Freron MailMate

Comments and changes to this ticket

• 

  benny September 3rd, 2014 @ 08:13 AM

  First try the latest test version: Hold down ⌥ when clicking “Check
  Now” in the Software Update preferences pane.

  If it still fails then I'd like to know the server address. I can then
  see if I can connect to it with SSL (I don't need to login to do that).

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  Nikolaus Linder October 15th, 2014 @ 09:05 AM

  I have the same problem. With three of my four mail accounts, sending ist not possible. Currently, only the gmail account works normally. With the other three accounts, receiving mail (IMAP) does work normally, but outgoing mails are regularly aborted (First ""1/10, 0/1, 0/1, 0/1"", then "Pending submission").

  I have the latest version installed (Version 1.8 (4572))

  Thanks for your help!

• 

  benny October 15th, 2014 @ 01:06 PM

  @Nikolaus: Did this never work or is it a new problem?

  Are these 3 different SMTP servers?

  Do you get any error messages? What are they?

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  Nikolaus Linder October 15th, 2014 @ 01:34 PM

  @Benny

  @Nikolaus: Did this never work or is it a new problem?

  It never worked. The whole issue, however, seems to be in connection with the setup of my WLAN at home, because at my workplace, where I have the identical setup, all works fine. It's maybe something with my router or my ISP that causes this behavior. The service people at t-online will call me tonight about this.

  Are these 3 different SMTP servers?

  Yes, namely:
  - email.gwdg.de - mail.linder.li - smtp.mail.me.com

  Do you get any error messages? What are they?

  Yes. They read:

  "Failed to send message Failed connecting to host (email.gwdg.de:587).
  “error:0200203C:system library:connect:Operation timed out” “error:2007306E:BIO routines:CONN_STATE:nbio connect error” Tip: Open the Activity Viewer (⌥⌘0) before retrying. The SMTP log file might provide additional information."

  (This is from the gwdg server, the other two are just the same. The port number 587 is the one indicated in the setup advice given by gwdg)

  Thank you for your help. Rgdz Nikolaus

• 

  benny October 15th, 2014 @ 01:38 PM

  Ok, it might be helpful to know that you can test the connection from the Terminal like this:

  openssl s_client -connect email.gwdg.de:587 -starttls smtp -crlf
  

  When I do that then the last line from the server is:

  250 CHUNKING
  

  And then it's ready for orders.

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  Nikolaus Linder October 15th, 2014 @ 02:00 PM

  Hi there

  I tried out the following:

  • openssl s_client -connect email.gwdg.de:587 -starttls smtp -crlf
  • openssl s_client -connect mail.linder.li:465 -starttls smtp -crlf
  • openssl s_client -connect smtp.mail.me.com:465 -starttls smtp -crlf

  What came back was

  connect: Operation timed out
  connect:errno=60

  So I tried something else:

  • openssl s_client -connect smtp.mail.me.com:587 -starttls smtp -crlf
  • openssl s_client -connect mail.linder.li:587 -starttls smtp -crlf

  With the iCloud account, changing the port number to 587 did the trick -- so just two more to go.

  With the gwdg account, instructions tell me to stay with 587 but to change the SSL type to STARTTLS (https://www.gwdg.de/index.php?id=2560). Don't know what this means.
  With the linder.li account I'm clueless -- Any ideas? Thx, N

• 

  benny October 15th, 2014 @ 02:22 PM

  @Nikolaus: Ah, yes, this might be a problem in MailMate with port 465. I think you can force MailMate to do the right thing if you enter 465s instead. Port 587 always uses STARTTLS in MailMate and the same is true for the openssl command I provided (you can remove -starttls smtp to try without STARTTLS). Does that help?

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  Nikolaus Linder October 15th, 2014 @ 02:35 PM

  Still no luck. Changing the number to 465s in linder.li didn't do anything, neither did removing the STARTTLS option. Both accounts are still with

  connect: Operation timed out
  connect:errno=60

• 

  benny October 15th, 2014 @ 02:39 PM

  Although they take a few seconds to reply both of these work for me:

  openssl s_client -connect smtp.mail.me.com:587 -starttls smtp -crlf
  openssl s_client -connect mail.linder.li:587 -starttls smtp -crlf
  

  So I guess you are back to the theory of it being a local issue of some sort?

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  Nikolaus Linder October 15th, 2014 @ 02:47 PM

  The mail.me server (= iCloud) issue has been solved, "openssl s_client -connect smtp.mail.me.com:587 -starttls smtp -crlf" gives the desired result (CONNECTED)

  Sadly, linder.li and gwdg.de still both go

  connect: Operation timed out
  connect:errno=60.

  I will have to talk this over tonight with the guys from the ISP hotline.

  Thank you very much for your help, it's much appreciated. N