Crystal structure of 3-mesityl-1-[(pyridin-2-yl)methyl]-3,4,5,6-tetrahydropyrimidin-1-ium bromide monohydrate

Abstract

In the title hydrated salt, C19H24N3 +·Br−·H2O, the values of the N—C bond lengths within the tetra­hydro­pyrimidinium ring indicate delocalization of the N=C double bond. In the cation, the dihedral angle formed by the pyridine and benzene rings is 14.97 (12)°. In the crystal, ions and water mol­ecules are linked by O—H⋯Br, O—H⋯N, C—H⋯Br and C—H⋯O hydrogen bonds into chains running parallel to the b axis.

Novel Benzylic Substituted Imidazolinium, Tetrahydropyrimidinium and Tetrahydrodiazepinium Salts: Potent Carbonic Anhydrase and Acetylcholinesterase Inhibitors

“…These groups are almost perpendicular to the pyrimidinyl moiety with the C3–N1–C4–C5 torsion angles to be −96.8(4)°. Similar to Quo et al.’s study, the bond lengths of the pyrimidinyl ring show the delocalization of the N1=C3 bond resulting in the increased acidity of the proton on C3 and convenient formation of a carbene functionality . Two benzene rings are almost orthogonal to each other with the dihedral angle of 74.7(2)° between their mean planes.…”