Synthesis and characterization of some monoorganotin(IV) chloride adducts with internally functionalized oximes: Crystal and molecular structures of n BuSnCl 3 Æ HON@C(Me)Py-2 Æ C 6 H 5 Me and a trinuclear hydroxo bridged stannoxane { n BuSnCl 2 (ON@C(Me)Py-2)OH} 2 Sn n BuCl Æ 0.5HON@C(Me)Py-2 Vinita Sharma a , Sangeeta Agrawal a , Rakesh Bohra a, * , Raju Ratnani b , John E. Drake c , Ann L. Bingham d , Michael B. Hursthouse d , Mark E. Light d a Department of Chemistry, University of Rajasthan, J.L.N. Marg, Jaipur 302004, Rajasthan, India b Department of Applied Chemistry, MDS University, Ajmer 305001, India c Department of Chemistry and Biochemistry, University of Windsor, Windsor, Ont., Canada N9B 3P4 d Department of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK Received 22 August 2005; accepted 16 September 2005 Available online 16 November 2005 Abstract Reactions of RSnCl 3 (R = Et and n Bu) with internally functionalized oximes in 1:1 and 1:2 stoichiometric ratios in anhydrous benzene afforded non-ionic fibrous complexes of the general formula RSnCl 3 Æ nHON@C(R 0 )Ar [R = Et and Bu; R 0 = H, Me n = 1 and 2 (1–8); R 0 = only Me (9–11); Ar = 2-NC 5 H 4 , 2-OC 4 H 3 . Except for 1:1 furyl derivative, the value of 119 Sn chemical shifts for all these derivatives in the 119 Sn NMR spectra suggests hexa-coordination around tin atom. The crystal and molecular structures of one of the adducts n BuS- nCl 3 Æ HON@C(Me)Py-2 Æ C 6 H 5 Me (2.tol.) and of a trinuclear hydroxo bridged stannoxane { n BuSnCl 2 (ON@C(Me)Py-2)OH} 2 Sn n Bu- Cl Æ 0.5 HON@C(Me)Py-2 (12), obtained on hydrolysis of n BuSnCl 3 Æ 2HON@C(Me)Py-2 (6), revealed a distorted octahedral environment around tin with the participation of both nitrogen atoms (ring as well as oxime nitrogen atom of the same ligand moiety) in coordination. In compound (2.tol.), the existence of intramolecular hydrogen bonding between the hydroxyl proton of the ligand moi- ety and the chlorine atom stabilizes the geometry. Unique asymmetric Sn–O(H)–Sn and Sn–O–N–Sn bridges are present in compound (12), resulting in a linear trinuclear stannoxane framework. Ó 2005 Elsevier B.V. All rights reserved. Keywords: Trinuclearstannoxanes; Internally functionalized; Intramolecular hydrogen bonding 1. Introduction Organostannoxane chemistry has always intrigued chemists due to their synthetic challenges [1–3], unique structural features ranging from monomeric [4,5] to cluster networks [2,6–9] and wide range of catalytic applications [10]. Recently, inorganic–organic hybrid materials are find- ing a special place in the field of material science, by pro- viding an opportunity to combine useful properties both from the organometallic and also from the ligand [11,12]. In our previous studies on organotin(IV) [13–15] and also on organogermanium(IV) and organolead(IV) [16] deriva- tives of internally functionalized oximes, we reported that subtle variations in the organo group or in the ligand moi- ety usually result in different structural patterns. It is well known that oximes are important multidentate organic acids not only due to their strong biological activities 0020-1693/$ - see front matter Ó 2005 Elsevier B.V. All rights reserved. doi:10.1016/j.ica.2005.09.017 * Corresponding author. Tel./fax: +91 141 2700364. E-mail address: rkbohra@satyam.net.in (R. Bohra). www.elsevier.com/locate/ica Inorganica Chimica Acta 359 (2006) 1404–1412