2-Methyl-3-(4-nitro-phen-yl)acrylic acid.

Area of Science:

• Crystallography
• Supramolecular Chemistry
• Organic Chemistry

Background:

• Understanding crystal structures is crucial for predicting material properties.
• Hydrogen bonding plays a significant role in molecular self-assembly and crystal engineering.
• The specific interactions in organic molecules dictate their packing and overall architecture.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(10)H(9)NO(4).
• To investigate the role of intermolecular and intramolecular hydrogen bonding in forming extended structures.
• To analyze the geometric parameters and non-covalent interactions within the crystal.

Main Methods:

• Single-crystal X-ray diffraction was used to determine the crystal structure.
• Analysis of hydrogen bonding networks (O-H⋯O, C-H⋯O) was performed.
• Geometric parameters and non-covalent interactions (π-interaction) were quantified.

Main Results:

• The compound forms R(2)(2)(8) dimers via intermolecular O-H⋯O hydrogen bonds.
• Further linkage of dimers through C-H⋯O bonds creates R(3)(3)(7) ring motifs and polymeric sheets.
• An intramolecular C-H⋯O hydrogen bond mimics a five-membered ring within the nitro groups.
• Dihedral angles between the aromatic ring, carboxylate, and nitro groups were determined.
• A π-interaction (N-O⋯π) was observed between the nitro group and the aromatic ring.

Conclusions:

• The crystal structure is dominated by a network of hydrogen bonds, leading to the formation of polymeric sheets.
• Intramolecular hydrogen bonding influences the conformation of the nitro groups.
• The observed π-interaction contributes to the overall stability and packing of the crystal structure.