#------------------------------------------------------------------------------
#$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012619.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_2012619
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o218
_journal_page_last  o219
_publ_section_title
;
3,4-(4-methoxybenzo):8,9-benzobicyclo[4.4.1]undeca-3,8-dien-11-one
ethylene acetal
;
loop_
_publ_author_name
  'Liu, Xiaoming'
  'Kilner, Colin A.'
  'Halcrow, Malcolm A.'
_chemical_name_common
;
3,4-(4-methoxybenzo):8,9-benzo-bicyclo[4.4.1]undeca-3,9-dien-11-one
ethylene acetal
;
_chemical_formula_moiety  'C22 H24 O3'
_chemical_formula_sum  'C22 H24 O3'
_chemical_formula_iupac  'C22 H24 O3'
_chemical_formula_weight  336.41
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P c a 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y, z+1/2'
  'x+1/2, -y, z'
  '-x, -y, z+1/2'
_cell_length_a  13.3194(3)
_cell_length_b  7.73110(10)
_cell_length_c  16.5545(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1704.68(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.311
_diffrn_ambient_temperature  150(2)
loop_
_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
_atom_site_type_symbol
  C1 0.41397(15) 0.4043(2) 0.04869(13) 0.0250(4) Uani d . 1 . . C
  C2 0.45879(15) 0.4401(3) 0.12234(13) 0.0266(4) Uani d . 1 . . C
  H2 0.4280 0.5208 0.1578 0.032 Uiso calc R 1 . . H
  C3 0.54842(14) 0.3598(3) 0.14559(13) 0.0272(4) Uani d . 1 . . C
  C4 0.59501(14) 0.2458(3) 0.09346(15) 0.0291(4) Uani d . 1 . . C
  H4 0.6559 0.1905 0.1084 0.035 Uiso calc R 1 . . H
  C5 0.55121(14) 0.2131(3) 0.01858(14) 0.0280(4) Uani d . 1 . . C
  H5 0.5838 0.1360 -0.0176 0.034 Uiso calc R 1 . . H
  C6 0.46138(14) 0.2896(2) -0.00512(12) 0.0251(4) Uani d . 1 . . C
  C7 0.31339(14) 0.4864(3) 0.02863(14) 0.0263(4) Uani d . 1 . . C
  H7A 0.3216 0.5545 -0.0216 0.032 Uiso calc R 1 . . H
  H7B 0.2966 0.5688 0.0723 0.032 Uiso calc R 1 . . H
  C8 0.22287(14) 0.3639(2) 0.01712(13) 0.0245(4) Uani d . 1 . . C
  H8 0.1632 0.4422 0.0140 0.029 Uiso calc R 1 . . H
  C9 0.20033(15) 0.2417(3) 0.08864(13) 0.0265(4) Uani d . 1 . . C
  H9A 0.1796 0.3146 0.1349 0.032 Uiso calc R 1 . . H
  H9B 0.1415 0.1705 0.0735 0.032 Uiso calc R 1 . . H
  C10 0.41463(14) 0.2398(3) -0.08456(14) 0.0273(4) Uani d . 1 . . C
  H10A 0.4623 0.1645 -0.1140 0.033 Uiso calc R 1 . . H
  H10B 0.4054 0.3460 -0.1171 0.033 Uiso calc R 1 . . H
  C11 0.31233(14) 0.1451(3) -0.07911(12) 0.0239(4) Uani d . 1 . . C
  H11 0.3007 0.0964 -0.1343 0.029 Uiso calc R 1 . . H
  C12 0.31238(14) -0.0123(3) -0.02228(13) 0.0248(4) Uani d . 1 . . C
  H12A 0.2456 -0.0676 -0.0271 0.030 Uiso calc R 1 . . H
  H12B 0.3618 -0.0957 -0.0442 0.030 Uiso calc R 1 . . H
  C13 0.28116(14) 0.1197(3) 0.11861(13) 0.0251(4) Uani d . 1 . . C
  C14 0.30152(17) 0.1160(3) 0.20134(14) 0.0310(5) Uani d . 1 . . C
  H14 0.2661 0.1923 0.2361 0.037 Uiso calc R 1 . . H
  C15 0.37200(18) 0.0040(3) 0.23438(14) 0.0344(5) Uani d . 1 . . C
  H15 0.3832 0.0020 0.2910 0.041 Uiso calc R 1 . . H
  C16 0.42576(17) -0.1044(3) 0.18395(15) 0.0329(5) Uani d . 1 . . C
  H16 0.4754 -0.1797 0.2055 0.039 Uiso calc R 1 . . H
  C17 0.40660(15) -0.1022(3) 0.10173(13) 0.0279(4) Uani d . 1 . . C
  H17 0.4440 -0.1768 0.0675 0.033 Uiso calc R 1 . . H
  C18 0.33419(14) 0.0060(2) 0.06749(12) 0.0236(4) Uani d . 1 . . C
  C19 0.22499(13) 0.2699(3) -0.06473(13) 0.0245(4) Uani d . 1 . . C
  O20 0.22574(10) 0.3934(2) -0.12874(9) 0.0301(3) Uani d . 1 . . O
  C21 0.12361(16) 0.4390(3) -0.14584(15) 0.0380(5) Uani d . 1 . . C
  H21A 0.1114 0.4410 -0.2048 0.046 Uiso calc R 1 . . H
  H21B 0.1072 0.5540 -0.1232 0.046 Uiso calc R 1 . . H
  C22 0.06099(15) 0.2976(3) -0.10523(15) 0.0349(5) Uani d . 1 . . C
  H22A 0.0208 0.3459 -0.0603 0.042 Uiso calc R 1 . . H
  H22B 0.0151 0.2423 -0.1446 0.042 Uiso calc R 1 . . H
  O23 0.13333(9) 0.17619(19) -0.07582(9) 0.0284(3) Uani d . 1 . . O
  O24 0.58278(11) 0.4026(2) 0.22178(10) 0.0357(4) Uani d . 1 . . O
  C25 0.66780(18) 0.3078(4) 0.25037(17) 0.0436(6) Uani d . 1 . . C
  H25A 0.6540 0.1835 0.2467 0.065 Uiso calc R 1 . . H
  H25B 0.6812 0.3388 0.3067 0.065 Uiso calc R 1 . . H
  H25C 0.7266 0.3359 0.2173 0.065 Uiso calc R 1 . . H
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
  C1 0.0250(9) 0.0193(9) 0.0306(10) -0.0026(7) 0.0019(8) 0.0031(8)
  C2 0.0272(9) 0.0200(9) 0.0326(11) -0.0022(8) 0.0043(8) -0.0006(8)
  C3 0.0238(9) 0.0258(10) 0.0320(10) -0.0063(7) -0.0015(8) 0.0045(9)
  C4 0.0206(9) 0.0260(10) 0.0408(12) -0.0018(7) 0.0011(9) 0.0031(9)
  C5 0.0202(8) 0.0251(9) 0.0386(11) -0.0019(7) 0.0046(8) -0.0034(9)
  C6 0.0213(8) 0.0231(10) 0.0310(11) -0.0049(7) 0.0039(7) 0.0015(8)
  C7 0.0260(9) 0.0214(9) 0.0315(10) 0.0014(7) 0.0015(8) -0.0020(8)
  C8 0.0225(9) 0.0229(9) 0.0281(10) 0.0027(7) 0.0026(8) -0.0014(8)
  C9 0.0277(9) 0.0263(10) 0.0256(9) 0.0024(8) 0.0064(8) -0.0034(8)
  C10 0.0233(9) 0.0295(10) 0.0292(10) 0.0004(7) 0.0054(8) -0.0021(9)
  C11 0.0230(8) 0.0257(9) 0.0231(9) 0.0018(7) 0.0029(7) -0.0055(8)
  C12 0.0223(8) 0.0224(9) 0.0297(10) 0.0009(7) 0.0025(8) -0.0053(8)
  C13 0.0263(9) 0.0205(9) 0.0286(10) -0.0045(7) 0.0031(8) -0.0004(8)
  C14 0.0390(11) 0.0266(10) 0.0274(10) -0.0049(8) 0.0044(9) -0.0037(9)
  C15 0.0445(12) 0.0309(11) 0.0278(11) -0.0079(9) -0.0039(10) 0.0014(9)
  C16 0.0332(11) 0.0277(11) 0.0377(12) -0.0028(9) -0.0065(9) 0.0050(9)
  C17 0.0275(9) 0.0235(10) 0.0327(12) -0.0023(8) 0.0016(8) -0.0013(8)
  C18 0.0232(8) 0.0193(9) 0.0282(10) -0.0052(7) 0.0012(7) -0.0008(8)
  C19 0.0208(9) 0.0254(9) 0.0272(10) -0.0002(7) 0.0013(7) 0.0001(8)
  O20 0.0296(8) 0.0329(8) 0.0279(8) 0.0028(6) 0.0001(6) 0.0058(6)
  C21 0.0339(11) 0.0455(13) 0.0347(12) 0.0124(10) 0.0002(9) 0.0056(11)
  C22 0.0239(9) 0.0415(12) 0.0392(12) 0.0055(9) -0.0028(9) -0.0024(10)
  O23 0.0211(6) 0.0301(7) 0.0341(8) -0.0003(6) -0.0020(6) -0.0036(7)
  O24 0.0304(7) 0.0398(9) 0.0370(9) 0.0026(6) -0.0049(7) -0.0035(7)
  C25 0.0341(12) 0.0550(15) 0.0418(13) 0.0032(11) -0.0108(10) -0.0018(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  C1 C2 . 1.385(3) ?
  C1 C6 . 1.407(3) ?
  C1 C7 . 1.519(3) ?
  C2 C3 . 1.399(3) ?
  C2 H2 . 0.9500 ?
  C3 C4 . 1.381(3) ?
  C3 O24 . 1.382(3) ?
  C4 C5 . 1.393(3) ?
  C4 H4 . 0.9500 ?
  C5 C6 . 1.391(3) ?
  C5 H5 . 0.9500 ?
  C6 C10 . 1.505(3) ?
  C7 C8 . 1.545(3) ?
  C7 H7A . 0.9900 ?
  C7 H7B . 0.9900 ?
  C8 C19 . 1.538(3) ?
  C8 C9 . 1.544(3) ?
  C8 H8 . 1.0000 ?
  C9 C13 . 1.515(3) ?
  C9 H9A . 0.9900 ?
  C9 H9B . 0.9900 ?
  C10 C11 . 1.550(3) ?
  C10 H10A . 0.9900 ?
  C10 H10B . 0.9900 ?
  C11 C19 . 1.530(3) ?
  C11 C12 . 1.538(3) ?
  C11 H11 . 1.0000 ?
  C12 C18 . 1.521(3) ?
  C12 H12A . 0.9900 ?
  C12 H12B . 0.9900 ?
  C13 C14 . 1.397(3) ?
  C13 C18 . 1.410(3) ?
  C14 C15 . 1.389(3) ?
  C14 H14 . 0.9500 ?
  C15 C16 . 1.383(3) ?
  C15 H15 . 0.9500 ?
  C16 C17 . 1.385(3) ?
  C16 H16 . 0.9500 ?
  C17 C18 . 1.397(3) ?
  C17 H17 . 0.9500 ?
  C19 O20 . 1.427(2) ?
  C19 O23 . 1.431(2) ?
  O20 C21 . 1.433(3) ?
  C21 C22 . 1.530(3) ?
  C21 H21A . 0.9900 ?
  C21 H21B . 0.9900 ?
  C22 O23 . 1.431(3) ?
  C22 H22A . 0.9900 ?
  C22 H22B . 0.9900 ?
  O24 C25 . 1.430(3) ?
  C25 H25A . 0.9800 ?
  C25 H25B . 0.9800 ?
  C25 H25C . 0.9800 ?
_cod_database_code 2012619