Synthesis and structural characterization of s-triazine derivatives and their photophysical properties

Hessa H. Al-Rasheed; Sizwe J. Zamisa; Ihab Shawish; Assem Barakat; Ayman El-Faham; Beatriz G. de la Torre; Fernando Albericio; Anamika Sharma

doi:10.1016/j.rechem.2024.101966

Results in Chemistry (Jan 2025)

Synthesis and structural characterization of s-triazine derivatives and their photophysical properties

Hessa H. Al-Rasheed,
Sizwe J. Zamisa,
Ihab Shawish,
Assem Barakat,
Ayman El-Faham,
Beatriz G. de la Torre,
Fernando Albericio,
Anamika Sharma

Affiliations

Hessa H. Al-Rasheed: Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
Sizwe J. Zamisa: School of Chemistry and Physics, University of KwaZulu-Natal, Private Bag X54001, Durban, 4000, South Africa
Ihab Shawish: Department of Maths and Sciences, College of Humanities and Sciences, Prince Sultan University, P.O. Box 66833, Riyadh 11586, Saudi Arabia
Assem Barakat: Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
Ayman El-Faham: Department of Basic Medical Sciences, College of Medicine, Dar Al Uloom University, P. O. Box 45142 Riyadh 11512, Saudi Arabia; Corresponding authors.
Beatriz G. de la Torre: Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa; KwaZulu-Natal Research Innovation and Sequencing Platform (KRISP), School of Laboratory Medicine and Medical Sciences, College of Health Sciences, University of KwaZulu-Natal, Durban 4041, South Africa
Fernando Albericio: Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa; CIBER-BBN (Networking Centre on Bioengineering, Biomaterials and Nanomedicine) and Department of Organic Chemistry, University of Barcelona, 08028 Barcelona, Spain
Anamika Sharma: Peptide Science Laboratory, School of Chemistry and Physics, University of KwaZulu-Natal, Durban 4001, South Africa; Corresponding authors.

DOI: https://doi.org/10.1016/j.rechem.2024.101966
Journal volume & issue: Vol. 13
p. 101966

Abstract

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In the current work, crystals of four s-triazine analogues were examined by single X-ray diffraction study. Intermolecular N7—H7…O3 hydrogen bonding patterns in 1 form chain-like supramolecular structures that extends along the crystallographic b axis. These chains are further linked by intermolecular πring2… πring3 interactions that propagate diagonally with respect to the crystallographic ab plane; thus, forming a two-dimensional supramolecular structure. In 2 and 3, intermolecular N—H…O were observed between the H7 atom of the amine group and O4 atom of the methanol molecule. In 4, the same intramolecular C—H…N hydrogen bonds mentioned in 2 and 3 were found. Hirshfeld surface explained the O…H and N…H contacts contributing towards hydrogen bonding. The dihedral angles showed slight deviation, and this was related to the natural atomic charges present on the atoms in the molecule. Band gap was found to be lowest in case of 2 (3.95 eV) and highest in case of 1 (4.57 eV) depicting its highest and lowest reactivity, respectively. UV–vis and fluorescence reveal largest Stokes shift in case of 2 and lowest in case of 4.

Published in Results in Chemistry

ISSN: 2211-7156 (Online)
Publisher: Elsevier
Country of publisher: Netherlands
LCC subjects: Science: Chemistry
Website: https://www.journals.elsevier.com/results-in-chemistry/

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