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Synthesis and crystal structure of 3-(adamantan-1-yl)-4-(2-bromo-4-fluoro­phen­yl)-1H-1,2,4-triazole-5(4H)-thione

In the title compound, C(18)H(19)BrFN(3)S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromo­fluoro­phenyl ring. The phenyl and triazole rings are almost perpendicular to each other...

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Detalles Bibliográficos
Autores principales: Abdelrazeq, Alaa S., Ghabbour, Hazem A., El-Emam, Ali A., Osman, Doaa Ahmed, Garcia-Granda, Santiago
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7001835/
https://www.ncbi.nlm.nih.gov/pubmed/32071740
http://dx.doi.org/10.1107/S2056989020000092
Descripción
Sumario:In the title compound, C(18)H(19)BrFN(3)S, the 1,2,4-triazole ring is nearly planar with a maximum deviation of −0.009 (3) and 0.009 (4) Å, respectively, for the S-bound C atom and the N atom bonded to the bromo­fluoro­phenyl ring. The phenyl and triazole rings are almost perpendicular to each other, forming a dihedral angle of 89.5 (2)°. In the crystal, the mol­ecules are linked by weak C—H⋯π(phen­yl) inter­actions, forming supra­molecular chains extending along the c-axis direction. The crystal packing is further consolidated by inter­molecular N—H⋯S hydrogen bonds and by weak C—H⋯S inter­actions, yielding double chains propagating along the a-axis direction. The crystal studied was refined as a racemic twin.