#------------------------------------------------------------------------------
#$Date: 2011-09-28 17:24:46 +0300 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/43/2014361.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_2014361
loop_
_publ_author_name
' Asahara, Haruyasu '
' Koizumi, Takuya '
' Mochizuki, Eiko '
' Oshima, Takumi '
_publ_section_title
;
Two conformers of
10,11-dihydro-5<i>H</i>-dibenzo[<i>a</i>,<i>d</i>]cycloheptene spiro-linked
homobenzoquinone epoxide
;
_journal_name_full               'Acta Crystallographica, Section C'
_journal_page_first              o136
_journal_page_last               o138
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C23 H20 O3 '
_chemical_formula_moiety         'C23 H20 O3 '
_chemical_formula_sum            'C23 H20 O3'
_chemical_formula_weight         344.41
_chemical_melting_point          152.6(5)
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   9.4653(3)
_cell_length_b                   14.6974(4)
_cell_length_c                   25.3890(9)
_cell_measurement_temperature    213.2
_cell_volume                     3532.0(2)
_exptl_crystal_density_diffrn    1.295
_[local]_cod_chemical_formula_sum_orig 'C23 H20 O3 '
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '152.2-153.1' was changed to
'152.6(5)' - the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2014361
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2+x,1/2-y,-z
-x,1/2+y,1/2-z
1/2-x,-y,1/2+z
-x,-y,-z
1/2-x,1/2+y,z
x,1/2-y,1/2+z
1/2+x,y,1/2-z
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 0.6459(2) 0.03250(10) 0.04870(8) 0.0353(6) Uani d . 1.00 . .
O O2 0.3140(2) -0.03760(10) 0.21843(8) 0.0312(5) Uani d . 1.00 . .
O O3 0.6056(2) -0.09130(10) 0.15553(8) 0.0319(5) Uani d . 1.00 . .
C C1 0.7844(3) 0.0335(2) 0.14810(10) 0.0372(9) Uani d . 1.00 . .
C C2 0.6357(3) 0.0025(2) 0.14030(10) 0.0246(7) Uani d . 1.00 . .
C C3 0.5413(3) -0.0170(2) 0.18470(10) 0.0246(7) Uani d . 1.00 . .
C C4 0.3845(3) -0.0178(2) 0.17990(10) 0.0224(7) Uani d . 1.00 . .
C C5 0.3176(3) -0.00190(10) 0.12730(10) 0.0200(6) Uani d . 1.00 . .
C C6 0.4138(3) 0.0210(2) 0.08210(10) 0.0198(6) Uani d . 1.00 . .
C C7 0.5697(3) 0.0209(2) 0.08680(10) 0.0243(7) Uani d . 1.00 . .
C C8 0.1849(3) -0.0564(2) 0.11680(10) 0.0302(8) Uani d . 1.00 . .
C C9 0.3270(2) 0.0978(2) 0.10680(10) 0.0176(6) Uani d . 1.00 . .
C C10 0.4003(3) 0.16860(10) 0.14060(10) 0.0178(6) Uani d . 1.00 . .
C C11 0.5259(3) 0.2098(2) 0.12540(10) 0.0226(7) Uani d . 1.00 . .
C C12 0.5885(3) 0.2760(2) 0.15630(10) 0.0277(7) Uani d . 1.00 . .
C C13 0.5242(3) 0.3032(2) 0.20250(10) 0.0311(8) Uani d . 1.00 . .
C C14 0.3967(3) 0.2648(2) 0.21720(10) 0.0268(7) Uani d . 1.00 . .
C C15 0.3327(3) 0.1977(2) 0.18670(10) 0.0216(6) Uani d . 1.00 . .
C C16 0.1862(3) 0.1642(2) 0.19850(10) 0.0253(7) Uani d . 1.00 . .
C C17 0.0798(3) 0.2058(2) 0.16080(10) 0.0262(7) Uani d . 1.00 . .
C C18 0.0918(3) 0.1841(2) 0.10230(10) 0.0237(7) Uani d . 1.00 . .
C C19 -0.0192(3) 0.2169(2) 0.07090(10) 0.0365(9) Uani d . 1.00 . .
C C20 -0.0256(3) 0.2029(2) 0.01750(10) 0.0426(9) Uani d . 1.00 . .
C C21 0.0826(4) 0.1559(2) -0.00720(10) 0.0377(9) Uani d . 1.00 . .
C C22 0.1952(3) 0.1237(2) 0.02230(10) 0.0264(7) Uani d . 1.00 . .
C C23 0.2013(3) 0.1354(2) 0.07700(10) 0.0204(6) Uani d . 1.00 . .
H H1 0.7937 0.0955 0.1372 0.0469 Uiso calc . 1.00 . .
H H2 0.8098 0.0290 0.1843 0.0469 Uiso calc . 1.00 . .
H H3 0.8477 -0.0028 0.1278 0.0469 Uiso calc . 1.00 . .
H H4 0.5789 -0.0051 0.2194 0.0297 Uiso calc . 1.00 . .
H H5 0.3796 0.0011 0.0484 0.0231 Uiso calc . 1.00 . .
H H6 0.1151 -0.0415 0.1426 0.0374 Uiso calc . 1.00 . .
H H7 0.1493 -0.0428 0.0829 0.0374 Uiso calc . 1.00 . .
H H8 0.2050 -0.1198 0.1191 0.0374 Uiso calc . 1.00 . .
H H9 0.5695 0.1914 0.0925 0.0275 Uiso calc . 1.00 . .
H H10 0.6768 0.3032 0.1456 0.0337 Uiso calc . 1.00 . .
H H11 0.5672 0.3484 0.2244 0.0380 Uiso calc . 1.00 . .
H H12 0.3506 0.2849 0.2495 0.0344 Uiso calc . 1.00 . .
H H13 0.1619 0.1807 0.2340 0.0305 Uiso calc . 1.00 . .
H H14 0.1831 0.0996 0.1956 0.0305 Uiso calc . 1.00 . .
H H15 0.0863 0.2703 0.1643 0.0304 Uiso calc . 1.00 . .
H H16 -0.0123 0.1870 0.1719 0.0304 Uiso calc . 1.00 . .
H H17 -0.0948 0.2493 0.0881 0.0438 Uiso calc . 1.00 . .
H H18 -0.1042 0.2259 -0.0029 0.0500 Uiso calc . 1.00 . .
H H19 0.0787 0.1452 -0.0441 0.0435 Uiso calc . 1.00 . .
H H20 0.2708 0.0922 0.0045 0.0321 Uiso calc . 1.00 . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
O1 0.0270(10) 0.0450(10) 0.0330(10) -0.0003(9) 0.0090(10) -0.0073(10)
O2 0.0330(10) 0.0295(10) 0.0310(10) 0.0044(8) 0.0040(10) 0.0102(9)
O3 0.0249(10) 0.0199(8) 0.0510(10) 0.0030(7) -0.0010(10) 0.0028(9)
C1 0.0240(10) 0.038(2) 0.050(2) -0.0030(10) -0.009(2) 0.0060(10)
C2 0.0200(10) 0.0160(10) 0.038(2) 0.0022(10) -0.0050(10) -0.0010(10)
C3 0.0260(10) 0.0220(10) 0.025(2) 0.0010(10) -0.0040(10) 0.0040(10)
C4 0.0270(10) 0.0150(10) 0.025(2) 0.0009(10) 0.0000(10) 0.0020(10)
C5 0.0190(10) 0.0160(10) 0.026(2) -0.0012(9) -0.0010(10) 0.0000(10)
C6 0.0210(10) 0.0200(10) 0.0180(10) 0.0009(10) -0.0020(10) -0.0020(10)
C7 0.0240(10) 0.0220(10) 0.027(2) 0.0040(10) 0.0030(10) -0.0040(10)
C8 0.0260(10) 0.0220(10) 0.043(2) -0.0050(10) -0.0060(10) 0.0020(10)
C9 0.0160(10) 0.0190(10) 0.0170(10) -0.0006(9) 0.0020(10) -0.0010(10)
C10 0.0180(10) 0.0160(10) 0.0200(10) 0.0022(9) -0.0030(10) 0.0019(10)
C11 0.0220(10) 0.0200(10) 0.026(2) 0.0032(10) 0.0000(10) 0.0030(10)
C12 0.0240(10) 0.0190(10) 0.041(2) -0.0030(10) -0.0080(10) 0.0020(10)
C13 0.037(2) 0.0190(10) 0.037(2) 0.0030(10) -0.020(2) -0.0060(10)
C14 0.035(2) 0.0220(10) 0.0230(10) 0.0100(10) -0.0060(10) -0.0030(10)
C15 0.0230(10) 0.0200(10) 0.0210(10) 0.0075(10) -0.0030(10) 0.0000(10)
C16 0.0280(10) 0.0220(10) 0.025(2) 0.0060(10) 0.0060(10) -0.0040(10)
C17 0.0190(10) 0.0260(10) 0.034(2) 0.0020(10) 0.0030(10) -0.0050(10)
C18 0.0200(10) 0.0200(10) 0.032(2) 0.0015(10) -0.0010(10) 0.0020(10)
C19 0.0270(10) 0.0340(10) 0.048(2) 0.0100(10) 0.000(2) 0.0030(10)
C20 0.036(2) 0.045(2) 0.047(2) 0.0120(10) -0.013(2) 0.010(2)
C21 0.045(2) 0.040(2) 0.028(2) 0.0060(10) -0.011(2) 0.0050(10)
C22 0.0250(10) 0.0270(10) 0.027(2) 0.0040(10) -0.0020(10) 0.0010(10)
C23 0.0210(10) 0.0160(10) 0.025(2) -0.0012(9) -0.0030(10) 0.0010(10)
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
O1 C7 . . 1.218(4) yes
O2 C4 . . 1.220(3) yes
O3 C2 . . 1.460(3) yes
O3 C3 . . 1.452(3) yes
C1 C2 . . 1.492(4) no
C1 H1 . . 0.957 no
C1 H2 . . 0.952 no
C1 H3 . . 0.954 no
C2 C3 . . 1.466(4) yes
C2 C7 . . 1.521(4) no
C3 C4 . . 1.490(4) no
C3 H4 . . 0.967 no
C4 C5 . . 1.495(4) no
C5 C6 . . 1.503(4) yes
C5 C8 . . 1.514(4) no
C5 C9 . . 1.557(3) yes
C6 C7 . . 1.480(4) no
C6 C9 . . 1.530(3) yes
C6 H5 . . 0.961 no
C8 H6 . . 0.956 no
C8 H7 . . 0.946 no
C8 H8 . . 0.954 no
C9 C10 . . 1.517(3) yes
C9 C23 . . 1.515(4) yes
C10 C11 . . 1.390(4) no
C10 C15 . . 1.400(4) yes
C11 C12 . . 1.384(4) no
C11 H9 . . 0.970 no
C12 C13 . . 1.379(4) no
C12 H10 . . 0.966 no
C13 C14 . . 1.384(4) no
C13 H11 . . 0.958 no
C14 C15 . . 1.393(4) no
C14 H12 . . 0.975 no
C15 C16 . . 1.502(4) yes
C16 C17 . . 1.518(4) yes
C16 H13 . . 0.961 no
C16 H14 . . 0.952 no
C17 C18 . . 1.524(4) yes
C17 H15 . . 0.954 no
C17 H16 . . 0.957 no
C18 C19 . . 1.404(4) no
C18 C23 . . 1.413(4) yes
C19 C20 . . 1.374(5) no
C19 H17 . . 0.963 no
C20 C21 . . 1.385(5) no
C20 H18 . . 0.966 no
C21 C22 . . 1.385(4) no
C21 H19 . . 0.950 no
C22 C23 . . 1.401(4) no
C22 H20 . . 0.965 no