Crystal structure of (2E)-3-[4-(dimethylamino)phenyl]-1-(thiophen-2-yl)prop-2-en-1-one

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dc.contributor.authorDe Oliveira, Gabriela Porto
dc.contributor.authorBresolin, Leandro
dc.contributor.authorFlores, Darlene Correia
dc.contributor.authorDe Farias, Renan Lira [UNESP]
dc.contributor.authorDe Oliveira, Adriano Bof
dc.contributor.institutionEscola de Química e Alimentos
dc.contributor.institutionUniversidade Estadual Paulista (Unesp)
dc.contributor.institutionUniversidade Federal de Sergipe (UFS)
dc.date.accessioned2018-12-11T16:46:53Z
dc.date.available2018-12-11T16:46:53Z
dc.date.issued2017-01-01
dc.description.abstractThe equimolar reaction between 4-(dimethylamino)benzaldehyde and 2-acetylthiophene in basic ethanolic solution yields the title compound, C15H15NOS, whose molecular structure matches the asymmetric unit. The molecule is not planar, the dihedral angle between the aromatic and the thiophene rings being 11.4(2)°. In the crystal, molecules are linked by C-H⋯O and weak C-H⋯S interactions along [100], forming R22 (8) rings, and by weak C-H⋯O interactions along [010], forming chains with a C(6) graph-set motif. In addition, molecules are connected into centrosymmetric dimers by weak C-H⋯π interactions, as indicated by the Hirshfeld surface analysis. The most important contributions for the crystal structure are the H⋯H (46.50%) and H⋯C (23.40%) interactions. The crystal packing resembles a herringbone arrangement when viewed along [100]. A molecular docking calculation of the title compound with the neuraminidase enzyme was carried out. The enzyme shows (ASN263)N-H⋯O, (PRO245)C-H⋯Cg(thiophene ring) and (AGR287)C-H⋯N intermolecular interactions with the title compound. The crystal structure was refined as a two-component twin with a fractional contribution to the minor domain of 0.0181(8).en
dc.description.affiliationUniversidade Federal do Rio Grande (FURG) Escola de Química e Alimentos
dc.description.affiliationUniversidade Estadual Paulista (UNESP) Instituto de Química
dc.description.affiliationUniversidade Federal de Sergipe (UFS) Departamento de Química
dc.description.affiliationUnespUniversidade Estadual Paulista (UNESP) Instituto de Química
dc.format.extent476-480
dc.identifierhttp://dx.doi.org/10.1107/S2056989017003437
dc.identifier.citationActa Crystallographica Section E: Crystallographic Communications, v. 73, p. 476-480.
dc.identifier.doi10.1107/S2056989017003437
dc.identifier.file2-s2.0-85017327724.pdf
dc.identifier.issn2056-9890
dc.identifier.scopus2-s2.0-85017327724
dc.identifier.urihttp://hdl.handle.net/11449/169622
dc.language.isoeng
dc.relation.ispartofActa Crystallographica Section E: Crystallographic Communications
dc.relation.ispartofsjr0,153
dc.rights.accessRightsAcesso aberto
dc.sourceScopus
dc.subjectchalcone thiophene derivative
dc.subjectcrystal structure
dc.subjectHirshfeld surface analysis
dc.subjectin silico evaluation
dc.titleCrystal structure of (2E)-3-[4-(dimethylamino)phenyl]-1-(thiophen-2-yl)prop-2-en-1-oneen
dc.typeArtigo

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