The one-pot reactions of the tin(II) halides SnX2 (X = F, Cl, Br, I) with lithium hexamethyldisilazide, [Li(hmds)], and benzotriazole, (bta) H, produce contrasting outcomes. Tin(II) fluoride does not react with [Li(hmds)] and (bta) H, the outcome being the formation of insoluble [Li(bta)](infinity). Tin(II) chloride and tin(II) bromide react with [Li(hmds)] and (bta) H in toluene to produce the hexadecametallic tin(II)-lithium cages [(hmds)(8)Sn-8(bta)(12)Li8X4]center dot(n toluene) [X = Cl, 3 center dot(8 toluene); X = Br, 4 center dot(3 toluene)]. The reaction of tin(II) iodide with [Li(hmds)] and (bta) H in thf solvent produces the ion-separated species [{(thf)(2)Li(bta)}(3){Li(thf)}](2)[SnI4]center dot(thf), [5] (2)[SnI4]center dot(thf), the structure of which contains a cyclic trimeric unit of lithium benzotriazolate and a rare example of the tetraiodostannate(II) dianion.