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(E)-4-Hy­droxy-2-[(2-hy­droxy­phen­yl)iminiometh­yl]phenolate

The title compound, C(13)H(11)NO(3), crystallizes in a zwitterionic form and has a trans configuration about the C=N bond. The mol­ecule is almost planar, the dihedral angle between the two benzene rings being 4.32 (8)°. The two hy­droxy substit­uents are coplanar with each of their attached benzene...

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Detalles Bibliográficos
Autores principales: Eltayeb, Naser Eltaher, Teoh, Siang Guan, Fun, Hoong-Kun, Chantrapromma, Suchada
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3006709/
https://www.ncbi.nlm.nih.gov/pubmed/21587785
http://dx.doi.org/10.1107/S1600536810020295
Descripción
Sumario:The title compound, C(13)H(11)NO(3), crystallizes in a zwitterionic form and has a trans configuration about the C=N bond. The mol­ecule is almost planar, the dihedral angle between the two benzene rings being 4.32 (8)°. The two hy­droxy substit­uents are coplanar with each of their attached benzene rings [r.m.s. deviations of 0.0053 (2) and 0.0052 (2) Å]. An intra­molecular N—H⋯O hydrogen bond formed between the iminium N and the phenolate O atom generates an S(6) ring motif. In the crystal, the mol­ecules are linked through O—H⋯O hydrogen bonds into chains along [110]. Two neighbouring chains are further connected through O—H⋯O hydrogen bonds in an anti­parallel manner. π–π inter­actions are also observed, with centroid–centroid distances of 3.7115 (19) and 3.743 (2) Å.