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1,1′-Fc(4-C6H4CO2Et)2and its unusual salt derivative withZ′ = 5,catena-[Na+]2[1,1′-Fc(4-C6H4CO2−)2]·0.6H2O [1,1′-Fc = (η5-(C5H4)2Fe]

Gallagher, John F. and Alley, Steven and Brosnan, Marianne and Lough, Alan J. (2010) 1,1′-Fc(4-C6H4CO2Et)2and its unusual salt derivative withZ′ = 5,catena-[Na+]2[1,1′-Fc(4-C6H4CO2−)2]·0.6H2O [1,1′-Fc = (η5-(C5H4)2Fe]. Acta Crystallographica. Section B: Structural Science, 66 (2). pp. 196-205. ISSN 0108-7681

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The neutral diethyl 4,4'-(ferrocene-1,1'-diyl)dibenzoate, Fe[[eta]5-(C5H4)(4-C6H4CO2Et)]2 (I), yields (II) (following base hydrolysis) as the unusual complex salt poly[disodium bis[diethyl 4,4'-(ferrocene-1,1'-diyl)dibenzoate] 0.6-hydrate] or [Na+]2[Fe{[eta]5-(C5H4)-4-C6H4CO_2^-}2]·0.6H2O with Z' = 5. Compound (I) crystallizes in the triclinic system, space group P\bar 1, with two molecules having similar geometry in the asymmetric unit (Z' = 2). The salt complex (II) crystallizes in the orthorhombic system, space group Pbca, with the asymmetric unit comprising poly[decasodium pentakis[diethyl 4,4'-(ferrocene-1,1'-diyl)dibenzoate] trihydrate] or [Na+]10[Fe{[eta]5-(C5H4)-4-C6H4CO_2^-}2]5·3H2O. The five independent 1,1'-Fc[(4-C6H4CO2)-]2 dianions stack in an offset ladder (stepped) arrangement with the ten benzoates mutually oriented cisoid towards and bonded to a central layer comprising the ten Na+ ions and three water molecules [1,1'-Fc = [eta]5-(C5H4)2Fe]. The five dianions differ in the cisoid orientations of their pendant benzoate groups, with four having their -C6H4- groups mutually oriented at interplanar angles from 0.6 (3) to 3.2 (3)° (as [pi]...[pi] stacked C6 rings) and interacting principally with Na+ ions. The fifth dianion is distorted and opens up to an unprecedented -C6H4- interplanar angle of 18.6 (3)° through bending of the two 4-C6H4CO2 groups and with several ionic interactions involving the three water molecules (arranged as one-dimensional zigzag chains in the lattice). Overall packing comprises two-dimensional layers of Na+ cations coordinated mainly by the carboxylate O atoms, and one-dimensional water chains. The non-polar Fc(C6H4)2 groups are arranged perpendicular to the layers and mutually interlock through a series of efficient C-H...[pi] stacking contacts in a herringbone fashion to produce an overall segregation of polar and non-polar entities.

Item Type:Article (Published)
Uncontrolled Keywords:ferrocene; X-ray diffraction; salt; structural systematics;
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:
Copyright Information:© 2010 International Union of Crystallography
Use License:This item is licensed under a Creative Commons Attribution-NonCommercial-Share Alike 3.0 License. View License
ID Code:15328
Deposited On:22 Mar 2010 13:32 by DORAS Administrator. Last Modified 20 Aug 2013 09:38

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