2-(Naphthalen-2-yl-oxy)-5-nitro-pyridine.

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding molecular arrangements in crystals is crucial for predicting material properties.
• Intermolecular interactions dictate crystal packing and influence solid-state behavior.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(15)H(10)N(2)O(3).
• To investigate the spatial relationship between the ring systems and the nitro group.
• To identify and characterize intermolecular interactions governing crystal packing.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional structure.
• Analysis of bond lengths, bond angles, and torsion angles provided detailed geometric information.
• Intermolecular distances and interaction types (e.g., N-O⋯π, π-π stacking) were identified.

Main Results:

• A nearly orthogonal relationship was observed between the ring systems, with a dihedral angle of 86.13°.
• The nitro group exhibited approximate coplanarity with the pyridine ring (torsion angle = -1.8°).
• Significant N-O⋯π(pyridine) interactions (3.547 Å) and weak π-π stacking interactions (3.958-3.982 Å) were identified.

Conclusions:

• The crystal structure is stabilized by a combination of N-O⋯π(pyridine) and π-π stacking interactions.
• The observed coplanarity of the nitro group and pyridine ring is key to enabling these specific intermolecular contacts.
• The findings provide insights into the supramolecular assembly of organic molecules with nitro and pyridine functionalities.