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Issue 30, 2013
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Competing hydrogen-bond donors: phenolsvs. cyanooximes

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Based on a systematic structural study of co-crystals of a ditopic probe molecule, (Z)-N,4-dihydroxybenzimidoyl cyanide, decorated with an –OH group and a cyanooxime moiety, it has been shown that in a competitive molecular recognition event, the former is the better hydrogen-bond donor. This structural behaviour is reflected by calculated electrostatic potential surfaces of the competing donors, which highlights that electrostatic charge can offer a reliable tool for predicting primary hydrogen-bond preferences.

Graphical abstract: Competing hydrogen-bond donors: phenols vs. cyanooximes

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Article information

05 Jun 2013
11 Jun 2013
First published
24 Jun 2013

CrystEngComm, 2013,15, 5946-5949
Article type

Competing hydrogen-bond donors: phenols vs. cyanooximes

C. B. Aakeröy, K. N. Epa, S. Forbes and J. Desper, CrystEngComm, 2013, 15, 5946
DOI: 10.1039/C3CE41023D

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