N-(4-Chloro-3-nitro-phen-yl)succinamic acid

Area of Science:

• Crystallography
• Organic Chemistry
• Molecular Structure

Background:

• Understanding the relationship between molecular structure and crystal packing is crucial in materials science.
• Nitro-substituted aromatic compounds exhibit diverse conformational preferences and intermolecular interactions.
• Hydrogen bonding plays a key role in dictating the solid-state architecture of organic molecules.

Purpose of the Study:

• To elucidate the crystal structure and intermolecular interactions of a specific nitro-substituted chlorobenzene compound.
• To investigate the conformational impact of the nitro group on the benzene ring.
• To characterize the hydrogen bonding network within the crystal.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the three-dimensional molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided insights into molecular geometry.
• Intermolecular interactions, including hydrogen bonds, were identified and analyzed using crystallographic data.

Main Results:

• The crystal structure of C(10)H(9)ClN(2)O(5) was determined.
• A significant twist of the nitro group out of the benzene ring plane was observed, with a dihedral angle of 27.4(6)°.
• Centrosymmetric dimers formed via O-H⋯O hydrogen bonds were identified.
• These dimers were further linked by N-H⋯O hydrogen bonds, forming double chains along the a axis.

Conclusions:

• The nitro group's non-planar conformation influences the molecular packing in the solid state.
• The identified hydrogen bonding patterns dictate the formation of extended supramolecular structures.
• This study provides valuable data on the structural characteristics and intermolecular forces in nitro-substituted aromatic systems.