#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008965.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_2008965
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_publ_section_title
;
(+-)-(3'a\a,3'b\a,6'a\a,7'a\a)- and
(+-)-(3'a\a,3'b\b,6'a\b,7'a\a)-2,3,3a,3b,4,5,6,6a,7,7a-decahydro-5,5-
dimethylspiro[1,3-dioxane-2,5'-pentaleno[2,1-b]furan]-2'-one
;
loop_
_publ_author_name
  'Bats, Jan W.'
  '\"Ohlinger, Stefan H.'
  'Mulzer, Johann'
_chemical_formula_sum  'C15 H22 O4'
_chemical_formula_weight  266.33
_chemical_melting_point  374.0(10)
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
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'
_cell_length_a  6.6228(15)
_cell_length_b  21.651(3)
_cell_length_c  9.5738(12)
_cell_angle_alpha  90.00
_cell_angle_beta  100.106(14)
_cell_angle_gamma  90.00
_cell_volume  1351.5(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  135(2)
_exptl_crystal_density_diffrn  1.309
_diffrn_ambient_temperature  135(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
  O4 0.54181(13) 0.54729(4) 0.71520(9) 0.0210(2) Uani d . 1 . . O
  O3 0.78971(13) 0.58279(4) 0.90071(9) 0.0238(2) Uani d . 1 . . O
  O1 1.14924(13) 0.34868(4) 0.62506(9) 0.0237(2) Uani d . 1 . . O
  O2 0.97058(16) 0.28276(5) 0.47314(10) 0.0358(3) Uani d . 1 . . O
  C9 0.74498(18) 0.53869(5) 0.79020(13) 0.0184(3) Uani d . 1 . . C
  C12 0.55589(18) 0.65825(5) 0.76797(13) 0.0188(3) Uani d . 1 . . C
  C8 0.7532(2) 0.47388(5) 0.85345(13) 0.0190(3) Uani d . 1 . . C
  C3 0.90956(19) 0.37003(6) 0.78066(13) 0.0190(3) Uani d . 1 . . C
  C6 0.94736(19) 0.47047(6) 0.66229(14) 0.0213(3) Uani d . 1 . . C
  C4 1.13314(19) 0.38042(6) 0.75839(13) 0.0216(3) Uani d . 1 . . C
  C7 0.79651(19) 0.43145(5) 0.73359(12) 0.0171(3) Uani d . 1 . . C
  C14 0.5553(2) 0.72111(6) 0.69549(15) 0.0242(3) Uani d . 1 . . C
  C11 0.7723(2) 0.64492(6) 0.84659(15) 0.0229(3) Uani d . 1 . . C
  C13 0.5047(2) 0.60789(6) 0.65563(14) 0.0231(3) Uani d . 1 . . C
  C5 1.1585(2) 0.44859(6) 0.73702(15) 0.0248(3) Uani d . 1 . . C
  C1 0.9857(2) 0.31226(6) 0.58153(13) 0.0230(3) Uani d . 1 . . C
  C2 0.8415(2) 0.31441(6) 0.68687(14) 0.0230(3) Uani d . 1 . . C
  C10 0.9027(2) 0.53865(6) 0.68848(18) 0.0310(3) Uani d . 1 . . C
  C15 0.4023(2) 0.65664(7) 0.87053(17) 0.0302(3) Uani d . 1 . . C
  H6 0.924(2) 0.4606(6) 0.5594(14) 0.018(3) Uiso d . 1 . . H
  H5B 1.196(2) 0.4680(7) 0.8316(17) 0.032(4) Uiso d . 1 . . H
  H11B 0.877(2) 0.6516(6) 0.7827(15) 0.021(3) Uiso d . 1 . . H
  H8B 0.626(2) 0.4648(6) 0.8863(14) 0.020(3) Uiso d . 1 . . H
  H3 0.905(2) 0.3611(7) 0.8809(15) 0.023(4) Uiso d . 1 . . H
  H7 0.671(2) 0.4238(6) 0.6717(13) 0.018(3) Uiso d . 1 . . H
  H13B 0.586(2) 0.6133(7) 0.5786(15) 0.025(4) Uiso d . 1 . . H
  H8A 0.871(2) 0.4715(6) 0.9375(15) 0.021(3) Uiso d . 1 . . H
  H13A 0.352(2) 0.6079(7) 0.6127(16) 0.031(4) Uiso d . 1 . . H
  H11A 0.813(2) 0.6707(7) 0.9292(16) 0.028(4) Uiso d . 1 . . H
  H14C 0.662(2) 0.7215(6) 0.6350(15) 0.025(4) Uiso d . 1 . . H
  H15B 0.404(2) 0.6155(8) 0.9168(16) 0.034(4) Uiso d . 1 . . H
  H2B 0.860(2) 0.2753(8) 0.7398(16) 0.038(4) Uiso d . 1 . . H
  H4 1.245(2) 0.3622(7) 0.8327(16) 0.027(4) Uiso d . 1 . . H
  H5A 1.271(2) 0.4592(7) 0.6876(15) 0.030(4) Uiso d . 1 . . H
  H14B 0.590(2) 0.7531(7) 0.7670(16) 0.030(4) Uiso d . 1 . . H
  H14A 0.420(3) 0.7331(8) 0.6386(17) 0.039(4) Uiso d . 1 . . H
  H2A 0.699(2) 0.3166(7) 0.6369(15) 0.028(4) Uiso d . 1 . . H
  H15A 0.257(3) 0.6656(7) 0.8157(17) 0.039(4) Uiso d . 1 . . H
  H10A 0.840(3) 0.5602(8) 0.5983(18) 0.049(5) Uiso d . 1 . . H
  H15C 0.442(3) 0.6891(9) 0.9488(19) 0.050(5) Uiso d . 1 . . H
  H10B 1.031(3) 0.5596(8) 0.7367(19) 0.055(5) Uiso d . 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
  O4 0.0229(5) 0.0160(4) 0.0225(5) -0.0028(3) -0.0006(4) 0.0012(3)
  O3 0.0291(5) 0.0152(4) 0.0240(5) 0.0014(4) -0.0040(4) -0.0025(3)
  O1 0.0254(5) 0.0214(5) 0.0261(5) 0.0020(4) 0.0091(4) -0.0025(4)
  O2 0.0412(6) 0.0359(6) 0.0300(6) 0.0025(4) 0.0057(4) -0.0122(5)
  C9 0.0191(6) 0.0162(6) 0.0203(6) -0.0011(5) 0.0042(5) -0.0021(5)
  C12 0.0197(6) 0.0157(6) 0.0210(6) 0.0009(4) 0.0038(5) 0.0007(5)
  C8 0.0222(6) 0.0158(6) 0.0198(6) -0.0006(5) 0.0055(5) 0.0003(5)
  C3 0.0228(6) 0.0157(6) 0.0183(6) -0.0007(5) 0.0032(5) 0.0018(5)
  C6 0.0250(6) 0.0163(6) 0.0250(7) -0.0004(5) 0.0110(5) 0.0015(5)
  C4 0.0214(6) 0.0218(6) 0.0210(7) 0.0019(5) 0.0019(5) -0.0019(5)
  C7 0.0193(6) 0.0151(6) 0.0170(6) -0.0009(5) 0.0037(5) 0.0009(4)
  C14 0.0248(7) 0.0180(6) 0.0299(7) 0.0003(5) 0.0053(6) 0.0032(5)
  C11 0.0254(7) 0.0144(6) 0.0270(7) -0.0003(5) -0.0006(5) -0.0025(5)
  C13 0.0276(7) 0.0178(6) 0.0220(7) 0.0011(5) -0.0009(5) 0.0030(5)
  C5 0.0219(7) 0.0213(7) 0.0326(8) -0.0039(5) 0.0085(5) -0.0043(6)
  C1 0.0277(7) 0.0156(6) 0.0247(7) 0.0038(5) 0.0022(5) 0.0002(5)
  C2 0.0283(7) 0.0149(6) 0.0261(7) -0.0015(5) 0.0059(5) -0.0002(5)
  C10 0.0358(8) 0.0172(7) 0.0466(9) 0.0016(6) 0.0257(7) 0.0039(6)
  C15 0.0346(8) 0.0240(7) 0.0365(8) 0.0055(6) 0.0187(7) 0.0045(6)
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
  O4 C9 . 1.4219(15) ?
  O4 C13 . 1.4345(15) ?
  O3 C9 . 1.4173(14) ?
  O3 C11 . 1.4387(15) ?
  O1 C1 . 1.3453(16) ?
  O1 C4 . 1.4700(15) ?
  O2 C1 . 1.2076(15) ?
  C9 C8 . 1.5256(17) ?
  C9 C10 . 1.5480(18) ?
  C12 C11 . 1.5249(18) ?
  C12 C13 . 1.5273(18) ?
  C12 C14 . 1.5274(17) ?
  C12 C15 . 1.5334(18) ?
  C8 C7 . 1.5355(17) ?
  C3 C2 . 1.5224(17) ?
  C3 C4 . 1.5490(18) ?
  C3 C7 . 1.5536(17) ?
  C6 C5 . 1.5299(19) ?
  C6 C10 . 1.5346(18) ?
  C6 C7 . 1.5547(16) ?
  C4 C5 . 1.5035(18) ?
  C1 C2 . 1.5064(18) ?