#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2011859.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_2011859
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2001
_journal_volume  57
_journal_page_first  467
_journal_page_last  470
_publ_section_title
;
Two trans-4-aminoazoxybenzenes
;
loop_
_publ_author_name
  "Doma\'nski, Andrzej"
  'Ejsmont, Krzysztof'
  'Kyzio\/l, Janusz B.'
  'Zaleski, Jacek'
_chemical_formula_sum  'C12 H11 N3 O'
_chemical_formula_weight  213.24
_symmetry_cell_setting  'monoclinic'
_symmetry_space_group_name_H-M  'P 21/n'
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  5.7330(10)
_cell_length_b  11.602(2)
_cell_length_c  16.038(3)
_cell_angle_alpha  90
_cell_angle_beta  93.16(3)
_cell_angle_gamma  90
_cell_volume  1065.1(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.330
_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
  O1  .2548(2)  .30930(13)  .11594(9)  .0966(6) Uani d . 1 . . O
  N1  .0834(2)  .31672(11)  .06282(7)  .0485(3) Uani d . 1 . . N
  N2  -.0788(2)  .39013(10)  .06244(7)  .0445(3) Uani d . 1 . . N
  N3  -.2063(3)  .73408(15)  .29746(10)  .0697(5) Uani d . 1 . . N
  C1  -.0835(2)  .47497(12)  .12451(8)  .0410(3) Uani d . 1 . . C
  C1'  .0665(2)  .23009(13)  -.00289(9)  .0462(4) Uani d . 1 . . C
  C2  .0850(3)  .50300(13)  .18770(10)  .0492(4) Uani d . 1 . . C
  C2'  .2487(3)  .15477(17)  -.00918(12)  .0669(5) Uani d . 1 . . C
  C3  .0439(3)  .58957(14)  .24344(10)  .0518(4) Uani d . 1 . . C
  C3'  .2361(4)  .07247(18)  -.07149(13)  .0765(6) Uani d . 1 . . C
  C4  -.1636(3)  .65113(13)  .23948(9)  .0479(4) Uani d . 1 . . C
  C4'  .0450(4)  .06598(17)  -.12593(13)  .0733(5) Uani d . 1 . . C
  C5  -.3316(3)  .62343(14)  .17657(10)  .0515(4) Uani d . 1 . . C
  C5'  -.1347(4)  .14192(18)  -.11885(13)  .0763(6) Uani d . 1 . . C
  C6  -.2911(3)  .53820(14)  .12043(9)  .0486(4) Uani d . 1 . . C
  C6'  -.1258(3)  .22458(16)  -.05703(11)  .0611(5) Uani d . 1 . . C
  H2  .230(3)  .4641(15)  .1919(10)  .061(5) Uiso d . 1 . . H
  H2'  .382(4)  .1598(17)  .0265(12)  .081(6) Uiso d . 1 . . H
  H3  .163(3)  .6091(15)  .2838(10)  .062(5) Uiso d . 1 . . H
  H3'  .360(4)  .0215(19)  -.0781(13)  .090(7) Uiso d . 1 . . H
  H4'  .037(3)  .0071(18)  -.1683(12)  .085(6) Uiso d . 1 . . H
  H5  -.480(3)  .6657(16)  .1726(10)  .068(5) Uiso d . 1 . . H
  H5'  -.271(4)  .138(2)  -.1561(13)  .100(7) Uiso d . 1 . . H
  H6  -.411(3)  .5189(14)  .0768(10)  .062(5) Uiso d . 1 . . H
  H6'  -.258(3)  .2780(17)  -.0485(11)  .081(6) Uiso d . 1 . . H
  H31  -.084(4)  .7602(18)  .3269(14)  .093(7) Uiso d . 1 . . H
  H32  -.333(4)  .779(2)  .2878(13)  .099(8) 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
  O1  .0827(9)  .0949(11)  .1060(11)  .0442(8)  -.0514(8)  -.0425(9)
  N1  .0478(7)  .0473(7)  .0495(7)  .0051(6)  -.0058(5)  .0016(6)
  N2  .0466(7)  .0443(7)  .0424(6)  .0041(5)  .0003(5)  .0041(5)
  N3  .0648(10)  .0759(11)  .0679(10)  .0066(9)  -.0021(8)  -.0275(8)
  C1  .0451(7)  .0398(7)  .0380(7)  -.0018(6)  .0014(5)  .0042(6)
  C1'  .0520(8)  .0407(8)  .0463(8)  .0010(6)  .0055(6)  .0023(6)
  C2  .0435(8)  .0496(8)  .0539(9)  .0023(7)  -.0036(6)  .0004(7)
  C2'  .0644(11)  .0652(11)  .0703(11)  .0177(9)  -.0037(9)  -.0084(9)
  C3  .0477(8)  .0555(9)  .0509(8)  -.0027(7)  -.0080(7)  -.0048(7)
  C3'  .0791(13)  .0674(12)  .0831(13)  .0256(10)  .0062(10)  -.0152(11)
  C4  .0495(8)  .0479(9)  .0464(8)  -.0029(7)  .0051(6)  -.0020(7)
  C4'  .0845(13)  .0639(12)  .0717(12)  .0073(10)  .0053(10)  -.0203(10)
  C5  .0460(8)  .0534(9)  .0546(9)  .0065(7)  -.0006(7)  -.0029(7)
  C5'  .0739(12)  .0764(13)  .0766(13)  .0088(10)  -.0127(10)  -.0251(11)
  C6  .0460(8)  .0527(9)  .0463(8)  .0024(7)  -.0060(6)  -.0007(7)
  C6'  .0593(10)  .0589(10)  .0643(10)  .0096(8)  -.0039(8)  -.0115(8)
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 N1 . 1.268(2) y
  N1 N2 . 1.261(2) y
  N1 C1' . 1.456(2) y
  N2 C1 . 1.401(2) y
  N3 C4 . 1.369(2) y
  C1 C6 . 1.396(2) ?
  C1 C2 . 1.399(2) ?
  C1' C6' . 1.367(2) ?
  C1' C2' . 1.370(2) ?
  C2 C3 . 1.374(2) ?
  C2' C3' . 1.381(3) ?
  C3 C4 . 1.386(2) ?
  C3' C4' . 1.365(3) ?
  C4 C5 . 1.393(2) ?
  C4' C5' . 1.365(3) ?
  C5 C6 . 1.366(2) ?
  C5' C6' . 1.378(2) ?
  N3 H32 .  .90(2) ?
  N3 H31 .  .88(2) ?
  C2 H2 .  .95(2) ?
  C2' H2' .  .93(2) ?
  C3 H3 .  .94(2) ?
  C3' H3' .  .93(2) ?
  C4' H4' .  .96(2) ?
  C5 H5 .  .98(2) ?
  C5' H5' .  .96(2) ?
  C6 H6 .  .98(2) ?
  C6' H6' .  .99(2) ?