Outlook not sending mails via Exchange Server

[xx]

Hello, I wonder if anyone can guide me on this problem..

I have a client with an SBS2003 setup As far as i can tell it is pretty much
' straight out of the box' at least that is how I'm told it was set up a few
years ago. Normally, It sends and receives mail via SMTP with all the MX
records pointing to it.
Recently, one of the not so tech guys that work there tried to set up a
couple of Vista business PCs and that was when the trouble started.
At first, they could send but not receive, then I investigated the bounce
messages and determined that the 5.1.4 error code was referring to a double
entered SMTP address. i was dubious, but did find that somehow the address
was in two accounts, so on removing one copy, the mails started arriving
from that account. I tried re entering the same account and as expected, the
user properties (email addresses) screen refused to allow the double entry
as I'd expected it to.
What is weird is the outbound mails from that account then stopped! - but
only from outlook. if i log on remotely using remote web workplace and use
OWA, all is fine.

As a side issue, OWA on a Vista client seems to hang when sending
Infuriating and apparently illogical
any ideas on how to proceed ?

 

[Diane Poremsky [MVP]]

Did the tech guy create a new user account on SBS or just create an account
in outlook, using an existing account?

On the Vista/OWA poblem - is both the workstations and Exchange fully
up-to-date on patches?

--
Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
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Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

 

[ron]

Did the tech guy create a new user account on SBS or just create an
account in outlook, using an existing account?

On the Vista/OWA poblem - is both the workstations and Exchange fully
up-to-date on patches?

--
Diane Poremsky [MVP - Outlook]



Outlook Tips by email:
mailto:[email protected]

EMO - a weekly newsletter about Outlook and Exchange:
mailto:[email protected]

Let's Really Fix Outlook 2010
http://forums.slipstick.com/forumdisplay.php?f=34

Hello, I wonder if anyone can guide me on this problem..

I have a client with an SBS2003 setup As far as i can tell it is pretty
much ' straight out of the box' at least that is how I'm told it was set
up a few years ago. Normally, It sends and receives mail via SMTP with
all the MX records pointing to it.
Recently, one of the not so tech guys that work there tried to set up a
couple of Vista business PCs and that was when the trouble started.
At first, they could send but not receive, then I investigated the bounce
messages and determined that the 5.1.4 error code was referring to a
double entered SMTP address. i was dubious, but did find that somehow the
address was in two accounts, so on removing one copy, the mails started
arriving from that account. I tried re entering the same account and as
expected, the user properties (email addresses) screen refused to allow
the double entry as I'd expected it to.
What is weird is the outbound mails from that account then stopped! - but
only from outlook. if i log on remotely using remote web workplace and
use OWA, all is fine.

As a side issue, OWA on a Vista client seems to hang when sending
Infuriating and apparently illogical
any ideas on how to proceed ?

Hi Diane,
He created a new computer entries on SBS to allow the machines to join the
SBS network, then when outlook was set up, he opened an existing shared
mailbox.
It is the shared mailbox that has the problem.
The problen is actually appearing on existing XP machines accessing the
shared mailbox.
On the OWA front, it has been working fine on remote XP machines, but with
Vista, we got the 'red cross' in the messge area on a new message screen
until I applied the S/MIME patch, but when we send, the internet explorer
gets an 'Internet Explorer has stopped working' message. I've applied all
the patches suggested by Microsoft Update, and have downloaded Exchange 2003
SP2 to perform that update as soon as I can, otherwise it is at SP1

Thanks,

Ron

 

[Duncan McC]

Have you installed the Vista compatibility patches for both the Vista
clients and SBS?

Download and run the SBS Best Practices Analyzer tool and fix all the
problems it finds.

 

[ron]

Duncan,
Thanks for the advive about the SBS analyser, I'd been using the exchange
server analyser, the OWA/Vista problems are now fixed but Outlook 2003
still refuses to send mail from one affected account - messages appear to go
but never arrive. same account but via OWA is OK.

Cheers

Ron

 

[Duncan McC]

I would delete the afffected user mail profile (and OST file), and re-
create it (re connect to Exchange Server). Hopefully it'll fix it.

 

[ron]

Hi Duncan,
I've tried disconnecting from the mailbox and dropping the .ost file with no
success - but that was before the server upgrade, and this particular
mailbox is used by 4 users, so the next step is to drop all of them and
reconnect each with a fresh ost file, hopefully that will do the trick.

any other suggestions welcome.

Cheers,

Ron

 

[Duncan McC]

Jeez well that does seem bit bit strange. Check the permissions
(against another working user) in ADUC...

under Exchange Advanced, Mailbox Rights.

Perhaps you could also tweak SMTP and or ExchangeIS logging to see if
full logging sheds any light Exchange Server, <server> properties,
Diagnostic Logging.

 

[ron]

Just checked the mailbox rights and all seems in order.
I'm not sure if I made the setup clear:
three users tom, dick and Harry, each log on to their own workstations (SBS
2003) as tom, dick & Harry
their outlook mailbox configuration is that each user's initial mailbox is
that of a fourth user 'Office' , and tom's outlook opens his own mailbox as
an additional, as does dick, who opens 'dick' and Harry opens 'Harry
their is no physical user logged on called 'office'
each user can send mail as themselves but the supposed default address
'Office' is the one that suddenly stopped working.

'Office' receives mail, and confusingly it successfully sends read receipts
as 'office' when mail is opened on any of the three user's workstations, -
but if the user actually replies, nothing arrives at the far end !

Thoroughly confused - the mailbox rights of 'Office' give explicit full
permission to each of the users by name and by the virtue that they are all
in a security group with full rights to 'Office' mailbox.

any suggestions on which of the thousand logging options I should try ? i
suppose the SMTP subset is a place to start...

Cheers
Ron