A general classification of chirality measures is suggested, based on
a new unifying scheme. Two classes of measures - congruity and resolut
ion type - are defined and discussed. All chirality measures so far re
ported in the literature are found to belong to one of these two class
es. At a higher level of unification, a more general construction is s
uggested that includes congruity and resolution measures as limiting c
ases. It is shown that congruity measures are nested in clusters of ei
ght, generated by 2(3) combinations of their possible choice of a refe
rence object (chiral vs. achiral), representation form (optimized vs.
factorized) and type of chiral object under consideration (discrete vs
. continuous). Each of the eight cases can have an infinite number of
variations depending on the choice of averaging scheme. The problem of
dimensionality is discussed for congruity measures and is shown to be
unresolvable only for the case of chirality measures based on the dis
crete metric (e.g. overlap measures).