Experimental and theoretical investigation of molecular structure and conformation of the 4-isopropylthioxanthone
Contribuinte(s) |
UNIVERSIDADE DE SÃO PAULO |
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Data(s) |
20/10/2012
20/10/2012
2011
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Resumo |
In this study, the molecular structure and conformational analyses of the 4-isopropylthioxanthone (4-ITX) are reported according to experimental and theoretical results. The compound crystallizes in the centrosymmetric P (1) over bar space group with only one molecule in the asymmetric unit, presenting the most stable conformation, in which the three fused-rings adopt a planar geometry, and the isopropyl group assumes a torsional angle with less sterical hindrance. The structural and conformational analyses were performed using theoretical calculations such as Hartree-Fock (HF), DFT method in combination with 6-311G(d,p) and 6-31++G(d,p) and the results were compared with infrared spectroscopy (FT-IR) and X-ray diffraction (XRD). The supramolecular assembly of 4-ITX is kept by non-classical C-H center dot center dot center dot O hydrogen bonds and weak interactions such as pi-pi stacking. 4-ITX was also studied by (1)H and (13)C NMR spectroscopy. UV-Vis absorption spectroscopic properties of the 4-ITX showed the long-wavelength maximum shifts towards high energy when the solvent polarity increases. (C) 2011 Elsevier B.V. All rights reserved. Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP) FAPESP[2009/08131-1] Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq) CNPq CAPES/PROEX Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES) |
Identificador |
JOURNAL OF MOLECULAR STRUCTURE, v.1000, n.1/Mar, p.155-161, 2011 0022-2860 http://producao.usp.br/handle/BDPI/30172 10.1016/j.molstruc.2011.06.016 |
Idioma(s) |
eng |
Publicador |
ELSEVIER SCIENCE BV |
Relação |
Journal of Molecular Structure |
Direitos |
restrictedAccess Copyright ELSEVIER SCIENCE BV |
Palavras-Chave | #Isopropylthioxanthones #Photoinitiator #Molecular conformation #Intermolecular interactions #Theoretical calculations #Spectroscopy analyses #METHYL-METHACRYLATE POLYMERIZATION #MASS-SPECTROMETRY #AB-INITIO #THIOXANTHONE #DENSITY #DERIVATIVES #SPECTRA #SYSTEMS #DFT #Chemistry, Physical |
Tipo |
article original article publishedVersion |