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"Sent to People or Public Group" server based Outlook 2010 Rule explanation vs "Where my name is"

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 What logic is happening behind the scenes. How does it differ from the "Where my name is in the To or CC Field" logic? I am trying to determine what to expect in the message header (example pasted below) when checking the message properties. Some rules are not processing as expected because of how the message is delivered (i.e. via distribution lists) when using the Sent to People rule. I am not asking how to set up the rule. I am asking for a deeper dive into the behind the scenes going ons. TIA

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Date: Tue, 2 Apr 2013 09:15:17 -0700
From: Microsoft account team <account-security-noreply@microsoft.com>
Subject: Verify your email address
To: <hey.you@something.dom>

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