2-[(E)-Meth-oxy-imino]-2-{2-[(2-methyl-phen-oxy)meth-yl]phen-yl}ethanoic acid

Area of Science:

• Crystallography
• Organic Chemistry
• Supramolecular Chemistry

Background:

• Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
• Intermolecular forces, such as hydrogen bonding and pi-pi stacking, significantly influence crystal packing and material characteristics.

Purpose of the Study:

• To elucidate the crystal structure of the title compound, C(17)H(17)NO(4).
• To analyze the spatial arrangement of aromatic rings and functional groups within the crystal lattice.
• To identify and characterize the intermolecular interactions governing crystal assembly.

Main Methods:

• Single-crystal X-ray diffraction was employed to determine the molecular and crystal structure.
• Analysis of bond lengths, bond angles, and dihedral angles provided detailed geometric information.
• Intermolecular interactions, including hydrogen bonds and pi-pi stacking, were identified and quantified.

Main Results:

• The dihedral angle between the two aromatic rings was determined to be 59.64(5)°.
• The (methoxy-imino)-ethanoic acid fragment exhibited a dihedral angle of 81.07(4)° relative to its attached benzene ring.
• Carboxylic acid groups formed O-H⋯O hydrogen bonds, creating inversion dimers. Benzene rings engaged in pi-pi stacking interactions with a centroid-centroid distance of 3.702(1) Å.

Conclusions:

• The crystal structure of C(17)H(17)NO(4) reveals specific conformational preferences and significant intermolecular interactions.
• Hydrogen bonding and pi-pi stacking play critical roles in the self-assembly of molecules in the solid state.
• The detailed structural insights contribute to the broader understanding of organic crystal engineering and molecular interactions.