#------------------------------------------------------------------------------
#$Date: 2008-01-26 13:05:32 +0000 (Sat, 26 Jan 2008) $
#$Revision: 19 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008799.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_2008799
_journal_name_full  'Acta Crystallographica'
_journal_year  1999
_journal_volume  C55
_journal_page_first  1325
_journal_page_last  1328
_publ_section_title
;
2-Aminobenzimidazolium nitrate at 152 K. A triclinic crystal structure with
pronounced local pseudo-symmetry
;
loop_
_publ_author_name
  'Bats, Jan W.'
  'G\"ordes, Dirk'
  'Schmalz, Hans-G\"unther'
_chemical_formula_moiety  'C7 H8 N3 +, N O3 -'
_chemical_formula_sum  'C7 H8 N4 O3'
_chemical_formula_weight  196.17
_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  8.1754(9)
_cell_length_b  8.2776(9)
_cell_length_c  25.696(4)
_cell_angle_alpha  84.509(11)
_cell_angle_beta  84.279(12)
_cell_angle_gamma  89.941(9)
_cell_volume  1722.3(4)
_cell_formula_units_Z  8
_cell_measurement_temperature  152(2)
_exptl_crystal_density_diffrn  1.513
_diffrn_ambient_temperature  152(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
  O1 0.45345(11) 0.34734(11) 0.46771(4) 0.0295(2) Uani d . 1 . . O
  O3 0.71802(11) 0.37425(12) 0.45992(4) 0.0360(3) Uani d . 1 . . O
  N13 0.58101(13) 0.42137(13) 0.44737(5) 0.0259(3) Uani d . 1 . . N
  O2 0.57188(12) 0.54138(11) 0.41409(4) 0.0318(3) Uani d . 1 . . O
  N5 0.23471(14) 0.58389(13) 0.39398(5) 0.0241(3) Uani d . 1 . . N
  N4 -0.03208(14) 0.55287(14) 0.39738(5) 0.0272(3) Uani d . 1 . . N
  N6 0.11014(17) 0.38727(15) 0.45794(5) 0.0318(3) Uani d . 1 . . N
  C14 0.10383(16) 0.50091(16) 0.41909(6) 0.0248(3) Uani d . 1 . . C
  C13 0.18101(16) 0.69372(15) 0.35482(6) 0.0240(3) Uani d . 1 . . C
  C8 0.01059(17) 0.67478(16) 0.35729(6) 0.0263(3) Uani d . 1 . . C
  C10 0.0014(2) 0.88218(19) 0.28813(7) 0.0374(4) Uani d . 1 . . C
  C12 0.26427(18) 0.80605(17) 0.31859(6) 0.0294(3) Uani d . 1 . . C
  C9 -0.08244(19) 0.76859(18) 0.32407(6) 0.0327(4) Uani d . 1 . . C
  C11 0.1712(2) 0.90002(18) 0.28540(7) 0.0362(4) Uani d . 1 . . C
  H06B 0.025(2) 0.334(2) 0.4713(7) 0.042(5) Uiso d . 1 . . H
  H06A 0.213(2) 0.3615(18) 0.4686(7) 0.039(5) Uiso d . 1 . . H
  H04 -0.127(2) 0.5196(19) 0.4100(7) 0.041(5) Uiso d . 1 . . H
  H9 -0.200(2) 0.7536(18) 0.3272(6) 0.037(4) Uiso d . 1 . . H
  H11 0.225(2) 0.978(2) 0.2594(7) 0.043(5) Uiso d . 1 . . H
  H05 0.341(2) 0.5677(18) 0.4003(7) 0.038(4) Uiso d . 1 . . H
  H12 0.383(2) 0.8186(18) 0.3176(6) 0.037(4) Uiso d . 1 . . H
  H10 -0.064(2) 0.950(2) 0.2652(8) 0.052(5) Uiso d . 1 . . H
  O6 -0.06934(11) 0.15155(11) 0.53324(4) 0.0305(3) Uani d . 1 . . O
  O4 0.18970(12) 0.12266(12) 0.54138(5) 0.0363(3) Uani d . 1 . . O
  O5 0.01333(12) -0.04191(11) 0.58753(4) 0.0320(3) Uani d . 1 . . O
  N14 0.04474(13) 0.07695(13) 0.55388(5) 0.0252(3) Uani d . 1 . . N
  N2 -0.59968(14) -0.05858(14) 0.60191(5) 0.0267(3) Uani d . 1 . . N
  N1 -0.33583(15) -0.08941(13) 0.60816(5) 0.0252(3) Uani d . 1 . . N
  N3 -0.41634(17) 0.10871(15) 0.54349(5) 0.0325(3) Uani d . 1 . . N
  C1 -0.41704(17) -0.20021(16) 0.64635(6) 0.0252(3) Uani d . 1 . . C
  C7 -0.44900(16) -0.00627(15) 0.58188(6) 0.0246(3) Uani d . 1 . . C
  C2 -0.35952(19) -0.31213(17) 0.68367(6) 0.0306(3) Uani d . 1 . . C
  C6 -0.58499(17) -0.18177(16) 0.64188(6) 0.0259(3) Uani d . 1 . . C
  C5 -0.70145(19) -0.27753(18) 0.67314(6) 0.0321(3) Uani d . 1 . . C
  C3 -0.4761(2) -0.40767(19) 0.71519(7) 0.0354(4) Uani d . 1 . . C
  C4 -0.6438(2) -0.39182(19) 0.70992(7) 0.0364(4) Uani d . 1 . . C
  H4 -0.722(2) -0.462(2) 0.7329(7) 0.045(5) Uiso d . 1 . . H
  H02 -0.692(2) -0.0194(19) 0.5886(7) 0.047(5) Uiso d . 1 . . H
  H3 -0.4421(19) -0.4855(18) 0.7414(7) 0.035(4) Uiso d . 1 . . H
  H03A -0.304(2) 0.136(2) 0.5334(7) 0.048(5) Uiso d . 1 . . H
  H2 -0.2438(18) -0.3214(16) 0.6873(6) 0.025(4) Uiso d . 1 . . H
  H5 -0.8167(19) -0.2647(17) 0.6677(6) 0.030(4) Uiso d . 1 . . H
  H03B -0.497(2) 0.1609(18) 0.5296(7) 0.034(4) Uiso d . 1 . . H
  H01 -0.229(2) -0.0730(18) 0.6001(7) 0.035(4) Uiso d . 1 . . H
  O8 0.64601(12) 0.04581(10) 0.03338(4) 0.0291(2) Uani d . 1 . . O
  O7 0.45100(12) -0.06507(11) 0.08886(4) 0.0313(2) Uani d . 1 . . O
  O9 0.61867(13) -0.21529(11) 0.04423(4) 0.0344(3) Uani d . 1 . . O
  N15 0.57109(14) -0.07823(13) 0.05551(5) 0.0245(3) Uani d . 1 . . N
  N7 0.40688(13) 0.26941(14) 0.10796(5) 0.0237(3) Uani d . 1 . . N
  N8 0.44777(14) 0.53218(14) 0.10331(5) 0.0258(3) Uani d . 1 . . N
  C21 0.49525(16) 0.39521(15) 0.08222(6) 0.0243(3) Uani d . 1 . . C
  N9 0.60952(15) 0.38405(17) 0.04314(5) 0.0311(3) Uani d . 1 . . N
  C20 0.32215(17) 0.49617(16) 0.14336(6) 0.0261(3) Uani d . 1 . . C
  C16 0.17815(17) 0.25133(19) 0.18216(6) 0.0300(3) Uani d . 1 . . C
  C15 0.29662(16) 0.32755(15) 0.14620(6) 0.0238(3) Uani d . 1 . . C
  C19 0.22998(19) 0.59233(19) 0.17586(6) 0.0329(4) Uani d . 1 . . C
  C17 0.08478(19) 0.3477(2) 0.21454(7) 0.0365(4) Uani d . 1 . . C
  C18 0.1105(2) 0.5153(2) 0.21165(7) 0.0385(4) Uani d . 1 . . C
  H17 0.003(2) 0.2985(19) 0.2406(7) 0.047(5) Uiso d . 1 . . H
  H09B 0.666(2) 0.466(2) 0.0299(7) 0.037(5) Uiso d . 1 . . H
  H09A 0.632(2) 0.284(2) 0.0322(7) 0.049(5) Uiso d . 1 . . H
  H08 0.485(2) 0.631(2) 0.0880(7) 0.050(5) Uiso d . 1 . . H
  H19 0.252(2) 0.711(2) 0.1731(7) 0.046(5) Uiso d . 1 . . H
  H07 0.425(2) 0.165(2) 0.1013(7) 0.043(5) Uiso d . 1 . . H
  H16 0.1584(19) 0.1332(19) 0.1844(7) 0.037(4) Uiso d . 1 . . H
  H18 0.043(2) 0.580(2) 0.2349(7) 0.044(5) Uiso d . 1 . . H
  O12 0.84627(12) -0.43551(11) -0.03187(4) 0.0296(2) Uani d . 1 . . O
  O11 0.87556(12) -0.69045(11) -0.04162(4) 0.0342(3) Uani d . 1 . . O
  O10 1.04316(12) -0.51490(11) -0.08668(4) 0.0308(2) Uani d . 1 . . O
  N10 1.04760(14) 0.09131(14) -0.10002(5) 0.0254(3) Uani d . 1 . . N
  N11 1.08726(13) -0.16853(14) -0.10569(5) 0.0232(3) Uani d . 1 . . N
  N16 0.92259(14) -0.54671(13) -0.05341(5) 0.0243(3) Uani d . 1 . . N
  N12 0.88922(15) -0.09343(17) -0.03927(5) 0.0291(3) Uani d . 1 . . N
  C28 1.00137(16) -0.05875(15) -0.07909(6) 0.0228(3) Uani d . 1 . . C
  C22 1.16864(16) 0.07937(16) -0.14123(6) 0.0253(3) Uani d . 1 . . C
  C26 1.30451(17) -0.14076(18) -0.18379(6) 0.0293(3) Uani d . 1 . . C
  C27 1.19325(16) -0.08653(16) -0.14554(6) 0.0236(3) Uani d . 1 . . C
  C23 1.25799(19) 0.19591(18) -0.17447(6) 0.0320(3) Uani d . 1 . . C
  C24 1.3708(2) 0.1414(2) -0.21231(7) 0.0360(4) Uani d . 1 . . C
  C25 1.39270(19) -0.0240(2) -0.21716(7) 0.0349(4) Uani d . 1 . . C
  H24 1.434(2) 0.2208(19) -0.2352(7) 0.038(4) Uiso d . 1 . . H
  H010 1.002(2) 0.179(2) -0.0857(7) 0.044(5) Uiso d . 1 . . H
  H26 1.3157(18) -0.2498(18) -0.1879(6) 0.031(4) Uiso d . 1 . . H
  H23 1.238(2) 0.309(2) -0.1694(7) 0.044(5) Uiso d . 1 . . H
  H12A 0.833(2) -0.015(2) -0.0271(7) 0.034(4) Uiso d . 1 . . H
  H25 1.472(2) -0.0532(19) -0.2447(7) 0.044(5) Uiso d . 1 . . H
  H011 1.071(2) -0.280(2) -0.0984(7) 0.048(5) Uiso d . 1 . . H
  H12B 0.871(2) -0.201(2) -0.0303(7) 0.046(5) 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 0.0203(5) 0.0334(5) 0.0332(6) -0.0041(4) 0.0006(4) 0.0013(5)
  O3 0.0200(5) 0.0423(6) 0.0445(7) 0.0009(4) -0.0039(5) 0.0032(5)
  N13 0.0229(6) 0.0273(6) 0.0271(7) -0.0009(5) 0.0012(5) -0.0046(5)
  O2 0.0342(6) 0.0288(5) 0.0308(6) -0.0011(4) -0.0010(5) 0.0031(5)
  N5 0.0193(6) 0.0245(6) 0.0280(7) -0.0001(4) 0.0001(5) -0.0017(5)
  N4 0.0196(6) 0.0299(6) 0.0313(7) -0.0041(5) 0.0006(5) -0.0022(5)
  N6 0.0271(7) 0.0297(7) 0.0363(8) -0.0026(5) 0.0018(6) 0.0046(6)
  C14 0.0234(7) 0.0237(7) 0.0274(8) -0.0005(5) 0.0007(6) -0.0065(6)
  C13 0.0253(7) 0.0234(7) 0.0236(8) 0.0011(5) -0.0013(6) -0.0056(6)
  C8 0.0257(7) 0.0267(7) 0.0269(8) -0.0011(5) -0.0004(6) -0.0072(6)
  C10 0.0462(9) 0.0352(8) 0.0322(10) 0.0039(7) -0.0120(8) -0.0019(7)
  C12 0.0290(8) 0.0303(7) 0.0284(9) -0.0037(6) 0.0006(6) -0.0031(6)
  C9 0.0288(8) 0.0363(8) 0.0352(10) 0.0023(6) -0.0099(7) -0.0084(7)
  C11 0.0461(9) 0.0328(8) 0.0286(9) -0.0049(7) -0.0042(7) 0.0031(7)
  O6 0.0222(5) 0.0340(5) 0.0348(7) 0.0044(4) -0.0070(4) 0.0035(5)
  O4 0.0200(5) 0.0430(6) 0.0445(7) -0.0002(4) -0.0050(5) 0.0039(5)
  O5 0.0339(5) 0.0291(5) 0.0320(6) 0.0013(4) -0.0055(5) 0.0047(5)
  N14 0.0226(6) 0.0272(6) 0.0264(7) 0.0025(5) -0.0042(5) -0.0034(5)
  N2 0.0212(6) 0.0302(6) 0.0293(7) 0.0037(5) -0.0058(5) -0.0024(5)
  N1 0.0201(6) 0.0257(6) 0.0304(7) 0.0021(5) -0.0053(5) -0.0033(5)
  N3 0.0281(7) 0.0315(7) 0.0375(8) 0.0007(5) -0.0074(6) 0.0040(6)
  C1 0.0267(7) 0.0248(7) 0.0255(8) 0.0031(5) -0.0044(6) -0.0069(6)
  C7 0.0239(7) 0.0234(7) 0.0277(8) 0.0024(5) -0.0052(6) -0.0056(6)
  C2 0.0327(8) 0.0308(8) 0.0301(9) 0.0076(6) -0.0079(7) -0.0072(6)
  C6 0.0269(7) 0.0271(7) 0.0249(8) 0.0038(5) -0.0033(6) -0.0076(6)
  C5 0.0290(8) 0.0372(8) 0.0299(9) -0.0004(6) 0.0020(7) -0.0074(7)
  C3 0.0489(10) 0.0320(8) 0.0254(9) 0.0064(7) -0.0053(7) -0.0019(7)
  C4 0.0447(9) 0.0343(8) 0.0285(9) -0.0036(7) 0.0047(7) -0.0032(7)
  O8 0.0316(5) 0.0196(5) 0.0345(6) -0.0033(4) 0.0014(5) 0.0012(4)
  O7 0.0283(5) 0.0313(5) 0.0329(6) -0.0005(4) 0.0037(5) -0.0024(5)
  O9 0.0404(6) 0.0178(5) 0.0434(7) 0.0006(4) 0.0035(5) -0.0030(4)
  N15 0.0264(6) 0.0198(6) 0.0271(7) -0.0007(5) -0.0038(5) -0.0001(5)
  N7 0.0254(6) 0.0178(6) 0.0279(7) 0.0001(4) -0.0040(5) 0.0002(5)
  N8 0.0281(6) 0.0191(6) 0.0297(7) -0.0021(5) -0.0026(5) 0.0001(5)
  C21 0.0232(7) 0.0209(7) 0.0290(8) 0.0005(5) -0.0066(6) 0.0010(6)
  N9 0.0296(7) 0.0240(7) 0.0377(8) -0.0016(5) 0.0044(6) -0.0004(6)
  C20 0.0266(7) 0.0267(7) 0.0258(8) 0.0007(5) -0.0081(6) -0.0010(6)
  C16 0.0289(7) 0.0338(8) 0.0268(9) -0.0022(6) -0.0076(6) 0.0042(7)
  C15 0.0237(7) 0.0238(7) 0.0244(8) 0.0018(5) -0.0074(6) -0.0007(6)
  C19 0.0362(8) 0.0322(8) 0.0325(9) 0.0060(6) -0.0084(7) -0.0085(7)
  C17 0.0308(8) 0.0525(10) 0.0251(9) -0.0019(7) -0.0021(7) 0.0022(7)
  C18 0.0364(9) 0.0517(10) 0.0289(9) 0.0106(7) -0.0046(7) -0.0100(8)
  O12 0.0334(5) 0.0201(5) 0.0349(6) 0.0040(4) 0.0014(5) -0.0056(4)
  O11 0.0398(6) 0.0176(5) 0.0436(7) -0.0002(4) 0.0041(5) -0.0035(4)
  O10 0.0296(5) 0.0301(5) 0.0313(6) 0.0003(4) 0.0033(5) -0.0024(4)
  N10 0.0279(6) 0.0194(6) 0.0291(7) 0.0031(5) -0.0018(5) -0.0043(5)
  N11 0.0239(6) 0.0198(6) 0.0261(7) 0.0008(4) -0.0018(5) -0.0043(5)
  N16 0.0263(6) 0.0216(6) 0.0253(7) 0.0026(5) -0.0037(5) -0.0028(5)
  N12 0.0288(7) 0.0232(6) 0.0344(8) 0.0010(5) 0.0033(6) -0.0046(6)
  C28 0.0223(6) 0.0221(6) 0.0248(8) 0.0009(5) -0.0052(6) -0.0040(6)
  C22 0.0255(7) 0.0257(7) 0.0257(8) 0.0018(5) -0.0056(6) -0.0035(6)
  C26 0.0293(7) 0.0292(8) 0.0306(9) 0.0041(6) -0.0043(6) -0.0087(6)
  C27 0.0237(6) 0.0238(6) 0.0246(8) 0.0013(5) -0.0062(6) -0.0045(6)
  C23 0.0377(8) 0.0265(8) 0.0315(9) -0.0028(6) -0.0042(7) 0.0002(6)
  C24 0.0363(8) 0.0422(9) 0.0281(9) -0.0074(7) 0.0007(7) 0.0006(7)
  C25 0.0301(8) 0.0461(9) 0.0286(9) 0.0000(7) 0.0013(7) -0.0082(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
  O1 N13 . 1.2521(14) ?
  O3 N13 . 1.2481(15) ?
  N13 O2 . 1.2545(14) ?
  N5 C14 . 1.3460(17) ?
  N5 C13 . 1.3944(18) ?
  N5 H05 . 0.904(17) ?
  N4 C14 . 1.3444(18) ?
  N4 C8 . 1.3899(18) ?
  N4 H04 . 0.844(17) ?
  N6 C14 . 1.3093(19) ?
  N6 H06B . 0.849(18) ?
  N6 H06A . 0.932(18) ?
  C13 C12 . 1.380(2) ?
  C13 C8 . 1.3967(19) ?
  C8 C9 . 1.382(2) ?
  C10 C9 . 1.384(2) ?
  C10 C11 . 1.391(2) ?
  C10 H10 . 0.972(18) ?
  C12 C11 . 1.383(2) ?
  C12 H12 . 0.972(17) ?
  C9 H9 . 0.961(17) ?
  C11 H11 . 0.954(17) ?
  O6 N14 . 1.2518(14) ?
  O4 N14 . 1.2461(15) ?
  O5 N14 . 1.2549(14) ?
  N2 C7 . 1.3424(18) ?
  N2 C6 . 1.3905(18) ?
  N2 H02 . 0.907(18) ?
  N1 C7 . 1.3489(17) ?
  N1 C1 . 1.3944(18) ?
  N1 H01 . 0.882(17) ?
  N3 C7 . 1.3110(18) ?
  N3 H03A . 0.949(19) ?
  N3 H03B . 0.877(17) ?
  C1 C2 . 1.385(2) ?
  C1 C6 . 1.3962(19) ?
  C2 C3 . 1.384(2) ?
  C2 H2 . 0.962(15) ?
  C6 C5 . 1.381(2) ?
  C5 C4 . 1.388(2) ?
  C5 H5 . 0.971(16) ?
  C3 C4 . 1.395(2) ?
  C3 H3 . 0.948(16) ?
  C4 H4 . 0.979(17) ?
  O8 N15 . 1.2542(13) ?
  O7 N15 . 1.2489(15) ?
  O9 N15 . 1.2498(15) ?
  N7 C21 . 1.3483(17) ?
  N7 C15 . 1.3867(18) ?
  N7 H07 . 0.903(17) ?
  N8 C21 . 1.3433(18) ?
  N8 C20 . 1.3906(19) ?
  N8 H08 . 0.913(17) ?
  C21 N9 . 1.3116(19) ?
  N9 H09B . 0.847(17) ?
  N9 H09A . 0.916(19) ?
  C20 C19 . 1.378(2) ?
  C20 C15 . 1.4054(19) ?
  C16 C15 . 1.379(2) ?
  C16 C17 . 1.382(2) ?
  C16 H16 . 0.987(16) ?
  C19 C18 . 1.384(2) ?
  C19 H19 . 0.994(17) ?
  C17 C18 . 1.397(2) ?
  C17 H17 . 0.959(18) ?
  C18 H18 . 0.971(18) ?
  O12 N16 . 1.2531(14) ?
  O11 N16 . 1.2506(14) ?
  O10 N16 . 1.2496(15) ?
  N10 C28 . 1.3445(16) ?
  N10 C22 . 1.3860(19) ?
  N10 H010 . 0.911(18) ?
  N11 C28 . 1.3446(18) ?
  N11 C27 . 1.3969(18) ?
  N11 H011 . 0.934(17) ?
  N12 C28 . 1.3141(18) ?
  N12 H12A . 0.860(17) ?
  N12 H12B . 0.906(17) ?
  C22 C23 . 1.383(2) ?
  C22 C27 . 1.4010(19) ?
  C26 C27 . 1.378(2) ?
  C26 C25 . 1.382(2) ?
  C26 H26 . 0.922(15) ?
  C23 C24 . 1.380(2) ?
  C23 H23 . 0.970(17) ?
  C24 C25 . 1.396(2) ?
  C24 H24 . 0.955(16) ?
  C25 H25 . 0.959(18) ?