1. I had a sleepless night.
I couldn't sleep all night.
She had a sleepless night worrying about her exams.
She didn't sleep all night because she was worried about taking the exam.
2. I passed a wakeful night.
I survived a sleepless night.
pass Here is "spend a while"
wakeful means "human awake"
I have been awake at night for a couple of days.
I have been awake enough to sleep for several days.
I have been awake enough to sleep for several nights.
3. I was up all night.
I didn't sleep all night.
up refers to "out of bed" (get up)
4. He tossed about in bed all night.
He tossed and couldn't sleep all night.
toss about refers to "turning and turning, tossing and turning"
5. He was counting sheep all night.
He spent the whole night counting sheep.
count sheep means "insomnia"; it comes from the legend that "counting sheep" can fall asleep during insomnia.
6. Mike was wide awake all night.
Mike was not sleepy all night.
7. I've been suffering from insomnia.
Recently I have been suffering from insomnia.
insomnia [ɪnˈsɒmniə] n. Insomnia, insomnia
8. I didn't close my eyes until early morning.
I haven't closed my eyes all night.
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