Johan, lower your Split File setting a bit. You have it at 700MB; try 500 to start with.
You cannot test this just by trying this one track; what happened before it is also related. In your first example-case this would be the 14 minute track.
When you never want to run into this problem (even with 24/192 files of that size) you should set it to 100.
It seems to me that at the last example, things just were too late. Lowering that setting again will help, but maybe not enough. It also depends whether conversions needed to take place. The Copy to XX-Drive you have set also matters in this case although the time this takes would be similar to a conversion (longer btw, not shorter !).
Might it help, I have set that setting to 100, and I never see any problem. But that seems to happen more often.
Peter