Crystal structures of five 6-mercaptopurine derivatives

• Tipo: Artigo em Revista Científica Internacional
• Data: 2016

Autores

Gomes, LR (Autor) Outra; Low, JN (Autor) Outra; Silva, DME (Autor) Outra; Fernando Cagide (Autor) FCUP; Fernanda Borges (Autor) FCUP

Revista

Título: Acta Crystallographica Section E: Crystallographic Communications

Vol. 72

Páginas: 307-+

Editora: International Union of Crystallography

Indexação

ISI Web of Knowledge - 0 Citações

Scopus - 0 Citações

Outras Informações

ID Authenticus: P-00K-8VE

DOI: 10.1107/s2056989016001833

Abstract (EN): The crystal structures of five 6-mercaptopurine derivatives, viz. 2-[(9-acetyl-9H-purin-6-yl) sulfanyl]-1-(3-methoxyphenyl) ethan-1-one (1), C16H14N4O3S, 2-[(9-acetyl-9H-purin-6-yl)sulfanyl]-1-(4-methoxyphenyl) ethan-1-one (2), C16H14N4O3S, 2-[(9-acetyl-9H-purin-6-yl)sulfanyl]-1-(4-chlorophenyl)ethan-1-one (3), C15H11ClN4O2S, 2-[(9-acetyl-9H-purin-6-yl)sulfanyl]-1-(4-bromophenyl)ethan-1-one (4), C15H11BrN4O2S, and 1-(3-methoxyphenyl)-2-[(9H-purin-6-yl)sulfanyl] ethan-1-one (5), C14H12N4O2S. Compounds (2), (3) and (4) are isomorphous and accordingly their molecular and supramolecular structures are similar. An analysis of the dihedral angles between the purine and exocyclic phenyl rings show that the molecules of (1) and (5) are essentially planar but that in the case of the three isomorphous compounds (2), (3) and (4), these rings are twisted by a dihedral angle of approximately 38 degrees. With the exception of (1) all molecules are linked by weak C-H center dot center dot center dot O hydrogen bonds in their crystals. There is pi-pi stacking in all compounds. A Cambridge Structural Database search revealed the existence of 11 deposited compounds containing the 1-phenyl-2-sulfanylethanone scaffold; of these, only eight have a cyclic ring as substituent, the majority of these being heterocycles.

Idioma: Inglês

Tipo (Avaliação Docente): Científica

Nº de páginas: 27