Journal article
Unlocking pedal motion of the azo group: three- and unexpected eight-component hydrogen-bonded assemblies in co-crystals based on isosteric resorcinols
Supramolecular chemistry, Vol.30(5-6), pp.533-539
06/03/2018
DOI: 10.1080/10610278.2018.1435884
Abstract
Co-crystallization of 3-phenylazopyridine (3PAzP) with dihalogenated resorcinols (res) 4,6-diX res (where: X = Cl, Br, and I) yields co-crystals that support molecular pedal motion in the crystalline state. The co-crystals are sustained by hydrogen-bonded assemblies, with the pattern of hydrogen-bonding drastically different based on the res. For 4,6-diCl res, an unexpected eight-component hydrogen-bonded assembly is realized, while three-component hydrogen-bonded assemblies are observed for 4,6-diBr res and 4,6-diI res. We show the co-crystallization approach to afford pedal motion in the azo core, while no such motion is present in the absence of a res. Pure 3PAzP packs to form a noncentrosymmetric herringbone structure.
Details
- Title: Subtitle
- Unlocking pedal motion of the azo group: three- and unexpected eight-component hydrogen-bonded assemblies in co-crystals based on isosteric resorcinols
- Creators
- Kristin M Hutchins - Department of Chemistry, University of Iowa, Iowa CityShweta P Yelgaonkar - Department of Chemistry, University of Iowa, Iowa CityBrittany L Harris-Conway - Department of Biological Sciences, Webster UniversityEric W Reinheimer - Department of Chemistry and the W.M. Keck Foundation Center for Molecular Structure, California State UniversityLeonard R MacGillivray - Department of Chemistry, University of Iowa, Iowa CityRyan H Groeneman - Department of Biological Sciences, Webster University
- Resource Type
- Journal article
- Publication Details
- Supramolecular chemistry, Vol.30(5-6), pp.533-539
- Publisher
- Taylor & Francis
- DOI
- 10.1080/10610278.2018.1435884
- ISSN
- 1061-0278
- eISSN
- 1029-0478
- Grant note
- DMR-1708673 / National Science Foundation (10.13039/100000001)
- Language
- English
- Date published
- 06/03/2018
- Academic Unit
- Pharmaceutical Sciences and Experimental Therapeutics; Chemistry
- Record Identifier
- 9984216610902771
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