#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006224.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_2006224
_journal_name_full 'Acta Crystallographica'
_journal_year 1997
_journal_volume C53
_journal_page_first 755
_journal_page_last 757
_publ_section_title
;
Two Dolabrane-type Diterpenoids
;
loop_
_publ_author_name
 'Damas, Ana M.'
 'Kijjoa, Anake'
 'Pinto, Madalena'
_chemical_formula_moiety 'C19 H30 O5'
_chemical_formula_sum 'C19 H30 O5'
_chemical_formula_weight 338.43
_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, y+1/2, -z+1/2'
 'x+1/2, -y+1/2, -z'
_cell_length_a 6.2120(10)
_cell_length_b 10.162(5)
_cell_length_c 27.589(6)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 1741.6(10)
_cell_formula_units_Z 4
_cell_measurement_temperature 293(2)
_exptl_crystal_density_diffrn 1.291
_diffrn_ambient_temperature 293(2)
_refine_ls_R_factor_obs  .0366
_refine_ls_wR_factor_obs  .0996
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
 O1  .6823(2) 1.00469(11)  .89190(5)  .0531(3) Uani d . 1 . O
 O2  .4065(2) 1.13364(12)  .91164(5)  .0480(3) Uani d . 1 . O
 O3 1.0506(2) 1.39752(14)  .96728(5)  .0565(3) Uani d . 1 . O
 O4  .8389(3) 1.60388(13)  .68784(5)  .0678(4) Uani d . 1 . O
 O5  .8800(2) 1.43550(12)  .61320(4)  .0478(3) Uani d . 1 . O
 C1  .7545(2) 1.22309(14)  .92163(5)  .0382(3) Uani d . 1 . C
 C2  .6137(2) 1.11047(13)  .90620(5)  .0377(3) Uani d . 1 . C
 C4  .9311(3) 1.4901(2)  .96295(5)  .0416(3) Uani d . 1 . C
 C5  .7044(2) 1.47205(13)  .94205(5)  .0356(3) Uani d . 1 . C
 C6  .6106(3) 1.5996(2)  .91994(5)  .0418(3) Uani d . 1 . C
 C7  .7062(3) 1.63619(14)  .87113(6)  .0432(3) Uani d . 1 . C
 C8  .6742(2) 1.52414(12)  .83505(5)  .0358(3) Uani d . 1 . C
 C9  .7820(2) 1.39615(13)  .85292(5)  .0331(3) Uani d . 1 . C
 C10  .6838(2) 1.36064(12)  .90346(5)  .0321(3) Uani d . 1 . C
 C11  .7200(3) 1.28781(13)  .81628(5)  .0364(3) Uani d . 1 . C
 C12  .7833(3) 1.31991(13)  .76383(5)  .0381(3) Uani d . 1 . C
 C13  .6941(3) 1.45303(13)  .74606(5)  .0353(3) Uani d . 1 . C
 C14  .7427(3) 1.56094(15)  .78349(5)  .0399(3) Uani d . 1 . C
 C15  .7955(3) 1.49145(15)  .69748(5)  .0396(3) Uani d . 1 . C
 C16  .8338(4) 1.3858(2)  .65993(6)  .0512(4) Uani d . 1 . C
 C17  .4502(3) 1.4437(2)  .73617(6)  .0443(3) Uani d . 1 . C
 C18  .9960(4) 1.6206(2)  .98348(11)  .0688(6) Uani d . 1 . C
 C19  .5695(3) 1.4380(2)  .98749(6)  .0465(4) Uani d . 1 . C
 C20 1.0289(3) 1.4091(2)  .85445(6)  .0421(3) Uani d . 1 . C
 H1A  .906(4)   1.2073(19)  .9107(7)  .054(5) Uiso d . 1 . H
 H1B  .749(3)   1.2164(19)  .9573(8)  .049(5) Uiso d . 1 . H
 H2  .330(4)   1.060(2) .9041(8)  .060(6) Uiso d . 1 . H
 H5 1.025(5)   1.465(2) .6126(10)  .071(7) Uiso d . 1 . H
 H6A  .621(3)   1.6734(18)  .9425(7)  .043(5) Uiso d . 1 . H
 H6B  .452(4)   1.584(2) .9169(7)  .055(6) Uiso d . 1 . H
 H7A  .637(4)   1.719(2) .8571(7)  .051(5) Uiso d . 1 . H
 H7B  .868(5)   1.658(2) .8724(9)  .072(7) Uiso d . 1 . H
 H8  .511(3)   1.506(2) .8347(7)  .043(5) Uiso d . 1 . H
 H10  .522(3)   1.3563(17)  .8992(7)  .041(5) Uiso d . 1 . H
 H11A  .790(3)   1.2087(19)  .8263(6)  .044(4) Uiso d . 1 . H
 H11B  .562(3)   1.2705(17)  .8174(6)  .038(4) Uiso d . 1 . H
 H12A  .948(4)   1.3186(19)  .7626(7)  .050(5) Uiso d . 1 . H
 H12B  .729(3)   1.2446(17)  .7410(7)  .044(5) Uiso d . 1 . H
 H14A  .898(4)   1.577(2) .7840(7)  .048(5) Uiso d . 1 . H
 H14B  .669(4)   1.648(2) .7754(9)  .065(6) Uiso d . 1 . H
 H16A  .712(5)   1.331(3) .6577(10)  .078(7) Uiso d . 1 . H
 H16B  .956(5)   1.330(3) .6743(9)  .073(7) Uiso d . 1 . H
 H18A  .894(5)   1.657(3)   1.0032(12)  .090(9) Uiso d . 1 . H
 H18B 1.131(6)   1.611(3) .9992(12)  .092(9) Uiso d . 1 . H
 H18C 1.001(6)   1.681(4) .9589(15)  .109(11) Uiso d . 1 . H
 H19A  .637(4)   1.358(2)   1.0078(9)  .064(6) Uiso d . 1 . H
 H19B  .414(5)   1.421(3) .9782(10)  .078(7) Uiso d . 1 . H
 H19C  .568(5)   1.513(3)   1.0089(11)  .075(7) Uiso d . 1 . H
 H20A 1.079(4)   1.486(2) .8736(9)  .063(6) Uiso d . 1 . H
 H20B 1.095(5)   1.329(3) .8714(10)  .079(7) Uiso d . 1 . H
 H20C 1.092(5)   1.423(3) .8221(11)  .080(7) Uiso d . 1 . H
 H17A  .372(5)   1.408(3) .7639(10)  .074(7) Uiso d . 1 . H
 H17B  .432(4)   1.373(2) .7101(10)  .072(7) Uiso d . 1 . H
 H17C  .386(5)   1.532(3) .7263(10)  .076(7) 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
 O1  .0496(7)  .0434(5)  .0661(7)  -.0021(5)  .0078(6)  -.0073(5)
 O2  .0364(6)  .0494(6)  .0582(7)  -.0070(5)  .0022(5)  -.0053(5)
 O3  .0383(6)  .0573(7)  .0738(8)  .0028(5)  -.0174(6)  -.0064(6)
 O4  .1064(12)  .0488(6)  .0482(6)  -.0249(7)  .0140(7)  .0035(5)
 O5  .0465(7)  .0610(7)  .0360(5)  .0018(5)  .0064(5)  .0046(5)
 C1  .0339(8)  .0410(7)  .0395(7)  -.0019(5)  -.0045(5)  .0045(5)
 C2  .0382(7)  .0412(7)  .0337(6)  -.0013(5)  .0019(5)  .0033(5)
 C4  .0320(7)  .0518(8)  .0410(7)  -.0023(6)  -.0014(6)  -.0041(6)
 C5  .0290(7)  .0435(7)  .0344(6)  .0013(5)  -.0002(5)  -.0019(5)
 C6  .0416(8)  .0433(7)  .0404(7)  .0078(6)  .0009(6)  -.0055(6)
 C7  .0548(9)  .0323(6)  .0424(7)  .0042(6)  .0001(7)  -.0031(5)
 C8  .0375(7)  .0333(6)  .0366(6)  .0014(5)  .0014(5)  .0003(5)
 C9  .0294(7)  .0342(6)  .0357(6)  -.0004(5)  .0025(5)  .0005(5)
 C10  .0248(6)  .0368(6)  .0347(6)  -.0010(5)  -.0007(5)  .0020(5)
 C11  .0424(8)  .0310(6)  .0357(6)  .0003(5)  .0022(5)  .0017(5)
 C12  .0457(8)  .0333(6)  .0354(6)  .0029(6)  .0039(6)  .0014(5)
 C13  .0385(7)  .0340(6)  .0334(6)  .0003(5)  .0039(5)  .0017(5)
 C14  .0479(9)  .0335(6)  .0384(7)  -.0012(6)  .0017(6)  .0010(5)
 C15  .0388(7)  .0430(7)  .0369(6)  -.0042(6)  .0024(6)  .0054(5)
 C16  .0664(11)  .0471(8)  .0401(7)  .0023(8)  .0150(7)  .0035(6)
 C17  .0408(8)  .0491(8)  .0430(7)  -.0001(6)  .0017(6)  .0020(6)
 C18  .0582(13)  .0606(12)  .087(2)  -.0011(9)  -.0229(12)  -.0244(12)
 C19  .0360(8)  .0658(10)  .0378(7)  -.0004(7)  .0049(6)  -.0020(7)
 C20  .0306(7)  .0478(8)  .0479(8)  -.0016(6)  .0047(6)  .0000(7)
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 . 1.222(2) yes
 O2 C2 . 1.317(2) yes
 O2 H2 .  .91(2) ?
 O3 C4 . 1.204(2) yes
 O4 C15 . 1.204(2) yes
 O5 C16 . 1.414(2) yes
 O5 H5 .  .95(3) ?
 C1 C2 . 1.502(2) yes
 C1 C10 . 1.548(2) yes
 C1 H1A . 1.00(2) ?
 C1 H1B .  .99(2) ?
 C4 C18 . 1.497(3) yes
 C4 C5 . 1.532(2) yes
 C5 C6 . 1.546(2) yes
 C5 C19 . 1.547(2) yes
 C5 C10 . 1.559(2) yes
 C6 C7 . 1.518(2) yes
 C6 H6A .  .98(2) ?
 C6 H6B . 1.00(2) ?
 C7 C8 . 1.526(2) yes
 C7 H7A . 1.02(2) ?
 C7 H7B . 1.03(3) ?
 C8 C14 . 1.531(2) yes
 C8 C9 . 1.544(2) yes
 C8 H8 . 1.03(2) ?
 C9 C20 . 1.540(2) yes
 C9 C11 . 1.544(2) yes
 C9 C10 . 1.564(2) yes
 C10 H10 . 1.01(2) ?
 C11 C12 . 1.535(2) yes
 C11 H11A .  .96(2) ?
 C11 H11B . 1.00(2) ?
 C12 C13 . 1.542(2) yes
 C12 H12A . 1.02(2) ?
 C12 H12B . 1.05(2) ?
 C13 C15 . 1.531(2) yes
 C13 C14 . 1.536(2) yes
 C13 C17 . 1.543(2) yes
 C14 H14A .  .98(2) ?
 C14 H14B . 1.02(2) ?
 C15 C16 . 1.511(2) yes
 C16 H16A .  .94(3) ?
 C16 H16B . 1.03(3) ?
 C17 H17A .  .98(3) ?
 C17 H17B . 1.02(3) ?
 C17 H17C . 1.02(3) ?
 C18 H18A .  .91(3) ?
 C18 H18B .  .95(4) ?
 C18 H18C .  .92(4) ?
 C19 H19A . 1.07(2) ?
 C19 H19B . 1.02(3) ?
 C19 H19C .  .97(3) ?
 C20 H20A . 1.00(3) ?
 C20 H20B . 1.03(3) ?
 C20 H20C .  .99(3) ?