"Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
news:O0SY%23lscEHA.3420@TK2MSFTNGP12.phx.gbl...
> You say you have two IP addresses? And MS SMTP server listens on one of
> those addresses?
>
> Then allow the second IP address to relay (but not the first IP address).
> You may also want to add 127.0.0.1 in the "allowed to relay" dialogue box.
> This should allow the MS SMTP server to relay mail from hosts in the
"Allows
> to relay mail" dialogue.
> -or-
> Use a component that drops a text file directly into the /pickup directory
> of the MS SMTP server. Any file that is dropped into that folder is send
> regardless of relay restrictions.
>
> Cheers
> Ken
>
> "Toby Herring" <devnull*@*nospam.spam> wrote in message
> news:%23TvzgSqcEHA.2520@TK2MSFTNGP12.phx.gbl...
> > I have a multihomed colo server (Windows 2003 Standard) that's hosting
> > mail, web, and some other services. 5 domain names are associated with
> > this server.
> >
> > 4 domains receive mail on one IP address using an e-mail proxy
> > (http://www.sssolutions.net/ew/) and a 3rd-party mail server (not
> > relevant.)
> >
> > The other domain receives mail on a second IP address via Microsoft
> > SMTP.
> >
> > The problem is that both of these servers monitor specific IP addresses
> > for mail. Neither of them monitors the loopback address. I can't set
> > up the proxy to pick up the loopback address. (Well, actually, I can,
> > but the proxy communicates with the 3rd party mail server on the
> > loopback address. I can't set the loopback address as trusted in the
> > mail server, because that would make the server an open relay due to the
> > mail proxy. I don't want to have to authenticate to send mail, and the
> > From: address on some of these emails will be in the domain covered by
> > the MS SMTP server.)
> >
> > I've tried setting the MSSMTP instance to monitor all unassigned
> > addresses, which makes it respond on the loopback, but when I try to
> > send mail from it, I get the following error:
> > "Message delivery to the remote domain 'grimware.com' failed for the
> > following reason: Unable to deliver the message because the destination
> > address was misconfigured as a mail loop."
> >
> > I've also tried setting up a separate instance of MSSMTP to monitor all
> > unassigned, but it fails with the same message.
> >
> > I'm at my wit's end. I've tried MSDN, MSKB, and Google searches galore.
> > I've searched all MS newsgroups through Google, also. No luck so far,
> > although I've tried things I've found in a couple of these resources
> > with no luck.
> >
> > Any hope, or do I have to go with authentication and/or use a relay off
> > my box?
> >
> > --
> > Toby Herring
> > MCDBA, MCSD, MCP+SB
> >
> >
> >
>
>

"Toby Herring" <devnull*@*nospam.spam> wrote in message
news:%23TvzgSqcEHA.2520@TK2MSFTNGP12.phx.gbl...
> I have a multihomed colo server (Windows 2003 Standard) that's hosting
> mail, web, and some other services. 5 domain names are associated with
> this server.
>
> 4 domains receive mail on one IP address using an e-mail proxy
> (http://www.sssolutions.net/ew/) and a 3rd-party mail server (not
> relevant.)
>
> The other domain receives mail on a second IP address via Microsoft
> SMTP.
>
> The problem is that both of these servers monitor specific IP addresses
> for mail. Neither of them monitors the loopback address. I can't set
> up the proxy to pick up the loopback address. (Well, actually, I can,
> but the proxy communicates with the 3rd party mail server on the
> loopback address. I can't set the loopback address as trusted in the
> mail server, because that would make the server an open relay due to the
> mail proxy. I don't want to have to authenticate to send mail, and the
> From: address on some of these emails will be in the domain covered by
> the MS SMTP server.)
>
> I've tried setting the MSSMTP instance to monitor all unassigned
> addresses, which makes it respond on the loopback, but when I try to
> send mail from it, I get the following error:
> "Message delivery to the remote domain 'grimware.com' failed for the
> following reason: Unable to deliver the message because the destination
> address was misconfigured as a mail loop."
>
> I've also tried setting up a separate instance of MSSMTP to monitor all
> unassigned, but it fails with the same message.
>
> I'm at my wit's end. I've tried MSDN, MSKB, and Google searches galore.
> I've searched all MS newsgroups through Google, also. No luck so far,
> although I've tried things I've found in a couple of these resources
> with no luck.
>
> Any hope, or do I have to go with authentication and/or use a relay off
> my box?
>
> --
> Toby Herring
> MCDBA, MCSD, MCP+SB
>
>
>

"Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
news:OA5Rx63cEHA.3096@tk2msftngp13.phx.gbl...
> Have you checked DNS resolution?
>
> Cheers
> Ken
>
> "Toby Herring" <therring*@*teletrack.com> wrote in message
> news:e22LlRzcEHA.2352@TK2MSFTNGP09.phx.gbl...
> > The MSSMTP service was set up to allow relay from 127.0.0.1. Relaying
> > wasn't the problem. It's this "misconfigured as a mail loop" thing that
I
> > can't seem to get around.
> >
> > The MSSMTP service isn't even able to send out administrative warning
> > e-mails, they end up in the badmail directory, too.
> >
> > Any other ideas?
> >
> > --
> > Toby Herring
> > MCDBA, MCSD, MCP+SB
> >
> >
> > "Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
> > news:O0SY%23lscEHA.3420@TK2MSFTNGP12.phx.gbl...
> > > You say you have two IP addresses? And MS SMTP server listens on one
of
> > > those addresses?
> > >
> > > Then allow the second IP address to relay (but not the first IP
> address).
> > > You may also want to add 127.0.0.1 in the "allowed to relay" dialogue
> box.
> > > This should allow the MS SMTP server to relay mail from hosts in the
> > "Allows
> > > to relay mail" dialogue.
> > > -or-
> > > Use a component that drops a text file directly into the /pickup
> directory
> > > of the MS SMTP server. Any file that is dropped into that folder is
send
> > > regardless of relay restrictions.
> > >
> > > Cheers
> > > Ken
> > >
> > > "Toby Herring" <devnull*@*nospam.spam> wrote in message
> > > news:%23TvzgSqcEHA.2520@TK2MSFTNGP12.phx.gbl...
> > > > I have a multihomed colo server (Windows 2003 Standard) that's
hosting
> > > > mail, web, and some other services. 5 domain names are associated
> with
> > > > this server.
> > > >
> > > > 4 domains receive mail on one IP address using an e-mail proxy
> > > > (http://www.sssolutions.net/ew/) and a 3rd-party mail server (not
> > > > relevant.)
> > > >
> > > > The other domain receives mail on a second IP address via Microsoft
> > > > SMTP.
> > > >
> > > > The problem is that both of these servers monitor specific IP
> addresses
> > > > for mail. Neither of them monitors the loopback address. I can't
set
> > > > up the proxy to pick up the loopback address. (Well, actually, I
can,
> > > > but the proxy communicates with the 3rd party mail server on the
> > > > loopback address. I can't set the loopback address as trusted in
the
> > > > mail server, because that would make the server an open relay due to
> the
> > > > mail proxy. I don't want to have to authenticate to send mail, and
> the
> > > > From: address on some of these emails will be in the domain covered
by
> > > > the MS SMTP server.)
> > > >
> > > > I've tried setting the MSSMTP instance to monitor all unassigned
> > > > addresses, which makes it respond on the loopback, but when I try to
> > > > send mail from it, I get the following error:
> > > > "Message delivery to the remote domain 'grimware.com' failed for the
> > > > following reason: Unable to deliver the message because the
> destination
> > > > address was misconfigured as a mail loop."
> > > >
> > > > I've also tried setting up a separate instance of MSSMTP to monitor
> all
> > > > unassigned, but it fails with the same message.
> > > >
> > > > I'm at my wit's end. I've tried MSDN, MSKB, and Google searches
> galore.
> > > > I've searched all MS newsgroups through Google, also. No luck so
far,
> > > > although I've tried things I've found in a couple of these resources
> > > > with no luck.
> > > >
> > > > Any hope, or do I have to go with authentication and/or use a relay
> off
> > > > my box?
> > > >
> > > > --
> > > > Toby Herring
> > > > MCDBA, MCSD, MCP+SB
> > > >
> > > >
> > > >
> > >
> > >
> >
> >
>
>

"Toby Herring" <therring*@*teletrack.com> wrote in message
news:e22LlRzcEHA.2352@TK2MSFTNGP09.phx.gbl...
> The MSSMTP service was set up to allow relay from 127.0.0.1. Relaying
> wasn't the problem. It's this "misconfigured as a mail loop" thing that I
> can't seem to get around.
>
> The MSSMTP service isn't even able to send out administrative warning
> e-mails, they end up in the badmail directory, too.
>
> Any other ideas?
>
> --
> Toby Herring
> MCDBA, MCSD, MCP+SB
>
>
> "Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
> news:O0SY%23lscEHA.3420@TK2MSFTNGP12.phx.gbl...
> > You say you have two IP addresses? And MS SMTP server listens on one of
> > those addresses?
> >
> > Then allow the second IP address to relay (but not the first IP
address).
> > You may also want to add 127.0.0.1 in the "allowed to relay" dialogue
box.
> > This should allow the MS SMTP server to relay mail from hosts in the
> "Allows
> > to relay mail" dialogue.
> > -or-
> > Use a component that drops a text file directly into the /pickup
directory
> > of the MS SMTP server. Any file that is dropped into that folder is send
> > regardless of relay restrictions.
> >
> > Cheers
> > Ken
> >
> > "Toby Herring" <devnull*@*nospam.spam> wrote in message
> > news:%23TvzgSqcEHA.2520@TK2MSFTNGP12.phx.gbl...
> > > I have a multihomed colo server (Windows 2003 Standard) that's hosting
> > > mail, web, and some other services. 5 domain names are associated
with
> > > this server.
> > >
> > > 4 domains receive mail on one IP address using an e-mail proxy
> > > (http://www.sssolutions.net/ew/) and a 3rd-party mail server (not
> > > relevant.)
> > >
> > > The other domain receives mail on a second IP address via Microsoft
> > > SMTP.
> > >
> > > The problem is that both of these servers monitor specific IP
addresses
> > > for mail. Neither of them monitors the loopback address. I can't set
> > > up the proxy to pick up the loopback address. (Well, actually, I can,
> > > but the proxy communicates with the 3rd party mail server on the
> > > loopback address. I can't set the loopback address as trusted in the
> > > mail server, because that would make the server an open relay due to
the
> > > mail proxy. I don't want to have to authenticate to send mail, and
the
> > > From: address on some of these emails will be in the domain covered by
> > > the MS SMTP server.)
> > >
> > > I've tried setting the MSSMTP instance to monitor all unassigned
> > > addresses, which makes it respond on the loopback, but when I try to
> > > send mail from it, I get the following error:
> > > "Message delivery to the remote domain 'grimware.com' failed for the
> > > following reason: Unable to deliver the message because the
destination
> > > address was misconfigured as a mail loop."
> > >
> > > I've also tried setting up a separate instance of MSSMTP to monitor
all
> > > unassigned, but it fails with the same message.
> > >
> > > I'm at my wit's end. I've tried MSDN, MSKB, and Google searches
galore.
> > > I've searched all MS newsgroups through Google, also. No luck so far,
> > > although I've tried things I've found in a couple of these resources
> > > with no luck.
> > >
> > > Any hope, or do I have to go with authentication and/or use a relay
off
> > > my box?
> > >
> > > --
> > > Toby Herring
> > > MCDBA, MCSD, MCP+SB
> > >
> > >
> > >
> >
> >
>
>

<therring*@*teletrack.com> wrote:

>The other mail server works fine for outbound mail. I can browse the web.
>I can use NSLookup to dig up DNS info all day long.
>
>And I'm assuming that if the DNS were the problem, the message I'd be
>getting would be something along the lines of unable to find/connect to
>host.
>
>Does anyone know what this "misconfigured as a mail loop" message actually
>means? Deciphering the error message would go a long way towards resolving
>this thing.

"Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
news:%23rmV0zEdEHA.216@TK2MSFTNGP11.phx.gbl...
>
> "Jeff Cochran" <jeff.nospam@zina.com> wrote in message
> news:4106c5dd.556806495@msnews.microsoft.com...
> > On Tue, 27 Jul 2004 09:07:22 -0400, "Toby Herring"
> > <therring*@*teletrack.com> wrote:
> >
> > >The other mail server works fine for outbound mail. I can browse the
> web.
> > >I can use NSLookup to dig up DNS info all day long.
> > >
> > >And I'm assuming that if the DNS were the problem, the message I'd be
> > >getting would be something along the lines of unable to find/connect to
> > >host.
> > >
> > >Does anyone know what this "misconfigured as a mail loop" message
> actually
> > >means? Deciphering the error message would go a long way towards
> resolving
> > >this thing.
> >
> > Misconfigured as mail loop means the system is configured to foirward
> > to itself from itself, meaning it will continuously send email through
> > itself to itself to be delivered by itself, ad nauseum. Using your
> > own IP as a smart host can generate this, though there should be an
> > entry in the log to match this condition.
>
>
> Or, some weird DNS resolution problem where the SMTP server thinks that
mail
> for all domains (or the domain in question) should be delivered to
127.0.0.1
> (or whatever IP address is is using)
>
> Cheers
> Ken
>
>

"Jeff Cochran" <jeff.nospam@zina.com> wrote in message
news:4106c5dd.556806495@msnews.microsoft.com...
> On Tue, 27 Jul 2004 09:07:22 -0400, "Toby Herring"
> <therring*@*teletrack.com> wrote:
>
> >The other mail server works fine for outbound mail. I can browse the
web.
> >I can use NSLookup to dig up DNS info all day long.
> >
> >And I'm assuming that if the DNS were the problem, the message I'd be
> >getting would be something along the lines of unable to find/connect to
> >host.
> >
> >Does anyone know what this "misconfigured as a mail loop" message
actually
> >means? Deciphering the error message would go a long way towards
resolving
> >this thing.
>
> Misconfigured as mail loop means the system is configured to foirward
> to itself from itself, meaning it will continuously send email through
> itself to itself to be delivered by itself, ad nauseum. Using your
> own IP as a smart host can generate this, though there should be an
> entry in the log to match this condition.

"Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
news:%23OTQSyRdEHA.3728@TK2MSFTNGP09.phx.gbl...
> You can disable SMTP Socket Pooling:
> http://support.microsoft.com/?id=310155
> to have MS SMTP server bind to only certain IP addresses
>
> That may help.
>
> Cheers
> Ken

"Toby Herring" <therring*@*teletrack.com> wrote in message
news:el%23FJmKdEHA.244@TK2MSFTNGP12.phx.gbl...
> That's most likely what the problem is, then. The MSSMTP server isn't
> configurable enough for me to specifically tell it to watch localhost, but
> no other addresses, and it isn't smart enough to realize that even though
> the target mail server is on the same machine, it's on an IP address that
> MSSMTP isn't monitoring.
>
> Thanks, guys. Looks like I'll have to find another standalone SMTP server
> for outbound mail only.
>
> --
> Toby Herring
> MCDBA, MCSD, MCP+SB
>
>
> "Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
> news:%23rmV0zEdEHA.216@TK2MSFTNGP11.phx.gbl...
> >
> > "Jeff Cochran" <jeff.nospam@zina.com> wrote in message
> > news:4106c5dd.556806495@msnews.microsoft.com...
> > > On Tue, 27 Jul 2004 09:07:22 -0400, "Toby Herring"
> > > <therring*@*teletrack.com> wrote:
> > >
> > > >The other mail server works fine for outbound mail. I can browse the
> > web.
> > > >I can use NSLookup to dig up DNS info all day long.
> > > >
> > > >And I'm assuming that if the DNS were the problem, the message I'd be
> > > >getting would be something along the lines of unable to find/connect
to
> > > >host.
> > > >
> > > >Does anyone know what this "misconfigured as a mail loop" message
> > actually
> > > >means? Deciphering the error message would go a long way towards
> > resolving
> > > >this thing.
> > >
> > > Misconfigured as mail loop means the system is configured to foirward
> > > to itself from itself, meaning it will continuously send email through
> > > itself to itself to be delivered by itself, ad nauseum. Using your
> > > own IP as a smart host can generate this, though there should be an
> > > entry in the log to match this condition.
> >
> >
> > Or, some weird DNS resolution problem where the SMTP server thinks that
> mail
> > for all domains (or the domain in question) should be delivered to
> 127.0.0.1
> > (or whatever IP address is is using)
> >
> > Cheers
> > Ken
> >
> >
>
>

"Toby Herring" <therring*@*teletrack.com> wrote in message
news:OTC66eYdEHA.3864@TK2MSFTNGP10.phx.gbl...
> Does this work for Windows Server 2003 as well?
>
> And it still doesn't explain how to get the service to explicitely bind to
> 127.0.0.1, when that address doesn't show up in the dropdown box.
>
> --
> Toby Herring
> MCDBA, MCSD, MCP+SB
>
>
> "Ken Schaefer" <kenREMOVE@THISadOpenStatic.com> wrote in message
> news:%23OTQSyRdEHA.3728@TK2MSFTNGP09.phx.gbl...
> > You can disable SMTP Socket Pooling:
> > http://support.microsoft.com/?id=310155
> > to have MS SMTP server bind to only certain IP addresses
> >
> > That may help.
> >
> > Cheers
> > Ken
>
>