This error is happening when Outlook is trying to send Mail To: instead of SMTP.
When you receive e-mail with mail to: header and you try to Reply to this e-mail,
Outlook is taking e-mail address with mail to: header.
Sometimes if this is a list of e-mails and every sender have mail to: header ,
then you need to change every e-mail address containing mail to: header.
Most often issue occurs when users cut and paste an email into the address field from a hyperlink ,
the problem is that they cut and paste the whole link not just the email address:
mailto:test@test.com
mailto:test(at)test.com
instead of
test@test.com
(test(at)test.com)
Usual fix :
Make new e-mail, copy text/data to it and type e-mail address by hand.
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