Hi @Holly Anderson ,
Per my test, I would suggest you try to stop using similar special characters. Tests in each version show that SP does not support similar special characters.
However, in my SP2019 environment, I found that if I add attachments with similar character names in the modern experience, and then I can see the content when I open it in the classic experience, you could have a look:
My test results:
SP 2013 Build Number 15.0.4617.1000:
============
SP 2016 Build Number 16.0.4327.1000:
================
SP 2019 Build Numer 16.0.10711.37301:
Modern:
Classic:
===============
SPO:
If the answer is helpful, please click "Accept Answer" and upvote it.
Note: Please follow the steps in our documentation to enable e-mail notifications if you want to receive the related email notification for this thread.