How realistic are interactions involving organic fluorine in crystal engineering? Insights from packing features in substituted isoquinolines
How realistic are interactions involving organic fluorine in crystal engineering? Insights from packing features in substituted isoquinolines
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DOI：
10.1021/cg034137n
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发表时间：
2004-01-01
影响因子：
3.8
通讯作者：
Row, TNG
中科院分区：
文献类型：
--
作者：
Choudhury, AR;Row, TNG
以6-甲氧基-1，2-二苯基-1，2，3，4-四氢异喹啉为分子基元，在1-苯环的帕拉、Meta位和邻位上均被氟取代，在2-苯环的邻位上也被氟取代，合成了3个新化合物。在100.0（2）K下用单晶X射线衍射法测定了三个化合物的晶体结构。与2-苯环上不含氟原子的相应结构相比，这三种结构通过C-H键生成基序。F和Cπ相互作用除了涉及氟的那些，这些结构都没有任何显著的相互作用。构象特征和分子内和分子间相互作用的变化，涉及氟提供了重要的输入，了解与有机氟相关的包装功能。
Three new compounds have been synthesized based on the molecular motif, 6-methoxy-1,2-diphenyl-1,2,3,4-tetrahydroisoquinoline, with fluorine substitution at para, meta, and ortho positions on the 1-phenyl ring and a fluorine in the ortho position on the 2-phenyl ring. The crystal structures of all three compounds have been determined by single-crystal X-ray diffraction at 100.0(2) K. The three structures, as compared to the corresponding structures with no fluorine atom on the 2-phenyl ring, generate motifs via C-H...F and C-F...pi interactions. None of these structures have any significant interactions other than those involving fluorine. The changes in both conformational features and in the intra- and intermolecular interactions involving fluorine provide significant inputs for understanding packing features associated with organic fluorine.