Comment by freeopinion

Do I understand that you want these to be sorted like this?

  1
  2
  9
  10
  11

So I guess you also want things sorted like

  1.1
  1.2
  2
  9
  9.9

And also

  1
  1.1
  1.10
  1.2
  1.10.1

So when you're done defining whatever crazy rules you think up, how do I pause whatever and edit the filenames to get them back into lexicographical order?

You can massage lexicographical to meet your needs. I can't massage your arbitrary rules to meet my needs.