Hi Beni,
I think you have given this it's best shot.
From your first picture the driver test results indicate that your PC (fine with your existing controller) will not work successfully with Mach3. If you can obtain another PC, with parallel port (or with PCI slot to fit a parallel port card), to try then this may be the way forward.
Your Step2600 controller uses 1/2 step microstepping which may never give truly smooth movement, at least not as smooth as 1/8th microstepping so at some time in the future you may also wish to consider a new controller.
Tweakie.