#------------------------------------------------------------------------------ #$Date: 2009-11-18 16:56:34 +0200 (Wed, 18 Nov 2009) $ #$Revision: 858 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2011867.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_2011867 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 476 _journal_page_last 479 _publ_section_title ; 1:2 Complexes of chloranilic acid with pyrazole and imidazole, and acetonitrile solvate of 1:1 complex with imidazole ; loop_ _publ_author_name ' Ishida, Hiroyuki ' ' Kashino, Setsuo ' _chemical_formula_moiety 'C3 H5 N2 1+, C6 H Cl2 O4 1-, C2 H3 N' _chemical_formula_sum 'C11 H9 Cl2 N3 O4' _[local]_cod_chemical_formula_sum_orig 'C11 H9 Cl2 N3 O4 ' _chemical_formula_weight 318.12 _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 9.3895(19) _cell_length_b 9.628(2) _cell_length_c 8.214(2) _cell_angle_alpha 95.86(2) _cell_angle_beta 99.82(2) _cell_angle_gamma 111.156(16) _cell_volume 671.4(3) _cell_formula_units_Z 2 _cell_measurement_temperature 297 _exptl_crystal_density_diffrn 1.573 _diffrn_ambient_temperature 297 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_calc_attached_atom _atom_site_refinement_flags _atom_site_occupancy Cl1 .09437(6) -.23493(5) -.21826(6) .04240(15) Uani d ? . 1.000 Cl2 .02691(6) .39836(5) -.16726(7) .04850(16) Uani d ? . 1.000 O1 .27177(14) .04715(14) .03616(16) .0416(4) Uani d ? . 1.000 O2 -.14564(14) -.15415(13) -.44194(16) .0417(4) Uani d ? . 1.000 O3 -.18037(15) .11123(14) -.40303(16) .0419(4) Uani d ? . 1.000 O4 .25179(16) .31178(15) .05331(17) .0436(4) Uani d ? . 1.000 N1 .4168(2) -.1310(2) .1539(2) .0443(5) Uani d ? . 1.000 N2 .6001(2) -.1492(2) .3339(2) .0471(6) Uani d ? . 1.000 N3 .5128(3) .3372(3) .3019(3) .0835(8) Uani d ? . 1.000 C1 .1657(2) .05204(19) -.0759(2) .0294(5) Uani d ? . 1.000 C2 .0658(2) -.06625(18) -.2055(2) .0297(5) Uani d ? . 1.000 C3 -.0532(2) -.05324(19) -.3239(2) .0300(5) Uani d ? . 1.000 C4 -.0720(2) .10064(19) -.3072(2) .0295(5) Uani d ? . 1.000 C5 .0403(2) .22383(18) -.1788(2) .0318(5) Uani d ? . 1.000 C6 .1497(2) .20174(19) -.0685(2) .0309(5) Uani d ? . 1.000 C7 .5365(3) -.0563(3) .2829(3) .0477(7) Uani d ? . 1.000 C8 .4059(3) -.2758(3) .1236(3) .0524(7) Uani d ? . 1.000 C9 .5196(3) -.2880(3) .2345(3) .0532(7) Uani d ? . 1.000 C10 .6242(3) .3943(2) .3986(3) .0513(7) Uani d ? . 1.000 C11 .7691(4) .4704(4) .5226(4) .0678(9) Uani d ? . 1.000 H1 .316(3) .278(3) .109(3) .086(8) Uiso d ? . 1.000 H2 .361(3) -.077(3) .104(3) .089(8) Uiso d ? . 1.000 H3 .571(2) .052(2) .332(3) .070(7) Uiso d ? . 1.000 H4 .691(3) -.121(3) .421(3) .087(8) Uiso d ? . 1.000 H5 .546(3) -.377(3) .252(3) .081(8) Uiso d ? . 1.000 H6 .334(3) -.347(3) .045(3) .083(8) Uiso d ? . 1.000 H7 .804(4) .403(4) .559(5) .178(13) Uiso d ? . 1.000 H8 .749(3) .500(3) .609(4) .105(11) Uiso d ? . 1.000 H9 .826(5) .551(4) .480(5) .194(14) Uiso d ? . 1.000 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 Cl1 .0469(3) .0315(3) .0473(3) .0216(2) -.0044(2) .0018(2) Cl2 .0606(4) .0344(3) .0501(3) .0284(3) -.0075(3) .0013(2) O1 .0375(8) .0413(8) .0409(8) .0205(7) -.0127(6) .0021(6) O2 .0428(8) .0351(7) .0382(8) .0167(7) -.0115(6) -.0043(6) O3 .0414(8) .0448(8) .0389(8) .0248(7) -.0087(6) .0034(6) O4 .0416(8) .0358(8) .0422(9) .0157(7) -.0133(7) -.0062(6) N1 .0370(10) .0551(11) .0469(11) .0263(9) .0020(8) .0157(9) N2 .0333(10) .0632(12) .0411(11) .0175(10) -.0021(8) .0150(10) N3 .0683(15) .0765(15) .0774(16) .0204(13) -.0291(12) -.0050(13) C1 .0264(9) .0330(10) .0302(10) .0145(8) .0027(8) .0067(8) C2 .0327(10) .0258(9) .0321(11) .0165(8) .0005(8) .0034(8) C3 .0306(10) .0316(10) .0284(10) .0146(9) .0030(8) .0041(8) C4 .0312(10) .0340(10) .0258(10) .0168(8) .0031(8) .0063(8) C5 .0391(11) .0262(9) .0313(11) .0178(9) .0001(9) .0032(8) C6 .0303(10) .0296(10) .0288(10) .0112(8) .0002(8) -.0001(8) C7 .0488(13) .0400(12) .0511(14) .0138(11) .0131(11) .0029(11) C8 .0438(14) .0483(14) .0534(15) .0136(11) -.0045(11) -.0009(12) C9 .0527(14) .0469(14) .0649(16) .0268(12) .0051(12) .0163(12) C10 .0503(14) .0433(13) .0519(14) .0187(11) -.0096(11) .0051(11) C11 .0563(17) .072(2) .0525(18) .0142(15) -.0165(14) .0012(15) 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 Cl1 C2 . . 1.7350(19) yes Cl2 C5 . . 1.724(2) yes O1 C1 . . 1.253(2) yes O2 C3 . . 1.245(2) yes O3 C4 . . 1.218(2) yes O4 C6 . . 1.329(2) yes O4 H1 . . .86(3) no N1 C7 . . 1.326(3) yes N1 C8 . . 1.354(3) yes N1 H2 . . .94(3) no N2 C7 . . 1.307(3) yes N2 C9 . . 1.365(3) yes N2 H4 . . .95(3) no N3 C10 . . 1.114(3) yes C1 C2 . . 1.397(3) yes C1 C6 . . 1.498(3) yes C2 C3 . . 1.402(3) yes C3 C4 . . 1.549(3) yes C4 C5 . . 1.446(3) yes C5 C6 . . 1.342(3) yes C7 H3 . . .99(2) no C8 C9 . . 1.328(3) yes C8 H6 . . .88(3) no C9 H5 . . .99(3) no C10 C11 . . 1.443(4) yes C11 H7 . . .88(4) no C11 H8 . . .81(3) no C11 H9 . . .91(4) no