Crystal structure and vibrational spectra of bis(2‒isobutyrylamidophenyl)amine: a redox noninnocent ligand

The molecular structure of bis(2‒isobutyrylamidophenyl)amine (H3 LNNN) has been determined from single‒crystal X-ray diffraction data. The crystal packing of H3 LNNN is governed by the N–H⋯O and C–H⋯O hydrogen-bonding and C–H⋯π stacking interactions between the vicinal molecules. The intermolecular interactions in the crystal structure of H3 LNNN have been also examined via Hirshfeld surface analysis and fingerprint plots. The Hirshfeld surface analysis showed that the important role of N–H⋯O and C– H⋯π interactions in the solid‒state structure of H3 LNNN. The molecular structure, vibrational frequencies, and infrared intensities of H3 LNNN were computed by ab initio HF and DFT (B3LYP, B3PW91, and BLYP) methods using the 6–31G(d,p) basis set.