MAPI SMTP error

sagelike
Posts: 243
Joined: Fri Feb 23, 2007 4:58 am

MAPI SMTP error

Postby sagelike » Tue Aug 22, 2017 8:45 pm

I am getting this error message on client Outlook 2013 with ME MAPI Connector:

SMTP transport failed to connect to server via SSL...

If I switch to non-SSL binding on port 587 SMTP does work. I also tried setting up regular IMAP account and got the same sending error.

I tried enabling logs but it it didn't generate anything useful.

Anyone have an ideas of why SMTP is failing on SSL port 465? It has been working reliably for 4-5 months and then it started generating this error a couple of days ago.

Outlook version 15.0.4953.1001

thx
Glenn

MailEnable-Ian
Site Admin
Posts: 8438
Joined: Mon Mar 22, 2004 4:44 am
Location: Melbourne, Victoria, Australia

Re: MAPI SMTP error

Postby MailEnable-Ian » Wed Aug 23, 2017 12:07 am

Hi,

Restart the SMTP service and then check if there are any binding errors for your SSL certificate. Check the log and locate the time where you issued the restart and it will report if the service is failing to bind to the SSL certificate.
Regards,

Ian Margarone
MailEnable Support

sagelike
Posts: 243
Joined: Fri Feb 23, 2007 4:58 am

Re: MAPI SMTP error

Postby sagelike » Fri Aug 25, 2017 2:51 am

It appears to be binding correctly:

08/24/17 20:33:34 Service bound to certificate with name: "mail.e-mediait.com".
08/24/17 20:33:34 ME-I0076: Listening for connections on port 465 SSL for IPv6
08/24/17 20:33:34 Service bound to certificate with name: "mail.e-mediait.com".
08/24/17 20:33:34 ME-I0076: Listening for connections on port 465 SSL for IPv4

MailEnable-Ian
Site Admin
Posts: 8438
Joined: Mon Mar 22, 2004 4:44 am
Location: Melbourne, Victoria, Australia

Re: MAPI SMTP error

Postby MailEnable-Ian » Fri Aug 25, 2017 4:23 am

Hi,

Are you able to telnet from the client machine to the server via port 465 and establish a connection? The response should be blank being an SSL connection.
Regards,

Ian Margarone
MailEnable Support

sagelike
Posts: 243
Joined: Fri Feb 23, 2007 4:58 am

Re: MAPI SMTP error

Postby sagelike » Fri Sep 08, 2017 6:30 pm

I get 'connection to host lost' when attempting and to telnet on port 465 and it doesn't matter where I try from. I also get same result from the server itself using 'o localhost 465'.

The port is open otherwise nobody would be able to send email and I am also able to send email using port 465 on my MAPI test account.

Telnet to 587 or 25 works fine however.

Is that the result I am supposed to get?

The issue must be with client firewall which I've tried disabling to no avail.

thx
Glenn

sagelike
Posts: 243
Joined: Fri Feb 23, 2007 4:58 am

Re: MAPI SMTP error

Postby sagelike » Fri Sep 08, 2017 8:03 pm

Note that I have also disabled all firewalls on client machine and port 993 does work. I turned on log which is attached.

I tried attaching zip file but file too large error. It's only 357 KB!

MailEnable-Ian
Site Admin
Posts: 8438
Joined: Mon Mar 22, 2004 4:44 am
Location: Melbourne, Victoria, Australia

Re: MAPI SMTP error

Postby MailEnable-Ian » Mon Sep 11, 2017 5:17 am

Hi,

So when you try to connect over telnet it does not connect at all? Or does it connect and display the SMTP response and then drop the connection? If it doesn't connect at all then and exhibits the same behavior when trying to connect locally on the server, then either there is an application on the server blocking the access on port 465 (Windows firewall perhaps or AV), or that the SMTP is not bound to port 465. Maybe there is another service binding to port 465 on the server. Restart the SMTP service then check the debug log file for binding errors on port 465.
Regards,

Ian Margarone
MailEnable Support

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