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(E)-6,8-Di­chloro-3-{[(naphthalen-1-ylmeth­yl)iminiumyl]meth­yl}-2H-chromen-4-olate

In the title compound, C(21)H(15)Cl(2)NO(2), the H atom of the –OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is formation of a six-membered ring via an intra­molecular O⋯H—N, rather than O—H⋯N, hydrogen bond in the mol­ecule. The dihedral angle between the na...

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Detalles Bibliográficos
Autores principales: Ishikawa, Yoshinobu, Motohashi, Yuya
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793731/
https://www.ncbi.nlm.nih.gov/pubmed/24109318
http://dx.doi.org/10.1107/S1600536813018084
Descripción
Sumario:In the title compound, C(21)H(15)Cl(2)NO(2), the H atom of the –OH group is transferred to the N atom of the imine, forming a zwitterion. Thus, there is formation of a six-membered ring via an intra­molecular O⋯H—N, rather than O—H⋯N, hydrogen bond in the mol­ecule. The dihedral angle between the naphthalene ring system and the benzene ring of the 2H-chromen system is 87.41 (4)°. In the crystal, the mol­ecules are packed through N—H⋯O, π–π [centroid–centroid distances = 3.744 (3) and 3.780 (3) Å], C—Cl⋯π [Cl⋯centroid = 3.261 (3) Å], C—H⋯π and C—H⋯O inter­actions.