Trans-cinnamic acid and coumarin-3-carboxylic acid: experimental charge-density studies to shed light on [2+2] cycloaddition reactions

Judith A. K. Howard, Mary F. Mahon*, Paul R. Raithby, Hazel A. Sparkes

*Corresponding author for this work

Research output: Contribution to journalArticle (Academic Journal)

26 Citations (Scopus)

Abstract

As part of an ongoing series of experimental charge-density investigations into the intra- and intermolecular interactions present in compounds which undergo solid-state [2 + 2] cycloaddition reactions, the charge-density analyses of trans-cinnamic acid and coumarin-3-carboxylic acid are reported. Thus, high-resolution single-crystal X-ray diffraction data were recorded at 100 K for trans-cinnamic acid (sin theta/lambda(max) = 1.03 angstrom(-1)) and coumarin-3-carboxylic acid (sin theta/lambda(max) = 1.19 angstrom(-1)). In addition to the anticipated O-H center dot center dot center dot O hydrogen bonds weak C-H center dot center dot center dot O interactions were identified in both structures along with very weak intermolecular interactions between pairs of molecules that undergo solid-state [2 + 2] cycloaddition reactions upon irradiation.

Original languageEnglish
Pages (from-to)230-237
Number of pages8
JournalActa Crystallographica Section B: Structural Science
Volume65
Issue number2
DOIs
Publication statusPublished - Apr 2009

Keywords

  • BONDS

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