N-(Pyrazin-2-yl)-1,8-naphthyridin-2-amine

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding molecular interactions is key to designing novel materials.
• Crystal structure analysis provides fundamental insights into chemical bonding and intermolecular forces.
• The title compound, C12H9N5, presents an interesting scaffold for studying supramolecular assembly.

Purpose of the Study:

• To elucidate the crystal structure of C12H9N5.
• To identify and characterize the intermolecular interactions governing the compound's self-assembly.
• To describe the resulting three-dimensional supramolecular network.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond angles and distances provided insights into molecular geometry.
• Hydrogen bond analysis and π-π interaction studies were performed to understand the supramolecular architecture.

Main Results:

• Two independent molecules of C12H9N5 were identified in the asymmetric unit, exhibiting slight differences in C-N(amine)-C angles.
• Intramolecular C-H⋯N hydrogen bonds stabilize each molecule, forming S(6) ring motifs.
• A 3D supramolecular network is formed through N-H⋯N, C-H⋯N hydrogen bonds, C-H⋯π interactions, and π-π stacking between naphthyridine and pyrazine rings.

Conclusions:

• The crystal structure of C12H9N5 reveals a complex supramolecular network driven by multiple non-covalent interactions.
• The identified interactions provide a basis for understanding the solid-state properties and potential applications of this compound.
• Further studies could explore modifications of this scaffold to tune supramolecular assembly and material properties.