You are using x509 signed emails. You set your certificates with:

> mail.settings.x509_sign_keyfile = 'url_to_postfix.key'
> mail.settings.x509_sign_certfile = 'url_to_postfix.cert'
> mail.settings.x509_crypt_certfiles = 'url_to_postfix.cert'

but they should not be urls, they should be full paths to localfiles.

On Dec 1, 4:07 pm, Bernardo <estem...@gmail.com> wrote:
> More news Massimo,
>
> After following the execution of send method from Mail class, I found
> where it throws the exception that makes it return False. Those are my
> new mail settings:
> mail.settings.server = 'mydomain:25'  # your SMTP server
> mail.settings.sender = 'berna...@mydomain.com'         # your email
> mail.settings.login = 'berna...@mydomain:mypass'      # your
> credentials or None
> mail.settings.cipher_type = 'x509'
> mail.settings.sign = False
> mail.settings.x509_sign_keyfile = 'url_to_postfix.key'
> mail.settings.x509_sign_certfile = 'url_to_postfix.cert'
> mail.settings.x509_crypt_certfiles = 'url_to_postfix.cert'
>
> The exception is thrown in line 502 of gluon/tools.py
>  500                     # make an encryption cert's stack
>  501                     for x in x509_crypt_certfiles:
>  502                         sk.push(X509.load_cert(x))
>  503                     s.set_x509_stack(sk)
>
> My question, what is the difference between
> mail.settings.x509_sign_certfile and
> mail.settings.x509_crypt_certfiles
>
> Does this info makes things clearer?
>
> thanks a lot again and kind regards,
> Bernardo
>
> On 1 dic, 20:49, Bernardo <estem...@gmail.com> wrote:
>
> > Ok Massimo,
>
> > I'll post if I find something.
>
> > thanks a lot!!
> > Bernardo
>
> > On 1 dic, 19:30, mdipierro <mdipie...@cs.depaul.edu> wrote:
>
> > > web2py is failing to connect and send the email. Something is wrong in
> > > the settings. To debug, you can try add something some print
> > > statements inside the class Mail send function. Sorry I do not have a
> > > better advice.
>
> > > On Dec 1, 12:27 pm, Bernardo Botella Corbí <estem...@gmail.com> wrote:
>
> > > > It prints
>
> > > > False
>
> > > > Bernardo
>
> > > > 2010/12/1 mdipierro <mdipie...@cs.depaul.edu>
>
> > > > > try from the shell
>
> > > > > python web2py.py -A yourapp -N -M
>
> > > > > print mail.send(to="....@...", message="....", subject="...")
>
> > > > > Massimo
>
> > > > > On Dec 1, 11:55 am, Bernardo <estem...@gmail.com> wrote:
> > > > > > Hi Massimo,
>
> > > > > > thanks for your reply. I connected without problems using telnet on
> > > > > > port 25
>
> > > > > > >telnet mydomain.com 25
>
> > > > > > Connected to mydomain.com.
> > > > > > Escape character is '^]'.
> > > > > > 220 mydomain.com ESMTP Postfix (Ubuntu)
> > > > > > EHLO mydomain.com
> > > > > > 250-mydomain.com
> > > > > > 250-PIPELINING
> > > > > > 250-SIZE 10240000
> > > > > > 250-ETRN
> > > > > > 250-STARTTLS
> > > > > > 250-AUTH CRAM-MD5 DIGEST-MD5 LOGIN PLAIN
> > > > > > 250-ENHANCEDSTATUSCODES
> > > > > > 250-8BITMIME
> > > > > > 250 DSN
>
> > > > > > on the other hand, the username is the same I use to send an email
> > > > > > from thunderbird.
>
> > > > > > kind regards,
> > > > > > Bernardo
>
> > > > > > On 1 dic, 16:49, mdipierro <mdipie...@cs.depaul.edu> wrote:
>
> > > > > > > try telnet mail.mydomain.com 25 and see if it is accepting remote
> > > > > > > connections (by defau postfix does not).
>
> > > > > > > Also I think
>
> > > > > > > mail.settings.login = 'berna...@mydomain.com:mypass'
>
> > > > > > > should be
>
> > > > > > > mail.settings.login = 'berna...:mypass'
>
> > > > > > > On Dec 1, 5:44 am, Bernardo <estem...@gmail.com> wrote:
>
> > > > > > > > Dear all,
>
> > > > > > > > I don't know if it is exactly a web2py issue or not. The fact 
> > > > > > > > is that
> > > > > > > > I have a remote mail server, listening in port 25. It uses a 
> > > > > > > > self
> > > > > > > > created certificate to allow connections from the outside (i.e. 
> > > > > > > > for
> > > > > > > > thunderbird, you must accept that certificate in order to send
> > > > > mails).
> > > > > > > > The problem is that when I try to send an email:
>
> > > > > > > > mail.send(to='estem...@gmail.com',subject='Hello world
> > > > > > > > subject',message='Hello world text')
>
> > > > > > > > but nothing happens. Not a single messange printed on python 
> > > > > > > > console.
> > > > > > > > And nothing shown in postfix log
>
> > > > > > > > The lines in db.py are:
> > > > > > > > mail.settings.server = 'mail.mydomain.com:25'
> > > > > > > > mail.settings.sender = 'berna...@mydomain.com'         # your 
> > > > > > > > email
> > > > > > > > mail.settings.login = 'berna...@mydomain.com:mypass'      # your
> > > > > > > > credentials or None
> > > > > > > > mail.settings.cipher_type = 'x509'
> > > > > > > > mail.settings.x509_sign_keyfile = 'url_to_postfix.key'
> > > > > > > > mail.settings.x509_sign_certfile = 'url_to_postfix.cert'
>
> > > > > > > > Does anyone can figure out what is wrong with all of this?
>
> > > > > > > > thanks a lot for your time,
> > > > > > > > Bernardo
>
>

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