Charlie-110? THAT was a unit that took it in the shorts and said “what else you got?”
I’ll be honest, I haven’t heard of the “1000” award. It might have been a range award, back in the day.
There's a lot of history out there if you and your wife are interested.
But - I don't know about the clasp. The only one that's on my grandfather's is for "Submachine Gun".
http://www.military-graphics.com/
This is a web site that sells military decals, medals, miniature medals, etc.
The Wimbledon Cup was suspended during the War.
Perhaps the services continued the competition and awarded pins. Others will have to pin that down (no pun intended)...

‘Citizen Soldiers’ by Stephen Ambrose is an excellent account of post D Day. He interviewed hundreds of soldiers and has loads of first person accounts.
Qualification Bars were designed to hang beneath the qualification badge and were the same width as the badge. If your bar is the same width as the Sharpshooter badge and has loops on both top and bottom for the attachment ring, then it was probably intended as a qualification bar.
However, that doesn’t mean that it was official. The official bars were: rifle, pistol, machine gun, or other standard weapon. Over the years, many novelty bars were produced and sold in pawn shops and uniform shopa. I’ve seen some weird ones. Authority to wear the qualification badge and bar came in the form of a special order, usually published by the company that gave name, degree (expert, sharpshooter, marksman) and type of qualification: rifle, pistol, etc. This was good for a year and then you had to requalify. In wartime, requalification was informal especially for a noted combat unit like the 110th Infantry Regiment.
To get the medals replaced all you need is a copy of his DD214, a letter to your US Congressperson, to replace the lost medals.
I did that with my dad’s. If you want more info if it was not burned, that can be had too. Check to see if he ever was treated at the VA as that is how I got my dad’s burned records. If any medal has to be engraved it takes longer.
My dad was with the 503RD Under MacArthur. Bronze Star. 5 major battles. Airborne.
Perhaps you could post a photo.
If he had a Purple Heart and a CIB from WWII, he should be eligible for a Bronze Star for that period. I know, it’s probably too little too late, but still, we need to recognize these heroes for what they were.
Was he overseas for more than three years? (Taking a complete guess, maybe it’s “1000” days plus deployed?)