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(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...

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Autores principales: Lee, Sze-Ling, Tan, Ai Ling, Young, David J., Jotani, Mukesh M., Tiekink, Edward R. T.
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
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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.
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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
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