4-Isopropyl-amino-3-nitro-benzonitrile

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding molecular interactions is crucial for predicting material properties.
• Nitroaniline derivatives are important in various chemical applications.
• Crystal structure analysis provides fundamental insights into intermolecular forces.

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 extent of intra- and intermolecular interactions within the crystal lattice.

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.
• Hydrogen bonding and π-π stacking interactions were identified and characterized.

Main Results:

• The nitro group is nearly coplanar with the aromatic ring (dihedral angle = 3.4°).
• An intramolecular N-H⋯O hydrogen bond was observed between the amine and nitro groups.
• Weak intermolecular interactions, including C-H⋯O, C-H⋯N hydrogen bonds, and aromatic π-π stacking (minimum separation 3.98 Å), were identified.

Conclusions:

• The crystal structure is stabilized by a combination of intramolecular hydrogen bonding and weaker intermolecular forces.
• These interactions dictate the packing arrangement and influence the overall molecular conformation in the solid state.
• The findings contribute to the understanding of structure-property relationships in nitroaniline compounds.