NEW YORK (CBSNewYork) — Items from the personal collection of crooner Frank Sinatra and his wife Barbara are coming up for auction at Sotheby’s.

There’s a portrait of Ol’ Blue Eyes painted by Norman Rockwell, as well as memorabilia including his personal scripts from some of his most iconic films.

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There’s also a 20-carat diamond ring that Sinatra gave to Barbara for their engagement.

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“Frank tossed a bunch of diamonds on a bed and said ‘pick the one you want’,” Quig Bruning from Sotheby’s said. “Barbara picked the one she liked, she had it mounted in a ring. Frank gave it to her in a glass of champagne.”

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The ring is included in Sotheby’s “Magnificent Jewels” auction on Tuesday. The other items will be sold on Thursday, December 6th.