Charge transport is highly sensitive to small changes in molecular packing, which dictates the electronic coupling between molecules. We therefore developed methods to analyze geometric parameters within predicted crystal structures that display extended π-stacked columns. The distribution of predicted structures in Figure is coloured according to the geometric overlap of neighbouring stacked molecules, which was calculated from the projection of their planes of best fit (Figure and SI). This geometric measure of stacking overlap is used as a proxy for overlap of frontier molecular orbitals and is correlated with efficient charge transport and exciton dissociation in π-conjugated materials. From a predictive point of view, the distribution of π-overlap on the ESF maps is important.