Unique Login Same Email until

I have issue where I can add user’s with a unique Username\Login and the same email. Once I create a Username\Login with an email, I am then no longer to able to create new users with unique username\login with the email that was used in the username\login:

Add username: Test1 email: myemail@email.com (Success)
Add username: Test2 email: myemail@email.com (Success)
Add username: myemail@email.com email: myemail@email.com (success)
Add username: Test3 email: myemail@email.com (Fails, already have user …)

The added accounts continue to work but am unable to add any further accounts with that email address.