#------------------------------------------------------------------------------
#$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $
#$Revision: 26848 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/22/2202203.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_2202203
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o244
_journal_page_last  o246
_publ_section_title
;
5,6-Dioxo-1,10-phenanthrolin-1-ium bromide at 120 K
;
loop_
_publ_author_name
  'Bomfim, Jo\~ao A. S.'
  'Filgueiras, Carlos A. L.'
  'Howie, R. Alan'
  'Wardell, James L.'
_chemical_name_common  '1,10-Phenanthroline-5,6-dione hydrogen bromide'
_chemical_formula_moiety  'C12 H7 N2 O2 1+, Br 1-'
_chemical_formula_sum  'C12 H7 Br N2 O2'
_chemical_formula_iupac  'C12 H7 N2 O2 1+, Br 1-'
_chemical_formula_weight  291.11
_symmetry_cell_setting  orthorhombic
_symmetry_space_group_name_H-M  'P n m a'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, y+1/2, z+1/2'
  'x, -y+1/2, z'
  'x+1/2, y, -z+1/2'
  '-x, -y, -z'
  'x-1/2, -y-1/2, -z-1/2'
  '-x, y-1/2, -z'
  '-x-1/2, -y, z-1/2'
_cell_length_a  14.2379(3)
_cell_length_b  6.29780(10)
_cell_length_c  12.3110(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1103.90(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.752
_diffrn_ambient_temperature  120(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 0.28493(2) 0.2500 0.51188(2) 0.02273(13) Uani d S 1 . . Br
  O1 0.33230(16) 0.2500 -0.12867(18) 0.0322(5) Uani d S 1 . . O
  O2 0.35374(17) 0.2500 0.09181(19) 0.0397(6) Uani d S 1 . . O
  N1 0.00332(17) 0.2500 -0.0857(2) 0.0201(5) Uani d S 1 . . N
  H1N -0.0445 0.2500 -0.0404 0.024 Uiso calc SR 1 . . H
  N2 0.02030(18) 0.2500 0.1310(2) 0.0229(5) Uani d S 1 . . N
  C1 -0.0144(2) 0.2500 -0.1923(2) 0.0250(6) Uani d S 1 . . C
  H1 -0.0775 0.2500 -0.2175 0.030 Uiso calc SR 1 . . H
  C2 0.0585(2) 0.2500 -0.2656(2) 0.0272(7) Uani d S 1 . . C
  H2 0.0465 0.2500 -0.3415 0.033 Uiso calc SR 1 . . H
  C3 0.1499(2) 0.2500 -0.2268(2) 0.0246(6) Uani d S 1 . . C
  H3 0.2012 0.2500 -0.2761 0.030 Uiso calc SR 1 . . H
  C4 0.1664(2) 0.2500 -0.1149(2) 0.0208(6) Uani d S 1 . . C
  C5 0.2640(2) 0.2500 -0.0705(2) 0.0236(6) Uani d S 1 . . C
  C6 0.2757(2) 0.2500 0.0540(3) 0.0258(7) Uani d S 1 . . C
  C7 0.1897(2) 0.2500 0.1221(2) 0.0215(6) Uani d S 1 . . C
  C8 0.1952(2) 0.2500 0.2350(2) 0.0256(7) Uani d S 1 . . C
  H8 0.2545 0.2500 0.2704 0.031 Uiso calc SR 1 . . H
  C9 0.1131(2) 0.2500 0.2946(2) 0.0276(7) Uani d S 1 . . C
  H9 0.1150 0.2500 0.3718 0.033 Uiso calc SR 1 . . H
  C10 0.0275(2) 0.2500 0.2400(2) 0.0263(7) Uani d S 1 . . C
  H10 -0.0286 0.2500 0.2817 0.032 Uiso calc SR 1 . . H
  C11 0.1004(2) 0.2500 0.0749(2) 0.0189(6) Uani d S 1 . . C
  C12 0.0906(2) 0.2500 -0.0442(2) 0.0191(5) Uani d S 1 . . C
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 0.0238(2) 0.0269(2) 0.01745(18) 0.000 -0.00096(10) 0.000
  O1 0.0252(12) 0.0466(14) 0.0247(11) 0.000 0.0065(9) 0.000
  O2 0.0241(12) 0.0686(18) 0.0263(12) 0.000 -0.0046(10) 0.000
  N1 0.0218(12) 0.0208(12) 0.0176(11) 0.000 0.0003(9) 0.000
  N2 0.0264(13) 0.0248(13) 0.0175(12) 0.000 0.0040(10) 0.000
  C1 0.0295(16) 0.0244(15) 0.0210(14) 0.000 -0.0081(12) 0.000
  C2 0.0385(19) 0.0288(16) 0.0143(13) 0.000 -0.0057(12) 0.000
  C3 0.0316(16) 0.0257(15) 0.0165(14) 0.000 0.0025(12) 0.000
  C4 0.0232(15) 0.0223(14) 0.0169(13) 0.000 0.0003(11) 0.000
  C5 0.0240(15) 0.0286(15) 0.0184(14) 0.000 0.0023(11) 0.000
  C6 0.0222(15) 0.0345(17) 0.0208(15) 0.000 -0.0013(11) 0.000
  C7 0.0256(14) 0.0228(14) 0.0160(13) 0.000 -0.0007(11) 0.000
  C8 0.0304(17) 0.0276(16) 0.0187(15) 0.000 -0.0042(11) 0.000
  C9 0.0413(18) 0.0279(15) 0.0136(13) 0.000 0.0001(12) 0.000
  C10 0.0350(18) 0.0264(15) 0.0174(14) 0.000 0.0075(12) 0.000
  C11 0.0238(14) 0.0179(13) 0.0151(12) 0.000 0.0005(10) 0.000
  C12 0.0229(14) 0.0179(13) 0.0165(12) 0.000 -0.0022(11) 0.000
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 C5 . 1.208(4) ?
  O2 C6 . 1.205(4) ?
  N1 C1 . 1.337(4) ?
  N1 C12 . 1.344(4) ?
  N1 H1N . 0.8800 ?
  N2 C11 . 1.334(4) ?
  N2 C10 . 1.345(4) ?
  C1 C2 . 1.376(5) ?
  C1 H1 . 0.9500 ?
  C2 C3 . 1.386(5) ?
  C2 H2 . 0.9500 ?
  C3 C4 . 1.397(4) ?
  C3 H3 . 0.9500 ?
  C4 C12 . 1.386(4) ?
  C4 C5 . 1.493(4) ?
  C5 C6 . 1.542(4) ?
  C6 C7 . 1.485(4) ?
  C7 C8 . 1.392(4) ?
  C7 C11 . 1.397(4) ?
  C8 C9 . 1.381(5) ?
  C8 H8 . 0.9500 ?
  C9 C10 . 1.392(5) ?
  C9 H9 . 0.9500 ?
  C10 H10 . 0.9500 ?
  C11 C12 . 1.473(4) ?
_cod_database_code 2202203