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A chiral furocoumarin.

F H Billiot¹, D R Billodeaux, S F Watkins

¹Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803-1804, USA.

Acta Crystallographica. Section C, Crystal Structure Communications

|July 21, 2004

Summary

This study details the crystallization of a specific furocoumarin derivative as a monohydrate. The research confirms both chiral centers possess the S configuration and describes extensive hydrogen bonding interactions.

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Area of Science:

Crystallography
Organic Chemistry
Structural Chemistry

Background:

Furocoumarins are a class of organic compounds with diverse biological activities.
Understanding the solid-state structure of furocoumarin derivatives is crucial for structure-activity relationship studies.

Purpose of the Study:

To determine the crystal structure of the furocoumarin 1,2-dihydro-2-(1,2-dihydroxyprop-2-yl)-8H-furo[2,3-h]benzopyran-8-one monohydrate.
To characterize the stereochemistry and intermolecular interactions within the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction was employed to analyze the crystal structure.
Crystallization was performed using a methanol-water solvent system.

Main Results:

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The furocoumarin derivative crystallized as a monohydrate (C(14)H(14)O(5).H(2)O).
Both chiral centers were confirmed to have the S configuration.
Extensive intermolecular hydrogen bonding was observed between hydroxyl groups and water molecules, with O---O distances ranging from 2.7686 to 2.8717 Å.

Conclusions:

The study provides a detailed structural characterization of the furocoumarin monohydrate.
The observed hydrogen bonding network offers insights into the molecular packing and stability of the compound.