(2Z)-3-Hy­droxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis

S-L Lee; A L Tan; David James Young; M M Jotani; E R T Tiekink

doi:10.1107/S205698901600832X

Back

(2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis

Journal article

Open access

Peer reviewed

(2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis

S-L Lee, A L Tan, David James Young, M M Jotani and E R T Tiekink

Acta Crystallographica Section E: Crystallographic Communications, Vol.E72, pp.849-853

2016

DOI: https://doi.org/10.1107/S205698901600832X

Files and links (2)

pdf

PDF - Published Version (Open Access)1.00 MBDownload View

Published VersionCCBY_V2.0, Open Access

url

https://doi.org/10.1107/S205698901600832XView

Published Version

Abstract

crystal structure

propane-1,3-dione

hydrogen bond

Hirshfeld surface

The title compound, C13H10N2O2 [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 C3O2 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 [pi](pyridin-2-yl)-[pi](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.

Details

Title: (2Z)-3-Hydroxy-1-(pyridin-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one: crystal structure and Hirshfeld surface analysis
Authors: S-L Lee (Author) - Universiti Brunei Darussalam, Brunei
A L Tan (Author) - Universiti Brunei Darussalam, Brunei
David James Young (Author) - University of the Sunshine Coast - Faculty of Science, Health, Education and Engineering
M M Jotani (Author) - Bhavan's Sheth R A College of Science, India
E R T Tiekink (Author) - Sunway University, Malaysia
Publication details: Acta Crystallographica Section E: Crystallographic Communications, Vol.E72, pp.849-853
Publisher: Wiley-Blackwell Publishing Inc.
Date published: 2016
DOI: 10.1107/S205698901600832X
ISSN: 2056-9890
Copyright note: Copyright © 2016 The Authors. For information about this journal please refer to the journal's website. All articles published in Acta Crystallographica Section E are open access and distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. See http://creativecommons.org/licenses/by/2.0/uk/legalcode
Organisation Unit: University of the Sunshine Coast, Queensland
Language: English
Record Identifier: 99449674302621
Output Type: Journal article

Metrics

86 File views/ downloads

1104 Record Views

4 Times Cited - Web of Science

InCites Highlights

These are selected metrics from InCites Benchmarking & Analytics tool, related to this output

Collaboration types: Domestic collaboration; International collaboration
Web Of Science research areas: Crystallography

UN Sustainable Development Goals (SDGs)

This output has contributed to the advancement of the following goals:

Source: InCites