2024-01-252024-01-252017ALMEIDA, Leonardo R. et al. Synthesis, structural characterization and computational study of a novel amino chalcone: a potential nonlinear optical material. New Journal of Chemistry, London, v. 41, n. 4, p. 1744-1754, 2017. DOI: 10.1039/C5NJ03214H. Disponível em: https://pubs.rsc.org/en/content/articlelanding/2017/NJ/C5NJ03214H. Acesso em: 14 dez. 2023.e- 1369-9261https://pubs.rsc.org/en/content/articlelanding/2017/NJ/C5NJ03214HThe interest for novel chalcone-based materials in nonlinear optics is dependent on strong second harmonic generation in organic systems. Chalcones are α,β-unsaturated ketones that can be easily obtained by Claisen–Schmidt condensation between ketones and aromatic aldehydes. A new 2-amino-chalcone was synthesized and its crystal molecular structure was elucidated using the single crystal X-ray diffraction technique. This compound, C15H12BrNO2, crystallizes in monoclinic centrosymmetric space group C2/c with cell parameters a = 29.47(7) Å; b = 6.97(5) Å, c = 13.59(1) Å, β = 112.52(6)° and V = 2581.2(2) Å3. In addition to the crystal structure, the analysis of Hirshfeld surfaces indicates the presence of hydrogen bonds of types N–H⋯O and O–H⋯O that stabilize two independent centrosymmetric dimers, and also indicates the presence of π–π stacking interactions that stabilize a supramolecular trimeric system. Being a push–pull chromophore we investigated the NLO properties of the 2-amino-chalcone asymmetric unit using the supermolecule approach in combination with an iterative electrostatic polarization scheme. The calculations were performed using the CAM-B3LYP/6-311+G(d) level of theory for both dynamic and static situations. In the presence of the embedding charges, the γ value is increased by 20% for the dynamic calculation but only 8% for the static limit. In contrast to the crystal form, when in solution the 2-amino-chalcone lacks an inversion center so that second order NLO properties do not vanish. Following this idea we computed the NLO properties using the implicit solvation approach IEF-PCM. The solvent effect on the NLO properties was to augment its values as the solvent polarity increases. We obtained for the in-crystal and in DMSO 2-amino-chalcone, γ(−2ω;ω,ω,0) = 144.12 × 10−36 esu and 260.163 × 10−36 esu, respectively, and therefore interesting materials for third order NLO applications.engAcesso RestritoArtigo10.1039/C5NJ03214H