How Do G–Se Nonbonded and Y–Se Through π -Bond Interactions Determine the Structures of 8-G-1-(p-YC6H4Se)C10H6?

Abstract

Structures of 8-G-1-(p-YC 6 H 4 Se)C 10 H 6 (G = H (1), SeMe (2), Cl (3), and Br (4)) bearing various Y are determined by the X-ray crystallographic analysis. While Y dependence in the structures originates from the through π interaction between n p (Se) and n p (Y), G dependence is based on the nonbonded n p (G)…σ*(Se–C) 3c–4e interaction. QC calculations reveal that the specific stability appears when the π 2c–4e is distorted (Möbius type stability).