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(E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione
In the title compound, C(11)H(11)N(3)O(2)S(2), the dihedral angle between the benzene ring and the five-membered ring is 6.85 (9)°. An intramolecular O—H⋯N hydrogen bond makes an S(6) ring motif. In the crystal, molecules are linked through bifurcated N—H⋯(O,O) hydrogen bonds with R (1) (2)(5) rin...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239070/ https://www.ncbi.nlm.nih.gov/pubmed/22199918 http://dx.doi.org/10.1107/S1600536811049877 |
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author | Kargar, Hadi Kia, Reza |
author_facet | Kargar, Hadi Kia, Reza |
author_sort | Kargar, Hadi |
collection | PubMed |
description | In the title compound, C(11)H(11)N(3)O(2)S(2), the dihedral angle between the benzene ring and the five-membered ring is 6.85 (9)°. An intramolecular O—H⋯N hydrogen bond makes an S(6) ring motif. In the crystal, molecules are linked through bifurcated N—H⋯(O,O) hydrogen bonds with R (1) (2)(5) ring motifs, forming chains along the b axis. A short C⋯S contact [3.3189 (19) Å], which is shorter than the sum of the van der Waals radii of these atoms (3.50 Å), occurs in the structure. The crystal structure is further stabilized by C—H⋯N hydrogen bonding and π–π interactions [centroid–centroid distance = 3.7649 (12) Å]. |
format | Online Article Text |
id | pubmed-3239070 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32390702011-12-23 (E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione Kargar, Hadi Kia, Reza Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(11)H(11)N(3)O(2)S(2), the dihedral angle between the benzene ring and the five-membered ring is 6.85 (9)°. An intramolecular O—H⋯N hydrogen bond makes an S(6) ring motif. In the crystal, molecules are linked through bifurcated N—H⋯(O,O) hydrogen bonds with R (1) (2)(5) ring motifs, forming chains along the b axis. A short C⋯S contact [3.3189 (19) Å], which is shorter than the sum of the van der Waals radii of these atoms (3.50 Å), occurs in the structure. The crystal structure is further stabilized by C—H⋯N hydrogen bonding and π–π interactions [centroid–centroid distance = 3.7649 (12) Å]. International Union of Crystallography 2011-11-25 /pmc/articles/PMC3239070/ /pubmed/22199918 http://dx.doi.org/10.1107/S1600536811049877 Text en © Kargar and Kia 2011 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 Kargar, Hadi Kia, Reza (E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione |
title | (E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione |
title_full | (E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione |
title_fullStr | (E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione |
title_full_unstemmed | (E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione |
title_short | (E)-5-[(3-Ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3H)-thione |
title_sort | (e)-5-[(3-ethoxy-2-hydroxybenzylidene)amino]-1,3,4-thiadiazole-2(3h)-thione |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3239070/ https://www.ncbi.nlm.nih.gov/pubmed/22199918 http://dx.doi.org/10.1107/S1600536811049877 |
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