Journal
CRYSTAL GROWTH & DESIGN
Volume 20, Issue 6, Pages 3617-3624Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.cgd.0c00520
Keywords
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Funding
- Croatian Science Foundation [HRZZ-IP-2014-09-7367, HRZZ-IP-2019-04-1868]
- NSERC Discovery Grant [RGPIN-2017-06467]
- McGill University William Dawson Scholarship
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We explore the halogen bond acceptor potential of the morpholinyl oxygen atom in the synthesis of cocrystals involving organic and metal-organic units, by using N-amino-morpholine either as a potential halogen bond acceptor or as a reagent to insert a morpholine moiety into larger organic and copper( II)-based metal-organic building blocks. Challenged against four well-known halogen bond donor molecules differing in binding geometry and composition, these three morpholine-containing units have yielded a total of seven previously not reported cocrystals, of which six (86%) exhibited the formation of I center dot center dot center dot O or Br center dot center dot center dot O halogen bonds to the morpholinyl oxygen atom. The results illustrate the possibility to systematically insert and use a morpholine group as an efficient halogen bond acceptor into organic and metal-organic structures, thus enabling cocrystal formation.
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