#------------------------------------------------------------------------------
#$Date: 2008-01-14 00:15:36 +0200 (Mon, 14 Jan 2008) $
#$Revision: 14 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2014729.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_2014729
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2005
_journal_volume  61
_journal_page_first  o10
_journal_page_last  o14
_publ_section_title
;
Hydrogen-bonded sheets in (E)-2-nitrobenzaldehyde 4-nitrophenylhydrazone
and a hydrogen-bonded framework structure in (E)-4-nitrobenzaldehyde
4-nitrophenylhydrazone
;
loop_
_publ_author_name
  'Wardell, James L.'
  'Skakle, Janet M. S.'
  'Low, John N.'
  'Glidewell, Christopher'
_chemical_formula_moiety  'C13 H10 N4 O4'
_chemical_formula_sum  'C13 H10 N4 O4'
_chemical_formula_iupac  'C13 H10 N4 O4'
_chemical_formula_weight  286.25
_symmetry_cell_setting  monoclinic
_symmetry_space_group_name_H-M  'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'
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  7.1134(2)
_cell_length_b  12.0842(5)
_cell_length_c  14.3190(6)
_cell_angle_alpha  90.00
_cell_angle_beta  92.624(2)
_cell_angle_gamma  90.00
_cell_volume  1229.57(8)
_cell_formula_units_Z  4
_cell_measurement_temperature  120(2)
_exptl_crystal_density_diffrn  1.546
_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
  O21 0.73241(15) 0.33101(8) 0.82298(7) 0.0320(3) Uani d . 1 . . O
  O22 0.70871(16) 0.16840(9) 0.88338(7) 0.0343(3) Uani d . 1 . . O
  O41 -0.00609(14) 0.81117(8) 0.30158(6) 0.0270(2) Uani d . 1 . . O
  O42 0.03642(14) 0.94804(8) 0.39777(7) 0.0278(2) Uani d . 1 . . O
  N1 0.34709(16) 0.55738(9) 0.64646(8) 0.0223(3) Uani d . 1 . . N
  N2 0.36844(15) 0.44833(9) 0.62764(8) 0.0215(3) Uani d . 1 . . N
  N4 0.04478(14) 0.84879(9) 0.37967(7) 0.0211(3) Uani d . 1 . . N
  N12 0.67585(16) 0.23528(9) 0.82027(8) 0.0230(3) Uani d . 1 . . N
  C1 0.27104(17) 0.62700(11) 0.57939(9) 0.0193(3) Uani d . 1 . . C
  C2 0.26017(18) 0.74045(11) 0.60029(9) 0.0208(3) Uani d . 1 . . C
  C3 0.18288(18) 0.81329(11) 0.53564(9) 0.0203(3) Uani d . 1 . . C
  C4 0.11711(17) 0.77266(10) 0.44916(9) 0.0188(3) Uani d . 1 . . C
  C5 0.12580(18) 0.66068(11) 0.42772(9) 0.0221(3) Uani d . 1 . . C
  C6 0.20225(18) 0.58757(11) 0.49214(9) 0.0220(3) Uani d . 1 . . C
  C11 0.47066(17) 0.27057(10) 0.67573(9) 0.0190(3) Uani d . 1 . . C
  C12 0.56730(18) 0.19667(11) 0.73658(9) 0.0199(3) Uani d . 1 . . C
  C13 0.57388(18) 0.08369(11) 0.71966(9) 0.0230(3) Uani d . 1 . . C
  C14 0.48742(19) 0.04096(11) 0.63951(10) 0.0249(3) Uani d . 1 . . C
  C15 0.39468(18) 0.11216(12) 0.57631(9) 0.0239(3) Uani d . 1 . . C
  C16 0.38577(18) 0.22401(11) 0.59457(9) 0.0217(3) Uani d . 1 . . C
  C17 0.44610(17) 0.38921(11) 0.69311(9) 0.0204(3) Uani d . 1 . . C
  H1 0.3822 0.5835 0.7019 0.027 Uiso calc R 1 . . H
  H2 0.3065 0.7669 0.6594 0.025 Uiso calc R 1 . . H
  H3 0.1744 0.8899 0.5497 0.024 Uiso calc R 1 . . H
  H5 0.0788 0.6348 0.3685 0.027 Uiso calc R 1 . . H
  H6 0.2086 0.5109 0.4779 0.026 Uiso calc R 1 . . H
  H13 0.6378 0.0360 0.7632 0.028 Uiso calc R 1 . . H
  H14 0.4910 -0.0363 0.6275 0.030 Uiso calc R 1 . . H
  H15 0.3372 0.0835 0.5202 0.029 Uiso calc R 1 . . H
  H16 0.3202 0.2709 0.5509 0.026 Uiso calc R 1 . . H
  H17 0.4865 0.4214 0.7512 0.024 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
  O21 0.0377(6) 0.0190(5) 0.0378(6) -0.0018(4) -0.0135(5) -0.0019(4)
  O22 0.0467(6) 0.0292(6) 0.0258(5) 0.0021(5) -0.0105(5) 0.0073(4)
  O41 0.0319(5) 0.0292(6) 0.0193(5) 0.0025(4) -0.0051(4) 0.0021(4)
  O42 0.0350(5) 0.0184(5) 0.0297(5) 0.0045(4) -0.0004(4) 0.0032(4)
  N1 0.0322(6) 0.0145(6) 0.0197(6) 0.0023(4) -0.0055(4) -0.0007(4)
  N2 0.0253(6) 0.0161(6) 0.0230(6) 0.0016(4) -0.0012(4) 0.0001(4)
  N4 0.0210(5) 0.0212(6) 0.0210(6) 0.0018(4) 0.0006(4) 0.0023(4)
  N12 0.0252(6) 0.0213(6) 0.0222(6) 0.0032(4) -0.0029(4) 0.0006(5)
  C1 0.0208(6) 0.0174(7) 0.0197(6) 0.0001(5) -0.0002(5) 0.0016(5)
  C2 0.0250(6) 0.0185(7) 0.0186(6) -0.0012(5) -0.0017(5) -0.0012(5)
  C3 0.0229(6) 0.0155(6) 0.0225(6) -0.0007(5) 0.0012(5) -0.0009(5)
  C4 0.0199(6) 0.0179(7) 0.0185(6) 0.0016(5) -0.0008(5) 0.0029(5)
  C5 0.0258(7) 0.0215(7) 0.0187(6) -0.0001(5) -0.0019(5) -0.0022(5)
  C6 0.0283(7) 0.0148(6) 0.0227(7) 0.0007(5) -0.0013(5) -0.0019(5)
  C11 0.0204(6) 0.0170(6) 0.0196(6) 0.0000(5) 0.0013(5) 0.0006(5)
  C12 0.0216(6) 0.0190(6) 0.0190(6) -0.0010(5) -0.0005(5) 0.0008(5)
  C13 0.0239(7) 0.0183(7) 0.0266(7) 0.0017(5) 0.0013(5) 0.0043(5)
  C14 0.0269(7) 0.0161(7) 0.0319(7) -0.0007(5) 0.0029(6) -0.0035(5)
  C15 0.0238(7) 0.0236(7) 0.0241(7) -0.0016(5) 0.0001(5) -0.0055(5)
  C16 0.0222(6) 0.0216(7) 0.0211(6) 0.0005(5) -0.0006(5) 0.0006(5)
  C17 0.0233(6) 0.0189(7) 0.0188(6) -0.0003(5) -0.0023(5) 0.0004(5)
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 C6 . 1.4040(18) no
  C1 C2 . 1.4062(18) y
  C2 C3 . 1.3737(18) y
  C3 C4 . 1.3929(18) y
  C4 C5 . 1.3895(18) y
  C5 C6 . 1.3716(19) y
  C4 N4 . 1.4334(16) y
  N4 O41 . 1.2453(14) y
  N4 O42 . 1.2290(14) y
  C1 N1 . 1.3694(16) y
  N1 N2 . 1.3550(15) y
  C11 C12 . 1.4051(18) y
  C12 C13 . 1.3877(18) y
  C13 C14 . 1.3775(19) y
  C14 C15 . 1.393(2) y
  C15 C16 . 1.3787(19) y
  C16 C11 . 1.4027(18) y
  C12 N12 . 1.4716(16) y
  N12 O21 . 1.2248(15) y
  N12 O22 . 1.2268(15) y
  C11 C17 . 1.4669(18) y
  C17 N2 . 1.2834(17) y
  N1 H1 . 0.88 no
  C2 H2 . 0.95 no
  C3 H3 . 0.95 no
  C5 H5 . 0.95 no
  C6 H6 . 0.95 no
  C17 H17 . 0.95 no
  C13 H13 . 0.95 no
  C14 H14 . 0.95 no
  C15 H15 . 0.95 no
  C16 H16 . 0.95 no