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3,6-Dichloro-catechol.

An-Le Xie¹, Tong-Jian Ding, Xiao-Ping Cao

¹State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This summary is machine-generated.

This study reveals how dichlorophenol (C6H4Cl2O2) forms a 3D structure through hydrogen bonds and benzene ring stacking. These interactions create a stable, extended molecular network.

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Area of Science:

Crystal Engineering
Supramolecular Chemistry
Materials Science

Background:

Understanding molecular self-assembly is crucial for designing novel materials.
Hydrogen bonding and π-π interactions are key non-covalent forces driving supramolecular architecture.
The specific compound C6H4Cl2O2 was investigated for its self-assembly behavior.

Purpose of the Study:

To elucidate the supramolecular structure of the title compound, C6H4Cl2O2.
To analyze the role of hydrogen bonding and π-π stacking in forming the 3D network.
To characterize the specific distances and geometry of π-π interactions.

Main Methods:

Single-crystal X-ray diffraction was used to determine the molecular and crystal structure.
Analysis of intermolecular interactions, including hydrogen bonds and π-π stacking, was performed.
Geometric parameters of the observed interactions were calculated.

Main Results:

The compound C6H4Cl2O2 forms a 2D hydrogen-bonded network.
A 3D supramolecular structure is achieved through the combination of hydrogen bonds and π-π stacking.
π-π interactions occur between centrosymmetrically related molecules with centroid-centroid distances of 3.7676(13) and 3.7107(13) Å.

Conclusions:

The crystal structure of C6H4Cl2O2 is stabilized by a combination of hydrogen bonding and π-π stacking.
These interactions lead to the formation of a robust three-dimensional supramolecular network.
The findings contribute to the understanding of crystal engineering principles for dichlorophenol derivatives.