One can try and compare the prints for clarity and tonal range.
AFAIK photographic papers have a range of about 100 to 1 in brightness... whites being 100 times brighter than blacks... Or X times brighter... doesn't matter.
So, as photographers we want as much control as possible in the final print. We want to be able to take the information in the negative/RAW file and either compress or stretch the dynamic range, so that it fits that 1/X ratio we have on the paper.
So we either want to stretch or compress the dynamic range. Meaning increase or decrease the contrast for the final print.
Usually, with low contrast situations we'd want to increase contrast. Thus, we print on a high grade filter (3-5) or adjust the curves in PS in an appropriate way. Digital is quite suitable for this manipulation, because if you push your histogram to the right, in the 5th column of the histogram you'd have 2048 values, in the next 1024 and 512 in the next.
Thus, digital performs optimally when you have about 3 stops of difference in your scene... maybe four. Beyond that, and you get noise in the shadows after PP or you're clipping one of the color channels.
When you want to go the other way - to print a high contrast situation, then digital has a hard time coping with this. In backlit situations, you end up pushing the sky "to the right" and all the shadows fall to the right, where there's only about 128 to 384 levels available. While you do have some information in the shadows, you can't possible pull it to midtones without posterization. So your print suffers.
Film on the other hand captures much more, because it has both a "shoulder" and a "toe". Those 2 elements of film make a huge difference in print quality, because film copes easily with 5 stop difference in light - both the brightest stop and the darkest stop actually have enough information in them to make them printable.
Digital doesn't. It's darkest stop is always posterized if any significant manipulation is applied, which confines it to low contrast situations only.
Does this makes sense at all?