Synthesis and Structure of Dicyclohexylammonium Tri-tert-pentoxysilanethiolate and 5-Aminopentylammonium Tri-tert-pentoxysilanethiolate

Tri–tert–pentoxysilanethiol, (EtMe2CO)3SiSH, reacts with dicyclohexylamine and 1,5–diaminopentane yielding ion‐quadruples connected by hydrogen bonds: [{(C6H11)2NH2}+{(EtMe2CO)3SiS}−]2 (1) and [{H2N–C5H10–NH3}+{(EtMe2CO)3SiS}−]2 (2). The compounds were characterized by X–ray diffraction, elemental analysis, IR and NMR. Both compounds form dimers, composed of two thiolate anions and two ammonium cations. The dimers have a central core of eight–membered rings built due to the formation of four charge–assisted N+–H···−S–hydrogen bonds. Additional N+–H···N hydrogen bonds are found in the case of 2, linking the dimers into infinite two–dimensional sheets.