I found the error in my previous math with the top end on AK.
Thats not how the weapon rolls work.
AK - game rolls a number between 229-344 and then adds the (3.3 * 86/14) (lets say it rounds that number) as a bonus to an instant attack. Mortal strike for example takes this number and then applies its own bonus of 160.
Lets say it rolled the highest it can roll.
AK = 344 + 20 + 160 = 524 MS non crit
R14 = 353 + 12 + 160 = 525 MS non crit
And then a sword spec proc
AK = 344 + 21.5 = 365 non crit
R14 = 353 + 14 = 367 non crit
Thats based on AP and weapon damage alone. The R14 weap still gives more health and an additional crit%. Close yes, but AK will never hit harder than a R14 weap.