#------------------------------------------------------------------------------
#$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $
#$Revision: 26029 $
#$URL: svn://www.crystallography.net/cod/cif/2/2012931.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_2012931
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2002
_journal_volume  58
_journal_page_first  o545
_journal_page_last  o548
_publ_section_title
;
Orthorhombic polymorphs of two trans-4-aminoazoxybenzenes
;
loop_
_publ_author_name
  'Ejsmont, Krzysztof'
  "Broda, Ma\/lgorzata"
  "Doma\'nski, Andrzej"
  "Kyzio\/l, Janusz B."
  'Zaleski, Jacek'
_chemical_formula_moiety  'C12 H11 N3 O'
_chemical_formula_sum  'C12 H11 N3 O'
_chemical_formula_weight  213.24
_symmetry_cell_setting  'orthorhombic'
_symmetry_space_group_name_H-M  'P c a 21'
_symmetry_space_group_name_Hall  'P 2c -2ac'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, z+1/2'
  'x+1/2, -y, z'
  '-x+1/2, y, z+1/2'
_cell_length_a  17.779(4)
_cell_length_b  5.5350(10)
_cell_length_c  10.652(2)
_cell_angle_alpha  90
_cell_angle_beta  90
_cell_angle_gamma  90
_cell_volume  1048.2(4)
_cell_formula_units_Z  4
_cell_measurement_temperature  90.0(2)
_exptl_crystal_density_diffrn  1.351
_diffrn_ambient_temperature  90.00(10)
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
  N1 0.33494(10) 0.3120(3) 0.08364(17) 0.0184(4) Uani d . 1 . . N
  N2 0.30226(11) 0.1672(3) 0.00566(18) 0.0189(4) Uani d . 1 . . N
  N3 0.56451(12) 0.9054(4) -0.1173(2) 0.0245(5) Uani d . 1 . . N
  O1 0.32237(9) 0.3354(3) 0.20214(15) 0.0257(4) Uani d . 1 . . O
  C1 0.39418(12) 0.4655(4) 0.0301(2) 0.0187(5) Uani d . 1 . . C
  C2 0.41356(12) 0.6791(4) 0.0928(2) 0.0188(5) Uani d . 1 . . C
  C3 0.47079(13) 0.8243(4) 0.0451(2) 0.0195(5) Uani d . 1 . . C
  C4 0.50954(12) 0.7595(4) -0.0660(2) 0.0192(5) Uani d . 1 . . C
  C5 0.48904(13) 0.5406(4) -0.1269(2) 0.0197(5) Uani d . 1 . . C
  C6 0.43173(13) 0.3961(4) -0.0805(2) 0.0199(5) Uani d . 1 . . C
  C1' 0.24549(13) 0.0068(3) 0.0506(2) 0.0192(5) Uani d . 1 . . C
  C2' 0.19978(13) 0.0337(4) 0.1586(2) 0.0206(5) Uani d . 1 . . C
  C3' 0.14420(13) -0.1402(4) 0.1831(2) 0.0210(5) Uani d . 1 . . C
  C4' 0.13417(13) -0.3398(4) 0.1029(2) 0.0223(5) Uani d . 1 . . C
  C5' 0.17917(13) -0.3650(4) -0.0042(2) 0.0214(5) Uani d . 1 . . C
  C6' 0.23349(14) -0.1914(4) -0.0317(2) 0.0192(5) Uani d . 1 . . C
  H2 0.3872(13) 0.720(4) 0.168(2) 0.021(6) Uiso d . 1 . . H
  H3 0.4859(14) 0.983(5) 0.087(3) 0.026(6) Uiso d . 1 . . H
  H31 0.5825(16) 1.027(5) -0.069(3) 0.041(9) Uiso d . 1 . . H
  H32 0.5947(16) 0.844(5) -0.176(3) 0.039(9) Uiso d . 1 . . H
  H5 0.5148(14) 0.493(4) -0.202(2) 0.027(7) Uiso d . 1 . . H
  H6 0.4181(15) 0.244(5) -0.123(3) 0.033(7) Uiso d . 1 . . H
  H2' 0.2066(14) 0.173(4) 0.218(3) 0.031(7) Uiso d . 1 . . H
  H4' 0.0965(15) -0.466(4) 0.120(3) 0.032(7) Uiso d . 1 . . H
  H3' 0.1096(14) -0.126(4) 0.259(3) 0.031(7) Uiso d . 1 . . H
  H5' 0.1735(13) -0.502(4) -0.060(3) 0.022(6) Uiso d . 1 . . H
  H6' 0.2639(16) -0.203(4) -0.109(3) 0.024(7) 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
  N1 0.0180(9) 0.0197(9) 0.0174(11) 0.0002(8) -0.0012(9) 0.0005(9)
  N2 0.0175(10) 0.0183(9) 0.0209(10) -0.0002(8) -0.0010(8) -0.0001(8)
  N3 0.0223(11) 0.0242(11) 0.0269(12) -0.0042(9) 0.0014(10) -0.0004(9)
  O1 0.0266(9) 0.0351(9) 0.0155(9) -0.0049(8) 0.0013(7) -0.0026(8)
  C1 0.0133(11) 0.0205(11) 0.0223(13) -0.0002(9) -0.0028(9) 0.0038(10)
  C2 0.0175(11) 0.0207(11) 0.0182(11) 0.0033(10) -0.0032(10) -0.0004(10)
  C3 0.0174(11) 0.0182(11) 0.0228(12) 0.0016(9) -0.0043(10) -0.0013(10)
  C4 0.0148(10) 0.0210(11) 0.0219(12) 0.0008(10) -0.0047(10) 0.0044(9)
  C5 0.0207(11) 0.0227(11) 0.0157(12) 0.0052(9) 0.0003(10) -0.0005(10)
  C6 0.0197(11) 0.0199(11) 0.0200(12) 0.0027(9) -0.0032(10) 0.0004(10)
  C1' 0.0184(11) 0.0189(10) 0.0203(12) 0.0011(10) -0.0034(9) 0.0046(10)
  C2' 0.0207(11) 0.0203(11) 0.0208(12) 0.0030(9) -0.0006(10) -0.0008(11)
  C3' 0.0194(12) 0.0244(12) 0.0191(13) -0.0014(10) 0.0019(10) 0.0001(10)
  C4' 0.0191(12) 0.0225(12) 0.0253(13) -0.0011(11) -0.0009(10) 0.0023(10)
  C5' 0.0214(13) 0.0183(11) 0.0246(13) 0.0005(9) -0.0032(10) -0.0017(11)
  C6' 0.0169(12) 0.0211(11) 0.0197(12) 0.0047(9) -0.0026(9) -0.0008(10)
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
  N1 O1 . 1.288(2) y
  N1 N2 . 1.292(2) y
  N1 C1 . 1.469(3) y
  N2 C1' . 1.427(3) y
  N3 C4 . 1.381(3) y
  N3 H31 . 0.91(3) ?
  N3 H32 . 0.89(3) ?
  C1 C2 . 1.401(3) ?
  C1 C6 . 1.408(3) ?
  C2 C3 . 1.393(3) ?
  C2 H2 . 0.96(3) ?
  C3 C4 . 1.416(3) ?
  C3 H3 . 1.02(3) ?
  C4 C5 . 1.422(3) ?
  C5 C6 . 1.387(3) ?
  C5 H5 . 0.96(3) ?
  C6 H6 . 0.98(3) ?
  C1' C2' . 1.416(3) ?
  C1' C6' . 1.421(3) ?
  C2' C3' . 1.404(3) ?
  C2' H2' . 1.00(3) ?
  C3' C4' . 1.408(3) ?
  C3' H3' . 1.02(3) ?
  C4' C5' . 1.400(4) ?
  C4' H4' . 0.98(3) ?
  C5' C6' . 1.393(3) ?
  C5' H5' . 0.97(2) ?
  C6' H6' . 0.99(3) ?
_cod_database_code 2012931