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The phrase "a difficult night" is correct and usable in written English.
You can use it to describe a night that was challenging or troublesome, often due to lack of sleep, stress, or other difficulties.
Example: "After a difficult night filled with worry, I finally managed to get some rest in the morning."
Alternatives: "a challenging night" or "a tough night."
Exact(60)
I am merely saying that tonight is likely to be a difficult night for,many of you.
You are having a difficult night.
Still, it was a difficult night for the Capitals.
They had a difficult night of travel Friday.
"Leverkusen had their chances, it was a difficult night.
It had been a difficult night, I thought.
It was a difficult night for them but it won't do them any harm".
Mr. Fager said that led to a difficult night with "a tremendous amount of soul-searching".
It was a difficult night for Stoudemire, who can become a free agent this summer.
It was a difficult night for the Toronto Raptors, and a soothing night for the Nets.
Finds a way to impress himself onto the contest even on a difficult night.
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