when i first brought Roman home i crated him for the night. he would whine and bark alllllll night. i figured out that if i could put my hand through the bars he would fall asleep for a while. so i started sleeping on the couch and putting the crate on the coffee table so he would be close to me, but it didnt really help. every night i would put him in the crate but somehow he would get his way out
. now he just sleeps with me. im not very patient though, so im sure if you keep trying he will get used to it. i always heard that putting a tshirt in the crate with your smell on it will help or an alarm clock that makes a slight tick tock noise but ive never tried either. good luck!