#------------------------------------------------------------------------------
#$Date: 2009-11-16 03:43:51 +0200 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014360.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_2014360
_journal_name_full 'Acta Crystallographica, Section C'
_journal_year 2006
_journal_volume 62
_journal_page_first o136
_journal_page_last o138
_publ_section_title
;
Two conformers of
10,11-dihydro-5H-dibenzo[a,d]cycloheptene spiro-linked
homobenzoquinone epoxide
;
_space_group_IT_number 14
_symmetry_space_group_name_Hall '-P 2yab'
_symmetry_space_group_name_H-M 'P 1 21/a 1'
_[local]_cod_cif_authors_sg_H-M 'P 21/a'
loop_
_publ_author_name
'Asahara, Haruyasu '
'Koizumi, Takuya '
'Mochizuki, Eiko '
'Oshima, Takumi '
_chemical_formula_moiety 'C23 H20 O3'
_chemical_formula_sum 'C23 H20 O3'
_chemical_formula_iupac 'C23 H20 O3'
_chemical_formula_weight 344.41
_chemical_melting_point 183.1-184.7
_symmetry_cell_setting monoclinic
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
1/2-x,1/2+y,-z
-x,-y,-z
1/2+x,1/2-y,z
_cell_length_a 12.5170(10)
_cell_length_b 10.2060(10)
_cell_length_c 14.704(2)
_cell_angle_alpha 90
_cell_angle_beta 111.747(7)
_cell_angle_gamma 90
_cell_volume 1744.7(4)
_cell_formula_units_Z 4
_cell_measurement_temperature 223.2
_exptl_crystal_density_diffrn 1.311
loop_
_atom_site_label
_atom_site_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O O1 -0.2400(2) -0.4268(2) -0.5602(2) 0.0620(8) Uani d . 1.00 . .
O O2 -0.3936(2) -0.5743(2) -0.9365(2) 0.0448(7) Uani d . 1.00 . .
O O3 -0.2593(2) -0.6545(2) -0.7128(2) 0.0459(7) Uani d . 1.00 . .
C C1 -0.3681(3) -0.6727(3) -0.6012(2) 0.0490(10)
Uani d . 1.00 . .
C C2 -0.3369(2) -0.5921(3) -0.6732(2) 0.0338(8) Uani d . 1.00 . .
C C3 -0.3773(2) -0.6275(3) -0.7771(2) 0.0335(8) Uani d . 1.00 . .
C C4 -0.3842(2) -0.5312(3) -0.8560(2) 0.0322(8) Uani d . 1.00 . .
C C5 -0.3721(2) -0.3884(3) -0.8334(2) 0.0295(7) Uani d . 1.00 . .
C C6 -0.3228(2) -0.3541(3) -0.7235(2) 0.0317(7) Uani d . 1.00 . .
C C7 -0.2963(2) -0.4533(3) -0.6453(2) 0.0387(8) Uani d . 1.00 . .
C C8 -0.3285(2) -0.3082(3) -0.8990(2) 0.0409(9) Uani d . 1.00 . .
C C9 -0.4498(2) -0.3263(3) -0.7858(2) 0.0267(7) Uani d . 1.00 . .
C C10 -0.5424(2) -0.4046(2) -0.7675(2) 0.0264(7) Uani d . 1.00 . .
C C11 -0.6123(2) -0.4896(3) -0.8400(2) 0.0317(7) Uani d . 1.00 . .
C C12 -0.7003(2) -0.5597(3) -0.8267(3) 0.0408(9) Uani d . 1.00 . .
C C13 -0.7214(3) -0.5423(3) -0.7423(3) 0.0470(10)
Uani d . 1.00 . .
C C14 -0.6556(3) -0.4545(3) -0.6719(3) 0.0416(9) Uani d . 1.00 . .
C C15 -0.5666(2) -0.3825(3) -0.6826(2) 0.0325(8) Uani d . 1.00 . .
C C16 -0.5057(3) -0.2854(3) -0.6012(2) 0.0434(9) Uani d . 1.00 . .
C C17 -0.4396(3) -0.1678(3) -0.6215(2) 0.0443(9) Uani d . 1.00 . .
C C18 -0.4885(2) -0.1111(3) -0.7233(2) 0.0357(8) Uani d . 1.00 . .
C C19 -0.5367(2) 0.0144(3) -0.7406(3) 0.0466(10) Uani d . 1.00 . .
C C20 -0.5802(3) 0.0676(3) -0.8330(3) 0.0510(10)
Uani d . 1.00 . .
C C21 -0.5789(2) -0.0046(3) -0.9135(3) 0.0465(10) Uani d . 1.00 . .
C C22 -0.5340(2) -0.1318(3) -0.8979(2) 0.0371(8) Uani d . 1.00 . .
C C23 -0.4880(2) -0.1846(3) -0.8041(2) 0.0294(7) Uani d . 1.00 . .
H H1 -0.4199 -0.6239 -0.5794 0.0597 Uiso calc . 1.00 . .
H H2 -0.3012 -0.6931 -0.5463 0.0597 Uiso calc . 1.00 . .
H H3 -0.4054 -0.7512 -0.6313 0.0597 Uiso calc . 1.00 . .
H H4 -0.4276 -0.7015 -0.7965 0.0398 Uiso calc . 1.00 . .
H H5 -0.2743 -0.2780 -0.7076 0.0381 Uiso calc . 1.00 . .
H H6 -0.3797 -0.3163 -0.9660 0.0512 Uiso calc . 1.00 . .
H H7 -0.3231 -0.2178 -0.8815 0.0512 Uiso calc . 1.00 . .
H H8 -0.2541 -0.3382 -0.8941 0.0512 Uiso calc . 1.00 . .
H H9 -0.5985 -0.4993 -0.9005 0.0386 Uiso calc . 1.00 . .
H H10 -0.7481 -0.6196 -0.8771 0.0492 Uiso calc . 1.00 . .
H H11 -0.7834 -0.5911 -0.7337 0.0552 Uiso calc . 1.00 . .
H H12 -0.6713 -0.4437 -0.6127 0.0524 Uiso calc . 1.00 . .
H H13 -0.5611 -0.2492 -0.5782 0.0524 Uiso calc . 1.00 . .
H H14 -0.4506 -0.3342 -0.5482 0.0524 Uiso calc . 1.00 . .
H H15 -0.4354 -0.0998 -0.5751 0.0514 Uiso calc . 1.00 . .
H H16 -0.3618 -0.1960 -0.6091 0.0514 Uiso calc . 1.00 . .
H H17 -0.5381 0.0648 -0.6852 0.0566 Uiso calc . 1.00 . .
H H18 -0.6122 0.1545 -0.8428 0.0601 Uiso calc . 1.00 . .
H H19 -0.6104 0.0315 -0.9803 0.0567 Uiso calc . 1.00 . .
H H20 -0.5353 -0.1848 -0.9532 0.0455 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 0.075(2) 0.0490(10)
0.0360(10)
0.0010(10)
-0.0100(10)
-0.0050(10)
O2 0.0580(10)
0.0430(10)
0.0380(10)
0.0040(10)
0.0230(10)
-0.0050(10)
O3 0.0430(10)
0.0390(10)
0.054(2) 0.0074(9) 0.0160(10)
0.0020(10)
C1 0.065(2) 0.044(2) 0.037(2) 0.001(2) 0.017(2) 0.011(2)
C2 0.0350(10)
0.030(2) 0.032(2) 0.0050(10)
0.0080(10)
0.0020(10)
C3 0.0320(10)
0.0260(10)
0.042(2) -0.0020(10)
0.0130(10)
0.0000(10)
C4 0.0310(10)
0.033(2) 0.034(2) 0.0010(10)
0.0120(10)
-0.0020(10)
C5 0.0270(10)
0.0300(10)
0.033(2) 0.0000(10)
0.0120(10)
0.0030(10)
C6 0.0240(10)
0.0230(10)
0.045(2) -0.0030(10)
0.0100(10)
-0.0030(10)
C7 0.0340(10)
0.037(2) 0.037(2) 0.0030(10)
0.0040(10)
-0.0050(10)
C8 0.038(2) 0.039(2) 0.055(2) 0.0020(10)
0.0290(10)
0.004(2)
C9 0.0250(10)
0.0240(10)
0.030(2) -0.0010(10) 0.0090(10)
0.0010(10)
C10 0.0280(10)
0.0210(10)
0.030(2) 0.0045(10) 0.0100(10)
0.0060(10)
C11 0.0300(10)
0.031(2) 0.032(2) 0.0000(10)
0.0100(10)
0.0000(10)
C12 0.036(2) 0.029(2) 0.059(2) -0.0040(10)
0.0190(10)
-0.003(2)
C13 0.044(2) 0.032(2) 0.077(3) -0.0030(10)
0.036(2) 0.005(2)
C14 0.054(2) 0.034(2) 0.052(2) 0.0060(10)
0.037(2) 0.010(2)
C15 0.0360(10)
0.0290(10)
0.032(2) 0.0070(10)
0.0130(10)
0.0030(10)
C16 0.052(2) 0.048(2) 0.032(2) 0.007(2) 0.0170(10)
-0.001(2)
C17 0.048(2) 0.043(2) 0.041(2) -0.0030(10)
0.0150(10)
-0.020(2)
C18 0.0300(10)
0.027(2) 0.050(2) -0.0040(10)
0.0150(10)
-0.0060(10)
C19 0.043(2) 0.028(2) 0.073(3) -0.0040(10)
0.026(2) -0.010(2)
C20 0.041(2) 0.027(2) 0.091(3) 0.0040(10)
0.032(2) 0.008(2)
C21 0.035(2) 0.040(2) 0.067(3) 0.0060(10)
0.021(2) 0.024(2)
C22 0.0300(10)
0.035(2) 0.048(2) 0.0000(10)
0.0170(10)
0.008(2)
C23 0.0230(10)
0.0250(10)
0.041(2) -0.0020(10)
0.0140(10)
0.0020(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 . . 1.227(4) yes
O3 C2 . . 1.451(4) yes
O3 C3 . . 1.454(3) yes
C1 C2 . . 1.503(5) no
C1 H1 . . 0.962 no
C1 H2 . . 0.945 no
C1 H3 . . 0.950 no
C2 C3 . . 1.465(4) yes
C2 C7 . . 1.510(4) no
C3 C4 . . 1.497(4) no
C3 H4 . . 0.957 no
C4 C5 . . 1.490(4) no
C5 C6 . . 1.541(4) yes
C5 C8 . . 1.513(5) no
C5 C9 . . 1.531(4) yes
C6 C7 . . 1.475(4) no
C6 C9 . . 1.539(3) yes
C6 H5 . . 0.960 no
C8 H6 . . 0.960 no
C8 H7 . . 0.953 no
C8 H8 . . 0.957 no
C9 C10 . . 1.512(4) yes
C9 C23 . . 1.516(4) yes
C10 C11 . . 1.401(4) no
C10 C15 . . 1.408(5) yes
C11 C12 . . 1.388(4) no
C11 H9 . . 0.971 no
C12 C13 . . 1.372(6) no
C12 H10 . . 0.976 no
C13 C14 . . 1.386(4) no
C13 H11 . . 0.969 no
C14 C15 . . 1.391(5) no
C14 H12 . . 0.966 no
C15 C16 . . 1.524(4) yes
C16 C17 . . 1.548(5) yes
C16 H13 . . 0.951 no
C16 H14 . . 0.965 no
C17 C18 . . 1.507(4) yes
C17 H15 . . 0.961 no
C17 H16 . . 0.966 no
C18 C19 . . 1.399(4) no
C18 C23 . . 1.408(5) yes
C19 C20 . . 1.375(6) no
C19 H17 . . 0.970 no
C20 C21 . . 1.399(6) no
C20 H18 . . 0.961 no
C21 C22 . . 1.400(4) no
C21 H19 . . 0.984 no
C22 C23 . . 1.391(4) no
C22 H20 . . 0.971 no