Crystal and Molecular Structure, and Spectral Characteristics of Sodium 3,5-Bis(Hydroxyimino)-1-Methyl-2,4,6-Trioxocyclohexanide

• 作者: Adam Stash Andrew Alafinov Konstantin Kobrakov Nguyen Dinh Do Oleg Volyansky Olga Kovalchukova Paul Strashnov Svetlana Strashnova Vitaly Bel’sky
• 来源期刊: 晶体结构理论与应用(英文)
• 学科: 化学
• 关键词: SODIUM 3 5-Bis(Hydroxyimino)-1-Methyl-2 4 6-Trioxocyclohexanide Crystal Structure IR SPECTRA Electronic ABSORPTION SPECTRA Quantum Chemical Modeling
• 年，卷（期）: 2012,（3）
• 页码范围: 46-51
• 页数: 6页
• 分类号: O6

摘要

Sodium 3,5-bis(hydroxyimino)-1-methyl-2,4,6-trioxocyclohexanide C7H5N2NaO5 (I) has been isolated as the only product of the reaction of nitrosation of methylphloroglucinol. The structure of the titled compound has been determined from single crystal X-ray diffraction data. The hydrated C7H5N2NaO52.5H2O crystallizes in the monoclinic space group C2/c, with a(?) 16.408(3);b(?) 12.446(3);c(?) 13.716(3);(o) 126.34(3). The planar organic anion exists in a triketo-dihydroxyimino form with the C–O and C–N distances from 1.220(2) to 1.271(2)?? and from 1.292(2) to 1.293?? respectively. In the IR spectrum of I, the sharp absorption band occurred at 1681 cm-1 due to C=O stretching indicating the strong H-interactions. The correlations of theoretical (DFT-B3LYP/aug-cc-pVDZ) and experimental UV-vis absorption spectra in neutral and alkaline ethanolic solutions showed the existence of hydroxyimino-nitroso tautomerism while ionization of I.