Syntheses and crystal structures of two adamantylsubstituted 1,2,4-triazole-5-thione N-Mannich bases

Journal Article

Garcia-Granda, Monirah A. Al-Alshaikh, Aamal A. Al-Mutairi, Hazem A. Ghabbour, Ali A. El-Emam,‡ Mohammed S. M. Abdelbaky and Santiago . 2017

• المجلة \ الصحيفة: Acta Crystallographica
• رقم الإصدار السنوي: E73
• الصفحات: 1135-1139

مستخلص المنشور

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.