title: Synthesis, characterization, and computational study of a new dimethoxy-chalcone.
abstract: Chalcones are an important class of medicinal compounds and are known for taking part in various biological activities as in anti-inflammatory, anti-leishmania, antimitotic, and antiviral. Chemically, chalcones consist of open-chain flavonoids in which the two aromatic rings are joined by a three-carbon α,β-unsaturated carbonyl system. The wide action spectrum has attracted our attention to synthesize, crystallize, and characterize the dimethoxy-chalcone C18H18O3. Aiming to understand the process of crystal lattice stabilization, a combination of technique has been used including X-ray diffraction, infrared spectroscopy and computational molecular modeling. The theoretical calculations were carried out by the density functional method (DFT) with the M06-2X functional, with the 6-311+G(d,p) basis set. The vibrational wavenumbers were calculated and the scaled values were compared with experimental FT-IR spectrum. The intermolecular interactions were quantified and intercontacts in the crystal structure were analyzed using Hirshfeld surfaces. Bond distances and angles described by the X-ray diffraction and theoretical calculation are very similar. The C-H….O contacts contributing to assemble the supramolecular architecture are also responsible for the molecular structure assembly.
authors.affiliation: Ciências Exatas e Tecnológicas, Universidade Estadual de Goiás, CP459, 75001-970, Anápolis, GO, Brazil.
authors.forename: Ricardo R
authors.initials: RR
authors.lastname: Ternavisk
authors.forename: Ademir J
authors.initials: AJ
authors.lastname: Camargo
authors.forename: Francisco B C
authors.initials: FB
authors.lastname: Machado
authors.forename: José A F F
authors.initials: JA
authors.lastname: Rocco
authors.forename: Gilberto L B
authors.initials: GL
authors.lastname: Aquino
authors.forename: Valter H C
authors.initials: VH
authors.lastname: Silva
authors.forename: Hamilton B
authors.initials: HB
authors.lastname: Napolitano
mesh_terms: D047188:Chalcones / Q000138:chemical synthesis* / Q000494:pharmacology; D003198:Computer Simulation; D003460:Crystallization; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure; D017550:Spectroscopy, Fourier Transform Infrared; D055672:Static Electricity; D013329:Structure-Activity Relationship; D013499:Surface Properties
chemical_list: D047188:Chalcones