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Email stuck in Outbox

Finmack
Tuning in

I have read all the threads on trying to resolve sending an email from an iphone using ntlworld and non have worked for me. The message I get is "The SMTP server smtp.virginmedia.com is not responding etc. I've checked and double checked the server settings and they are as advised in  a previous thread. I've tried the curl command but it just flashes up the screen.

My wife is on the same server and has the same issue, so hoping a solution can be suggested to resolve both our problems. If our phones are in a different location i.e. using someone else's wi-fi messages stuck in the Outbox will go. So is it my hub that has a problem. Also not sure if it's related but WhatsApp doesn't want to connect to the server either.

Any help would be appreciated. 

1 ACCEPTED SOLUTION

Accepted Solutions

用心棒
Very Insightful Person
Very Insightful Person

@Finmack wrote:

Here's an update - the emails are working now, but my IP address is still showing 1 listing on Spamhaus. Does that really matter?


As you are able to send it is likely your public IP Address is listed in Spamhaus's PBL which you can safely ignore. Should you have issues sending in future repeat your troubleshooting steps and post in a new thread the Spamhaus list names on which your public IP Address appears.

See where this Helpful Answer was posted

15 REPLIES 15

Client62
Hero

I can connect to smtp.virginmedia.com  and get a response on both ports 465 and 587

Thanks for the response but tried it and still have the problem. The port was already set at 465 and trying 587 did not help. Just have see if there are any other suggestions.

Port 465 + SSL and 587 + TLS.

Does the webmail login and send an email or is that broken too ?

Thanks again for the response but still no joy. Any mail sent from my iphone just stays in the Outbox and a message saying it cannot connect to the out going mail server "smtp.virginmedia.com".

Have tried using 465+SSL. The other port 587 does not work either plus I cannot see the TLS you mention.

Do you think I should try resetting my password and starting over again?

用心棒
Very Insightful Person
Very Insightful Person

Before resetting the password try the curl command again but do so after opening:

  • a Command Shell on Windows, press Windows key + R, type cmd and press Enter key
  • a Terminal application on other platforms

FYI: enter the following where username:password is replaced with your email address and password, i.e. richard.branson@virginmedia.com:Y54kpX5g:

curl -v smtps://smtp.virginmedia.com -u username:password

Do not post the resulting output here but instead review it VM error code; choosing to ignore this advice and posting the output here unredacted or incorrectly redacted may reveal your email address, password and / or public IP Address.

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Have I helped? Click helpful.jpeg Mark as Helpful Answer and solved, or use thanks.jpeg Kudos to say thanks

Thanks for suggestion but cannot see any error code - what would it say if there was one? Taken a screen shot, and redacted parts that I think need to be, but not sure as there is alot of information that means nothing to me.

What should I try next?

用心棒
Very Insightful Person
Very Insightful Person

If there is no issue then you should see the following output from the curl command:


> AUTH PLAIN
< 334
> [Redacted]
< 235 2.7.0 SMTP350 Authentication successful for user [Redacted]
> HELP
< 214-2.0.0 This is cmsmtp ESMTP service help
214-2.0.0 This is cmsmtp ESMTP service help
< 214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.
< 214-2.0.0 For local information send email to Postmaster at your site.
214-2.0.0 For local information send email to Postmaster at your site.
< 214 2.0.0 end of HELP info
214 2.0.0 end of HELP info
* Connection #0 to host smtp.virginmedia.com left intact

Otherwise unsuccessful will look similar to the following:


> AUTH PLAIN
< 334
> [Redacted]
< 525 5.7.13 Authentication Denied (VM320)
* Closing connection 0
* TLSv1.2 (OUT), TLS alert, close notify (256):
curl: (67) Login denied

 

Thanks again for your help.

I ran the curl command and got the below:

*   Trying 212.54.56.51:465...

* Connected to smtp.virginmedia.com ( redacted  )port 465 (#0)

* schannel: disabled automatic use of client certificate

< 220 csmtp2.tb.ukmail.iss.as9143.net cmsmtp ESMTP server ready

> EHLO DESKTOP2

< 250-csmtp2.tb.ukmail.iss.as9143.net hello [redacted], pleased to meet you

< 250-HELP

< 250-AUTH LOGIN PLAIN

< 250-SIZE 52000000

< 250-ENHANCEDSTATUSCODES

< 250-PIPELINING

< 250-8BITMIME

< 250 OK

> AUTH PLAIN

< 334

>[ Redacted]

< 235 2.7.0 SMTP350 Authentication successful for user

;[Redacted]

> HELP

< 214-2.0.0 This is cmsmtp ESMTP service help

214-2.0.0 This is cmsmtp ESMTP service help

< 214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.

214-2.0.0 To contact postmaster send email to postmaster@virginmedia.com.

< 214-2.0.0 For local information send email to Postmaster at your site.

214-2.0.0 For local information send email to Postmaster at your site.

< 214 2.0.0 end of HELP info

* Connection #0 to host smtp.virginmedia.com left intact

Hopefully I've redacted enough. The output means nothing to me but it appears there is no issue, but is there?

Anything I need to do next?

Thanks again for your time.

用心棒
Very Insightful Person
Very Insightful Person

The curl output was adequately redacted and showed there is no issue with SMTP server, i.e. authentication credentials are valid and no blocklist listing is causing SMTP server to deny access.

Next step, try the following:

  • on iPhone go to Mail and select Outbox folder
  • select message and send

Should message still fail to send try the following:

  • close Mail app
  • select Settings > Mail > Accounts
  • select the account affected by issue raised
  • select the account again under IMAP section
  • select SMTP under Outgoing Mail Server section
  • select SMTP server listed under Primary Server section
  • select Password and re-enter password for account
  • select Done and wait for verification to complete
  • select Account and then Done
  • re-open Mail app and confirm message in Outbox folder has been sent and that new messages can be successfully sent