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2-[(E)-({4-[(4,6-Dimethyl­pyrimidin-2-yl)sulfamo­yl]phen­yl}iminio)meth­yl]-6-hy­droxy­phenolate

The title compound, C(19)H(18)N(4)O(4)S, exists as a zwitterion in the solid state, with nominal proton transfer from a phenol group to the imine N atom. The 2,3-dihy­droxy­benzaldehyde fragment is oriented at a dihedral angle of 35.51 (11)° to the adajacent aniline group and makes a dihedral angle...

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Detalles Bibliográficos
Autores principales: Tahir, M. Nawaz, Khan, Abdul Haleem, Iqbal, Mohammad S., Shad, Hazoor Ahmad, Yaqub, Muhammad
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2012
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3435708/
https://www.ncbi.nlm.nih.gov/pubmed/22969579
http://dx.doi.org/10.1107/S1600536812034757
Descripción
Sumario:The title compound, C(19)H(18)N(4)O(4)S, exists as a zwitterion in the solid state, with nominal proton transfer from a phenol group to the imine N atom. The 2,3-dihy­droxy­benzaldehyde fragment is oriented at a dihedral angle of 35.51 (11)° to the adajacent aniline group and makes a dihedral angle of 76.99 (6)° with the 4,6-dimethyl­pyrimidin-2-amine group. Intra­molecular O—H⋯O and N—H⋯O hydrogen bonds close S(5) and S(6) rings, respectively; the same O atom accepts both bonds. In the crystal, polymeric chains along [001] are formed from mol­ecules joined end-to-end by N—H⋯O and O—H⋯N hydrogen bonds; these feature R (2) (3)(6) loops. The polymeric chains are linked by C—H⋯O inter­actions and there are π–π inter­actions between the pyrimidine rings with a centroid–centroid distance of 3.446 (2) Å.