data_2011002
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  697
_journal_page_last  699
_publ_section_title
;
4-Hydroxy-ONN-azoxybenzene, C~12~H~10~N~2~O~2~
;
loop_
_publ_author_name
  'Ejsmont, Krzysztof'
  "Doma\'nski, Andrzej"
  'Kyzio\/l, Janusz'
  'Zaleski, Jacek'
_chemical_formula_moiety  'C12 H10 N2 O2'
_chemical_formula_sum  'C12 H10 N2 O2'
_chemical_formula_weight  214.22
_symmetry_cell_setting  'orthorhombic'
_symmetry_space_group_name_H-M  'P 21 21 21'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x+1/2, -y, z+1/2'
  '-x, y+1/2, -z+1/2'
  'x+1/2, -y+1/2, -z'
_cell_length_a  7.1870(10)
_cell_length_b  11.261(2)
_cell_length_c  12.812(3)
_cell_angle_alpha  90.00
_cell_angle_beta  90.00
_cell_angle_gamma  90.00
_cell_volume  1036.9(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.372
_exptl_crystal_density_meas  1.370(10)
_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
  N2  .2024(3)  .24506(17)  .84313(14)  .0548(5) Uani d . 1 . . N
  N1  .1457(3)  .21220(18)  .93209(14)  .0521(5) Uani d . 1 . . N
  O2  .2274(3)  .70176(16)  .68493(14)  .0673(6) Uani d . 1 . . O
  O1  .0781(3)  .27976(13) 1.00334(14)  .0608(5) Uani d . 1 . . O
  C1  .1961(4)  .3645(2)  .81248(16)  .0514(6) Uani d . 1 . . C
  C2  .2936(4)  .3844(2)  .72042(17)  .0634(7) Uani d . 1 . . C
  C3  .3056(4)  .4951(2)  .67680(18)  .0626(7) Uani d . 1 . . C
  C4  .2184(4)  .5901(2)  .72317(16)  .0523(6) Uani d . 1 . . C
  C5  .1148(4)  .5715(2)  .81343(18)  .0569(7) Uani d . 1 . . C
  C6  .1035(4)  .4607(2)  .85810(17)  .0544(6) Uani d . 1 . . C
  C1'  .1562(3)  .0855(2)  .95302(16)  .0491(6) Uani d . 1 . . C
  C6'  .1027(4)  .0457(2) 1.04995(19)  .0619(7) Uani d . 1 . . C
  C5'  .1099(5)  -.0739(3) 1.0707(2)  .0736(9) Uani d . 1 . . C
  C4'  .1677(5)  -.1527(3)  .9970(2)  .0719(8) Uani d . 1 . . C
  C3'  .2199(5)  -.1121(2)  .89940(19)  .0722(8) Uani d . 1 . . C
  C2'  .2135(4)  .0072(3)  .87713(19)  .0625(7) Uani d . 1 . . C
  H22  .298(6)  .703(3)  .632(3)  .108(12) Uiso d . 1 . . H
  H2  .370(5)  .315(3)  .686(3)  .098(10) Uiso d . 1 . . H
  H3  .375(4)  .506(2)  .618(2)  .071(8) Uiso d . 1 . . H
  H5  .045(3)  .639(2)  .8410(18)  .061(7) Uiso d . 1 . . H
  H6  .026(4)  .445(2)  .920(2)  .066(8) Uiso d . 1 . . H
  H6'  .059(4)  .105(2) 1.096(2)  .080(9) Uiso d . 1 . . H
  H5'  .059(5)  -.105(3) 1.135(3)  .123(13) Uiso d . 1 . . H
  H4'  .163(4)  -.236(2) 1.008(2)  .068(7) Uiso d . 1 . . H
  H3'  .254(4)  -.171(2)  .848(2)  .093(10) Uiso d . 1 . . H
  H2'  .246(4)  .038(2)  .808(2)  .074(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
  N2  .0612(13)  .0648(13)  .0383(9)  -.0017(12)  .0060(10)  -.0019(9)
  N1  .0550(12)  .0659(13)  .0355(8)  -.0005(11)  -.0017(9)  -.0047(9)
  O2  .0893(15)  .0617(11)  .0508(9)  .0053(11)  .0132(10)  .0078(8)
  O1  .0805(12)  .0664(11)  .0353(6)  .0122(10)  .0062(9)  -.0081(9)
  C1  .0620(15)  .0522(13)  .0399(10)  -.0017(13)  -.0015(12)  -.0011(10)
  C2  .0830(19)  .0648(15)  .0423(11)  .0008(16)  .0122(14)  -.0039(11)
  C3  .0787(19)  .0697(17)  .0394(11)  .0032(16)  .0133(14)  .0017(12)
  C4  .0625(15)  .0578(14)  .0367(10)  -.0004(13)  -.0017(11)  .0029(10)
  C5  .0637(16)  .0615(15)  .0454(12)  .0065(14)  .0071(13)  -.0009(11)
  C6  .0569(15)  .0663(16)  .0400(11)  -.0009(13)  .0064(12)  .0009(11)
  C1'  .0537(15)  .0526(14)  .0410(11)  .0003(12)  -.0029(11)  .0019(10)
  C6'  .0772(19)  .0671(17)  .0414(12)  -.0005(15)  .0088(14)  -.0037(12)
  C5'  .106(3)  .0663(17)  .0486(13)  -.0125(18)  .0102(17)  .0082(13)
  C4'  .101(2)  .0572(15)  .0577(14)  -.0097(17)  .0046(18)  .0062(14)
  C3'  .101(2)  .0612(16)  .0546(14)  .0033(17)  .0127(17)  -.0036(13)
  C2'  .0796(19)  .0662(16)  .0417(11)  .0044(16)  .0087(14)  .0024(12)
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
  N2 N1 . 1.266(3) y
  N2 C1 . 1.402(3) y
  N1 O1 . 1.284(2) y
  N1 C1' . 1.453(3) y
  O2 C4 . 1.351(3) y
  C1 C2 . 1.390(3) ?
  C1 C6 . 1.400(3) ?
  C2 C3 . 1.368(4) ?
  C3 C4 . 1.375(3) ?
  C4 C5 . 1.391(3) ?
  C5 C6 . 1.375(3) ?
  C1' C6' . 1.375(3) ?
  C1' C2' . 1.376(3) ?
  C6' C5' . 1.375(4) ?
  C5' C4' . 1.359(4) ?
  C4' C3' . 1.383(4) ?
  C3' C2' . 1.375(4) ?