title: Crystal structure, Hirshfeld surfaces and DFT computation of NLO active (2E)-2-(ethoxycarbonyl)-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino] prop-2-enoic acid.
abstract: Nonlinear optical (NLO) activity of the compound (2E)-2-(ethoxycarbonyl)-3-[(1-methoxy-1-oxo-3-phenylpropan-2-yl)amino] prop-2-enoic acid is investigated experimentally and theoretically using X-ray crystallography and quantum chemical calculations. The NLO activity is confirmed by both powder Second Harmonic Generation (SHG) experiment and first hyper polarizability calculation. The title compound displays 8 fold excess of SHG activity when compared with the standard compound KDP. The gas phase geometry optimization and vibrational frequencies calculations are performed using density functional theory (DFT) incorporated in B3LYP with 6-311G++(d,p) basis set. The title compound crystallizes in non-centrosymmetric space group P21. Moreover, the crystal structure is primarily stabilized through intramolecular N-H···O and O-H···O hydrogen bonds and intermolecular C-H···O and C-H···π interactions. These intermolecular interactions are analyzed and quantified using Hirshfeld surface analysis and PIXEL method. The detailed vibrational assignments are performed on the basis of the potential energy distributions (PED) of the vibrational modes.
authors.affiliation: School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, Tamilnadu, India.
authors.forename: Perumal
authors.initials: P
authors.lastname: Venkatesan
authors.affiliation: Department of Bioinformatics, School of Chemical and Biotechnology, SASTRA University, Thanjavur 613 401, Tamilnadu, India. Electronic address: thamu@scbt.sastra.edu.
authors.forename: Subbiah
authors.initials: S
authors.lastname: Thamotharan
authors.affiliation: School of Chemistry, Bharathidasan University, Tiruchirappalli 620 024, Tamilnadu, India. Electronic address: ilangovanbdu@yahoo.com.
authors.forename: Andivelu
authors.initials: A
authors.lastname: Ilangovan
authors.affiliation: The State Key Laboratory Base of Novel Functional Materials and Preparation Science, Faculty of Materials and Chemical Engineering, Ninbgo University, 315211, People's Republic of China.
authors.forename: Hongze
authors.initials: H
authors.lastname: Liang
authors.affiliation: Department of Physics, University of Helsinki, P.O. Box 64, FIN-00014 Helsinki, Finland.
authors.forename: Tom
authors.initials: T
authors.lastname: Sundius
keywords: First order hyperpolarizability; Hirshfeld surface; Malonic acid half-ester; PIXEL; Polarizability; Second Harmonic Generation