#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006896.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_2006896
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1997
_journal_volume 53
_journal_page_first  1916
_journal_page_last  1917
_publ_section_title
;
 endo-1,4,4-Tribromo-3-methyltricyclo[5.2.1.0^2,6^]dec-8-ene-5,10-dione
 10-Ethylene Acetal
;
loop_
_publ_author_name
  'Gable, Robert W.'
  'Lowe, David A.'
  'Tsanaktsidis, John'
_chemical_formula_sum  'C13 H13 Br3 O3'
_chemical_formula_weight  456.96
_symmetry_cell_setting  Triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  6.6161(13)
_cell_length_b  9.633(2)
_cell_length_c  12.692(3)
_cell_angle_alpha  98.27(2)
_cell_angle_beta  104.84(2)
_cell_angle_gamma  106.74(2)
_cell_volume  727.8(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  293.0(10)
_exptl_crystal_density_diffrn  2.085
_diffrn_ambient_temperature  293.0(10)
_refine_ls_R_factor_obs  .0447
_refine_ls_wR_factor_obs  .1052
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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  Br1  .38882(12)  .16399(7)  .10813(5)  .0685(2) Uani d . 1 . Br
  Br2  .19077(11)  -.42733(7)  .25926(5)  .0625(2) Uani d . 1 . Br
  Br3  -.28927(10)  -.42905(7)  .13982(6)  .0674(2) Uani d . 1 . Br
  O1  -.0794(7)  -.2238(4)  .3821(3)  .0637(11) Uani d . 1 . O
  O2  .4063(6)  .3349(4)  .3589(3)  .0538(9) Uani d . 1 . O
  O3  .6093(5)  .1824(3)  .3890(3)  .0439(7) Uani d . 1 . O
  C1  .2709(8)  .0921(5)  .2216(4)  .0398(10) Uani d . 1 . C
  C2  .2857(7)  -.0622(5)  .2341(3)  .0338(9) Uani d . 1 . C
  C3  .1054(8)  -.1981(5)  .1466(4)  .0378(10) Uani d . 1 . C
  C4  .0133(8)  -.3024(5)  .2154(4)  .0397(10) Uani d . 1 . C
  C5  .0418(8)  -.2010(5)  .3265(4)  .0422(10) Uani d . 1 . C
  C6  .2492(8)  -.0667(5)  .3501(4)  .0377(10) Uani d . 1 . C
  C7  .2250(8)  .0853(5)  .3897(4)  .0433(11) Uani d . 1 . C
  C8  .0156(9)  .0876(6)  .3109(6)  .0552(14) Uani d . 1 . C
  C9  .0417(9)  .0908(6)  .2124(5)  .0518(13) Uani d . 1 . C
  C10  .3952(8)  .1858(5)  .3442(4)  .0385(10) Uani d . 1 . C
  C11  .6324(10)  .4270(6)  .4103(5)  .0587(14) Uani d . 1 . C
  H11A  .6587(16)  .469(2)  .486(4)  .11(3)  Uiso calc R 1 . H
  H11B  .670(2)  .504(4)  .3739(18)  .062(17) Uiso calc R 1 . H
  C12  .7626(10)  .3275(5)  .3995(6)  .0588(15) Uani d . 1 . C
  H12A  .809(3)  .3312(6)  .337(3)  .07(2)  Uiso calc R 1 . H
  H12B  .885(6)  .3528(14)  .462(3)  .072(19) Uiso calc R 1 . H
  C13  .1783(11)  -.2641(6)  .0538(4)  .0580(15) Uani d . 1 . C
  H13A  .302(6)  -.296(4)  .0857(12)  .054(16) Uiso calc R 1 . H
  H13B  .224(6)  -.190(3)  .013(2)  .053(15) Uiso calc R 1 . H
  H13C  .056(4)  -.349(4)  .003(2)  .09(2)  Uiso calc R 1 . H
  H2  .433(8)  -.064(5)  .240(4)  .029(11) Uiso d . 1 . H
  H3  -.017(7)  -.169(5)  .116(3)  .023(10) Uiso d . 1 . H
  H6  .368(9)  -.077(6)  .402(4)  .042(13) Uiso d . 1 . H
  H7  .245(8)  .107(6)  .466(4)  .043(13) Uiso d . 1 . H
  H8  -.109(11)  .066(7)  .328(5)  .063(18) Uiso d . 1 . H
  H9  -.054(8)  .092(5)  .145(4)  .040(13) Uiso d . 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
  Br1  .0947(5)  .0521(3)  .0488(3)  .0012(3)  .0276(3)  .0214(2)
  Br2  .0818(4)  .0523(3)  .0659(4)  .0360(3)  .0250(3)  .0215(3)
  Br3  .0513(3)  .0516(3)  .0774(4)  -.0032(2)  .0168(3)  -.0024(3)
  O1  .078(3)  .049(2)  .064(2)  .003(2)  .046(2)  .008(2)
  O2  .051(2)  .030(2)  .073(2)  .0130(15)  .011(2)  .003(2)
  O3  .038(2)  .033(2)  .053(2)  .0065(13)  .0096(14)  .0081(14)
  C1  .049(3)  .030(2)  .041(2)  .011(2)  .015(2)  .011(2)
  C2  .035(2)  .031(2)  .034(2)  .008(2)  .013(2)  .006(2)
  C3  .045(3)  .033(2)  .032(2)  .011(2)  .012(2)  .005(2)
  C4  .040(2)  .030(2)  .046(2)  .010(2)  .012(2)  .006(2)
  C5  .051(3)  .032(2)  .045(2)  .009(2)  .022(2)  .010(2)
  C6  .045(3)  .035(2)  .032(2)  .012(2)  .013(2)  .005(2)
  C7  .052(3)  .035(2)  .043(3)  .011(2)  .024(2)  .000(2)
  C8  .043(3)  .035(3)  .087(4)  .014(2)  .025(3)  .004(3)
  C9  .044(3)  .034(2)  .066(4)  .012(2)  .001(3)  .009(2)
  C10  .042(2)  .026(2)  .044(2)  .010(2)  .014(2)  .002(2)
  C11  .059(3)  .035(3)  .070(4)  .004(2)  .020(3)  .001(2)
  C12  .053(3)  .031(3)  .077(4)  .001(2)  .013(3)  .006(2)
  C13  .084(4)  .045(3)  .041(3)  .011(3)  .031(3)  .000(2)
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
  Br1 C1 . 1.927(5) y
  Br2 C4 . 1.952(5) y
  Br3 C4 . 1.921(5) y
  O1 C5 . 1.193(6) ?
  O2 C10 . 1.399(5) ?
  O2 C11 . 1.422(6) ?
  O3 C10 . 1.397(6) ?
  O3 C12 . 1.435(6) ?
  C1 C9 . 1.487(7) ?
  C1 C2 . 1.545(6) y
  C1 C10 . 1.557(6) y
  C2 C3 . 1.541(6) y
  C2 C6 . 1.556(6) ?
  C2 H2 .  .96(5) ?
  C3 C13 . 1.509(7) ?
  C3 C4 . 1.522(6) y
  C3 H3 .  .94(4) ?
  C4 C5 . 1.529(6) y
  C5 C6 . 1.516(6) ?
  C6 C7 . 1.544(6) ?
  C6 H6 .  .92(5) ?
  C7 C8 . 1.495(8) ?
  C7 C10 . 1.551(7) y
  C7 H7 .  .93(5) ?
  C8 C9 . 1.308(9) y
  C8 H8 .  .88(6) ?
  C9 H9 .  .92(5) ?
  C11 C12 . 1.476(8) ?
  C11 H11A .  .93(5) ?
  C11 H11B .  .93(5) ?
  C12 H12A .  .92(4) ?
  C12 H12B .  .92(4) ?
  C13 H13A .  .97(3) ?
  C13 H13B .  .97(3) ?
  C13 H13C .  .97(3) ?