Hydrogen bond-directed supramolecular polymorphism leading to soft and hard molecular ordering

Abstract
Transformation of metastable supramolecular stacks of hydrogen-bonded rosettes composed of an ester-containing barbiturated naphthalene into crystalline nanosheets occurs through the rearrangement of hydrogen-bonding patterns. The involvement of the ester group in the crystalline hydrogen-bonded pattern is demonstrated, guiding us to a new molecular design that can afford supramolecular polymorphs with soft and hard molecular packing.
Funding Information
  • Japan Society for the Promotion of Science (17J02520, 19H02760)
  • Murata Science Foundation