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Triprolidinium dipicrate.

A S Dayananda, Jerry P Jasinski, James A Golen

Acta Crystallographica. Section E, Structure Reports Online

|November 9, 2011

Summary

This study details the crystal structure of a novel tripodinium cation with two picrate anions. It highlights protonation, hydrogen bonding, and rotational disorder in the nitro groups, revealing key molecular interactions.

Area of Science:

Crystallography
Supramolecular Chemistry
Organic Chemistry

Background:

Tripodinium cations are organic compounds with potential applications in various chemical fields.
Picrate anions are known for their energetic properties and ability to form salts with organic cations.
Understanding the crystal structure of such compounds is crucial for predicting their physical and chemical properties.

Purpose of the Study:

To elucidate the crystal structure of the title compound, 2-[(E)-1-(4-methyl-phen-yl)-3-(pyrrolidin-1-ium-1-yl)prop-1-en-yl]pyridinium bis-(2,4,6-trinitro-phenolate).
To investigate the protonation states, hydrogen bonding, and intermolecular interactions within the crystal lattice.
To analyze the conformational aspects of the tripodinium cation and the disorder in the picrate anions.

Main Methods:

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Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
Detailed analysis of bond lengths, bond angles, and intermolecular contacts was performed.
Disorder modeling was applied to the nitro groups of the picrate anions.

Main Results:

The crystal structure confirmed the presence of a dicationic tripodinium species and two picrate anions.
Protonation of nitrogen atoms in both pyrrolidine and pyridinium rings was observed.
Strong N-H⋯O hydrogen bonds and weak C-H⋯O and π-π interactions were identified as key intermolecular forces, with nitro group disorder noted.

Conclusions:

The study provides a detailed structural characterization of a novel organic salt.
The identified hydrogen bonding network and other intermolecular interactions are critical for the crystal packing and stability.
The observed disorder in picrate anions offers insights into their dynamic behavior in the solid state.