This is whatever version of OpenSMTPD is in OpenBSD 6.1 -release. The problem has been seen on two systems, both amd64. Roundcube and mailman have both shown problems related to this (in the case of mailman it completely stops mail delivery until the offending message is removed from the outgoing queue).
Here is a swaks interaction that works: $ swaks --to tes...@59.ca --server localhost === Trying localhost:25... === Connected to localhost. <- 220 mail.wgc.mb.ca ESMTP OpenSMTPD -> EHLO wgc.wgc.mb.ca <- 250-mail.wgc.mb.ca Hello wgc.wgc.mb.ca [127.0.0.1], pleased to meet you <- 250-8BITMIME <- 250-ENHANCEDSTATUSCODES <- 250-SIZE 36700160 <- 250-DSN <- 250 HELP -> MAIL FROM:<bwal...@wgc.wgc.mb.ca> <- 250 2.0.0: Ok -> RCPT TO:<tes...@59.ca> <- 250 2.1.5 Destination address valid: Recipient ok -> DATA <- 354 Enter mail, end with "." on a line by itself -> Date: Wed, 24 May 2017 18:34:35 -0500 -> To: tes...@59.ca -> From: bwal...@wgc.wgc.mb.ca -> Subject: test Wed, 24 May 2017 18:34:35 -0500 -> Message-Id: <20170524183435.009...@wgc.wgc.mb.ca> -> X-Mailer: swaks v20170101.0 jetmore.org/john/code/swaks/ -> -> This is a test mailing -> -> . <- 250 2.0.0: 9a4430d7 Message accepted for delivery -> QUIT <- 221 2.0.0: Bye === Connection closed with remote host. Here is one that fails: $ swaks --to tes...@59.ca --server localhost --attach junk/0511_002.jpg === Trying localhost:25... === Connected to localhost. <- 220 mail.wgc.mb.ca ESMTP OpenSMTPD -> EHLO wgc.wgc.mb.ca <- 250-mail.wgc.mb.ca Hello wgc.wgc.mb.ca [127.0.0.1], pleased to meet you <- 250-8BITMIME <- 250-ENHANCEDSTATUSCODES <- 250-SIZE 36700160 <- 250-DSN <- 250 HELP -> MAIL FROM:<bwal...@wgc.wgc.mb.ca> <- 250 2.0.0: Ok -> RCPT TO:<tes...@59.ca> <- 250 2.1.5 Destination address valid: Recipient ok -> DATA <- 354 Enter mail, end with "." on a line by itself -> Date: Wed, 24 May 2017 18:35:55 -0500 -> To: tes...@59.ca -> From: bwal...@wgc.wgc.mb.ca -> Subject: test Wed, 24 May 2017 18:35:55 -0500 -> Message-Id: <20170524183555.076...@wgc.wgc.mb.ca> -> X-Mailer: swaks v20170101.0 jetmore.org/john/code/swaks/ -> MIME-Version: 1.0 -> Content-Type: multipart/mixed; boundary="----=_MIME_BOUNDARY_000_76725" -> -> ------=_MIME_BOUNDARY_000_76725 -> Content-Type: text/plain -> -> This is a test mailing -> ------=_MIME_BOUNDARY_000_76725 -> Content-Type: application/octet-stream; name="0511_002.jpg" -> Content-Description: 0511_002.jpg -> Content-Disposition: attachment; filename="0511_002.jpg" -> Content-Transfer-Encoding: BASE64 -> -> /9j/4Re0RXhpZgAASUkqAAgAAAALAA4BAgAgAAAAkgAAAA8BAgAYAAAAsgAAABABAgAMAAAAygAA -> ABIBAwABAAAAAQAAABoBBQABAAAA2AAAABsBBQABAAAA4AAAACgBAwABAAAAAgAAADEBAgAHAAAA [... much base64 encoding deleted ...] -> x7cUmK4mfrQcjsPfmgA/IUlFwDt1ptMH5BwfQUn8qBgQKTvSASjFFxNCdqQ9aBic/WkoAb6dDQef -> WncW438KOlIaYmc0lMQc9zSfpSC7Gn/PFNJoBjc5+tI3IpiR/9k= -> -> ------=_MIME_BOUNDARY_000_76725-- -> -> -> . <- 250 2.0.0: f7072257 Message accepted for delivery -> QUIT <** Timeout (30 secs) waiting for server response === Connection closed with remote host. The email with attachment is delivered correctly. The only problem is that OpenSMTPD never gets around to responding to the QUIT with a Bye. The attached file can be found here: http://59.ca/~bwalzer/0511_002.jpg I do not think there is anything special about the file other than the length. Other emails that end up with a length of around 70K have triggered the problem. A very long email (>5MB) has also probably triggered the problem. I am hoping this is easy to reproduce. Debug information provided on request. Bruce -- You received this mail because you are subscribed to misc@opensmtpd.org To unsubscribe, send a mail to: misc+unsubscr...@opensmtpd.org
