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Updated: Jul 3, 2026

Spatial Separation of Molecular Conformers and Clusters
Published on: January 9, 2014
2-(3-Hydroxypropyl)isoindoline-1,3-dione: competition among hydrogen-bond acceptors
Honghao Wang1, Chris J Bache, Carl H Schwalbe
1School of Life and Health Sciences, Aston University, Aston Triangle, Birmingham B4 7ET, England.
Abstract:
The title compound, C(11)H(11)NO(3), has two molecules in the asymmetric unit, which differ in the orientation of their side-chain OH groups, allowing them to form intermolecular O-H...O hydrogen bonds to different acceptors. In one case, the acceptor is the OH group of the other molecule, and in the other case it is an imide O=C group. This is the first example in the N-substituted phthalimide series in which independent molecules have different types of acceptor. Molecular-orbital calculations place the greatest negative charge on the OH group.
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