#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012757.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_2012757
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o323
_journal_page_last  o324
_publ_section_title
;
The natural diterpenoid kamebanin
;
loop_
_publ_author_name
  'Pan, Yuan Jiang'
  'Shi, Hao'
_chemical_name_common  Kamebanin
_chemical_formula_moiety  'C20 H30 O4'
_chemical_formula_sum  'C20 H30 O4'
_chemical_formula_iupac  'C20 H30 O4'
_chemical_formula_weight  334.44
_chemical_melting_point  .539E-305
_symmetry_cell_setting  Orthorhombic
_symmetry_space_group_name_H-M  'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
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  6.5680(10)
_cell_length_b  13.282(3)
_cell_length_c  20.801(5)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1814.6(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  289(2)
_exptl_crystal_density_diffrn  1.224
_diffrn_ambient_temperature  289(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 0.3021(4) 0.11106(14) 0.33168(11) 0.0448(6) Uani d . 1 . . O
  H1O 0.2025 0.0824 0.3165 0.054 Uiso calc R 1 . . H
  O2 0.0783(4) 0.56849(15) 0.21511(11) 0.0467(6) Uani d . 1 . . O
  H2O 0.1697 0.5746 0.1886 0.056 Uiso calc R 1 . . H
  O3 0.3610(3) 0.50675(15) 0.13665(11) 0.0437(6) Uani d . 1 . . O
  H3O 0.4688 0.5358 0.1439 0.052 Uiso calc R 1 . . H
  O4 -0.1655(4) 0.37908(19) 0.15809(11) 0.0547(7) Uani d . 1 . . O
  C1 0.2431(5) 0.2081(2) 0.35526(14) 0.0376(7) Uani d . 1 . . C
  H1 0.0942 0.2094 0.3582 0.045 Uiso calc R 1 . . H
  C2 0.3286(6) 0.2169(2) 0.42323(14) 0.0495(9) Uani d . 1 . . C
  H2A 0.2853 0.1592 0.4484 0.059 Uiso calc R 1 . . H
  H2B 0.4761 0.2165 0.4215 0.059 Uiso calc R 1 . . H
  C3 0.2567(7) 0.3126(2) 0.45553(15) 0.0607(11) Uani d . 1 . . C
  H3A 0.3194 0.3172 0.4976 0.073 Uiso calc R 1 . . H
  H3B 0.1106 0.3085 0.4618 0.073 Uiso calc R 1 . . H
  C4 0.3050(6) 0.4090(3) 0.41797(16) 0.0499(9) Uani d . 1 . . C
  C5 0.2344(5) 0.3933(2) 0.34721(13) 0.0353(7) Uani d . 1 . . C
  H5 0.0874 0.3824 0.3512 0.042 Uiso calc R 1 . . H
  C6 0.2499(6) 0.4876(2) 0.30524(15) 0.0417(8) Uani d . 1 . . C
  H6A 0.2150 0.5468 0.3302 0.050 Uiso calc R 1 . . H
  H6B 0.3881 0.4954 0.2895 0.050 Uiso calc R 1 . . H
  C7 0.1042(5) 0.4762(2) 0.24928(14) 0.0336(7) Uani d . 1 . . C
  H7 -0.0288 0.4575 0.2670 0.040 Uiso calc R 1 . . H
  C8 0.1729(5) 0.3908(2) 0.20545(13) 0.0293(7) Uani d . 1 . . C
  C9 0.1884(4) 0.2898(2) 0.24561(13) 0.0306(7) Uani d . 1 . . C
  H9 0.0481 0.2750 0.2585 0.037 Uiso calc R 1 . . H
  C10 0.3109(4) 0.2964(2) 0.31095(13) 0.0295(7) Uani d . 1 . . C
  C11 0.2474(5) 0.2022(2) 0.19915(14) 0.0392(8) Uani d . 1 . . C
  H11A 0.3062 0.1484 0.2246 0.047 Uiso calc R 1 . . H
  H11B 0.1233 0.1763 0.1801 0.047 Uiso calc R 1 . . H
  C12 0.3958(6) 0.2271(2) 0.14481(15) 0.0484(9) Uani d . 1 . . C
  H12A 0.3896 0.1744 0.1125 0.058 Uiso calc R 1 . . H
  H12B 0.5333 0.2288 0.1618 0.058 Uiso calc R 1 . . H
  C13 0.3471(5) 0.3285(2) 0.11334(15) 0.0388(8) Uani d . 1 . . C
  H13 0.4375 0.3424 0.0769 0.047 Uiso calc R 1 . . H
  C14 0.3653(5) 0.4085(2) 0.16532(15) 0.0327(7) Uani d . 1 . . C
  H14 0.4886 0.3989 0.1911 0.039 Uiso calc R 1 . . H
  C15 0.0163(5) 0.3707(2) 0.15325(15) 0.0362(8) Uani d . 1 . . C
  C16 0.1270(5) 0.3354(2) 0.09450(15) 0.0430(9) Uani d . 1 . . C
  C17 0.0352(7) 0.3149(3) 0.03994(17) 0.0679(12) Uani d . 1 . . C
  H17A -0.1052 0.3222 0.0365 0.081 Uiso calc R 1 . . H
  H17B 0.1107 0.2932 0.0047 0.081 Uiso calc R 1 . . H
  C18 0.1781(8) 0.4934(3) 0.44865(17) 0.0789(14) Uani d . 1 . . C
  H18A 0.2229 0.5574 0.4324 0.095 Uiso calc R 1 . . H
  H18B 0.1952 0.4918 0.4945 0.095 Uiso calc R 1 . . H
  H18C 0.0370 0.4839 0.4383 0.095 Uiso calc R 1 . . H
  C19 0.5298(6) 0.4362(3) 0.42530(17) 0.0657(12) Uani d . 1 . . C
  H19A 0.6115 0.3771 0.4192 0.079 Uiso calc R 1 . . H
  H19B 0.5532 0.4628 0.4676 0.079 Uiso calc R 1 . . H
  H19C 0.5660 0.4859 0.3938 0.079 Uiso calc R 1 . . H
  C20 0.5413(4) 0.2926(2) 0.30027(15) 0.0397(8) Uani d . 1 . . C
  H20A 0.5729 0.2411 0.2695 0.048 Uiso calc R 1 . . H
  H20B 0.6082 0.2779 0.3402 0.048 Uiso calc R 1 . . H
  H20C 0.5875 0.3565 0.2844 0.048 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 0.0499(15) 0.0299(11) 0.0545(14) -0.0030(11) -0.0133(13) 0.0028(11)
  O2 0.0508(15) 0.0356(11) 0.0538(14) 0.0128(12) -0.0023(12) 0.0065(11)
  O3 0.0401(14) 0.0413(12) 0.0498(13) -0.0078(11) -0.0037(12) 0.0139(11)
  O4 0.0311(14) 0.0787(18) 0.0543(15) -0.0050(13) -0.0040(12) -0.0034(14)
  C1 0.0377(17) 0.0335(15) 0.0418(18) -0.0071(16) -0.0035(16) -0.0002(15)
  C2 0.070(2) 0.0433(18) 0.0352(17) -0.013(2) -0.0089(18) 0.0131(16)
  C3 0.089(3) 0.062(2) 0.0304(17) -0.010(2) -0.005(2) -0.0019(17)
  C4 0.070(3) 0.045(2) 0.0352(17) -0.005(2) -0.0106(19) -0.0080(16)
  C5 0.0395(18) 0.0325(16) 0.0340(16) -0.0011(15) -0.0017(15) -0.0042(14)
  C6 0.048(2) 0.0334(16) 0.0436(18) 0.0047(17) -0.0053(18) -0.0039(15)
  C7 0.0312(16) 0.0301(15) 0.0395(17) 0.0032(14) -0.0007(16) 0.0022(13)
  C8 0.0276(16) 0.0265(15) 0.0338(15) 0.0010(13) -0.0014(14) -0.0007(13)
  C9 0.0318(15) 0.0287(14) 0.0315(15) -0.0037(15) -0.0003(14) 0.0000(13)
  C10 0.0303(16) 0.0282(14) 0.0300(15) -0.0009(14) -0.0029(13) 0.0017(14)
  C11 0.049(2) 0.0283(15) 0.0403(17) 0.0016(17) -0.0009(17) -0.0021(14)
  C12 0.056(2) 0.043(2) 0.0460(19) 0.0025(18) 0.0112(19) -0.0065(16)
  C13 0.045(2) 0.0412(18) 0.0306(15) -0.0040(16) 0.0118(16) -0.0015(14)
  C14 0.0272(16) 0.0328(16) 0.0381(17) 0.0001(13) 0.0021(15) 0.0057(14)
  C15 0.0315(18) 0.0375(17) 0.0394(18) -0.0047(14) -0.0010(15) 0.0092(16)
  C16 0.050(2) 0.0439(19) 0.0355(17) -0.0103(17) -0.0015(17) -0.0021(15)
  C17 0.064(3) 0.088(3) 0.051(2) -0.006(3) -0.004(2) -0.010(2)
  C18 0.119(4) 0.073(3) 0.045(2) 0.006(3) -0.010(3) -0.025(2)
  C19 0.090(3) 0.057(2) 0.051(2) -0.014(2) -0.029(2) 0.0020(19)
  C20 0.0363(18) 0.0366(16) 0.0461(18) -0.0017(16) -0.0077(16) 0.0045(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 . 1.432(3) yes
  O1 H1O . 0.8200 ?
  O2 C7 . 1.427(3) yes
  O2 H2O . 0.8200 ?
  O3 C14 . 1.435(3) yes
  O3 H3O . 0.8200 ?
  O4 C15 . 1.204(4) yes
  C1 C2 . 1.526(4) ?
  C1 C10 . 1.557(4) ?
  C1 H1 . 0.9800 ?
  C2 C3 . 1.514(4) ?
  C2 H2A . 0.9700 ?
  C2 H2B . 0.9700 ?
  C3 C4 . 1.533(4) ?
  C3 H3A . 0.9700 ?
  C3 H3B . 0.9700 ?
  C4 C19 . 1.528(5) ?
  C4 C18 . 1.536(5) ?
  C4 C5 . 1.557(4) ?
  C5 C6 . 1.530(4) ?
  C5 C10 . 1.574(4) ?
  C5 H5 . 0.9800 ?
  C6 C7 . 1.515(4) ?
  C6 H6A . 0.9700 ?
  C6 H6B . 0.9700 ?
  C7 C8 . 1.524(4) ?
  C7 H7 . 0.9800 ?
  C8 C15 . 1.519(4) yes
  C8 C14 . 1.533(4) yes
  C8 C9 . 1.583(4) ?
  C9 C11 . 1.561(4) ?
  C9 C10 . 1.582(4) ?
  C9 H9 . 0.9800 ?
  C10 C20 . 1.531(4) ?
  C11 C12 . 1.528(4) ?
  C11 H11A . 0.9700 ?
  C11 H11B . 0.9700 ?
  C12 C13 . 1.531(4) ?
  C12 H12A . 0.9700 ?
  C12 H12B . 0.9700 ?
  C13 C16 . 1.501(5) yes
  C13 C14 . 1.521(4) yes
  C13 H13 . 0.9800 ?
  C14 H14 . 0.9800 ?
  C15 C16 . 1.497(4) yes
  C16 C17 . 1.313(5) yes
  C17 H17A . 0.9300 ?
  C17 H17B . 0.9300 ?
  C18 H18A . 0.9600 ?
  C18 H18B . 0.9600 ?
  C18 H18C . 0.9600 ?
  C19 H19A . 0.9600 ?
  C19 H19B . 0.9600 ?
  C19 H19C . 0.9600 ?
  C20 H20A . 0.9600 ?
  C20 H20B . 0.9600 ?
  C20 H20C . 0.9600 ?