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{2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone
The title compound, C(24)H(20)N(2)OS, crystallizes with two independent molecules (A and B) in the asymmetric unit, in each of which the cyclohexene rings adopt half-chair conformations. The mean plane of the indole ring is twisted from those of the phenyl and thiophene rings by 69.0 (7) and 8.3 ...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2014
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998588/ https://www.ncbi.nlm.nih.gov/pubmed/24826189 http://dx.doi.org/10.1107/S1600536814006345 |
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author | Kaur, Manpreet Jasinski, Jerry P. Yamuna, Thammarse S. Yathirajan, H. S. Byrappa, K. |
author_facet | Kaur, Manpreet Jasinski, Jerry P. Yamuna, Thammarse S. Yathirajan, H. S. Byrappa, K. |
author_sort | Kaur, Manpreet |
collection | PubMed |
description | The title compound, C(24)H(20)N(2)OS, crystallizes with two independent molecules (A and B) in the asymmetric unit, in each of which the cyclohexene rings adopt half-chair conformations. The mean plane of the indole ring is twisted from those of the phenyl and thiophene rings by 69.0 (7) and 8.3 (5)°, respectively, in molecule A and by 65.4 (9) and 6.7 (5)°, respectively, in molecule B. The dihedral angles between the mean planes of the phenyl and thiophene rings are 63.0 (4) and 58.8 (9)° in molecules A and B, respectively. In the crystal, N—H⋯O hydrogen bonds lead to the formation of an infinite chain along [101]. In addition, π–π stacking interactions are observed involving the thiophene and pyrrole rings of the two molecules, with a shortest intercentroid distance of 3.468 (2) Å. |
format | Online Article Text |
id | pubmed-3998588 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-39985882014-05-13 {2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone Kaur, Manpreet Jasinski, Jerry P. Yamuna, Thammarse S. Yathirajan, H. S. Byrappa, K. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(24)H(20)N(2)OS, crystallizes with two independent molecules (A and B) in the asymmetric unit, in each of which the cyclohexene rings adopt half-chair conformations. The mean plane of the indole ring is twisted from those of the phenyl and thiophene rings by 69.0 (7) and 8.3 (5)°, respectively, in molecule A and by 65.4 (9) and 6.7 (5)°, respectively, in molecule B. The dihedral angles between the mean planes of the phenyl and thiophene rings are 63.0 (4) and 58.8 (9)° in molecules A and B, respectively. In the crystal, N—H⋯O hydrogen bonds lead to the formation of an infinite chain along [101]. In addition, π–π stacking interactions are observed involving the thiophene and pyrrole rings of the two molecules, with a shortest intercentroid distance of 3.468 (2) Å. International Union of Crystallography 2014-03-29 /pmc/articles/PMC3998588/ /pubmed/24826189 http://dx.doi.org/10.1107/S1600536814006345 Text en © Kaur et al. 2014 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 Kaur, Manpreet Jasinski, Jerry P. Yamuna, Thammarse S. Yathirajan, H. S. Byrappa, K. {2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone |
title | {2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone |
title_full | {2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone |
title_fullStr | {2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone |
title_full_unstemmed | {2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone |
title_short | {2-[(1H-Indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone |
title_sort | {2-[(1h-indol-3-ylmethylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl}(phenyl)methanone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3998588/ https://www.ncbi.nlm.nih.gov/pubmed/24826189 http://dx.doi.org/10.1107/S1600536814006345 |
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