Molecular associations of 5-membered benzofused heterocyclic donors with organic acceptors

Benzofused heterocycles like 10H-[1]benzo thieno[3,2-b] indole and thieno[3,2-b]benzo[b]thiophene form molecular associations with π* organic acceptors. The weak interactions involved are viewed in terms of UV-Vis and IR techniques. The results, mainly in the case of complexes of 10H-[1]benzo thieno[3,2-b] indole, are in some disagreement with the literature. The structure of the complex 10H-[1]benzo thieno[3,2-b] indole/tetracyanoethylene is also reported. The four condensed rings constitute a conjugate system with significant lengthenings of the aromatic ring bonds and a shortening of those of the five-membered rings. The fragment as a whole is almost planar, and forms a dihedral angle of 39.9(1)° with the planar tetracyanoethylene molecule.