Synthesis, crystal structure and Hirshfeld surface analysis of N-(4-methoxyphenyl)picolinamide

The synthesis, crystal structure, and Hirshfeld surface analysis of N-(4-methoxyphenyl)picolinamide (MPPA), C13H12N2O2, are presented. MPPA crystallizes in the monoclinic space group P2(1)/n, with a single molecule in the asymmetric unit. Structural analysis reveals that all non-hydrogen atoms are nearly coplanar, and the molecule exhibits two intramolecular hydrogen bonds that stabilize its conformation. Supramolecular features include significant intermolecular interactions, primarily C-H center dot center dot center dot pi and various hydrogen bonds, contributing to the overall crystal cohesion, as confirmed by energy framework calculations yielding a total interaction energy of -138.3 kJ mol(-1). Hirshfeld surface analysis indicates that H center dot center dot center dot H interactions dominate, followed by C center dot center dot center dot H and O center dot center dot center dot H interactions, highlighting the role of van der Waals forces and hydrogen bonding in crystal packing.