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Dibenzyl penta-thio-dicarbonate.

Wolfgang G Weber¹, James B McLeary, Jan-André Gertenbach

¹Department of Chemistry and Polymer Science, University of Stellenbosch, Private Bag X1, Matieland 7602, South Africa.

Acta Crystallographica. Section E, Structure Reports Online

|January 5, 2011

Summary

This summary is machine-generated.

This study reveals unique molecular interactions in a novel sulfur-rich organic compound. Shorter sulfur-sulfur distances and specific pi-pi stacking interactions dictate its crystal structure.

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Area of Science:

Crystal engineering
Supramolecular chemistry
Organic chemistry

Background:

Understanding non-covalent interactions is crucial for designing novel materials.
Sulfur-rich organic compounds exhibit unique electronic and structural properties.
Crystal structure analysis provides insights into molecular packing and intermolecular forces.

Purpose of the Study:

To elucidate the crystal structure and intermolecular interactions of a novel C(16)H(14)S(5) compound.
To investigate the significance of short sulfur-sulfur contacts and pi-pi interactions.
To characterize the packing motif and its influence on the overall structure.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the three-dimensional crystal structure.
Analysis of non-bonded intra-molecular S-S distances and inter-planar distances for pi-pi interactions.
Identification of C-H...pi interactions and overall packing arrangement.

Main Results:

The crystal structure of C(16)H(14)S(5) was determined, revealing short intra-molecular S-S distances (2.808(16) and 2.784(16) Å).
Offset pi-pi interactions between phenyl rings with an inter-planar distance of 3.41(2) Å were observed.
Edge-to-face C-H...pi stacking contributes to a herring-bone packing motif.

Conclusions:

The title compound exhibits unusual short sulfur-sulfur contacts, suggesting potential for unique electronic properties.
The interplay of pi-pi and C-H...pi interactions governs the crystal packing, forming a defined herring-bone structure.
These findings contribute to the understanding of structure-property relationships in sulfur-rich organic materials.