Hirshfeld Surface Analysis of Substituted Phenols

作者：Adam D. Martin, Karel J. Hartlieb, Alexandre N. Sobolev, Colin L. Raston · 发表于：Crystal Growth & Design · 年份：2010 · DOI：10.1021/cg1011605 · 被引用次数：124 · 研究领域：Crystallography and molecular interactions、Solid-state spectroscopy and crystallography、Liquid Crystal Research Advancements

The effect of para -substituents on the crystal packing of phenols has been investigated, for systems bearing nonpolar groups ( tert -butyl and benzyl, compounds 1 and 2, respectively) and for methylene linked bis-phenol bearing polar nitro groups (compound 3 ). Remarkable for 1 and 2, the asymmetric unit has six molecules, which form infinite helical hydrogen bonded arrays in the extended structures, whereas compound 3 bearing nitro groups coplanar with the phenol rings forms almost columnar arrays. Hirshfeld surface analysis is used to show that despite packing in a nearly identical manner, 1 and 2 are distinctly different in their interactions, and these structures are compared to compound 3, where the solid-state interactions are dominated by the nitro moieties.