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X500 Address not helping NDR

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I have a user account where the user wanted to fully remove their mailbox and get a new one. I disabled the mailbox from EX2013, then deleted it, afterwards i created a new mailbox for the user and everything is as he wanted it, however his LegacyExchangeDN doesn't match the global address book X500 address

the users LegacyExchangeDN is

/o=ORG/ou=Exchange Administrative Group (FYDIBOHF23SPDLT)/cn=Recipients/cn=7e474ce46d4045df808fe747bb68e2da-First Last



the GLA has the entry as

/o=ORG/ou=Exchange Administrative Group (FYDIBOHF23SPDLT)/cn=Recipients/cn=flast@ORG.com


I configured the mailbox X500 address as

/o=ORG/ou=Exchange Administrative Group (FYDIBOHF23SPDLT)/cn=Recipients/cn=flast@ORG.com

when i type in the employees name into outlook and press CTRL+K (or when selecting the user from the GLA) it NDRs the following 

IMCEAEX-_o=ORG_ou=Exchange+20Administrative+20Group+20+28FYDIBOHF23SPDLT+29_cn=Recipients_cn=flast@ORG.com
Remote Server returned '550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found'

Now as i understand it the X500 address should catch the delta in the LegacyDN and deliver the email to the mailbox however every single time it just NDRs


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