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Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol
The asymmetric unit of the title compound, C(10)H(11)NO(4), which was synthesized via nitration reaction of eugenol (4-allyl-2-methoxyphenol) with a mixture of nitric acid and sulfuric acid, consists of three independent molecules of similar geometry. Each molecule displays an intramolecular hy...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7057379/ https://www.ncbi.nlm.nih.gov/pubmed/32148895 http://dx.doi.org/10.1107/S2056989020002601 |
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author | El Ghallab, Yassine Derfoufi, Sanae Ketatni, El Mostafa Saadi, Mohamed El Ammari, Lahcen |
author_facet | El Ghallab, Yassine Derfoufi, Sanae Ketatni, El Mostafa Saadi, Mohamed El Ammari, Lahcen |
author_sort | El Ghallab, Yassine |
collection | PubMed |
description | The asymmetric unit of the title compound, C(10)H(11)NO(4), which was synthesized via nitration reaction of eugenol (4-allyl-2-methoxyphenol) with a mixture of nitric acid and sulfuric acid, consists of three independent molecules of similar geometry. Each molecule displays an intramolecular hydrogen bond involving the hydroxide and the nitro group forming an S(6) motif. The crystal cohesion is ensured by intermolecular C—H⋯O hydrogen bonds in addition to π–π stacking interactions between the aromatic rings [centroid–centroid distances = 3.6583 (17)–4.0624 (16) Å]. The Hirshfeld surface analysis and the two-dimensional fingerprint plots show that H⋯H (39.6%), O⋯H/H⋯O (37.7%), C⋯H/H⋯C (12.5%) and C⋯C (4%) are the most important contributors towards the crystal packing. |
format | Online Article Text |
id | pubmed-7057379 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-70573792020-03-06 Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol El Ghallab, Yassine Derfoufi, Sanae Ketatni, El Mostafa Saadi, Mohamed El Ammari, Lahcen Acta Crystallogr E Crystallogr Commun Research Communications The asymmetric unit of the title compound, C(10)H(11)NO(4), which was synthesized via nitration reaction of eugenol (4-allyl-2-methoxyphenol) with a mixture of nitric acid and sulfuric acid, consists of three independent molecules of similar geometry. Each molecule displays an intramolecular hydrogen bond involving the hydroxide and the nitro group forming an S(6) motif. The crystal cohesion is ensured by intermolecular C—H⋯O hydrogen bonds in addition to π–π stacking interactions between the aromatic rings [centroid–centroid distances = 3.6583 (17)–4.0624 (16) Å]. The Hirshfeld surface analysis and the two-dimensional fingerprint plots show that H⋯H (39.6%), O⋯H/H⋯O (37.7%), C⋯H/H⋯C (12.5%) and C⋯C (4%) are the most important contributors towards the crystal packing. International Union of Crystallography 2020-02-28 /pmc/articles/PMC7057379/ /pubmed/32148895 http://dx.doi.org/10.1107/S2056989020002601 Text en © El Ghallab et al. 2020 http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/4.0/ |
spellingShingle | Research Communications El Ghallab, Yassine Derfoufi, Sanae Ketatni, El Mostafa Saadi, Mohamed El Ammari, Lahcen Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol |
title | Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol |
title_full | Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol |
title_fullStr | Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol |
title_full_unstemmed | Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol |
title_short | Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol |
title_sort | crystal structure and hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7057379/ https://www.ncbi.nlm.nih.gov/pubmed/32148895 http://dx.doi.org/10.1107/S2056989020002601 |
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