#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2200162.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_2200162
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2001
_journal_volume  57
_journal_page_first  o323
_journal_page_last  o325
_publ_section_title
;
Dihydroparthenolide diol, a novel sesquiterpene lactone
;
loop_
_publ_author_name
  'Rugutt, Joseph K.'
  'Fronczek, Frank R.'
  'Franzblau, Scott G.'
  'Warner, Isiah M.'
_chemical_name_common  'dihydroparthenolide diol'
_chemical_formula_moiety  'C15 H24 O5'
_chemical_formula_sum  'C15 H24 O5'
_chemical_formula_weight  284.34
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  'x+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
_cell_length_a  9.2706(13)
_cell_length_b  10.4565(8)
_cell_length_c  15.094(3)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  1463.2(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  300
_exptl_crystal_density_diffrn  1.291
_diffrn_ambient_temperature  300
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  .25990(19)  .39108(13)  .31506(12)  .0585(4) Uani d . 1 . . O
  O2  .3331(2)  .20483(16)  .36804(16)  .0809(6) Uani d . 1 . . O
  O3  .19097(14)  .77712(13)  .35784(9)  .0413(3) Uani d . 1 . . O
  O4  .2259(2)  .54554(17)  .18149(11)  .0614(5) Uani d . 1 . . O
  H4O  .303(4)  .502(4)  .162(2)  .092 Uiso d . 1 . . H
  O5  .50052(18)  .98461(15)  .40080(14)  .0639(5) Uani d . 1 . . O
  H5O  .455(4) 1.063(4)  .403(2)  .096 Uiso d . 1 . . H
  C1  .2748(2)  .89276(18)  .35280(14)  .0448(4) Uani d . 1 . . C
  H1  .2110  .9652  .3653  .054 Uiso calc R 1 . . H
  C2  .3248(3)  .9029(2)  .25695(16)  .0610(6) Uani d . 1 . . C
  H2A  .3313  .9914  .2382  .073 Uiso calc R 1 . . H
  H2B  .4178  .8620  .2487  .073 Uiso calc R 1 . . H
  C3  .2076(3)  .8328(2)  .20715(15)  .0581(6) Uani d . 1 . . C
  H3A  .2436  .7991  .1515  .070 Uiso calc R 1 . . H
  H3B  .1262  .8886  .1953  .070 Uiso calc R 1 . . H
  C4  .1657(2)  .7254(2)  .27012(12)  .0436(4) Uani d . 1 . . C
  C5  .2678(2)  .61033(19)  .25950(13)  .0432(4) Uani d . 1 . . C
  H5  .3665  .6421  .2519  .052 Uiso calc R 1 . . H
  C6  .2624(2)  .52513(17)  .34328(14)  .0423(4) Uani d . 1 . . C
  H6  .1738  .5440  .3762  .051 Uiso calc R 1 . . H
  C7  .3911(2)  .52959(18)  .40717(13)  .0385(4) Uani d . 1 . . C
  H7  .4797  .5260  .3719  .046 Uiso calc R 1 . . H
  C8  .4010(2)  .64537(18)  .46861(13)  .0440(4) Uani d . 1 . . C
  H8A  .4532  .6207  .5216  .053 Uiso calc R 1 . . H
  H8B  .3042  .6697  .4864  .053 Uiso calc R 1 . . H
  C9  .4760(2)  .76292(19)  .42726(17)  .0483(5) Uani d . 1 . . C
  H9A  .5647  .7777  .4598  .058 Uiso calc R 1 . . H
  H9B  .5030  .7408  .3671  .058 Uiso calc R 1 . . H
  C10  .3930(2)  .88970(19)  .42385(15)  .0458(5) Uani d . 1 . . C
  C11  .3721(2)  .39996(18)  .45337(14)  .0443(4) Uani d . 1 . . C
  H11  .2932  .4075  .4962  .053 Uiso calc R 1 . . H
  C12  .3218(3)  .3185(2)  .37812(17)  .0544(5) Uani d . 1 . . C
  C13  .5020(3)  .3444(2)  .50059(17)  .0568(6) Uani d . 1 . . C
  H13A  .4764  .2638  .5268  .085 Uiso calc R 1 . . H
  H13B  .5331  .4023  .5461  .085 Uiso calc R 1 . . H
  H13C  .5788  .3318  .4588  .085 Uiso calc R 1 . . H
  C14  .3308(3)  .9239(2)  .51443(16)  .0559(5) Uani d . 1 . . C
  H14A  .4050  .9172  .5585  .084 Uiso calc R 1 . . H
  H14B  .2537  .8660  .5286  .084 Uiso calc R 1 . . H
  H14C  .2944 1.0098  .5131  .084 Uiso calc R 1 . . H
  C15  .0085(3)  .6876(3)  .26291(16)  .0577(6) Uani d . 1 . . C
  H15A  -.0102  .6162  .3012  .087 Uiso calc R 1 . . H
  H15B  -.0129  .6643  .2028  .087 Uiso calc R 1 . . H
  H15C  -.0511  .7585  .2802  .087 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  .0715(10)  .0304(7)  .0735(10)  -.0018(7)  -.0253(8)  -.0044(7)
  O2  .0971(14)  .0308(8)  .1149(17)  .0011(8)  -.0369(13)  .0002(9)
  O3  .0477(7)  .0342(6)  .0419(7)  -.0009(5)  .0015(5)  .0019(5)
  O4  .0746(11)  .0612(10)  .0484(9)  .0130(8)  -.0114(8)  -.0124(8)
  O5  .0526(9)  .0334(7)  .1056(14)  -.0063(7)  .0076(9)  .0059(8)
  C1  .0526(10)  .0291(8)  .0528(11)  .0048(8)  .0053(9)  .0040(8)
  C2  .0815(16)  .0440(11)  .0575(13)  -.0012(11)  .0160(12)  .0131(10)
  C3  .0792(16)  .0485(12)  .0466(11)  .0099(11)  .0054(11)  .0134(9)
  C4  .0507(10)  .0430(10)  .0372(9)  .0076(9)  -.0007(8)  .0035(8)
  C5  .0489(10)  .0395(9)  .0413(9)  .0042(8)  -.0027(8)  -.0017(8)
  C6  .0462(10)  .0287(8)  .0519(10)  -.0002(7)  -.0058(8)  -.0013(8)
  C7  .0426(9)  .0296(8)  .0433(9)  .0011(7)  -.0013(7)  .0036(7)
  C8  .0502(10)  .0351(9)  .0468(10)  .0001(8)  -.0055(8)  .0002(8)
  C9  .0406(9)  .0334(9)  .0710(13)  .0011(8)  -.0032(9)  -.0012(9)
  C10  .0434(10)  .0289(9)  .0650(12)  -.0009(7)  .0018(9)  .0013(9)
  C11  .0480(10)  .0323(9)  .0527(11)  .0002(8)  .0001(8)  .0083(8)
  C12  .0567(12)  .0332(10)  .0732(14)  -.0024(8)  -.0126(11)  .0050(9)
  C13  .0640(13)  .0438(11)  .0625(13)  .0024(11)  -.0102(11)  .0133(10)
  C14  .0604(13)  .0442(11)  .0630(13)  .0041(10)  -.0052(10)  -.0096(10)
  C15  .0507(11)  .0700(15)  .0525(12)  .0081(11)  -.0086(10)  .0035(11)
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 C12 . 1.346(3) ?
  O1 C6 . 1.465(2) ?
  O2 C12 . 1.203(3) ?
  O3 C1 . 1.439(2) ?
  O3 C4 . 1.450(2) ?
  O4 C5 . 1.413(2) ?
  O4 H4O .  .90(4) ?
  O5 C10 . 1.449(2) ?
  O5 H5O .  .92(4) ?
  C1 C2 . 1.523(3) ?
  C1 C10 . 1.534(3) ?
  C1 H1 .  .9800 ?
  C2 C3 . 1.511(4) ?
  C2 H2A .  .9700 ?
  C2 H2B .  .9700 ?
  C3 C4 . 1.522(3) ?
  C3 H3A .  .9700 ?
  C3 H3B .  .9700 ?
  C4 C15 . 1.514(3) ?
  C4 C5 . 1.539(3) ?
  C5 C6 . 1.548(3) ?
  C5 H5 .  .9800 ?
  C6 C7 . 1.535(3) ?
  C6 H6 .  .9800 ?
  C7 C8 . 1.528(3) ?
  C7 C11 . 1.534(2) ?
  C7 H7 .  .9800 ?
  C8 C9 . 1.544(3) ?
  C8 H8A .  .9700 ?
  C8 H8B .  .9700 ?
  C9 C10 . 1.534(3) ?
  C9 H9A .  .9700 ?
  C9 H9B .  .9700 ?
  C10 C14 . 1.526(3) ?
  C11 C12 . 1.495(3) ?
  C11 C13 . 1.515(3) ?
  C11 H11 .  .9800 ?
  C13 H13A .  .9600 ?
  C13 H13B .  .9600 ?
  C13 H13C .  .9600 ?
  C14 H14A .  .9600 ?
  C14 H14B .  .9600 ?
  C14 H14C .  .9600 ?
  C15 H15A .  .9600 ?
  C15 H15B .  .9600 ?
  C15 H15C .  .9600 ?