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N (2)-(4-Meth­oxy­salicyl­idene)arginine hemihydrate

The title compound, C(14)H(20)N(4)O(4)·0.5H(2)O [systematic name: (2S)-5-{[amino­(iminium­yl)meth­yl]amino}-2-{[(1Z)-4-meth­oxy-2-oxido­benzyl­idene]aza­nium­yl}penta­noate hemihydrate], has been synthesized by the reaction of l-arginine and 4-meth­oxy­salicyl­aldehyde and crystallizes with two inde...

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Detalles Bibliográficos
Autores principales: Sethuram, M., Bhargavi, G., Dhandapani, M., Amirthaganesan, G., NizamMohideen, M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793792/
https://www.ncbi.nlm.nih.gov/pubmed/24109379
http://dx.doi.org/10.1107/S1600536813019727
Descripción
Sumario:The title compound, C(14)H(20)N(4)O(4)·0.5H(2)O [systematic name: (2S)-5-{[amino­(iminium­yl)meth­yl]amino}-2-{[(1Z)-4-meth­oxy-2-oxido­benzyl­idene]aza­nium­yl}penta­noate hemihydrate], has been synthesized by the reaction of l-arginine and 4-meth­oxy­salicyl­aldehyde and crystallizes with two independent substituted l-arginine mol­ecules and one water mol­ecule of solvation in the asymmetric unit. Each mol­ecule exists as a zwitterion and adopts a Z configuration about the central C=N. The mol­ecular conformation is stabilized by strong intra­molecular N—H⋯O hydrogen bonds that generate S(6) and S(10) ring motifs. Inter­molecular N—H⋯O and O—H⋯O hydrogen bonds involving also the water mol­ecule and weak inter­molecular C—H⋯O(water) inter­actions link the mol­ecules into an infinite one-dimensional ribbon structure extending along the b axis. The known (2S) absolute configuration for l-arginine was invoked. Weak intermolecular C—H⋯π interactions are also present.