dc.contributor.author | Boraei, Ahmed T.A. | |
dc.contributor.author | Soliman, Saied M. | |
dc.contributor.author | Haukka, Matti | |
dc.contributor.author | Barakat, Assem | |
dc.date.accessioned | 2020-09-24T09:03:36Z | |
dc.date.available | 2020-09-24T09:03:36Z | |
dc.date.issued | 2021 | |
dc.identifier.citation | Boraei, A. T., Soliman, S. M., Haukka, M., & Barakat, A. (2021). X-Ray structure, Hirshfeld analysis and DFT studies of two new hits of triazolyl-indole bearing alkylsulfanyl moieties. <i>Journal of Molecular Structure</i>, <i>1225</i>, Article 129302. <a href="https://doi.org/10.1016/j.molstruc.2020.129302" target="_blank">https://doi.org/10.1016/j.molstruc.2020.129302</a> | |
dc.identifier.other | CONVID_42128129 | |
dc.identifier.uri | https://jyx.jyu.fi/handle/123456789/71863 | |
dc.description.abstract | Two new hits of triazolyl-indole containing two different alkylsulfanyl analogues named tert-butyl 2-((4-amino-5-(1H-indol-2-yl)-4H-1,2,4-triazol-3-yl)thio)acetate 2, and ethyl 2-((4-amino-5-(1H-indol-2-yl)-4H-1,2,4-triazol-3-yl)thio)acetate 3 were synthesized via reaction of 4-amino-5-(1H-indol-2-yl)-1,2,4-triazol-3(2H)-thione 1 with tert-butyl bromoacetate and ethyl chloroacetate in the presence of base (Et3N). The molecular structure of 2, and 3 was confirmed by single-crystal X-ray diffraction and 1H/13C- NMR spectroscopic techniques. In compound 2, the molecular packing depends on significant O...H (9.3%), N...H (12.4%) and S...H (3.1%) as well as relatively weak C...H (14.1%), S...C (2.1%), H...H (50.5%) and S...S (0.9%) contacts. Similarly, the strong O...H (11.0-12.3%) and N...H (13.1-13.6%) hydrogen bonds as well as weak C...H (15.3-16.4%), S...N (0.8-1.7%) and H...H (43.6-43.9%) are the most important interactions compound in 3. Both compounds are polar molecules where hit 2 (0.980 Debye) is less polar than 3 analogue (5.029 Debye). The atomic charge distribution and molecular electrostatic potential map as well as the reactivity descriptors were also discussed. The calculated NMR and UV-Vis spectra of the studied compounds were computed and compared with the experimental data. The different σ→σ*, π→π*, n→σ* and n→π* donor-acceptor interactions were investigated using NBO analysis. | en |
dc.format.mimetype | application/pdf | |
dc.language | eng | |
dc.language.iso | eng | |
dc.publisher | Elsevier BV | |
dc.relation.ispartofseries | Journal of Molecular Structure | |
dc.rights | CC BY-NC-ND 4.0 | |
dc.subject.other | triazolyl-indole | |
dc.subject.other | Hirshfeld surface analysis | |
dc.subject.other | DFT | |
dc.subject.other | reactivity descriptors | |
dc.subject.other | NBO | |
dc.subject.other | Uv-Vis | |
dc.title | X-Ray structure, Hirshfeld analysis and DFT studies of two new hits of triazolyl-indole bearing alkylsulfanyl moieties | |
dc.type | article | |
dc.identifier.urn | URN:NBN:fi:jyu-202009245943 | |
dc.contributor.laitos | Kemian laitos | fi |
dc.contributor.laitos | Department of Chemistry | en |
dc.contributor.oppiaine | Epäorgaaninen kemia | fi |
dc.contributor.oppiaine | Epäorgaaninen ja analyyttinen kemia | fi |
dc.contributor.oppiaine | Inorganic Chemistry | en |
dc.contributor.oppiaine | Inorganic and Analytical Chemistry | en |
dc.type.uri | http://purl.org/eprint/type/JournalArticle | |
dc.type.coar | http://purl.org/coar/resource_type/c_2df8fbb1 | |
dc.description.reviewstatus | peerReviewed | |
dc.relation.issn | 0022-2860 | |
dc.relation.volume | 1225 | |
dc.type.version | acceptedVersion | |
dc.rights.copyright | © 2020 Elsevier B.V. All rights reserved. | |
dc.rights.accesslevel | openAccess | fi |
dc.subject.yso | rikkiyhdisteet | |
dc.subject.yso | aromaattiset yhdisteet | |
dc.subject.yso | kemiallinen synteesi | |
dc.format.content | fulltext | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p5731 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p23502 | |
jyx.subject.uri | http://www.yso.fi/onto/yso/p8468 | |
dc.rights.url | https://creativecommons.org/licenses/by-nc-nd/4.0/ | |
dc.relation.doi | 10.1016/j.molstruc.2020.129302 | |
jyx.fundinginformation | The authors would like to extend their sincere appreciation to the Researchers Supporting project number (RSP-2020/64), King Saud University, Riyadh, Saudi Arabia. | |
dc.type.okm | A1 | |