Crystal structure and Hirshfeld surface analysis of (S)-N-methyl-1-phenyl-ethan-1-aminium chloride.

The title compound C9H14N+·Cl-, (1), can be synthesized starting from (S)-N-methyl-1-phenyl-ethan-1-amine (2). Compound 2 upon addition of HCl·Et2O leads to crystallization of compound 1 as colorless blocks. The configuration of compound 1 is stable as well as preserved in space group P212121. Ammonium chlorides, like the title compound, are often observed as undesirable by-products in amino-silylation of chloro-silanes. Additionally, these by-products are usually soluble in selected organic solvents, which require difficult separation steps. Therefore, detailed studies on structural features and inter-molecular inter-actions performed by Hirshfeld atom refinement (HAR) using NoSpherA2 [Kleemiss et al. (2021 ▸). Chem. Sci. 12, 1675-1692] and Hirshfeld surface analysis were used to address structural issues on that separation problem. © Kirchhoff et al. 2022.