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(E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone
In the title compound, C(16)H(10)Cl(2)F(3)N(3)S, the dihedral angle between the quinoline and thiophene ring systems is 4.94 (10)°. The NH group of the hydrazone moiety does not form a hydrogen bond, due to a steric crowding. In the crystal, the thiophene ring takes part in weak π–π stacking inter...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297859/ https://www.ncbi.nlm.nih.gov/pubmed/22412662 http://dx.doi.org/10.1107/S1600536812005673 |
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author | Dayananda, A. S. Yathirajan, H. S. Harrison, William T. A. Slawin, Alexandra M. Z. |
author_facet | Dayananda, A. S. Yathirajan, H. S. Harrison, William T. A. Slawin, Alexandra M. Z. |
author_sort | Dayananda, A. S. |
collection | PubMed |
description | In the title compound, C(16)H(10)Cl(2)F(3)N(3)S, the dihedral angle between the quinoline and thiophene ring systems is 4.94 (10)°. The NH group of the hydrazone moiety does not form a hydrogen bond, due to a steric crowding. In the crystal, the thiophene ring takes part in weak π–π stacking interactions with the pyridine ring [centroid-to-centroid separation = 3.7553 (19) Å and interplanar angle = 5.48 (12)°] and the benzene ring [3.7927 (19) Å and 4.58 (12)°]. Together, these lead to [100] stacks of molecules in an alternating head-to-tail arrangement, with two π–π stacking contacts between each adjacent pair. |
format | Online Article Text |
id | pubmed-3297859 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32978592012-03-12 (E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone Dayananda, A. S. Yathirajan, H. S. Harrison, William T. A. Slawin, Alexandra M. Z. Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(16)H(10)Cl(2)F(3)N(3)S, the dihedral angle between the quinoline and thiophene ring systems is 4.94 (10)°. The NH group of the hydrazone moiety does not form a hydrogen bond, due to a steric crowding. In the crystal, the thiophene ring takes part in weak π–π stacking interactions with the pyridine ring [centroid-to-centroid separation = 3.7553 (19) Å and interplanar angle = 5.48 (12)°] and the benzene ring [3.7927 (19) Å and 4.58 (12)°]. Together, these lead to [100] stacks of molecules in an alternating head-to-tail arrangement, with two π–π stacking contacts between each adjacent pair. International Union of Crystallography 2012-02-24 /pmc/articles/PMC3297859/ /pubmed/22412662 http://dx.doi.org/10.1107/S1600536812005673 Text en © Dayananda et al. 2012 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 Dayananda, A. S. Yathirajan, H. S. Harrison, William T. A. Slawin, Alexandra M. Z. (E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone |
title | (E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone |
title_full | (E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone |
title_fullStr | (E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone |
title_full_unstemmed | (E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone |
title_short | (E)-1-(2,5-Dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone |
title_sort | (e)-1-(2,5-dichlorothiophen-3-yl)ethanone [8-(trifluoromethyl)quinolin-4-yl]hydrazone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3297859/ https://www.ncbi.nlm.nih.gov/pubmed/22412662 http://dx.doi.org/10.1107/S1600536812005673 |
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