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Related Experiment Video

Updated: Jul 7, 2026

Combining Solid-state and Solution-based Techniques: Synthesis and Reactivity of Chalcogenidoplumbates(II or IV)

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2,2'-Bipyridinium bis(perchlorate)

Ma¹, Ilyukhin, Glaser

¹Department of Chemistry, Royal Institute of Technology (KTH), S-100 44 Stockholm, Sweden.

Acta Crystallographica. Section C, Crystal Structure Communications

|December 19, 2000

Summary

This summary is machine-generated.

Researchers synthesized a novel compound, [H(2)bipy](ClO(4))(2), through a biphasic reaction. This study details its crystal structure, revealing hydrogen bonding interactions between diprotonated bipyridinium cations and perchlorate anions.

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From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding

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Published on: March 24, 2018

Area of Science:

Crystal chemistry
Coordination chemistry
Supramolecular chemistry

Background:

2,2'-bipyridine is a versatile ligand in coordination chemistry.
Protonation of bipyridine can alter its electronic and structural properties.
Hydrogen bonding plays a crucial role in crystal engineering and material properties.

Purpose of the Study:

To synthesize and characterize the diprotonated form of 2,2'-bipyridine with perchlorate as the counterion.
To elucidate the crystal structure and hydrogen bonding network of the title compound.
To investigate the conformational aspects of the diprotonated bipyridinium cation.

Main Methods:

Synthesis at the interface of organic and aqueous phases.
Single-crystal X-ray diffraction analysis.
Crystallographic data collection and structure refinement.

Main Results:

The compound [H(2)bipy](ClO(4))(2) was successfully synthesized.
Crystal structure determined in space group P-1, revealing discrete [H(2)bipy](2+) cations and ClO(4)(-) anions.
Extensive N-H···O and C-H···O hydrogen bonds were observed, connecting cations and anions.
The diprotonated bipyridinium cation adopts a trans conformation with a specific N-C-C-N torsion angle of 152.0 (3) degrees.
The C-C bond distance between the pyridine rings is 1.452 (5) A.

Conclusions:

The synthesis provides a new salt of diprotonated bipyridine.
The crystal structure highlights the importance of hydrogen bonding in stabilizing the ionic compound.
The observed trans conformation and torsion angle offer insights into the geometry of the diprotonated bipyridinium cation.