Well, I am certainly no neuroscientist (are you?), but have spent my entire working life as a health care provider so have a little insight.
From what I've read about as far as we can go into measuring how music is interpreted (though I do not know of any comparing different music playback systems/designs) is with a PET scan. The positron emission tomography (PET) scan lights up the parts of the brain which are being accessed by the individual at the time of a particular stimulus, so when listening to music the areas of the brain associated with that particular individuals different functions/feelings that he/she responds normally with, will light up (which will include different parts depending upon the listener, individuals respond differently).
For instance, in a paper by I.J. Hass et al, Soc. Just Res (2017) 30:355-380, they point out findings (from a series of studies with PET) that proved that "conservatives" tended to respond to incongruent policy decisions with greater illumination in areas of the brain associated with the recognition of threat and conflict; whereas liberals, when hearing incongruent policy decisions, alight problem-solving and behaviour-modifying areas of the brain. Hence, we are genetically preprogrammed or apparently choose our party affiliation in-utero when the nerve connections are initially strung. If true for political party identification then why not preference for digital over analogue?
The explorations into the cognitive science of the perception and interpretation of musical sounds goes way deeper than analyzing which areas of your brain light up during PET scans. There are computational models and modeling based on biological computations to asses and analyze musical psychology in a computational environment, with well stablished formulas and theories to predict with very exacting precision. It is a fascinating world, worlds apart from the clinical environment.