I've actually just changed the mail delivery settings to the follwing in
the hope that it will be delivered to hosts with greylisting in place. I
am unsure what the best settings would be so chose a wider retry range. 

I guess it's a trade-off between the allowed retry in the greylisting
software, the amount of time the greylisting software remembers an
initial connection attempt, and mail performance. Any guidance would be
much appreciated.

New mail delivery settings
First retry interval: 10
Second Retry interval: 60
Third retry interval: 120
Subsequent retry interval: 220

Anyone clarify the issue that Ex2003 has with greylisting 4xx replies
and any workarounds? I'm investigating that now



-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of Paul
Hutchings
Sent: 26 November 2007 10:53
To: Exchange Discussions
Subject: RE: Unexpected outgoing mail delay


Damned if I remember where, but I read about a problem with Exchange
2003 not being able to properly deal with the 4xx replies from
Graylisting software, I don't remember all the details but your problem
rings a bell as being very similar.

Paul Hutchings
Network Administrator, MIRA Ltd.
Tel: 44 (0)24 7635 5378
Fax: 44 (0)24 7635 8378
mailto:[EMAIL PROTECTED]

-----Original Message-----
From: [EMAIL PROTECTED]
[mailto:[EMAIL PROTECTED] On Behalf Of Mark
Condron
Sent: 23 November 2007 15:06
To: Exchange Discussions
Subject: Unexpected outgoing mail delay

All,

MS Windows 2000 SP4. MS Exchange 2003 SP2. MS Outlook XP/2003.

I rebooted an Exchange server at 16:16 21st November and a number of
people contacted me saying that external mail they sent on the 7th
November was either only just delivered or they only just received and
NDR! 

I have used message tracking to confirm this. I don't understand why the
mail didn't time out as per my settings or the user was not notified of
the delay. I don't remember seeing any of this mail in a queue either,
where has it been?

My settings - 

First retry interval: 10
Second Retry interval: 10
Third retry interval: 10
Subsequent retry interval: 20

Delay notification: 6 hours
Expiration timeout: 3 days

Message tracking for one of the delayed messages -

07/11/2007 14:15 SMTP Store Driver: Message submitted from store
07/11/2007 14:15 SMTP: Message submitted to advance queuing 07/11/2007
14:15 SMTP: Started message submission to advanced queue 07/11/2007
14:15 SMTP: Message submitted to categorizer 07/11/2007 14:15 SMTP:
Message categorised and queued for routing 07/11/2007 14:15 SMTP:
Message routed and queued for remote delivery 07/11/2007 14:15 SMTP:
Started outbound transfer of message 07/11/2007 14:15 SMTP: Message
transferred through to SMTP 21/11/2007 16:16 SMTP: Message submitted to
advance queuing *this is the time I rebooted the server* 21/11/2007
16:16 SMTP: Started message submission to advanced queue 21/11/2007
16:16 SMTP: Message submitted to categorizer 21/11/2007 16:16 SMTP:
Message categorised and queued for routing 21/11/2007 16:18 SMTP:
Message routed and queued for remote delivery 21/11/2007 16:18 SMTP:
Started outbound transfer of message 21/11/2007 16:22 SMTP: Message
transferred through to SMTP 21/11/2007 16:23 SMTP: Message transferred
to hedwig1.cf.ac.uk

This is an excerpt from the SMTP logs 7th November

2007-11-07 14:15:00 207.126.144.53 psmtp.com HELO 0 52 14 2007-11-07
14:15:00 207.126.144.53 psmtp.com MAIL 0 67 54 2007-11-07 14:15:00
207.126.144.53 psmtp.com RCPT 0 0 29 2007-11-07 14:15:00 207.126.144.53
psmtp.com DATA 0 136 8228 2007-11-07 14:15:00 207.126.144.53 psmtp.com
QUIT 422 72 4 2007-11-07 14:15:05 207.126.144.44 psmtp.com HELO 0 52 14
2007-11-07 14:15:05 207.126.144.44 psmtp.com MAIL 0 60 47 2007-11-07
14:15:05 207.126.144.44 psmtp.com RCPT 0 0 31 2007-11-07 14:15:05
207.126.144.44 psmtp.com DATA 0 152 2269 2007-11-07 14:15:05
207.126.144.44 psmtp.com QUIT 532 72 4 2007-11-07 14:15:15 192.168.20.11
nt_server2.wcva.org.uk EHLO 0 335 27 2007-11-07 14:15:15 192.168.20.11
nt_server2.wcva.org.uk x-exps 0 22 13 2007-11-07 14:15:15 192.168.20.11
nt_server2.wcva.org.uk x-link2state 0 68 140 2007-11-07 14:15:15
192.168.20.11 nt_server2.wcva.org.uk MAIL 0 52 51 2007-11-07 14:15:15
192.168.20.11 nt_server2.wcva.org.uk RCPT 0 46 43 2007-11-07 14:15:15
192.168.20.11 nt_server2.wcva.org.uk xexch50 0 22 14 2007-11-07 14:15:15
192.168.20.11 nt_server2.wcva.org.uk BDAT 0 103 118620 2007-11-07
14:15:15 192.168.20.11 nt_server2.wcva.org.uk QUIT 1062 72 4 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionResponse - 0 78 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionCommand EHLO 0 4 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionResponse - 0 78 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionCommand MAIL 0 4 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionResponse - 0 6 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionCommand RCPT 0 4 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionResponse - 0 12 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionCommand DATA 0 4 0 2007-11-07
14:15:16 212.69.194.88 OutboundConnectionResponse - 0 54 0 2007-11-07
14:15:17 212.69.194.88 OutboundConnectionResponse - 0 26 0 2007-11-07
14:15:17 212.69.194.88 OutboundConnectionCommand QUIT 0 4 0 2007-11-07
14:15:17 212.69.194.88 OutboundConnectionResponse - 0 49 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionResponse - 0 66 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionCommand EHLO 0 4 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionResponse - 0 22 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionCommand MAIL 0 4 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionResponse - 0 6 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionCommand RCPT 0 4 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionResponse - 0 6 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionCommand DATA 0 4 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionResponse - 0 35 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionResponse - 0 28 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionCommand QUIT 0 4 0 2007-11-07
14:15:19 213.188.128.35 OutboundConnectionResponse - 0 7 0 2007-11-07
14:15:20 131.251.0.56 OutboundConnectionResponse - 0 65 0 2007-11-07
14:15:20 131.251.0.56 OutboundConnectionCommand QUIT 0 4 0 2007-11-07
14:15:20 131.251.0.9 OutboundConnectionResponse - 0 68 0 2007-11-07
14:15:20 131.251.0.9 OutboundConnectionCommand EHLO 0 4 0 2007-11-07
14:15:20 131.251.0.9 OutboundConnectionResponse - 0 68 0 2007-11-07
14:15:20 131.251.0.9 OutboundConnectionCommand QUIT 0 4 0 2007-11-07
14:15:20 131.251.0.9 OutboundConnectionResponse - 0 39 0 2007-11-07
14:15:32 207.126.144.49 psmtp.com HELO 0 52 14 2007-11-07 14:15:32
207.126.144.49 psmtp.com MAIL 0 60 47 2007-11-07 14:15:32 207.126.144.49
psmtp.com RCPT 0 0 32 2007-11-07 14:15:35 207.126.144.49 psmtp.com RCPT
0 0 32 2007-11-07 14:15:37 207.126.144.49 psmtp.com QUIT 4860 72 4
2007-11-07 14:15:51 207.126.144.55 psmtp.com HELO 0 52 14 2007-11-07
14:15:51 207.126.144.55 psmtp.com MAIL 0 41 28 2007-11-07 14:15:51
207.126.144.55 psmtp.com RCPT 0 0 29 2007-11-07 14:15:59 207.126.144.44
psmtp.com HELO 0 52 14 2007-11-07 14:15:59 207.126.144.44 psmtp.com MAIL
0 69 56 2007-11-07 14:15:59 207.126.144.44 psmtp.com RCPT 0 0 29
2007-11-07 14:15:59 207.126.144.44 psmtp.com QUIT 453 72 4


I have also checked the event viewer and there is nothing of note in
there.

I would be grateful of any pointers on my finding further information of
what went wrong and also how to avoid this happening in future.

TIA

-Mark


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