YOU SAID:
the city never sleeps at night
INTO JAPANESE
街は夜も眠らない
BACK INTO ENGLISH
The city does not sleep at night
INTO JAPANESE
街は夜寝ていない
BACK INTO ENGLISH
The town is not sleeping at night
INTO JAPANESE
町は夜寝ていない
BACK INTO ENGLISH
The town is not sleeping at night
That didn't even make that much sense in English.