#------------------------------------------------------------------------------
#$Date: 2009-11-16 01:43:51 +0000 (Mon, 16 Nov 2009) $
#$Revision: 853 $
#$URL: svn://www.crystallography.net/cod/cif/2/2202245.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_2202245
_journal_name_full  'Acta Crystallographica, Section E'
_journal_year  2003
_journal_volume  59
_journal_page_first  o54
_journal_page_last  o56
_publ_section_title
;
2-Amino-7-methoxy-3-(1-methyl-1H-benzimidazol-2-yl)chromenium perchlorate
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_[local]_cod_cif_authors_sg_H-M  'P 21/n'
loop_
_publ_author_name
  'Baumer, Vyacheslav N.'
  'Karasev, Alexander A.'
  'Sizova, Zoya A.'
_chemical_formula_moiety  'C18 H16 N3 O2 1+, Cl O4 1-'
_chemical_formula_sum  'C18 H16 Cl N3 O6'
_chemical_formula_iupac  'C18 H16 N3 O2 1+, Cl O4 1-'
_chemical_formula_weight  405.79
_symmetry_cell_setting  monoclinic
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  8.6272(17)
_cell_length_b  10.979(3)
_cell_length_c  18.788(7)
_cell_angle_alpha  90.00
_cell_angle_beta  94.71(3)
_cell_angle_gamma  90.00
_cell_volume  1773.5(9)
_cell_formula_units_Z  4
_cell_measurement_temperature  293(2)
_exptl_crystal_density_diffrn  1.520
_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
  O1 0.2177(2) 0.09447(18) 0.53233(9) 0.0370(5) Uani d . 1 . . O
  O2 0.4061(3) -0.2083(2) 0.38248(11) 0.0481(6) Uani d . 1 . . O
  N1 0.1405(3) 0.2207(2) 0.61471(12) 0.0435(7) Uani d . 1 . . N
  H1A 0.2088 0.1854 0.6436 0.052 Uiso calc R 1 . . H
  H1B 0.0845 0.2786 0.6297 0.052 Uiso calc R 1 . . H
  N2 -0.1836(3) 0.4127(2) 0.46649(12) 0.0338(6) Uani d . 1 . . N
  N3 -0.0873(3) 0.3797(2) 0.58101(12) 0.0373(6) Uani d . 1 . . N
  C2 0.1217(3) 0.1862(3) 0.54781(15) 0.0334(7) Uani d . 1 . . C
  C3 0.0097(3) 0.2379(3) 0.49303(14) 0.0296(6) Uani d . 1 . . C
  C4 0.0008(3) 0.1797(3) 0.42742(15) 0.0354(7) Uani d . 1 . . C
  H4 -0.0728 0.2066 0.3920 0.042 Uiso calc R 1 . . H
  C5 0.0930(3) 0.0197(3) 0.34432(15) 0.0402(7) Uani d . 1 . . C
  H5 0.0212 0.0445 0.3075 0.048 Uiso calc R 1 . . H
  C6 0.1930(3) -0.0758(3) 0.33348(15) 0.0408(7) Uani d . 1 . . C
  H6 0.1873 -0.1150 0.2895 0.049 Uiso calc R 1 . . H
  C7 0.3041(3) -0.1147(3) 0.38878(16) 0.0365(7) Uani d . 1 . . C
  C8 0.3112(3) -0.0554(3) 0.45627(15) 0.0373(7) Uani d . 1 . . C
  H8 0.3827 -0.0796 0.4933 0.045 Uiso calc R 1 . . H
  C9 0.0993(3) 0.0806(3) 0.41163(14) 0.0314(6) Uani d . 1 . . C
  C10 0.2093(3) 0.0390(3) 0.46522(14) 0.0323(7) Uani d . 1 . . C
  C11 -0.0868(3) 0.3423(3) 0.51298(15) 0.0320(6) Uani d . 1 . . C
  C12 -0.2499(3) 0.5016(3) 0.50854(15) 0.0316(6) Uani d . 1 . . C
  C13 -0.3558(3) 0.5969(3) 0.49194(17) 0.0412(7) Uani d . 1 . . C
  H13 -0.3968 0.6109 0.4453 0.049 Uiso calc R 1 . . H
  C14 -0.3963(4) 0.6687(3) 0.54801(17) 0.0448(8) Uani d . 1 . . C
  H14 -0.4661 0.7324 0.5386 0.054 Uiso calc R 1 . . H
  C15 -0.3347(4) 0.6483(3) 0.61938(18) 0.0482(9) Uani d . 1 . . C
  H15 -0.3650 0.6986 0.6555 0.058 Uiso calc R 1 . . H
  C16 -0.2299(4) 0.5545(3) 0.63627(17) 0.0469(8) Uani d . 1 . . C
  H16 -0.1880 0.5419 0.6829 0.056 Uiso calc R 1 . . H
  C17 -0.1893(3) 0.4788(3) 0.57931(15) 0.0344(7) Uani d . 1 . . C
  C18 -0.2094(4) 0.4112(3) 0.38722(15) 0.0446(8) Uani d . 1 . . C
  H18A -0.1111 0.4051 0.3670 0.067 Uiso calc R 1 . . H
  H18B -0.2606 0.4850 0.3711 0.067 Uiso calc R 1 . . H
  H18C -0.2730 0.3426 0.3724 0.067 Uiso calc R 1 . . H
  C19 0.4059(4) -0.2701(3) 0.31384(16) 0.0519(9) Uani d . 1 . . C
  H19A 0.3054 -0.3054 0.3017 0.078 Uiso calc R 1 . . H
  H19B 0.4833 -0.3331 0.3169 0.078 Uiso calc R 1 . . H
  H19C 0.4288 -0.2125 0.2777 0.078 Uiso calc R 1 . . H
  Cl 0.36755(9) -0.08682(7) 0.70706(4) 0.0405(2) Uani d . 1 . . Cl
  O3 0.3694(3) -0.1181(2) 0.63269(11) 0.0646(7) Uani d . 1 . . O
  O4 0.5102(3) -0.1211(3) 0.74588(14) 0.0854(10) Uani d . 1 . . O
  O5 0.3416(4) 0.0426(2) 0.71428(14) 0.0817(9) Uani d . 1 . . O
  O6 0.2427(3) -0.1529(3) 0.73705(14) 0.0749(8) Uani d . 1 . . O
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 0.0438(12) 0.0351(11) 0.0308(10) 0.0063(10) -0.0043(9) -0.0023(9)
  O2 0.0522(15) 0.0495(14) 0.0424(13) 0.0171(11) 0.0032(11) -0.0046(11)
  N1 0.0512(17) 0.0482(17) 0.0299(14) 0.0090(14) -0.0034(12) -0.0010(12)
  N2 0.0320(13) 0.0369(14) 0.0325(13) -0.0012(12) 0.0022(10) 0.0018(12)
  N3 0.0400(15) 0.0419(15) 0.0303(13) 0.0055(12) 0.0045(11) -0.0015(11)
  C2 0.0353(17) 0.0302(16) 0.0352(16) -0.0068(13) 0.0067(13) 0.0011(13)
  C3 0.0301(15) 0.0306(15) 0.0282(14) -0.0034(13) 0.0032(12) 0.0041(12)
  C4 0.0328(16) 0.0379(17) 0.0343(16) 0.0009(14) -0.0042(13) -0.0007(13)
  C5 0.0367(18) 0.0435(18) 0.0396(17) 0.0054(15) -0.0026(14) -0.0007(15)
  C6 0.0419(18) 0.0460(18) 0.0342(16) -0.0009(16) 0.0019(13) 0.0005(15)
  C7 0.0361(17) 0.0349(18) 0.0394(17) 0.0025(13) 0.0081(13) 0.0020(13)
  C8 0.0387(18) 0.0338(17) 0.0384(17) 0.0005(13) -0.0034(13) 0.0040(13)
  C9 0.0301(15) 0.0314(15) 0.0326(15) -0.0003(13) 0.0014(12) -0.0019(13)
  C10 0.0348(16) 0.0327(16) 0.0293(15) -0.0010(13) 0.0015(12) -0.0001(12)
  C11 0.0309(16) 0.0287(15) 0.0362(16) -0.0035(12) 0.0025(13) 0.0003(13)
  C12 0.0252(15) 0.0299(15) 0.0396(16) -0.0041(12) 0.0022(12) 0.0031(13)
  C13 0.0346(17) 0.0391(18) 0.0496(19) 0.0001(15) 0.0019(14) 0.0038(16)
  C14 0.0392(19) 0.0349(17) 0.061(2) 0.0076(15) 0.0099(16) 0.0079(16)
  C15 0.045(2) 0.046(2) 0.054(2) 0.0045(17) 0.0123(16) -0.0004(17)
  C16 0.056(2) 0.048(2) 0.0375(18) 0.0085(16) 0.0083(15) 0.0017(15)
  C17 0.0304(16) 0.0370(16) 0.0372(16) 0.0018(14) 0.0105(12) 0.0012(14)
  C18 0.054(2) 0.0404(18) 0.0377(17) 0.0065(17) -0.0039(14) 0.0006(15)
  C19 0.057(2) 0.053(2) 0.046(2) 0.0138(18) 0.0104(17) -0.0112(17)
  Cl 0.0435(4) 0.0432(4) 0.0335(4) -0.0015(4) -0.0042(3) 0.0010(4)
  O3 0.092(2) 0.0649(18) 0.0374(13) -0.0005(15) 0.0059(12) -0.0063(12)
  O4 0.0526(16) 0.115(3) 0.083(2) 0.0114(17) -0.0301(14) -0.0025(18)
  O5 0.136(3) 0.0403(15) 0.0669(18) 0.0129(16) -0.0035(17) -0.0051(13)
  O6 0.0661(17) 0.089(2) 0.0726(19) -0.0169(16) 0.0220(14) 0.0212(16)
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 C2 . 1.351(3) yes
  O1 C10 . 1.397(3) yes
  O2 C7 . 1.364(3) yes
  O2 C19 . 1.457(3) yes
  N1 C2 . 1.310(3) yes
  N1 H1A . 0.8600 no
  N1 H1B . 0.8600 no
  N2 C11 . 1.392(3) yes
  N2 C12 . 1.406(3) yes
  N2 C18 . 1.488(3) yes
  N3 C11 . 1.343(3) yes
  N3 C17 . 1.399(4) yes
  C2 C3 . 1.467(4) yes
  C3 C4 . 1.385(4) yes
  C3 C11 . 1.483(4) yes
  C4 C9 . 1.426(4) yes
  C4 H4 . 0.9300 no
  C5 C6 . 1.384(4) yes
  C5 C9 . 1.427(4) yes
  C5 H5 . 0.9300 no
  C6 C7 . 1.420(4) yes
  C6 H6 . 0.9300 no
  C7 C8 . 1.422(4) yes
  C8 C10 . 1.378(4) yes
  C8 H8 . 0.9300 no
  C9 C10 . 1.403(4) yes
  C12 C17 . 1.410(4) yes
  C12 C13 . 1.407(4) yes
  C13 C14 . 1.384(4) yes
  C13 H13 . 0.9300 no
  C14 C15 . 1.419(4) yes
  C14 H14 . 0.9300 no
  C15 C16 . 1.389(4) yes
  C15 H15 . 0.9300 no
  C16 C17 . 1.421(4) yes
  C16 H16 . 0.9300 no
  C18 H18A . 0.9600 no
  C18 H18B . 0.9600 no
  C18 H18C . 0.9600 no
  C19 H19A . 0.9600 no
  C19 H19B . 0.9600 no
  C19 H19C . 0.9600 no
  Cl O4 . 1.428(2) yes
  Cl O3 . 1.440(2) yes
  Cl O5 . 1.446(2) yes
  Cl O6 . 1.450(3) yes