Packing structures of (trialkylsilyl)ethynyl-substituted dinaphtho[2,3-b:2′,3′-f]thieno[3,2-b]thiophenes (DNTTs): effects of substituents on crystal structures and transport properties

Abstract

Novel (trialkylsilyl)ethynyl-substituted DNTT derivatives are synthesized, and their crystal structures, transport properties, and the structure–property relationship are elucidated.

Synthesis, crystal structures and semiconductor properties of 2-(thiopyran-4-ylidene)-1,3-benzodithioles with an aryl substituent

“…However, in the case of compound 2 , the overlap integral between the dimers was relatively large, resulting in the formation of effective carrier paths. 49 The space group for compound 3 was P 2 1 2 1 2 1 . The crystal contained N⋯S contacts (3.25 Å) smaller than the sum of the van der Waals radius.…”

What Defines a Crystal Structure? Effects of Chalcogen Atoms in 3,7‐Bis(methylchalcogeno)benzo[1,2‐b:4,5‐b′]dichalcogenophene‐Based Organic Semiconductors†

“…This is reminiscent of sandwich herringbone structures observed in several organic semiconductors such as perylene, [ 37 ] [1]benzotelluropheno[3,2‐ b ][1]benzotellurophene (BTeBTe), [ 38 ] and dinaphtho[1,2‐ b :1′,2′‐ f ]thieno[3,2‐ b ]thiophene, [ 39 ] most of which showed poor FET characteristics. [ 40 ]…”

Various Sorts of Chalcogen Bonds Formed by an Aromatic System

“…Moreover, the emphasis here lies with the intrinsic preferences for geometrical alignment, free of external forces such as crystal packing phenomena. Nonetheless, there are indications that perpendicular alignments of the sort representing the most stable dimers a , b , and c , as well as certain others, do appear in crystals, ,− albeit modified a bit by crystal packing forces. In a broader sense, earlier surveys of crystal structures had suggested a proclivity of nucleophiles to approach a divalent S either from directly above or within the molecular plane, consistent with the perpendicular and coplanar dimers elucidated here.…”