Larger aromatics, such as substituted coronene (3) materials, are useful as model compounds for graphene, as well as nonplanar polycyclic aromatic hydrocarbons being interesting molecular electronics components. As an example, a,d,j,m-tetrathienyl-dibenzocoronene (4) has D2h symmetry on papersteric clash between adjacent units bifurcate the molecular modelling into two distinct conformations, with C2h and C2v near-symmetry (SI 3.3). Larger still, a molecular fragment such as Stoddart's "Blue Box" ( ), a mainstay of host-guest chemistry, can be quantified for its response upon inclusion of other fragments. It is an important early example of supramolecular design, and how molecular machines can be controlled by redox state. The cycle exists as a strained near-D2h symmetry compound and has 225 examples in the CSD. One obvious separate cluster can be identified in the data of the first two Ag principal components, where a distinct cluster of data points (the radical, reduced form) is evident from the kernel density estimation (KDE, Fig. , upper right), as well as a bisected main cluster (naphthalene-including and non-naphthalene (TTF, hydroquinone) including). This is one method of showing the clear structural distinction of host-guest chemistry on the molecular structure. Clearly, the structural variation from different inclusion compounds, chemical structures and crystallization conditions introduces noise, but clear signals can be obtained, and features identified and summarized succinctly. Because these derived parameters are not dependent on any individual atom, this can be a robust method of assigning oxidation state in organic molecules. Even larger groups, such as the cucurbit [6]uril toroidal host ( ), can be studied in this automatic fashion, illuminating the mechanisms of host response towards different intercalants (SI 3.5). E.g., threading of an alkyl chain promotes expansion; with NH2 units, as in 1,5diaminopentane, a contraction can be observed. A flat aryl group can be seen to promote an elliptical deformation.