Abstract
Organic crystalline materials having a lamellar π–π stacked structural motif with short interplanar distance are significant for many applications. By asymmetrically introducing perfluoroalkyl substituents onto and polarizable sulfur atoms into N-containing heteroaromatics, we successfully synthesized a novel type of aromatic material that preferentially forms lamellar π–π stacked crystalline materials with a interplanar π–π distance of 3.247 A, more than 0.1 A shorter than that of highly oriented pyrolytic graphite (HOPG) where interplanar distance ranges from 3.35 to 3.39 A.
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