data_2008486
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  774
_journal_page_last  776
_publ_section_title
;
5a,6,9,9a-Tetrahydro-4-hydroxy-6,9-methano-5H-fluoreno[2,3-b]furan-5-one
and
5a,6,9,9a-tetrahydro-6,9-methano-4-methoxy-5H-fluoreno[2,3-b]furan-5-ol
;
loop_
_publ_author_name
  'Chinnakali, Kandasamy'
  'Fun, Hoong-Kun'
  'Mal, Dipakranjan'
  'Bandopadhyay, Mousumi'
  'Datta, Kalyani'
  'Nigam, Gur Dayal'
_chemical_formula_sum  'C16 H12 O3'
_chemical_formula_weight  252.26
_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, 1/2-y, z+1/2'
_cell_length_a  6.37600(10)
_cell_length_b  18.1210(2)
_cell_length_c  10.65460(10)
_cell_angle_alpha  90.00
_cell_angle_beta  107.40750(10)
_cell_angle_gamma  90.00
_cell_volume  1174.65(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.426
_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
  O1  .2694(2)  .42482(7)  .97580(13)  .0514(4) Uani d . 1 . . O
  O2  -.4715(2)  .41204(8)  .73741(14)  .0574(4) Uani d . 1 . . O
  H2A  -.5775  .3844  .7262  .086 Uiso calc R 1 . . H
  O3  -.6787(2)  .28254(8)  .77967(14)  .0613(4) Uani d . 1 . . O
  C1  .0744(3)  .31666(10) 1.01892(16)  .0427(4) Uani d . 1 . . C
  H1A  .1955  .2970 1.0821  .051 Uiso calc R 1 . . H
  C2  .0828(3)  .38263(10)  .95513(16)  .0406(4) Uani d . 1 . . C
  C3  -.0905(3)  .41665(9)  .86064(17)  .0398(4) Uani d . 1 . . C
  C4  -.2948(3)  .38205(10)  .82696(16)  .0405(4) Uani d . 1 . . C
  C5  -.3071(3)  .31516(10)  .88879(16)  .0396(4) Uani d . 1 . . C
  C6  -.4990(3)  .26794(11)  .85907(18)  .0459(5) Uani d . 1 . . C
  C7  -.4369(3)  .19826(10)  .94030(19)  .0498(5) Uani d . 1 . . C
  H7A  -.5287  .1916  .9986  .060 Uiso calc R 1 . . H
  C8  -.4355(4)  .12682(11)  .8570(2)  .0560(5) Uani d . 1 . . C
  H8A  -.5779  .1027  .8190  .067 Uiso calc R 1 . . H
  C9  -.3104(4)  .14662(10)  .7620(2)  .0505(5) Uani d . 1 . . C
  H9A  -.3702  .1523  .6715  .061 Uiso calc R 1 . . H
  C10  -.1022(4)  .15451(10)  .82932(19)  .0501(5) Uani d . 1 . . C
  H10A  .0114  .1668  .7951  .060 Uiso calc R 1 . . H
  C11  -.0804(4)  .14008(10)  .97264(19)  .0517(5) Uani d . 1 . . C
  H11A  .0665  .1265 1.0287  .062 Uiso calc R 1 . . H
  C12  -.1918(3)  .20753(10) 1.02007(17)  .0458(5) Uani d . 1 . . C
  H12A  -.1715  .2049 1.1148  .055 Uiso calc R 1 . . H
  C13  -.1276(3)  .28240(9)  .98148(15)  .0386(4) Uani d . 1 . . C
  C14  -.2610(4)  .08170(11)  .9577(2)  .0625(6) Uani d . 1 . . C
  H14A  -.2272  .0354  .9223  .075 Uiso calc R 1 . . H
  H14B  -.2977  .0732 1.0385  .075 Uiso calc R 1 . . H
  C15  .2094(4)  .48484(11)  .8926(2)  .0551(5) Uani d . 1 . . C
  H15A  .3057  .5222  .8862  .066 Uiso calc R 1 . . H
  C16  -.0017(4)  .48306(10)  .8229(2)  .0496(5) Uani d . 1 . . C
  H16A  -.0771  .5179  .7619  .060 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
  O1  .0376(9)  .0477(8)  .0666(8)  -.0062(6)  .0120(6)  -.0005(6)
  O2  .0396(9)  .0665(10)  .0618(8)  .0129(7)  .0087(7)  .0064(7)
  O3  .0343(9)  .0724(10)  .0742(10)  -.0024(7)  .0117(7)  -.0143(7)
  C1  .0361(12)  .0474(10)  .0414(9)  .0013(8)  .0063(8)  -.0012(7)
  C2  .0328(11)  .0423(10)  .0461(9)  -.0014(8)  .0110(8)  -.0068(7)
  C3  .0389(11)  .0393(9)  .0437(9)  .0052(7)  .0160(8)  -.0030(7)
  C4  .0338(11)  .0477(11)  .0401(9)  .0096(8)  .0114(8)  -.0041(7)
  C5  .0345(11)  .0456(10)  .0409(9)  .0008(8)  .0147(8)  -.0061(7)
  C6  .0313(11)  .0593(12)  .0510(10)  -.0023(8)  .0182(8)  -.0152(8)
  C7  .0467(13)  .0546(11)  .0578(11)  -.0114(9)  .0302(10)  -.0077(9)
  C8  .0509(14)  .0496(12)  .0695(13)  -.0147(9)  .0211(10)  -.0095(9)
  C9  .0550(15)  .0470(11)  .0520(10)  -.0010(9)  .0195(10)  -.0105(8)
  C10  .0526(14)  .0430(11)  .0616(11)  .0039(9)  .0278(10)  -.0030(8)
  C11  .0538(15)  .0417(11)  .0573(11)  .0006(9)  .0131(9)  .0019(8)
  C12  .0507(13)  .0465(11)  .0425(9)  -.0058(9)  .0177(9)  -.0007(7)
  C13  .0393(12)  .0427(10)  .0351(8)  -.0002(8)  .0128(7)  -.0037(7)
  C14  .0785(18)  .0449(12)  .0681(13)  -.0102(10)  .0281(12)  .0000(9)
  C15  .0565(15)  .0423(11)  .0709(13)  -.0052(9)  .0260(11)  .0016(9)
  C16  .0526(14)  .0400(10)  .0592(11)  .0038(9)  .0212(10)  .0034(8)
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
  O1 C2 . 1.375(2) yes
  O1 C15 . 1.383(2) yes
  O2 C4 . 1.353(2) yes
  O2 H2A .  .8200 ?
  O3 C6 . 1.232(2) yes
  C1 C13 . 1.377(2) ?
  C1 C2 . 1.384(2) ?
  C1 H1A .  .9300 ?
  C2 C3 . 1.396(2) ?
  C3 C4 . 1.393(3) ?
  C3 C16 . 1.437(3) ?
  C4 C5 . 1.393(3) ?
  C5 C13 . 1.401(2) ?
  C5 C6 . 1.448(3) ?
  C6 C7 . 1.515(3) ?
  C7 C12 . 1.549(3) ?
  C7 C8 . 1.571(3) ?
  C7 H7A .  .9800 ?
  C8 C9 . 1.507(3) ?
  C8 C14 . 1.531(3) ?
  C8 H8A .  .9800 ?
  C9 C10 . 1.315(3) yes
  C9 H9A .  .9300 ?
  C10 C11 . 1.514(3) ?
  C10 H10A .  .9300 ?
  C11 C14 . 1.536(3) ?
  C11 C12 . 1.571(3) ?
  C11 H11A .  .9800 ?
  C12 C13 . 1.509(2) ?
  C12 H12A .  .9800 ?
  C14 H14A .  .9700 ?
  C14 H14B .  .9700 ?
  C15 C16 . 1.329(3) yes
  C15 H15A .  .9300 ?
  C16 H16A .  .9300 ?