Thinking aloud too: ------------------- OP already said it was not blacklisted.
Unlikely to be a TLS issue as the handshake would cough immediately. Possibly SMTP recipient problem but it is a large outfit with plenty of servers. Time zone unlikely to be a factor as it is going from Boston to Toronto which, as I remember is only several hundred miles... Sympatico looks like it is tied to MSN ~ not a blocked keyword in the Sonicwall? -- Peter van Houten On the 14/07/2009 22:23, Wulff Jr, Ronald J. wrote the following:
Sender domain could be blacklisted Recipient might be expecting TLS Recipient might be having SMTP server issues. Way too many things to guess really *Ronald Wulff Jr* 412.288.3601 rwu...@reedsmith.com <mailto:rwu...@reedsmith.com> Reed Smith LLP 20 Stanwix St Suite 1200 Pittsburgh, PA 15222 *From:* Campbell, Rob [mailto:rob_campb...@centraltechnology.net] *Sent:* Tuesday, July 14, 2009 4:17 PM *To:* MS-Exchange Admin Issues *Subject:* RE: Can't Deliver to one Domian “Could not deliver the message in the time limit specified. Please retry or contact your administrator.” Usually means it gave up after multiple temporary failures and retries. Bad address is a permanent failure. I’m betting on a network, dns, or firewall problem. ------------------------------------------------------------------------ *From:* Don Guyer [mailto:don.gu...@prufoxroach.com] *Sent:* Tuesday, July 14, 2009 3:12 PM *To:* MS-Exchange Admin Issues *Subject:* RE: Can't Deliver to one Domian Now that I’ve read the error again, it looks like it was 12 hours time difference. If it reached the destination server with an unknown/bad address, it should’ve replied immediately. Unless we’re talking about a part of the world that has a 12 hour time difference. Details always help. Don Guyer Systems Engineer - Information Services Prudential, Fox & Roach/Trident Group 431 W. Lancaster Avenue Devon, PA 19333 Direct: (610) 993-3299 Fax: (610) 650-5306 don.gu...@prufoxroach.com <mailto:don.gu...@prufoxroach.com> *From:* Jonathan Link [mailto:jonathan.l...@gmail.com] *Sent:* Tuesday, July 14, 2009 4:07 PM *To:* MS-Exchange Admin Issues *Subject:* Re: Can't Deliver to one Domian Or 9 times out of 10 when a user shows me this, I ask if they've verified the email address. This domain and rr are really bad with these generic messages when in actuality it's not a valid email address. On Tue, Jul 14, 2009 at 3:53 PM, Don Guyer <don.gu...@prufoxroach.com <mailto:don.gu...@prufoxroach.com>> wrote: Looks like it tried for 24 hours and gave up. Probably network/DNS related. Did this work before? Don Guyer Systems Engineer - Information Services Prudential, Fox & Roach/Trident Group 431 W. Lancaster Avenue Devon, PA 19333 Direct: (610) 993-3299 Fax: (610) 650-5306 don.gu...@prufoxroach.com <mailto:don.gu...@prufoxroach.com> *From:* Lynden A. Philadelphia [mailto:lphiladelp...@philadelphiagroup.com <mailto:lphiladelp...@philadelphiagroup.com>] *Sent:* Tuesday, July 14, 2009 3:36 PM *To:* MS-Exchange Admin Issues *Subject:* RE: Can't Deliver to one Domian Below is what we get back Your message did not reach some or all of the intended recipients. Subject: FW: Please confirm if you receive -Jul13/09 11:00am Sent: 13/07/2009 2:54 PM The following recipient(s) cannot be reached: n...@sympatico.ca <mailto:n...@sympatico.ca> on 14/07/2009 2:57 AM Could not deliver the message in the time limit specified. Please retry or contact your administrator. ------------------------------------------------------------------------ *From:* Lynden A. Philadelphia [mailto:lphiladelp...@philadelphiagroup.com <mailto:lphiladelp...@philadelphiagroup.com>] *Sent:* Fri 10/07/2009 1:46 PM *To:* MS-Exchange Admin Issues *Subject:* Can't Deliver to one Domian I have a SBS 2003; for some reason users in that office can's deliver to Sympatico.ca domain. we can deliver to any other domain without any issue. I have checked exchange and the sonicwall an can not see anything. I should also mention that Bell is the ISP in question and no black listing is in place. Can some one help? Lynden ************************************************************************************************** Note: The information contained in this message may be privileged and confidential and protected from disclosure. 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