J. C. Monroe, M. Turnbull
Jul 3, 2019
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Influential Citations
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Journal
European Chemical Bulletin
Abstract
The crystal structure of 2-bromo-4-hydroxypyridine (1 )at 120 K is reported. The compound crystallizes in the monoclinic space group C 2/c with a = 15.6770(6) A, b = 3.86471(13) A, c = 18.0645(7) A and β = 90.916(3)°. The compound exhibits both the 4-hydroxypyridine and 4-pyridone tautomers as exhibited by the disordered proton which occupies the O-H and N-H positions equally. Hydrogen bonding links the molecules into chains parallel to the ac -face diagonal. Halogen bonds [Br … O = 3.0809(15) A] roughly parallel to the a -axis link the chains into layers roughly parallel to the bc -face diagonal. π-stacking interactions complete the stabilization of the structure.