#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012080.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_2012080
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  844
_journal_page_last  845
_publ_section_title
;
The lack of C2 molecular mymmetry of
(1R, 2R, 3S, 6S)-3,6-dibenzyloxy-4,5-dihydroxylcyclohexene
;
loop_
_publ_author_name
  'Clark, Robert W.'
  'Guzei, Ilia A.'
  'Ivanov, Sergei A.'
  'Burke, Steven D.'
  'Lambert, William T.'
_chemical_formula_moiety  'C20 H22 O4'
_chemical_formula_sum  'C20 H22 O4'
_chemical_formula_weight  326.38
_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  8.5979(9)
_cell_length_b  10.1090(10)
_cell_length_c  18.9828(18)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1649.9(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  173(2)
_exptl_crystal_density_diffrn  1.314
_diffrn_ambient_temperature  173(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  .49733(18)  .89156(12)  .06757(7)  .0317(4) Uani d . 1 . . O
  O2  .50548(19) 1.08578(13)  .16656(8)  .0369(4) Uani d . 1 . . O
  H2  .4920 1.1075  .1243  .055 Uiso calc R 1 . . H
  O3  .34986(16)  .82285(14)  .27480(8)  .0331(4) Uani d . 1 . . O
  H3  .4086  .7678  .2946  .050 Uiso calc R 1 . . H
  O4  .61733(17)  .87617(13)  .35123(6)  .0294(3) Uani d . 1 . . O
  C1  .6922(2)  .8380(2)  .23195(10)  .0298(5) Uani d . 1 . . C
  H1  .7884  .8020  .2474  .036 Uiso calc R 1 . . H
  C2  .6417(2)  .8068(2)  .16817(11)  .0300(5) Uani d . 1 . . C
  H2A  .7064  .7538  .1390  .036 Uiso calc R 1 . . H
  C3  .4883(2)  .8506(2)  .13992(10)  .0274(4) Uani d . 1 . . C
  H3A  .4137  .7750  .1433  .033 Uiso calc R 1 . . H
  C4  .4217(2)  .96691(18)  .18099(10)  .0274(5) Uani d . 1 . . C
  H4  .3099  .9793  .1681  .033 Uiso calc R 1 . . H
  C5  .4347(2)  .9397(2)  .25963(10)  .0267(4) Uani d . 1 . . C
  H5  .3872 1.0152  .2860  .032 Uiso calc R 1 . . H
  C6  .6051(2)  .92721(19)  .28076(10)  .0269(5) Uani d . 1 . . C
  H6  .6539 1.0170  .2793  .032 Uiso calc R 1 . . H
  C7  .4894(3)  .7851(2)  .01935(10)  .0340(5) Uani d . 1 . . C
  H7A  .3921  .7348  .0270  .041 Uiso calc R 1 . . H
  H7B  .5782  .7245  .0272  .041 Uiso calc R 1 . . H
  C8  .4936(2)  .8369(2)  -.05522(10)  .0282(4) Uani d . 1 . . C
  C9  .5592(2)  .7603(2)  -.10810(11)  .0333(5) Uani d . 1 . . C
  H9  .6035  .6767  -.0972  .040 Uiso calc R 1 . . H
  C10  .5599(2)  .8061(2)  -.17714(11)  .0382(6) Uani d . 1 . . C
  H10  .6045  .7536  -.2134  .046 Uiso calc R 1 . . H
  C11  .4966(3)  .9269(2)  -.19314(12)  .0394(5) Uani d . 1 . . C
  H11  .4982  .9581  -.2403  .047 Uiso calc R 1 . . H
  C12  .4305(3) 1.0033(2)  -.14100(11)  .0397(6) Uani d . 1 . . C
  H12  .3851 1.0863  -.1523  .048 Uiso calc R 1 . . H
  C13  .4307(3)  .9583(2)  -.07210(11)  .0340(5) Uani d . 1 . . C
  H13  .3870 1.0117  -.0360  .041 Uiso calc R 1 . . H
  C14  .6098(3)  .9794(2)  .40260(10)  .0362(5) Uani d . 1 . . C
  H14A  .5345 1.0475  .3870  .043 Uiso calc R 1 . . H
  H14B  .7131 1.0219  .4070  .043 Uiso calc R 1 . . H
  C15  .5607(2)  .92596(19)  .47313(10)  .0263(4) Uani d . 1 . . C
  C16  .4230(3)  .8572(2)  .48053(12)  .0367(5) Uani d . 1 . . C
  H16  .3620  .8381  .4401  .044 Uiso calc R 1 . . H
  C17  .3728(3)  .8157(2)  .54590(12)  .0459(6) Uani d . 1 . . C
  H17  .2769  .7698  .5504  .055 Uiso calc R 1 . . H
  C18  .4624(3)  .8410(2)  .60502(12)  .0448(6) Uani d . 1 . . C
  H18  .4285  .8119  .6501  .054 Uiso calc R 1 . . H
  C19  .6004(3)  .9084(2)  .59835(11)  .0405(6) Uani d . 1 . . C
  H19  .6619  .9264  .6388  .049 Uiso calc R 1 . . H
  C20  .6496(2)  .9500(2)  .53252(10)  .0326(5) Uani d . 1 . . C
  H20  .7456  .9958  .5281  .039 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  .0476(8)  .0297(7)  .0179(8)  -.0041(7)  .0001(7)  -.0007(6)
  O2  .0558(9)  .0268(7)  .0282(8)  -.0035(7)  -.0034(8)  .0038(6)
  O3  .0331(8)  .0341(8)  .0320(9)  -.0018(6)  .0014(7)  .0028(7)
  O4  .0408(8)  .0296(7)  .0178(7)  .0016(7)  -.0019(6)  -.0013(6)
  C1  .0274(10)  .0371(11)  .0250(12)  .0058(9)  .0010(9)  .0030(9)
  C2  .0334(11)  .0308(11)  .0258(12)  .0051(9)  .0074(9)  -.0011(9)
  C3  .0369(11)  .0280(10)  .0174(10)  -.0027(10)  .0002(9)  .0019(9)
  C4  .0304(10)  .0260(10)  .0260(12)  .0025(9)  -.0024(9)  -.0004(8)
  C5  .0310(10)  .0249(10)  .0242(11)  .0018(9)  .0028(9)  -.0028(8)
  C6  .0338(11)  .0277(10)  .0193(10)  -.0008(9)  -.0023(9)  .0007(8)
  C7  .0462(12)  .0287(10)  .0271(12)  -.0017(10)  .0007(11)  -.0019(9)
  C8  .0283(10)  .0327(10)  .0235(11)  -.0067(9)  -.0027(9)  -.0006(9)
  C9  .0320(11)  .0355(11)  .0324(13)  -.0012(9)  -.0020(10)  -.0044(10)
  C10  .0330(11)  .0560(15)  .0255(13)  -.0069(11)  .0031(10)  -.0137(11)
  C11  .0425(12)  .0561(14)  .0195(11)  -.0125(13)  -.0036(10)  .0037(11)
  C12  .0474(13)  .0387(12)  .0330(13)  -.0008(11)  -.0122(11)  .0027(11)
  C13  .0387(11)  .0388(12)  .0246(12)  .0029(10)  -.0021(10)  -.0043(9)
  C14  .0563(14)  .0303(11)  .0220(12)  -.0063(10)  .0015(11)  -.0041(9)
  C15  .0324(10)  .0240(9)  .0224(11)  .0028(9)  .0012(9)  -.0022(8)
  C16  .0377(12)  .0396(12)  .0327(13)  -.0035(10)  -.0025(11)  -.0064(10)
  C17  .0459(13)  .0458(13)  .0459(15)  -.0173(12)  .0133(12)  -.0040(12)
  C18  .0667(17)  .0371(12)  .0306(13)  -.0039(12)  .0125(12)  .0022(11)
  C19  .0565(15)  .0417(13)  .0232(12)  .0005(11)  -.0056(11)  -.0015(10)
  C20  .0333(11)  .0369(11)  .0275(13)  -.0039(10)  -.0004(10)  -.0039(9)
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 C7 . 1.414(2) Y
  O1 C3 . 1.437(2) ?
  O2 C4 . 1.428(2) Y
  O2 H2 .  .8400 ?
  O3 C5 . 1.418(2) Y
  O3 H3 .  .8400 ?
  O4 C14 . 1.430(2) Y
  O4 C6 . 1.437(2) ?
  C1 C2 . 1.324(3) ?
  C1 C6 . 1.494(3) ?
  C1 H1 .  .9500 ?
  C2 C3 . 1.492(3) ?
  C2 H2A .  .9500 ?
  C3 C4 . 1.522(3) ?
  C3 H3A . 1.0000 ?
  C4 C5 . 1.522(3) ?
  C4 H4 . 1.0000 ?
  C5 C6 . 1.524(3) ?
  C5 H5 . 1.0000 ?
  C6 H6 . 1.0000 ?
  C7 C8 . 1.510(3) ?
  C7 H7A .  .9900 ?
  C7 H7B .  .9900 ?
  C8 C13 . 1.379(3) ?
  C8 C9 . 1.387(3) ?
  C9 C10 . 1.390(3) ?
  C9 H9 .  .9500 ?
  C10 C11 . 1.371(3) ?
  C10 H10 .  .9500 ?
  C11 C12 . 1.377(3) ?
  C11 H11 .  .9500 ?
  C12 C13 . 1.385(3) ?
  C12 H12 .  .9500 ?
  C13 H13 .  .9500 ?
  C14 C15 . 1.504(3) ?
  C14 H14A .  .9900 ?
  C14 H14B .  .9900 ?
  C15 C16 . 1.380(3) ?
  C15 C20 . 1.384(3) ?
  C16 C17 . 1.379(3) ?
  C16 H16 .  .9500 ?
  C17 C18 . 1.385(3) ?
  C17 H17 .  .9500 ?
  C18 C19 . 1.374(3) ?
  C18 H18 .  .9500 ?
  C19 C20 . 1.385(3) ?
  C19 H19 .  .9500 ?
  C20 H20 .  .9500 ?