[MadMax]

First off I'd say that you're not aligning the tank and the mag properly. You start with the mag in line with the tank, but you end up with the tank nearly perpindicular with the mag baseplate. You may have pranged the tip of the adaptor in the fill valve doing that.

Hold the bottle closer to the mag and hold it such that the centre axis of the tank and the centre line of the mag are coaxial (inline). Fill probes and tanks are typically held parallel to the mag, not perpindicularly with the baseplate.