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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⋯...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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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. |
format | Text |
id | pubmed-3011551 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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