#------------------------------------------------------------------------------
#$Date: 2011-09-17 23:27:16 +0300 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2012528.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_2012528
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o100
_journal_page_last  o102
_publ_section_title
;
Hydrogen bonding in C-substituted nitroanilines: sheets built from
alternating R~2~^2^(12) and R~6~^6^(36) rings in
2-bromo-6-cyano-4-nitroaniline
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Glidewell, Christopher'
  'Low, John N.'
  'McWilliam, Susan A.'
  'Skakle, Janet M. S.'
  'Wardell, James L.'
_chemical_formula_moiety  'C7 H4 Br N3 O2'
_chemical_formula_sum  'C7 H4 Br N3 O2'
_chemical_formula_weight  242.04
_symmetry_cell_setting  monoclinic
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x+1/2, -y+1/2, z+1/2'
_cell_length_a  4.2494(2)
_cell_length_b  14.9094(7)
_cell_length_c  13.0958(7)
_cell_angle_alpha  90
_cell_angle_beta  96.138(2)
_cell_angle_gamma  90
_cell_volume  824.94(7)
_cell_formula_units_Z  4
_cell_measurement_temperature  150(2)
_exptl_crystal_density_diffrn  1.949
_diffrn_ambient_temperature  150(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
  C1  .6308(6)  .3273(2)  .3617(2)  .0177(7) Uani d . 1 . . C
  N1  .8557(6)  .31971(18)  .44131(19)  .0238(6) Uani d . 1 . . N
  C2  .5015(6)  .2505(2)  .3078(2)  .0193(7) Uani d . 1 . . C
  Br2  .64966(7)  .13636(2)  .35302(2)  .02578(14) Uani d . 1 . . Br
  C3  .2741(7)  .2580(2)  .2263(2)  .0209(7) Uani d . 1 . . C
  C4  .1656(7)  .3424(2)  .1945(2)  .0204(7) Uani d . 1 . . C
  N4  -.0817(6)  .35126(18)  .1092(2)  .0236(6) Uani d . 1 . . N
  O41  -.1809(5)  .28113(16)  .06679(17)  .0313(6) Uani d . 1 . . O
  O42  -.1848(5)  .42561(16)  .08419(17)  .0328(6) Uani d . 1 . . O
  C5  .2842(7)  .4196(2)  .2432(2)  .0206(7) Uani d . 1 . . C
  C6  .5128(6)  .4118(2)  .3261(2)  .0198(7) Uani d . 1 . . C
  C61  .6425(6)  .4918(2)  .3756(2)  .0232(7) Uani d . 1 . . C
  N61  .7567(7)  .55297(19)  .4168(2)  .0358(7) Uani d . 1 . . N
  H11  .9343  .3681  .4730  .029 Uiso calc R 1 . . H
  H12  .9247  .2663  .4618  .029 Uiso calc R 1 . . H
  H3  .1907  .2059  .1916  .025 Uiso calc R 1 . . H
  H5  .2097  .4769  .2201  .025 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
  C1  .0186(16)  .0153(16)  .0193(16)  -.0011(12)  .0023(12)  -.0006(12)
  N1  .0293(14)  .0140(14)  .0258(15)  -.0016(11)  -.0073(11)  -.0008(11)
  C2  .0224(16)  .0136(16)  .0218(17)  -.0022(12)  .0019(12)  -.0043(13)
  Br2  .0325(2)  .0148(2)  .0284(2)  .00081(13)  -.00392(13)  -.00073(14)
  C3  .0215(15)  .0165(17)  .0247(18)  -.0053(13)  .0028(12)  -.0018(13)
  C4  .0199(16)  .0228(18)  .0179(16)  -.0021(12)  -.0012(12)  -.0020(13)
  N4  .0234(14)  .0272(17)  .0197(14)  -.0033(12)  .0000(11)  -.0015(13)
  O41  .0366(12)  .0274(14)  .0270(13)  -.0080(11)  -.0092(10)  -.0040(11)
  O42  .0386(13)  .0261(14)  .0304(13)  .0056(11)  -.0119(10)  -.0017(11)
  C5  .0216(15)  .0171(16)  .0230(17)  -.0004(13)  .0012(12)  -.0029(14)
  C6  .0221(16)  .0172(17)  .0197(16)  -.0037(13)  .0004(12)  -.0015(13)
  C61  .0252(17)  .0201(19)  .0220(17)  .0014(14)  -.0083(12)  .0038(14)
  N61  .0495(18)  .0192(16)  .0351(17)  -.0024(13)  -.0115(14)  -.0018(14)
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
  C1 C2 . 1.424(4) y
  C2 C3 . 1.365(4) y
  C3 C4 . 1.388(4) y
  C4 C5 . 1.385(4) y
  C5 C6 . 1.382(4) y
  C6 C1 . 1.416(4) y
  C2 Br2 . 1.888(3) y
  C1 N1 . 1.342(4) y
  C4 N4 . 1.456(4) y
  C6 C61 . 1.439(4) y
  C61 N61 . 1.140(4) y
  N4 O41 . 1.236(3) y
  N4 O42 . 1.224(3) y
  N1 H11 .  .8800 no
  N1 H12 .  .8800 no
  C3 H3 .  .9500 no
  C5 H5 .  .9500 no
_cod_database_code 2012528