#------------------------------------------------------------------------------
#$Date: 2009-11-18 14:56:34 +0000 (Wed, 18 Nov 2009) $
#$Revision: 858 $
#$URL: svn://www.crystallography.net/cod/cif/2/2011084.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_2011084
_journal_name_full  'Acta Crystallographica, Section C'
_journal_year  2000
_journal_volume  56
_journal_page_first  892
_journal_page_last  894
_publ_section_title
;
p-Phenylazoaniline hydrochloride from powder data: protonation site and
UV--visible spectra
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
loop_
_publ_author_name
  'Yatsenko, A. V.'
  'Chernyshev, V. V.'
  'Kurbakov, A. I.'
  'Schenk, H.'
_chemical_formula_moiety  'C12 H12 N3 1+, Cl 1-'
_chemical_formula_sum            'C12 H12 Cl N3'
_[local]_cod_chemical_formula_sum_orig 'C12 H12 Cl1 N3'
_chemical_formula_weight  233.70
_symmetry_cell_setting  'monoclinic'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
  1 'x, y, z'
  2 '-x, y+1/2, -z+1/2'
  3 '-x, -y, -z'
  4 'x, -y+1/2, z+1/2'
_cell_length_a  7.400(3)
_cell_length_b  18.511(5)
_cell_length_c  8.920(3)
_cell_angle_alpha  90
_cell_angle_beta  111.91(2)
_cell_angle_gamma  90
_cell_volume  1133.7(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  295(2)
_exptl_crystal_density_diffrn  1.369
_diffrn_ambient_temperature  295(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_thermal_displace_type
_atom_site_occupancy
_atom_site_type_symbol
  Cl1 .2501(4) .1475(2) .2491(3) .074(2) Uani 1 Cl
  N1 .683(2) .6999(8) .884(2) .086(6) Uiso 1 N
  N2 .220(2) .5154(8) .422(2) .085(6) Uiso 1 N
  N3 .161(2) .4527(7) .427(2) .077(6) Uiso 1 N
  C1 .590(2) .6516(9) .775(2) .078(6) Uiso 1 C
  C2 .525(2) .5840(9) .820(2) .046(6) Uiso 1 C
  C3 .415(2) .5393(8) .710(2) .081(7) Uiso 1 C
  C4 .340(2) .5535(8) .540(2) .029(6) Uiso 1 C
  C5 .389(2) .6239(5) .493(2) .038(6) Uiso 1 C
  C6 .508(2) .6687(9) .603(2) .103(8) Uiso 1 C
  C7 .023(2) .4153(9) .294(2) .089(9) Uiso 1 C
  C8 -.052(3) .4490(10)
  .136(2) .160(10)
  Uiso 1 C
  C9 -.160(3) .4044(9) .011(2) .108(8) Uiso 1 C
  C10 -.191(2) .3317(8) .030(2) .042(6) Uiso 1 C
  C11 -.129(2) .3024(7) .184(2) .082(7) Uiso 1 C
  C12 -.012(2) .3424(9) .3160(10)
  .063(6) Uiso 1 C
  H2 .568 .570 .946 .076 Uiso 1 H
  H3 .379 .488 .750 .076 Uiso 1 H
  H5 .328 .640 .368 .076 Uiso 1 H
  H6 .545 .720 .563 .076 Uiso 1 H
  H8 -.026 .505 .118 .076 Uiso 1 H
  H9 -.224 .427 -.109 .076 Uiso 1 H
  H10 -.262 .298 -.075 .076 Uiso 1 H
  H11 -.173 .248 .201 .076 Uiso 1 H
  H12 .052 .318 .434 .076 Uiso 1 H
  H13 .217 .426 .536 .076 Uiso 1 H
  H14 .729 .748 .852 .076 Uiso 1 H
  H15 .741 .688 1.006 .076 Uiso 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 .115(3) .038(3) .040(3) .033(9) -.012(5) .016(9)
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 C1 . 1.32(2) no
  N1 H14 . 1.03 no
  N1 H15 . 1.03 no
  N2 N3 . 1.25(2) no
  N2 C4 . 1.31(2) no
  N3 C7 . 1.42(2) no
  N3 H13 . 1.03 no
  C1 C2 . 1.45(2) no
  C1 C6 . 1.45(2) no
  C2 C3 . 1.31(2) no
  C2 H2 . 1.08 no
  C3 C4 . 1.43(2) no
  C3 H3 . 1.08 no
  C4 C5 . 1.45(2) no
  C5 C6 . 1.33(2) no
  C5 H5 . 1.08 no
  C6 H6 . 1.08 no
  C7 C8 . 1.45(2) no
  C7 C12 . 1.40(2) no
  C8 C9 . 1.38(2) no
  C8 H8 . 1.08 no
  C9 C10 . 1.38(2) no
  C9 H9 . 1.08 no
  C10 C11 . 1.39(2) no
  C10 H10 . 1.08 no
  C11 C12 . 1.39(2) no
  C11 H11 . 1.08 no
  C12 H12 . 1.08 no