1945 B-25 crash into the Empire State Building

Yes, the ESB had its own plane crash. 

https://en.wikipedia.org/wiki/1945_Empire_State_Building_B-25_crash

https://www.nydailynews.com/news/remembering-1945-empire-state-building-plane-crash-gallery-1.2729506

https://warfarehistorynetwork.com/the-b-25-empire-state-building-crash-tragedy-on-34th-street

https://www.history.com/this-day-in-history/plane-crashes-into-empire-state-building

http://genealogytrails.com/main/events/empirestatebuildingcrash1945.html According to this picture, the impact point was just a little above the 911 foot part of the ESB.

https://www.npr.org/2008/07/28/92987873/the-day-a-bomber-hit-the-empire-state-building

Of course something on a much larger scale would happen in NYC 56 years later.