
Can you bring him, with his crate, in with you overnight? The last thing you want is for him to get to hate being crated after all. If he's with you, alongside your bed, you can hold out your hand to the side of his crate to reassure him (or tell him to SHUT UP!!). This will help when it comes to getting up to take him out, the once during the night he's going to need until he's older and can hold right through. Try to anticipate his need, assuming eventually he will settle down to sleep (!) so he doesn't get the idea he shouts and you come. With mine, going to bed around 11 pm, having had them out immediately before going to bed, I'd get them out around 3 am. And then straight back to the crate, no playing, but perhaps with a couple of puppy biscuits. And we'd be up again by 7 am - still are most days.
For sure, no light left on, and no radio on - he needs to learn that night time is for quiet and sleeping. It will happen, eventually, but really leaving him to get hysterical when crated is a hiding to nothing. And further, some dogs just can't be crated, door shut in which case perhaps you'd need to get an ex-pen, covering the floor in case of accidents instead.
I would suggest upping the heat a little overnight but if you use a hot water bottle (be careful it doesn't get chewed) that should be enough. Perhaps a small drink of warmed goats milk immediately before he goes to bed, at around 11 pm, might help him go to bed with a warm tummy?
With crates, it's really about timing. Daytime - Playing with the puppy so he's not full of energy (good luck with that, with a Jackie!!) and then taking him outside to empty and then into his crate with a few biscuits, door shut, should mean after a bit of complaining, he settles down for a nap, if you have timed it right. This is when you get other things done around the house. But don't leave him crated during the daytime for much over 2 hours at a stretch. Puppies need to be able to run around.