Bond orders and electron delocalization indices for S–N, S–C and S–S bonds in 1,2,3-dithiazole systems

Abstract

A parametric QTAIM-based (topological) model of bond orders and a modification of the Pauling bond order model are proposed for N,S-containing heterocycles, in particular, for 1,2,3-dithiazoles and 1,2,3-dithiazolium systems, which are prone to the formation of stable radicals and therefore are promising compounds in photovoltaics. These models have been parameterized for covalent S–N, S–C and S–S bonds using the electron delocalization indices. A modified Pauling’s bond order model uses turning radii, that is, the distances within which the potential acting on an electron in a system still tends to return that electron to the atomic basin, and avoids the need to choose the hybridization state of bound atoms arbitrarily.