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Weird send mail problem

Mail will not connect to my smtp server on port 587 all of a sudden. Interestingly, Mozilla Thunderbird works fine, and if I connect via telnet in a terminal, all is well. The problem therefore appears to be isolated to Mail only -- does anyone have any ideas on what could cause this? I can, by the way, receive email in Mail fine, just can't send. Thoughts?

G5 Quad Mac OS X (10.4.8)

Posted on Nov 8, 2006 9:33 PM

Reply
4 replies

Nov 8, 2006 10:04 PM in response to Glenn M

More info.....My Mac is connected to a Linksys router, which is connected to my DSL modem. If I connect the Mac directly to the modem, I'm able to send mail ok. When I add the router back into the equation though...no sending. But what's weird is that, with or without the router, I am able to send from Thunderbird, and can successfully connect to the smtp server via telnet. What is it about Mail that it just doesn't like going through my router? I'm stumped.

Quad G5 Mac OS X (10.4.8)

Nov 12, 2006 10:50 AM in response to Glenn M

I'm having a similar problem.

I also have an old linksys router (BEFSR41 vers 2).

I tried installing Eudora but still get a problem. Eudora gives more details though.

From Eudora I get this message:
TCP/IP Error -3162 The server is not responding

Changing Eudora to give me a detailed log the following trace occurs when connected directly to the cable modem (send works)

Sun Nov 12 09:54:45 2006
26429440 262144:20.27.21 DNS Lookup of "shawmail.cg.shawcable.net"
26429440 262144:0.0.0 24.71.223.43 (1)
26429440 262144:0.0.0 Connecting to 24.71.223.43:110
26429440 262144:0.0.1 Connected to 24.71.223.43:110
26429440 32:0.0.34 Rcvd: “+OK Messaging Multiplexor (iPlanet Messaging Server 5.2 (built Feb 21 2002))\r\n”
26429440 32:0.0.35 Sent: “CAPA\r\n”
26429440 32:0.0.55 Rcvd: “-ERR invalid command\r\n”
26429440 32:0.0.55 Sent: “USER larry.williams\r\n”
26429440 32:0.1.14 Rcvd: “+OK password required for user larry.williams@shaw.ca\r\n”
26429440 32:0.1.15 Sent: “PASS *****\r\n”
26429440 32:0.2.55 Rcvd: “+OK Maildrop ready\r\n”
26429440 32:0.2.56 Sent: “STAT\r\n”
26429440 32:0.3.34 Rcvd: “+OK 1 1184\r\n”
26429440 32:0.3.35 Sent: “LIST\r\n”
26429440 32:0.4.1 Rcvd: “+OK scan listing follows\r\n”
26429440 32:0.4.1 Rcvd: “1 1184\r\n”
26429440 32:0.4.1 Rcvd: “.\r\n”
26429440 32:0.4.2 Sent: “UIDL\r\n”
26429440 32:0.4.22 Rcvd: “+OK unique-id listing follows\r\n”
26429440 32:0.4.22 Rcvd: “1 3004-1108604092\r\n”
26429440 32:0.4.22 Rcvd: “.\r\n”
26429440 2:0.4.22 shawmail.cg.shawcable.net 110 (1)
26429440 32:0.4.23 Sent: “DELE 1\r\n”
26429440 32:0.4.36 Rcvd: “+OK message deleted\r\n”
26429440 32:0.4.36 Sent: “QUIT\r\n”

Sun Nov 12 09:55:49 2006
26534912 1:1.3.58 shawmail.cg.shawcable.net 25
26534912 262144:0.0.1 DNS Lookup of "shawmail.cg.shawcable.net"
26534912 262144:0.0.1 24.71.223.43 (1)
26534912 262144:0.0.1 Connecting to 24.71.223.43:25
26534912 262144:0.0.2 Connected to 24.71.223.43:25
26534912 32:0.0.10 Rcvd: “220 pn2ml10so.prod.shaw.ca -- Server ESMTP (Sun ONE Messaging Server 6.0 HotFix 1.01 (built Mar 15 2004))\r\n”
26534912 32:0.0.11 Sent: “EHLO [68.147.171.4]\r\n”
26534912 32:0.0.15 Rcvd: “250-pn2ml10so.prod.shaw.ca\r\n”
26534912 32:0.0.15 Rcvd: “250-8BITMIME\r\n”
26534912 32:0.0.15 Rcvd: “250-PIPELINING\r\n”
26534912 32:0.0.15 Rcvd: “250-DSN\r\n”
26534912 32:0.0.15 Rcvd: “250-ENHANCEDSTATUSCODES\r\n”
26534912 32:0.0.15 Rcvd: “250-EXPN\r\n”
26534912 32:0.0.15 Rcvd: “250-HELP\r\n”
26534912 32:0.0.15 Rcvd: “250-XADR\r\n”
26534912 32:0.0.15 Rcvd: “250-XSTA\r\n”
26534912 32:0.0.15 Rcvd: “250-XCIR\r\n”
26534912 32:0.0.15 Rcvd: “250-XGEN\r\n”
26534912 32:0.0.15 Rcvd: “250-XLOOP AC99CF13C172C56F938F5FBB9462118D\r\n”
26534912 32:0.0.15 Rcvd: “250-ETRN\r\n”
26534912 32:0.0.15 Rcvd: “250 SIZE 0\r\n”
26534912 262144:0.0.15 ESMTP has NFI what “pn2ml10so.prod.shaw.ca” is supposed to mean
26534912 262144:0.0.15 ESMTP mime8bit
26534912 262144:0.0.15 ESMTP pipeline
26534912 262144:0.0.15 ESMTP has NFI what “DSN” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “ENHANCEDSTATUSCODES” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “EXPN” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “HELP” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “XADR” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “XSTA” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “XCIR” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “XGEN” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “XLOOP” is supposed to mean
26534912 262144:0.0.15 ESMTP has NFI what “ETRN” is supposed to mean
26534912 262144:0.0.15 ESMTP size 13
26534912 262144:0.0.15 SMTP auth not available, disabling
26534912 1:0.0.15 Sending larry.williams@calgary.ca, 9:55 AM -0700, Out going mail test.
26534912 32:0.0.16 Sent: “RSET\r\n”
26534912 32:0.0.20 Rcvd: “250 2.5.0 Ok.\r\n”
26534912 32:0.0.20 Sent: “MAIL FROM:<larry.williams@shaw.ca> size=1024\r\n”
26534912 32:0.0.24 Rcvd: “250 2.5.0 Address and options OK.\r\n”
26534912 32:0.0.24 Sent: “RCPT TO:<larry.williams@calgary.ca>\r\n”
26534912 32:0.0.28 Rcvd: “250 2.1.5 larry.williams@calgary.ca OK.\r\n”
26534912 32:0.0.29 Sent: “DATA\r\n”
26534912 32:0.0.33 Rcvd: “354 Enter mail, end with a single ".".\r\n”
26534912 32:0.0.33 Sent: “Mime-Version: 1.0\r\n”
26534912 32:0.0.33 Sent: “Message-Id: <a06240800c17d026222a9@[68.147.171.4]>\r\n”
26534912 32:0.0.33 Sent: “Date: Sun, 12 Nov 2006 09:55:49 -0700”
26534912 32:0.0.33 Sent: “\r\n”
26534912 32:0.0.33 Sent: “To: larry.williams@calgary.ca\r\n”
26534912 32:0.0.33 Sent: “From: Larry Williams <larry.williams@shaw.ca>\r\n”
26534912 32:0.0.33 Sent: “Subject: Out going mail test\r\n”
26534912 32:0.0.33 Sent: “Content-Type: text/plain; charset="us-ascii" ; format="flowed"\r\n”
26534912 32:0.0.33 Sent: “\r\n”
26534912 32:0.0.33 Sent: “This one will work. I am attached directly to the cable modem.\r\n”
26534912 32:0.0.33 Sent: “.\r\n”
26534912 32:0.0.41 Rcvd: “250 2.5.0 Ok.\r\n”
26534912 1:0.0.41 Succeeded.
26534912 32:0.0.43 Sent: “QUIT\r\n”
26534912 32:0.0.47 Rcvd: “221 2.3.0 Bye received. Goodbye.\r\n”


When I reconnect the router I get the following log:

Sun Nov 12 10:12:33 2006
26435072 262144:1.32.5 DNS Lookup of "shawmail.cg.shawcable.net"
26435072 262144:0.0.0 24.71.223.43 (1)
26435072 262144:0.0.0 Connecting to 24.71.223.43:110
26435072 262144:0.0.0 Connected to 24.71.223.43:110
26435072 32:0.0.29 Rcvd: “+OK Messaging Multiplexor (iPlanet Messaging Server 5.2 (built Feb 21 2002))\r\n”
26435072 32:0.0.29 Sent: “CAPA\r\n”
26435072 32:0.0.45 Rcvd: “-ERR invalid command\r\n”
26435072 32:0.0.46 Sent: “USER larry.williams\r\n”
26435072 32:0.1.2 Rcvd: “+OK password required for user larry.williams@shaw.ca\r\n”
26435072 32:0.1.2 Sent: “PASS *****\r\n”
26435072 32:0.3.39 Rcvd: “+OK Maildrop ready\r\n”
26435072 32:0.3.39 Sent: “STAT\r\n”
26435072 32:0.4.11 Rcvd: “+OK 0 0\r\n”
26435072 32:0.4.13 Sent: “QUIT\r\n”

Sun Nov 12 10:14:58 2006
25930752 1:2.24.34 shawmail.cg.shawcable.net 25
25930752 262144:0.0.2 DNS Lookup of "shawmail.cg.shawcable.net"
25930752 262144:0.0.2 24.71.223.43 (1)
25930752 262144:0.0.3 Connecting to 24.71.223.43:25
25930752 262144:0.0.4 Connected to 24.71.223.43:25
25930752 32:0.0.8 Rcvd: “Your IP is presently being blocked, Please call your ISP for assistance.\r\n”
25930752 8:0.0.8 TCP/IP Error.
25930752 8:0.0.8 -3162
25930752 8:0.0.8 The server is not responding.
25930752 8:0.0.8 {37:583}
25930752 8:0.0.8 “TCP/IP Error. -3162; ” “The server is not responding. {37:583}”

Sun Nov 12 10:15:37 2006
MAIN 8:0.39.32 You have some message(s) waiting to be sent. Do you want to send them now?
MAIN 8:0.2.1 Dismissed with 3.


Have you tried Eudora?

2x2.5G5 Mac OS X (10.4.7)

Weird send mail problem

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