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6,7-Dimeth-oxy-1,4-anthraquinone.

Chitoshi Kitamura¹, Naoki Akamatsu, Akio Yoneda

¹Department of Materials Science and Chemistry, Graduate School of Engineering, University of Hyogo, 2167 Shosha, Himeji, Hyogo 671-2280, Japan.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

The crystal structure of C(16)H(12)O(4) reveals an almost planar molecule with slightly twisted methoxy groups. Molecules pack in a herringbone pattern with significant pi-pi stacking interactions.

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Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Anthraquinone derivatives are important in various chemical applications.
Understanding molecular packing and intermolecular interactions is crucial for material properties.

Purpose of the Study:

To elucidate the crystal structure of the title compound C(16)H(12)O(4).
To analyze the molecular conformation and intermolecular interactions in the solid state.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the crystal structure.
Analysis of torsion angles and intermolecular distances provided insights into molecular geometry and packing.

Main Results:

The molecule C(16)H(12)O(4) exhibits a nearly planar anthraquinone core.
Methoxy groups show slight deviations from planarity with specific torsion angles.
A herringbone crystal packing arrangement was observed.
Face-to-face slipped anti-parallel pi-pi stacking interactions occur along the b axis with an inter-planar distance of 3.278 Å.

Conclusions:

The study provides a detailed structural characterization of C(16)H(12)O(4).
The observed pi-pi stacking interactions are significant for understanding the compound's solid-state behavior and potential applications.