The Extent of the Relationship between the Graph-Theoretical and the Geometrical Shape Coefficients of Chemical Compounds

It has been suggested that the radius-diameter diagram provides an effective characterization of the graphtheoretical and the geometric shapes of molecules and that these two types of shape are correlated with each other. This paper reports an analysis of 25 332 organic molecules from the Cambridge Structural Database and shows that there is only a low degree of correlation between the two shape measures, even for sets of structures that have minimal conformational flexibility.