#------------------------------------------------------------------------------
#$Date: 2010-01-30 14:59:17 +0100 (Sat, 30 Jan 2010) $
#$Revision: 966 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008144.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_2008144
_journal_name_full 'Acta Crystallographica Section C'
_journal_year  1999
_journal_volume 55
_journal_page_first  252
_journal_page_last  254
_publ_section_title
;
4-Heptamethyleneimino-7-nitrobenzo-2-oxa-1,3-diazole
;
loop_
_publ_author_name
  'Satyen Saha'
  'Anunay Samanta'
_chemical_name_common  '4-Heptamethyleneimino-7-nitrobenzo-2-oxa-1,3-diazole'
_chemical_formula_moiety  'C13 H16 N4 O3'
_chemical_formula_sum  'C13 H16 N4 O3'
_chemical_formula_weight  276.30
_symmetry_cell_setting  triclinic
_symmetry_space_group_name_H-M  'P -1'
loop_
_symmetry_equiv_pos_as_xyz
  'x, y, z'
  '-x, -y, -z'
_cell_length_a  6.685(2)
_cell_length_b  13.2357(11)
_cell_length_c  14.8763(19)
_cell_angle_alpha  93.677(9)
_cell_angle_beta  98.114(16)
_cell_angle_gamma  90.359(14)
_cell_volume  1300.3(5)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.412
_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 0.0353(3) 0.45340(16) 0.23988(15) 0.0451(5) Uani d . 1 . . N
  N4 0.3848(3) 0.33284(18) 0.58640(16) 0.0466(6) Uani d . 1 . . N
  O2 0.4415(3) 0.24516(16) 0.59472(15) 0.0636(6) Uani d . 1 . . O
  O1 0.1731(3) 0.15631(13) 0.33290(14) 0.0541(5) Uani d . 1 . . O
  O3 0.4055(3) 0.39841(16) 0.65001(14) 0.0625(6) Uani d . 1 . . O
  N2 0.1159(3) 0.23693(17) 0.28238(16) 0.0499(6) Uani d . 1 . . N
  N3 0.2529(3) 0.18649(16) 0.42228(16) 0.0481(6) Uani d . 1 . . N
  N5 0.1234(3) 0.82255(18) 0.41805(16) 0.0482(6) Uani d . 1 . . N
  N8 0.4574(3) 0.99222(16) 0.76864(15) 0.0464(6) Uani d . 1 . . N
  O6 0.1064(3) 0.87900(17) 0.35501(14) 0.0648(6) Uani d . 1 . . O
  O4 0.3296(3) 0.68111(13) 0.67148(14) 0.0546(5) Uani d . 1 . . O
  N6 0.2528(3) 0.69888(16) 0.58209(16) 0.0482(6) Uani d . 1 . . N
  O5 0.0647(3) 0.73358(16) 0.40940(15) 0.0653(6) Uani d . 1 . . O
  N7 0.3833(4) 0.76918(17) 0.72346(17) 0.0509(6) Uani d . 1 . . N
  C1 0.1186(4) 0.42332(18) 0.32166(17) 0.0385(6) Uiso d . 1 . . C
  C2 0.1697(4) 0.4898(2) 0.39794(18) 0.0439(6) Uiso d . 1 . . C
  H2 0.1472 0.5586 0.3922 0.053 Uiso calc R 1 . . H
  C3 0.2531(4) 0.4580(2) 0.48245(18) 0.0421(6) Uiso d . 1 . . C
  H3 0.2827 0.5068 0.5304 0.051 Uiso calc R 1 . . H
  C4 0.2939(4) 0.35973(18) 0.49889(17) 0.0393(6) Uiso d . 1 . . C
  C5 0.2427(4) 0.28593(18) 0.42563(17) 0.0380(6) Uiso d . 1 . . C
  C6 0.1571(4) 0.31727(19) 0.33803(17) 0.0399(6) Uiso d . 1 . . C
  C7 0.0225(5) 0.3886(2) 0.15541(19) 0.0551(8) Uani d . 1 . . C
  H7A -0.0625 0.4210 0.1076 0.066 Uiso calc R 1 . . H
  H7B -0.0420 0.3248 0.1642 0.066 Uiso calc R 1 . . H
  C8 0.2281(5) 0.3669(3) 0.1243(2) 0.0642(9) Uani d . 1 . . C
  H8A 0.2066 0.3510 0.0591 0.077 Uiso calc R 1 . . H
  H8B 0.2827 0.3071 0.1528 0.077 Uiso calc R 1 . . H
  C9 0.3883(5) 0.4534(3) 0.1458(2) 0.0670(9) Uani d . 1 . . C
  H9A 0.3992 0.4734 0.2102 0.080 Uiso calc R 1 . . H
  H9B 0.5177 0.4259 0.1351 0.080 Uiso calc R 1 . . H
  C10 0.3554(6) 0.5467(3) 0.0946(3) 0.0755(10) Uani d . 1 . . C
  H10A 0.3483 0.5266 0.0304 0.091 Uiso calc R 1 . . H
  H10B 0.4744 0.5898 0.1112 0.091 Uiso calc R 1 . . H
  C11 0.1729(5) 0.6104(3) 0.1063(2) 0.0661(9) Uani d . 1 . . C
  H11A 0.0557 0.5774 0.0702 0.079 Uiso calc R 1 . . H
  H11B 0.1916 0.6751 0.0812 0.079 Uiso calc R 1 . . H
  C12 0.1256(5) 0.6308(2) 0.2026(2) 0.0553(8) Uani d . 1 . . C
  H12A 0.2501 0.6274 0.2444 0.066 Uiso calc R 1 . . H
  H12B 0.0758 0.6992 0.2086 0.066 Uiso calc R 1 . . H
  C13 -0.0278(4) 0.5588(2) 0.2307(2) 0.0520(7) Uani d . 1 . . C
  H13A -0.0638 0.5851 0.2885 0.062 Uiso calc R 1 . . H
  H13B -0.1488 0.5590 0.1863 0.062 Uiso calc R 1 . . H
  C14 0.2124(4) 0.86164(19) 0.50631(17) 0.0414(6) Uiso d . 1 . . C
  C15 0.2534(4) 0.9629(2) 0.52389(18) 0.0439(6) Uiso d . 1 . . C
  H15 0.2270 1.0050 0.4761 0.053 Uiso calc R 1 . . H
  C16 0.3324(4) 1.0065(2) 0.60924(18) 0.0458(6) Uiso d . 1 . . C
  H16 0.3550 1.0761 0.6157 0.055 Uiso calc R 1 . . H
  C17 0.3792(4) 0.95069(19) 0.68548(17) 0.0408(6) Uiso d . 1 . . C
  C18 0.3428(4) 0.84201(19) 0.66789(17) 0.0397(6) Uiso d . 1 . . C
  C19 0.2609(4) 0.79815(18) 0.57943(17) 0.0388(6) Uiso d . 1 . . C
  C20 0.5200(4) 1.0994(2) 0.7790(2) 0.0540(7) Uani d . 1 . . C
  H20A 0.5616 1.1178 0.7222 0.065 Uiso calc R 1 . . H
  H20B 0.6374 1.1069 0.8254 0.065 Uiso calc R 1 . . H
  C21 0.3623(5) 1.1741(2) 0.8040(2) 0.0550(7) Uani d . 1 . . C
  H21A 0.2407 1.1632 0.7603 0.066 Uiso calc R 1 . . H
  H21B 0.4119 1.2421 0.7985 0.066 Uiso calc R 1 . . H
  C22 0.3062(5) 1.1675(3) 0.8998(2) 0.0670(9) Uani d . 1 . . C
  H22A 0.4205 1.1402 0.9378 0.080 Uiso calc R 1 . . H
  H22B 0.2860 1.2357 0.9244 0.080 Uiso calc R 1 . . H
  C23 0.1197(6) 1.1040(3) 0.9079(2) 0.0730(10) Uani d . 1 . . C
  H23A 0.1208 1.0925 0.9717 0.088 Uiso calc R 1 . . H
  H23B 0.0018 1.1441 0.8894 0.088 Uiso calc R 1 . . H
  C24 0.0914(5) 1.0023(3) 0.8548(2) 0.0616(8) Uani d . 1 . . C
  H24A 0.0875 1.0136 0.7908 0.074 Uiso calc R 1 . . H
  H24B -0.0397 0.9750 0.8624 0.074 Uiso calc R 1 . . H
  C25 0.2478(5) 0.9224(2) 0.8788(2) 0.0597(8) Uani d . 1 . . C
  H25A 0.1958 0.8580 0.8496 0.072 Uiso calc R 1 . . H
  H25B 0.2625 0.9162 0.9440 0.072 Uiso calc R 1 . . H
  C26 0.4577(5) 0.9403(2) 0.8527(2) 0.0567(8) Uani d . 1 . . C
  H26A 0.5382 0.9800 0.9021 0.068 Uiso calc R 1 . . H
  H26B 0.5226 0.8754 0.8460 0.068 Uiso calc R 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 0.0405(12) 0.0460(13) 0.0496(13) 0.0055(10) 0.0093(10) 0.0031(10)
  N4 0.0414(13) 0.0508(14) 0.0493(14) -0.0008(10) 0.0114(10) 0.0056(11)
  O2 0.0697(15) 0.0545(13) 0.0677(14) 0.0153(11) 0.0062(11) 0.0183(10)
  O1 0.0551(12) 0.0356(10) 0.0707(14) 0.0000(9) 0.0097(10) -0.0038(9)
  O3 0.0696(15) 0.0682(14) 0.0477(12) -0.0003(11) 0.0038(10) -0.0023(11)
  N2 0.0460(13) 0.0430(13) 0.0597(15) -0.0025(10) 0.0076(11) -0.0030(11)
  N3 0.0455(13) 0.0392(12) 0.0599(15) 0.0005(10) 0.0092(11) 0.0013(10)
  N5 0.0439(13) 0.0508(14) 0.0510(14) 0.0039(11) 0.0129(11) -0.0020(11)
  N8 0.0409(13) 0.0457(13) 0.0525(14) -0.0022(10) 0.0084(10) -0.0010(10)
  O6 0.0775(16) 0.0667(14) 0.0494(12) 0.0026(11) 0.0047(11) 0.0069(11)
  O4 0.0567(12) 0.0384(10) 0.0693(14) 0.0037(9) 0.0082(10) 0.0096(9)
  N6 0.0462(13) 0.0378(12) 0.0616(15) 0.0028(10) 0.0114(11) 0.0024(10)
  O5 0.0759(15) 0.0522(13) 0.0654(14) -0.0150(11) 0.0100(11) -0.0123(10)
  N7 0.0475(14) 0.0436(13) 0.0625(15) 0.0051(10) 0.0092(11) 0.0064(11)
  C7 0.0559(18) 0.0597(18) 0.0456(16) 0.0007(14) -0.0051(14) -0.0006(14)
  C8 0.076(2) 0.071(2) 0.0440(17) 0.0223(17) 0.0084(15) -0.0043(15)
  C9 0.0505(19) 0.092(3) 0.059(2) 0.0186(17) 0.0124(15) -0.0004(18)
  C10 0.076(2) 0.081(2) 0.075(2) 0.0038(19) 0.0299(19) 0.0052(19)
  C11 0.079(2) 0.067(2) 0.0548(19) 0.0098(17) 0.0161(17) 0.0119(16)
  C12 0.0640(19) 0.0500(17) 0.0535(18) 0.0147(14) 0.0104(14) 0.0085(13)
  C13 0.0486(17) 0.0591(17) 0.0497(17) 0.0195(14) 0.0089(13) 0.0081(13)
  C20 0.0475(17) 0.0529(17) 0.0595(18) -0.0138(13) 0.0067(14) -0.0082(14)
  C21 0.0620(19) 0.0469(16) 0.0546(18) -0.0048(14) 0.0075(14) -0.0061(13)
  C22 0.077(2) 0.065(2) 0.058(2) 0.0075(17) 0.0120(17) -0.0090(16)
  C23 0.070(2) 0.083(2) 0.072(2) 0.0156(19) 0.0279(18) 0.0100(19)
  C24 0.0483(18) 0.081(2) 0.0581(19) -0.0036(16) 0.0122(14) 0.0127(16)
  C25 0.069(2) 0.0621(19) 0.0486(17) -0.0050(16) 0.0080(15) 0.0072(14)
  C26 0.0557(18) 0.0588(18) 0.0505(17) 0.0038(14) -0.0087(14) -0.0004(14)
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 . 1.350(3) y
  N1 C7 . 1.467(3) ?
  N1 C13 . 1.470(3) ?
  N4 O2 . 1.231(3) ?
  N4 O3 . 1.234(3) ?
  N4 C4 . 1.425(3) y
  O1 N2 . 1.370(3) ?
  O1 N3 . 1.393(3) ?
  N2 C6 . 1.308(3) ?
  N3 C5 . 1.316(3) ?
  N5 O6 . 1.229(3) ?
  N5 O5 . 1.232(3) ?
  N5 C14 . 1.426(3) y
  N8 C17 . 1.354(3) y
  N8 C26 . 1.465(4) ?
  N8 C20 . 1.469(3) ?
  O4 N7 . 1.373(3) ?
  O4 N6 . 1.391(3) ?
  N6 C19 . 1.318(3) ?
  N7 C18 . 1.315(3) ?
  C1 C2 . 1.392(4) ?
  C1 C6 . 1.458(3) ?
  C2 C3 . 1.394(4) ?
  C3 C4 . 1.361(3) ?
  C4 C5 . 1.419(3) ?
  C5 C6 . 1.435(3) ?
  C7 C8 . 1.534(4) ?
  C8 C9 . 1.550(5) ?
  C9 C10 . 1.493(5) ?
  C10 C11 . 1.512(5) ?
  C11 C12 . 1.517(4) ?
  C12 C13 . 1.514(4) ?
  C14 C15 . 1.367(4) ?
  C14 C19 . 1.420(3) ?
  C15 C16 . 1.392(4) ?
  C16 C17 . 1.393(4) ?
  C17 C18 . 1.458(3) ?
  C18 C19 . 1.436(4) ?
  C20 C21 . 1.518(4) ?
  C21 C22 . 1.531(4) ?
  C22 C23 . 1.523(5) ?
  C23 C24 . 1.513(5) ?
  C24 C25 . 1.516(4) ?
  C25 C26 . 1.529(4) ?
_cod_database_code 2008144