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Crystal structure of 5-chloro­methyl-N-methyl-4-[(4-phenyl-1,2,3-triazol-1-yl)meth­yl]isoxazolidine-3-carboxamide

The title compound, C(15)H(18)ClN(5)O(2), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. In both mol­ecules, the isoxazolidine rings have an envelope conformation with the O atoms at the flap positions. Each mol­ecule has three stereogenic centres with configurations...

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Detalles Bibliográficos
Autores principales: Brahmi, Jihed, Nasri, Soumaya, Aouadi, Kaïss, Jeanneau, Erwann, Vidal, Sébastien, Msaddek, Moncef
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4778830/
https://www.ncbi.nlm.nih.gov/pubmed/27006812
http://dx.doi.org/10.1107/S2056989016002784
Descripción
Sumario:The title compound, C(15)H(18)ClN(5)O(2), crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. In both mol­ecules, the isoxazolidine rings have an envelope conformation with the O atoms at the flap positions. Each mol­ecule has three stereogenic centres with configurations 2(S), 3(S) and 4(R), confirmed by resonant scattering. Their conformations are significantly different, for example in mol­ecule A the phenyl ring is inclined to the triazole ring by 32.5 (2)°, while in mol­ecule B the corresponding dihedral angle is 10.7 (2)°. In the crystal, the A and B mol­ecules are linked via an N—H⋯O and a C—H⋯O hydrogen bond. These units are linked by C—H⋯O and C—H⋯N hydrogen bonds, forming slabs parallel to the ab plane. There are C—H⋯π inter­actions present within the slabs.