#------------------------------------------------------------------------------
#$Date: 2015-01-27 21:58:39 +0200 (Tue, 27 Jan 2015) $
#$Revision: 130149 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/16/8101664.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_8101664
loop_
_publ_author_name
'Krämer, W.'
'Geyer, E.'
'Schollmeyer, D.'
_publ_section_title
;
Crystal structure of 1,7-dihydroxytricyclo[5.3.1.1^2,6^]dodeca-4,9-
dien-3,8,11,12-tetraone, C₂₀H₂₄O₆
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              787
_journal_page_last               788
_journal_volume                  213
_journal_year                    1998
_chemical_formula_sum            'C20 H24 O6'
_chemical_formula_weight         360.39
_chemical_melting_point          146(3)
_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                109.363(2)
_cell_angle_beta                 107.123(2)
_cell_angle_gamma                94.742(2)
_cell_formula_units_Z            3
_cell_length_a                   9.13210(10)
_cell_length_b                   12.4632(2)
_cell_length_c                   13.9134(3)
_cell_measurement_temperature    298(2)
_cell_volume                     1398.93(4)
_diffrn_ambient_temperature      298(2)
_exptl_crystal_density_diffrn    1.283
_refine_ls_R_factor_obs          0.0452
_refine_ls_wR_factor_obs         0.1318
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '144-149' was changed to '146(3)' -
the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               8101664
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_thermal_displace_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1A O 0.51334(14) 0.29391(10) 0.07604(10) 0.0427(3) Uani 1 1 d . . .
O2A O 0.51225(12) 0.14945(9) -0.11383(8) 0.0338(3) Uani 1 1 d . . .
H2A H 0.5206 0.0939 -0.1765 0.067(7) Uiso 1 1 d R . .
O3A O 0.70446(12) -0.00562(10) -0.08837(9) 0.0377(3) Uani 1 1 d . . .
C1A C 0.55187(16) 0.20279(13) 0.07409(12) 0.0315(3) Uani 1 1 d . . .
C2A C 0.51712(16) 0.10199(12) -0.03548(11) 0.0281(3) Uani 1 1 d . . .
C3A C 0.63608(15) 0.02427(12) -0.02527(11) 0.0275(3) Uani 1 1 d . . .
C4A C 0.64924(15) -0.01987(12) 0.06620(11) 0.0282(3) Uani 1 1 d . . .
C5A C 0.67311(17) 0.08209(14) 0.16908(12) 0.0328(3) Uani 1 1 d . . .
H5A H 0.7211 0.0736 0.2343 0.042(5) Uiso 1 1 calc R . .
C6A C 0.63118(18) 0.18371(14) 0.17452(12) 0.0354(3) Uani 1 1 d . . .
C7A C 0.78134(17) -0.08784(15) 0.08179(14) 0.0378(4) Uani 1 1 d . . .
H7A H 0.7729 -0.1253 0.1315 0.050(4) Uiso 1 1 calc R . .
H7B H 0.7679 -0.1482 0.0127 0.050(4) Uiso 1 1 calc R . .
C8A C 0.94409(19) -0.01285(19) 0.12544(17) 0.0517(5) Uani 1 1 d . . .
H8A H 1.0209 -0.0604 0.1331 0.076(4) Uiso 1 1 calc R . .
H8B H 0.9596 0.0459 0.1948 0.076(4) Uiso 1 1 calc R . .
H8C H 0.9544 0.0232 0.0760 0.076(4) Uiso 1 1 calc R . .
C9A C 0.6590(3) 0.28501(19) 0.27841(15) 0.0592(5) Uani 1 1 d . . .
H9A H 0.6982 0.3549 0.2701 0.097(7) Uiso 1 1 calc R . .
H9B H 0.5590 0.2925 0.2884 0.097(7) Uiso 1 1 calc R . .
C10A C 0.7690(4) 0.2796(3) 0.37864(18) 0.0813(8) Uani 1 1 d . . .
H10A H 0.7784 0.3484 0.4395 0.183(11) Uiso 1 1 calc R . .
H10B H 0.8697 0.2744 0.3712 0.183(11) Uiso 1 1 calc R . .
H10C H 0.7299 0.2126 0.3900 0.183(11) Uiso 1 1 calc R . .
O1B O 0.3363(2) 0.17570(15) 0.36581(13) 0.0769(5) Uani 1 1 d . . .
O2B O 0.37690(16) -0.03510(12) 0.27996(9) 0.0511(3) Uani 1 1 d . . .
H2B H 0.3257 0.0220 0.2572 0.093(9) Uiso 1 1 d R . .
O3B O 0.67720(15) -0.02983(13) 0.38279(10) 0.0550(4) Uani 1 1 d . . .
C1B C 0.4181(2) 0.14211(18) 0.43117(15) 0.0495(4) Uani 1 1 d . . .
C2B C 0.4307(2) 0.01384(16) 0.39294(12) 0.0404(4) Uani 1 1 d . . .
C3B C 0.6015(2) 0.00837(15) 0.43892(13) 0.0394(4) Uani 1 1 d . . .
C4B C 0.66520(19) 0.05924(16) 0.56256(13) 0.0410(4) Uani 1 1 d . . .
C5B C 0.6290(2) 0.17955(17) 0.59988(14) 0.0470(4) Uani 1 1 d . . .
H5B H 0.6925 0.2317 0.6681 0.050(5) Uiso 1 1 calc R . .
C6B C 0.5137(2) 0.21735(17) 0.54324(16) 0.0520(5) Uani 1 1 d . B .
C7B C 0.8409(2) 0.0611(2) 0.60826(16) 0.0586(5) Uani 1 1 d . . .
H7C H 0.8716 0.0844 0.6863 0.072(5) Uiso 1 1 calc R . .
H7D H 0.8581 -0.0172 0.5795 0.072(5) Uiso 1 1 calc R . .
C8B C 0.9459(3) 0.1403(3) 0.58373(19) 0.0722(7) Uani 1 1 d . . .
H8D H 1.0529 0.1359 0.6153 0.099(6) Uiso 1 1 calc R . .
H8E H 0.9326 0.2186 0.6137 0.099(6) Uiso 1 1 calc R . .
H8F H 0.9192 0.1168 0.5066 0.099(6) Uiso 1 1 calc R . .
C9B C 0.4796(4) 0.3375(2) 0.5875(2) 0.0840(8) Uani 1 1 d . . .
H91A H 0.5533 0.3783 0.6604 0.102(9) Uiso 0.80 1 calc PR A 1
H91B H 0.4971 0.3799 0.5433 0.102(9) Uiso 0.80 1 calc PR A 1
H92A H 0.3689 0.3275 0.5773 0.102(9) Uiso 0.20 1 calc PR A 2
H92B H 0.5351 0.3688 0.6651 0.102(9) Uiso 0.20 1 calc PR A 2
C10B C 0.3226(6) 0.3391(4) 0.5905(4) 0.1140(16) Uani 0.80 1 d P B 1
H10D H 0.3105 0.4180 0.6190 0.171 Uiso 0.80 1 calc PR B 1
H10E H 0.3049 0.2997 0.6360 0.171 Uiso 0.80 1 calc PR B 1
H10F H 0.2484 0.3006 0.5185 0.171 Uiso 0.80 1 calc PR B 1
C11B C 0.511(2) 0.4171(13) 0.5516(14) 0.107(6) Uani 0.20 1 d P B 2
H11D H 0.4810 0.4868 0.5891 0.160 Uiso 0.20 1 calc PR B 2
H11E H 0.4533 0.3909 0.4753 0.160 Uiso 0.20 1 calc PR B 2
H11F H 0.6207 0.4325 0.5637 0.160 Uiso 0.20 1 calc PR B 2
O1C O -0.14253(14) 0.25873(11) 0.04345(11) 0.0503(3) Uani 1 1 d . . .
O2C O -0.27447(12) 0.33008(10) -0.11803(9) 0.0414(3) Uani 1 1 d . . .
H2C H -0.3212 0.2791 -0.0968 0.084(8) Uiso 1 1 d R . .
O3C O -0.05337(14) 0.37191(11) -0.19847(9) 0.0469(3) Uani 1 1 d . . .
C1C C -0.05742(18) 0.33154(13) 0.03347(13) 0.0353(3) Uani 1 1 d . . .
C2C C -0.12929(17) 0.39269(13) -0.04345(12) 0.0321(3) Uani 1 1 d . . .
C3C C -0.01659(17) 0.40923(13) -0.10164(12) 0.0325(3) Uani 1 1 d . . .
C4C C 0.14470(17) 0.47953(13) -0.02447(12) 0.0321(3) Uani 1 1 d . . .
C5C C 0.20335(18) 0.42507(14) 0.05863(13) 0.0347(3) Uani 1 1 d . . .
H5C H 0.3111 0.4363 0.0910 0.040(5) Uiso 1 1 calc R . .
C6C C 0.11337(18) 0.36209(14) 0.08948(13) 0.0363(3) Uani 1 1 d . . .
C7C C 0.25921(19) 0.48735(15) -0.08459(14) 0.0409(4) Uani 1 1 d . . .
H7E H 0.2123 0.5162 -0.1409 0.048(4) Uiso 1 1 calc R . .
H7F H 0.3533 0.5435 -0.0340 0.048(4) Uiso 1 1 calc R . .
C8C C 0.3049(2) 0.37331(18) -0.13590(17) 0.0515(5) Uani 1 1 d . . .
H8G H 0.3761 0.3853 -0.1720 0.073(4) Uiso 1 1 calc R . .
H8H H 0.2130 0.3175 -0.1876 0.073(4) Uiso 1 1 calc R . .
H8I H 0.3546 0.3451 -0.0806 0.073(4) Uiso 1 1 calc R . .
C9C C 0.1780(2) 0.31796(18) 0.17862(16) 0.0505(5) Uani 1 1 d . . .
H9E H 0.2912 0.3330 0.2009 0.064(5) Uiso 1 1 calc R . .
H9F H 0.1413 0.2346 0.1509 0.064(5) Uiso 1 1 calc R . .
C10C C 0.1302(4) 0.3741(3) 0.2763(2) 0.0874(9) Uani 1 1 d . . .
H10G H 0.1741 0.3434 0.3308 0.125(7) Uiso 1 1 calc R . .
H10H H 0.0183 0.3580 0.2550 0.125(7) Uiso 1 1 calc R . .
H10I H 0.1680 0.4565 0.3050 0.125(7) 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
O1A C1A 1.2106(18) . ?
O2A C2A 1.3942(15) . ?
O3A C3A 1.2016(17) . ?
C1A C6A 1.479(2) . ?
C1A C2A 1.543(2) . ?
C2A C3A 1.5209(19) . ?
C2A C4A 1.6151(18) 2_655 ?
C3A C4A 1.5238(17) . ?
C4A C5A 1.508(2) . ?
C4A C7A 1.5351(19) . ?
C4A C2A 1.6152(18) 2_655 ?
C5A C6A 1.338(2) . ?
C6A C9A 1.506(2) . ?
C7A C8A 1.521(2) . ?
C9A C10A 1.486(3) . ?
O1B C1B 1.210(2) . ?
O2B C2B 1.3943(19) . ?
O3B C3B 1.200(2) . ?
C1B C6B 1.472(3) . ?
C1B C2B 1.535(3) . ?
C2B C3B 1.518(2) . ?
C2B C4B 1.594(2) 2_656 ?
C3B C4B 1.525(2) . ?
C4B C5B 1.514(3) . ?
C4B C7B 1.538(2) . ?
C4B C2B 1.594(2) 2_656 ?
C5B C6B 1.339(3) . ?
C6B C9B 1.516(3) . ?
C7B C8B 1.506(3) . ?
C9B C11B 1.296(15) . ?
C9B C10B 1.448(5) . ?
O1C C1C 1.2155(19) . ?
O2C C2C 1.3876(17) . ?
O3C C3C 1.1984(19) . ?
C1C C6C 1.474(2) . ?
C1C C2C 1.538(2) . ?
C2C C3C 1.524(2) . ?
C2C C4C 1.602(2) 2_565 ?
C3C C4C 1.524(2) . ?
C4C C5C 1.5167(19) . ?
C4C C7C 1.535(2) . ?
C4C C2C 1.602(2) 2_565 ?
C5C C6C 1.342(2) . ?
C6C C9C 1.505(2) . ?
C7C C8C 1.518(3) . ?
C9C C10C 1.515(3) . ?
