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5-p-Tolyl-1H-tetra-zole.

Dong-Yue Hu¹, Xiao-Wei Chu, Zhi-Rong Qu

¹Ordered Matter Science Research Center, College of Chemistry and Chemical, Engineering, Southeast University, Nanjing 210096, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This summary is machine-generated.

This study details the crystal structure of a phenyl-tetrazole compound, revealing its planar geometry and intermolecular hydrogen bonding. The research highlights molecular stacking driven by pi-pi interactions in the solid state.

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Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Understanding the solid-state structure of organic compounds is crucial for predicting their physical and chemical properties.
Phenyl-tetrazole derivatives are of interest due to their potential applications in various fields.

Purpose of the Study:

To elucidate the crystallographic structure of the title compound, C(8)H(8)N(4).
To investigate the intermolecular interactions and packing arrangements in the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
Analysis of bond lengths, bond angles, and intermolecular interactions, including hydrogen bonding and pi-pi stacking.

Main Results:

The compound exhibits crystallographic mirror symmetry with near-coplanar phenyl and tetrazole rings (dihedral angle 2.67°).
Intermolecular N-H⋯N hydrogen bonds link symmetry-related molecules.
Molecules stack along the [100] direction facilitated by pi-pi interactions between aromatic rings (centroid-centroid distance 3.5639 Å).
Disordered hydrogen atoms were observed in the N-H group and methyl groups.

Conclusions:

The crystal structure of C(8)H(8)N(4) is characterized by planar aromatic systems and significant intermolecular interactions.
The observed pi-pi stacking and hydrogen bonding are key factors governing the solid-state architecture.
The findings provide fundamental insights into the structure-property relationships of phenyl-tetrazole derivatives.