 0.72487(12) 0.0335(4) Uani 1 1 d .
C7 C 0.3792(3) -0.0438(2) 0.63880(13) 0.0386(4) Uani 1 1 d .
H7 H 0.4603 -0.1267 0.6064 0.046 Uiso 1 1 calc R
C8 C 0.1882(3) 0.0221(2) 0.60087(13) 0.0400(5) Uani 1 1 d .
H8 H 0.1069 0.1093 0.6299 0.048 Uiso 1 1 calc R
C9 C 0.0977(3) -0.0312(3) 0.51818(14) 0.0421(5) Uani 1 1 d .
H9 H 0.1817 -0.1155 0.4878 0.050 Uiso 1 1 calc R
C10 C 0.3742(3) 0.5872(3) 0.78510(14) 0.0412(5) Uani 1 1 d .
H10 H 0.2267 0.6334 0.7712 0.049 Uiso 1 1 calc R
C11 C 0.4692(4) 0.6148(3) 0.86815(15) 0.0460(5) Uani 1 1 d .
H11 H 0.3873 0.6796 0.9108 0.055 Uiso 1 1 calc R
C12 C 0.6834(3) 0.5482(3) 0.88894(15) 0.0471(5) Uani 1 1 d .
H12 H 0.7490 0.5668 0.9460 0.057 Uiso 1 1 calc R
C13 C 0.8020(3) 0.4545(3) 0.82683(15) 0.0456(5) Uani 1 1 d .
H13 H 0.9498 0.4093 0.8411 0.055 Uiso 1 1 calc R
C14 C 0.7069(3) 0.4259(3) 0.74360(15) 0.0420(5) Uani 1 1 d .
H14 H 0.7897 0.3604 0.7015 0.050 Uiso 1 1 calc R
C15 C 0.4918(3) 0.4920(2) 0.72121(13) 0.0373(4) Uani 1 1 d .
C16 C 0.3941(3) 0.4575(2) 0.63329(14) 0.0403(5) Uani 1 1 d .
H16 H 0.4832 0.3870 0.5958 0.048 Uiso 1 1 calc R
C17 C 0.1937(3) 0.5148(2) 0.60063(14) 0.0405(5) Uani 1 1 d .
H17 H 0.1050 0.5892 0.6360 0.049 Uiso 1 1 calc R
C18 C 0.1018(3) 0.4722(2) 0.51567(14) 0.0415(5) Uani 1 1 d .
H18 H 0.1914 0.3997 0.4794 0.050 Uiso 1 1 calc R
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
F1 C1 C2 116.23(16) .
F1 C1 C6 120.78(16) .
C2 C1 C6 122.99(17) .
F2 C2 C3 120.40(17) .
F2 C2 C1 120.26(17) .
C3 C2 C1 119.33(18) .
F3 C3 C2 119.43(18) .
F3 C3 C4 120.57(18) .
C2 C3 C4 119.99(17) .
F4 C4 C3 120.56(17) .
F4 C4 C5 119.69(18) .
C3 C4 C5 119.74(18) .
F5 C5 C6 119.76(16) .
F5 C5 C4 117.77(17) .
C6 C5 C4 122.46(18) .
C5 C6 C1 115.48(16) .
C5 C6 C7 119.37(17) .
C1 C6 C7 125.05(17) .
C8 C7 C6 127.64(18) .
C8 C7 H7 116.2 .
C6 C7 H7 116.2 .
C7 C8 C9 123.62(19) .
C7 C8 H8 118.2 .
C9 C8 H8 118.2 .
C9 C9 C8 123.6(3) 2_556
C9 C9 H9 118.2 2_556
C8 C9 H9 118.2 .
C11 C10 C15 121.07(19) .
C11 C10 H10 119.5 .
C15 C10 H10 119.5 .
C12 C11 C10 119.85(19) .
C12 C11 H11 120.1 .
C10 C11 H11 120.1 .
C11 C12 C13 119.9(2) .
C11 C12 H12 120.0 .
C13 C12 H12 120.0 .
C12 C13 C14 120.4(2) .
C12 C13 H13 119.8 .
C14 C13 H13 119.8 .
C15 C14 C13 120.62(19) .
C15 C14 H14 119.7 .
C13 C14 H14 119.7 .
C14 C15 C10 118.14(18) .
C14 C15 C16 119.45(17) .
C10 C15 C16 122.40(18) .
C17 C16 C15 126.85(18) .
C17 C16 H16 116.6 .
C15 C16 H16 116.6 .
C16 C17 C18 124.80(18) .
C16 C17 H17 117.6 .
C18 C17 H17 117.6 .
C18 C18 C17 124.3(2) 2_566
C18 C18 H18 117.8 2_566
C17 C18 H18 117.8 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F1 C1 1.339(2) .
F2 C2 1.339(2) .
F3 C3 1.339(2) .
F4 C4 1.334(2) .
F5 C5 1.342(2) .
C1 C2 1.380(3) .
C1 C6 1.394(3) .
C2 C3 1.373(3) .
C3 C4 1.373(3) .
C4 C5 1.384(3) .
C5 C6 1.392(3) .
C6 C7 1.468(3) .
C7 C8 1.328(3) .
C7 H7 0.9500 .
C8 C9 1.440(3) .
C8 H8 0.9500 .
C9 C9 1.334(4) 2_556
C9 H9 0.9500 .
C10 C11 1.383(3) .
C10 C15 1.401(3) .
C10 H10 0.9500 .
C11 C12 1.380(3) .
C11 H11 0.9500 .
C12 C13 1.379(3) .
C12 H12 0.9500 .
C13 C14 1.388(3) .
C13 H13 0.9500 .
C14 C15 1.389(3) .
C14 H14 0.9500 .
C15 C16 1.469(3) .
C16 C17 1.331(3) .
C16 H16 0.9500 .
C17 C18 1.438(3) .
C17 H17 0.9500 .
C18 C18 1.339(4) 2_566
C18 H18 0.9500 .
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_4
F1 C1 C2 F2 -0.2(3) .
C6 C1 C2 F2 -179.90(17) .
F1 C1 C2 C3 179.69(16) .
C6 C1 C2 C3 -0.1(3) .
F2 C2 C3 F3 -1.3(3) .
C1 C2 C3 F3 178.83(17) .
F2 C2 C3 C4 179.29(17) .
C1 C2 C3 C4 -0.5(3) .
F3 C3 C4 F4 2.2(3) .
C2 C3 C4 F4 -178.48(17) .
F3 C3 C4 C5 -179.01(17) .
C2 C3 C4 C5 0.4(3) .
F4 C4 C5 F5 0.2(3) .
C3 C4 C5 F5 -178.65(16) .
F4 C4 C5 C6 179.30(16) .
C3 C4 C5 C6 0.5(3) .
F5 C5 C6 C1 178.09(16) .
C4 C5 C6 C1 -1.0(3) .
F5 C5 C6 C7 1.6(3) .
C4 C5 C6 C7 -177.48(17) .
F1 C1 C6 C5 -178.93(15) .
C2 C1 C6 C5 0.8(3) .
F1 C1 C6 C7 -2.7(3) .
C2 C1 C6 C7 177.06(18) .
C5 C6 C7 C8 -174.11(19) .
C1 C6 C7 C8 9.8(3) .
C6 C7 C8 C9 -176.83(18) .
C7 C8 C9 C9 177.6(2) 2_556
C15 C10 C11 C12 0.0(3) .
C10 C11 C12 C13 0.1(3) .
C11 C12 C13 C14 -0.4(3) .
C12 C13 C14 C15 0.5(3) .
C13 C14 C15 C10 -0.4(3) .
C13 C14 C15 C16 -179.04(18) .
C11 C10 C15 C14 0.1(3) .
C11 C10 C15 C16 178.71(19) .
C14 C15 C16 C17 -178.05(19) .
C10 C15 C16 C17 3.3(3) .
C15 C16 C17 C18 -177.38(18) .
C16 C17 C18 C18 178.6(2) 2_566
