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S-1-[N-(Benzylidene)hydrazinylcarbonyl]-2-hydroxyethylcarbamate esters: layered structures created from H•••O ( = N,O) hydrogen-bonds

Authors: Howie, R.A.; De Souza, M.V.N.; Pinheiro, A.C.; Kaiser, C.R.; Wardell, J.L.; Wardell, S.M.S.V.


Abstract

The molecular structures of tert-butyl (S)-2-hydroxy-[N-(substituted-benzylidene)hydrazinyl-carbonyl]-ethylcarbamates, C15H20N3O4X (3: X = H, o-OH, o-NO2, m-NO2 and p-CN), derived from L-serine, are formally rather similar. Despite the variation in substituent, X, tricälinic (3: X = H), (3: X = o-OH), (3: X = m-NO2)and(3: X = p-CN) are isostructural and exhibit, with minor variations, the same fundamental intermolecular O—H···O and N—H···O hydrogen-bond connectivity in two-dimensions in layers of molecules. In monoclinic(3: X = o-NO2), however, the oxygen atoms of the nitro group function as additional O—H···O and N—H···O hydrogen-bond acceptors resulting in a more complex form of two-dimensional connectivity.
Keywords: L-serine derivatives; Carbamate esters; Acylhydrazones; Hydrogen bonds; Single crystal structure analysis Document Type: Research Article DOI: http://dx.doi.org/10.1524/zkri.2011.1359 Publication date: 1 de Maio de 2011

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