Hydrogen-bonded supramolecular motifs in pyrimethaminium 4-methylbenzoate, pyrimethaminium 3-hydroxypicolinate and pyrimethaminium 2,4-dichlorobenzoate.
In 2,4-diamino-5-(4-chlorophenyl)-6-ethylpyrimidin-1-ium (pyrimethaminium, PMNH) 4-methylbenzoate, C(12)H(14)ClN(4)(+) x C(8)H(7)O(2)(-), (I), pyrimethaminium 3-hydroxypicolinate, C(12)H(14)ClN(4)(+) x C(6)H(4)NO(3)(-), (II), and pyrimethaminium 2,4-dichlorobenzoate, C(12)H(14)ClN(4)(+) x 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).
Thanigaimani
Kaliyaperumal
K
School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, Tamilnadu, India.
Muthiah
Packianathan Thomas
PT
D001565:Benzoates / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D046911:Macromolecular Substances / Q000737:chemistry*; D015394:Molecular Structure; D010848:Picolinic Acids / Q000737:chemistry*; D011743:Pyrimidines / Q000737:chemistry*
D001565:Benzoates; D046911:Macromolecular Substances; D010848:Picolinic Acids; D011743:Pyrimidines; C548559:pyrimethaminium 2,4-dichlorobenzoate; C548560:pyrimethaminium 3-hydroxypicolinate; C548562:pyrimethaminium 4-methylbenzoate