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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...

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Autores principales: El Ghallab, Yassine, Derfoufi, Sanae, Ketatni, El Mostafa, Saadi, Mohamed, El Ammari, Lahcen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2020
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.
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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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