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Acta Crystallographica. Section E, Structure Reports Online

|March 12, 2013

Summary

This study details the crystal structure of C19H16O2, revealing two distinct molecular conformations. These molecules form dimers through C-H⋯O interactions, leading to layered structures with significant π-π stacking between anthracenyl units.

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Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Understanding molecular packing is crucial for predicting material properties.
Anthracene derivatives are known for their photophysical properties and potential applications.

Purpose of the Study:

To elucidate the crystal structure and intermolecular interactions of the title compound C19H19O2.
To analyze the role of C-H⋯O and π-π stacking interactions in the self-assembly process.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of intermolecular contacts, including C-H⋯O and π-π stacking, was performed.

Main Results:

Two symmetry-independent molecules (A and B) with differing ethoxy group conformations were identified.
Inversion dimers formed via C-H⋯O interactions, with specific inter-planar distances for anthracenyl units.
Dimers assembled into columns through additional C-H⋯O contacts, forming (111) layers with observed π-π stacking.

Conclusions:

The crystal structure is dictated by a combination of C-H⋯O interactions and π-π stacking.
The conformational differences in the ethoxy groups influence the packing and stability of the crystal lattice.
The study provides insights into the supramolecular assembly of anthracene derivatives.