#------------------------------------------------------------------------------
#$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202463.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_2202463
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o947
_journal_page_last  o949
_publ_section_title
;
trans-Bis(3-clorophenyl)diazine oxide
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Jose Kavitha, Savaridasson'
  'Srinivasan Chandrasekar'
  'Panchanatheswaran, Krishnaswamy'
_chemical_name_common  '3,3'-dichloroazobenzene'
_chemical_formula_moiety  'C12 H8 Cl2 N2 O'
_chemical_formula_sum  'C12 H8 Cl2 N2 O'
_chemical_formula_weight  267.10
_chemical_melting_point  '367-368 K'
_symmetry_cell_setting  'monoclinic'
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  3.911(5)
_cell_length_b  5.893(5)
_cell_length_c  25.367(5)
_cell_angle_alpha  90.00
_cell_angle_beta  94.155(5)
_cell_angle_gamma  90.00
_cell_volume  583.1(9)
_cell_formula_units_Z  2
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.521
_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
  Cl1 0.3752(2) 0.3764(2) 0.29551(3) 0.0852(4) Uani d . 1 . . Cl
  O1 0.7582(14) 0.7545(8) 0.52152(16) 0.0767(14) Uani d P 0.50 . . O
  N1 0.5810(7) 0.5880(4) 0.49375(9) 0.0594(7) Uani d . 1 . . N
  C1 0.6025(7) 0.6347(5) 0.43800(11) 0.0525(7) Uani d . 1 . . C
  C2 0.4869(7) 0.4899(5) 0.39766(9) 0.0462(6) Uani d . 1 . . C
  H2 0.3863 0.3516 0.4050 0.055 Uiso calc R 1 . . H
  C3 0.5245(7) 0.5552(5) 0.34645(10) 0.0500(7) Uani d . 1 . . C
  C4 0.6758(8) 0.7591(7) 0.33474(15) 0.0689(10) Uani d . 1 . . C
  H4 0.7005 0.8004 0.2998 0.083 Uiso calc R 1 . . H
  C5 0.7886(9) 0.8994(6) 0.3753(2) 0.0815(12) Uani d . 1 . . C
  H5 0.8904 1.0372 0.3678 0.098 Uiso calc R 1 . . H
  C6 0.7538(9) 0.8399(6) 0.42696(16) 0.0702(10) Uani d . 1 . . C
  H6 0.8310 0.9366 0.4543 0.084 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
  Cl1 0.0925(7) 0.1179(9) 0.0432(5) 0.0156(6) -0.0083(4) -0.0249(5)
  O1 0.116(4) 0.069(3) 0.045(2) -0.043(3) 0.003(2) -0.008(2)
  N1 0.0684(17) 0.0669(17) 0.0417(13) 0.0107(13) -0.0051(11) -0.0121(13)
  C1 0.0526(16) 0.0594(18) 0.0445(15) 0.0138(15) -0.0033(12) -0.0097(13)
  C2 0.0518(15) 0.0471(15) 0.0400(14) 0.0014(13) 0.0048(11) 0.0004(12)
  C3 0.0478(15) 0.0627(18) 0.0394(14) 0.0098(13) 0.0018(11) 0.0011(13)
  C4 0.0593(18) 0.077(2) 0.072(2) 0.0133(17) 0.0186(16) 0.0311(19)
  C5 0.066(2) 0.052(2) 0.126(4) -0.0037(17) 0.009(2) 0.021(2)
  C6 0.0617(19) 0.055(2) 0.091(3) 0.0027(16) -0.0122(18) -0.0190(18)
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
  Cl1 C3 . 1.735(3) y
  O1 N1 . 1.367(5) y
  N1 N1 3_666 1.267(5) y
  N1 C1 . 1.449(4) y
  C1 C2 . 1.383(4) y
  C1 C6 . 1.384(5) y
  C2 C3 . 1.373(4) y
  C2 H2 . 0.93 ?
  C3 C4 . 1.381(5) y
  C4 C5 . 1.368(6) y
  C4 H4 . 0.93 ?
  C5 C6 . 1.372(6) y
  C5 H5 . 0.93 ?
  C6 H6 . 0.93 ?
_cod_database_code 2202463