5,10-dihydroxy-5H,10H-diimidazo[1,2-a:1',2'-d]pyrazine

Area of Science:

• Crystal engineering
• Supramolecular chemistry
• Organic chemistry

Background:

• Hydrogen bonding is a crucial non-covalent interaction in crystal engineering.
• Imidazole derivatives are versatile building blocks in supramolecular assembly.
• Understanding intermolecular forces is key to designing functional materials.

Purpose of the Study:

• To investigate the crystal structure of C8H8N4O2.
• To elucidate the role of hydrogen bonding in the self-assembly of imidazole molecules.
• To analyze the packing arrangement and intermolecular interactions within the crystal lattice.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Hydrogen bond distances, angles, and pi-stacking interactions were analyzed.
• The crystal structure was examined for symmetry elements and packing motifs.

Main Results:

• C8H8N4O2 crystallizes into one-dimensional chains of imidazole molecules.
• Strong hydrogen bonds (O...N(im) separation of 2.6906 Å, O-H(...N) distance of 1.74 Å, O-H...N angle of 173°) link the imidazole units.
• Weak pi-pi stacking interactions between imidazole rings (3.678–3.963 Å centroid-to-centroid) contribute to the overall crystal packing.
• The molecular arrangement is centered around an inversion center.

Conclusions:

• The study reveals the formation of robust 1D hydrogen-bonded chains in C8H8N4O2 crystals.
• Pi-stacking interactions play a secondary role in stabilizing the crystal structure.
• The findings provide insights into the supramolecular assembly of imidazole-based compounds.