Crystal structure of tribenzyltin(IV) hydroxide, (C7H7)3SnOH

C21H22OS11, orthorhombic, P2\2\2\ (no. 19), a = 8.529(2) A, b= 10.799(1) A, c = 19.661(3) A, V= 1810.9 A,Z = 4, Rst(F) = 0.050, wRretfF) = 0.152, T= 293 K. Source of material To 3.00 g (3.75 mmol) bis(tribenzyltin) oxide, (BzbSn^O, dissolved in 150 ml refluxing ethanol, water was added until the first resulting turbidity still vanished. During cooling of the clear solution the compound crystallizes in fine, strongly intergrowing needles which were filtered off and dried at air [1]. Discussion Applying the usual experimental conditions (two-phase-system of an aqueous alkaline solution and an indifferent organic solvent, reflux), the hydrolysis of triorganotin halides, RiSnHal (Hal=CI, Br, I), leads to the formation of bis(triorganotin) oxides, (/? 3Sn)20, the condensation product of the first hydrolysis product, the triorganotin hydroxides, foSnOH. Therefore, in literature only a few examples are known where both, the 'hydroxide' and the 'oxide' with the same organic rests, were prepared and distinguished because of their different physical and chemical properties. One of the papers with respect to this problem [ 1 ] describes the synthesis of and differences between tribenzyltin hydroxide and bis(tribenzyltin) oxide of which the structure was published later on [2]. The crystal structure of tribenzyltin hydroxide, BzbSnOH, is iso* e-mail: hreuter@uos.de typic to that of triphenyltin hydroxide, PluSnOH, [3,4], and characterized by zigzag chains of nearly planar (sum of angles 359.5°) BzhSn units joined by OH groups. These chains are linear at tin [179.23(6)°] and bent at oxygen [144.7(3)°]. Because of this arrangement, a trigonal bipyramidal coordination results for the tin atoms with the organic rests in equatorial and the oxygen atoms of the hydroxyl groups in axial positions with tin—oxygen distances which differ to some extent [d(Sn—O) = 219.1(4) pm, 228.3(5) pm]. There are no hydrogen bridges within a chain and between adjacent chains. Similar structural features were found for BzlMe2SnOH [5] and EtjSnOH [6], whereas the structure of trimesityltin hydroxide, MesaSnOH, consists of isolated molecules with tetrahedrally coordinated tin [7]. In the title structure some carbon atoms show large anisotropics probably to a statistical disorder of the corresponding phenyl groups. Table 1. Data collection and handling. Crystal: colorless, transparent needle. size 0.12 x 0.13 x 0.35 mm Wavelength: Mo Ka radiation (0.71073 Â) fi14.13 cm" Diffractometer, scan mode: Broker P4, (o/W 20mu: 45.96° N(hkl)masmal, N(hklhauque'2927,2503 Criterion for /obs, N(hkl)gC. labs > 2 a(Iobs), 1795 N(param)n fined: 208 Programs: SHELXS-97 [8], SHELXL-97 [9], SHELXTL [10] Table 2. Atomic coordinates and displacement parameters (in Â). Atom Site X y z t/iso H(l) 4a 0.2202 0.7663 0.9278 0.108 H(101) 4a 0.3320 0.9541 1.0260 0.108 H(102) 4a 0.4494 0.9354 1.0864 0.108 H(12) 4a 0.4616 1.0284 0.9110 0.108 H(13) 4a 0.6449 1.1756 0.8702 0.108 H(14) 4a 0.8168 1.2748 0.9428 0.108 H(15) 4a 0.8190 1.2196 1.0510 0.108 H(16) 4a 0.6665 1.0686 1.0948 0.108 H(201) 4a 0.5552 0.8101 0.8748 0.108 H(202) 4a 0.6792 0.7118 0.8975 0.108 H(22) 4a 0.6031 0.4855 0.8916 0.108 H(23) 4a 0.4856 0.3376 0.8245 0.108 H(24) 4a 0.2967 0.3952 0.7496 0.108 H(25) 4a 0.2160 0.5978 0.7419 0.108 H(26) 4a 0.3419 0.7487 0.8041 0.108 H(301) 4a 0.3323 0.5828 1.0674 0.108 H(302) 4a 0.4730 0.5161 1.0325 0.108 H(32) 4a 0.4228 0.7254 1.1726 0.108 H(33) 4a 0.5249 0.6915 1.2812 0.108 H(34) 4a 0.6917 0.5295 1.2945 0.108 H(35) 4a 0.7655 0.3959 1.2102 0.108 H(36) 4a 0.6438 0.4221 1.1049 0.108