Synthesis, characterization and DFT studies of 6-bis(2-(thiazol-4-yl)-benzimidazol-1-yl)hexane hemihydrate crystal: experimental and theoretical investigation

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dc.contributor.authorEl Bourakadi, Khadija
dc.contributor.authorEl Mehdi Mekhzoum, Mohamed
dc.contributor.authorBoeré, René T.
dc.contributor.authorEl Kacem Qais, Abou
dc.contributor.authorBouhfid, Rachid
dc.date.accessioned2019-10-30T18:22:47Z
dc.date.available2019-10-30T18:22:47Z
dc.date.issued2019
dc.descriptionSherpa Romeo green journal. Permission to archive accepted author manuscripten_US
dc.description.abstract6-bis(2-(thiazol-4-yl)-benzimidazol-1-yl)hexane has been efficiently synthesized by direct alkylation of 2-(4-thiazolyl)benzimidazole with 1,6-dibromohexane via phase-transfer catalysis. The desired compound was obtained in high yield and its structural characterization was performed by FTIR and NMR spectroscopies. A suitable single crystal of the compound for X-ray structure analysis was obtained and analyzed. The organic salt 1,6-bis(2-(thiazol-4 yl)-benzimidazol-1-yl) hexane (Bis-TBZ 0.5H2O) crystallizes in the monoclinic space group I2/a (#15). The optimized geometries, IR frequencies, 1H and 13C-NMR chemical shifts and frontier molecular orbital energies (HOMO, LUMO) of the compound have been calculated by Density Functional Theory at the B3LYP/6-311G++(d,p) level of theory. All the available theoretical results were compared with the experimental data. The X-ray parameters of the title compound agree with the theoretically obtained values. The computed vibrational wavenumbers, 1H and 13C-NMR chemical shifts of the compound show good correlation with the corresponding experimental ones. Finally, the calculated HOMO and LUMO energies revealed that charge transfer occurs in the molecule.en_US
dc.description.peer-reviewYesen_US
dc.identifier.citationEl Bourakadi, K., El Mehdi Mekhzoum, M., Boeré, R. T., El Kacem Qais, A., & Bouhfid, R. (2019). Synthesis, characterization and DFT studies of 6-bis(2-(thiazol-4-yl)-benzimidazol-1-yl)hexane hemihydrate crystal: Experimental and theoretical investigation. Journal of Molecular Structure, 1202, 127253. doi: https://doi.org/10.1016/j.molstruc.2019.127253.en_US
dc.identifier.urihttps://hdl.handle.net/10133/5566
dc.language.isoen_USen_US
dc.publisherElsevieren_US
dc.publisher.departmentDepartment of Chemistry and Biochemistryen_US
dc.publisher.facultyArts and Scienceen_US
dc.publisher.institutionInstitute of Nanomaterial and Nanotechnology (NANOTECH)en_US
dc.publisher.institutionMohammed V-Rabat Universityen_US
dc.publisher.institutionUniversity of Lethbridgeen_US
dc.publisher.urlhttps://doi.org/10.1016/j.molstruc.2019.127253
dc.subjectThiabendazole
dc.subject1,6-bis(2-(thiazol-4-yl)-benzimidazol-1-yl)hexane
dc.subjectX-ray structure
dc.subjectSpectroscopic analysis
dc.subjectDFT calculation
dc.subjectHOMO-LUMO
dc.titleSynthesis, characterization and DFT studies of 6-bis(2-(thiazol-4-yl)-benzimidazol-1-yl)hexane hemihydrate crystal: experimental and theoretical investigationen_US
dc.typeArticleen_US
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