Ramos Cairo, RaúlStevens, Ana María PlutínOliveira, Tamires Donizeth deBatista, Alzir AzevedoCastellano, Eduardo ErnestoDuque, JulioSoria, Delia B.Fantoni, Adolfo C.Correa, Rodrigo de SouzaErbene, Mauricio F.2018-03-152018-03-152017RAMOS CAIRO, R. et al. Understanding the conformational changes and molecular structure of furoyl thioureas upon substitution. Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, v. 176, p. 8-17, abr. 2017. Disponível em: <http://www.sciencedirect.com/science/article/pii/S1386142516307715>. Acesso em: 15 set. 2017. 1386-1425http://www.repositorio.ufop.br/handle/123456789/96371-Acyl thioureas [R1C(O)NHC(S)NR2R3] are shown to display conformational flexibility depending on the degree of substitution at the nitrogen atom. The conformational landscape and structural features for two closely related thioureas having R1=2-furoyl have been studied. The un-substituted 2-furoyl thiourea (I) and its dimethyl analogue, i.e. 1-(2-furoyl)-3,3-dimethyl thiourea (II), have been synthesized and fully characterized by spectroscopic (FT-IR, 1H and 13C NMR) and elemental analysis. According to single crystal X-ray diffraction analysis, compounds I and II crystallize in the monoclinic space group P21/c. In the compound I, the trans–cis geometry of the almost planar thiourea unit is stabilized by intramolecular N\\H⋯O_C hydrogen bond between the H atom of the cis thioamide and the carbonyl O atom. In compound II, however, the acyl thiourea group is non-planar, in good agreement with the potential energy curve computed at the B3LYP/6-31+G(d,p) level of approximation. Centrosymmetric dimers generated by intermolecular N\\H⋯S_C hydrogen bond forming R2 2 (8) motif are present in the crystals. Intermolecular interactions have been rationalized in terms of topological partitions of the electron distributions and Hirshfeld surface analysis, which showed the occurrence of S⋯H, O⋯H and H⋯H contacts that display an important role to crystal packing stabilization of both thiourea derivatives.en-USabertoThiourea derivativesVibrational spectroscopySingle crystal structure determinationMolecular conformationArtigo publicado em periodicoO periódico Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy concede permissão para depósito deste artigo no Repositório Institucional da UFOP. Número da licença: 4211371480250.https://doi.org/10.1016/j.saa.2016.12.038