#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202519.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_2202519
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1742
_journal_page_last  o1744
_publ_section_title
;
Dispiro[cyclopropane-1,1'(2'H)-cyclobuta[b]naphthalene-2',1''-cyclopropane]
-3',8'-dione
;
loop_
_publ_author_name
  'Xue-Mei Li'
  'Lei Wang'
  'Jian-Hua Xu'
  'Shu-Sheng Zhang'
  'Hoong-Kun Fun'
_chemical_formula_moiety  'C16 H12 O2'
_chemical_formula_sum  'C16 H12 O2'
_chemical_formula_iupac  'C16 H12 O2'
_chemical_formula_weight  236.26
_chemical_melting_point  '377-376 K'
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21'
_symmetry_space_group_name_Hall  'P 2yb'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  8.7281(5)
_cell_length_b  8.2720(4)
_cell_length_c  16.9772(9)
_cell_angle_alpha  90.00
_cell_angle_beta  102.0473(9)
_cell_angle_gamma  90.00
_cell_volume  1198.74(11)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.309
_diffrn_ambient_temperature  293(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
  O1A 0.4316(2) 0.9273(2) 0.04930(8) 0.0556(4) Uani d . 1 . . O
  O2A 0.69988(19) 0.9227(3) 0.36950(8) 0.0618(5) Uani d . 1 . . O
  C1A 0.6100(2) 1.0530(3) 0.15811(11) 0.0422(4) Uani d . 1 . . C
  C2A 0.6529(3) 1.1716(3) 0.10926(14) 0.0524(5) Uani d . 1 . . C
  H2A 0.6093 1.1715 0.0544 0.063 Uiso calc R 1 . . H
  C3A 0.7598(3) 1.2900(3) 0.14117(17) 0.0637(6) Uani d . 1 . . C
  H3A 0.7891 1.3678 0.1076 0.076 Uiso calc R 1 . . H
  C4A 0.8234(3) 1.2930(3) 0.22332(18) 0.0661(7) Uani d . 1 . . C
  H4A 0.8937 1.3740 0.2447 0.079 Uiso calc R 1 . . H
  C5A 0.7828(3) 1.1761(3) 0.27331(14) 0.0543(6) Uani d . 1 . . C
  H5A 0.8264 1.1785 0.3282 0.065 Uiso calc R 1 . . H
  C6A 0.6770(2) 1.0544(3) 0.24214(12) 0.0438(4) Uani d . 1 . . C
  C7A 0.6422(2) 0.9249(3) 0.29724(11) 0.0447(5) Uani d . 1 . . C
  C8A 0.5375(2) 0.7986(3) 0.25666(11) 0.0424(4) Uani d . 1 . . C
  C9A 0.4657(2) 0.6423(3) 0.27142(11) 0.0437(4) Uani d . 1 . . C
  C10A 0.3963(2) 0.6374(3) 0.18020(11) 0.0408(4) Uani d . 1 . . C
  C11A 0.4740(2) 0.7969(3) 0.17626(11) 0.0401(4) Uani d . 1 . . C
  C12A 0.4971(2) 0.9243(3) 0.12045(11) 0.0412(4) Uani d . 1 . . C
  C13A 0.2399(2) 0.5771(3) 0.13621(13) 0.0500(5) Uani d . 1 . . C
  H13A 0.1830 0.6422 0.0922 0.060 Uiso calc R 1 . . H
  H13B 0.1748 0.5208 0.1672 0.060 Uiso calc R 1 . . H
  C14A 0.3866(3) 0.4948(3) 0.12468(13) 0.0485(5) Uani d . 1 . . C
  H14A 0.4183 0.5104 0.0737 0.058 Uiso calc R 1 . . H
  H14B 0.4101 0.3889 0.1487 0.058 Uiso calc R 1 . . H
  C15A 0.3892(3) 0.5975(4) 0.33999(14) 0.0591(6) Uani d . 1 . . C
  H15A 0.2888 0.5428 0.3271 0.071 Uiso calc R 1 . . H
  H15B 0.4024 0.6706 0.3856 0.071 Uiso calc R 1 . . H
  C16A 0.5312(3) 0.5067(3) 0.32665(13) 0.0572(6) Uani d . 1 . . C
  H16A 0.6296 0.5250 0.3643 0.069 Uiso calc R 1 . . H
  H16B 0.5160 0.3973 0.3059 0.069 Uiso calc R 1 . . H
  O1B -0.0766(2) 0.6523(2) 0.31542(10) 0.0602(4) Uani d . 1 . . O
  O2B 0.2452(3) 1.1503(3) 0.21864(12) 0.0793(6) Uani d . 1 . . O
  C1B -0.0311(2) 0.8134(3) 0.20593(11) 0.0450(5) Uani d . 1 . . C
  C2B -0.1380(3) 0.7243(3) 0.14923(14) 0.0567(6) Uani d . 1 . . C
  H2B -0.1970 0.6431 0.1665 0.068 Uiso calc R 1 . . H
  C3B -0.1562(3) 0.7562(4) 0.06804(16) 0.0723(9) Uani d . 1 . . C
  H3B -0.2275 0.6975 0.0304 0.087 Uiso calc R 1 . . H
  C4B -0.0672(4) 0.8763(5) 0.04343(13) 0.0824(11) Uani d . 1 . . C
  H4B -0.0773 0.8957 -0.0114 0.099 Uiso calc R 1 . . H
  C5B 0.0371(4) 0.9691(4) 0.09813(14) 0.0702(8) Uani d . 1 . . C
  H5B 0.0944 1.0508 0.0801 0.084 Uiso calc R 1 . . H
  C6B 0.0555(3) 0.9387(3) 0.18075(12) 0.0503(5) Uani d . 1 . . C
  C7B 0.1677(3) 1.0429(3) 0.23977(14) 0.0519(5) Uani d . 1 . . C
  C8B 0.1719(2) 1.0013(2) 0.32377(12) 0.0422(4) Uani d . 1 . . C
  C9B 0.2512(2) 1.0433(3) 0.40827(12) 0.0423(4) Uani d . 1 . . C
  C10B 0.1562(2) 0.9059(3) 0.43496(10) 0.0380(4) Uani d . 1 . . C
  C11B 0.0899(2) 0.8799(2) 0.34740(10) 0.0371(4) Uani d . 1 . . C
  C12B -0.0131(2) 0.7701(3) 0.29325(11) 0.0404(4) Uani d . 1 . . C
  C13B 0.2040(3) 0.7829(3) 0.50079(12) 0.0492(5) Uani d . 1 . . C
  H13C 0.3036 0.7984 0.5379 0.059 Uiso calc R 1 . . H
  H13D 0.1754 0.6710 0.4885 0.059 Uiso calc R 1 . . H
  C14B 0.0744(2) 0.9009(3) 0.50456(12) 0.0496(5) Uani d . 1 . . C
  H14C -0.0320 0.8599 0.4945 0.060 Uiso calc R 1 . . H
  H14D 0.0961 0.9873 0.5440 0.060 Uiso calc R 1 . . H
  C15B 0.4208(3) 1.0856(4) 0.43899(16) 0.0627(7) Uani d . 1 . . C
  H15C 0.4760 1.0317 0.4874 0.075 Uiso calc R 1 . . H
  H15D 0.4840 1.1083 0.3996 0.075 Uiso calc R 1 . . H
  C16B 0.2955(3) 1.2051(3) 0.44722(17) 0.0599(6) Uani d . 1 . . C
  H16C 0.2832 1.2998 0.4127 0.072 Uiso calc R 1 . . H
  H16D 0.2753 1.2231 0.5006 0.072 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
  O1A 0.0726(10) 0.0553(9) 0.0327(6) -0.0043(8) -0.0031(6) 0.0021(7)
  O2A 0.0669(10) 0.0743(12) 0.0363(7) 0.0117(9) -0.0070(6) -0.0110(8)
  C1A 0.0455(9) 0.0392(10) 0.0403(9) 0.0103(8) 0.0050(7) -0.0076(8)
  C2A 0.0645(13) 0.0424(12) 0.0498(11) 0.0052(10) 0.0105(10) -0.0072(10)
  C3A 0.0760(16) 0.0433(12) 0.0742(16) -0.0045(12) 0.0212(13) -0.0089(12)
  C4A 0.0626(14) 0.0467(13) 0.0867(19) -0.0043(11) 0.0098(13) -0.0242(14)
  C5A 0.0501(11) 0.0527(13) 0.0558(12) 0.0085(11) 0.0009(9) -0.0224(11)
  C6A 0.0418(9) 0.0445(11) 0.0435(10) 0.0108(9) 0.0049(8) -0.0134(9)
  C7A 0.0415(9) 0.0551(12) 0.0346(8) 0.0152(9) 0.0013(7) -0.0090(9)
  C8A 0.0423(9) 0.0503(11) 0.0328(8) 0.0122(9) 0.0040(7) -0.0014(8)
  C9A 0.0441(10) 0.0524(11) 0.0339(8) 0.0142(9) 0.0061(7) 0.0044(9)
  C10A 0.0416(9) 0.0445(10) 0.0346(9) 0.0088(8) 0.0040(7) 0.0023(8)
  C11A 0.0418(9) 0.0434(10) 0.0327(8) 0.0078(8) 0.0021(7) -0.0016(8)
  C12A 0.0476(10) 0.0403(10) 0.0340(8) 0.0079(9) 0.0049(7) -0.0024(8)
  C13A 0.0448(10) 0.0493(12) 0.0510(11) 0.0056(9) -0.0013(8) -0.0030(10)
  C14A 0.0570(12) 0.0430(11) 0.0445(10) 0.0078(9) 0.0082(9) -0.0002(9)
  C15A 0.0616(13) 0.0730(17) 0.0458(11) 0.0186(12) 0.0186(10) 0.0134(11)
  C16A 0.0653(14) 0.0605(14) 0.0449(11) 0.0215(12) 0.0093(10) 0.0144(11)
  O1B 0.0685(10) 0.0578(10) 0.0544(9) -0.0237(9) 0.0130(7) -0.0143(8)
  O2B 0.1065(15) 0.0608(12) 0.0802(13) -0.0141(12) 0.0411(11) 0.0120(11)
  C1B 0.0454(10) 0.0484(11) 0.0378(9) 0.0180(9) 0.0012(8) -0.0079(8)
  C2B 0.0513(12) 0.0619(14) 0.0497(11) 0.0230(11) -0.0056(9) -0.0187(11)
  C3B 0.0782(17) 0.082(2) 0.0456(12) 0.0396(17) -0.0130(11) -0.0165(13)
  C4B 0.115(2) 0.092(2) 0.0315(10) 0.061(2) -0.0038(12) -0.0004(13)
  C5B 0.102(2) 0.0625(16) 0.0483(13) 0.0354(16) 0.0208(13) 0.0129(12)
  C6B 0.0631(12) 0.0484(12) 0.0384(9) 0.0229(10) 0.0083(9) 0.0024(9)
  C7B 0.0625(13) 0.0450(12) 0.0520(12) 0.0087(10) 0.0208(10) 0.0080(10)
  C8B 0.0442(10) 0.0372(10) 0.0452(10) 0.0020(8) 0.0091(8) -0.0021(8)
  C9B 0.0366(9) 0.0421(10) 0.0480(10) -0.0031(8) 0.0077(7) -0.0073(9)
  C10B 0.0348(8) 0.0404(10) 0.0364(8) 0.0008(8) 0.0021(6) -0.0040(8)
  C11B 0.0344(8) 0.0386(10) 0.0363(8) 0.0022(7) 0.0029(7) -0.0018(7)
  C12B 0.0355(8) 0.0436(11) 0.0406(9) 0.0038(8) 0.0045(7) -0.0087(8)
  C13B 0.0578(12) 0.0477(12) 0.0386(10) 0.0028(10) 0.0017(8) 0.0002(9)
  C14B 0.0469(10) 0.0599(13) 0.0425(9) -0.0029(10) 0.0103(8) -0.0067(10)
  C15B 0.0405(10) 0.0726(17) 0.0767(16) -0.0158(11) 0.0158(10) -0.0321(14)
  C16B 0.0628(14) 0.0474(13) 0.0736(15) -0.0132(11) 0.0236(12) -0.0192(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
  O1A C12A . 1.224(2) y
  O2A C7A . 1.225(2) y
  C1A C2A . 1.385(3) ?
  C1A C6A . 1.424(3) y
  C1A C12A . 1.500(3) y
  C2A C3A . 1.383(3) ?
  C2A H2A . 0.93 ?
  C3A C4A . 1.390(4) ?
  C3A H3A . 0.93 ?
  C4A C5A . 1.381(4) ?
  C4A H4A . 0.93 ?
  C5A C6A . 1.394(3) ?
  C5A H5A . 0.93 ?
  C6A C7A . 1.494(3) y
  C7A C8A . 1.463(3) y
  C8A C11A . 1.362(2) y
  C8A C9A . 1.480(3) ?
  C9A C16A . 1.497(3) ?
  C9A C15A . 1.504(3) ?
  C9A C10A . 1.541(3) ?
  C10A C11A . 1.491(3) ?
  C10A C13A . 1.498(3) ?
  C10A C14A . 1.501(3) ?
  C11A C12A . 1.459(3) y
  C13A C14A . 1.499(3) ?
  C13A H13A . 0.97 ?
  C13A H13B . 0.97 ?
  C14A H14A . 0.97 ?
  C14A H14B . 0.97 ?
  C15A C16A . 1.506(3) ?
  C15A H15A . 0.97 ?
  C15A H15B . 0.97 ?
  C16A H16A . 0.97 ?
  C16A H16B . 0.97 ?
  O1B C12B . 1.219(3) y
  O2B C7B . 1.215(3) y
  C1B C6B . 1.401(3) y
  C1B C2B . 1.402(3) ?
  C1B C12B . 1.501(3) y
  C2B C3B . 1.380(4) ?
  C2B H2B . 0.93 ?
  C3B C4B . 1.379(5) ?
  C3B H3B . 0.93 ?
  C4B C5B . 1.388(5) ?
  C4B H4B . 0.93 ?
  C5B C6B . 1.401(3) ?
  C5B H5B . 0.93 ?
  C6B C7B . 1.516(4) y
  C7B C8B . 1.460(3) y
  C8B C11B . 1.343(3) y
  C8B C9B . 1.498(3) ?
  C9B C15B . 1.505(3) ?
  C9B C16B . 1.508(3) ?
  C9B C10B . 1.531(3) ?
  C10B C11B . 1.494(2) ?
  C10B C14B . 1.503(3) ?
  C10B C13B . 1.504(3) ?
  C11B C12B . 1.460(3) y
  C13B C14B . 1.506(3) ?
  C13B H13C . 0.9700 ?
  C13B H13D . 0.97 ?
  C14B H14C . 0.97 ?
  C14B H14D . 0.97 ?
  C15B C16B . 1.503(4) ?
  C15B H15C . 0.97 ?
  C15B H15D . 0.97 ?
  C16B H16C . 0.97 ?
  C16B H16D . 0.97 ?