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Electrophilic Aromatic Substitution: Sulfonation of Benzene

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S-Phenyl benzothio-ate.

Yonas H Belay¹, Henok H Kinfe, Alfred Muller

¹Research Centre for Synthesis and Catalysis, Department of Chemistry, University of Johannesburg (APK Campus), PO Box 524, Auckland Park, Johannesburg, 2006, South Africa.

Acta Crystallographica. Section E, Structure Reports Online

|November 6, 2012

Summary

This summary is machine-generated.

This study details the crystal structure of a C(13)H(10)OS compound, revealing specific molecular arrangements and intermolecular interactions like hydrogen bonds and pi-pi stacking.

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Area of Science:

Crystallography
Molecular structure analysis
Supramolecular chemistry

Background:

Understanding molecular packing is crucial for predicting material properties.
Intermolecular forces dictate crystal lattice formation and stability.
The C(13)H(10)OS compound's structure was previously uncharacterized.

Purpose of the Study:

To elucidate the crystal structure of the C(13)H(10)OS compound.
To identify and analyze the intermolecular interactions present in the crystal lattice.
To provide a foundation for further studies on related sulfur-containing organic molecules.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of bond lengths, bond angles, and intermolecular contacts was performed.
Hydrogen bond analysis and pi-pi interaction quantification were conducted.

Main Results:

The crystal structure of C(13)H(10)OS was successfully determined.
Phenyl rings exhibit a dihedral angle of 51.12(8)°.
Intermolecular interactions include C-H⋯O hydrogen bonds forming chains, C-H⋯π interactions, and weak π-π stacking (3.9543(10) Å).

Conclusions:

The crystal packing of C(13)H(10)OS is governed by a combination of hydrogen bonding and van der Waals forces.
The identified intermolecular interactions provide insights into the compound's solid-state behavior.
This structural data serves as a reference for future research in organic crystal engineering.