cg401830f_si_002.pdf (1.34 MB)

Benzoselenadiazole Containing Donor–Acceptor–Donor Small Molecules: Nonbonding Interactions, Packing Patterns, and Optoelectronic Properties

Download (1.34 MB)
journal contribution
posted on 02.04.2014, 00:00 by Palas Baran Pati, Sanjio S. Zade
Herein, we describe the fine-tuning of intermolecular Se···N interaction in benzoselenadiazole (BDS) derivatives to form head-to-head dimers in the solid state. The structures and photophysical properties of phenyl-, thiophene-, and selenophene-capped BDS (1–3, respectively) are studied here. Because of the presence of the strong intramolecular Se···N interaction, selenophene-capped BDS 3 showed syn arrangement of two capped selenophene rings, whereas two thiophene rings in 2 showed an anti orientation. Compounds 1 and 2 showed the tendency to form head-to-head dimers in the solid state through the intermolecular Se···N interactions. In contrast to compounds 1 and 2, compound 3 does not form a dimer in the solid state and, instead, shows strong intramolecular Se···N interactions. The tendency to form dimers largely depends on the nonbonding interactions and the steric effect of capped rings.

History

Exports