Molecular pair analysis: C-H...F interactions in the crystal structure of fluorohenzene? And related matters
Molecular pair analysis: C-H...F interactions in the crystal structure of fluorohenzene? And related matters
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DOI：
10.1002/chem.200600092
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发表时间：
2006-09-06
影响因子：
4.3
通讯作者：
Schweizer, W. Bernd
中科院分区：
文献类型：
--
作者：
Dunitz, Jack. D.;Schweizer, W. Bernd
将氟苯的晶体结构与形状大致相似的分子的同晶晶体结构进行比较。通过理论计算确定了最低能量的氟苯二聚体。氟苯和苯的同晶虚拟低能多晶型物的晶体结构的分子对分析表明，两种结构中重要的分子间相互作用非常相似。特别是，氟苯晶体中的分子间C-(HF)-F-...相互作用与苯中相应的C-(HH)-H-...相互作用具有大致相同的结构导向能力和对分子间能量的影响。对苯甲腈、四氧嘧啶和环戊烯-1,2,3-三酮同晶晶体结构的分子对分析表明，可以采用基本相同的晶体结构，但对能量和原子-原子相互作用的模式截然不同。关于有机氟的堆积半径是否大于或小于氢的问题已得到解决，但没有得到解答。
The crystal structure of fluorobenzene is compared with isomorphous crystal structures of molecules of roughly similar shape. The lowest-energy fluorobenzene dimers are identified by theoretical calculations. Molecular pair analysis of the crystal structure of fluorobenzene and of an isomorphous virtual low-energy polymorph of benzene suggests that the important intermolecular interactions in the two structures are closely similar. In particular, the intermolecular C-(HF)-F-... interactions in the fluorobenzene crystal have approximately the same structure-directing ability and influence on the intermolecular energy as the corresponding C-(HH)-H-... interactions in benzene. Molecular pair analysis of the isomorphous crystal structures of benzonitrile, alloxan, and cyclopentene-1,2,3-trione indicates that essentially the same crystal structure can be adopted with quite different patterns of pair energies and atom-atom interactions. The question as to whether the packing radius of organic fluorine is larger or smaller than that of hydrogen, is addressed, but not answered.