Olmstead M M, Price M E, Strutzel J, Schore N E
Department of Chemistry, University of California, Davis 95616.
Acta Crystallogr C. 1991 Mar 15;47 ( Pt 3):563-6. doi: 10.1107/s0108270190006175.
(1R*,3R*,7S*,9S*)-1,4,4-Trimethyl-9-(tert-butyldimethylsilyloxy)-e xo-11-oxatricyclo[5.3.1.0(2,6)]-undecan-3-ol, C19H36O3Si, Mr = 340.90, orthorhombic, Pbca, a = 10.411 (3), b = 13.275 (3), c = 29.085 (10) A, V = 4019 (2) A3, Z = 8, Dx (130 K) = 1.13 g cm-3, lambda(Mo K alpha) = 0.71069 A, mu = 1.24 cm-1, F(000) = 1504, T = 130 K, R = 0.077 for 1005 observed reflections with I greater than 3 sigma(I). The compound, whose connectivity was not readily apparent from spectroscopic and chemical information alone, possesses a tricyclic framework containing an O-bridged bicyclo[3.2.1]octane fused in a cis-exo manner to a cyclopentanol ring. Most noteworthy is the considerably lower polarity of this compound relative to its opposite cyclopentanol stereoisomer. The close proximity [2.78 (1) A] of the bridging O atom in the [3.2.1] system to the hydroxyl O atom on the five-membered ring is suggestive of an intramolecular hydrogen bond, although the H atom could not be located.
(1R*,3R*,7S*,9S*)-1,4,4-三甲基-9-(叔丁基二甲基硅氧基)-外型-11-氧杂三环[5.3.1.0(2,6)]-十一烷-3-醇，C19H36O3Si，Mr = 340.90，正交晶系，Pbca，a = 10.411(3)，b = 13.275(3)，c = 29.085(10) Å，V = 4019(2) Å3，Z = 8，Dx(130 K) = 1.13 g cm-3，λ(Mo Kα) = 0.71069 Å，μ = 1.24 cm-1，F(000) = 1504，T = 130 K，对于1005个I大于3σ(I)的观测反射，R = 0.077。该化合物仅从光谱和化学信息中其连接性并不容易看出，它具有一个三环骨架，其中包含一个以顺式外型方式稠合到环戊醇环上的O-桥连双环[3.2.1]辛烷。最值得注意的是，该化合物相对于其相反的环戊醇立体异构体极性要低得多。尽管氢原子无法定位，但在[3.2.1]体系中桥连O原子与五元环上的羟基O原子的紧密接近度[2.78(1) Å]表明存在分子内氢键。
