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Updated: Jun 1, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
1,4-Bis(methyl-sulfan-yl)naphthalene.
The crystal structure of C(12)H(12)S(2) reveals a nearly planar molecule. Intermolecular sulfur-sulfur contacts exceed van der Waals distances, indicating no significant intermolecular interactions in the solid state.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding molecular geometry and intermolecular interactions is crucial for predicting material properties.
- Sulfur-containing organic molecules exhibit diverse structural motifs and potential applications.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(12)H(12)S(2).
- To analyze the molecular planarity and intermolecular sulfur-sulfur contacts.
- To assess potential intermolecular interactions in the solid state.
Main Methods:
- Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
- Analysis of atomic deviations from the naphthalene mean plane quantified molecular planarity.
- Interatomic distances were compared to established van der Waals radii.
Main Results:
- The C(12)H(12)S(2) molecule adopts a nearly planar conformation.
- Methyl carbon atoms show minor deviations from the naphthalene mean plane.
- The shortest intermolecular sulfur-sulfur (S⋯S) contact is 3.6864(9) Å, which is greater than the sum of van der Waals radii.
Conclusions:
- The title compound exists as discrete molecules in the crystal lattice.
- The observed S⋯S distances suggest weak or negligible intermolecular interactions.
- The structural data provides a foundation for further studies on the compound's physical and chemical properties.
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