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

被引:4
作者
Lee, Sze-Ling [1 ]
Tan, Ai Ling [1 ]
Young, David J. [2 ]
Jotani, Mukesh M. [3 ]
Tiekink, Edward R. T. [4 ]
机构
[1] Univ Brunei Darussalam, Fac Sci, Jalan Tungku Link BE 1410, Negara, Brunei
[2] Univ Sunshine Coast, Fac Sci Hlth Educ & Engn, Maroochydore, Qld 4558, Australia
[3] Bhavans Sheth RA Coll Sci, Dept Phys, Ahmadabad 380001, Gujarat, India
[4] Sunway Univ, Fac Sci & Technol, Res Ctr Crystalline Mat, Bandar Sunway 47500, Selangor Darul, Malaysia
关键词
crystal structure; propane-1,3-dione; hydrogen bond; Hirshfeld surface;
D O I
10.1107/S205698901600832X
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
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 angstrom) central C3O2 core consolidated by an intramolecular hydroxy-O-H center dot center dot center dot 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)degrees, respectively. The conformation about the C=C bond [1.3931 (17) angstrom] 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) angstrom]. The observation that chains pack with no directional interactions between them is consistent with the calculated electrostatic potential, which indicates that repulsive interactions dominate.
引用
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页码:849 / +
页数:9
相关论文
共 22 条
[1]  
Brandenburg K., 2006, DIAMOND
[2]  
Bruker, 2007, SMART SAINT
[3]   Dipyridyl β-diketonate complexes: versatile polydentate metalloligands for metal-organic frameworks and hydrogen-bonded networks [J].
Burrows, Andrew D. ;
Frost, Christopher G. ;
Mahon, Mary F. ;
Raithby, Paul R. ;
Renouf, Catherine L. ;
Richardson, Christopher ;
Stevenson, Anna J. .
CHEMICAL COMMUNICATIONS, 2010, 46 (28) :5067-5069
[4]   The novel metalloligand [Fe(bppd)3] (bppd=1,3-bis(4-pyridyl)-1, 3-propanedionate) for the crystal engineering of heterometallic coordination networks with different silver salts. Anionic control of the structures [J].
Carlucci, Lucia ;
Ciani, Gianfranco ;
Proserpio, Davide M. ;
Visconti, Marco .
CRYSTENGCOMM, 2011, 13 (19) :5891-5902
[5]   Interaction of Copper(II) with Ditopic Pyridyl-β-diketone Ligands: Dimeric, Framework, and Metallogel Structures [J].
Dudek, Melanie ;
Clegg, Jack K. ;
Glasson, Christopher R. K. ;
Kelly, Norman ;
Gloe, Kerstin ;
Gloe, Karsten ;
Kelling, Alexandra ;
Buschmann, Hans-Juergen ;
Jolliffe, Katrina A. ;
Lindoy, Leonard F. ;
Meehan, George V. .
CRYSTAL GROWTH & DESIGN, 2011, 11 (05) :1697-1704
[6]   WinGX and ORTEP for Windows: an update [J].
Farrugia, Louis J. .
JOURNAL OF APPLIED CRYSTALLOGRAPHY, 2012, 45 :849-854
[7]   Qmol: A program for molecular visualization on windows-based PCs [J].
Gans, JD ;
Shalloway, D .
JOURNAL OF MOLECULAR GRAPHICS & MODELLING, 2001, 19 (06) :557-+
[8]   The Cambridge Structural Database [J].
Groom, Colin R. ;
Bruno, Ian J. ;
Lightfoot, Matthew P. ;
Ward, Suzanna C. .
ACTA CRYSTALLOGRAPHICA SECTION B-STRUCTURAL SCIENCE CRYSTAL ENGINEERING AND MATERIALS, 2016, 72 :171-179
[9]  
Jayatilaka D, 2005, TONTO SYSTEM COMPUTA
[10]   PROPERTIES AND APPLICATIONS OF METAL ACETYLACETONATES [J].
LAMPREY, H .
ANNALS OF THE NEW YORK ACADEMY OF SCIENCES, 1960, 88 (02) :519-525