What I was referring to with IPBYASS is the 12.25.87.100 is a backup
mail server that needed to be skipped.  My HOP Settings are as follow's

HOP     0
HOPHIGH 2
Don't worry about that -- the IPBYPASS/HOP/HOPHIGH settings won't cause the behavior you saw.

I did not find any reference in the imail logs to the Q File.
You won't. What you need to do is look in the spool directory (where you found the D*.SMD file) for a matching Q*.SMD file. If there isn't one, then there is a problem of some sort (in this case, it would likely mean that IMail tried delivering the E-mail but could not, and could not bounce it either).

There was no other references in the log files pertaining to
"a436386800b47455".  I am almost positive that the mail wasn't
delivered.
Is there a file "_a436386800b47455.~MD" in the spool directory (which would indicate that the file is locked)?

Are there any C:\Declude.gp1 or C:\Declude.gp2 files?

Also, the D* file no longer exists - does Imail purge D* files that do
not have an associated Q file?
Ah, that's why the Q*.* file didn't exist -- IMail has delivered the E-mail. Now, you'll see the E-mail delivery in the IMail log files.
-Scott

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