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Acta Crystallographica. Section E, Structure Reports Online

|July 15, 2011

Summary

This study details the crystal structure of a novel benzofuranone derivative, highlighting the spatial arrangement of its furan and methyl groups. Molecular interactions in the crystal lattice were analyzed, revealing specific chain formations.

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Area of Science:

Organic Chemistry
Crystallography

Background:

Benzofuranone derivatives are important scaffolds in medicinal chemistry.
Understanding the stereochemistry and crystal packing of such compounds is crucial for drug design.

Purpose of the Study:

To elucidate the three-dimensional structure of (3R*,3aR*)-3-(3-furan-yl)-3a,7-dimethyl-3a,4,5,6-tetra-hydro-2-benzofuran-1(3H)-one.
To analyze the molecular conformation and intermolecular interactions in the solid state.

Main Methods:

Single-crystal X-ray diffraction analysis was performed.
The crystal structure was solved and refined.

Main Results:

The compound exhibits a specific stereochemical configuration where pendant methyl and furan groups are on the same side of the fused ring system.
A dihedral angle of 74.8° was observed between the five-membered rings, indicating a twisted conformation.
Weak C-H⋯O interactions were identified, leading to the formation of [100] chains in the crystal.

Conclusions:

The study provides detailed structural insights into a novel benzofuranone derivative.
The observed crystal packing and intermolecular interactions offer valuable information for further synthetic modifications and structure-activity relationship studies.