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Crystal structure and Hirshfeld surface analysis of 4-allyl-2-meth-oxy-6-nitro-phenol.

ABSTRACT: The asymmetric unit of the title compound, C10H11NO4, which was synthesized via nitration reaction of eugenol (4-allyl-2-meth-oxy-phenol) with a mixture of nitric acid and sulfuric acid, consists of three independent mol-ecules of similar geometry. Each mol-ecule displays an intra-molecular hydrogen bond involving the hydroxide and the nitro group forming an S(6) motif. The crystal cohesion is ensured by inter-molecular C-H?O hydrogen bonds in addition to ?-? stacking inter-actions 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.

SUBMITTER: El Ghallab Y

PROVIDER: S-EPMC7057379 | biostudies-literature | 2020 Mar

REPOSITORIES: biostudies-literature

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Crystal structure and Hirshfeld surface analysis of 4-allyl-2-meth-oxy-6-nitro-phenol.

El Ghallab Yassine Y Derfoufi Sanae S Ketatni El Mostafa EM Saadi Mohamed M El Ammari Lahcen L

Acta crystallographica. Section E, Crystallographic communications 20200228 Pt 3

The asymmetric unit of the title compound, C10H11NO4, which was synthesized via nitration reaction of eugenol (4-allyl-2-meth-oxy-phenol) with a mixture of nitric acid and sulfuric acid, consists of three independent mol-ecules of similar geometry. Each mol-ecule displays an intra-molecular hydrogen bond involving the hydroxide and the nitro group forming an S(6) motif. The crystal cohesion is ensured by inter-molecular C-H⋯O hydrogen bonds in addit ...[more]

PMID: 32148895

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