N-(3-Chloro-phen-yl)maleimide

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is fundamental to predicting their chemical behavior and potential applications.
• Intermolecular interactions, such as halogen bonds and pi-pi stacking, play a critical role in the self-assembly and properties of crystalline solids.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(10)H(6)ClNO(2).
• To characterize the specific intermolecular interactions governing the compound's solid-state architecture.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of intermolecular distances and angles was performed to identify key interactions.

Main Results:

• The compound C(10)H(6)ClNO(2) exhibits a dihedral angle of 46.46° between the benzene and maleimide rings.
• A significant intermolecular halogen-oxygen contact (Cl⋯O distance of 3.0966 Å) was observed.
• Extensive C-H⋯O interactions lead to sheet formation parallel to the (100) plane.
• Pi-pi stacking interactions between benzene and maleimide rings were identified with a mean inter-planar distance of 3.337 Å.

Conclusions:

• The crystal structure of C(10)H(6)ClNO(2) is stabilized by a combination of halogen-oxygen contacts, C-H⋯O interactions, and pi-pi stacking.
• These interactions dictate the formation of a layered structure in the solid state.
• The detailed structural insights provide a foundation for further investigations into the compound's reactivity and material properties.