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(2RS)-3-(4-Hydroxyphenyl)-2-(1-oxo-1H-2,3-dihydroisoindol-2-yl)propanoic acid monohydrate

Gallagher, John F. and Brady, Fiona (2007) (2RS)-3-(4-Hydroxyphenyl)-2-(1-oxo-1H-2,3-dihydroisoindol-2-yl)propanoic acid monohydrate. Acta Crystallographica Section E, 63 (5). pp. 2207-2210. ISSN 1600-5368

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The title compound, C₁₇H₁₅NO₄·H₂O, derived from DL-tyrosine crystallizes as an unusual hydrogen-bonded acid-monohydrate dimer. The asymmetric unit contains two organic molecules and two water molecules. Dimers link through (aryl)O-H...O=C hydrogen bonds along the [101] direction, forming a one-dimensional chain of rings, and further associated via inversion centres (forming a chain of rings aligned in the opposite direction) generating columns. Ruffled sheets arise from interlocking of isoindole rings via π-π(arene) stacking and C-H...π(arene) interactions; C-H...O interactions generate a three-dimensional network.

Item Type:Article (Published)
Subjects:Physical Sciences > Chemistry
Physical Sciences > Crystallography
DCU Faculties and Centres:DCU Faculties and Schools > Faculty of Science and Health > School of Chemical Sciences
Publisher:International Union of Crystallography
Official URL:
Use License:This item is licensed under a Creative Commons Attribution-NonCommercial-Share Alike 3.0 License. View License
ID Code:304
Deposited On:12 Mar 2008 by DORAS Administrator. Last Modified 03 Feb 2009 14:28

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