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

R. Alan Howie; Marcos V. N. de Souza; Alessandra Pinheiro; Carlos R. Kaiser; James L. Wardell; Solange M. S. V. Wardell

doi:10.1524/zkri.2011.1359

Published by De Gruyter (O) March 2, 2011

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

R. Alan Howie , Marcos V. N. de Souza , Alessandra Pinheiro , Carlos R. Kaiser , James L. Wardell and Solange M. S. V. Wardell

From the journal Zeitschrift für Kristallographie

https://doi.org/10.1524/zkri.2011.1359

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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

Published Online: 2011-03-02

Published in Print: 2011-05

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

Abstract

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