Synthesis, Spectroscopic Characterization, Single-Crystal Structure, Hirshfeld Surface Analysis, and Antimicrobial Studies of 3‑Acetoxy-2-methylbenzoic Anhydride

We report a novel
anhydride derivative, 3-acetoxy-2-methylbenzoic
anhydride (AMA), obtained from the interaction of 3-acetoxy-2-methylbenzoyl
chloride with 3-acetoxy-2-methylbenzoic acid. The synthesized compound
was characterized by elemental analysis, IR, 1H NMR, and 13C NMR spectroscopic studies and single-crystal X-ray crystallography
which revealed the crystallization of AMA as monoclinic with space
group P21/c. A Hirshfeld
surface analysis was performed to record various intermolecular interactions,
indicating the stabilization of the AMA structure by the intermolecular
weak C–H···O hydrogen bonds and π···π
interactions. The title compound was screened for antibacterial and
antifungal activities using a serial dilution technique under aseptic
conditions. The results indicate that the title compound has significant
antibacterial properties but showed no antifungal behavior.