Single crystal inspection, Hirshfeld surface investigation and DFT study of a novel derivative of 4-fluoroaniline: 4-((4-fluorophenyl)amino)-4-oxobutanoic acid (BFAOB)

The title compound, C10H10FNO3, also known as [4-((4-fluorophenyl)amino)-4-oxobutanoic acid] (BFAOB), is synthesized efficiently, and its structure is confirmed by the SC-XRD technique, which indicates that two crystallographically different molecules are present in the asymmetric unit. The fluorobenzene ring is oriented at a dihedral angle of 76.09 (9)degrees and 23.7 (2)degrees with respect to acetamide moiety in the first and second types of molecule, respectively. A molecular overlay plot is employed to explore the difference between two types of molecules. Strong hydrogen bonding of type N-(HO)-O- horizontal ellipsis , O-(HO)-O- horizontal ellipsis and comparatively weak hydrogen bonding of type C-(HO)-O- horizontal ellipsis stabilize the crystal packing. The titled compound is also characterized by powder XRD. Hirshfeld surface inspection is carried out to explore the non-covalent interactions that are responsible for crystal packing. DFT calculations demonstrate the high stability of BFAOB crystal compound.

Automated summary

The title compound C10H10FNO3, also known as BFAOB, was efficiently synthesized and its structure confirmed through SC-XRD technique, revealing the presence of two crystallographically different molecules. Analysis using a molecular overlay plot demonstrated the differences between the two molecules, with strong hydrogen bonding stabilizing the crystal packing. Additionally, DFT calculations showed the high stability of the BFAOB crystal compound.