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Crystal structure of (E)-2-[(2-bromopyridin-3-yl)methyl­idene]-6-meth­oxy-3,4-di­hydro­naphthalen-1(2H)-one and 3-[(E)-(6-meth­oxy-1-oxo-1,2,3,4-tetra­hydro­naphthalen-2-ylidene)meth­yl]pyridin-2(1H)-one

The title compounds C(17)H(14)BrNO(2), (I), and C(17)H(15)NO(3), (II), were obtained from the reaction of 6-meth­oxy-3,4-di­hydro-2H-naphthalen-1-one and 2-bromo­nicotinaldehyde in ethanol. Compound (I) was the expected product and compound (II) was the oxidation product from air exposure. In the cr...

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Detalles Bibliográficos
Autores principales: Zingales, Sarah K., Moore, Morgan E., Goetz, Andrew D., Padgett, Clifford W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4992914/
https://www.ncbi.nlm.nih.gov/pubmed/27555939
http://dx.doi.org/10.1107/S2056989016009300
Descripción
Sumario:The title compounds C(17)H(14)BrNO(2), (I), and C(17)H(15)NO(3), (II), were obtained from the reaction of 6-meth­oxy-3,4-di­hydro-2H-naphthalen-1-one and 2-bromo­nicotinaldehyde in ethanol. Compound (I) was the expected product and compound (II) was the oxidation product from air exposure. In the crystal structure of compound (I), there are no short contacts or hydrogen bonds. The structure does display π–π inter­actions between adjacent benzene rings and adjacent pyridyl rings. Compound (II) contains two independent mol­ecules, A and B, in the asymmetric unit; both are non-planar, the dihedral angles between the meth­oxy­benzene and 1H-pyridin-2-one mean planes being 35.07 (9)° in A and 35.28 (9)°in B. In each mol­ecule, the 1H-pyridin-2-one unit participates in inter­molecular N—H⋯O hydrogen bonding to another mol­ecule of the same type (A to A or B to B). The structure also displays π–π inter­actions between the pyridyl and the benzene rings of non-equivalent mol­ecules (viz., A to B and B to A).