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Volume 13
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10.3390/cryst13030423
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Article

Synthesis, Characterization and Single Crystal X-ray Diffraction Analysis of Fused Triazolo/Thiadiazole Clubbed with Indole Scaffold

by
Mezna Saleh Altowyan
1,
Matti Haukka
2,
Saied M. Soliman
3,
Assem Barakat
4,*,
Saleh O. Alaswad
5,
Ahmed T. A. Boraei
6,*,
Emad M. Gad
6 and
Mohamed F. Youssef
6,*
1
Department of Chemistry, College of Science, Princess Nourah bint Abdulrahman University, P.O. Box 84428, Riyadh 11671, Saudi Arabia
2
Department of Chemistry, University of Jyväskylä, P.O. Box 35, FI-40014 Jyväskylä, Finland
3
Chemistry Department, Faculty of Science, Alexandria University, P.O. Box 426, Alexandria 21321, Egypt
4
Department of Chemistry, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
5
Nuclear Science Research Institute (NSRI), King Abdulaziz City for Science and Technology (KACST), P.O. Box 6086, Riyadh 11442, Saudi Arabia
6
Chemistry Department, Faculty of Science, Suez Canal University, Ismailia 41522, Egypt
*
Authors to whom correspondence should be addressed.
Crystals 2023, 13(3), 423; https://doi.org/10.3390/cryst13030423
Submission received: 4 February 2023 / Revised: 19 February 2023 / Accepted: 23 February 2023 / Published: 1 March 2023
(This article belongs to the Special Issue New Trends in Crystals at Saudi Arabia (Volume II))
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Abstract

The present synthetic strategy involves the synthesis of indolyl-triazolo-thiadiazole heterocyclic ring systems 8–13 from the condensation of 4-amino-5-(1H-indol-2-yl)-3H-1,2,4-triazole-3-thione 1 with the aromatic carboxylic acid derivatives 2–7 in presence of POCl3 for 1 h. All compounds were obtained in very good yields and have been well-characterized using spectroscopic techniques. Exclusively, good quality crystals from the target organic hybrid 8-(1H-indol-2-yl)-5-(p-tolyl)-[1,2,4]triazolo [3,4-b][1,3,4]thiadiazole 9 were obtained and found suitable for X-ray single crystal diffraction measurement, which is used to confirm and analyze the molecular and supramolecular structure aspects of 9. The solid-state structure of the synthesized molecule 9 agrees very well with other characterizations. The packing of 9 is dominated by the N…H, S…H, C…C and S…C non-covalent interactions, which agree with the Hirshfeld surface analysis. The percentages of these contacts are calculated to be 20.3%, 5.4%, 9.4% and 4.3%, respectively.
Keywords: fused heterocycle; triazole; thiadiazole; computational study fused heterocycle; triazole; thiadiazole; computational study

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MDPI and ACS Style

Altowyan, M.S.; Haukka, M.; Soliman, S.M.; Barakat, A.; Alaswad, S.O.; Boraei, A.T.A.; Gad, E.M.; Youssef, M.F. Synthesis, Characterization and Single Crystal X-ray Diffraction Analysis of Fused Triazolo/Thiadiazole Clubbed with Indole Scaffold. Crystals 2023, 13, 423. https://doi.org/10.3390/cryst13030423

AMA Style

Altowyan MS, Haukka M, Soliman SM, Barakat A, Alaswad SO, Boraei ATA, Gad EM, Youssef MF. Synthesis, Characterization and Single Crystal X-ray Diffraction Analysis of Fused Triazolo/Thiadiazole Clubbed with Indole Scaffold. Crystals. 2023; 13(3):423. https://doi.org/10.3390/cryst13030423

Chicago/Turabian Style

Altowyan, Mezna Saleh, Matti Haukka, Saied M. Soliman, Assem Barakat, Saleh O. Alaswad, Ahmed T. A. Boraei, Emad M. Gad, and Mohamed F. Youssef. 2023. "Synthesis, Characterization and Single Crystal X-ray Diffraction Analysis of Fused Triazolo/Thiadiazole Clubbed with Indole Scaffold" Crystals 13, no. 3: 423. https://doi.org/10.3390/cryst13030423

APA Style

Altowyan, M. S., Haukka, M., Soliman, S. M., Barakat, A., Alaswad, S. O., Boraei, A. T. A., Gad, E. M., & Youssef, M. F. (2023). Synthesis, Characterization and Single Crystal X-ray Diffraction Analysis of Fused Triazolo/Thiadiazole Clubbed with Indole Scaffold. Crystals, 13(3), 423. https://doi.org/10.3390/cryst13030423

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