IIS SMTP keeps sending Delayed notification

[Nishith]

Hi,

I have an IIS SMTP configured, to send out mails from a web
application that we use internally. However, since the beginning there
has been a problem with mail delivery. Usually mail delivery is
delayed by a few days.

I get the following notification in my admin email ID, being the
administrator of the system:

This is an automatically generated Delivery Status Notification.

THIS IS A WARNING MESSAGE ONLY.

YOU DO NOT NEED TO RESEND YOUR MESSAGE.

Delivery to the following recipients has been delayed.

***@gmail.com

In the Event Viewer of the system, I get the following message:

Message delivery to the remote domain 'gmail.com' failed for the
following reason: The remote server did not respond to a connection
attempt.

What could be the reason? Is there some requirement for domain by
domain configuration? Shouldn't my SMTP server automatically find and
replicate the messages to the appropriate delivery SMTP servers?

[Ken Schaefer]

Do you get this problem for all domains? all emails? or just some domains or
some emails?

As the error message indicates, the remote server (which is looked up in the
DNS) did not respond to a connection attempt from your server. There may be
a transient issue, or it maybe that the admins of the remote server have
configured it not to accept connections from you (e.g. as an anti-spam
measure)

Cheers
Ken

Post by Nishith
Hi,
I have an IIS SMTP configured, to send out mails from a web
application that we use internally. However, since the beginning there
has been a problem with mail delivery. Usually mail delivery is
delayed by a few days.
I get the following notification in my admin email ID, being the
This is an automatically generated Delivery Status Notification.
THIS IS A WARNING MESSAGE ONLY.
YOU DO NOT NEED TO RESEND YOUR MESSAGE.
Delivery to the following recipients has been delayed.
Message delivery to the remote domain 'gmail.com' failed for the
following reason: The remote server did not respond to a connection
attempt.
What could be the reason? Is there some requirement for domain by
domain configuration? Shouldn't my SMTP server automatically find and
replicate the messages to the appropriate delivery SMTP servers?

[Nishith]

Post by Ken Schaefer
Do you get this problem for all domains? all emails? or just some domains or
some emails?
As the error message indicates, the remote server (which is looked up in the
DNS) did not respond to a connection attempt from your server. There may be
a transient issue, or it maybe that the admins of the remote server have
configured it not to accept connections from you (e.g. as an anti-spam
measure)
Cheers
Ken

Post by Nishith
Hi,
I have an IIS SMTP configured, to send out mails from a web
application that we use internally. However, since the beginning there
has been a problem with mail delivery. Usually mail delivery is
delayed by a few days.
I get the following notification in my admin email ID, being the
This is an automatically generated Delivery Status Notification.
THIS IS A WARNING MESSAGE ONLY.
YOU DO NOT NEED TO RESEND YOUR MESSAGE.
Delivery to the following recipients has been delayed.
Message delivery to the remote domain 'gmail.com' failed for the
following reason: The remote server did not respond to a connection
attempt.
What could be the reason? Is there some requirement for domain by
domain configuration? Shouldn't my SMTP server automatically find and
replicate the messages to the appropriate delivery SMTP servers?

I get the error most domains ... only some of the domains are able to
go through easily without delays ... is there some configuration?
Also, how do i configure that they don't mark me as SPAM, coz it is
not spam? By configuring the server to have the same domain name as
the sender email ID?