4-(Naphthalen-1-yl)pyridine

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding molecular interactions is crucial for designing novel materials.
• Crystal engineering relies on predicting and controlling intermolecular forces.
• Aromatic compounds exhibit diverse packing motifs in the solid state.

Purpose of the Study:

• To elucidate the crystal structure of the C15H11N compound.
• To investigate the intermolecular interactions governing its solid-state arrangement.
• To characterize the supramolecular architecture formed by the molecule.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular structure and packing.
• Analysis of intermolecular contacts, including π-π stacking and C-H⋯π interactions, was performed.
• Geometric parameters such as dihedral angles and centroid-centroid distances were measured.

Main Results:

• The crystal structure of C15H11N was determined, revealing a dihedral angle of 72.9° between its aromatic moieties.
• Significant π-π stacking interactions between pyridine rings were observed, with a centroid-centroid distance of 3.772 Å.
• C-H⋯π contacts between the pyridine and naphthalene units contribute to a herringbone supramolecular architecture.

Conclusions:

• The C15H11N compound self-assembles through a combination of π-π stacking and C-H⋯π interactions.
• These interactions lead to a well-defined herringbone supramolecular structure.
• The findings provide insights into the crystal engineering of nitrogen-containing aromatic compounds.