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2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate
The hydrazone molecule in title monohydrate, C(14)H(13)N(3)O(4)·H(2)O, is almost coplanar, the dihedral angle between the terminal benzene rings being 3.22 (15)°; the nitro group is coplanar with the benzene ring to which it is bonded [O—N—C—C = −2.8 (4)°]. The hydroxy group forms an intramolecul...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295529/ https://www.ncbi.nlm.nih.gov/pubmed/22412640 http://dx.doi.org/10.1107/S1600536812006241 |
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author | Howie, R. Alan Wardell, James L. Wardell, Solange M. S. V. Tiekink, Edward R. T. |
author_facet | Howie, R. Alan Wardell, James L. Wardell, Solange M. S. V. Tiekink, Edward R. T. |
author_sort | Howie, R. Alan |
collection | PubMed |
description | The hydrazone molecule in title monohydrate, C(14)H(13)N(3)O(4)·H(2)O, is almost coplanar, the dihedral angle between the terminal benzene rings being 3.22 (15)°; the nitro group is coplanar with the benzene ring to which it is bonded [O—N—C—C = −2.8 (4)°]. The hydroxy group forms an intramolecular hydrogen bond with the imine N atom, and the conformation about the imine bond [1.305 (3) Å] is E. In the crystal, supramolecular layers in the (203) plane are connected into a double layer via water–nitro O—H⋯O hydrogen bonds, along with π–π interactions [ring centroid–centroid distance = 3.7859 (19) Å]. |
format | Online Article Text |
id | pubmed-3295529 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32955292012-03-12 2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate Howie, R. Alan Wardell, James L. Wardell, Solange M. S. V. Tiekink, Edward R. T. Acta Crystallogr Sect E Struct Rep Online Organic Papers The hydrazone molecule in title monohydrate, C(14)H(13)N(3)O(4)·H(2)O, is almost coplanar, the dihedral angle between the terminal benzene rings being 3.22 (15)°; the nitro group is coplanar with the benzene ring to which it is bonded [O—N—C—C = −2.8 (4)°]. The hydroxy group forms an intramolecular hydrogen bond with the imine N atom, and the conformation about the imine bond [1.305 (3) Å] is E. In the crystal, supramolecular layers in the (203) plane are connected into a double layer via water–nitro O—H⋯O hydrogen bonds, along with π–π interactions [ring centroid–centroid distance = 3.7859 (19) Å]. International Union of Crystallography 2012-02-17 /pmc/articles/PMC3295529/ /pubmed/22412640 http://dx.doi.org/10.1107/S1600536812006241 Text en © Howie et al. 2012 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 Howie, R. Alan Wardell, James L. Wardell, Solange M. S. V. Tiekink, Edward R. T. 2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate |
title | 2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate |
title_full | 2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate |
title_fullStr | 2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate |
title_full_unstemmed | 2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate |
title_short | 2-{(E)-1-[2-(2-Nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate |
title_sort | 2-{(e)-1-[2-(2-nitrophenyl)hydrazin-1-ylidene]ethyl}benzene-1,3-diol monohydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3295529/ https://www.ncbi.nlm.nih.gov/pubmed/22412640 http://dx.doi.org/10.1107/S1600536812006241 |
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