#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008937.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_2008937
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  1526
_journal_page_last  1528
_publ_section_title
;
9-(4H-1,2,4-Triazol-4-ylimino)-4,5-diazafluorene
;
loop_
_publ_author_name
  'S. Shanmuga Sundara Raj'
  'Hoong-Kun Fun'
  'Dun-ru Zhu'
  'Fang-Fang Jian'
  'Koulin Zhang'
  'Xiao-Zeng You'
_chemical_formula_sum  'C13 H8 N6'
_chemical_formula_weight  248.25
_symmetry_cell_setting  Monoclinic
_symmetry_space_group_name_H-M  'C 2/c'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, y, -z+1/2'
  'x+1/2, y+1/2, z'
  '-x+1/2, y+1/2, -z+1/2'
  '-x, -y, -z'
  'x, -y, z-1/2'
  '-x+1/2, -y+1/2, -z'
  'x+1/2, -y+1/2, z-1/2'
_cell_length_a  18.3040(10)
_cell_length_b  10.4880(10)
_cell_length_c  14.2670(10)
_cell_angle_alpha  90.00
_cell_angle_beta  123.7900(10)
_cell_angle_gamma  90.00
_cell_volume  2276.2(3)
_cell_formula_units_Z  8
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.449
_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 0.28719(12) 0.54676(19) 0.01741(18) 0.0543(6) Uani d . 1 . . N
  N2 0.16892(15) 0.4553(2) -0.0141(2) 0.0737(7) Uani d . 1 . . N
  N3 0.18406(14) 0.4119(2) -0.0933(2) 0.0696(7) Uani d . 1 . . N
  N4 0.35391(13) 0.6396(2) 0.05776(19) 0.0597(6) Uani d . 1 . . N
  N5 0.65616(12) 0.67890(19) 0.19482(18) 0.0540(6) Uani d . 1 . . N
  N6 0.61828(13) 0.39625(19) 0.17843(18) 0.0562(5) Uani d . 1 . . N
  C1 0.23120(17) 0.5360(3) 0.0496(3) 0.0686(8) Uani d . 1 . . C
  H1A 0.2363 0.5802 0.1095 0.082 Uiso calc R 1 . . H
  C2 0.25431(17) 0.4680(3) -0.0724(2) 0.0676(8) Uani d . 1 . . C
  H2A 0.2791 0.4559 -0.1137 0.081 Uiso calc R 1 . . H
  C3 0.43059(14) 0.5982(2) 0.0917(2) 0.0490(6) Uani d . 1 . . C
  C4 0.50250(15) 0.6913(2) 0.1266(2) 0.0519(6) Uani d . 1 . . C
  C5 0.50356(18) 0.8223(3) 0.1285(3) 0.0735(9) Uani d . 1 . . C
  H5A 0.4536 0.8697 0.1070 0.088 Uiso calc R 1 . . H
  C6 0.58326(19) 0.8796(3) 0.1644(3) 0.0820(9) Uani d . 1 . . C
  H6A 0.5877 0.9680 0.1674 0.098 Uiso calc R 1 . . H
  C7 0.65583(18) 0.8064(2) 0.1957(3) 0.0681(8) Uani d . 1 . . C
  H7A 0.7081 0.8483 0.2190 0.082 Uiso calc R 1 . . H
  C8 0.57854(14) 0.6259(2) 0.15952(19) 0.0477(6) Uani d . 1 . . C
  C9 0.55991(14) 0.4876(2) 0.15069(19) 0.0458(6) Uani d . 1 . . C
  C10 0.58666(18) 0.2771(3) 0.1672(3) 0.0689(8) Uani d . 1 . . C
  H10A 0.6252 0.2093 0.1862 0.083 Uiso calc R 1 . . H
  C11 0.50092(18) 0.2493(2) 0.1295(3) 0.0676(8) Uani d . 1 . . C
  H11A 0.4835 0.1649 0.1243 0.081 Uiso calc R 1 . . H
  C12 0.44105(16) 0.3457(2) 0.0995(2) 0.0558(7) Uani d . 1 . . C
  H12A 0.3830 0.3282 0.0738 0.067 Uiso calc R 1 . . H
  C13 0.47020(15) 0.4696(2) 0.10895(19) 0.0462(6) Uani d . 1 . . C
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 0.0323(10) 0.0614(12) 0.0633(13) -0.0077(10) 0.0229(10) -0.0055(11)
  N2 0.0484(13) 0.0881(17) 0.0845(18) -0.0217(13) 0.0368(13) -0.0125(14)
  N3 0.0445(12) 0.0803(16) 0.0705(15) -0.0117(12) 0.0236(11) -0.0086(13)
  N4 0.0363(10) 0.0625(13) 0.0769(14) -0.0093(10) 0.0293(10) -0.0085(11)
  N5 0.0380(10) 0.0576(12) 0.0655(13) -0.0102(9) 0.0282(10) -0.0045(10)
  N6 0.0423(11) 0.0529(12) 0.0670(13) -0.0028(10) 0.0264(10) 0.0050(11)
  C1 0.0449(14) 0.087(2) 0.0790(19) -0.0140(15) 0.0374(14) -0.0176(17)
  C2 0.0446(14) 0.088(2) 0.0672(17) -0.0135(14) 0.0291(13) -0.0162(16)
  C3 0.0363(12) 0.0570(14) 0.0532(13) -0.0057(11) 0.0245(11) -0.0026(12)
  C4 0.0383(12) 0.0517(14) 0.0637(15) -0.0070(11) 0.0270(12) -0.0045(12)
  C5 0.0483(15) 0.0542(16) 0.108(2) -0.0054(13) 0.0376(17) -0.0106(16)
  C6 0.0548(16) 0.0513(15) 0.127(3) -0.0122(14) 0.0421(19) -0.0128(17)
  C7 0.0466(15) 0.0569(16) 0.093(2) -0.0184(13) 0.0341(15) -0.0090(15)
  C8 0.0368(11) 0.0526(13) 0.0517(13) -0.0067(11) 0.0233(10) -0.0017(11)
  C9 0.0357(11) 0.0528(13) 0.0465(12) -0.0070(11) 0.0213(10) 0.0017(11)
  C10 0.0541(16) 0.0540(15) 0.086(2) 0.0013(13) 0.0316(15) 0.0109(14)
  C11 0.0550(16) 0.0486(15) 0.087(2) -0.0089(13) 0.0321(15) 0.0111(14)
  C12 0.0422(13) 0.0616(16) 0.0555(14) -0.0136(12) 0.0221(11) 0.0026(12)
  C13 0.0358(11) 0.0552(14) 0.0454(12) -0.0087(11) 0.0212(10) 0.0012(11)
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 . 1.341(3) y
  N1 C2 . 1.353(3) y
  N1 N4 . 1.410(3) y
  N2 C1 . 1.299(3) y
  N2 N3 . 1.381(3) y
  N3 C2 . 1.289(3) y
  N4 C3 . 1.280(3) y
  N5 C8 . 1.336(3) y
  N5 C7 . 1.337(3) y
  N6 C9 . 1.321(3) y
  N6 C10 . 1.349(3) y
  C3 C4 . 1.485(3) ?
  C3 C13 . 1.485(3) ?
  C4 C5 . 1.374(4) ?
  C4 C8 . 1.378(3) ?
  C5 C6 . 1.386(4) ?
  C6 C7 . 1.376(4) ?
  C8 C9 . 1.479(3) ?
  C9 C13 . 1.414(3) ?
  C10 C11 . 1.378(4) ?
  C11 C12 . 1.372(3) ?
  C12 C13 . 1.383(3) ?