After disabling a user mailbox and recreating a fresh mail box , email are received on a recipient inbox when other staff send emails from OWA, but not for outlook client

Hi Guys

We use exchange 2007 and outlook 2010
One of the user left our organisation year ago and have started again now and there are 1000s of mails  on her mail box  and his user name is JSA
Rather than deleting these emails manually , I disabled his mail box  as shown from the link below and created a fresh mail box.

Since after creating this mail box I can see some mails have come to this mail box ,  but whatever emails that are in the mail box are the ones that was sent through the distribution groups and this user is member of these distribution group.
What I observed is if any staff sends an email only to JSA from outlook client, the email doesn’t come to JSA inbox. But if any staff sends from OWA the mail is received on the JSA inbox.

So not sure what is happening in the background. Please see below the delivery failed message. Is it a good idea to completely delete this account from the AD and create a new account by this name and created a fresh mailbox again and add this user to all distribution group?
Any help much appreciated.

Delivery has failed to these recipients or distribution lists:
James Sanu
The recipient's e-mail address was not found in the recipient's e-mail system. Microsoft Exchange will not try to redeliver this message for you. Please check the e-mail address and try resending this message, or provide the following diagnostic text to your system administrator.
Sent by Microsoft Exchange Server 2007
Diagnostic information for administrators:
Generating server: HAE.domain.local
#550 5.1.1 RESOLVER.ADR.ExRecipNotFound; not found ##
Original message headers:
Received: from HAE.domain.local ([fe80::d18b:bb7b:a79:46d5]) by
 HAE.domain.local ([fe80::d18b:bb7b:a79:46d5%12]) with mapi; Sun, 17 May 2015
 22:03:03 +0100
Content-Type: application/ms-tnef; name="winmail.dat"
Content-Transfer-Encoding: binary
From: Test Staff <>
To: James Sanu
Date: Sun, 17 May 2015 22:03:01 +0100
Subject: testemail
Thread-Topic: testemail
Thread-Index: AdCQ5NFfHZVmatKMTT6q5+rZ+qaeWg==
Message-ID: <D1A27BDCA2A59E469CDCA836EBF2238D5D7711ABE2@HAE.domain.local>
Accept-Language: en-US, en-GB
Content-Language: en-US
X-MS-TNEF-Correlator: <D1A27BDCA2A59E469CDCA836EBF2238D5D7711ABE2@HAE.domain.local>
x-vipre-scanned: 8373B685009D7E8373B7D2
MIME-Version: 1.0
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Mohammed KhawajaManager - Infrastructure:  Information TechnologyCommented:
Recreate your offline address book as per below:

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Please add X500 address to new email mailbox otherwise you have to ask the sender to delete autocomplete and re-create the outlook oab file.
lianne143Author Commented:
Please can you post me step by step tutorial to  add X500 address to the new mailbox.

If this is complicated procedure  for me and I am not able to do this. If I completely delete this account from the AD and create a new account by this name and created a fresh mailbox will this sort the issue.

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