Interplay between halogen bonds and hydrogen bonds in OH/SH···HOX···HY (X = Cl, Br; Y = F, Cl, Br) complexes

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• 作者：Wenjie Wu (1)
  Yanli Zeng (1)
  Xiaoyan Li (1)
  Xueying Zhang (1)
  Shijun Zheng (1)
  Lingpeng Meng (1)
  
• 关键词：Cooperativity ; Halogen bond ; Hydrogen bond ; Molecular electrostatic potentials ; QTAIM
• 刊名：Journal of Molecular Modeling
• 出版年：2013
• 出版时间：March 2013
• 年：2013
• 卷：19
• 期：3
• 页码：1069-1077
• 全文大小：427KB
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• 作者单位：Wenjie Wu (1)
  Yanli Zeng (1)
  Xiaoyan Li (1)
  Xueying Zhang (1)
  Shijun Zheng (1)
  Lingpeng Meng (1)
  
  1. College of Chemistry and Material Science, Hebei Normal University, Shijiazhuang, 050024, China
  
• ISSN：0948-5023

文摘

The character of the cooperativity between the HOX···OH/SH halogen bond (XB) and the Y―H···(H)OX hydrogen bond (HB) in OH/SH···HOX···HY (X = Cl, Br; Y = F, Cl, Br) complexes has been investigated by means of second-order M?ller?Plesset perturbation theory (MP2) calculations and “quantum theory of atoms in molecules-(QTAIM) studies. The geometries of the complexes have been determined from the most negative electrostatic potentials (V S,min) and the most positive electrostatic potentials (V S,max) on the electron density contours of the individual species. The greater the V S,max values of HY, the larger the interaction energies of halogen-bonded HOX···OH/SH in the termolecular complexes, indicating that the ability of cooperative effect of hydrogen bond on halogen bond are determined by V S,max of HY. The interaction energies, binding distances, infrared vibrational frequencies, and electron densities ρ at the BCPs of the hydrogen bonds and halogen bonds prove that there is positive cooperativity between these bonds. The potentiation of hydrogen bonds on halogen bonds is greater than that of halogen bonds on hydrogen bonds. QTAIM studies have shown that the halogen bonds and hydrogen bonds are closed-shell noncovalent interactions, and both have greater electrostatic character in the termolecular species compared with the bimolecular species. Figure The character of the cooperativity between the X···O/S halogen bond (XB) and the Y―H···O hydrogen bond (HB) in OH/SH···HOX···HY (X=Cl, Br; Y=F, Cl, Br) complexes has been investigated by means of second-order M?ller—Plesset perturbation theory (MP2) calculations and “quantum theory of atoms in molecules-(QTAIM) studies.