The crystal structure of (1E,2E)‐2,2′‐dipyridylglyoxime

Abstract

Abstract(1E,2E)‐2,2′‐dipyridylglyoxime (1) was synthesized by a literature method involving the reaction of 2,2′‐pyridyl with an excess of hydroxylammonium chloride and sodium hydroxide in distilled water. 1 was characterized by elemental analysis, melting point, mass spectrometry, and NMR (1H and 13C) spectroscopy. In addition, the crystal structure of 1 was determined by low temperature X‐ray analysis. 1 crystallizes in the monoclinic space group P21/n with four formula units in the unit cell and the following unit cell parameters: a = 6.269(1) Å, b = 10.258(1) Å, c = 9.132(1) Å, β = 107.59(1)°, and V = 559.7(1) Å3. Strong OċN hydrogen bonds link the molecules of 1, forming three‐dimensional hydrogen‐bonded networks; whereas the unclassical CċO hydrogen bonds result in the formation of C1,1(9) and C2,2(18) infinite chains and dimmer pairs with the graph‐set descriptor R2,2(16). Lastly, the structure of 1 was fully optimized using DFT calculations (B3LYP/6‐31+G(d,p)) and the NBO and Mulliken charges were calculated at the same level of theory. © 2011 Wiley Periodicals, Inc. Heteroatom Chem 23:59–65, 2012; View this article online at wileyonlinelibrary.com. DOI 10.1002/hc.20752