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Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate

The shape of the title compound, C(19)H(21)N(3)O(6), is curved with the conformation about the imine bond [1.291 (3) Å] being E. While the hy­droxy-substituted benzene ring is almost coplanar with the hydrazinyl residue [N—N—C—C = 177.31 (18)°], an observation correlated with an intra­molecular O—H⋯...

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Autores principales: de Souza, Marcus V. N., Pinheiro, Alessandra C., Tiekink, Edward R. T., Wardell, Solange M. S. V., Wardell, James L.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011551/
https://www.ncbi.nlm.nih.gov/pubmed/21589538
http://dx.doi.org/10.1107/S1600536810047720
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author de Souza, Marcus V. N.
Pinheiro, Alessandra C.
Tiekink, Edward R. T.
Wardell, Solange M. S. V.
Wardell, James L.
author_facet de Souza, Marcus V. N.
Pinheiro, Alessandra C.
Tiekink, Edward R. T.
Wardell, Solange M. S. V.
Wardell, James L.
author_sort de Souza, Marcus V. N.
collection PubMed
description The shape of the title compound, C(19)H(21)N(3)O(6), is curved with the conformation about the imine bond [1.291 (3) Å] being E. While the hy­droxy-substituted benzene ring is almost coplanar with the hydrazinyl residue [N—N—C—C = 177.31 (18)°], an observation correlated with an intra­molecular O—H⋯N hydrogen bond leading to an S(6) ring, the remaining residues exhibit significant twists. The carbonyl residues are directed away from each other as are the amines. This allows for the formation of O—H⋯O and N—H⋯O hydrogen bonds in the crystal, which lead to two-dimensional supra­molecular arrays in the ac plane. Additional stabilization to the layers is afforded by C—H⋯π inter­actions.
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spelling pubmed-30115512010-12-30 Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate de Souza, Marcus V. N. Pinheiro, Alessandra C. Tiekink, Edward R. T. Wardell, Solange M. S. V. Wardell, James L. Acta Crystallogr Sect E Struct Rep Online Organic Papers The shape of the title compound, C(19)H(21)N(3)O(6), is curved with the conformation about the imine bond [1.291 (3) Å] being E. While the hy­droxy-substituted benzene ring is almost coplanar with the hydrazinyl residue [N—N—C—C = 177.31 (18)°], an observation correlated with an intra­molecular O—H⋯N hydrogen bond leading to an S(6) ring, the remaining residues exhibit significant twists. The carbonyl residues are directed away from each other as are the amines. This allows for the formation of O—H⋯O and N—H⋯O hydrogen bonds in the crystal, which lead to two-dimensional supra­molecular arrays in the ac plane. Additional stabilization to the layers is afforded by C—H⋯π inter­actions. International Union of Crystallography 2010-11-20 /pmc/articles/PMC3011551/ /pubmed/21589538 http://dx.doi.org/10.1107/S1600536810047720 Text en © Souza et al. 2010 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
de Souza, Marcus V. N.
Pinheiro, Alessandra C.
Tiekink, Edward R. T.
Wardell, Solange M. S. V.
Wardell, James L.
Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate
title Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate
title_full Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate
title_fullStr Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate
title_full_unstemmed Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate
title_short Benzyl N-[(S)-2-hy­droxy-1-({[(E)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate
title_sort benzyl n-[(s)-2-hy­droxy-1-({[(e)-2-hy­droxy-4-meth­oxy­benzyl­idene]hydrazin­yl}carbon­yl)eth­yl]carbamate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3011551/
https://www.ncbi.nlm.nih.gov/pubmed/21589538
http://dx.doi.org/10.1107/S1600536810047720
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