Cargando…
(2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis
The title compound, C(13)H(10)N(2)O(2) [also called 1-(pyridin-2-yl)-3-(pyridin-3-yl)propane-1,3-dione], features an almost planar (r.m.s. deviation = 0.0095 Å) central C(3)O(2) core consolidated by an intramolecular hydroxy-O—H⋯O(carbonyl) hydrogen bond. Twists are evident in the molecule, as s...
Autores principales: | , , , , |
---|---|
Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2016
|
Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908566/ https://www.ncbi.nlm.nih.gov/pubmed/27308057 http://dx.doi.org/10.1107/S205698901600832X |
_version_ | 1782437707577819136 |
---|---|
author | Lee, Sze-Ling Tan, Ai Ling Young, David J. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_facet | Lee, Sze-Ling Tan, Ai Ling Young, David J. Jotani, Mukesh M. Tiekink, Edward R. T. |
author_sort | Lee, Sze-Ling |
collection | PubMed |
description | The title compound, C(13)H(10)N(2)O(2) [also called 1-(pyridin-2-yl)-3-(pyridin-3-yl)propane-1,3-dione], features an almost planar (r.m.s. deviation = 0.0095 Å) central C(3)O(2) core consolidated by an intramolecular hydroxy-O—H⋯O(carbonyl) hydrogen bond. Twists are evident in the molecule, as seen in the dihedral angles between the central core and the 2- and pyridin-3-yl rings of 8.91 (7) and 15.88 (6)°, respectively. The conformation about the C=C bond [1.3931 (17) Å] is Z, and the N atoms lie to the same side of the molecule. In the molecular packing, supramolecular chains along the a axis are mediated by π(pyridin-2-yl)–π(pyridin-3-yl) interactions [inter-centroid distance = 3.7662 (9) Å]. The observation that chains pack with no directional interactions between them is consistent with the calculated electrostatic potential, which indicates that repulsive interactions dominate. |
format | Online Article Text |
id | pubmed-4908566 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-49085662016-06-15 (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis Lee, Sze-Ling Tan, Ai Ling Young, David J. Jotani, Mukesh M. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Research Communications The title compound, C(13)H(10)N(2)O(2) [also called 1-(pyridin-2-yl)-3-(pyridin-3-yl)propane-1,3-dione], features an almost planar (r.m.s. deviation = 0.0095 Å) central C(3)O(2) core consolidated by an intramolecular hydroxy-O—H⋯O(carbonyl) hydrogen bond. Twists are evident in the molecule, as seen in the dihedral angles between the central core and the 2- and pyridin-3-yl rings of 8.91 (7) and 15.88 (6)°, respectively. The conformation about the C=C bond [1.3931 (17) Å] is Z, and the N atoms lie to the same side of the molecule. In the molecular packing, supramolecular chains along the a axis are mediated by π(pyridin-2-yl)–π(pyridin-3-yl) interactions [inter-centroid distance = 3.7662 (9) Å]. The observation that chains pack with no directional interactions between them is consistent with the calculated electrostatic potential, which indicates that repulsive interactions dominate. International Union of Crystallography 2016-05-27 /pmc/articles/PMC4908566/ /pubmed/27308057 http://dx.doi.org/10.1107/S205698901600832X Text en © Lee et al. 2016 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 | Research Communications Lee, Sze-Ling Tan, Ai Ling Young, David J. Jotani, Mukesh M. Tiekink, Edward R. T. (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis |
title | (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis |
title_full | (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis |
title_fullStr | (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis |
title_full_unstemmed | (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis |
title_short | (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis |
title_sort | (2z)-3-hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and hirshfeld surface analysis |
topic | Research Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4908566/ https://www.ncbi.nlm.nih.gov/pubmed/27308057 http://dx.doi.org/10.1107/S205698901600832X |
work_keys_str_mv | AT leeszeling 2z3hydroxy1pyridin2yl3pyridin3ylprop2en1onecrystalstructureandhirshfeldsurfaceanalysis AT tanailing 2z3hydroxy1pyridin2yl3pyridin3ylprop2en1onecrystalstructureandhirshfeldsurfaceanalysis AT youngdavidj 2z3hydroxy1pyridin2yl3pyridin3ylprop2en1onecrystalstructureandhirshfeldsurfaceanalysis AT jotanimukeshm 2z3hydroxy1pyridin2yl3pyridin3ylprop2en1onecrystalstructureandhirshfeldsurfaceanalysis AT tiekinkedwardrt 2z3hydroxy1pyridin2yl3pyridin3ylprop2en1onecrystalstructureandhirshfeldsurfaceanalysis |