#------------------------------------------------------------------------------
#$Date: 2008-01-26 14:05:32 +0100 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008400.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_2008400
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_publ_section_title
;
(1H-Imidazol-2-yl)phenyldiazene
;
loop_
_publ_author_name
  'Hoong-Kun Fun'
  'Kandasamy Chinnakali'
  'Xiao-Feng Chen'
  'Xu-Hui Zhu'
  'Xiao-Zeng You'
_chemical_formula_sum  'C9 H8 N4'
_chemical_formula_weight  172.19
_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  7.33100(10)
_cell_length_b  14.0055(3)
_cell_length_c  9.2714(2)
_cell_angle_alpha  90.00
_cell_angle_beta  109.4510(10)
_cell_angle_gamma  90.00
_cell_volume  897.60(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.274
_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
  N1 0.13832(18) 0.20474(8) 0.11385(13) 0.0719(4) Uani d . 1 . . N
  N2 -0.07892(16) 0.22661(8) -0.11550(12) 0.0596(3) Uani d . 1 . . N
  N3 0.15521(15) 0.35350(8) -0.00204(12) 0.0579(3) Uani d . 1 . . N
  N4 0.09088(15) 0.39558(8) -0.12885(12) 0.0600(3) Uani d . 1 . . N
  C1 0.07253(18) 0.26436(9) -0.00288(13) 0.0551(3) Uani d . 1 . . C
  C2 0.0227(3) 0.12647(12) 0.07218(19) 0.0845(5) Uani d . 1 . . C
  C3 -0.1110(2) 0.13957(11) -0.06791(17) 0.0754(5) Uani d . 1 . . C
  C4 0.16673(19) 0.48857(10) -0.13118(16) 0.0608(4) Uani d . 1 . . C
  C5 0.1190(3) 0.53123(15) -0.2734(2) 0.0861(5) Uani d . 1 . . C
  C6 0.1848(4) 0.62171(17) -0.2874(3) 0.1080(7) Uani d . 1 . . C
  C7 0.2965(3) 0.67022(15) -0.1607(3) 0.0984(6) Uani d . 1 . . C
  C8 0.3443(3) 0.62893(13) -0.0189(2) 0.0835(5) Uani d . 1 . . C
  C9 0.2808(2) 0.53841(12) -0.00297(19) 0.0698(4) Uani d . 1 . . C
  H1 -0.155(2) 0.2556(11) -0.2009(19) 0.076(4) Uiso d . 1 . . H
  H8 0.430(3) 0.6678(13) 0.077(2) 0.101(6) Uiso d . 1 . . H
  H5 0.039(3) 0.4937(12) -0.357(2) 0.097(6) Uiso d . 1 . . H
  H3 -0.211(3) 0.0983(13) -0.128(2) 0.092(5) Uiso d . 1 . . H
  H2 0.033(2) 0.0718(12) 0.136(2) 0.093(5) Uiso d . 1 . . H
  H9 0.315(2) 0.5067(12) 0.098(2) 0.086(5) Uiso d . 1 . . H
  H6 0.149(3) 0.6494(17) -0.387(3) 0.147(9) Uiso d . 1 . . H
  H7 0.341(3) 0.7351(16) -0.170(2) 0.118(7) 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
  N1 0.0777(8) 0.0655(8) 0.0503(6) 0.0041(6) -0.0082(6) 0.0017(5)
  N2 0.0581(6) 0.0623(7) 0.0437(6) 0.0029(5) -0.0024(5) -0.0030(5)
  N3 0.0512(6) 0.0652(7) 0.0485(6) 0.0059(5) 0.0046(4) -0.0043(5)
  N4 0.0560(6) 0.0694(7) 0.0491(6) 0.0051(5) 0.0102(5) -0.0014(5)
  C1 0.0514(7) 0.0602(8) 0.0421(6) 0.0070(6) 0.0003(5) -0.0042(5)
  C2 0.1039(12) 0.0647(10) 0.0626(9) -0.0025(9) -0.0020(8) 0.0076(7)
  C3 0.0810(10) 0.0634(9) 0.0631(9) -0.0095(8) -0.0010(8) -0.0041(7)
  C4 0.0553(7) 0.0653(9) 0.0639(8) 0.0061(6) 0.0226(6) -0.0010(6)
  C5 0.0979(12) 0.0889(12) 0.0697(11) -0.0052(10) 0.0253(9) 0.0087(9)
  C6 0.1334(18) 0.1002(16) 0.0980(15) -0.0052(13) 0.0485(14) 0.0234(12)
  C7 0.1102(14) 0.0751(13) 0.1299(18) -0.0078(11) 0.0666(14) 0.0006(12)
  C8 0.0797(11) 0.0748(11) 0.1050(14) -0.0072(8) 0.0428(10) -0.0157(9)
  C9 0.0676(8) 0.0697(10) 0.0727(10) 0.0001(7) 0.0243(7) -0.0077(7)
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 . 1.324(2) yes
  N1 C2 . 1.361(2) yes
  N2 C3 . 1.344(2) yes
  N2 C1 . 1.353(2) yes
  N2 H1 . 0.90(2) ?
  N3 N4 . 1.258(2) yes
  N3 C1 . 1.387(2) yes
  N4 C4 . 1.419(2) yes
  C2 C3 . 1.354(2) yes
  C2 H2 . 0.957(18) ?
  C3 H3 . 0.954(18) ?
  C4 C5 . 1.382(2) ?
  C4 C9 . 1.392(2) ?
  C5 C6 . 1.377(3) ?
  C5 H5 . 0.959(19) ?
  C6 C7 . 1.368(3) ?
  C6 H6 . 0.95(3) ?
  C7 C8 . 1.371(3) ?
  C7 H7 . 0.98(2) ?
  C8 C9 . 1.376(2) ?
  C8 H8 . 1.053(19) ?
  C9 H9 . 0.986(19) ?