Electrostatic forces and geometry of organic molecules. Part II. Unsaturated acyclic molecules with one double bond: C=C, C=O, or C=N

Abstract

In the extension of the electrostatic approach developed in the previous paper on the basis of the available experimental and ab initio calculations data, the geometric structure of acyclic organic molecules containing one isolated chemical bond C=C, C=O, or C=N was analyzed. In agreement with conventional σ/π-representation for this type of bonds, the electrostatic model was suggested, comprising two kinds of local electron densities (LEDs) differing in topology and polarizability, which are in the close spin–spin interaction and show some asymmetry in behavior under the action of external perturbing electrostatic forces (ESFs). Based on the previously introduced concepts of LEDs, point positive charges (PPCs), directions of their most effective interaction (MEI) and using the procedure of fixed molecule (FM), the capabilities of the model were demonstrated on the examples of typical alkenes, carbonyl compounds, azomethines and oximes.