#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008508.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_2008508
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_publ_section_title
;
3-Bromo-4-methylbicyclo[6.3.0]undecane-2,6-dione, (I),
5-bromo-4-methylbicyclo[6.3.0]undecane-2,6-dione, (II),
3,5-dibromo-4-methylbicyclo[6.3.0]undecane-2,6-dione, (III), and
1,7-dibromo-4-methylbicyclo[6.3.0]undecane-2,6-dione, (IV)
;
loop_
_publ_author_name
  'Umehara, Misao'
  'Hosomi, Hiroyuki'
  'Ohba, Shigeru'
_chemical_formula_moiety  'C12 H16 Br2 O2'
_chemical_formula_sum  'C12 H16 Br2 O2'
_chemical_formula_weight  352.07
_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  7.228(2)
_cell_length_b  15.875(3)
_cell_length_c  5.851(2)
_cell_angle_alpha  99.57(3)
_cell_angle_beta  98.31(3)
_cell_angle_gamma  77.20(2)
_cell_volume  641.5(3)
_cell_formula_units_Z  2
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.823
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_occupancy
  Br1  -.19210(7)  .76010(4)  .40240(9)  .0605(2) Uij 1.000
  Br2  .56250(7)  .61370(3)  .75440(10)
  .0558(2) Uij 1.000
  O3  -.0880(5)  .8768(2)  .9618(6)  .0610(10)
  Uij 1.000
  O4  .3430(5)  .7843(2) 1.1903(5)  .0530(10)
  Uij 1.000
  C5  -.0188(6)  .7499(3)  .6916(7)  .0350(10)
  Uij 1.000
  C6  .1666(6)  .6854(3)  .6382(7)  .0310(10)
  Uij 1.000
  C7  .1301(7)  .5920(3)  .5823(8)  .046(2) Uij 1.000
  C8  .1561(8)  .5579(3)  .8154(9)  .054(2) Uij 1.000
  C9  .2406(7)  .6242(3)  .9976(7)  .045(2) Uij 1.000
  C10  .3123(6)  .6796(3)  .8564(7)  .0340(10)
  Uij 1.000
  C11  .3604(6)  .7651(3)  .9832(7)  .0360(10)
  Uij 1.000
  C12  .4274(6)  .8237(3)  .8493(8)  .040(2) Uij 1.000
  C13  .2840(7)  .9094(3)  .8188(8)  .040(2) Uij 1.000
  C14  .0976(6)  .8942(3)  .6773(8)  .041(2) Uij 1.000
  C15  -.0084(6)  .8445(3)  .7916(8)  .039(2) Uij 1.000
  C16  .3732(8)  .9669(3)  .7000(9)  .055(2) Uij 1.000
  H5  -.07740  .72750  .79930  .013(8) Uiso 1.000
  H6  .21960  .70620  .52220  .018(9) Uiso 1.000
  H7A  .00250  .59280  .50760  .040(10)
  Uiso 1.000
  H7B  .21880  .55630  .48100  .050(10)
  Uiso 1.000
  H8A  .24210  .50220  .80890  .06(2) Uiso 1.000
  H8B  .03570  .55190  .85480  .050(10)
  Uiso 1.000
  H9A  .34350  .59630 1.09990  .040(10)
  Uiso 1.000
  H9B  .14440  .65980 1.08890  .040(10)
  Uiso 1.000
  H12A  .54420  .83780  .93090  .040(10)
  Uiso 1.000
  H12B  .45170  .79280  .69760  .040(10)
  Uiso 1.000
  H13  .25540  .93860  .97070  .08(2) Uiso 1.000
  H14A  .01720  .94980  .65600  .040(10)
  Uiso 1.000
  H14B  .12570  .86260  .52750  .040(10)
  Uiso 1.000
  H16A  .49030  .97580  .79190  .10(2) Uiso 1.000
  H16B  .39850  .93810  .54670  .06(2) Uiso 1.000
  H16C  .28750 1.02190  .68710  .08(2) Uiso 1.000
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  .0449(3)  .0805(4)  .0530(3) -.0137(3) -.0128(2)  .0195(3)
  Br2  .0457(3)  .0409(3)  .0763(4)  .0090(2)  .0162(3)  .0108(3)
  O3  .067(2)  .047(2)  .075(3)  -.006(2)  .041(2)  -.007(2)
  O4  .071(2)  .053(2)  .033(2)  -.020(2)  .001(2)  -.001(2)
  C5  .039(2)  .040(2)  .030(2)  -.010(2)  .004(2)  .011(2)
  C6  .037(2)  .030(2)  .026(2)  -.006(2)  .004(2)  .005(2)
  C7  .065(3)  .034(2)  .039(3)  -.014(2)  .007(2)  -.002(2)
  C8  .071(4)  .043(3)  .052(3)  -.021(3)  .003(3)  .012(2)
  C9  .058(3)  .043(3)  .034(2)  -.009(2)  .003(2)  .013(2)
  C10  .039(2)  .027(2)  .031(2)  .001(2)  .006(2)  .003(2)
  C11  .034(2)  .037(2)  .032(2)  -.004(2)  -.002(2)  .003(2)
  C12  .037(2)  .041(2)  .043(3)  -.011(2)  .007(2)  .000(2)
  C13  .054(3)  .029(2)  .041(3)  -.012(2)  .018(2)  -.002(2)
  C14  .045(3)  .031(2)  .050(3)  -.006(2)  .009(2)  .013(2)
  C15  .038(2)  .036(2)  .042(3)  .001(2)  .008(2)  .012(2)
  C16  .071(4)  .043(3)  .061(3)  -.021(3)  .020(3)  .007(2)
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
  Br1 C5 . . 1.961(5) yes
  Br2 C10 . . 1.997(5) yes
  O3 C15 . . 1.204(6) yes
  O4 C11 . . 1.217(5) yes
  C5 C6 . . 1.532(7) yes
  C5 C15 . . 1.532(7) yes
  C6 C7 . . 1.537(7) yes
  C6 C10 . . 1.535(6) yes
  C7 C8 . . 1.521(7) yes
  C8 C9 . . 1.530(7) yes
  C9 C10 . . 1.514(6) yes
  C10 C11 . . 1.521(7) yes
  C11 C12 . . 1.505(7) yes
  C12 C13 . . 1.536(7) yes
  C13 C14 . . 1.521(7) yes
  C13 C16 . . 1.528(7) yes
  C14 C15 . . 1.499(7) yes
  C5 H5 . .  .960 no
  C6 H6 . .  .960 no
  C7 H7A . .  .960 no
  C7 H7B . .  .960 no
  C8 H8A . .  .960 no
  C8 H8B . .  .960 no
  C9 H9A . .  .960 no
  C9 H9B . .  .960 no
  C12 H12A . .  .960 no
  C12 H12B . .  .960 no
  C13 H13 . .  .960 no
  C14 H14A . .  .960 no
  C14 H14B . .  .960 no
  C16 H16A . .  .960 no
  C16 H16B . .  .960 no
  C16 H16C . .  .959 no