Choice of hydrogen bonds or halogen bonds by 2-halogenated 5-morpholinomethylphenyl triazolo[1,5-a]pyridineElectronic supplementary information (ESI) available: Full experiments for all compounds, detailed NMR data, crystal data, crystallographic and TGA graphs. CCDC 1569122, 1569123, 1569125, 1569132, 1571141, 1823241 and 1828638. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8ce00423d

Choice of hydrogen bonds or halogen bonds by 2-halogenated 5-morpholinomethylphenyl... The crystal structures of halogenated 1,2,4-triazolo[1,5-a]pyridine derivatives disclose intriguing structural chemistry features dictated by the formation of either hydrogen bonds (HBs) or halogen bonds (XBs). 2-Chloride and bromide derivatives (1 and 2) favor HBs, promoting the formation of bent-shaped conformers. The 2-iodide compound (3) favors XBs, leading to different shaped conformers split into polymorphic forms. The XB-mediated crystals (3I and 3II) are more thermodynamically stable than the HB-mediated crystals of 1 and 2. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png CrystEngComm Royal Society of Chemistry

Choice of hydrogen bonds or halogen bonds by 2-halogenated 5-morpholinomethylphenyl triazolo[1,5-a]pyridineElectronic supplementary information (ESI) available: Full experiments for all compounds, detailed NMR data, crystal data, crystallographic and TGA graphs. CCDC 1569122, 1569123, 1569125, 1569132, 1571141, 1823241 and 1828638. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c8ce00423d

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Publisher
The Royal Society of Chemistry
Copyright
This journal is © The Royal Society of Chemistry
ISSN
1466-8033
D.O.I.
10.1039/c8ce00423d
Publisher site
See Article on Publisher Site

Abstract

The crystal structures of halogenated 1,2,4-triazolo[1,5-a]pyridine derivatives disclose intriguing structural chemistry features dictated by the formation of either hydrogen bonds (HBs) or halogen bonds (XBs). 2-Chloride and bromide derivatives (1 and 2) favor HBs, promoting the formation of bent-shaped conformers. The 2-iodide compound (3) favors XBs, leading to different shaped conformers split into polymorphic forms. The XB-mediated crystals (3I and 3II) are more thermodynamically stable than the HB-mediated crystals of 1 and 2.

Journal

CrystEngCommRoyal Society of Chemistry

Published: May 18, 2018

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