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Sending Mail External Fails - Message in Queue

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I have a new installation of Exchange 2013 in my network. I have a 3-node network, External, Perimiter (DMz), and Internal. This is confugured utilizing Microsoft Threat Management Gateway 2010. I have a split DNS infrastructure. My internal network has Active Directory and the DNS forwards requests to my Perimiter DNS server. My permiter DNS server forwards requests to Google PUblic DNS 8.8.8.8. This seemed to work a bit better than using my ISP DNS. 

I can send email internally between users with no issues. I have created a Send connector as described in a MS article for all other domains. I'm seeing in my TMG firewall logs that the SMTP from the exchange server is not getting denied and it is resolving to gmail. This is the error in the NDR: 

Remote Server at gmail.com (2a00:1450:4013:c01::1a) returned '400 4.4.7 Message delayed' 
12/29/2014 1:16:01 AM - Remote Server at gmail.com (2a00:1450:4013:c01::1a) returned '441 4.4.1 Error encountered while communicating with primary target IP address: "Failed to connect. Winsock error code: 10051, Win32 error code: 10051." Attempted failover to alternate host, but that did not succeed. Either there are no alternate hosts, or delivery failed to all alternate hosts. The last endpoint attempted was 2a00:1450:4013:c01::1a:25' 

Any suggestions would be appreciated. Thanks. 

-SK

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