Measurements of optical rotation (OR) have long been used to characterize chiral systems, but it was only relatively recently that the first Hartree-Fock level simulations were performed to compute this property . Great strides have been made towards more accurate, efficient, and predictive OR simulations since these initial calculations: extensions to post-Hartree-Fock levels of theory , development of OR-optimized basis sets , improved understanding of the role of solvation , and approaches for decomposing the OR into more chemically intuitive contributions . In spite of these efforts, OR remains a very challenging property to compute accurately and a clear structure-property relationship remains unknown.