#------------------------------------------------------------------------------
#$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $
#$Revision: 481 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008275.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_2008275
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  383
_journal_page_last  385
_publ_section_title
;
1-Nitrobenzo[c]cinnoline
;
loop_
_publ_author_name
  'H\"okelek*, Tuncer'
  'K\?il\?i\,c, Emine'
  'Aktan, Selami'
_chemical_formula_moiety  'C12 H7 N3 O2'
_chemical_formula_sum  'C12 H7 N3 O2'
_chemical_formula_weight  225.206
_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  7.8940(10)
_cell_length_b  13.8920(10)
_cell_length_c  9.5560(10)
_cell_angle_alpha  90
_cell_angle_beta  103.28(2)
_cell_angle_gamma  90
_cell_volume  1019.9(2)
_cell_formula_units_Z  4
_cell_measurement_temperature  298
_exptl_crystal_density_diffrn  1.4666
_refine_ls_R_factor_obs  0.048
_refine_ls_wR_factor_obs  0.060
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
  O1 0.1188(2) 0.27780(10)
  0.4184(2) 0.0836(3)
  O2 0.3879(2) 0.31960(10)
  0.4678(2) 0.0915(4)
  C1 0.3156(2) 0.17430(10)
  0.3545(2) 0.0484(3)
  C2 0.3692(2) 0.18490(10)
  0.2288(2) 0.0560(4)
  C3 0.4012(2) 0.10370(10)
  0.1537(2) 0.0569(4)
  C4 0.3734(2) 0.01450(10)
  0.2032(2) 0.0545(3)
  C5 0.3183(2) 0.00390(10)
  0.3323(2) 0.0472(3)
  N6 0.2888(2) -0.09020(10)
  0.3690(2) 0.0584(3)
  N7 0.2337(2) -0.10750(10)
  0.4829(2) 0.0617(3)
  N8 0.2715(2) 0.26370(10)
  0.4197(2) 0.0625(3)
  C8 0.2128(2) -0.03310(10)
  0.5746(2) 0.0530(3)
  C9 0.1589(2) -0.0607(2) 0.6993(2) 0.0669(4)
  C10 0.1435(2) 0.0066(2) 0.7988(2) 0.0747(5)
  C11 0.1844(3) 0.1026(2) 0.7794(2) 0.0709(4)
  C12 0.2353(2) 0.13090(10)
  0.6573(2) 0.0595(4)
  C13 0.2467(2) 0.06430(10)
  0.5496(2) 0.0469(3)
  C14 0.2923(2) 0.08430(10)
  0.4150(2) 0.0430(3)
  H21 0.376(2) 0.2460(10)
  0.185(2) 0.0697(4)
  H31 0.435(2) 0.1100(10)
  0.065(2) 0.0647(4)
  H41 0.389(2) -0.0420(10)
  0.156(2) 0.0647(4)
  H91 0.134 -0.126 0.714 0.0837
  H101 0.104 -0.012 0.882 0.0900
  H111 0.178 0.149 0.851 0.0849
  H121 0.263(2) 0.1980(10)
  0.649(2) 0.0761(5)
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
  O1 0.0918(7) 0.0602(7) 0.1136(9) 0.0231(6) 0.0544(6) 0.0124(7)
  O2 0.1180(10)
  0.0612(8) 0.1000(10)
  -0.0192(8) 0.0348(8) -0.0279(7)
  N7 0.0579(7) 0.0448(7) 0.0792(9) -0.0065(6) 0.0095(7) 0.0072(7)
  N6 0.0592(7) 0.0421(7) 0.0727(9) -0.0032(6) 0.0128(6) 0.0001(7)
  N8 0.0854(9) 0.0399(7) 0.0679(8) 0.0031(7) 0.0296(6) 0.0038(6)
  C13 0.0364(6) 0.0494(8) 0.0518(8) 0.0019(6) 0.0043(6) 0.0051(7)
  C12 0.0594(9) 0.0630(10)
  0.0562(8) 0.0088(8) 0.0140(7) 0.0050(8)
  C11 0.0660(10)
  0.0930(10)
  0.0538(9) 0.0180(10)
  0.0149(7) 0.0090(10)
  C10 0.0536(9) 0.1080(10)
  0.0644(9) 0.0090(10)
  0.0174(7) 0.0280(10)
  C9 0.0493(8) 0.0750(10)
  0.0730(10)
  -0.0038(8) 0.0084(8) 0.0257(9)
  C8 0.0378(7) 0.0552(8) 0.0619(9) -0.0022(7) 0.0036(6) 0.0133(8)
  C5 0.0393(7) 0.0406(7) 0.0573(8) -0.0003(6) 0.0025(6) -0.0008(7)
  C4 0.0517(8) 0.0518(9) 0.0579(8) 0.0026(7) 0.0089(7) -0.0084(7)
  C3 0.0574(8) 0.0630(10)
  0.0518(8) 0.0023(8) 0.0154(6) 0.0014(8)
  C2 0.0626(9) 0.0464(8) 0.0601(9) 0.0022(7) 0.0163(7) 0.0080(7)
  C1 0.0497(7) 0.0403(7) 0.0549(8) 0.0029(6) 0.0113(6) 0.0013(7)
  C14 0.0348(6) 0.0402(7) 0.0513(7) 0.0010(6) 0.0047(5) 0.0017(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
  C14 C5 . . 1.411(2) yes
  C14 C13 . . 1.441(2) yes
  C14 C1 . . 1.407(2) yes
  C5 N6 . . 1.386(2) yes
  C4 C5 . . 1.408(3) yes
  N6 N7 . . 1.284(3) yes
  C8 C13 . . 1.412(2) yes
  C8 C9 . . 1.408(3) yes
  C8 N7 . . 1.388(2) yes
  C13 C12 . . 1.403(3) yes
  C3 C4 . . 1.362(3) yes
  C4 H41 . . 0.92(2) no
  C9 C10 . . 1.359(3) yes
  C9 H91 . . 0.950(2) no
  C1 C2 . . 1.370(3) yes
  C2 C3 . . 1.391(3) yes
  C2 H21 . . 0.95(2) no
  C1 N8 . . 1.467(2) yes
  C3 H31 . . 0.95(2) no
  C11 C12 . . 1.377(3) yes
  C12 H121 . . 0.96(2) no
  N8 O1 . . 1.218(2) yes
  N8 O2 . . 1.211(2) yes
  C10 C11 . . 1.395(3) yes
  C10 H101 . . 0.950(2) no
  C11 H111 . . 0.950(2) no