Hebrew Bible

Genesis 6:4

2 the sons of God saw that the daughters of humankind were beautiful. Thus they took wives for themselves from any they chose. 3 So the Lord said, “My Spirit will not remain in humankind indefinitely, since they are mortal. They will remain for 120 more years.” 4 The Nephilim were on the earth in those days (and also after this) when the sons of God would sleep with the daughters of humankind, who gave birth to their children. They were the mighty heroes of old, the famous men. 5 But the Lord saw that the wickedness of humankind had become great on the earth. Every inclination of the thoughts of their minds was only evil all the time. 6 The Lord regretted that he had made humankind on the earth, and he was highly offended.

Date: 5th Century B.C.E. (Final composition)
* Dates are based on scholarly estimates
Deuterocanon

Sirach 16:7

Ben Sira, Ecclesiasticus

5 Many such things my eye has seen, and my ear has heard things more striking than these. 6 In an assembly of sinners a fire is kindled, and in a disobedient nation wrath blazes up. 7 He did not forgive the ancient giants who revolted in their might. 8 He did not spare the neighbors of Lot, whom he loathed on account of their arrogance. 9 He showed no pity on the doomed nation, on those dispossessed because of their sins;

Date: 195-175 B.C.E.
* Dates are based on scholarly estimates