supposing I understand your question I am amazed by the intelligence of it! I would say that still when there is a good match between effective mass and dynamic compliance, there is no real basis for the assumption, that the higher compliance combo would sound better.
IMHO other parameters like:
accurate basic tip geometry,
accurate tip shape orientation and shape quality,
accurate orientation of crystal grain direction,
tip polish quality,
low enough effective tip mass,
suitable internal mechanical and electro-magnetic damping, electromagnetic linearity,
damping of the high- frequency resonance,
cartridge body stiffness,
low linear distortion,
several time domain characteristics,
properties concerning electromagnetic saturation resistance (related to compression and dynamic behaviour)
and frequency response linearity
are all factors which are more decisive for the resulting sound reproduction quality than dynamic compliance on it's own.