Synthesis, characterization, Hirshfeld surface analysis, DFT calculations and antibacterial activity evaluation of a new unsymmetrically substituted 1,3,5-triazacyclohexane.
In: Journal of Molecular Structure, Jg. 1249 (2022-02-05), S. N.PAG
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Zugriff:
• A new hexahydro-1,3,5-triazine compound (I) has been synthesized. • The crystal structure reveals that (I) adopts (eaa) chair conformation. • The infinite 1-D chains of (I) are mainly stabilized via H···Cl short contacts. • The small energetic gap value makes known that (I) is relatively very reactive. • The studied compound (I) shows a good potential as a novel antibacterial agent. A new unsymmetrically substituted compound: 1,3-bis(4-chlorophenyl)-5-benzyl-1,3,5-triazacyclohaxane (I) , has been synthesized; in good yield; from the condensation reaction between aromatic amine (benzylamine and 4-chloroaniline) with an excess of formalin. The structure of (I) was elucidated by FT-IR, UV–vis, 1H NMR and 13C NMR spectroscopy techniques and single-crystal X-ray diffraction analysis. The crystal structure reveals that the triazacyclohexane ring adopts a chair conformation with equatorial-diaxial orientation and the infinite one-dimensional chains of molecules of (I) are mainly stabilized via H···Cl short contacts and C‒H···π interactions. Hirshfeld surface analysis is also used to predict the types of intermolecular contacts within the molecule of (I). The structural and spectroscopic data of (I) in the ground state were calculated using density functional theory (DFT) employing B3LYP exchange-correlation and the 6-31+G (d, p) basis set and a good comparison between the experimental and the computed results was noticed. Besides, the obtained compound was evaluated for its antibacterial properties using the agar diffusion method. [Display omitted] [ABSTRACT FROM AUTHOR]
Titel: |
Synthesis, characterization, Hirshfeld surface analysis, DFT calculations and antibacterial activity evaluation of a new unsymmetrically substituted 1,3,5-triazacyclohexane.
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Autor/in / Beteiligte Person: | Hadjam, Meriem ; Bouchene, Rafika ; Zaboub, Amel ; Mazouz, Wissam ; Malki, Souhila ; Bouchemma, Ahcen |
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Zeitschrift: | Journal of Molecular Structure, Jg. 1249 (2022-02-05), S. N.PAG |
Veröffentlichung: | 2022 |
Medientyp: | academicJournal |
ISSN: | 0022-2860 (print) |
DOI: | 10.1016/j.molstruc.2021.131554 |
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