Please use this identifier to cite or link to this item:
http://dx.doi.org/10.25673/56620
Title: | Protonation sites and hydrogen bonding in mono-hydrobromide salts of two N,4-diheteroaryl 2-aminothiazoles |
Author(s): | Böck, Denise Beuchel, Andreas Goddard, Richard Richter, Adrian Imming, Peter Seidel, Rüdiger W. |
Issue Date: | 2021 |
Type: | Article |
Language: | English |
Abstract: | The synthesis and structural characterization of N-(6-methoxypyridin-3-yl)-4-(pyridin-2-yl)thiazol-2-amine mono-hydrobromide monohydrate (3) and N-(6-methoxypyridin-3-yl)-4-(pyrazin-2-yl)thiazol-2-amine mono-hydrobromide 0.35 methanol solvate (4) are reported. The crystal structures of 3 (monoclinic, space group P21/n, Z = 4) and 4 (monoclinic, space group, C2/c, Z = 8) feature N,4-diheteroaryl 2-aminothiazoles showing similar molecular conformations but different sites of protonation and thus distinctly different intermolecular hydrogen bonding patterns. In 3, Namine–H⋯Br−, N+pyridine–H⋯Owater, and Owater–H⋯Br− hydrogen bonds link protonated N-(6-methoxypyridin-3-yl)-4-(pyridin-2-yl)thiazol-2-amine and water molecules and bromide anions into a three-dimensional hydrogen-bonded network, whereas intermolecular N+methoxypyridine–H⋯Npyrazine hydrogen bonds result in hydrogen-bonded zigzag chains of protonated N-(6-methoxypyridin-3-yl)-4-(pyrazin-2-yl)thiazol-2-amine molecules in 4. |
URI: | https://opendata.uni-halle.de//handle/1981185920/58572 http://dx.doi.org/10.25673/56620 |
Open Access: | ![]() |
License: | ![]() |
Sponsor/Funder: | Publikationsfonds MLU |
Journal Title: | Structural Chemistry |
Publisher: | Springer Science Business Media B.V. |
Publisher Place: | Dordrecht |
Volume: | 32 |
Original Publication: | 10.1007/s11224-021-01730-0 |
Page Start: | 989 |
Page End: | 996 |
Appears in Collections: | Open Access Publikationen der MLU |
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Böck2021_Article_ProtonationSitesAndHydrogenBon.pdf | 704.86 kB | Adobe PDF | ![]() View/Open |