5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate

In the title compound, C(10)H(8)Cl(2)N(2)O(2)S·0.5H(2)O, the atoms in the oxadiazole ring are essentially coplanar (r.m.s. deviation 0.010 Å). The crystal structure is stabilized by inter­molecular N—H⋯O hydrogen bonds involving the water mol­ecule, which is situated on an a twofold rotation axis, a...

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Detalles Bibliográficos
Autores principales: Akhtar, Tashfeen, Khawar Rauf, M., Hameed, Shahid, Lu, Xiaoming
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970152/
https://www.ncbi.nlm.nih.gov/pubmed/21577496
http://dx.doi.org/10.1107/S1600536809029894
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author Akhtar, Tashfeen
Khawar Rauf, M.
Hameed, Shahid
Lu, Xiaoming
author_facet Akhtar, Tashfeen
Khawar Rauf, M.
Hameed, Shahid
Lu, Xiaoming
author_sort Akhtar, Tashfeen
collection PubMed
description In the title compound, C(10)H(8)Cl(2)N(2)O(2)S·0.5H(2)O, the atoms in the oxadiazole ring are essentially coplanar (r.m.s. deviation 0.010 Å). The crystal structure is stabilized by inter­molecular N—H⋯O hydrogen bonds involving the water mol­ecule, which is situated on an a twofold rotation axis, and two organic mol­ecules, leading to a thione tautomer in the solid state. The C atom attached to the oxadiazole ring adopts a typical sp(3) hybridization. The dihedral angle between the mean plane of the benzene ring of the dichloro­phenyl group and the mean plane of the oxadiazole ring is 74.18 (4)°. The crystal structure is stabilized by intermolecular N—H⋯O and O—H⋯S hydrogen bonds.
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spelling pubmed-29701522010-12-30 5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate Akhtar, Tashfeen Khawar Rauf, M. Hameed, Shahid Lu, Xiaoming Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(10)H(8)Cl(2)N(2)O(2)S·0.5H(2)O, the atoms in the oxadiazole ring are essentially coplanar (r.m.s. deviation 0.010 Å). The crystal structure is stabilized by inter­molecular N—H⋯O hydrogen bonds involving the water mol­ecule, which is situated on an a twofold rotation axis, and two organic mol­ecules, leading to a thione tautomer in the solid state. The C atom attached to the oxadiazole ring adopts a typical sp(3) hybridization. The dihedral angle between the mean plane of the benzene ring of the dichloro­phenyl group and the mean plane of the oxadiazole ring is 74.18 (4)°. The crystal structure is stabilized by intermolecular N—H⋯O and O—H⋯S hydrogen bonds. International Union of Crystallography 2009-08-08 /pmc/articles/PMC2970152/ /pubmed/21577496 http://dx.doi.org/10.1107/S1600536809029894 Text en © Akhtar et al. 2009 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Akhtar, Tashfeen
Khawar Rauf, M.
Hameed, Shahid
Lu, Xiaoming
5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate
title 5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate
title_full 5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate
title_fullStr 5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate
title_full_unstemmed 5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate
title_short 5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate
title_sort 5-[1-(3,4-dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3h)-thione hemihydrate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2970152/
https://www.ncbi.nlm.nih.gov/pubmed/21577496
http://dx.doi.org/10.1107/S1600536809029894
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AT khawarraufm 5134dichlorophenoxyethyl134oxadiazole23hthionehemihydrate
AT hameedshahid 5134dichlorophenoxyethyl134oxadiazole23hthionehemihydrate
AT luxiaoming 5134dichlorophenoxyethyl134oxadiazole23hthionehemihydrate

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