Check your antimatter levels. This can be a big factor as Colony frigates dont have a good supply of antimatter.
Already checked 
It is set to colonize/extract automatically, the buttons are enabled, there is full antimatter. I let him sit in the last well for a long time and he just sat there. I noticed this issue once before in the Diplomacy Beta I think.
I'll set it up to happen again and see if I can get a video of it with Bandicam.