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Green Synthesis of Quinoline-Based Ionic Liquid

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Quinoline-2-carbonitrile.

Wan-Sin Loh¹, Ching Kheng Quah, Madhukar Hemamalini

¹X-ray Crystallography Unit, School of Physics, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia.

Acta Crystallographica. Section E, Structure Reports Online

|May 19, 2011

Summary

This study examines the molecular structure and crystal packing of C(10)H(6)N(2). It reveals a nearly planar molecule with aromatic rings exhibiting weak π-π stacking interactions in its crystalline form.

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Area of Science:

Crystallography
Organic Chemistry
Materials Science

Background:

Understanding molecular geometry and intermolecular forces is crucial for predicting material properties.
Aromatic π-π stacking significantly influences crystal packing and solid-state behavior.

Purpose of the Study:

To elucidate the detailed molecular structure of the title compound, C(10)H(6)N(2).
To investigate the intermolecular interactions and crystal packing arrangement in the solid state.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of bond lengths, bond angles, and intermolecular distances was performed.

Main Results:

The C(10)H(6)N(2) molecule exhibits near planarity with a root-mean-square deviation of 0.014 Å.
A small dihedral angle of 1.28° was observed between the aromatic rings.
Weak aromatic π-π stacking interactions were identified between adjacent molecules in the crystal structure, with a centroid-centroid separation of 3.7943 Å.

Conclusions:

The title compound adopts a nearly planar conformation in the solid state.
Aromatic π-π stacking plays a role in the crystal packing, influencing the arrangement of molecules along the a-axis.