data_2008253
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  441
_journal_page_last  443
_publ_section_title
;
Absolute configuration of 2-(1,4-benzodioxan-2-yl)imidazolinium
bromide
;
loop_
_publ_author_name
  'Brunel, Serge'
  'Maurel, Jean Louis'
  'Ribet, Jean Paul'
  'Monconduit, Laure'
  'Tillard, Monique'
  'Belin, Claude'
_chemical_name_common  'Idazoxan hydrobromide'
_chemical_formula_moiety  'C11 H13 N2 O2 , Br'
_chemical_formula_sum  'C11 H13 Br N2 O2'
_chemical_formula_weight  285.14
_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+1/2, -y+1/2, -z'
  '-x, y+1/2, -z+1/2'
_cell_length_a  8.817(2)
_cell_length_b  9.872(2)
_cell_length_c  13.672(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1190.0(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  295(2)
_exptl_crystal_density_diffrn  1.592
_diffrn_ambient_temperature  295(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
  Br 0.11126(6) 0.77585(5) 0.25685(4) 0.04776(16) Uani d . 1 . . Br
  O1 0.4041(4) 0.7674(3) 0.0178(2) 0.0444(8) Uani d . 1 . . O
  C2 0.5018(5) 0.7885(5) 0.0965(3) 0.0422(12) Uani d . 1 . . C
  C3 0.5049(6) 0.6891(5) 0.1673(4) 0.0516(14) Uani d . 1 . . C
  H3 0.4451 0.6120 0.1614 0.062 Uiso calc R 1 . . H
  C4 0.5988(6) 0.7064(6) 0.2472(4) 0.0648(15) Uani d . 1 . . C
  H4 0.6039 0.6393 0.2949 0.078 Uiso calc R 1 . . H
  C5 0.6856(6) 0.8228(6) 0.2573(5) 0.0605(14) Uani d . 1 . . C
  H5 0.7485 0.8334 0.3113 0.073 Uiso calc R 1 . . H
  C6 0.6784(6) 0.9225(6) 0.1870(4) 0.0524(14) Uani d . 1 . . C
  H6 0.7348 1.0015 0.1939 0.063 Uiso calc R 1 . . H
  C7 0.5871(6) 0.9042(5) 0.1068(3) 0.0376(11) Uani d . 1 . . C
  O8 0.5826(5) 1.0063(3) 0.0373(3) 0.0503(10) Uani d . 1 . . O
  C9 0.5369(6) 0.9535(6) -0.0555(4) 0.0475(14) Uani d . 1 . . C
  H9A 0.6146 0.8928 -0.0799 0.057 Uiso calc R 1 . . H
  H9B 0.5260 1.0274 -0.1017 0.057 Uiso calc R 1 . . H
  C10 0.3910(7) 0.8792(5) -0.0478(3) 0.0414(11) Uani d . 1 . . C
  H10 0.3661 0.8434 -0.1127 0.050 Uiso calc R 1 . . H
  C11 0.2624(6) 0.9690(5) -0.0156(3) 0.0383(13) Uani d . 1 . . C
  N12 0.1792(6) 0.9461(5) 0.0603(3) 0.0476(12) Uani d . 1 . . N
  C13 0.0576(7) 1.0431(6) 0.0679(5) 0.0626(18) Uani d . 1 . . C
  H13A 0.0582 1.0875 0.1312 0.075 Uiso calc R 1 . . H
  H13B -0.0402 1.0003 0.0580 0.075 Uiso calc R 1 . . H
  C14 0.0927(8) 1.1430(7) -0.0137(5) 0.0685(17) Uani d . 1 . . C
  H14A 0.0069 1.1538 -0.0574 0.082 Uiso calc R 1 . . H
  H14B 0.1215 1.2308 0.0122 0.082 Uiso calc R 1 . . H
  N15 0.2215(7) 1.0762(5) -0.0634(4) 0.0582(14) Uani d . 1 . . N
  H12 0.190(7) 0.877(6) 0.096(4) 0.059(19) Uiso d . 1 . . H
  H15 0.247(7) 1.103(7) -0.116(5) 0.08(3) 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
  Br 0.0595(3) 0.0524(3) 0.0313(2) -0.0080(3) 0.0004(3) -0.0006(3)
  O1 0.054(2) 0.0316(16) 0.0474(17) -0.002(2) -0.0045(17) -0.0019(15)
  C2 0.042(3) 0.038(3) 0.047(3) 0.006(3) 0.009(2) -0.003(2)
  C3 0.049(3) 0.041(3) 0.065(4) 0.003(3) 0.007(3) 0.010(3)
  C4 0.055(3) 0.083(4) 0.057(3) 0.007(3) -0.001(4) 0.034(4)
  C5 0.046(3) 0.092(4) 0.044(3) 0.005(3) -0.002(3) 0.006(4)
  C6 0.045(3) 0.059(3) 0.054(3) -0.008(3) 0.003(3) -0.013(3)
  C7 0.035(3) 0.037(3) 0.041(3) 0.001(2) 0.007(2) -0.005(2)
  O8 0.062(3) 0.039(2) 0.050(2) -0.0128(19) 0.003(2) -0.0019(16)
  C9 0.052(3) 0.047(3) 0.044(3) 0.005(3) 0.011(3) -0.003(3)
  C10 0.050(3) 0.040(3) 0.034(2) 0.000(3) 0.002(3) -0.007(2)
  C11 0.048(3) 0.034(3) 0.033(3) -0.009(3) 0.001(3) -0.005(2)
  N12 0.059(3) 0.041(3) 0.042(3) 0.009(3) 0.016(2) 0.005(2)
  C13 0.069(4) 0.058(4) 0.060(4) 0.015(4) 0.021(3) 0.002(3)
  C14 0.079(5) 0.051(4) 0.076(4) 0.017(4) 0.010(4) 0.006(3)
  N15 0.075(4) 0.048(3) 0.051(3) 0.004(3) 0.014(3) 0.017(3)
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 C2 . 1.393(6) y
  O1 C10 . 1.428(5) y
  C2 C7 . 1.374(7) y
  C2 C3 . 1.379(7) y
  C3 C4 . 1.382(7) y
  C3 H3 . 0.9300 n
  C4 C5 . 1.387(8) y
  C4 H4 . 0.9300 n
  C5 C6 . 1.377(8) y
  C5 H5 . 0.9300 n
  C6 C7 . 1.373(7) y
  C6 H6 . 0.9300 n
  C7 O8 . 1.387(6) y
  O8 C9 . 1.429(7) y
  C9 C10 . 1.484(7) y
  C9 H9A . 0.9700 n
  C9 H9B . 0.9700 n
  C10 C11 . 1.506(7) y
  C10 H10 . 0.9800 n
  C11 N12 . 1.290(6) y
  C11 N15 . 1.294(7) y
  N12 C13 . 1.442(7) y
  N12 H12 . 0.84(6) n
  C13 C14 . 1.520(8) y
  C13 H13A . 0.9700 n
  C13 H13B . 0.9700 n
  C14 N15 . 1.478(8) y
  C14 H14A . 0.9700 n
  C14 H14B . 0.9700 n
  N15 H15 . 0.79(6) n