data_2011327
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  1173
_journal_page_last  1175
_publ_section_title
;
(2R,3R,5R)-2-[(2R,3aS,6aR)-2,3,3a,4,5,6a-Hexahydrofuro[2,3-b]furan-2-yl]-
5-isopropenyl-2,3-dimethylcyclohexanone and
(4aR,5S,7R)-5-isopropenyl-7,8,8-trimethyl-2,3,4,4a,5,6,7,8-octahydronaphthalene
-4a-carbonitrile
;
loop_
_publ_author_name
  'Ellis, Dianne D.'
  'Spek, Anthony L.'
_chemical_formula_moiety  'C17 H26 O3'
_chemical_formula_sum  'C17 H26 O3'
_chemical_formula_weight  278.38
_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+1/2, -z'
  '-x, y+1/2, -z+1/2'
  '-x+1/2, -y, z+1/2'
_cell_length_a  6.3914(5)
_cell_length_b  9.0264(6)
_cell_length_c  26.9292(19)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  1553.58(19)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.190
_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
  O1 1.4226(3)  .4390(2)  .13696(8)  .0351(5) Uani d . 1 . . O
  O2  .8862(3)  .3659(3)  .28360(8)  .0376(6) Uani d . 1 . . O
  O3 1.0731(3)  .3217(2)  .21038(7)  .0262(4) Uani d . 1 . . O
  C1 1.2368(4)  .4496(3)  .12845(9)  .0242(6) Uani d . 1 . . C
  C2 1.1325(5)  .5985(3)  .12409(10)  .0260(6) Uani d . 1 . . C
  H2A 1.2401  .6772  .1259  .031 Uiso calc R 1 . . H
  H2B 1.0355  .6122  .1524  .031 Uiso calc R 1 . . H
  C3 1.0096(4)  .6145(3)  .07503(10)  .0246(6) Uani d . 1 . . C
  H3 1.1129  .6103  .0472  .029 Uiso calc R 1 . . H
  C4  .8606(4)  .4828(3)  .06909(10)  .0246(6) Uani d . 1 . . C
  H4A  .7887  .4906  .0366  .029 Uiso calc R 1 . . H
  H4B  .7526  .4875  .0954  .029 Uiso calc R 1 . . H
  C5  .9730(4)  .3323(3)  .07209(9)  .0226(6) Uani d . 1 . . C
  H5  .8633  .2533  .0712  .027 Uiso calc R 1 . . H
  C6 1.0980(4)  .3131(3)  .12141(10)  .0224(6) Uani d . 1 . . C
  C7  .9466(4)  .3109(3)  .16644(9)  .0211(5) Uani d . 1 . . C
  H7  .8522  .3990  .1646  .025 Uiso calc R 1 . . H
  C8  .8148(5)  .1722(3)  .17446(10)  .0266(6) Uani d . 1 . . C
  H8A  .8890  .0828  .1625  .032 Uiso calc R 1 . . H
  H8B  .6788  .1802  .1571  .032 Uiso calc R 1 . . H
  C9  .7842(4)  .1670(3)  .23093(10)  .0248(6) Uani d . 1 . . C
  H9  .7907  .0626  .2433  .030 Uiso calc R 1 . . H
  C10  .5907(5)  .2468(3)  .25177(12)  .0308(7) Uani d . 1 . . C
  H10A  .4818  .2587  .2259  .037 Uiso calc R 1 . . H
  H10B  .5307  .1919  .2802  .037 Uiso calc R 1 . . H
  C11  .6756(5)  .3952(4)  .26799(12)  .0364(8) Uani d . 1 . . C
  H11A  .6736  .4667  .2401  .044 Uiso calc R 1 . . H
  H11B  .5919  .4360  .2957  .044 Uiso calc R 1 . . H
  C12  .9681(4)  .2578(3)  .25116(11)  .0264(6) Uani d . 1 . . C
  H12 1.0660  .1915  .2697  .032 Uiso calc R 1 . . H
  C13 1.2303(5)  .1721(3)  .12056(11)  .0293(7) Uani d . 1 . . C
  H13A 1.1444  .0888  .1092  .044 Uiso calc R 1 . . H
  H13B 1.2826  .1514  .1541  .044 Uiso calc R 1 . . H
  H13C 1.3488  .1856  .0979  .044 Uiso calc R 1 . . H
  C14 1.1154(5)  .3096(3)  .02692(10)  .0305(7) Uani d . 1 . . C
  H14A 1.1490  .2041  .0236  .046 Uiso calc R 1 . . H
  H14B 1.2448  .3663  .0314  .046 Uiso calc R 1 . . H
  H14C 1.0433  .3438  -.0031  .046 Uiso calc R 1 . . H
  C15  .8984(5)  .7613(3)  .07182(11)  .0302(7) Uani d . 1 . . C
  C16  .9433(6)  .8556(4)  .03615(13)  .0507(10) Uani d . 1 . . C
  H16A  .8721  .9478  .0343  .061 Uiso calc R 1 . . H
  H16B 1.0470  .8315  .0122  .061 Uiso calc R 1 . . H
  C17  .7351(6)  .7955(4)  .11048(14)  .0465(9) Uani d . 1 . . C
  H17A  .8034  .8127  .1426  .070 Uiso calc R 1 . . H
  H17B  .6384  .7117  .1133  .070 Uiso calc R 1 . . H
  H17C  .6573  .8844  .1007  .070 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  .0257(11)  .0384(12)  .0412(12)  -.0039(11)  -.0023(10)  .0050(10)
  O2  .0344(12)  .0455(13)  .0328(11)  -.0144(11)  .0036(10)  -.0131(10)
  O3  .0228(10)  .0350(10)  .0209(9)  -.0092(10)  -.0024(8)  .0016(8)
  C1  .0236(14)  .0334(16)  .0155(12)  -.0011(13)  -.0011(12)  .0049(11)
  C2  .0276(16)  .0250(14)  .0254(14)  -.0071(13)  -.0031(13)  -.0012(11)
  C3  .0266(14)  .0253(14)  .0217(13)  -.0023(13)  .0020(13)  -.0006(12)
  C4  .0247(14)  .0293(14)  .0198(12)  -.0011(13)  -.0018(12)  -.0004(11)
  C5  .0240(13)  .0220(13)  .0219(13)  -.0030(12)  -.0019(12)  -.0019(11)
  C6  .0201(13)  .0238(13)  .0232(13)  .0007(13)  .0020(12)  -.0005(11)
  C7  .0209(13)  .0228(12)  .0196(12)  .0013(12)  -.0024(11)  .0017(11)
  C8  .0255(14)  .0279(14)  .0265(14)  -.0027(13)  .0000(12)  -.0022(12)
  C9  .0255(15)  .0183(13)  .0305(14)  -.0002(13)  .0039(13)  .0039(11)
  C10  .0258(15)  .0329(16)  .0336(16)  -.0014(15)  .0019(14)  .0005(14)
  C11  .0373(18)  .0326(17)  .0395(17)  .0046(15)  .0114(15)  -.0019(14)
  C12  .0232(15)  .0318(15)  .0243(13)  -.0023(13)  -.0032(13)  .0065(13)
  C13  .0288(15)  .0268(14)  .0323(15)  .0057(14)  -.0023(14)  .0001(13)
  C14  .0345(16)  .0326(15)  .0246(14)  -.0014(16)  -.0007(13)  -.0016(12)
  C15  .0344(16)  .0232(14)  .0329(15)  -.0003(15)  -.0112(15)  -.0015(12)
  C16  .066(3)  .0337(18)  .052(2)  .003(2)  -.007(2)  .0102(15)
  C17  .045(2)  .0302(17)  .064(2)  .0143(17)  .0049(19)  -.0055(16)
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 C1 . 1.213(3) y
  O2 C12 . 1.410(4) y
  O2 C11 . 1.435(4) y
  O3 C12 . 1.410(3) y
  O3 C7 . 1.436(3) y
  C1 C2 . 1.505(4) ?
  C1 C6 . 1.530(4) ?
  C2 C3 . 1.544(4) ?
  C2 H2A .  .9900 ?
  C2 H2B .  .9900 ?
  C3 C15 . 1.506(4) ?
  C3 C4 . 1.531(4) ?
  C3 H3 . 1.0000 ?
  C4 C5 . 1.539(4) ?
  C4 H4A .  .9900 ?
  C4 H4B .  .9900 ?
  C5 C14 . 1.533(4) ?
  C5 C6 . 1.560(4) ?
  C5 H5 . 1.0000 ?
  C6 C13 . 1.528(4) ?
  C6 C7 . 1.551(4) ?
  C7 C8 . 1.524(4) ?
  C7 H7 . 1.0000 ?
  C8 C9 . 1.534(4) ?
  C8 H8A .  .9900 ?
  C8 H8B .  .9900 ?
  C9 C12 . 1.533(4) ?
  C9 C10 . 1.537(4) ?
  C9 H9 . 1.0000 ?
  C10 C11 . 1.510(4) ?
  C10 H10A .  .9900 ?
  C10 H10B .  .9900 ?
  C11 H11A .  .9900 ?
  C11 H11B .  .9900 ?
  C12 H12 . 1.0000 ?
  C13 H13A .  .9800 ?
  C13 H13B .  .9800 ?
  C13 H13C .  .9800 ?
  C14 H14A .  .9800 ?
  C14 H14B .  .9800 ?
  C14 H14C .  .9800 ?
  C15 C16 . 1.315(4) y
  C15 C17 . 1.506(5) y
  C16 H16A .  .9500 ?
  C16 H16B .  .9500 ?
  C17 H17A .  .9800 ?
  C17 H17B .  .9800 ?
  C17 H17C .  .9800 ?