3-Chloro-4-methyl-quinolin-2(1H)-one.

Area of Science:

• Crystallography
• Solid-state chemistry
• Organic chemistry

Background:

• Understanding molecular structure and intermolecular forces is key in materials science.
• Crystal engineering relies on predicting and controlling supramolecular assembly.
• The compound C(10)H(8)ClNO presents an interesting case for structural analysis.

Purpose of the Study:

• To elucidate the crystal structure of C(10)H(8)ClNO.
• To investigate the intermolecular interactions governing its solid-state packing.
• To characterize the compound's planarity and hydrogen bonding network.

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.
• Identification and quantification of hydrogen bonding and π-π stacking interactions.

Main Results:

• The title compound, C(10)H(8)ClNO, exhibits a nearly planar conformation with a low root-mean-square deviation.
• Inversion dimers formed by N-H⋯O hydrogen bonds create R(2)(2)(8) rings in the crystal lattice.
• Weak aromatic π-π stacking interactions were observed with a centroid-centroid distance of 3.7622(12) Å.

Conclusions:

• The crystal structure of C(10)H(8)ClNO is characterized by significant planarity and specific intermolecular interactions.
• Hydrogen bonding and π-π stacking play crucial roles in the compound's self-assembly in the solid state.
• These findings contribute to the understanding of structure-property relationships in organic crystalline materials.