3-Nitro-4-(propyl-amino)-benzonitrile
Shang-Lian Liu1, Hong-Sheng Jia
1Department of Biological and Chemical Engineering, Chien-shiung Institute of Technology, Taicang 215411, Suzhou, People's Republic of China.
Acta Crystallographica. Section E, Structure Reports Online
|December 27, 2011
Summary
This study details the crystal structure of a nitro-aromatic compound. It highlights intramolecular hydrogen bonding and intermolecular interactions, revealing its molecular arrangement in solid form.
Area of Science:
- Crystallography
- Organic Chemistry
- Molecular interactions
Background:
- Understanding the solid-state behavior of organic compounds is crucial for predicting their physical and chemical properties.
- Nitro-aromatic compounds exhibit diverse applications, necessitating detailed structural characterization.
Purpose of the Study:
- To elucidate the crystal structure of the title compound, C(10)H(11)N(3)O(2).
- To investigate the nature and significance of intra- and intermolecular interactions within the crystal lattice.
Main Methods:
- Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structure.
- Analysis of bond lengths, bond angles, and intermolecular distances/angles was performed.
Main Results:
- The nitro group is nearly coplanar with the aromatic ring, with a dihedral angle of 1.3(3)°.
- An intramolecular amine-nitro N-H⋯O hydrogen bond was identified.
- Weak intermolecular interactions, including C-H⋯O(nitro) hydrogen bonds and π-π stacking, were observed.
Conclusions:
- The crystal structure is stabilized by a combination of intramolecular hydrogen bonding and weaker intermolecular forces.
- The coplanarity of the nitro group and aromatic ring influences the electronic properties and molecular packing.
- These findings contribute to the understanding of structure-property relationships in nitro-aromatic systems.
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