A quantum chemical study of the structures, stability, and spectroscopy of halogen- and hydrogen-boned complexes between cyanoacetaldehyde and hypochlorous acids.
The complexes of cyanoacetaldehyde and hypohalous acid (HOX, X=Cl, Br, and I) have been investigated. They can form six different structures (A, B, C, D, E, and F), the former three structures are mainly combined through a N(O)⋯X halogen bond and the latter three structures are maintained mainly by a N(O)⋯H hydrogen bond, although other weaker interactions are also present in most structures. The hydrogen-bonded structures are more stable than the respective halogen-bonded structures. The O-H and O-X bonds in the halogen- and hydrogen-bonded complexes are lengthened and show an observed red shift, while those in the weaker secondary interactions are contracted and display a small blue shift. The orbital interactions in NBO analysis and the electron densities in AIM analysis provide useful and reliable information for the strength of each type of interaction in different structures.
College of Material Science and Engineering, Henan Polytechnic University, Jiaozuo 454000, China; Hebei North University, Zhangjiakou 075000, People's Republic of China.
Qingjie
Q
Tang
Hebei North University, Zhangjiakou 075000, People's Republic of China.
Zhenfu
Z
Guo
The Laboratory of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, People's Republic of China. Electronic address: liqingzhong1990@sina.com.
Qingzhong
Q
Li
D000079:Acetaldehyde / Q000031:analogs & derivatives* / Q000737:chemistry; D006219:Halogens / Q000737:chemistry*; D006860:Hydrogen Bonding; D006997:Hypochlorous Acid / Q000737:chemistry*; D008968:Molecular Conformation; D011789:Quantum Theory; D013057:Spectrum Analysis; D055672:Static Electricity; D013816:Thermodynamics; D014732:Vibration
D006219:Halogens; C000522:cyanoacetaldehyde; D006997:Hypochlorous Acid; D000079:Acetaldehyde
Competition; Cyanoacetaldehyde; Halogen bond; Hydrogen bond; Hypohalous acids