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Grab the door and try to tip it, if the drawer is tight at the bottom then gapped at the top often the mounting screws get loose and then if pull on will pivot a bit and that will happen. There are side screws that you should be able to loosen and pivot the door back and tighten them.
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When you open the drawer fulluy look at the side do you see any screws at all? Also can you take a picture of it from the side closed and then full open?
Yes there looks to be an issue with the rock out hinges is one bent it does not appear the drawer sits flush when in the vertical position do you see that?
Grab the bottom edge of the drawer and pull a bit hard out and see if it moves at all
Since the drawer front is pinching at the bottom and gapped at the top pull the bottom edge straight out to try and tip the drawer front perfectly straight use a little force and you should find it will move about 1/4- 1/2 inch
I would do it extended at least half way
After checking those pics and your first pics it still looks like the bottom edge is pinching like the bottom of the drawer has to tip out just a bit then it will all close symmetrically around.
Remove the screws to remove the drawer front from the rails and you should see a couple screws that mount the rails to the hinges those screws allow it to tip
Yes and in cases I have had to put a shim behind that bracket to hold the bottom edge off more so it closed tight all around.
Yes new hinges should fix the whole thing correct.
Just 249S and a dab of silicone is fine on the hole...even a piece of masking tape is fine.