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Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate
The title compound, C(18)H(20)N(2)O(3)S, exists as the phenol–imine form in the crystal and there are bifurcated intramolecular O—H⋯(N/O) hydrogen bonds present. The conformation about the C=N bond is anti (1E); the C=N imine bond length is 1.287 (4) Å and the C=N—C angle is 122.5 (3)°. In the tetr...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2013
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770388/ https://www.ncbi.nlm.nih.gov/pubmed/24046673 http://dx.doi.org/10.1107/S1600536813016474 |
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author | Çolak, Naki Köse, Dursun Ali Marım, Nazmiye Çelik, Ömer Hökelek, Tuncer |
author_facet | Çolak, Naki Köse, Dursun Ali Marım, Nazmiye Çelik, Ömer Hökelek, Tuncer |
author_sort | Çolak, Naki |
collection | PubMed |
description | The title compound, C(18)H(20)N(2)O(3)S, exists as the phenol–imine form in the crystal and there are bifurcated intramolecular O—H⋯(N/O) hydrogen bonds present. The conformation about the C=N bond is anti (1E); the C=N imine bond length is 1.287 (4) Å and the C=N—C angle is 122.5 (3)°. In the tetrahydrothienopyridine moiety, the six-membered ring has a flattened-boat conformation. In the crystal, molecules are stacked nearly parallel to (110) and a weak C—H⋯π interaction is observed. The carbonyl O atom is disordered over two positions and was refined with a fixed occupancy ratio of 0.7:0.3. |
format | Online Article Text |
id | pubmed-3770388 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2013 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-37703882013-09-17 Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate Çolak, Naki Köse, Dursun Ali Marım, Nazmiye Çelik, Ömer Hökelek, Tuncer Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(18)H(20)N(2)O(3)S, exists as the phenol–imine form in the crystal and there are bifurcated intramolecular O—H⋯(N/O) hydrogen bonds present. The conformation about the C=N bond is anti (1E); the C=N imine bond length is 1.287 (4) Å and the C=N—C angle is 122.5 (3)°. In the tetrahydrothienopyridine moiety, the six-membered ring has a flattened-boat conformation. In the crystal, molecules are stacked nearly parallel to (110) and a weak C—H⋯π interaction is observed. The carbonyl O atom is disordered over two positions and was refined with a fixed occupancy ratio of 0.7:0.3. International Union of Crystallography 2013-06-19 /pmc/articles/PMC3770388/ /pubmed/24046673 http://dx.doi.org/10.1107/S1600536813016474 Text en © Çolak et al. 2013 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 Çolak, Naki Köse, Dursun Ali Marım, Nazmiye Çelik, Ömer Hökelek, Tuncer Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate |
title | Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate |
title_full | Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate |
title_fullStr | Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate |
title_full_unstemmed | Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate |
title_short | Ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate |
title_sort | ethyl 2-[(2-hydroxybenzylidene)amino]-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3770388/ https://www.ncbi.nlm.nih.gov/pubmed/24046673 http://dx.doi.org/10.1107/S1600536813016474 |
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