#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/61/2006162.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_2006162
loop_
_publ_author_name
'Manr\'iquez, V.'
'Labb\'e, C.'
'Castillo, M.'
'Wittke, O.'
_publ_section_title
;
1\a,5\a-Dihydroxymanoyl Oxide, a Novel Diterpene from Satureja gilliesii
;
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              624
_journal_page_last               626
_journal_volume                  53
_journal_year                    1997
_chemical_formula_sum            'C20 H34 O3'
_chemical_formula_weight         322.5
_chemical_melting_point          .143E-141
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_cell_angle_alpha                90.0
_cell_angle_beta                 92.24(2)
_cell_angle_gamma                90.0
_cell_formula_units_Z            2
_cell_length_a                   8.467(2)
_cell_length_b                   11.154(2)
_cell_length_c                   9.654(2)
_cell_measurement_temperature    295
_cell_volume                     911.0(3)
_diffrn_ambient_temperature      295
_exptl_crystal_density_diffrn    1.176
_refine_ls_wR_factor_obs         .0423
_[local]_cod_cif_authors_sg_H-M  'P 21'
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 23 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               2006162
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,1/2+y,-z
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
_atom_site_aniso_type_symbol
O1 .0520(10) .058(2) .0600(10) -.0070(10) .0110(10) .0170(10) O
O2 .0410(10) .0460(10) .0440(10) .0000(10) .0100(10) -.0070(10) O
O3 .0390(10) .0330(10) .0410(10) .0020(10) .0000(10) .0010(10) O
C1 .049(2) .0320(10) .047(2) -.0040(10) .0060(10) .0080(10) C
C2 .058(2) .043(2) .053(2) .001(2) -.0010(10) .020(2) C
C3 .055(2) .057(2) .044(2) .000(2) -.0040(10) .012(2) C
C4 .043(2) .0430(10) .0440(10) -.0020(10) -.0040(10) .0030(10) C
C5 .0320(10) .0300(10) .0370(10) -.0020(10) .0070(10) -.0010(10) C
C6 .0390(10) .0290(10) .0470(10) -.0050(10) .0000(10) .0010(10) C
C7 .046(2) .0250(10) .0460(10) -.0010(10) .0050(10) .0040(10) C
C8 .0360(10) .0280(10) .0350(10) .0000(10) .0040(10) .0030(10) C
C9 .0360(10) .0250(10) .0340(10) -.0040(10) .0060(10) -.0020(10) C
C10 .0370(10) .0260(10) .0360(10) .0010(10) .0050(10) .0040(10) C
C11 .058(2) .0290(10) .043(2) -.0080(10) .0000(10) -.0010(10) C
C12 .049(2) .041(2) .051(2) -.0150(10) -.0050(10) -.0010(10) C
C13 .0430(10) .0450(10) .0420(10) -.0020(10) -.0030(10) -.0010(10) C
C14 .047(2) .064(2) .054(2) .000(2) -.0060(10) .002(2) C
C15 .047(2) .069(2) .072(2) .011(2) .003(2) .012(2) C
C16 .070(2) .052(2) .046(2) .002(2) -.005(2) -.0010(10) C
C17 .048(2) .047(2) .0410(10) .0040(10) .0100(10) .0080(10) C
C18 .063(2) .058(2) .053(2) -.007(2) -.009(2) -.008(2) C
C19 .042(2) .060(2) .066(2) .002(2) -.0090(10) .003(2) C
C20 .050(2) .0390(10) .045(2) .0120(10) .0070(10) -.0010(10) C
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_calc_attached_atom
_atom_site_type_symbol
O1 .4744(3) .0205(3) .9846(3) .0570(10) Uani ? ? O
O2 .5805(2) .2573(3) .9856(2) .0430(10) Uani ? ? O
O3 .4081(2) .2869(3) .5773(2) .0380(10) Uani ? ? O
C1 .6256(3) 0 .9273(3) .0430(10) Uani ? ? C
C2 .7499(4) -.0227(4) 1.0427(3) .0520(10) Uani ? ? C
C3 .7940(4) .0893(4) 1.1238(3) .0520(10) Uani ? ? C
C4 .8490(3) .1941(4) 1.0355(3) .0430(10) Uani ? ? C
C5 .7202(3) .2168(3) .9166(3) .0330(10) Uani ? ? C
C6 .7616(3) .3188(3) .8186(3) .0390(10) Uani ? ? C
C7 .6236(3) .3507(3) .7178(3) .0390(10) Uani ? ? C
C8 .5599(3) .2441(3) .6335(2) .0330(10) Uani ? ? C
C9 .5288(3) .1392(3) .7315(3) .0320(10) Uani ? ? C
C10 .6722(3) .1026(3) .8290(3) .0330(10) Uani ? ? C
C11 .4436(3) .0388(3) .6504(3) .0440(10) Uani ? ? C
C12 .2852(3) .0885(4) .5979(3) .0470(10) Uani ? ? C
C13 .2978(3) .2049(4) .5134(3) .0430(10) Uani ? ? C
C14 .1406(4) .2677(4) .5118(3) .0550(10) Uani ? ? C
C15 .1110(4) .3716(4) .5657(4) .0620(10) Uani ? ? C
C16 .3367(5) .1795(4) .3616(3) .0560(10) Uani ? ? C
C17 .6708(4) .2201(4) .5139(3) .0450(10) Uani ? ? C
C18 .8633(5) .3041(4) 1.1309(4) .0580(10) Uani ? ? C
C19 1.0151(4) .1692(5) .9835(4) .0560(10) Uani ? ? C
C20 .8063(4) .0502(4) .7434(3) .0440(10) Uani ? ? C
H1O1 .457(5) .077(4) 1.008(4) .057 Uiso calc O1 H
H1O2 .542(4) .219(4) .999(4) .043 Uiso calc O2 H
H1A .618(3) -.072(3) .870(3) .043 Uiso calc C1 H
H2A .711(4) -.076(3) 1.110(3) .052 Uiso calc C2 H
H2B .844(4) -.058(3) 1.003(3) .052 Uiso calc C2 H
H3A .702(4) .111(3) 1.176(3) .052 Uiso calc C3 H
H3B .876(4) .070(3) 1.193(3) .052 Uiso calc C3 H
H6A .791(3) .389(3) .866(3) .039 Uiso calc C6 H
H6B .851(3) .300(3) .769(3) .039 Uiso calc C6 H
H7A .650(3) .418(3) .658(3) .039 Uiso calc C7 H
H7B .537(4) .385(3) .766(3) .039 Uiso calc C7 H
H9A .454(3) .170(3) .792(3) .032 Uiso calc C9 H
H11A .419(3) -.029(3) .711(3) .044 Uiso calc C11 H
H11B .506(3) .009(3) .575(3) .044 Uiso calc C11 H
H12A .215(3) .107(3) .682(3) .047 Uiso calc C12 H
H12B .226(4) .036(3) .545(3) .047 Uiso calc C12 H
H14A .063(4) .225(3) .470(3) .055 Uiso calc C14 H
H15A .191(4) .417(3) .603(4) .062 Uiso calc C15 H
H15B .004(4) .404(3) .557(3) .062 Uiso calc C15 H
H16A .246(4) .146(3) .319(3) .056 Uiso calc C16 H
H16B .427(4) .133(3) .360(3) .056 Uiso calc C16 H
H16C .365(4) .251(3) .317(3) .056 Uiso calc C16 H
H17A .777(4) .231(3) .542(3) .045 Uiso calc C17 H
H17B .662(3) .138(3) .470(3) .045 Uiso calc C17 H
H17C .650(3) .273(3) .447(3) .045 Uiso calc C17 H
H18A .892(4) .370(4) 1.081(4) .058 Uiso calc C18 H
H18B .954(4) .283(3) 1.205(3) .058 Uiso calc C18 H
H18C .768(4) .323(3) 1.170(3) .058 Uiso calc C18 H
H19A 1.031(4) .094(4) .941(3) .056 Uiso calc C19 H
H19B 1.049(4) .232(3) .920(3) .056 Uiso calc C19 H
H19C 1.081(4) .171(3) 1.055(4) .056 Uiso calc C19 H
H20A .880(3) -.006(3) .796(3) .044 Uiso calc C20 H
H20B .764(3) .012(3) .669(3) .044 Uiso calc C20 H
H20C .868(3) .118(3) .701(3) .044 Uiso calc C20 H
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.432(4) yes
O2 C5 . . 1.452(3) yes
O3 C8 . . 1.456(3) yes
O3 C13 . . 1.431(4) yes
C1 C2 . . 1.524(4) yes
C1 C10 . . 1.548(4) yes
C2 C3 . . 1.514(6) yes
C3 C4 . . 1.530(5) yes
C4 C5 . . 1.573(4) yes
C4 C18 . . 1.537(6) yes
C4 C19 . . 1.537(5) yes
C5 C6 . . 1.529(5) yes
C5 C10 . . 1.573(5) yes
C6 C7 . . 1.533(4) yes
C7 C8 . . 1.527(5) yes
C8 C9 . . 1.534(4) yes
C8 C17 . . 1.539(4) yes
C9 C10 . . 1.561(4) yes
C9 C11 . . 1.531(5) yes
C10 C20 . . 1.545(4) yes
C11 C12 . . 1.520(4) yes
C12 C13 . . 1.539(5) yes
C13 C14 . . 1.504(5) yes
C13 C16 . . 1.540(4) yes
C14 C15 . . 1.298(6) yes
loop_
_refine_ls_R_factor_obs
.0380