data_2008078
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  102
_journal_page_last  104
_publ_section_title
;
1,3-Bis(3-nitrophenyl)triazene
;
loop_
_publ_author_name
  'Zhang, De-Chun'
  'Fei, Zheng-Hao'
  'Zhang, Tian-Zhu'
  'Zhang, Yan-Qiu'
  'Yu, Kai-Bei'
_chemical_name_common  '1,3-bis(3-nitrophenyl)-1-triazene '
_chemical_formula_moiety  'C12 H9 N5 O4'
_chemical_formula_sum  'C12 H9 N5 O4'
_chemical_formula_structural  'N O2 C6 H4 N H N N C6 H4 N O2'
_chemical_formula_weight  287.24
_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  12.676(2)
_cell_length_b  5.3410(10)
_cell_length_c  19.493(2)
_cell_angle_alpha  90.00
_cell_angle_beta  107.420(10)
_cell_angle_gamma  90.00
_cell_volume  1259.2(3)
_cell_formula_units_Z  4
_cell_measurement_temperature  295(2)
_exptl_crystal_density_diffrn  1.515
_diffrn_ambient_temperature  295(2)
_refine_ls_R_factor_obs  0.0381
_refine_ls_wR_factor_obs  0.0923
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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
  O1 0.05735(13) -0.3351(3) 0.09558(7) 0.0828(5) Uani d . 1 . O
  O2 0.13685(12) -0.0184(3) 0.15690(6) 0.0762(4) Uani d . 1 . O
  O3 0.67424(9) 1.5151(2) 0.25478(5) 0.0543(3) Uani d . 1 . O
  O4 0.67691(9) 1.4366(2) 0.14713(5) 0.0510(3) Uani d . 1 . O
  N1 0.11262(11) -0.1452(3) 0.10268(7) 0.0507(3) Uani d . 1 . N
  N2 0.33889(10) 0.3981(2) 0.00393(6) 0.0411(3) Uani d . 1 . N
  N3 0.36596(9) 0.5357(2) 0.06328(5) 0.0369(3) Uani d . 1 . N
  N4 0.43710(10) 0.7019(2) 0.06426(6) 0.0414(3) Uani d . 1 . N
  N5 0.64448(9) 1.3942(2) 0.19935(6) 0.0385(3) Uani d . 1 . N
  C1 0.15114(12) -0.0643(3) 0.04175(7) 0.0386(3) Uani d . 1 . C
  C2 0.11488(13) -0.1947(3) -0.02209(8) 0.0441(4) Uani d . 1 . C
  C3 0.15288(13) -0.1174(3) -0.07793(8) 0.0445(4) Uani d . 1 . C
  C4 0.22550(12) 0.0802(3) -0.06936(7) 0.0394(3) Uani d . 1 . C
  C5 0.26183(11) 0.2058(2) -0.00410(7) 0.0337(3) Uani d . 1 . C
  C6 0.22255(12) 0.1346(3) 0.05261(7) 0.0372(3) Uani d . 1 . C
  C7 0.56594(11) 1.1888(2) 0.19419(7) 0.0344(3) Uani d . 1 . C
  C8 0.52458(13) 1.1479(3) 0.25116(7) 0.0440(4) Uani d . 1 . C
  C9 0.45147(14) 0.9515(3) 0.24609(8) 0.0496(4) Uani d . 1 . C
  C10 0.42143(13) 0.8009(3) 0.18605(8) 0.0435(4) Uani d . 1 . C
  C11 0.46332(11) 0.8467(3) 0.12865(7) 0.0355(3) Uani d . 1 . C
  C12 0.53599(11) 1.0441(3) 0.13254(7) 0.0343(3) Uani d . 1 . C
  H2N 0.3676(14) 0.433(3)  -0.0290(9) 0.067(6) Uiso d . 1 . H
  H2 0.0689(13) -0.326(3)  -0.0268(8) 0.052(5) Uiso d . 1 . H
  H3 0.1300(13) -0.206(3)  -0.1224(9) 0.063(5) Uiso d . 1 . H
  H4 0.2508(12) 0.136(3)  -0.1071(8) 0.045(4) Uiso d . 1 . H
  H6 0.2463(12) 0.212(3)  0.0954(8) 0.041(4) Uiso d . 1 . H
  H8 0.5472(12) 1.256(3)  0.2914(8) 0.048(4) Uiso d . 1 . H
  H9 0.4184(13) 0.917(3)  0.2841(8) 0.060(5) Uiso d . 1 . H
  H10 0.3740(13) 0.663(3)  0.1853(8) 0.052(4) Uiso d . 1 . H
  H12 0.5621(11) 1.077(3)  0.0937(7) 0.042(4) 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
  O1 0.1154(12) 0.0721(9) 0.0731(9) -0.0415(9) 0.0471(8) 0.0009(7)
  O2 0.0986(10) 0.0909(10) 0.0525(7) -0.0281(9) 0.0433(7) -0.0133(7)
  O3 0.0651(7) 0.0534(7) 0.0444(6) -0.0163(6) 0.0161(5) -0.0151(5)
  O4 0.0624(7) 0.0528(7) 0.0418(5) -0.0135(6) 0.0217(5) 0.0022(5)
  N1 0.0549(8) 0.0550(8) 0.0479(8) -0.0051(7) 0.0242(6) 0.0040(7)
  N2 0.0507(8) 0.0447(7) 0.0311(6) -0.0103(6) 0.0170(5) -0.0051(5)
  N3 0.0386(6) 0.0366(6) 0.0339(6) -0.0006(5) 0.0087(5) -0.0014(5)
  N4 0.0477(7) 0.0410(7) 0.0371(6) -0.0087(6) 0.0151(5) -0.0054(5)
  N5 0.0423(7) 0.0379(7) 0.0343(6) -0.0006(5) 0.0102(5) -0.0004(5)
  C1 0.0388(8) 0.0405(8) 0.0394(7) 0.0014(7) 0.0162(6) 0.0044(6)
  C2 0.0424(9) 0.0405(9) 0.0491(8) -0.0066(7) 0.0135(7) -0.0036(7)
  C3 0.0474(9) 0.0481(9) 0.0372(7) -0.0052(7) 0.0115(6) -0.0095(7)
  C4 0.0427(8) 0.0449(8) 0.0322(7) -0.0018(7) 0.0135(6) -0.0012(6)
  C5 0.0337(7) 0.0345(7) 0.0332(6) 0.0006(6) 0.0103(5) 0.0002(6)
  C6 0.0414(8) 0.0391(8) 0.0315(7) 0.0004(7) 0.0117(6) -0.0025(6)
  C7 0.0352(7) 0.0339(7) 0.0332(7) 0.0000(6) 0.0090(5) 0.0002(6)
  C8 0.0526(9) 0.0481(9) 0.0329(7) -0.0052(8) 0.0153(6) -0.0078(7)
  C9 0.0587(10) 0.0585(10) 0.0387(8) -0.0087(8) 0.0255(7) -0.0027(7)
  C10 0.0455(9) 0.0468(9) 0.0412(8) -0.0086(8) 0.0178(6) -0.0011(7)
  C11 0.0375(8) 0.0371(7) 0.0322(7) 0.0029(6) 0.0108(6) -0.0001(6)
  C12 0.0376(7) 0.0359(7) 0.0304(6) 0.0027(6) 0.0117(6) 0.0016(6)
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
  O1 N1 . 1.217(2) ?
  O2 N1 . 1.215(2) ?
  O3 N5 . 1.2170(10)
  ?
  O4 N5 . 1.2280(10)
  ?
  N1 C1 . 1.477(2) y
  N2 N3 . 1.326(2) y
  N2 C5 . 1.393(2) y
  N3 N4 . 1.261(2) y
  N4 C11 . 1.426(2) y
  N5 C7 . 1.465(2) y
  C1 C6 . 1.370(2) ?
  C1 C2 . 1.379(2) ?
  C2 C3 . 1.379(2) ?
  C3 C4 . 1.377(2) ?
  C4 C5 . 1.389(2) ?
  C5 C6 . 1.394(2) ?
  C7 C8 . 1.380(2) ?
  C7 C12 . 1.383(2) ?
  C8 C9 . 1.383(2) ?
  C9 C10 . 1.377(2) ?
  C10 C11 . 1.396(2) ?
  C11 C12 . 1.387(2) ?