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Scan to email issue from HP printer to Exchange 2007 SP1 over VPN connection

We have an exchange 2007 with SP1. Local printers with scan to email capability can send through our exchange server. We have another HP MFP at a different location that is connected to the corp office through a VPN. (Note this worked with exchange 2003). Now I setup the exchange server for Anonymous authentication for the printers IP. Everytime they do a scan to email they get this email back. Thoughts?

Subject<mailto:btoner@tdt-inc.comSubject>: Undeliverable:

Delivery has failed to these recipients or distribution lists:

The recipient's e-mail address was not found in the recipient's e-mail system. Microsoft Exchange will not try to redeliver this message for you. Please check the e-mail address and try resending this message, or provide the following diagnostic text to your system administrator.

Diagnostic information for administrators:

Generating server: TDTE2K7.tdt-inc.com

#TDTE2K7.tdt-inc.com<mailto:btoner@tdt-inc.com#TDTE2K7.tdt-inc.com> #SMTP#

Original message headers:

Received: from ( by TDTE2K7.tdt-inc.com ( with
 Microsoft SMTP Server id; Wed, 6 Feb 2008 10:53:20 -0600
MIME-Version: 1.0
From: "=?utf-8?Q?aubrey@tdt-inc.com?=<mailto:=?utf-8?Q?aubrey@tdt-inc.com?=>" <aubrey@tdt-inc.com<mailto:aubrey@tdt-inc.com>>
X-MimeOLE: Produced By Microsoft MimeOLE V6.00.3790.4133
To: =?utf-8?Q?BOBBI=20TONER?= <btoner@tdt-inc.com<mailto:btoner@tdt-inc.com>>
X-HP-DIGITAL_SENDER: HP Digital Sender Service
Content-Type: multipart/mixed; boundary="=cMc_xLc_8iL08i205U.31e40b81"
Content-Transfer-Encoding: 7bit
Message-ID: <0afb4c35-18f3-4d37-96c1-0758e17d75ed@TDTE2K7.tdt-inc.com<mailto:0afb4c35-18f3-4d37-96c1-0758e17d75ed@TDTE2K7.tdt-inc.com>>
Return-Path: <aubrey@tdt-inc.com<mailto:aubrey@tdt-inc.com>>
Date: Wed, 6 Feb 2008 10:53:20 -0600
x-ms-exchange-organization-originalarrivaltime: 06 Feb 2008 16:53:20.6559 (UTC)
X-MS-Exchange-Organization-AuthSource: TDTE2K7.tdt-inc.com
X-MS-Exchange-Organization-AuthAs: Anonymous
X-GFI-SMTP-Submission: 1
X-GFI-SMTP-Submission: 1
x-ms-exchange-organization-originalsize: 90063
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1 Solution
We use a bunch of the HP4345M and use Scan to Email. We had to add either the individual machines IP address to the SMTP server on Exchange, or the whole subnet. Have you done this?
svtmanAuthor Commented:
I have also specified the individual machine IP address with no luck. No matter what I setup I always get the same kick back.
I'm not sure how Exchange verifies that IP address. Since you are over VPN, if it uses DNS, you might not resolving to the correct address. I know when my machines connect over VPN, they resolve as the VPN addresss, not the host.
svtmanAuthor Commented:
I had allowed the whole subnet using the exchange gui, but that didn't work. So I tried is using Power Shell with this script and it started working.

New-ReceiveConnector -Name "ScannerRelay" -Usage Custom -AuthMechanism ExternalAuthoritative -PermissionGroups ExchangeServers -Bindings -RemoteIpRanges

Laurin1 your post made me think of doing this.
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