Open AccessHydrogen‐bonded supramolecular motifs in pyrimethaminium 4‐methylbenzoate, pyrimethaminium 3‐hydroxypicolinate and pyrimethaminium 2,4‐dichlorobenzoate
Author(s) -
Thanigaimani Kaliyaperumal,
Muthiah Packianathan Thomas
Publication year - 2010
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
eISSN - 1600-5759
pISSN - 0108-2701
DOI - 10.1107/s0108270110002337
Subject(s) - hydrogen bond , chemistry , supramolecular chemistry , ring (chemistry) , stereochemistry , crystallography , ion , molecule , crystal structure , organic chemistry
In 2,4‐diamino‐5‐(4‐chlorophenyl)‐6‐ethylpyrimidin‐1‐ium (pyrimethaminium, PMNH) 4‐methylbenzoate, C 12 H 14 ClN 4 + ·C 8 H 7 O 2 − , (I), pyrimethaminium 3‐hydroxypicolinate, C 12 H 14 ClN 4 + ·C 6 H 4 NO 3 − , (II), and pyrimethaminium 2,4‐dichlorobenzoate, C 12 H 14 ClN 4 + ·C 7 H 3 Cl 2 O 2 − , (III), the PMNH cations interact with the carboxylate groups of the corresponding anion via nearly parallel N—H...O hydrogen bonds, forming R 2 2 (8) ring motifs. A description of the observed arrays of quadruple hydrogen bonds in (I) and (II) in terms of hydrogen donors and acceptors (the DA model), their graph‐set motifs and the resulting supramolecular ladder is given. In (III), supramolecular chains along the b axis and helical chains along the a axis are formed via N—H...O hydrogen bonds involving the 2‐amino and 4‐amino groups of the PMNH cation, respectively. Weak Cl...Cl interactions are also found in (III).