The familiar 22 caliber crimped brass shotshell will not break modern clay targets (mini, midi or standard) except at ridiculously close range. The period M-S-O black colored clays were made to be especially frangible.
Last year I did extensive pattern testing of (5) lots of vintage and modern 22 caliber crimped shotshells at 11 yards which is the distance specified in the Routledge Patent. Average of five shots with each lot. That was with a Remington smoothbore, a Remington Routledge bore and a regular 22 caliber rifled bore. 75 patterns total. The testing opened my eyes on these 22 caliber shotguns. Unfortunately a resulting article with pics was declined by the DGJ because it didn't "fit their theme of break-open shotguns". I pushed back on that but to no avail.
FYI, here's one of the test patterns..
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