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I'm trying to get postfix set-up on Ubuntu 13.04 but no luck so far. I found a few answers here on ServerFault that didn't work. I re-installed a bunch of times, nothing. This is my first time dealing with it, I followed this tutorial and this one. I tried this answer, nothing. This is what I get from telnet localhost 25 and ehlo localhost:

250-elclanrs.localdomain
250-PIPELINING
250-SIZE 10240000
250-VRFY
250-ETRN
250-ENHANCEDSTATUSCODES
250-8BITMIME
250 DSN

As you can see, no AUTH in there...

This is my main.cf:

smtpd_banner = $myhostname ESMTP $mail_name (Ubuntu)
biff = no

append_dot_mydomain = no

readme_directory = no
myorigin = /etc/mailname
mydestination = $myhostname, localhost.$mydomain, localhost
mynetworks = 127.0.0.0/8 192.168.1.0/24 [::1]/128 [fe80::]/64
mailbox_size_limit = 0
recipient_delimiter = +
inet_interfaces = all
inet_protocols = all

relayhost = [smtp.gmail.com]:587
smtp_sasl_auth_enable = yes
smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
smtp_sasl_security_options = noanonymous
smtp_tls_CAfile = /etc/postfix/cacert.pem
smtp_use_tls = yes

Then I've this in sasl_passwd:

[smtp.gmail.com]:587 [email protected]:mypass

I also configured php.ini:

sendmail_path = "/usr/sbin/sendmail -t -i"

Nothing is working, emails are not being sent from PHP. How to make it work?

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1 Answer 1

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(Based on log entries provided in comment)

Apr  9 18:25:41 elclanrs postfix/smtp[13034]: cannot load Certificate Authority data: disabling TLS support
Apr  9 18:25:41 elclanrs postfix/smtp[13034]: warning: TLS library problem: 13034:error:02001002:system library:fopen:No such file or directory:bss_file.c:169:fopen('/etc/postfix/cacert.pem','r'):
[...]
Apr  9 18:25:42 elclanrs postfix/smtp[13034]: 249AD3FFAE: to=<[email protected]>, relay=smtp.gmail.com[173.194.68.109]:587, delay=0.29, delays=0.03/0/0.21/0.04, dsn=5.7.0, status=bounced (host smtp.gmail.com[173.194.68.109] said: 530 5.7.0 Must issue a STARTTLS command first. ku2sm27631513qeb.4 - gsmtp (in reply to MAIL FROM command))

  1. Fix your smtp_tls_CAfile
    Check Postfix: Configuring Gmail as Relay (Ubuntu)
    It suggests smtp_tls_CAfile = /etc/ssl/certs/ca-certificates.crt

  2. Gmail offers only SMTP AUTH only over encrypted connections (after STARTTL or over SMTPS).

  3. Debian package providing CA data is named ca-certificates

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  • I'm still trying to solve this. I already have ca-certificates installed. What do you mean on point 1? Do I have to install something else? How do I configure Gmail with SSL on postfix?
    – elclanrs
    Apr 10, 2013 at 6:46
  • Also btw, I tried with "Internet Site" and basically all other options as well as "Satellite" with Gmail, but I couldn't get none working so far. I'm lost.
    – elclanrs
    Apr 10, 2013 at 6:48
  • 1) About point 1: Gmail wants STARTTLS before SMTP AUTH. 2) I have added link to a detailed recipe for "gmail relay for postfix". Your smtp_tls_CAfile setting may be wrong.
    – AnFi
    Apr 10, 2013 at 8:28

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