Angular group-induced bond alternation. III. The case of ortho-dimethoxybenzene derivatives. Crystal and molecular structure of 3,4-dimethoxybenzaldehyde (4-methylphenyl)sulfonylhydrazone

Abstract

The crystal and molecular structure of the 3,4-dimethoxybenzaldehyde (4-methylphenyl)-sulfonylhydrazone is reported, with R = 0.0647. Application of the HOSE model to the molecular geometry of the title compound, together with the most precise molecular geometries for 36 ortho-dimethoxy derivatives of benzene retrieved from Cambridge Structural Database (CSD) and supplemented by ab initio RHF/6-311G ∗∗ calculations, led to the conclusion that the o-dimethoxy groups cause significant changes in ring geometry, fully in line with the concept of Angular Group Induced Bond Alternation (AGIBA).