Preparation of Triphenylene Supramolecular Cocrystals and Investigation of Their Intermolecular Interactions

Guided by theoretical calculations, we designed and synthesized supramolecular cocrystals TP-TFDN and TP-TFBN. Through single crystal analysis and intermolecular interaction studies, the mechanism of cocrystal formation was elucidated. The research results indicate that both cocrystals are charge transfer cocrystals, with molecules forming columnar layer-by-layer stacking through π-π interactions, with a π-π interaction energy of approximately 70 kJ/mol. Hydrogen bonding interactions form a cocrystal network structure within the same layer, with hydrogen bond energies for C—H…N and C—H…F bonds ranging from 1.688 kJ/mol to 4.248 kJ/mol and from 0.252 kJ/mol to 5.212 kJ/mol, respectively. Studying intermolecular interactions at the molecular level within the cocrystal provides valuable insights into the mechanism of cocrystal formation, facilitating the design and synthesis of novel materials.