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RESEARCH PRODUCT
Synthesis, X-Ray Structure, Tautomerism Aspect, and Chemical Insight of The 3-(1H-Indol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ol
Ahmed T. A. BoraeiSaied M. SolimanMatti HaukkaAssem Barakatsubject
triazolyl-indoleChemical structureSupramolecular chemistry010402 general chemistry01 natural sciencesAnalytical ChemistryInorganic Chemistrychemistry.chemical_compoundsupramolekulaarinen kemiaMoleculeHirshfeld surface analysissynteesiSpectroscopy010405 organic chemistryOrganic ChemistryIntermolecular forceEnolTautomer0104 chemical sciencesDFTNBOCrystallographytautomerismchemistryDerivative (chemistry)tautomeriaNatural bond orbitaldescription
The 3-(1H-indol-2-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-ol 2 was obtained exclusively in the enol configuration starting from triazolyl-indole derivative 1 and alkyl halo-esters in the presence of K2CO3. Chemical structure elucidations with the aid of physicochemical characterizations were used to predict its molecular structure while single crystal X-ray diffraction technique was used to shed the light on the supramolecular structure of 2. DFT calculations agreed very well with the reported X-ray structure where the most stable form thermodynamically is the enol form. Its optimized geometry agreed very well with the experimental structure where the correlation coefficients between the calculated and experimental geometric parameters are very close to 1. Using Hirshfeld analysis, the most significant intermolecular contacts are the N…H, H…C(π), O…H, S…H and C…C contacts. peerReviewed
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-03-01 |