#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:22:01 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178384 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/06/4020685.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_4020685
loop_
_publ_author_name
'Tadatsugu Yamaguchi'
'Masahiro Irie'
_publ_section_title
;
 Photochromism of
 Bis(2-alkyl-1-benzofuran-3-yl)perfluorocyclopentene Derivatives
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              10323
_journal_page_last               10328
_journal_paper_doi               10.1021/jo051372z
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C29 H26 F6 O2'
_chemical_formula_weight         520.50
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 105.271(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.602(3)
_cell_length_b                   9.4947(17)
_cell_length_c                   19.285(3)
_cell_measurement_temperature    123(2)
_cell_volume                     2579.4(8)
_diffrn_ambient_temperature      123(2)
_exptl_crystal_density_diffrn    1.340
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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 21/c'
_cod_database_code               4020685
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
O2 O 0.33652(11) 0.19362(16) 0.14264(8) 0.0623(4) Uani 1 1 d . . .
O1 O 0.08741(11) 0.61194(16) 0.14126(8) 0.0650(5) Uani 1 1 d . . .
C19 C 0.33704(15) 0.3129(2) 0.24368(11) 0.0498(6) Uani 1 1 d . . .
C1 C 0.17082(16) 0.5774(2) 0.19102(12) 0.0552(6) Uani 1 1 d . . .
C2 C 0.15394(15) 0.4925(2) 0.24259(11) 0.0510(6) Uani 1 1 d . . .
C17 C 0.30630(15) 0.3673(2) 0.30504(11) 0.0515(6) Uani 1 1 d . A .
C13 C 0.22624(16) 0.4384(2) 0.30430(11) 0.0523(6) Uani 1 1 d . A .
C25 C 0.42255(16) 0.2611(2) 0.16492(12) 0.0556(6) Uani 1 1 d . . .
C18 C 0.28616(16) 0.2276(2) 0.19155(12) 0.0546(6) Uani 1 1 d . . .
C3 C 0.05242(16) 0.4699(2) 0.22499(12) 0.0533(6) Uani 1 1 d . . .
C20 C 0.42782(16) 0.3366(2) 0.22765(11) 0.0518(6) Uani 1 1 d . . .
C8 C 0.01476(17) 0.5451(3) 0.16198(13) 0.0584(6) Uani 1 1 d . . .
C26 C 0.18953(16) 0.1675(3) 0.17540(12) 0.0625(7) Uani 1 1 d . . .
H26A H 0.1608 0.1933 0.2136 0.075 Uiso 1 1 calc R . .
H26B H 0.1942 0.0656 0.1750 0.075 Uiso 1 1 calc R . .
C10 C 0.27384(16) 0.5900(3) 0.10528(12) 0.0670(7) Uani 1 1 d . . .
H10A H 0.2802 0.4882 0.1061 0.080 Uiso 1 1 calc R . .
H10B H 0.2190 0.6143 0.0664 0.080 Uiso 1 1 calc R . .
C9 C 0.25710(16) 0.6390(3) 0.17638(12) 0.0636(7) Uani 1 1 d . . .
H9A H 0.3118 0.6138 0.2152 0.076 Uiso 1 1 calc R . .
H9B H 0.2516 0.7408 0.1757 0.076 Uiso 1 1 calc R . .
C14 C 0.2211(2) 0.4695(3) 0.37954(13) 0.0675(7) Uani 1 1 d . . .
C27 C 0.12461(16) 0.2162(3) 0.10367(12) 0.0641(7) Uani 1 1 d . . .
H27A H 0.1214 0.3182 0.1034 0.077 Uiso 1 1 calc R . .
H27B H 0.1521 0.1876 0.0652 0.077 Uiso 1 1 calc R . .
C22 C 0.58061(17) 0.4139(3) 0.22213(14) 0.0731(7) Uani 1 1 d . . .
H22 H 0.6352 0.4667 0.2408 0.088 Uiso 1 1 calc R . .
C21 C 0.50909(17) 0.4148(2) 0.25662(12) 0.0635(7) Uani 1 1 d . . .
H21 H 0.5152 0.4668 0.2985 0.076 Uiso 1 1 calc R . .
C28 C 0.02577(17) 0.1579(3) 0.08900(13) 0.0771(8) Uani 1 1 d . . .
H28A H -0.0020 0.1867 0.1272 0.093 Uiso 1 1 calc R . .
H28B H 0.0288 0.0559 0.0892 0.093 Uiso 1 1 calc R . .
C24 C 0.49303(18) 0.2577(3) 0.12989(13) 0.0708(7) Uani 1 1 d . . .
H24 H 0.4872 0.2056 0.0881 0.085 Uiso 1 1 calc R . .
C16 C 0.3632(2) 0.3387(3) 0.38039(13) 0.0673(7) Uani 1 1 d . . .
C4 C -0.01111(18) 0.3916(2) 0.25280(14) 0.0659(7) Uani 1 1 d . . .
H4 H 0.0103 0.3387 0.2945 0.079 Uiso 1 1 calc R . .
C7 C -0.07911(19) 0.5493(3) 0.12600(14) 0.0754(7) Uani 1 1 d . . .
H7 H -0.1011 0.6015 0.0841 0.091 Uiso 1 1 calc R . .
C6 C -0.13924(19) 0.4723(3) 0.15512(16) 0.0830(8) Uani 1 1 d . . .
H6 H -0.2040 0.4724 0.1327 0.100 Uiso 1 1 calc R . .
C23 C 0.57266(19) 0.3358(3) 0.16018(14) 0.0761(8) Uani 1 1 d . . .
H23 H 0.6225 0.3362 0.1385 0.091 Uiso 1 1 calc R . .
C11 C 0.36108(19) 0.6545(3) 0.09071(14) 0.0887(9) Uani 1 1 d . . .
H11A H 0.4162 0.6288 0.1291 0.106 Uiso 1 1 calc R . .
H11B H 0.3552 0.7563 0.0906 0.106 Uiso 1 1 calc R . .
C5 C -0.1055(2) 0.3948(3) 0.21712(16) 0.0776(8) Uani 1 1 d . . .
H5 H -0.1482 0.3431 0.2352 0.093 Uiso 1 1 calc R . .
F1A F 0.1410(7) 0.4032(17) 0.3942(6) 0.125(4) Uani 0.574(11) 1 d P A 1
F2A F 0.2042(7) 0.6048(17) 0.3906(7) 0.100(3) Uani 0.574(11) 1 d P A 1
F4A F 0.3498(5) 0.4548(9) 0.4871(4) 0.103(3) Uani 0.574(11) 1 d P A 1
F3A F 0.2665(4) 0.2664(7) 0.4527(4) 0.0971(19) Uani 0.574(11) 1 d P A 1
F5A F 0.3583(9) 0.1981(15) 0.3940(6) 0.126(3) Uani 0.574(11) 1 d P A 1
F6A F 0.4527(9) 0.3722(15) 0.3946(8) 0.105(4) Uani 0.574(11) 1 d P A 1
C15A C 0.3103(12) 0.383(2) 0.4282(12) 0.068(4) Uani 0.574(11) 1 d P A 1
F1B F 0.1454(6) 0.441(2) 0.3940(6) 0.085(4) Uani 0.426(11) 1 d P A 2
F2B F 0.2469(9) 0.611(2) 0.3932(10) 0.096(3) Uani 0.426(11) 1 d P A 2
F4B F 0.3677(4) 0.5465(12) 0.4469(5) 0.116(4) Uani 0.426(11) 1 d P A 2
F3B F 0.3091(8) 0.3650(16) 0.4863(6) 0.125(6) Uani 0.426(11) 1 d P A 2
F5B F 0.3970(9) 0.208(2) 0.3917(7) 0.093(4) Uani 0.426(11) 1 d P A 2
F6B F 0.4435(11) 0.423(2) 0.3984(10) 0.104(5) Uani 0.426(11) 1 d P A 2
C15B C 0.302(2) 0.428(3) 0.4277(18) 0.086(8) Uani 0.426(11) 1 d P A 2
C12 C 0.3762(2) 0.6076(4) 0.01990(14) 0.1135(12) Uani 1 1 d . . .
H12A H 0.3794 0.5066 0.0189 0.170 Uiso 1 1 calc R . .
H12B H 0.4345 0.6466 0.0143 0.170 Uiso 1 1 calc R . .
H12C H 0.3244 0.6396 -0.0186 0.170 Uiso 1 1 calc R . .
C29 C -0.03769(19) 0.2072(3) 0.01742(14) 0.0991(10) Uani 1 1 d . . .
H29A H -0.0436 0.3079 0.0178 0.149 Uiso 1 1 calc R . .
H29B H -0.0993 0.1650 0.0098 0.149 Uiso 1 1 calc R . .
H29C H -0.0102 0.1798 -0.0206 0.149 Uiso 1 1 calc R . .
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
O2 C25 1.374(2) . ?
O2 C18 1.378(2) . ?
O1 C1 1.377(2) . ?
O1 C8 1.382(3) . ?
C19 C18 1.351(3) . ?
C19 C20 1.456(3) . ?
C19 C17 1.466(3) . ?
C1 C2 1.352(3) . ?
C1 C9 1.482(3) . ?
C2 C3 1.447(3) . ?
C2 C13 1.461(3) . ?
C17 C13 1.347(3) . ?
C17 C16 1.497(3) . ?
C13 C14 1.502(3) . ?
C25 C24 1.372(3) . ?
C25 C20 1.391(3) . ?
C18 C26 1.477(3) . ?
C3 C8 1.392(3) . ?
C3 C4 1.401(3) . ?
C20 C21 1.387(3) . ?
C8 C7 1.364(3) . ?
C26 C27 1.528(3) . ?
C10 C11 1.505(3) . ?
C10 C9 1.527(3) . ?
C14 F1B 1.239(12) . ?
C14 F2A 1.336(15) . ?
C14 C15B 1.35(3) . ?
C14 F2B 1.40(2) . ?
C14 F1A 1.421(12) . ?
C14 C15A 1.616(19) . ?
C27 C28 1.501(3) . ?
C22 C21 1.378(3) . ?
C22 C23 1.385(3) . ?
C28 C29 1.520(3) . ?
C24 C23 1.373(3) . ?
C16 F6A 1.301(13) . ?
C16 F5B 1.330(17) . ?
C16 F5A 1.366(15) . ?
C16 F6B 1.387(17) . ?
C16 C15A 1.41(2) . ?
C16 C15B 1.67(3) . ?
C4 C5 1.369(3) . ?
C7 C6 1.372(3) . ?
C6 C5 1.380(4) . ?
C11 C12 1.507(3) . ?
F4A C15A 1.32(2) . ?
F3A C15A 1.42(2) . ?
F4B C15B 1.46(3) . ?
F3B C15B 1.26(3) . ?
