Howdy thank you for the feedback!
As for the double bogie set on the heavy duty flatbed, yes it is difficult to take around sharp corners.. When I originally set it up, I had it exactly as you described, with each bogie operating independently and was able to rotate as necessary. For some reason tho, I could NOT get it to stay on the tracks with this setup.. I tried many many times to try to get it to work as it does in real life, but I just could not get it. Maybe at some point in the future I will reevaluate it, but for now this was the best I could do with it.
As for the couplings, they actually do allow for quite a bit of movement left to right and up and down. I made it so that they have a good amount of movement left and right to accommodate turns and up and down to accommodate any differences in coupler height, but gave the connection points springs and dampers to make sure when they are not turning they stay straight and function as they should. It wouldnt be possible to have the connections reference the bogies, because of the way I made it so that you can connect to either side of the railcars. It essentially switches the connection points once you are connected from one side.. It is hard to explain, but trust me I cant make the cars connect from either side, and connect to the bogies.
As for the containers, Yes I intend to update them soon! I have been away getting married and on my honeymoon, but I will update them soon to be compatible with the other containers!