2-Allyl-7-nitro-2H-indazole

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular conformation and intermolecular interactions is crucial in crystal engineering.
• Indazole derivatives are important scaffolds in medicinal chemistry and materials science.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of the title compound, C10H9N3O2.
• To analyze the conformational differences between independent molecules in the asymmetric unit.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of hydrogen bonding (C-H⋯N, C-H⋯O) and π-π stacking interactions was performed.

Main Results:

• The asymmetric unit contains two independent C10H9N3O2 molecules linked by a C-H⋯N hydrogen bond.
• Both molecules exhibit fused five- and six-membered rings, with allyl and nitro substituents.
• Dihedral angles and torsion angles reveal slight conformational differences, primarily in the orientation of the allyl group relative to the indazole system.
• A three-dimensional network is formed via C-H⋯O hydrogen bonds and π-π stacking interactions (inter-centroid distance = 3.6225 Å).

Conclusions:

• The crystal structure of C10H9N3O2 is characterized by specific hydrogen bonding and π-π interactions.
• The observed conformational variations between the independent molecules contribute to the overall crystal packing.
• The study provides fundamental insights into the solid-state behavior of this indazole derivative.