#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008505.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_2008505
_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 H17 Br1 O2'
_chemical_formula_sum  'C12 H17 Br1 O2'
_chemical_formula_weight  273.17
_symmetry_cell_setting  'Monoclinic'
_symmetry_space_group_name_H-M  'P 21/n'
loop_
_symmetry_equiv_pos_as_xyz
  +x,+y,+z
  -x,-y,-z
  -x+1/2,+y+1/2,-z+1/2
  +x+1/2,-y+1/2,+z+1/2
_cell_length_a  10.994(2)
_cell_length_b  6.718(2)
_cell_length_c  16.824(2)
_cell_angle_alpha  90.00
_cell_angle_beta  102.590(10)
_cell_angle_gamma  90.00
_cell_volume  1212.7(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  297
_exptl_crystal_density_diffrn  1.496
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  .73790(5)  .31480(10)
  .65150(4)  .0817(3) Uij 1.000
  O2 1.1213(3)  -.1893(6)  .5871(2)  .085(2) Uij 1.000
  O3 1.0545(3)  .2850(5)  .6473(2)  .0650(10)
  Uij 1.000
  C4  .8539(4)  .1437(7)  .6073(3)  .048(2) Uij 1.000
  C5  .8074(4)  -.0707(8)  .5975(3)  .050(2) Uij 1.000
  C6  .9010(5)  -.1994(8)  .5653(3)  .062(2) Uij 1.000
  C7 1.0315(5)  -.2173(7)  .6166(3)  .062(2) Uij 1.000
  C8 1.0491(5)  -.2653(8)  .7065(3)  .059(2) Uij 1.000
  C9 1.0921(4)  -.0847(8)  .7588(3)  .053(2) Uij 1.000
  C10 1.1238(5)  -.1250(10)
  .8505(3)  .068(2) Uij 1.000
  C11 1.1036(6)  .0710(10)
  .8912(3)  .081(3) Uij 1.000
  C12 1.0543(5)  .2188(9)  .8224(3)  .073(2) Uij 1.000
  C13  .9986(4)  .0856(7)  .7501(3)  .048(2) Uij 1.000
  C14  .9772(4)  .1825(7)  .6678(3)  .049(2) Uij 1.000
  C15  .6821(5)  -.0850(10)
  .5380(3)  .076(3) Uij 1.000
  H4  .85870  .18480  .55350  .050(10)
  Uiso 1.000
  H5  .80290  -.11920  .65050  .030(10)
  Uiso 1.000
  H6A  .90740  -.14270  .51400  .060(10)
  Uiso 1.000
  H6B  .86650  -.33090  .55620  .07(2) Uiso 1.000
  H8A  .97250  -.31100  .71870  .060(10)
  Uiso 1.000
  H8B 1.11060  -.36850  .71980  .07(2) Uiso 1.000
  H9 1.16400  -.03370  .74190  .050(10)
  Uiso 1.000
  H10A 1.20830  -.16960  .86840  .09(2) Uiso 1.000
  H10B 1.06860  -.22500  .86310  .040(10)
  Uiso 1.000
  H11A 1.04390  .05470  .92470  .10(2) Uiso 1.000
  H11B 1.18080  .11670  .92430  .12(2) Uiso 1.000
  H12A  .99230  .30530  .83600  .08(2) Uiso 1.000
  H12B 1.12050  .29820  .81020  .08(2) Uiso 1.000
  H13  .92120  .03110  .75760  .030(10)
  Uiso 1.000
  H15A  .65250  -.21960  .53390  .06(2) Uiso 1.000
  H15B  .69160  -.04010  .48550  .050(10)
  Uiso 1.000
  H15C  .62260  -.00110  .55600  .11(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  .0673(4)  .0905(5)  .0784(4)  .0287(3)  .0283(3) -.0035(4)
  O2  .072(2)  .113(3)  .070(2)  .020(2)  .037(2)  .014(2)
  O3  .065(2)  .066(2)  .061(2)  -.019(2)  .023(2)  .006(2)
  C4  .048(3)  .060(3)  .035(3)  .009(2)  .019(2)  .005(2)
  C5  .050(3)  .061(3)  .032(2)  -.007(2)  .009(2)  -.003(2)
  C6  .075(3)  .054(3)  .047(3)  -.003(3)  .020(3)  -.005(3)
  C7  .072(4)  .052(3)  .057(3)  .009(3)  .026(3)  .000(3)
  C8  .066(3)  .055(3)  .058(3)  .015(3)  .020(3)  .015(3)
  C9  .040(2)  .073(4)  .044(3)  -.001(2)  .011(2)  .007(3)
  C10  .049(3)  .105(5)  .053(3)  .000(3)  .006(2)  .017(3)
  C11  .083(4)  .113(5)  .044(3)  -.035(4)  .004(3)  .006(4)
  C12  .071(4)  .084(4)  .053(3)  -.012(4)  .009(3)  -.011(3)
  C13  .042(2)  .057(3)  .040(3)  -.008(2)  .013(2)  -.003(2)
  C14  .049(3)  .044(3)  .043(3)  -.005(2)  .019(2)  -.010(2)
  C15  .062(4)  .102(5)  .058(4)  -.015(4)  .005(3)  -.001(4)
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 C4 . . 1.978(5) yes
  O2 C7 . . 1.212(7) yes
  O3 C14 . . 1.201(6) yes
  C4 C5 . . 1.525(8) yes
  C4 C14 . . 1.530(7) yes
  C5 C6 . . 1.531(8) yes
  C5 C15 . . 1.519(7) yes
  C6 C7 . . 1.509(8) yes
  C7 C8 . . 1.517(7) yes
  C8 C9 . . 1.513(8) yes
  C9 C10 . . 1.530(8) yes
  C9 C13 . . 1.524(7) yes
  C10 C11 . . 1.523(9) yes
  C11 C12 . . 1.532(8) yes
  C12 C13 . . 1.527(8) yes
  C13 C14 . . 1.501(7) yes
  C4 H4 . .  .959 no
  C5 H5 . .  .961 no
  C6 H6A . .  .960 no
  C6 H6B . .  .960 no
  C8 H8A . .  .960 no
  C8 H8B . .  .960 no
  C9 H9 . .  .960 no
  C10 H10A . .  .960 no
  C10 H10B . .  .959 no
  C11 H11A . .  .960 no
  C11 H11B . .  .958 no
  C12 H12A . .  .961 no
  C12 H12B . .  .960 no
  C13 H13 . .  .960 no
  C15 H15A . .  .958 no
  C15 H15B . .  .960 no
  C15 H15C . .  .961 no