Organic and Inorganic Chemistry

In the title N-Mannich bases,  3-(adamantan-1-yl)-4-(4-fluorophenyl)-1-

[(4-phenylpiperazin-1-yl) methyl]-4, 5-dihydro-1H-1,2,4-triazole-5-thione (C29H34FN5S) (I), and 3-(adamantan-1-yl)-4-(4-fluorophenyl)-1-{[4-(2-methoxyphenyl) piperazin-1-yl]-methyl}-4,5-dihydro-1H-1,2,4-triazole-5-thione(C30H36FN5OS) (II), fluorophenyl, adamantane and piperazine moieties are linked to a planar triazole ring. There is an additional phenyl ring on the piperazine ring in (I) and a methoxyphenyl ring in (II). In compound (I), the fluorophenyl and phenyl rings are inclined to the triazole ring by 86.55 (13) and 60.52 (12)_, respectively, and the two aryl rings are inclined to one another by 66.37 (13)_. In compound (II), the corresponding dihedral angles are 83.35 (13),71.38 (15) and 11.97 (16)_, respectively. The crystal structure of (I) shows pairs of C—H_ _ _F hydrogen bonds forming inversion dimers, while in the crystal of compound (II), in addition to the C—H_ _ _F hydrogen bonds that generate chains parallel to the b axis, there are C—H_ _ __ interactions present that link the chains to form layers parallel to the ab plane.