The shape of molecules, and the dynamical processes that interchange them, are key drivers of chemical properties. Central to this long-standing picture is stereoisomerism: the relationships between stereoisomers -chemical entities with the same atoms and connectivity but different spatial arrangements. Now, stereoisomerism is understood to be comprised of many facets as the subject matter has grown over almost 200 years in an ad hoc way in response to the independent treatment of each new discovery.