10-23-2015
If there was a flag that could set a flag to say "This is not spam" when sending a message, then every spammer would set it, so it would be of no use. There is nothing you can tag onto the message to say you are legitimate.
As far as I am aware, the rules to whether a message is spam or not may be set at many places in the delivery route. Some organisation filter outgoing mail, some ISPs filter and potentially blacklist mail and those receiving it also will. You will possible have to trace a your message through with the people that manage the various parts to see where it is getting blocked and negotiate for it's release/reclassification.
Of course with a gmail address as the target, this will be very difficult if you can see it leaving your organisation but it still does not arrive.
Sorry to not have better news/suggestions.
Robin
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deliver(8) System Manager's Manual deliver(8)
NAME
deliver - Delivers mail to an IMAP mailbox
SYNOPSIS
/usr/bin/deliver [-d] [-r address] [-f address] [-m mailbox] [-a auth-id] [-e] [-q] [-F flag]... [userid]...
deliver -E days
OPTIONS
Ignored for compatibility with /bin/mail Inserts a Return-Path: header containing address Inserts a Return-Path: header containing address
Delivers to mailbox. If any userids are specified, attempts to deliver to user.userid.mailbox for each userid. If the access control list
(ACL) on any such mailbox does not grant the sender the right to post mail (p right) or if -m is not specified, then delivers to the INBOX
for the userid , regardless of the ACL on the INBOX.
If no userids are specified, the deliver command attempts to deliver to mailbox. If the ACL on mailbox does not grant the sender
the p right, the delivery fails. Specifies the authorization id of the sender. Defaults to "anonymous". Enables duplicate deliv-
ery suppression. This suppresses delivery of the message to a mailbox if a message with the same message-id (or resent-message-id)
is recorded as having already been delivered to the mailbox. Records the mailbox and message-id/resent-message-id of all successful
deliveries. Delivers a message even when the receiving mailbox is over its quota. Sets the system option or keyword flag on the
delivered message. Removes the duplicate delivery database of entries older than days.
DESCRIPTION
The deliver command reads a message from the standard input and delivers it to one or more IMAP mailboxes.
The deliver command reads its configuration options out of the imapd.conf file. Depending on the setting of the reject8bit field in the
imapd.conf file, deliver either rejects messages with 8-bit-set characters in the headers or changes these characters to X.
FILE
Configuration file for the IMAP server
SEE ALSO
Commands: cyradm(1), imapd(8), imapquota(8), reconstruct(8)
Files: imapd.conf(4)
deliver(8)