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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...

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Autores principales: Çolak, Naki, Köse, Dursun Ali, Marım, Nazmiye, Çelik, Ömer, Hökelek, Tuncer
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2013
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.
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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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