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N-(3-Chloro­phen­yl)-3-nitro­pyridin-2-amine

The dihedral angle between the benzene and pyridyl rings in the title compound, C(11)H(8)ClN(3)O(2), is 22.65 (10)°, indicating a twisted mol­ecule. The amine H and nitro O atoms form a donor–acceptor pair for an intra­molecular N—H⋯O hydrogen bond so that the nitro group is almost coplanar with the...

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Detalles Bibliográficos
Autores principales: Aznan, Aina Mardia Akhmad, Abdullah, Zanariah, Ng, Seik Weng, Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3247465/
https://www.ncbi.nlm.nih.gov/pubmed/22220083
http://dx.doi.org/10.1107/S1600536811044011
Descripción
Sumario:The dihedral angle between the benzene and pyridyl rings in the title compound, C(11)H(8)ClN(3)O(2), is 22.65 (10)°, indicating a twisted mol­ecule. The amine H and nitro O atoms form a donor–acceptor pair for an intra­molecular N—H⋯O hydrogen bond so that the nitro group is almost coplanar with the pyridine ring to which it is connected [O—N—C—C torsion angle = 7.4 (3)°]. The pyridine N and Cl atoms are approximately syn. The crystal packing features C—H⋯Cl inter­actions that lead to undulating supra­molecular chains along [101]. These are connected into sheets by π–π inter­actions occurring between the benzene rings and between the pyridine rings of translationally related mol­ecules along the b axis [centroid–centroid distances = length of b axis = 3.7157 (2) Å].