#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2013788.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_2013788
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2004
_journal_volume  60
_journal_page_first  o178
_journal_page_last  o179
_publ_section_title
;
Displaced \p--\p stacking and hydrogen bonds in
2-bromo-N-(2-hydroxy-1,1-dimethylethyl)benzamide
;
loop_
_publ_author_name
  'Wu, Yao-Wen'
  'Wang, Ru-Ji'
  'Jiang, Yu-Yang'
  'Fu, Hua'
  'Zhao, Yu-Fen'
_chemical_formula_moiety  'C11 H14 Br N O2'
_chemical_formula_sum  'C11 H14 Br N O2'
_chemical_formula_iupac  'C11 H14 Br N O2'
_chemical_formula_weight  272.14
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  7.2713(10)
_cell_length_b  8.5860(9)
_cell_length_c  9.8424(14)
_cell_angle_alpha  77.123(11)
_cell_angle_beta  77.785(12)
_cell_angle_gamma  79.825(10)
_cell_volume  580.03(13)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.558
_diffrn_ambient_temperature  293(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 1.28291(7) 0.12781(7) 0.59471(6) 0.0686(2) Uani d . 1 . . Br
  O1 0.5476(4) 0.6258(4) 0.7915(3) 0.0561(8) Uani d . 1 . . O
  O2 0.7493(4) 0.5503(4) 1.1278(3) 0.0518(7) Uani d . 1 . . O
  H2B 0.6706 0.4874 1.1568 0.078 Uiso calc R 1 . . H
  N1 0.8426(4) 0.6318(4) 0.8265(3) 0.0429(8) Uani d . 1 . . N
  H1A 0.9604 0.5927 0.8076 0.051 Uiso calc R 1 . . H
  C1 0.7960(5) 0.4455(5) 0.6864(4) 0.0409(9) Uani d . 1 . . C
  C2 0.9795(5) 0.3619(5) 0.6807(4) 0.0438(9) Uani d . 1 . . C
  H2A 1.0616 0.3824 0.7334 0.053 Uiso calc R 1 . . H
  C3 1.0367(5) 0.2489(5) 0.5961(4) 0.0447(9) Uani d . 1 . . C
  C4 0.9226(6) 0.2183(5) 0.5123(4) 0.0481(10) Uani d . 1 . . C
  H4A 0.9662 0.1443 0.4527 0.058 Uiso calc R 1 . . H
  C5 0.7407(6) 0.3018(5) 0.5200(5) 0.0533(11) Uani d . 1 . . C
  H5A 0.6600 0.2827 0.4655 0.064 Uiso calc R 1 . . H
  C6 0.6781(6) 0.4115(5) 0.6060(5) 0.0499(10) Uani d . 1 . . C
  H6A 0.5544 0.4645 0.6110 0.060 Uiso calc R 1 . . H
  C7 0.7194(5) 0.5740(5) 0.7734(4) 0.0438(9) Uani d . 1 . . C
  C8 0.7938(6) 0.7563(5) 0.9142(4) 0.0466(9) Uani d . 1 . . C
  C9 0.6649(6) 0.6969(5) 1.0544(5) 0.0513(10) Uani d . 1 . . C
  H9A 0.6403 0.7778 1.1132 0.062 Uiso calc R 1 . . H
  H9B 0.5443 0.6817 1.0355 0.062 Uiso calc R 1 . . H
  C10 0.9824(7) 0.7873(6) 0.9423(5) 0.0598(12) Uani d . 1 . . C
  H10A 1.0622 0.8238 0.8538 0.090 Uiso calc R 1 . . H
  H10B 1.0448 0.6893 0.9910 0.090 Uiso calc R 1 . . H
  H10C 0.9583 0.8683 0.9996 0.090 Uiso calc R 1 . . H
  C11 0.6925(8) 0.9129(6) 0.8360(5) 0.0659(13) Uani d . 1 . . C
  H11A 0.5752 0.8924 0.8179 0.099 Uiso calc R 1 . . H
  H11B 0.7723 0.9502 0.7478 0.099 Uiso calc R 1 . . H
  H11C 0.6667 0.9937 0.8936 0.099 Uiso calc R 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 0.0435(3) 0.0747(4) 0.0942(4) 0.0070(2) -0.0152(2) -0.0390(3)
  O1 0.0346(15) 0.0580(19) 0.078(2) -0.0006(13) -0.0085(14) -0.0241(16)
  O2 0.0381(15) 0.0584(18) 0.0578(18) -0.0105(13) -0.0104(13) -0.0042(14)
  N1 0.0322(16) 0.0492(19) 0.0479(19) -0.0037(14) -0.0022(14) -0.0165(15)
  C1 0.036(2) 0.044(2) 0.044(2) -0.0096(16) -0.0062(16) -0.0069(17)
  C2 0.036(2) 0.052(2) 0.048(2) -0.0079(17) -0.0090(17) -0.0148(19)
  C3 0.036(2) 0.048(2) 0.051(2) -0.0089(17) -0.0046(17) -0.0131(19)
  C4 0.050(2) 0.051(2) 0.047(2) -0.0118(19) -0.0074(19) -0.0144(19)
  C5 0.050(2) 0.060(3) 0.057(3) -0.013(2) -0.019(2) -0.015(2)
  C6 0.039(2) 0.058(3) 0.057(3) -0.0047(18) -0.0153(19) -0.013(2)
  C7 0.035(2) 0.047(2) 0.048(2) -0.0064(17) -0.0051(17) -0.0073(18)
  C8 0.046(2) 0.043(2) 0.051(2) -0.0045(17) -0.0026(18) -0.0162(18)
  C9 0.046(2) 0.053(3) 0.053(3) 0.0008(19) -0.0044(19) -0.017(2)
  C10 0.057(3) 0.057(3) 0.074(3) -0.020(2) -0.007(2) -0.025(2)
  C11 0.077(3) 0.046(3) 0.070(3) 0.001(2) -0.009(3) -0.011(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 C3 . 1.904(4) no
  O1 C7 . 1.239(5) no
  O2 C9 . 1.411(5) no
  O2 H2B . 0.8200 no
  N1 C7 . 1.338(5) no
  N1 C8 . 1.471(5) no
  N1 H1A . 0.8600 no
  C1 C6 . 1.387(5) no
  C1 C2 . 1.395(5) no
  C1 C7 . 1.505(6) no
  C2 C3 . 1.371(6) no
  C2 H2A . 0.9300 no
  C3 C4 . 1.378(5) no
  C4 C5 . 1.384(6) no
  C4 H4A . 0.9300 no
  C5 C6 . 1.361(6) no
  C5 H5A . 0.9300 no
  C6 H6A . 0.9300 no
  C8 C10 . 1.533(6) no
  C8 C9 . 1.534(6) no
  C8 C11 . 1.540(6) no
  C9 H9A . 0.9700 no
  C9 H9B . 0.9700 no
  C10 H10A . 0.9600 no
  C10 H10B . 0.9600 no
  C10 H10C . 0.9600 no
  C11 H11A . 0.9600 no
  C11 H11B . 0.9600 no
  C11 H11C . 0.9600 no