Hello, Running OpenSMTPD 6.0.0 on OpenBSD 6.2.
I'm having a weird problem being unable to send mail with Apple Mail on macOS, while I'm perfectly able to send mails using the same configuration from the native mail client on an iPhone. The error message from Apple Mail is: The server response was: Invalid recipient This is what I have in maillog on an attempt to send a mail using Apple Mail: Apr 9 20:28:52 dovecot: imap-login: Login: user=<foobar>, method=PLAIN, rip=x.x.x.x, lip=y.y.y.y, mpid=18368, TLS, session=<7esJQXBpXdh2vbEC> Apr 9 20:29:09 smtpd[52562]: e012cc5a233196ef smtp event=connected address=x.x.x.x host=host.name Apr 9 20:29:09 smtpd[52562]: e012cc5a233196ef smtp event=starttls address=x.x.x.x host=host.name ciphers="version=TLSv1.2, cipher=ECDHE-RSA-AES256-GCM-SHA384, bits=256" Apr 9 20:29:11 smtpd[52562]: e012cc5a233196ef smtp event=failed-command address=x.x.x.x host=host.name command="RCPT TO:<[email protected]>" result="550 Invalid recipient" Apr 9 20:29:11 smtpd[52562]: e012cc5a233196ef smtp event=closed address=x.x.x.x host=host.name reason=quit The same attempt a minute before from iOS: Apr 9 20:27:49 smtpd[52562]: e012cc563f523806 smtp event=connected address=x.x.x.x host=host.name Apr 9 20:27:49 smtpd[52562]: e012cc563f523806 smtp event=starttls address=x.x.x.x host=host.name ciphers="version=TLSv1.2, cipher=ECDHE-RSA-AES256-GCM-SHA384, bits=256" Apr 9 20:27:50 smtpd[52562]: e012cc563f523806 smtp event=authentication user=foobar address=x.x.x.x host=host.name result=ok Apr 9 20:27:52 smtpd[52562]: e012cc563f523806 smtp event=message address=x.x.x.x host=host.name msgid=dd47731d from=<[email protected]> to=< [email protected]> size=556 ndest=1 proto=ESMTP Apr 9 20:27:52 smtpd[52562]: e012cc5944757c28 mta event=connecting address=smtp+tls://108.177.126.26:25 host=108.177.126.26 Apr 9 20:27:52 smtpd[52562]: e012cc5944757c28 mta event=connected Apr 9 20:27:53 smtpd[52562]: e012cc5944757c28 mta event=starttls ciphers=version=TLSv1.2, cipher=ECDHE-RSA-CHACHA20-POLY1305, bits=256 Apr 9 20:27:53 smtpd[52562]: smtp-out: Server certificate verification succeeded on session e012cc5944757c28 Apr 9 20:27:54 smtpd[52562]: e012cc5944757c28 mta event=delivery evpid=dd47731d6e0f2b5c from=<[email protected]> to=<[email protected]> rcpt=<-> source="y.y.y.y" relay="108.177.126.26 (108.177.126.26)" delay=3s result="Ok" stat="250 2.0.0 OK 1523305674 w39si1129555edw.282 - gsmtp" Apr 9 20:28:04 smtpd[52562]: e012cc5944757c28 mta event=closed reason=quit messages=1 Looking at RFC 5321, "RCPT TO:<forward-path>" seems to be a valid syntax but for some reason Apple Mail is still getting a 550 reply. I can provide my config if needed, although I don't really think the problem is there, given that the iPhone is having no problems sending mails. Any suggestions would be greatly appreciated. -- Regards, Nick
