The crystal structures of five hemiadducts of paracetamol and a related 1:1 adduct of paracetamol are described. All structures are characterised by the formation of chains of paracetamol molecules, linked either via OH-… O=C interactions [C(9) chains in graph set notation] or NH… O=C interactions [C(4) chains], depending on the presence or absence of substituent groups on the guest molecule. Throughout the series the structural rearrangement due to each guest molecule can be followed by comparison of H-bond strengths with those in the Cambridge Structural Database. In addition, the role of both molecular and space group symmetry in crystal formation can now be investigated with the help of a new relational database from the CCDC, CSD symmetry.
- c0-crystal formation