Synthesis, stereochemical, single crystal X-ray structural and antimicrobial studies of some isobutyl-1,2,6-triaryl-4-(arylamino)-1,2,5,6-tetrahydropyridine-3-carboxylates: Exploring RAHB with S(6) graph set
| Autor: | G. Manikandan, Sivakolunthu Senthan, K. Krishnasamy, A. Sethukumar, Chandran Udhaya Kumar, Balasubramaniam Arul Prakasam, Poyyamozhi Surendar Anand |
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| Rok vydání: | 2021 |
| Předmět: |
010405 organic chemistry
Chemistry Hydrogen bond Organic Chemistry Cyclohexane conformation Carbon-13 NMR Dihedral angle 010402 general chemistry Resonance (chemistry) 01 natural sciences 0104 chemical sciences Analytical Chemistry Inorganic Chemistry Crystallography Intramolecular force Single crystal Two-dimensional nuclear magnetic resonance spectroscopy Spectroscopy |
| Zdroj: | Journal of Molecular Structure. 1227:129563 |
| ISSN: | 0022-2860 |
| DOI: | 10.1016/j.molstruc.2020.129563 |
| Popis: | A new set of compounds which are intra-molecularly hydrogen bonded have been synthesized and analyzed with special reference to Resonance Assisted Hydrogen Bonding (RAHB). The structure and stereochemistry of the synthesized compounds (1–10), were established on the basis of their analytical and spectral data (IR, 1H, 13C NMR, HOMOCOSY, NOESY, HSQC and HMBC). The structure in the solid state for 5, 9 and 10 is clearly established by single crystal X-ray diffraction analysis. Spectral and single crystal X-ray structural study confirms the flattened boat conformation of the heterocyclic ring which is analyzed with the help of dihedral angles and the mean plane deviations. Hirshfeld surface analysis is carried out and the packing interactions are discussed. The prevalent intramolecular hydrogen bonding is well proved by XRD analysis and the type of hydrogen bonding is classified as S(6), and the resonance assistance for the hydrogen bonding is also quantified and discussed explicitly. Antimicrobial studies were performed for the synthesized compounds against some Gram positive and Gram negative bacterial strains and some fungal strains and the results are summarized. |
| Databáze: | OpenAIRE |
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