#------------------------------------------------------------------------------
#$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $
#$Revision: 14 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202395.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_2202395
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o1735
_journal_page_last  o1737
_publ_section_title
;
Methyl 6-bromo-2,3-dihydro-2-methylimidazo[2,1-b]oxazole-5-carboxylate
;
loop_
_publ_author_name
  'Kraus, George A.'
  'Choudhury, Prabir K.'
  'Ellern, Arkady'
_chemical_formula_moiety  'C8 H9 Br N2 O3'
_chemical_formula_sum  'C8 H9 Br N2 O3'
_chemical_formula_iupac  'C8 H9 Br N2 O3'
_chemical_formula_weight  261.08
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y-1/2, z-1/2'
_cell_length_a  7.1338(13)
_cell_length_b  13.981(3)
_cell_length_c  9.4670(15)
_cell_angle_alpha  90.00
_cell_angle_beta  90.614(5)
_cell_angle_gamma  90.00
_cell_volume  944.1(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  173(2)
_exptl_crystal_density_diffrn  1.837
_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
  Br1 0.83195(5) 0.33411(2) 0.74002(4) 0.02667(16) Uani d . 1 . . Br
  C1 0.7659(5) 0.4528(2) 0.6625(4) 0.0214(7) Uani d . 1 . . C
  C2 0.6614(6) 0.5914(3) 0.6605(4) 0.0275(8) Uani d . 1 . . C
  C3 0.5779(7) 0.7259(3) 0.5410(4) 0.0367(10) Uani d . 1 . . C
  H3A 0.4413 0.7281 0.5163 0.044 Uiso calc R 1 . . H
  C4 0.6507(10) 0.8237(3) 0.5476(5) 0.0534(16) Uani d . 1 . . C
  H4A 0.5784 0.8608 0.6159 0.080 Uiso calc R 1 . . H
  H4B 0.6397 0.8535 0.4542 0.080 Uiso calc R 1 . . H
  H4C 0.7828 0.8223 0.5771 0.080 Uiso calc R 1 . . H
  C5 0.6776(6) 0.6578(2) 0.4375(4) 0.0245(8) Uani d . 1 . . C
  H5A 0.6002 0.6456 0.3520 0.029 Uiso calc R 1 . . H
  H5B 0.8014 0.6830 0.4095 0.029 Uiso calc R 1 . . H
  C6 0.7700(5) 0.4798(2) 0.5226(4) 0.0206(7) Uani d . 1 . . C
  C7 0.8251(5) 0.4291(3) 0.3945(4) 0.0229(8) Uani d . 1 . . C
  C8 0.8236(7) 0.4353(3) 0.1447(4) 0.0376(10) Uani d . 1 . . C
  H8A 0.7858 0.4778 0.0671 0.056 Uiso calc R 1 . . H
  H8B 0.7560 0.3746 0.1363 0.056 Uiso calc R 1 . . H
  H8C 0.9588 0.4234 0.1401 0.056 Uiso calc R 1 . . H
  N1 0.6988(5) 0.5221(2) 0.7501(3) 0.0282(7) Uani d . 1 . . N
  N2 0.6959(5) 0.5722(2) 0.5253(3) 0.0229(7) Uani d . 1 . . N
  O1 0.6019(5) 0.6808(2) 0.6835(3) 0.0384(8) Uani d . 1 . . O
  O2 0.8995(4) 0.35153(19) 0.3932(3) 0.0307(7) Uani d . 1 . . O
  O3 0.7797(4) 0.48004(18) 0.2785(3) 0.0273(6) Uani d . 1 . . O
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 0.0290(3) 0.0226(2) 0.0284(2) 0.00023(14) -0.00267(16) 0.00721(14)
  C1 0.0222(18) 0.0204(16) 0.0214(17) -0.0007(14) -0.0010(15) 0.0044(14)
  C2 0.038(2) 0.0256(18) 0.0192(16) 0.0060(16) 0.0030(16) 0.0010(15)
  C3 0.053(3) 0.033(2) 0.0239(19) 0.009(2) 0.0046(19) 0.0055(17)
  C4 0.107(5) 0.031(2) 0.022(2) -0.003(3) 0.008(3) 0.0001(18)
  C5 0.036(2) 0.0222(17) 0.0156(16) 0.0044(15) 0.0025(16) 0.0032(13)
  C6 0.0188(18) 0.0196(16) 0.0233(17) -0.0021(13) -0.0038(14) 0.0013(14)
  C7 0.0229(19) 0.0235(18) 0.0222(17) -0.0070(14) -0.0043(15) -0.0009(14)
  C8 0.056(3) 0.035(2) 0.0213(19) 0.001(2) -0.0027(19) -0.0043(17)
  N1 0.038(2) 0.0261(16) 0.0203(15) 0.0040(14) 0.0036(14) 0.0041(12)
  N2 0.0300(17) 0.0241(15) 0.0147(13) 0.0016(13) 0.0005(13) 0.0010(12)
  O1 0.071(2) 0.0275(14) 0.0169(13) 0.0175(14) 0.0091(14) 0.0047(11)
  O2 0.0434(18) 0.0222(13) 0.0263(14) 0.0049(12) -0.0043(13) -0.0046(11)
  O3 0.0374(16) 0.0249(13) 0.0193(12) 0.0017(12) -0.0033(12) -0.0030(11)
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 . 1.873(3) ?
  C1 N1 . 1.365(5) ?
  C1 C6 . 1.378(5) ?
  C2 N1 . 1.313(5) ?
  C2 N2 . 1.333(5) ?
  C2 O1 . 1.340(4) ?
  C3 C4 . 1.464(6) ?
  C3 O1 . 1.497(5) ?
  C3 C5 . 1.544(5) ?
  C3 H3A . 1.0000 ?
  C4 H4A . 0.9800 ?
  C4 H4B . 0.9800 ?
  C4 H4C . 0.9800 ?
  C5 N2 . 1.462(4) ?
  C5 H5A . 0.9900 ?
  C5 H5B . 0.9900 ?
  C6 N2 . 1.396(4) ?
  C6 C7 . 1.462(5) ?
  C7 O2 . 1.207(5) ?
  C7 O3 . 1.345(4) ?
  C8 O3 . 1.450(5) ?
  C8 H8A . 0.9800 ?
  C8 H8B . 0.9800 ?
  C8 H8C . 0.9800 ?