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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
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2-(2H-Tetra-zol-5-yl)pyridinium chloride.

Jing Dai¹, Xiao-Chun Wen

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 pyridinium-tetrazole compound, revealing planar ring systems and layered molecular arrangements stabilized by extensive hydrogen bonding. The findings offer insights into the supramolecular chemistry of nitrogen-rich heterocycles.

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Area of Science:

Crystallography
Supramolecular Chemistry
Organic Chemistry

Background:

Nitrogen-rich heterocyclic compounds like tetrazoles and pyridinium salts are of interest due to their diverse applications.
Understanding their solid-state structures is crucial for predicting and controlling their properties.

Purpose of the Study:

To elucidate the crystal structure of the title compound, C(6)H(6)N(5) (+)·Cl(-).
To investigate the intermolecular interactions governing the solid-state assembly.

Main Methods:

Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
Hydrogen bonding networks were analyzed based on crystallographic data.

Main Results:

The crystal structure reveals essentially coplanar pyridinium and tetrazole rings.
Protonation occurs at the pyridine nitrogen atoms.
Molecules self-assemble into layers parallel to the (001) plane via N-H⋯Cl, C-H⋯Cl, C-H⋯N, and N-H⋯N hydrogen bonds.
Two crystallographically independent molecules reside in the asymmetric unit, located on mirror planes.

Conclusions:

The hydrogen bonding network dictates the layered supramolecular architecture.
The coplanarity of the heterocyclic rings influences crystal packing.
This structural characterization provides a foundation for further studies on related compounds.