#------------------------------------------------------------------------------ #$Date: 2010-01-30 15:59:17 +0200 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: file:///home/coder/svn-repositories/cod/cif/2/2013759.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_2013759 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2004 _journal_volume 60 _journal_page_first o62 _journal_page_last o64 _publ_section_title ; N,N-dimethylanilinium 3-cyano-4-(dicyanomethylene)-5-oxo-4,5-dihydro-1H-pyrrol-2-olate ; loop_ _publ_author_name 'Tafeenko, Viktor A.' 'Peschar, Rene' 'Kaukova, Olga V.' 'Schenk, Henk' 'Aslanov, Leonid A.' _chemical_formula_moiety 'C8 H12 N 1+, C8 H N4 O2 1-' _chemical_formula_sum 'C16 H13 N5 O2' _chemical_formula_iupac 'C8 H12 N 1+, C8 H N4 O2 1-' _chemical_formula_weight 307.31 _chemical_melting_point 221 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P m n 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y, z' 'x+1/2, -y, z+1/2' _cell_length_a 7.0399(7) _cell_length_b 12.5636(12) _cell_length_c 8.6695(8) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 766.79(13) _cell_formula_units_Z 2 _cell_measurement_temperature 110(2) _exptl_crystal_density_diffrn 1.331 _diffrn_ambient_temperature 110(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 0.5000 0.11422(17) 0.3697(3) 0.0623(7) Uani d S 1 . . O O2 0.5000 0.4752(2) 0.3956(3) 0.0994(13) Uani d S 1 . . O N1 0.5000 0.2962(2) 0.3428(3) 0.0617(8) Uani d S 1 . . N H1 0.5000 0.2988 0.2413 0.074 Uiso calc SR 1 . . H N2 0.5000 0.3371(3) 1.0000(4) 0.0721(10) Uani d S 1 . . N N3 0.5000 0.6137(3) 0.6991(5) 0.1011(16) Uani d S 1 . . N N4 0.5000 0.0834(2) 0.7873(4) 0.0569(7) Uani d S 1 . . N C2 0.5000 0.2032(2) 0.4266(4) 0.0468(7) Uani d S 1 . . C C3 0.5000 0.2325(2) 0.5876(3) 0.0378(6) Uani d S 1 . . C C4 0.5000 0.3428(2) 0.5998(3) 0.0410(7) Uani d S 1 . . C C5 0.5000 0.3840(3) 0.4354(4) 0.0588(10) Uani d S 1 . . C C6 0.5000 0.4110(2) 0.7236(3) 0.0478(8) Uani d S 1 . . C C7 0.5000 0.5236(3) 0.7070(4) 0.0664(11) Uani d S 1 . . C C8 0.5000 0.3713(3) 0.8772(4) 0.0518(8) Uani d S 1 . . C C9 0.5000 0.1527(2) 0.7012(4) 0.0411(6) Uani d S 1 . . C N5 0.5000 0.8927(3) 0.4766(3) 0.0413(8) Uani d SPD 0.833(5) . 1 N H5 0.5000 0.9652 0.4548 0.050 Uiso calc SPR 0.833(5) . 1 H C10 0.5000 0.8365(3) 0.3260(4) 0.0381(9) Uani d SPD 0.833(5) . 1 C C11 0.5000 0.8970(3) 0.1941(5) 0.0434(10) Uani d SPD 0.833(5) . 1 C H11 0.5000 0.9725 0.1998 0.052 Uiso calc SPR 0.833(5) . 1 H C12 0.5000 0.8458(4) 0.0520(5) 0.0518(13) Uani d SPD 0.833(5) . 1 C H12 0.5000 0.8864 -0.0405 0.062 Uiso calc SPR 0.833(5) . 1 H C13 0.5000 0.7366(4) 0.0451(5) 0.0538(14) Uani d SPD 0.833(5) . 1 C H13 0.5000 0.7019 -0.0522 0.065 Uiso calc SPR 0.833(5) . 1 H C14 0.5000 0.6769(4) 0.1787(6) 0.0546(13) Uani d SPD 0.833(5) . 1 C H14 0.5000 0.6014 0.1730 0.066 Uiso calc SPR 0.833(5) . 1 H C15 0.5000 0.7266(3) 0.3204(5) 0.0497(11) Uani d SPD 0.833(5) . 1 C H15 0.5000 0.6860 0.4127 0.060 Uiso calc SPR 0.833(5) . 1 H C16 0.3262(3) 0.8711(2) 0.5681(3) 0.0581(6) Uani d PD 0.83 A 1 C H16A 0.3214 0.7954 0.5950 0.087 Uiso calc PR 0.83 A 1 H H16B 0.2138 0.8897 0.5071 0.087 Uiso calc PR 0.83 A 1 H H16C 0.3284 0.9138 0.6626 0.087 Uiso calc PR 0.83 A 1 H N51 0.5000 0.8200(17) 0.5085(19) 0.053(3) Uiso d SPD 0.167(5) . 2 N H51 0.5000 0.7530 0.5540 0.063 Uiso calc SPR 0.167(5) . 2 H C101 0.5000 0.7975(19) 0.339(2) 0.053(3) Uiso d SPD 0.167(5) . 2 C C111 0.5000 0.6980(19) 0.282(3) 0.053(3) Uiso d SPD 0.167(5) . 2 C H111 0.5000 0.6383 0.3495 0.063 Uiso calc SPR 0.167(5) . 2 H C121 0.5000 0.684(2) 0.126(3) 0.053(3) Uiso d SPD 0.167(5) . 2 C H121 0.5000 0.6142 0.0845 0.063 Uiso calc SPR 0.167(5) . 2 H C131 0.5000 0.768(2) 0.028(3) 0.053(3) Uiso d SPD 0.167(5) . 2 C H131 0.5000 0.7573 -0.0801 0.063 Uiso calc SPR 0.167(5) . 2 H C141 0.5000 0.870(2) 0.088(3) 0.053(3) Uiso d SPD 0.167(5) . 2 C H141 0.5000 0.9296 0.0206 0.063 Uiso calc SPR 0.167(5) . 2 H C151 0.5000 0.884(2) 0.244(3) 0.053(3) Uiso d SPD 0.167(5) . 2 C H151 0.5000 0.9539 0.2858 0.063 Uiso calc SPR 0.167(5) . 2 H C161 0.3262(3) 0.8711(2) 0.5681(3) 0.0581(6) Uani d PD 0.17 B 2 C H16D 0.2144 0.8361 0.5236 0.087 Uiso calc PR 0.17 B 2 H H16E 0.3259 0.9465 0.5395 0.087 Uiso calc PR 0.17 B 2 H H16F 0.3226 0.8645 0.6807 0.087 Uiso calc PR 0.17 B 2 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 0.111(2) 0.0367(12) 0.0389(13) 0.000 0.000 -0.0094(11) O2 0.226(4) 0.0340(14) 0.0382(13) 0.000 0.000 0.0064(11) N1 0.120(2) 0.0401(16) 0.0250(12) 0.000 0.000 0.0027(12) N2 0.125(3) 0.061(2) 0.0298(15) 0.000 0.000 0.0013(15) N3 0.213(5) 0.0407(18) 0.050(2) 0.000 0.000 -0.0057(19) N4 0.0887(19) 0.0410(14) 0.0410(14) 0.000 0.000 0.0074(13) C2 0.076(2) 0.0345(16) 0.0297(15) 0.000 0.000 -0.0029(12) C3 0.0587(17) 0.0295(15) 0.0254(12) 0.000 0.000 -0.0002(11) C4 0.0641(18) 0.0330(16) 0.0261(13) 0.000 0.000 0.0010(11) C5 0.113(3) 0.0382(18) 0.0250(13) 0.000 0.000 0.0043(14) C6 0.083(2) 0.0351(16) 0.0253(14) 0.000 0.000 -0.0027(12) C7 0.130(4) 0.0399(17) 0.0295(16) 0.000 0.000 -0.0076(14) C8 0.087(2) 0.0384(17) 0.0299(15) 0.000 0.000 -0.0039(14) C9 0.0594(17) 0.0314(13) 0.0324(14) 0.000 0.000 -0.0020(12) N5 0.0623(19) 0.0310(18) 0.0307(15) 0.000 0.000 -0.0011(12) C10 0.0569(19) 0.032(2) 0.0256(18) 0.000 0.000 -0.0054(17) C11 0.065(2) 0.033(2) 0.032(2) 0.000 0.000 -0.0013(17) C12 0.074(2) 0.052(4) 0.029(2) 0.000 0.000 0.0001(19) C13 0.080(3) 0.051(3) 0.030(2) 0.000 0.000 -0.011(2) C14 0.083(3) 0.0337(19) 0.047(3) 0.000 0.000 -0.009(2) C15 0.082(3) 0.033(2) 0.034(2) 0.000 0.000 0.0023(17) C16 0.0669(13) 0.0662(17) 0.0412(12) -0.0016(11) 0.0063(11) -0.0105(11) C161 0.0669(13) 0.0662(17) 0.0412(12) -0.0016(11) 0.0063(11) -0.0105(11) 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 . 1.222(4) ? O2 C5 . 1.197(4) ? N1 C5 . 1.364(4) ? N1 C2 . 1.376(4) ? N1 H1 . 0.8800 ? N2 C8 . 1.148(4) ? N3 C7 . 1.134(4) ? N4 C9 . 1.147(4) ? C2 C3 . 1.444(4) ? C3 C4 . 1.390(4) ? C3 C9 . 1.405(4) ? C4 C6 . 1.373(4) ? C4 C5 . 1.516(4) ? C6 C8 . 1.421(4) ? C6 C7 . 1.422(5) ? N5 C16 3_655 1.484(3) ? N5 C16 . 1.484(3) ? N5 C10 . 1.485(4) ? N5 H5 . 0.9300 ? C10 C11 . 1.373(5) ? C10 C15 . 1.381(6) ? C11 C12 . 1.389(6) ? C11 H11 . 0.9500 ? C12 C13 . 1.374(8) ? C12 H12 . 0.9500 ? C13 C14 . 1.379(6) ? C13 H13 . 0.9500 ? C14 C15 . 1.378(6) ? C14 H14 . 0.9500 ? C15 H15 . 0.9500 ? C16 H16A . 0.9800 ? C16 H16B . 0.9800 ? C16 H16C . 0.9800 ? N51 C161 3_655 1.475(10) ? N51 C101 . 1.494(16) ? N51 H51 . 0.9300 ? C101 C111 . 1.344(17) ? C101 C151 . 1.367(18) ? C111 C121 . 1.369(18) ? C111 H111 . 0.9500 ? C121 C131 . 1.35(2) ? C121 H121 . 0.9500 ? C131 C141 . 1.376(19) ? C131 H131 . 0.9500 ? C141 C151 . 1.364(19) ? C141 H141 . 0.9500 ? C151 H151 . 0.9500 ? _cod_database_code 2013759