Title of article :
Crystal structure and Hirshfeld surface analysis of 4-allyl-2-methoxy-6-nitrophenol
Author/Authors :
Ghallab, Yassine El Laboratory of Drugs Sciences - Biomedical Research and Biotechnology - Faculty of Medicine and Pharmacy - Hassan II University, Morocco , Derfoufi, Sanae Laboratory of Drugs Sciences - Biomedical Research and Biotechnology - Faculty of Medicine and Pharmacy - Hassan II University, Morocco , Ketatni, El Mostafa Laboratory of Organic and Analytical Chemistry - University Sultan Moulay, Slimane - Faculty of Science and Technology, Morocco , Saadi, Mohamed Laboratoire de Chimie Appliquée des Matériaux - Centre des Sciences des Matériaux - Faculty of Sciences - Mohammed V University in Rabat, Morocco , El Ammari, Lahcen Laboratoire de Chimie Appliquée des Matériaux - Centre des Sciences des Matériaux - Faculty of Sciences - Mohammed V University in Rabat, Morocco
Abstract :
The asymmetric unit of the title compound, C10H11NO4, 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.
Keywords :
crystal structure , nitroeugenol , hydrogen bonds , Hirshfeld surface analysis , IR , NMR
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
