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7-Acetoxy-cochinchinone I.

Suchada Chantrapromma, Nawong Boonnak, Hoong-Kun Fun

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of a novel xanthone derivative, revealing its planar xanthone core and a flexible geranyl side chain. Molecular interactions and hydrogen bonding were analyzed, providing insights into its solid-state arrangement.

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Area of Science:

Organic Chemistry
Crystallography
Structural Chemistry

Background:

Xanthone derivatives are a class of natural products and synthetic compounds with diverse biological activities.
Understanding the three-dimensional structure of these molecules is crucial for structure-activity relationship studies and drug design.

Purpose of the Study:

To elucidate the crystal structure of the title compound, 12-[(2E)-3,7-dimethyl-2,6-octa-dien-yl]-5,8-dihydr-oxy-2,2-dimethyl-2H,6H-pyrano[3,2-b]xanthen-6-one.
To analyze the molecular conformation, including the planarity of the xanthone core, the conformation of the geranyl side chain, and the presence of intramolecular interactions.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the crystal structure.
Analysis of bond lengths, bond angles, dihedral angles, and intermolecular interactions was performed.

Main Results:

The xanthone ring system (A/B/C) is essentially planar, with small dihedral angles between the rings.
The chromene ring (D) adopts a sofa conformation, and the geranyl side chain is attached axially with an (-)-synclinal conformation.
An intramolecular hydrogen bond was observed, forming an S(6) ring motif. Weak C-H⋯O, C-H⋯π, and π-π interactions were also identified in the crystal lattice.

Conclusions:

The crystal structure provides a detailed understanding of the molecular architecture of this xanthone derivative.
The observed conformational preferences and intermolecular interactions offer insights into the solid-state behavior and potential crystal engineering strategies.