data_2202495 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2003 _journal_volume 59 _journal_page_first o1383 _journal_page_last o1386 _publ_section_title ; 4-Dimethylaminopyridinium 2,4-dinitrophenolate: supramolecular aggregation through N-H...O, C-H...O, C-H...\p and \p--\p interactions ; loop_ _publ_author_name 'Vembu, Nagarajan' 'Nallu, Maruthai' 'Spencer, Elinor C.' 'Howard, Judith A. K.' _chemical_formula_moiety 'C7 H11 N2 + , C6 H3 N2 O5 -' _chemical_formula_sum 'C13 H14 N4 O5' _chemical_formula_iupac 'C7 H11 N2 + , C6 H3 N2 O5 -' _chemical_formula_weight 306.28 _chemical_melting_point '432-434' _symmetry_cell_setting 'Triclinic' _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.7246(9) _cell_length_b 8.1665(10) _cell_length_c 10.8838(13) _cell_angle_alpha 96.916(3) _cell_angle_beta 92.630(3) _cell_angle_gamma 101.618(3) _cell_volume 665.88(14) _cell_formula_units_Z 2 _cell_measurement_temperature 120(2) _exptl_crystal_density_diffrn 1.528 _diffrn_ambient_temperature 120(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 C1 0.2278(2) 0.8980(2) -0.05184(18) 0.0163(5) Uani d . 1 . . C C2 0.2907(2) 1.0056(2) 0.06227(19) 0.0163(5) Uani d . 1 . . C C3 0.3875(2) 0.9562(2) 0.1562(2) 0.0169(5) Uani d . 1 . . C H3 0.427(2) 1.031(2) 0.2309(18) 0.020 Uiso d . 1 . . H C4 0.4256(2) 0.7976(2) 0.14274(19) 0.0168(5) Uani d . 1 . . C C5 0.3647(2) 0.6838(2) 0.03448(19) 0.0182(5) Uani d . 1 . . C H5 0.390(2) 0.571(2) 0.0307(17) 0.022 Uiso d . 1 . . H C6 0.2715(3) 0.7336(2) -0.0571(2) 0.0195(5) Uani d . 1 . . C H6 0.234(2) 0.658(2) -0.1317(18) 0.023 Uiso d . 1 . . H N1 0.2543(2) 1.17279(19) 0.08717(17) 0.0195(4) Uani d . 1 . . N N2 0.5283(2) 0.7486(2) 0.24042(17) 0.0223(4) Uani d . 1 . . N O1 0.14054(17) 0.93398(15) -0.14207(13) 0.0216(4) Uani d . 1 . . O O2 0.20170(18) 1.23992(16) 0.00035(13) 0.0255(4) Uani d . 1 . . O O3 0.27575(18) 1.24511(16) 0.19526(13) 0.0281(4) Uani d . 1 . . O O4 0.57560(18) 0.84841(17) 0.33730(14) 0.0280(4) Uani d . 1 . . O O5 0.56493(18) 0.60752(17) 0.22452(13) 0.0294(4) Uani d . 1 . . O C7 1.0031(2) 0.3307(2) 0.7855(2) 0.0188(5) Uani d . 1 . . C H7 1.062(2) 0.389(2) 0.8654(18) 0.023 Uiso d . 1 . . H C8 0.9177(3) 0.4063(2) 0.7045(2) 0.0190(5) Uani d . 1 . . C H8 0.911(2) 0.523(2) 0.7243(17) 0.023 Uiso d . 1 . . H C9 0.8367(2) 0.3143(2) 0.59059(19) 0.0170(5) Uani d . 1 . . C C10 0.8427(3) 0.1406(2) 0.5708(2) 0.0195(5) Uani d . 1 . . C H10 0.785(2) 0.068(2) 0.4972(18) 0.023 Uiso d . 1 . . H C11 0.9318(2) 0.0739(3) 0.65571(19) 0.0195(5) Uani d . 1 . . C H11 0.941(2) -0.046(2) 0.6486(17) 0.023 Uiso d . 1 . . H C12 0.6621(3) 0.2839(3) 0.3938(2) 0.0262(5) Uani d . 1 . . C H12C 0.622(2) 0.363(2) 0.3424(19) 0.031 Uiso d . 1 . . H H12B 0.558(3) 0.199(2) 0.4179(19) 0.031 Uiso d . 1 . . H H12A 0.739(2) 0.223(2) 0.3481(18) 0.031 Uiso d . 1 . . H C13 0.7444(3) 0.5630(3) 0.5297(2) 0.0252(6) Uani d . 1 . . C H13A 0.689(2) 0.597(2) 0.451(2) 0.030 Uiso d . 1 . . H H13B 0.672(2) 0.581(2) 0.5953(19) 0.030 Uiso d . 1 . . H H13C 0.861(3) 0.641(2) 0.5534(19) 0.030 Uiso d . 1 . . H N3 1.0129(2) 0.1677(2) 0.76077(16) 0.0200(4) Uani d . 1 . . N H3A 1.071(3) 0.117(2) 0.8151(19) 0.024 Uiso d . 1 . . H N4 0.7571(2) 0.38617(19) 0.50494(15) 0.0203(4) Uani d . 1 . . N 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 C1 0.0136(11) 0.0202(11) 0.0155(12) 0.0024(9) 0.0026(10) 0.0054(10) C2 0.0167(11) 0.0146(10) 0.0183(13) 0.0041(8) 0.0035(10) 0.0028(9) C3 0.0141(11) 0.0195(11) 0.0153(12) 0.0001(9) 0.0032(10) 0.0004(9) C4 0.0147(11) 0.0197(11) 0.0174(12) 0.0040(9) 0.0008(10) 0.0075(9) C5 0.0183(11) 0.0169(11) 0.0209(13) 0.0050(9) 0.0032(10) 0.0052(10) C6 0.0217(12) 0.0166(11) 0.0186(13) 0.0023(9) 0.0004(10) -0.0004(10) N1 0.0183(9) 0.0205(9) 0.0203(11) 0.0053(7) 0.0016(8) 0.0022(9) N2 0.0199(10) 0.0223(10) 0.0258(12) 0.0037(8) 0.0021(9) 0.0084(9) O1 0.0244(8) 0.0209(7) 0.0197(9) 0.0064(6) -0.0049(7) 0.0034(7) O2 0.0344(9) 0.0213(8) 0.0230(9) 0.0106(6) -0.0042(7) 0.0058(7) O3 0.0386(9) 0.0256(8) 0.0193(9) 0.0121(7) -0.0036(8) -0.0071(7) O4 0.0315(9) 0.0317(8) 0.0199(9) 0.0077(7) -0.0057(7) 0.0012(7) O5 0.0343(9) 0.0242(8) 0.0331(10) 0.0123(7) -0.0030(8) 0.0093(7) C7 0.0179(12) 0.0194(11) 0.0179(12) 0.0020(9) 0.0002(10) 0.0016(10) C8 0.0197(11) 0.0176(11) 0.0197(13) 0.0042(9) 0.0024(10) 0.0015(10) C9 0.0145(11) 0.0205(11) 0.0165(12) 0.0034(9) 0.0027(10) 0.0046(10) C10 0.0204(12) 0.0221(12) 0.0159(13) 0.0047(9) 0.0012(10) 0.0011(10) C11 0.0203(12) 0.0217(11) 0.0175(13) 0.0064(9) 0.0046(10) 0.0019(10) C12 0.0326(14) 0.0317(14) 0.0158(13) 0.0129(11) -0.0038(11) 0.0003(11) C13 0.0300(14) 0.0229(12) 0.0251(15) 0.0119(10) -0.0005(12) 0.0030(11) N3 0.0175(10) 0.0236(10) 0.0207(11) 0.0066(7) 0.0000(8) 0.0071(8) N4 0.0262(10) 0.0205(9) 0.0149(10) 0.0076(8) -0.0004(9) 0.0015(8) 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 C1 O1 . 1.262(2) y C1 C2 . 1.435(3) ? C1 C6 . 1.444(2) ? C2 C3 . 1.385(3) ? C2 N1 . 1.445(2) y C3 C4 . 1.378(2) ? C3 H3 . 0.954(17) ? C4 C5 . 1.408(3) ? C4 N2 . 1.440(2) y C5 C6 . 1.352(3) ? C5 H5 . 0.977(17) ? C6 H6 . 0.954(17) ? N1 O3 . 1.2393(19) y N1 O2 . 1.240(2) y N2 O5 . 1.2354(18) y N2 O4 . 1.2438(19) y C7 N3 . 1.344(2) y C7 C8 . 1.355(3) ? C7 H7 . 0.983(18) ? C8 C9 . 1.417(3) ? C8 H8 . 0.968(17) ? C9 N4 . 1.347(2) y C9 C10 . 1.420(3) ? C10 C11 . 1.356(3) ? C10 H10 . 0.968(17) ? C11 N3 . 1.348(2) y C11 H11 . 0.989(17) ? C12 N4 . 1.459(3) y C12 H12C . 0.990(19) ? C12 H12B . 1.02(2) ? C12 H12A . 0.968(19) ? C13 N4 . 1.461(3) y C13 H13A . 1.03(2) ? C13 H13B . 0.94(2) ? C13 H13C . 0.993(18) ? N3 H3A . 0.913(19) ?