Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine

In the structure of the title compound, C15H19N3O5S2, the bond lengths at the linking sulfur atom are significantly different [1.7473 (17) and 1.811 (2) Å], and the angle at the exocyclic nitrogen atom is wide at 128.45 (18)°. The interplanar angle between the tolyl and thiadiazole rings is 9.2 (1)°...

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Main Authors: Mamdouh A. Abu-Zaied, Ali M. S. Hebishy, Galal H. Elgemeie, Hagar T. Salama, Peter G. Jones
Format: Article
Language:English
Published: International Union of Crystallography 2023-07-01
Series:Acta Crystallographica Section E: Crystallographic Communications
Subjects:
Online Access:http://scripts.iucr.org/cgi-bin/paper?S2056989023005248
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author Mamdouh A. Abu-Zaied
Ali M. S. Hebishy
Galal H. Elgemeie
Hagar T. Salama
Peter G. Jones
author_facet Mamdouh A. Abu-Zaied
Ali M. S. Hebishy
Galal H. Elgemeie
Hagar T. Salama
Peter G. Jones
author_sort Mamdouh A. Abu-Zaied
collection DOAJ
description In the structure of the title compound, C15H19N3O5S2, the bond lengths at the linking sulfur atom are significantly different [1.7473 (17) and 1.811 (2) Å], and the angle at the exocyclic nitrogen atom is wide at 128.45 (18)°. The interplanar angle between the tolyl and thiadiazole rings is 9.2 (1)°. The complex hydrogen-bonding pattern, involving five donors and five acceptors, can be broken down into a one-dimensional ribbon parallel to the b axis, involving hydrogen bonds of the sugar residues only, and a two-dimensional layer structure parallel to the ab plane, based on the N—H...O and O—H...N hydrogen bonds.
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spelling doaj.art-90fe68cdb0b74b3ea8ee7bb7c2559e0b2023-09-05T13:04:52ZengInternational Union of CrystallographyActa Crystallographica Section E: Crystallographic Communications2056-98902023-07-0179765265610.1107/S2056989023005248yz2035Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amineMamdouh A. Abu-Zaied0Ali M. S. Hebishy1Galal H. Elgemeie2Hagar T. Salama3Peter G. Jones4Green Chemistry Department, National Research Centre, Dokki, Giza, EgyptChemistry Department, Faculty of Science, Helwan University, Cairo, EgyptChemistry Department, Faculty of Science, Helwan University, Cairo, EgyptChemistry Department, Faculty of Science, Helwan University, Cairo, EgyptInstitut für Anorganische und Analytische Chemie, Technische Universität Braunschweig, Hagenring 30, D-38106 Braunschweig, GermanyIn the structure of the title compound, C15H19N3O5S2, the bond lengths at the linking sulfur atom are significantly different [1.7473 (17) and 1.811 (2) Å], and the angle at the exocyclic nitrogen atom is wide at 128.45 (18)°. The interplanar angle between the tolyl and thiadiazole rings is 9.2 (1)°. The complex hydrogen-bonding pattern, involving five donors and five acceptors, can be broken down into a one-dimensional ribbon parallel to the b axis, involving hydrogen bonds of the sugar residues only, and a two-dimensional layer structure parallel to the ab plane, based on the N—H...O and O—H...N hydrogen bonds.http://scripts.iucr.org/cgi-bin/paper?S2056989023005248glucosethiadiazolecrystal structurehydrogen bonds
spellingShingle Mamdouh A. Abu-Zaied
Ali M. S. Hebishy
Galal H. Elgemeie
Hagar T. Salama
Peter G. Jones
Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
Acta Crystallographica Section E: Crystallographic Communications
glucose
thiadiazole
crystal structure
hydrogen bonds
title Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
title_full Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
title_fullStr Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
title_full_unstemmed Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
title_short Crystal structure of 5-(β-d-glucopyranosylthio)-N-(4-methylphenyl)-1,3,4-thiadiazol-2-amine
title_sort crystal structure of 5 β d glucopyranosylthio n 4 methylphenyl 1 3 4 thiadiazol 2 amine
topic glucose
thiadiazole
crystal structure
hydrogen bonds
url http://scripts.iucr.org/cgi-bin/paper?S2056989023005248
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