Hirshfeld surface analysis of substituted phenols

Adam D. Martin, Karel J. Hartlieb, Alexandre N. Sobolev, Colin L. Raston

Research output: Contribution to journalArticle

47 Citations (Scopus)

Abstract

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.
Original languageEnglish
Pages (from-to)5302-5306
Number of pages5
JournalCrystal Growth and Design
Volume10
Issue number12
DOIs
Publication statusPublished - 2010
Externally publishedYes

Fingerprint Dive into the research topics of 'Hirshfeld surface analysis of substituted phenols'. Together they form a unique fingerprint.

  • Cite this

    Martin, A. D., Hartlieb, K. J., Sobolev, A. N., & Raston, C. L. (2010). Hirshfeld surface analysis of substituted phenols. Crystal Growth and Design, 10(12), 5302-5306. https://doi.org/10.1021/cg1011605