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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...

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Autores principales: Park, Hyunjin, Choi, Myong Yong, Moon, Cheol Joo, Kim, Tae Ho
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2017
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).
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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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