Abstract
Tautomerism is a phenomenon well know to most chemists but frequently forgotten when chemistry leaves the bench and enters the computational realm. Through the examination of several examples from the crystallographic literature it can be clearly demonstrated that the tautomeric state of a molecules can strongly affect its nature.
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CCDB version 5.30 November 2008
Bradshaw JS, Nakatsuji Y, Huszthy P, Wilson BE, Dalley NK, Izatt RM (1986) J Heterocycl Chem 23:353
Bradshaw JS, Colter ML, Nakatsuji Y, Spencer NO, Brown MF, Izatt RM, Arena G, Tse P-K, Wilson BE, Lamb JD, Dalley NK, Morin FG, Grant DM J (1985) Org Chem 50:4865
Gerencser J, Bathori N, Czugler M, Huszthy P, Nogradi M (2003) Tetrahedron Asymm 14:2803
Chen T-R, Wu Y-Y, Chen J-D, Keng T-C, Wang J-C (2003) J Chin Chem Soc (Taipei) 50:881
Kirchner MT, Reddy LS, Desiraju GR, Jetti RKR, Boese R (2004) Cryst Growth Des 4:701
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Henry, R.F. The effects of tautomerism on the nature of molecules in the solid state. J Comput Aided Mol Des 24, 587–590 (2010). https://doi.org/10.1007/s10822-010-9351-7
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DOI: https://doi.org/10.1007/s10822-010-9351-7