#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/06/4020600.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_4020600
loop_
_publ_author_name
'Louis Morency'
'Louis Barriault'
_publ_section_title
;
 Studies toward the Total Synthesis of Vinigrol.
 Synthesis of the Octalin Ring
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8841
_journal_page_last               8853
_journal_paper_doi               10.1021/jo051318i
_journal_volume                  70
_journal_year                    2005
_chemical_formula_sum            'C31 H38 O6'
_chemical_formula_weight         506.61
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_cell_angle_alpha                90.438(4)
_cell_angle_beta                 104.188(4)
_cell_angle_gamma                104.020(4)
_cell_formula_units_Z            2
_cell_length_a                   8.3015(18)
_cell_length_b                   11.127(3)
_cell_length_c                   15.551(3)
_cell_measurement_temperature    203(2)
_cell_volume                     1347.7(5)
_diffrn_ambient_temperature      203(2)
_exptl_crystal_density_diffrn    1.248
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_database_code               4020600
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.9255(4) -0.2920(4) 0.5126(2) 0.0658(11) Uani 1 1 d . . .
O2 O 1.0572(3) -0.1429(3) 0.43929(19) 0.0447(8) Uani 1 1 d . . .
O3 O 0.4610(3) 0.0017(2) 0.13912(16) 0.0327(6) Uani 1 1 d . . .
O4 O 0.3355(3) 0.1301(3) 0.19823(18) 0.0409(7) Uani 1 1 d . . .
O5 O 0.2747(3) 0.2997(3) -0.09243(17) 0.0418(7) Uani 1 1 d . . .
O6 O 0.3363(4) 0.3418(3) -0.22401(19) 0.0533(9) Uani 1 1 d . . .
C1 C 1.3711(6) -0.1934(5) 0.5034(3) 0.0543(12) Uani 1 1 d . . .
H1A H 1.3683 -0.1177 0.4773 0.065 Uiso 1 1 calc R . .
C2 C 1.5240(7) -0.2302(7) 0.5270(4) 0.0737(17) Uani 1 1 d . . .
H2A H 1.6253 -0.1793 0.5172 0.088 Uiso 1 1 calc R . .
C3 C 1.5256(7) -0.3424(6) 0.5650(3) 0.0671(16) Uani 1 1 d . . .
H3A H 1.6292 -0.3666 0.5813 0.080 Uiso 1 1 calc R . .
C4 C 1.3807(7) -0.4179(5) 0.5791(3) 0.0599(14) Uani 1 1 d . . .
H4A H 1.3831 -0.4949 0.6032 0.072 Uiso 1 1 calc R . .
C5 C 1.2282(6) -0.3799(4) 0.5576(3) 0.0481(11) Uani 1 1 d . . .
H5A H 1.1286 -0.4298 0.5698 0.058 Uiso 1 1 calc R . .
C6 C 1.2229(5) -0.2692(4) 0.5185(2) 0.0400(10) Uani 1 1 d . . .
C7 C 1.0537(5) -0.2373(4) 0.4924(3) 0.0415(10) Uani 1 1 d . . .
C8 C 0.8942(5) -0.1110(4) 0.4023(3) 0.0450(11) Uani 1 1 d . . .
H8A H 0.8602 -0.0704 0.4487 0.054 Uiso 1 1 calc R . .
H8B H 0.8035 -0.1861 0.3775 0.054 Uiso 1 1 calc R . .
C9 C 0.9214(5) -0.0244(4) 0.3305(3) 0.0445(11) Uani 1 1 d . . .
H9A H 0.9493 -0.0673 0.2830 0.053 Uiso 1 1 calc R . .
H9B H 1.0182 0.0472 0.3551 0.053 Uiso 1 1 calc R . .
C10 C 0.7592(5) 0.0205(4) 0.2922(3) 0.0414(10) Uani 1 1 d . . .
H10A H 0.6595 -0.0514 0.2790 0.050 Uiso 1 1 calc R . .
H10B H 0.7442 0.0758 0.3373 0.050 Uiso 1 1 calc R . .
C11 C 0.7642(5) 0.0891(4) 0.2077(2) 0.0352(9) Uani 1 1 d . . .
H11A H 0.7811 0.0290 0.1656 0.042 Uiso 1 1 calc R . .
C12 C 0.9170(5) 0.1999(5) 0.2178(3) 0.0496(11) Uani 1 1 d . . .
H12A H 1.0217 0.1776 0.2500 0.059 Uiso 1 1 calc R . .
H12B H 0.9017 0.2685 0.2523 0.059 Uiso 1 1 calc R . .
C13 C 0.9348(5) 0.2409(5) 0.1263(3) 0.0488(11) Uani 1 1 d . . .
H13A H 1.0347 0.3119 0.1333 0.059 Uiso 1 1 calc R . .
H13B H 0.9534 0.1729 0.0926 0.059 Uiso 1 1 calc R . .
C14 C 0.7745(5) 0.2769(4) 0.0754(3) 0.0433(10) Uani 1 1 d . . .
H14A H 0.7837 0.2931 0.0147 0.052 Uiso 1 1 calc R . .
H14B H 0.7690 0.3543 0.1038 0.052 Uiso 1 1 calc R . .
C15 C 0.6056(5) 0.1771(4) 0.0709(2) 0.0311(8) Uani 1 1 d . . .
H15A H 0.6003 0.1088 0.0283 0.037 Uiso 1 1 calc R . .
C16 C 0.5912(4) 0.1187(3) 0.1603(2) 0.0308(8) Uani 1 1 d . . .
C17 C 0.3198(5) 0.0035(4) 0.1783(3) 0.0368(9) Uani 1 1 d . . .
C18 C 0.3294(5) -0.0698(5) 0.2608(3) 0.0488(12) Uani 1 1 d . . .
H18A H 0.4364 -0.0336 0.3046 0.073 Uiso 1 1 calc R . .
H18B H 0.3243 -0.1553 0.2448 0.073 Uiso 1 1 calc R . .
H18C H 0.2337 -0.0671 0.2855 0.073 Uiso 1 1 calc R . .
C19 C 0.1531(5) -0.0487(5) 0.1084(3) 0.0491(11) Uani 1 1 d . . .
H19A H 0.1504 0.0000 0.0568 0.074 Uiso 1 1 calc R . .
H19B H 0.0570 -0.0453 0.1325 0.074 Uiso 1 1 calc R . .
H19C H 0.1454 -0.1343 0.0910 0.074 Uiso 1 1 calc R . .
C20 C 0.5148(5) 0.1949(4) 0.2171(2) 0.0369(9) Uani 1 1 d . . .
H20A H 0.5698 0.1928 0.2810 0.044 Uiso 1 1 calc R . .
C21 C 0.5250(6) 0.3279(4) 0.1941(3) 0.0432(10) Uani 1 1 d . . .
H21A H 0.6457 0.3748 0.2090 0.052 Uiso 1 1 calc R . .
H21B H 0.4661 0.3656 0.2302 0.052 Uiso 1 1 calc R . .
C22 C 0.4437(6) 0.3377(4) 0.0950(3) 0.0421(10) Uani 1 1 d . . .
H22A H 0.5053 0.4156 0.0761 0.050 Uiso 1 1 calc R . .
H22B H 0.3244 0.3414 0.0878 0.050 Uiso 1 1 calc R . .
C23 C 0.4465(5) 0.2284(4) 0.0335(2) 0.0337(9) Uani 1 1 d . . .
H23A H 0.3431 0.1608 0.0319 0.040 Uiso 1 1 calc R . .
C24 C 0.4379(5) 0.2649(4) -0.0613(3) 0.0405(10) Uani 1 1 d . . .
H24A H 0.5347 0.3350 -0.0627 0.049 Uiso 1 1 calc R . .
H24B H 0.4411 0.1950 -0.0990 0.049 Uiso 1 1 calc R . .
C25 C 0.2417(5) 0.3391(4) -0.1749(2) 0.0369(9) Uani 1 1 d . . .
C26 C 0.0773(5) 0.3764(4) -0.1984(2) 0.0366(9) Uani 1 1 d . . .
C27 C -0.0141(6) 0.3876(4) -0.1361(3) 0.0455(11) Uani 1 1 d . . .
H27A H 0.0280 0.3709 -0.0768 0.055 Uiso 1 1 calc R . .
C28 C -0.1666(6) 0.4233(5) -0.1607(4) 0.0563(13) Uani 1 1 d . . .
H28A H -0.2267 0.4319 -0.1180 0.068 Uiso 1 1 calc R . .
C29 C -0.2307(6) 0.4464(5) -0.2483(3) 0.0583(13) Uani 1 1 d . . .
H29A H -0.3363 0.4678 -0.2656 0.070 Uiso 1 1 calc R . .
C30 C -0.1391(7) 0.4377(5) -0.3101(3) 0.0633(15) Uani 1 1 d . . .
H30A H -0.1815 0.4548 -0.3693 0.076 Uiso 1 1 calc R . .
C31 C 0.0145(6) 0.4042(5) -0.2856(3) 0.0489(11) Uani 1 1 d . . .
H31A H 0.0771 0.4001 -0.3279 0.059 Uiso 1 1 calc R . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C7 1.206(5) . ?
O2 C7 1.341(5) . ?
O2 C8 1.463(4) . ?
O3 C17 1.452(4) . ?
O3 C16 1.453(4) . ?
O4 C17 1.407(5) . ?
O4 C20 1.444(5) . ?
O5 C25 1.344(5) . ?
O5 C24 1.468(4) . ?
O6 C25 1.219(5) . ?
C1 C6 1.386(7) . ?
C1 C2 1.392(7) . ?
C2 C3 1.387(9) . ?
C3 C4 1.358(8) . ?
C4 C5 1.395(7) . ?
C5 C6 1.384(6) . ?
C6 C7 1.492(6) . ?
C8 C9 1.504(6) . ?
C9 C10 1.534(5) . ?
C10 C11 1.530(5) . ?
C11 C12 1.515(6) . ?
C11 C16 1.558(5) . ?
C12 C13 1.528(6) . ?
C13 C14 1.518(6) . ?
C14 C15 1.549(6) . ?
C15 C23 1.550(5) . ?
C15 C16 1.559(5) . ?
C16 C20 1.556(5) . ?
C17 C19 1.516(6) . ?
C17 C18 1.521(6) . ?
C20 C21 1.513(6) . ?
C21 C22 1.541(5) . ?
C22 C23 1.550(6) . ?
C23 C24 1.522(5) . ?
C25 C26 1.483(6) . ?
C26 C27 1.391(6) . ?
C26 C31 1.393(6) . ?
C27 C28 1.384(6) . ?
C28 C29 1.386(7) . ?
C29 C30 1.379(7) . ?
C30 C31 1.380(6) . ?
