Exchange emails with attachments >4MB not sending

I’ve downloaded the eM Client trial and installed it to connect to my Exchange Server. All seems to run well except email with attachments around 4MB or more remain in the outbox and do not send.  I’ve also used Outlook and Thunderbird (with the ExQuilla plug-in) against the same Exchange Server and they send the same emails without issue - so I’m fairly sure that it’s not a server problem.

I’d like to get this issue sorted and stick with eM Client as it’s generally quicker than Outlook and a more complete solution than Thunderbird.

Any help or advice would be gratefully received.

Kind regards,
Simon

Hi, sorry to see this, I’m having no issues while sending attachments larger than 4MB, can you please check what version of eM Client are you currently using on your computer? Can you please check the exact version number in Help > About?

Are you seeing any errors when trying to submit the message with the included attachment?

Thank you,
Paul

Hi,

Thanks for the reply. The version number is 6.0.21372.0

An error message appears: “[Exchange Web Services] An attempt to connect to the_email_address failed. This could be caused by temporary server unavailability or incorrect settings. Do you want to check the settings?”.  Is this a timeout issue?

Obviously “the_email_address” above has the real email address of the account.

eM Client also keeps requesting the password to the account. If I click on “OK” it just shows the dialogue box again, if I click “Cancel” everything seems to work fine.

Regards,
Simon

Hi again Simon, please update your eM Client to this release, http://www.emclient.com/dist/v6.0.21527/setup.msi and disable the Offline Address Book synchronization in your Exchange account setup in Tools > Accounts.

This should resolve the password required popup issue, this issue is related to an incorrectly setup OAB service on your Exchange server.

As to the attachment sending issue, can you please switch to the “Log” tab in Operations when the error occurs, copy the content of the log and submit the log to us here on the forum.

Thank you,
Paul

Hi,

Thanks. Updated and OAB service disabled.

The error log:

14:32:55 Online state: changed to online with reason NetworkAvailability
14:32:58 [email protected] [Exchange Web Services]  Synchronizing folder list
14:32:58 [email protected] [Exchange Web Services]  Synchronizing folder list
14:32:58 [email protected] [Exchange Web Services]  Uploading item(s) to folder ‘[email protected]/Trash/’
14:33:01 [email protected] [Exchange Web Services]  Synchronizing folder list
14:33:09 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Inbox/’
14:33:15 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Sent/’
14:33:23 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Trash/’
14:33:29 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Outbox/’
14:33:36 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Inbox/’
14:33:42 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Calendar/’
14:33:50 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Contacts/’
14:33:58 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Drafts/’
14:34:03 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Tasks/’
14:34:04 [email protected] [Exchange Web Services]  Synchronizing folder list
14:34:04 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Junk E-mail/’
14:34:05 [email protected] [Exchange Web Services]  Uploading item(s) to folder ‘[email protected]/Trash/’
14:34:05 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Sync Issues/’
14:34:16 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Sync Issues/Conflicts/’
14:34:25 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Sync Issues/Local Failures/’
14:34:34 [email protected] [Exchange Web Services]  Synchronizing folder ‘[email protected]/Sync Issues/Server Failures/’
14:35:45 [email protected] [Exchange Web Services]  MailExceptions.ConnectionException: The operation has timed out —> System.Net.WebException: The operation has timed out
14:35:45    at MailClient.Protocols.Exchange.ExchangeGenericCommand.Execute(WorkerStatus status)
14:35:45    — End of inner exception stack trace —
14:35:45    at MailClient.Protocols.Exchange.ExchangeGenericCommand.Execute(WorkerStatus status)

14:35:45    at MailClient.Commands.Command.Process(WorkerStatus status)

It does look like a timeout issue from the log. Thanks again.
Simon

Are you using any security software on your computer, such as firewall, proxy or any antivirus software on your computer? If so, can you please try to temporarily disable these security elements and check if the issue persists?

Thank you,
Paul

Hi Paul,

I’m running Kaspersky Internet Security. I had already set the Mail Anti-virus to scan incoming messages only to see if that made any difference. I have now disabled Kaspersky and tried to send again but get the same error message.

Simon

Hi again, can you please try to update your eM Client to this release and check if the issue persists, http://www.emclient.com/dist/v6.0.21899/setup.msi , you should be also able to re-enable the OAB synchronization using this release?

Thank you,
Paul

Hi Paul. Thanks for your response. I downloaded the update at the end of your link (above) and the problem with attachments persists unfortunately.

Kind regards,
Simon

Hi again, sorry to see this, can you please navigate to Tools > Settings > Advanced and enable Exchange Web Services logging for the problematic account?

  1. Save the settings
  2. Restart the application
  3. Replicate the issue
    Once the issue reoccurs and one of your messages are not send from the Exchange account, please navigate back to the advanced settings window and submit the logs to my email, [email protected] with a reference link to this forum topic?

Thank you,
Paul

Hi, Did you solve this problem i have the exact same problem as Simon?

Jarryd

Hello Jarry, can you please follow up with us by answering some of the above submitted questions? What version of eM Client are you currently using on your computer, can you please check the exact release number in Help > About? Are you seeing any errors when trying to submit the message using your account through eM Client (can you please make a screenshot of the error and submit it to us here on the forum?)?

What version of Exchange server are you using on your mail server? Are you using any security software on your computer, that may have disabled the applications ability to connect to the mail server?

Thank you,

Hi Paul,

Version is 6.0.22465.0 and i have disabled antivirus. I will PM you my server details. Also i cannot take a screenshot as there is no error simply they dont leave my outbox.