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Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This study details the crystal structure of a dibenzylbutyrolactone compound, revealing its specific molecular conformation and stabilization through hydrogen bonding. The findings provide insights into the structural characteristics of this chemical class.

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Area of Science:

Organic Chemistry
Crystallography

Background:

Dibenzylbutyrolactone derivatives are significant in natural product chemistry.
Understanding their three-dimensional structure is crucial for structure-activity relationship studies.

Purpose of the Study:

To elucidate the crystal structure and molecular conformation of the title compound, (3R-trans)-4-[(3,4-dimethoxy-phen-yl)meth-yl]-3-[(4-hydr-oxy-3-methoxy-phen-yl)meth-yl]-4,5-dihydrofuran-2(3H)-one.
To analyze the intermolecular interactions, specifically hydrogen bonding, that stabilize the crystal packing.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular structure.
Analysis of bond lengths, bond angles, and dihedral angles provided conformational details.
Identification of hydrogen bond donors and acceptors was performed.

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Main Results:

The compound possesses a dibenzylbutyrolactone skeleton with a molecular formula of C(21)H(24)O(6).
The two aromatic rings exhibit a dihedral angle of 68.75(7)°, indicating a specific spatial arrangement.
The lactone ring adopts an envelope conformation, and crystal packing is stabilized by O-H⋯O and C-H⋯O hydrogen bonds.

Conclusions:

The crystal structure of the title compound has been successfully determined.
The study highlights the importance of hydrogen bonding in the solid-state structure of dibenzylbutyrolactones.
The assigned absolute configuration is consistent with existing literature data.