I’ve just got a specific German headset and I have a quick question re: cups
They are very similar but slightly different
One is more rounded where the bearings sit than the other which has less of a curved area.
Is the more rounded one the bottom so it covers the crown race. While the less curved one is covered by the adjustable race?
as per pic below
Assemble a cup/bearing race/top cone (between bearings and spacer, top line of your photo) and see if the cup/cone touch/foul. If they do, that’s wrong, try the other cup.
If they both clear, try the same process on the fork crown race (installed on the fork) with bearings and a cup and see if one fouls.
If they still both clear, it doesn’t matter which goes where.