Issue 7, 2003

X–N Charge density analysis of the hydrogen bonding motif in 1-(2-hydroxy-5-nitrophenyl)ethanone

Abstract

The total experimental charge density in 1-(2-hydroxy-5-nitrophenyl)ethanone (1) has been determined using high-resolution X-ray diffraction data in combination with neutron diffraction data measured at 100 K. Multipole refinement was carried out in terms of the rigid pseudoatom model. Multipole refinement converged at R = 0.026 for 5415 reflections with I > 2σ(I). Topological analysis of the total experimental charge density ρ(r) and its Laplacian, −∇2ρ(r) together with a comparison against high level theoretical gas-phase calculations reveals fine details of intra- and intermolecular bonding features, in particular the extent of the π-delocalisation throughout the molecule.

Graphical abstract: X–N Charge density analysis of the hydrogen bonding motif in 1-(2-hydroxy-5-nitrophenyl)ethanone

Supplementary files

Article information

Article type
Paper
Submitted
25 Nov 2002
Accepted
03 Feb 2003
First published
03 Mar 2003

Org. Biomol. Chem., 2003,1, 1191-1198

X–N Charge density analysis of the hydrogen bonding motif in 1-(2-hydroxy-5-nitrophenyl)ethanone

D. E. Hibbs, J. Overgaard and R. O. Piltz, Org. Biomol. Chem., 2003, 1, 1191 DOI: 10.1039/B211683A

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