Structural characterization of unusually stable polycyclic ozonides.

• Autor(a) principal: Cusati, Raphael Campos
• Data de Publicação: 2015
• Outros Autores: Pereira, Ulisses Alves, Barbosa, Luiz Cláudio de Almeida, Maltha, Célia Regina Alvares, Carneiro, José Walkimar de Mesquita, Correa, Rodrigo de Souza, Doriguetto, Antônio Carlos
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Repositório Institucional da UFOP
• Texto Completo: http://www.repositorio.ufop.br/handle/123456789/7064; https://doi.org/10.1016/j.molstruc.2014.10.082
• topic: Ozonides; Herbicides; Single crystal X-ray structure

The single crystal structure of seven tri- and tetracyclic ozonides derived from 8-oxabicycle[3.2.1]oct-6- en-3-ones have been characterized by X-ray diffraction method. Five ozonides (4, 5, 6, 7 and 8) crystallize in the monoclinic crystal system with P21/c space group. Compound 3 crystallize in the unusual centrosymmetric space group R_3m, which represents _0.04% of the total number of structures know. The supramolecular structure of 3 forms infinite channels in a hexagram fashion, resulting in a honeycomb- like structure. Semi-empirical (PM6) and density functional theory methods (DFT) with the B3LYP functional and the 6-31G(d) basis set were used to optimize the geometries and compute structural parameters (bond lengths, angles and dihedral angles) that could be compared to the refined crystal structure. The theoretical results show good agreements with the experimental structure.