#------------------------------------------------------------------------------
#$Date: 2008-01-26 15:05:32 +0200 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/2011860.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_2011860
_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'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y+1/2, -z'
_cell_length_a  8.764(2)
_cell_length_b  6.1030(10)
_cell_length_c  10.791(2)
_cell_angle_alpha  90
_cell_angle_beta  112.97(3)
_cell_angle_gamma  90
_cell_volume  531.4(2)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.333
_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  -.13808(19)  .3189(3)  .19579(18)  .0615(5) Uani d . 1 . . O
  N1  -.0237(2)  .4585(3)  .22602(18)  .0441(5) Uani d . 1 . . N
  N2  -.0175(2)  .6360(3)  .2885(2)  .0534(5) Uani d . 1 . . N
  N3  .5030(3)  .2624(5)  .0737(3)  .0645(7) Uani d . 1 . . N
  C1  .1115(3)  .4122(4)  .1843(2)  .0432(5) Uani d . 1 . . C
  C2  .1128(3)  .2151(4)  .1242(3)  .0514(6) Uani d . 1 . . C
  C3  .2433(3)  .1629(5)  .0886(3)  .0550(6) Uani d . 1 . . C
  C4  .3736(3)  .3084(5)  .1129(2)  .0501(6) Uani d . 1 . . C
  C5  .3690(3)  .5085(5)  .1727(3)  .0539(7) Uani d . 1 . . C
  C6  .2387(3)  .5618(5)  .2087(2)  .0507(6) Uani d . 1 . . C
  C1'  -.1405(3)  .6676(4)  .3421(2)  .0479(5) Uani d . 1 . . C
  C2'  -.1675(3)  .5181(5)  .4271(3)  .0577(7) Uani d . 1 . . C
  C3'  -.2678(4)  .5751(6)  .4941(3)  .0686(8) Uani d . 1 . . C
  C4'  -.3439(4)  .7748(6)  .4745(3)  .0693(9) Uani d . 1 . . C
  C5'  -.3203(4)  .9209(6)  .3882(4)  .0710(8) Uani d . 1 . . C
  C6'  -.2163(4)  .8694(5)  .3225(3)  .0601(7) Uani d . 1 . . C
  H2  .032(3)  .113(5)  .113(3)  .064(9) Uiso d . 1 . . H
  H3  .246(3)  .030(6)  .049(3)  .059(8) Uiso d . 1 . . H
  H5  .466(3)  .602(5)  .204(3)  .069(8) Uiso d . 1 . . H
  H6  .239(3)  .689(6)  .265(3)  .072(9) Uiso d . 1 . . H
  H32  .604(4)  .331(7)  .132(3)  .076(8) Uiso d . 1 . . H
  H31  .508(4)  .136(6)  .059(3)  .058(10) Uiso d . 1 . . H
  H2'  -.115(3)  .383(6)  .444(3)  .067(9) Uiso d . 1 . . H
  H3'  -.282(4)  .477(7)  .560(3)  .089(11) Uiso d . 1 . . H
  H4'  -.415(3)  .814(6)  .520(3)  .077(9) Uiso d . 1 . . H
  H5'  -.378(4) 1.058(7)  .373(3)  .079(10) Uiso d . 1 . . H
  H6'  -.195(3)  .966(6)  .276(3)  .061(9) 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  .0489(9)  .0570(11)  .0853(11)  -.0192(9)  .0335(8)  -.0148(10)
  N1  .0379(9)  .0423(11)  .0519(10)  -.0064(8)  .0173(7)  .0017(9)
  N2  .0512(11)  .0436(13)  .0714(13)  -.0083(10)  .0306(10)  -.0073(11)
  N3  .0477(12)  .076(2)  .0753(16)  -.0029(13)  .0297(11)  -.0092(16)
  C1  .0381(10)  .0450(14)  .0465(11)  -.0046(10)  .0164(9)  .0016(10)
  C2  .0416(12)  .0506(16)  .0610(13)  -.0112(11)  .0189(11)  -.0067(12)
  C3  .0510(13)  .0539(16)  .0618(15)  -.0038(13)  .0238(11)  -.0089(14)
  C4  .0390(11)  .0645(17)  .0454(12)  -.0027(12)  .0148(9)  .0009(12)
  C5  .0453(12)  .0607(18)  .0590(14)  -.0182(12)  .0239(11)  -.0085(13)
  C6  .0497(13)  .0490(14)  .0559(14)  -.0141(12)  .0233(11)  -.0070(12)
  C1'  .0410(11)  .0449(13)  .0564(13)  -.0065(10)  .0176(10)  -.0044(12)
  C2'  .0563(14)  .0546(17)  .0615(15)  .0045(13)  .0221(11)  .0091(13)
  C3'  .0700(17)  .083(2)  .0581(16)  -.0013(17)  .0303(14)  .0061(16)
  C4'  .0630(16)  .085(2)  .0665(16)  -.0047(16)  .0324(13)  -.0196(18)
  C5'  .0624(17)  .0572(19)  .096(2)  .0045(15)  .0336(15)  -.0151(17)
  C6'  .0605(15)  .0435(16)  .0814(19)  -.0042(12)  .0332(14)  -.0008(15)
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 . 1.257(3) y
  N1 N2 . 1.266(3) y
  N1 C1 . 1.450(3) y
  N2 C1' . 1.421(3) y
  N3 C4 . 1.385(3) y
  C1 C2 . 1.369(3) ?
  C1 C6 . 1.385(3) ?
  C2 C3 . 1.379(4) ?
  C3 C4 . 1.388(4) ?
  C4 C5 . 1.389(4) ?
  C5 C6 . 1.381(3) ?
  C1' C2' . 1.378(4) ?
  C1' C6' . 1.375(4) ?
  C2' C3' . 1.383(4) ?
  C3' C4' . 1.366(5) ?
  C4' C5' . 1.362(5) ?
  C5' C6' . 1.392(4) ?
  N3 H32 .  .95(3) ?
  N3 H31 .  .81(2) ?
  C2 H2 .  .93(2) ?
  C3 H3 .  .92(3) ?
  C5 H5 .  .97(2) ?
  C6 H6 .  .98(3) ?
  C2' H2' .  .93(3) ?
  C3' H3' .  .98(3) ?
  C4' H4' .  .95(2) ?
  C5' H5' .  .96(3) ?
  C6' H6' .  .87(2) ?