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Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide
The title compound, C(15)H(18)N(2)O(2)S {systematic name: 6-[2-(cyclohexylsulfanyl)ethyl]-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione}, was obtained from the reaction of pyridine-2,3-dicarboxylic anhydride (synonym: quinolinic anhydride) with 2-(cyclohexylsulfanyl)ethylamine. The dihedral an...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588583/ https://www.ncbi.nlm.nih.gov/pubmed/28932477 http://dx.doi.org/10.1107/S2056989017012142 |
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author | Park, Hyunjin Choi, Myong Yong Moon, Cheol Joo Kim, Tae Ho |
author_facet | Park, Hyunjin Choi, Myong Yong Moon, Cheol Joo Kim, Tae Ho |
author_sort | Park, Hyunjin |
collection | PubMed |
description | The title compound, C(15)H(18)N(2)O(2)S {systematic name: 6-[2-(cyclohexylsulfanyl)ethyl]-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione}, was obtained from the reaction of pyridine-2,3-dicarboxylic anhydride (synonym: quinolinic anhydride) with 2-(cyclohexylsulfanyl)ethylamine. The dihedral angle between the mean plane of the cyclohexyl ring and the quinolinic acid imide ring is 25.43 (11)°. In the crystal, each molecule forms two C—H⋯O hydrogen bonds and one weak C—O⋯π [O⋯ring centroid = 3.255 (2) Å] interaction with neighbouring molecules to generate a ladder structure along the b-axis direction. The ladders are linked by weak C—O⋯π [O⋯ring centroid = 3.330 (2) Å] interactions, resulting in sheets extending parallel to the ab plane. The molecular structure is broadly consistent with theoretical calculations performed by density functional theory (DFT). |
format | Online Article Text |
id | pubmed-5588583 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-55885832017-09-20 Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide Park, Hyunjin Choi, Myong Yong Moon, Cheol Joo Kim, Tae Ho Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(15)H(18)N(2)O(2)S {systematic name: 6-[2-(cyclohexylsulfanyl)ethyl]-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione}, was obtained from the reaction of pyridine-2,3-dicarboxylic anhydride (synonym: quinolinic anhydride) with 2-(cyclohexylsulfanyl)ethylamine. The dihedral angle between the mean plane of the cyclohexyl ring and the quinolinic acid imide ring is 25.43 (11)°. In the crystal, each molecule forms two C—H⋯O hydrogen bonds and one weak C—O⋯π [O⋯ring centroid = 3.255 (2) Å] interaction with neighbouring molecules to generate a ladder structure along the b-axis direction. The ladders are linked by weak C—O⋯π [O⋯ring centroid = 3.330 (2) Å] interactions, resulting in sheets extending parallel to the ab plane. The molecular structure is broadly consistent with theoretical calculations performed by density functional theory (DFT). International Union of Crystallography 2017-08-25 /pmc/articles/PMC5588583/ /pubmed/28932477 http://dx.doi.org/10.1107/S2056989017012142 Text en © Park et al. 2017 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/ |
spellingShingle | Research Communications Park, Hyunjin Choi, Myong Yong Moon, Cheol Joo Kim, Tae Ho Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide |
title | Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide |
title_full | Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide |
title_fullStr | Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide |
title_full_unstemmed | Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide |
title_short | Crystal structure of N-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide |
title_sort | crystal structure of n-[2-(cyclohexylsulfanyl)ethyl]quinolinic acid imide |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5588583/ https://www.ncbi.nlm.nih.gov/pubmed/28932477 http://dx.doi.org/10.1107/S2056989017012142 |
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