| Cocrystal Assembled by 1,2-Diiodotetrafluorobenzene and Acridine via C-I…N Halogen Bond and Tr-hole…F Bonds |
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| 作者姓名： | Haiyue Gao Xiaoran Zhao Hui Wang Xue Pang Weijun Jin |
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| 作者单位： | College of Chemistry, Beijing Normal University, Beijing 100875, China |
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| 基金项目： | Acknowledgements The authors thank the National Natural Science Foundation of China （No. 90922023） and the Research Fund for the Doctoral Program of Higher Education of China （No. 20110003110011） for the supports. |
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| 摘 要： | The concepts on o-hole and ~-hole bonds are suggested. A cocrystal with repeated 8-F-atom unit as basic struc- tural motif is assembled based on bifurcated C-I…N…I-C halogen/σ-hole bond and antiparallel double π-hole… F bonds by 1,2-diiodotetrafluorobenzene and acridine and characterized well by XRD, powder XRD and solid 19F NMR, etc. Also the calculated interaction energies are -26.8 and -31.5 kJ/mol for bifurcated C-I…N sp……2 halogen bonds, and -14.3 kJ/mol for a pair of n-hole…F bonds. In this system C-I…N halogen bond has stronger competitive ability to C-I…π halogen bond due to stronger basicity of N than π-system in acridine. The combination of the halogen/σ-hole and π-hole bonds or together with other weak interactions could play a key role in assembling function materials, molecular recognition and design of drugs and so on.
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| 关 键 词： | CI 组装 吖啶 共晶体 粉末X射线衍射 XRD表征 相互作用能 弱相互作用 |
Cocrystal Assembled by 1,2-Diiodotetrafluorobenzene and Acridine via C-I…N Halogen Bond and Tr-hole…F Bonds |
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| Haiyue Gao,Xiaoran Zhao,Hui Wang,Xue Pang,Weijun Jin.Cocrystal Assembled by 1,2-Diiodotetrafluorobenzene and Acridine via C-I…N Halogen Bond and Tr-hole…F Bonds[J].Chinese Journal of Chemistry,2013,31(10):1279-1284. |
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| Authors: | 《Chinese Journal of Chemistry》 |
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| Institution: | College of Chemistry, Beijing Normal University, Beijing 100875, China |
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| Abstract: | The concepts on σ‐hole and π‐hole bonds are suggested. A cocrystal with repeated 8‐F‐atom unit as basic structural motif is assembled based on bifurcated C? I···N···I? C halogen/σ‐hole bond and antiparallel double π‐hole···F bonds by 1,2‐diiodotetrafluorobenzene and acridine and characterized well by XRD, powder XRD and solid 19F NMR, etc. Also the calculated interaction energies are ?26.8 and ?31.5 kJ/mol for bifurcated C? I···N sp2 halogen bonds, and ?14.3 kJ/mol for a pair of π‐hole···F bonds. In this system C? I···N halogen bond has stronger competitive ability to C? I···π halogen bond due to stronger basicity of N than π‐system in acridine. The combination of the halogen/σ‐hole and π‐hole bonds or together with other weak interactions could play a key role in assembling function materials, molecular recognition and design of drugs and so on. |
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| Keywords: | halogen bond π-hole bond σ-hole bond cocrystal |
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