Souza, Gilmar Pereira deKonzen, CibeleSimões, Tatiana Renata GomesRodrigues, Bernardo LagesAlcântara, Antônio Flávio de CarvalhoStumpf, Humberto Osório2012-12-142012-12-142012SOUZA, G. P. et al. Structural characterization of a new dioxamic acid derivative by experimental (FT-IR, NMR, and X-ray) analyses and theoretical (HF and DFT) investigations. Journal of Molecular Structure, v. 1016, p. 13–21, 2012. Disponível em: <https://www.sciencedirect.com/science/article/pii/S0022286012000749>. Acesso em: 11 dez. 2012.00222860http://www.repositorio.ufop.br/handle/123456789/2031Very few investigations concerning the crystal structure and chemical properties of dioxamic acids have been related in the literature. This work describes the chemical properties of ortho-phenylenebis(oxamic acid) (2) and its new derivative, hydrogeno ortho-phenylenebis(oxamato) benzimidazolium (3) using experimental (FT-IR, NMR, and X-ray single crystal diffraction) and theoretical (HF/3-21G_ and B3LYP/ 6-31G_ calculations) methodologies. Compound 2 displays intramolecular hydrogen bonding between the hydrogen of an amide group and the oxygen atom of another amide group present in the structure. Compound 3 was prepared by a newly developed synthetic route involving decomposition of the dioxamic acid in solution without the presence of metallic ions. Thermodynamic calculations indicate a process via two successive hydrolyzes of the amide groups of 2, followed by condensation with formic acid and finally dehydration. The structure of 3 was solved by X-ray single-crystal diffraction and it consists of meso-helical chains stabilized by intra and intermolecular hydrogen bonds and p–p stacking interactions.en-USMolecule-based magnetDioxamic acidsSupramolecular chemistryX-ray crystal structureArtigo publicado em periodicoO periódico Journal of Molecular Structure concede permissão para depósito deste artigo no Repositório Institucional da UFOP. Número da licença: 3313101198477.