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4-[(2,4-Dihydroxy­benzyl­idene)ammonio]benzene­sulfonate trihydrate

The title Schiff base compound, C(13)H(11)NO(5)S·3H(2)O, formed from sulfanilic acid and 2,4-dihydroxy­benzaldehyde, crystallized out as a zwitterion with the N atom protonated. The asymmetric unit consists of one 4-[(2,4-dihydroxy­benzyl­idene)ammonio]benzene­sulfonate and three water mol­ecules. T...

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Detalles Bibliográficos
Autores principales: Yeap, Chin Sing, Hemamalini, Madhukar, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983714/
https://www.ncbi.nlm.nih.gov/pubmed/21580347
http://dx.doi.org/10.1107/S1600536810004526
Descripción
Sumario:The title Schiff base compound, C(13)H(11)NO(5)S·3H(2)O, formed from sulfanilic acid and 2,4-dihydroxy­benzaldehyde, crystallized out as a zwitterion with the N atom protonated. The asymmetric unit consists of one 4-[(2,4-dihydroxy­benzyl­idene)ammonio]benzene­sulfonate and three water mol­ecules. The zwitterion exists in an E configuration with respect to the central C=N double bond. The two benzene rings of the mol­ecule are oriented at a dihedral angle of 27.33 (8)°. An intra­molecular N–H⋯O hydrogen bond stabilizes the mol­ecular structure. In the crystal, the zwitterions are linked into chains along [101] by inter­molecular O—H⋯O and N—H⋯O hydrogen bonds. The three water mol­ecules link these chains into a three-dimensional framework by additional inter­molecular O—H⋯O hydrogen bonds. A π⋯π inter­action [3.5485 (9) Å] further stabilizes the crystal structure.