I tracked the message in the Queue Viewer and it couldn't be sent because of this: "A matching connector cannot be found to route the external recipient".
To be able to send messages to external domains you have to create a send connector for domain "*". You can do this in the Organization Hub Transport Configuration:
![exchange address space](http://www.gregory.eu/wp-content/uploads/2007/07/exchange_addressspace.thumbnail.jpg)
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