1-(4-Nitro-phenoxy-meth-yl)-1H-1,2,4-triazole

Area of Science:

• Crystallography and Molecular Structure
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Intermolecular forces, such as hydrogen bonding and pi-pi stacking, play a significant role in the self-assembly and stability of crystal structures.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(9)H(8)N(4)O(3).
• To analyze the conformational characteristics, specifically the dihedral angles between the triazole and benzene rings.
• To investigate the intermolecular interactions governing the molecular packing in the solid state.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the unit cell and atomic coordinates.
• Analysis of crystallographic data to identify independent molecules and their spatial arrangement.
• Computational tools were used to analyze dihedral angles and intermolecular contacts (C-H⋯N, C-H⋯O, π-π stacking).

Main Results:

• The asymmetric unit contains two independent molecules of C(9)H(8)N(4)O(3).
• Dihedral angles between the triazole and benzene rings were measured at 83.3° and 86.9° for the two molecules.
• Molecular packing is influenced by weak C-H⋯N and C-H⋯O hydrogen bonds, along with π-π stacking interactions with a centroid-to-centroid distance of 3.745 Å.

Conclusions:

• The crystal structure of C(9)H(8)N(4)O(3) has been successfully determined, revealing the presence of two distinct molecular conformations in the asymmetric unit.
• The observed dihedral angles suggest a near-orthogonal orientation between the aromatic ring systems in both independent molecules.
• Weak intermolecular interactions, including hydrogen bonding and π-π stacking, are key factors in the stabilization of the crystal lattice.