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Updated: Jan 15, 2026
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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
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4-[(4-Amino-phen-yl)sulfan-yl]aniline
Rao M Uppu1, Ogad A Agu2, Patrick F Mensah2
1Department of Environmental Toxicology Southern University and A&M College Baton Rouge Louisiana 70813 USA.
Iucrdata
|October 8, 2025
Summary
This study redetermined the crystal structure of C12H12N2S, revealing a chiral conformation despite the molecule being achiral. The findings highlight sulfur bridges
Area of Science:
- Crystallography
- Materials Science
- Organic Chemistry
Background:
- The compound C12H12N2S was previously studied.
- Understanding molecular conformation and crystal packing is crucial for materials design.
Purpose of the Study:
- To redetermine the crystal structure of C12H12N2S.
- To investigate the relationship between molecular conformation and crystal packing.
- To explore the role of sulfur bridges in intermolecular interactions.
Main Methods:
- Low-temperature (100 K) single-crystal X-ray diffraction.
- Structure refinement.
- Analysis of intermolecular interactions (hydrogen bonding, π-interactions).
Main Results:
- The structure was refined, revealing a chiral conformation in the Sohncke space group P212121.
- The dihedral angle between phenyl groups was determined to be 72.01(7)°.
- A 3D hydrogen-bonded network was observed involving NH2 substituents, sulfur atoms, nitrogen atoms, and π-systems.
Conclusions:
- Achiral molecules can adopt chiral conformations in the solid state.
- Sulfur bridges play a significant role in directing crystal packing and intermolecular interactions.
- These findings are relevant for tuning packing interactions in polymer design.
Keywords:
4,4′-bridged dianilines4,4′-thiodianilinecrystal structureshape-memory polymers and vitrimersMore Related Videos
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