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unable to send email to the DL

Glenn Maxwell 13,141 Reputation points
2022-12-28T21:57:32.693+00:00

Hi all

I am using exchange 2016 hybrid environment. i have a dynamic Distribution list in cloud and it has 3000 members. lets say ******@contoso1.com.
i have mail enabled security group in onprem lets say ******@contoso1.com(synced to cloud)
Under the Delivery Management of the DDL i have below settings:
Only senders inside my organization
Only the specific senders will be able to send to the group: ******@contoso1.com

I have a shared mailbox @contoso1.com(created in onprem and migrated to online) which is member of the mail enabled security group.(@contoso1.com)
An application is triggering email using the shared mailbox and this application is hosted in external domain lets say contoso2.com and this contoso2.com is added as an internal relay in exchange onprem under accepted domains. When application is sending email to the DL, i am seeing the below error.

Your message couldn't be delivered
The message you sent to ******@contoso1.com couldn't be delivered due to: Recipient email address is possibly incorrect.

Further information
5. 4.1 Recipient address rejected: Access denied.

I believe if i change the settings of the DDL to senders inside and outside my organization will fix the issue.
Is there any other way to make it work without changing the DDL settings.
currently contoso2.com is add an internal relay in onprem in accepted domains and in exchange online it is added remote domain(Allowed OOF type-external)(Automatic replies:yes)
Experts guide me.

Exchange Online
Exchange Online
A cloud-based service included in Microsoft 365, delivering scalable messaging and collaboration features with simplified management and automatic updates.
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Exchange | Exchange Server | Management
The administration and maintenance of Microsoft Exchange Server to ensure secure, reliable, and efficient email and collaboration services across an organization.
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Exchange | Hybrid management
The administration of a hybrid deployment that connects on-premises Exchange Server with Exchange Online, enabling seamless integration and centralized control.
Answer accepted by question author
  1. Aholic Liang-MSFT 13,921 Reputation points Microsoft External Staff
    2023-02-12T10:11:05.3633333+00:00

    Hi,

    5.4.1 Recipient address rejected: Access denied.

    when I checked the 5.4.1 error code in Email non-delivery reports in Exchange Online it shows: " The recipient's address doesn't exist.”
    274772-2022-12-29-2.png
    In addition, according to my test, messages sent by senders on the non-allow list will bounce an NDR of 550 5.7.124 instead of 5.4.1.
    Therefore, in my opinion , the reason why the mail cannot be delivered is not the setting of delivery management of DDL.
    To narrow down the issue, please also test sending mail directly to DDL using the shared mailbox to see if the messages are sent successfully.
    Besides，create a new account in contoso2.com and send a message to DDL to see if you get the same error(5.4.1)

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  1. Glenn Maxwell 13,141 Reputation points
    2023-02-12T09:50:20.7233333+00:00

    i dont see option to mark the answer

    0 comments
  2. Glenn Maxwell 13,141 Reputation points
    2023-02-12T09:50:56.34+00:00

    i dont see option to mark the answer

    0 comments

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