Crystal structure, hydrogen bonding and Hirshfeld surface analysis of 2-amino-4-meth-oxy-6-methyl-pyrimidinium 4-chloro-benzoate

• Published in: Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2018-05, Vol.74 (Pt 5), p.656-659
• Main Authors: Jeevaraj, Muthaiah, Sivajeyanthi, Palaniyappan, Edison, Bellarmin, Thanigaimani, Kaliyaperumal, Balasubramani, Kasthuri
• Format: Article
• Language: English
• Subjects: Research Communications
• ISSN: 2056-9890; 2056-9890
• DOI: 10.1107/S2056989018005583

In the crystal structure of the title salt, C H N O ·C H ClO , the dihedral angle between the pyrimidine ring of the 2-amino-4-meth-oxy-6-methyl-pyrimidine cation and the the benzene ring of the 2-chloro-benzoate anion is 2.2 (1)°. In the anion, the benzene ring forms a dihedral angle of 8.5 (2)° with the carboxyl group. The pyrimidine N atom of the cation is protonated and the meth-oxy substituent is essentially coplanar with the parent ring. The protonated N atom and the N atom of the 2-amino group are hydrogen bonded to the 4-chloro-benzoate anion through a pair of N-H⋯O hydrogen bonds, forming an (8) ring motif linked through a centrosymmetric (8) ring motif, resulting in a pseudo-tetra-meric array. These units are linked through inter-molecular meth-oxy C-H⋯Cl hydrogen bonds into ribbon-like chains extending along the -axis direction. The crystal structure also features π-π stacking inter-actions between the rings in the cation and anion [minimum ring centroid separation = 3.7707 (12) Å].