Looks like it's only happened once, 22.61% on Oct 19, 1987.
Even the 1929 crash wasn't that much, though it did drop about 24.5% over two days, Oct 28 and 29, 1929.
https://en.wikipedia.org/wiki/List_of_largest_daily_changes_...
Even the 1929 crash wasn't that much, though it did drop about 24.5% over two days, Oct 28 and 29, 1929.
https://en.wikipedia.org/wiki/List_of_largest_daily_changes_...
My understanding is that these automatic limit down rules were added in response to the flash crash in 2010, during which the Dow Jones lost 1000 points over the course of minutes.