'Sorrow' in the Bible

I wrote to you out of great sorrow and anguish of heart along with many tears not to make you sad but to let you know how much love I have for you.

and not only by his arrival but also by the comfort he had received from you. He told us about your longing for me, your sorrow, and your eagerness to take my side, and this made me even happier.

If I made you sad with my letter, I do not regret it, although I did regret it then. I see that the letter caused you sorrow, though only for a while.

Now I am happy, not because you had such sorrow, but because your sorrow led you to repent. For you were sorry in a godly way, and so you were not hurt by us in any way.

For having sorrow in a godly way results in repentance that leads to salvation and leaves no regrets. But the sorrow of the world produces death.

See what great earnestness godly sorrow has produced in you! How ready you are to clear yourselves, how indignant, how alarmed, how full of longing and enthusiasm, how eager to seek justice! In every way you have demonstrated that you are innocent in this matter.