Apple Mail ignoring SMTP defaults - won't send out.

For a couple of weeks, my Mail App has been behaving badly on sending out emails. I have several accounts set up, one uses mac.com, it works. But, my business emails use Bellsouth as the outgoing mail server, because I have DSL through them.
In preferences, the business accounts have bellsouth.net as the SMTP, with port 25 and no authentication. When I send email, I get an error message showing ONLY the mac account as an outgoing server, even though bellsouth is the specified SMTP server for that account. I have discarded the outgoing mailbox accounts under home/library/mail/mailboxes many times. I have tried changing the port to 587 as suggested in another thread. I can send mail from the bellsouth web page. Nothing helps.

The following is a drastic step but it may resolve the problem since you have tried everything else I know to try besides targeting the Mail.app preference file.
Quit the Mail.app first and using the Finder, go to Home > Library > Mail. Copy the Mail folder and place the copy on the Desktop for backup purposes.
Using the Finder, go to Home > Library > Preferences > com.apple.mail.plist. Move the com.apple.mail.plist file to the Desktop.
Note: Moving the com.apple.mail.plist file out of the Preferences folder will require re-entering all email account information when re-launching Mail.
The only exception to this will be if you have a .Mac account and/or if you provided email account information as part of the computer setup assistant.
Launch Mail and decline any prompt to import mailboxes. After re-entering all email account information the same as before, the Mail.app should rediscover the existing account named folders and mailboxes at Home > Library > Mail.
After confirming all mailboxes were successfully rediscovered, you can delete the copy of the Mail folder and old com.apple.mail.plist file from the Desktop.
Test if this resolves the problem.

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Welcome to the Discussions.
Many ISP are blocking the use of any third party SMTP, sometimes even when presented on Port 587 (I presume you are using Port 587?) -- could it be that the ISP connecting the office, has changed policy?
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One of my students encountered the case when Apple Mail flattens .PSD file when sending an attachment.
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whiskey sour wrote:
Okay here is where I am at so far and thanks for sticking with me, we may have success eventually! Can you confirm the following:
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Yes
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http://support.apple.com/kb/PH19182
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Dear all,
I would like your help because I have a problem which has been dragging the more than 1 year. He started in iOS 7 and since then he has been disturbing me. I've tried everything and still could not solve. I tried to contact the telephone support from Apple in Brazil, but said they have not even how to open a support ticket internally to check the problem. The attendant who spoke to me on the phone possessed a very limited knowledge of the product in which it lent support.
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Portuguese translator:
Pessoal,
Gostaria da ajuda de vocês, pois estou com um problema que já vem se arrastando a muito mais de 1 ano. Ele começou no IOS 7 e de lá para cá ele vem me atrapalhando. Já tentei de tudo e até hoje não consegui resolver. Já tentei entrar em contato com o suporte telefônico da Apple do Brasil, porém disseram que eles não tem nem como abrir um chamado internamente para sanar o problema. A atendente que falou comigo no telefone possuia um conhecimento muito limitado do produto no qual ela prestava suporte.
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2- Muitas vezes quando abro esta conta do Gmail, aparece diversas mensagens com a data do 31/12/69 com titulo Sem remetente e sem assunto.
Não consigo fazer nada.. nem deletar, nem abrir, nem nada. Para resolver este problema eu tenho que dar um kill no app do mail e tentar abrir novamente para ver se o erro para... mas raramente o erro para na primeira tentativa. As vezes ficou fazendo este processo mais de 10 vezes e muitas vezes não obtenho sucesso.
Ja tentei fazer de tudo. Restaurar, deletar conta e criar novamente, atualizar IOS, etc... Tenho esse problema desde o IOS 7 e quando ainda tinha meu antigo Iphone 5. Agora estou com um Iphone 5s e o problema permanece.
Pesquisei pelo google e vi que este problema não é novo. Tem relatos desde 2010, porém não consegui encontrar uma solução. Como a própria equipe da Apple me disse que não poderia abrir um chamado para encaminhar para o setor responsável, resolvi escrever aqui.

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Apple Mail ignoring SMTP defaults - won't send out.

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