Tony Bennett's better than all of them. Supposedly Spilotro confronted him over a mutual woman they were seeing.
In all seriousness, Frank from the Capitol Records days on forward was great. All purpose music. Card game, party, or just sipping on a whiskey double and reminiscing. Not a big fan of Frank's early crooning days in the 40s. Benny Goodman, Artie Shaw, Cab Calloway, et al made much better music at that time, imo.
Dino had a lot of great songs but I didn't like when he went for that Elvis sound. Kick In The Head is just a pure classic that will hold up forever.
Sammy Davis Jr. was great in the 50s. The version of Eee O Eleven that plays at the end of Oceans when they're walking down the strip is pure magic.