Issue 45, 2023

Classification of crystal structures of thiophene-containing organic semiconductors

Abstract

Oligothiophenes and thienoacenes are essential components of organic semiconductors and usually form herringbone structures with dihedral angles of θ = 50–60°. However, when more than three thiophene rings are fused, a stacking structure with θ = 125–130° appears. Since the molecules are located on a lattice point, the lattice constants as well as the intermolecular geometry are obtained by a simple relation of θ and the molecular size. Stacking structures are preferred when the peripheral hydrogen atoms are lost or when polar oxygen atoms are included. Coronene and ovalene with more than a three-ring width form a stacking structure called the γ-structure with θ = 90°, and some molecules form pitched π-stacking with a nonparallel terminal contact, where the intermolecular geometry is obtained by the same relation as the herringbone structures. For the molecular rotation of the γ-structure within the molecular plane, the nonparallel contact is usually formed using the molecular zigzag edge.

Graphical abstract: Classification of crystal structures of thiophene-containing organic semiconductors

Supplementary files

Article information

Article type
Paper
Submitted
11 Sep 2023
Accepted
16 Oct 2023
First published
17 Oct 2023

CrystEngComm, 2023,25, 6266-6278

Classification of crystal structures of thiophene-containing organic semiconductors

T. Mori, CrystEngComm, 2023, 25, 6266 DOI: 10.1039/D3CE00893B

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