Thalladi, Venkat R.; Weiss, Hans-Christoph; Boese, Roland; Nangia, Ashwini; Desiraju, Gautam R.:
A comparative study of the crystal structures of tetrahalogenated hydroquinones and g-hydroquinone.
1999
In: Acta Crystallographica, Section B: Structural Science, Jg. B55 (1999), Heft 6, S. 1005 - 1013
Artikel/Aufsatz in Zeitschrift / Fach: Chemie
Titel:
A comparative study of the crystal structures of tetrahalogenated hydroquinones and g-hydroquinone.
Autor(in):
Thalladi, Venkat R.; Weiss, Hans-Christoph; Boese, Roland im Online-Personal- und -Vorlesungsverzeichnis LSF anzeigen; Nangia, Ashwini; Desiraju, Gautam R.
Erscheinungsjahr
1999
Erschienen in:
Acta Crystallographica, Section B: Structural Science, Jg. B55 (1999), Heft 6, S. 1005 - 1013
ISSN

Abstract:

g-Hydroquinone (1) and its tetrafluoro, tetrachloro and tetrabromo derivs. (2), (3) and (4) adopt crystal structures that have an almost invariant system of O-H...O H bonds. However, within this O-H...O framework, the four structures display variations that are characteristic of the C-H, C-F, C-Cl and C-Br groups. In the parent compd. (1) arom. rings are packed with a herringbone geometry, while in the halogenated derivs. (3) and (4), polarization-type halogen...halogen contacts are optimized. The fluoro deriv. (2) is exceptional in that neither of the above possibilities is adopted, even though the O-H...O scaffolding does not per se prohibit either of them geometrically.