...If the shorter chain fatty acids contribute to the more aggresive cleansing action, why are they not considered in any soapmaking calculator? ...
I can't answer that -- you'd have to ask the calc developers about that, not me.
Maybe because the fatty acids ignored by the soap recipe calculators are only found in just a few fats?
Maybe because the % of these fatty acids is usually very small in a blend of fats typically used for soap making?
Maybe because small-scale soap makers don't know certain fatty acids can affect the degree of irritancy to the skin, so they're not aware they should be aware of this issue?
All I know for certain is even the oldest online calc I know of -- the now defunct SummerBeeMeadow -- only tracked the "big 8" fatty acids. Soapcalc is the next oldest calc I know of and it does likewise.
...And what is it that causes this ability to remove oils so effectively in these short(er) fatty acids? Does their carbon tail length or structure influence this ability?...
Fatty acids vary based on the number of carbon atoms in their structure, so, yes, the "carbon tail length" is the reason why some fatty acids are considered to be "shorter" and some "longer." The other issue is the degree of saturation of the fatty acid -- in other words the number of double-bonds, if any, in that carbon chain. A fully saturated fatty acid has no double bonds.
Sounds like you might want to look at dermatological studies that evaluate the degree of skin irritation caused by various cleansers and why the irritancy varies. You might start with "Correlation between pH and irritant effect of cleansers marketed for dry skin" by L. Baranda and others. It's available for free on the 'net.