1,1'-Binaphthyl-2,2'-dicarboxylic acid-urea (1/1)

Area of Science:

• Crystal Engineering
• Supramolecular Chemistry
• Materials Science

Background:

• Hydrogen bonding plays a crucial role in the self-assembly of molecular structures.
• Chirality in crystal structures can lead to unique physical and chemical properties.
• Co-crystals offer a versatile platform for designing novel materials with tailored functionalities.

Purpose of the Study:

• To investigate the crystal structure and hydrogen bonding interactions in a co-crystal of 1,1 '-binaphthyl-2,2 '-dicarboxylic acid (BNDA) and urea.
• To elucidate the formation of a chiral two-dimensional polymeric structure.
• To understand the supramolecular assembly governing the crystal packing.

Main Methods:

• Single-crystal X-ray diffraction analysis was employed to determine the precise atomic arrangement.
• Hydrogen bond analysis was performed to identify and characterize intermolecular interactions.
• Chirality and symmetry elements of the crystal structure were analyzed.

Main Results:

• A novel co-crystal, C(22)H(14)O(4)·CH(4)N(2)O, was successfully synthesized and characterized.
• The crystal structure exhibits a chiral two-dimensional polymeric framework formed by BNDA and urea molecules linked via hydrogen bonds.
• Centrosymmetric stacking of BNDA-urea layers with alternating chirality was observed.
• Specific hydrogen bond motifs, including chelating and bridging interactions, were identified, dictating the network formation.

Conclusions:

• The study successfully demonstrates the formation of a chiral 2D polymer through the self-assembly of BNDA and urea.
• The intricate hydrogen bonding network is key to establishing the observed chiral polymeric structure and layer stacking.
• This work provides insights into crystal engineering strategies for designing chiral supramolecular architectures.