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

Author:

Howie R. Alan1,de Souza Marcos V. N.2,Pinheiro Alessandra3,Kaiser Carlos R.4,Wardell James L.5,Wardell Solange M. S. V.6

Affiliation:

1. University of Aberdeen, Department of Chemistry, Old Aberdeen, AB24 3UE, Scotland, Großbritannien

2. Fundacao Oswaldo Cruz, Instituto de Tecnologia em Farmacos – Farmang, Rio de Janeiro, Brasilien

3. Fundacao Oswaldo Cruz, Instituto de Tecnologia em Fármacos-Farmanguinhos, Rio de Janeiro, Brasilien

4. Universidade Federal do Rio de Janeiro, Instituto de Quimica, Rio de Janeiro, Brasilien

5. Universidade Federal de Minas Gerais, Departamento de Quimica, Belo Horizonte, Brasilien

6. CHEMSOL, Aberdeen AB15 5NY, Großbritannien

Abstract

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.

Publisher

Walter de Gruyter GmbH

Subject

Inorganic Chemistry,Condensed Matter Physics,General Materials Science

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