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35 Crystal Engineering and Molecular Recognition rn 0 Stack Offset stack Herringbone Figure 1 Stacking and herringbone arrangements in n-systems The packing of aliphatic side chains in molecular crystals may be governed to a much greater extent by ‘pure’ van der Waals forces. When the side chain is longer than around five carbon atoms, H-H interactions predominate leading to the so-called hydrophobic effect, which leads to preferential close packing of the aliphatic side chains. It should be noted that these interactions are also important in establishing the tertiary and quaternary structures of biological macromolecules.