Stacking structure with trimolecular units of donor–acceptor–donor in a charge-transfer complex of dinaphtho[1,2-b:1′,2′-e]-1,4-dithiin with tetracyanoquinodimethane

Abstract

Dinaphtho[1,2-b:1′,2′-e]-1,4-dithiin (DND) was prepared as an electron-donor species and upon reaction with the electron-acceptor species 7,7,8,8-tetracyanoquinodimethane (TCNQ) was found to form a charge-transfer complex with a donor : acceptor ratio of 2 : 1. The crystal and molecular structure of this complex has been determined. The molecules are arranged in a mixed stack composed of the trimolecular donor–acceptor–donor units, which are further linked by the donor–donor overlap. The donor molecules are folded along the S–S axis with a dihedral angle of 140.6°.