Each of these studies has provided insight into how the supramolecular packing of helicenes affects their properties. Here we aim to build on these studies by exploring the relationship between molecular shape, chirality, size and intermolecular interactions and their effect on crystal packing. Through this study, we use CSP to explore the effect of changing the number of aromatic rings, n, in [n]helicene on the molecules' crystal packing behaviour and intermolecular interactions. Using the CSP landscapes of napthalene and [3]- [12]helicene (Fig. ), we examine the trends in the polymorphic behaviour and π -π interactions. Our results show that the packing behaviour changes as a function of the molecular shape, with similar length helicenes containing similar packing motifs. Moreover, the lattice energy increases with the degree of π -π stacking in the crystal, but mid-length helicenes ([5]- [7]helicene) are more likely to contain stable structures with some degree of π -π stacking than other helicenes. For [n]helicenes whose crystal structures have been obtained experimentally, our results show excellent agreement between the computationally predicted lowest energy structure and that obtained experimentally. By analysing the computationally predicted structures for [n]helicenes whose crystal structures have not been characterised, we posit that [12]helicene may have high hole mobility, making it an attractive candidate for organic electronic devices.