Hydrogen-Bond Acceptor Properties of Nitro-O Atoms : A Combined Crystallographic Database and Ab Initio Molecular Orbital Study
Crystallographic data for 620 C - nitro-O⋯H - N,O hydrogen bonds, involving 560 unique H atoms, have been investigated to the van der Waals limit of 2.62 Å. The overall mean nitro-O⋯H bond length is 2.30 (1) Å, which is much longer (weaker) than comparable hydrogen bonds involving >C=O acceptors in ketones, carboxylic acids and amides. The donor hydrogen prefers to approach the nitro-O atoms in th
