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1,3-Dimethyl-1H-indole-2-carbonitrile.

Jiang-Sheng Li¹, Peng-Mian Huang

¹School of Chemistry and Biological Engineering, Changsha University of Science & Technology, Changsha 410004, People's Republic of China.

Acta Crystallographica. Section E, Structure Reports Online

|May 18, 2011

Summary

This study details the crystal structure of a C(11)H(10)N(2) compound, revealing planar molecular geometry. Aromatic π-π stacking interactions were observed in its crystalline form.

Area of Science:

Crystallography
Solid-state chemistry
Organic chemistry

Background:

Understanding molecular packing and interactions in crystals is crucial for predicting material properties.
Aromatic compounds often exhibit unique stacking behaviors due to delocalized electron systems.

Purpose of the Study:

To elucidate the crystal structure of the title compound C(11)H(10)N(2).
To investigate the intermolecular interactions, specifically π-π stacking, within the crystal lattice.

Main Methods:

Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
Analysis of atomic coordinates and bond lengths/angles to assess planarity.
Calculation of intermolecular distances to quantify π-π stacking interactions.

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Main Results:

The title compound, C(11)H(10)N(2), crystallizes with two molecules in the asymmetric unit.
Both molecules exhibit essentially planar conformations, with root-mean-square deviations of 0.014 and 0.016 Å.
Significant aromatic π-π stacking interactions were identified, characterized by a shortest centroid-to-centroid separation of 3.5569(11) Å.

Conclusions:

The crystal structure of C(11)H(10)N(2) is characterized by planar molecules and pronounced π-π stacking.
These findings contribute to the understanding of structure-property relationships in organic crystalline materials.
The observed π-π stacking suggests potential for applications in areas sensitive to molecular arrangement, such as organic electronics.