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Related Experiment Video

Updated: Jun 2, 2026

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

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Published on: March 24, 2018

2-Methyl-imidazolium picrate.

Grzegorz Dutkiewicz, S Samshuddin, B Narayana

Acta Crystallographica. Section E, Structure Reports Online

|April 28, 2011

Summary

This study details the crystal structure of an ionic salt, revealing planar imidazolium and picrate rings. Hydrogen bonds and pi-pi interactions dictate the molecular arrangement in the crystal lattice.

Area of Science:

Crystallography and Materials Science
Supramolecular Chemistry

Background:

Understanding the structural characteristics of ionic salts is crucial for predicting their physical and chemical properties.
The interplay of planar rings, functional group orientations, and intermolecular forces governs crystal packing and material behavior.

Purpose of the Study:

To elucidate the detailed crystal structure of a specific ionic salt, C(4)H(7)N(2) (+)·C(6)H(2)N(3)O(7) (-).
To analyze the planarity of the ionic components and the conformation of the nitro groups.
To identify and characterize the intermolecular interactions, including hydrogen bonds and pi-pi interactions, present in the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the three-dimensional structure of the ionic salt.

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Analysis of bond lengths, bond angles, and deviations from planarity for the imidazolium and picrate rings.

Identification and quantification of hydrogen bonds (N-H⋯O) and pi-pi stacking interactions based on crystallographic data.

Main Results:

Both the imidazolium and picrate rings were found to be approximately planar, with the picrate ring exhibiting a larger deviation from planarity.
Nitro groups on the picrate ring displayed varying degrees of twist relative to the ring plane, with significant twists observed at the 2- and 6-positions.
The crystal structure is stabilized by N-H⋯O hydrogen bonds forming chains along the c-axis, supplemented by C-H⋯O contacts and π-π interactions between six-membered rings.

Conclusions:

The crystal structure of the ionic salt is characterized by relatively planar ionic components and specific nitro group conformations.
Intermolecular hydrogen bonding and π-π interactions play significant roles in organizing the molecular assembly within the crystal.
The detailed structural insights provide a foundation for understanding the properties and potential applications of this ionic salt.