OT: Problems sending emails to gmail. I used postfix debian install (based falko)

Discussion in 'HOWTO-Related Questions' started by tuflipes, Oct 10, 2006.

  1. tuflipes

    tuflipes New Member

    HI there,

    Since we installed (or maybe gmail activated spam control) we have problems to send emails to gmail.com :(

    Its a real problem or us because some customers use gmail accounts. I have setup SPF records, ptr, and so. so don't know what could be wrong :(. Of course, i'm sure we don't send spam!. the only difference between our installation server and falko howto, we added maia mailguard to server.

    I post you the message when we send email to gmail (of course we tried to contact gmail, and it's imposible, they ghave an autoresponse support and that's all, we dont get reply from human):

    Asunto: Undelivered Mail Returned to Sender

    This is the Postfix program at host mailsrv0098.ourmaindomain.com.

    I'm sorry to have to inform you that your message could not be be delivered to one or more recipients. It's attached below.

    For further assistance, please send mail to <postmaster>

    If you do so, please include this problem report. You can delete your own text from the attached returned message.

    The Postfix program

    <user@gmail.com>: host gmail-smtp-in.l.google.com[]
    550-5.7.1 Our system has detected an unusual amount of unsolicited
    550-5.7.1 mail originating from your IP address. To protect our
    users from spam, mail sent from your IP address has been 550-5.7.1
    rejected. Please visit 550-5.7.1
    http://www.google.com/mail/help/bulk_mail.html to review 550 5.7.1 our Bulk
    Email Senders Guidelines. y18si783770hua (in reply to end of DATA

    What could be wrong please? i searched in google for info, and many people have same problem :(

    By the way our ip is no in blacklist, i checked it in dnstuff.

    thanks for help
  2. sjau

    sjau Local Meanie

    no, from your IP there have been sent quite a number or spam to gmail... it seems people did complain and so you landed on the gmail blacklist....
    Maybe you have an open relay server and someone is abusing it?
  3. falko

    falko Super Moderator

    If you host your server on a dynamic IP address or DSL line, it is blacklisted almost automatically, no matter if you send spam or not.

    If you have a static IP address, you should check your mail log if there''s much more email traffic than you expected, and you should also check your mailqueue with
    postqueue -p
    to see if there are lots of emails in it (which might be a sign that your server is abused by spammers).

    Also, what's the output of
    postconf -d | grep mynetworks
    postconf -n | grep mynetworks
  4. tuflipes

    tuflipes New Member

    sjau,as i asaid no blacklist, our users dont send spam :(

    Falko, static IP , we have a range of IP's

    It's a closed mail server with sasl auth.

    # postqueue -p
    Mail queue is empty

    mailsrv0098:~# postconf -d | grep mynetworks
    mynetworks = [::1]/128 [fe80::214:5eff:fe87:5489]/64
    mynetworks_style = subnet
    parent_domain_matches_subdomains = debug_peer_list,fast_flush_domains,mynetworks,permit_mx_backup_networks,qmqpd_authorized_clients,relay_domains,smtpd_access_maps
    proxy_read_maps = $local_recipient_maps $mydestination $virtual_alias_maps $virtual_alias_domains $virtual_mailbox_maps $virtual_mailbox_domains $relay_recipient_maps $relay_domains $canonical_maps $sender_canonical_maps $recipient_canonical_maps $relocated_maps $transport_maps $mynetworks
    smtpd_client_connection_limit_exceptions = $mynetworks
    smtpd_recipient_restrictions = permit_mynetworks, reject_unauth_destination
    mailsrv0098:~# postconf -n | grep mynetworks
    mynetworks = mailsrv0098.tecnoretail.com
    smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_unauth_destination

    thanks for help dude.
  5. falko

    falko Super Moderator

    Are you sure none of these systems is abusing your server for spam?
    Did you check the known blacklists such as SORBS?
  6. tuflipes

    tuflipes New Member

    re Flako, thanks for help

    No one is of servers are doind spam. I added them because they are static ip adsl of customer and the server is only for this customer, server only has 2 domain, tecnoretail for testing pourposes and the customer domain , so i'm really sure no spam and i checked server logs and no spaming :(

    any ideas? some one said me i have to check HELO, PTR , DNS and so, but i checked and i don't see nothing strange :(

    I checked sorbs and many others and no blacklisted:

    [] was not found in the SORBS database.

  7. falko

    falko Super Moderator

    Did you visit this page? http://www.google.com/mail/help/bulk_mail.html
    Maybe one of your customers sent as newsletter which was reported as spam to Google... Anyway, I'd try to contact Google and find out what caused the problem.
  8. tuflipes

    tuflipes New Member


    I tried contact google 5 times, its imposible :( they have an auto response and then they say each time i should to send emailes, and i sent 10 different examples and it' imposible,no answer from them. i have been contacting them during 1 month so it's imposible :(

    I asked my customer if he sent a newsletter or something like that, and he said me no, i checked logs and no mailing list, no newsletter nothing masive :(

    I checked the web page bulk in gmail, so i created spf records they recomend but same problem.

  9. falko

    falko Super Moderator

  10. tuflipes

    tuflipes New Member

    Yes, im no backlisted. well, thanks for help, i will have to redirect all .gmail.com to external smtp server to allow send emails to gmail :(

    And... if some gmail admin is reading this psot, please, check your config because lot of people have same problem like me. :)

    thanks for help.
  11. _Alien__

    _Alien__ New Member

    I have the same problem, did you fix it? And its not because of spam i have and old server whit slackware 10.0 and Qmail and work, i just want to put new server because that you got alot of problems. I use the Virtual Users And Domains With Postfix, Courier And MySQL (Ubuntu 6.10 Edgy Eft) to install postfix.

    This is the mail system at host teiast.com.
    I'm sorry to have to inform you that your message could not
    be delivered to one or more recipients. It's attached below.
    For further assistance, please send mail to <postmaster>
    If you do so, please include this problem report. You can
    delete your own text from the attached returned message.
                       The mail system
    <seiya.pt@gmail.com>: host gmail-smtp-in.l.google.com[] said:
        550-5.7.1 [] The IP you're using to send email is not
        authorized  550-5.7.1 to send email directly to our servers. Please use
        550 5.7.1 the SMTP relay at your service provider instead. 54si4575387ugp
        (in reply to end of DATA command)
    Last edited: May 20, 2007
  12. falko

    falko Super Moderator

  13. _Alien__

    _Alien__ New Member

    It must not be, because i active the old server whit qmail and i can send emails to gmail, the servers are in the same place. I have a custom dns teiast.com and my IP is dynammic that i use ddcliente to update my ip in teiast.com. The only diference its in one server i have Qmail, in this new one i install Postfix and cant send emails to gmail, but in the old one i can.
  14. falko

    falko Super Moderator

  15. _Alien__

    _Alien__ New Member

    Ok i have use the relay server from gmail

    Outgoing Mail (SMTP) Server - requires TLS: smtp.gmail.com (use authentication)
    Use Authentication: Yes
    Use STARTTLS: Yes (some clients call this SSL)
    Port: 465 or 587

    My problem now its on STARTTLS this is the error i get from sending emails:

    This is the mail system at host teiast.com.
    I'm sorry to have to inform you that your message could not
    be delivered to one or more recipients. It's attached below.
    For further assistance, please send mail to <postmaster>
    If you do so, please include this problem report. You can
    delete your own text from the attached returned message.
                       The mail system
    <seiya.pt@gmail.com>: host smtp.gmail.com[] said: 530 5.7.0 Must
        issue a STARTTLS command first e17sm281738qba (in reply to MAIL FROM
    May 21 23:03:21 teiast postfix/smtpd[3909]: connect from localhost[]
    May 21 23:03:21 teiast postfix/smtpd[3909]: DC40B1CF3C6: client=localhost[]
    May 21 23:03:21 teiast postfix/cleanup[3900]: DC40B1CF3C6: message-id=<002201c79bf3$f7077dd0$2001a8c0@NOVONE>
    May 21 23:03:22 teiast postfix/smtpd[3909]: disconnect from localhost[]
    May 21 23:03:22 teiast amavis[3461]: (03461-01) Passed CLEAN, [] [] <manuela@teiast.com> -> <seiya.pt@gmail.com>, Message-ID: <002201c79bf3$f7077dd0$2001a8c0@NOVONE>, mail_id: oixzFPEc2zwW, Hits: -1.439, queued_as: DC40B1CF3C6, 6076 ms
    May 21 23:03:22 teiast postfix/qmgr[3685]: DC40B1CF3C6: from=<manuela@teiast.com>, size=1947, nrcpt=1 (queue active)
    May 21 23:03:22 teiast postfix/smtp[3901]: DCA7F1CF3B4: to=<seiya.pt@gmail.com>, relay=[]:10024, delay=6.3, delays=0.19/0.03/0.04/6.1, dsn=2.6.0, status=sent (250 2.6.0 Ok, id=03461-01, from MTA([]:10025): 250 2.0.0 Ok: queued as DC40B1CF3C6)
    May 21 23:03:22 teiast postfix/qmgr[3685]: DCA7F1CF3B4: removed
    Last edited: May 22, 2007
  16. falko

    falko Super Moderator

    Please try this:

    postconf -e 'smtp_enforce_tls = yes'
    postconf -e 'smtp_use_tls = yes'
    postconf -e 'smtp_tls_note_starttls_offer = yes'
    and restart Postfix.
  17. _Alien__

    _Alien__ New Member

    Know i dont recebe back the email i send, stay in queue and in my mail.log its like:

    May 24 00:40:12 teiast postfix/smtpd[3880]: warning: hostname rev-88-157-59-198.tvtel.pt verification failed: Name or service not known
    May 24 00:40:12 teiast postfix/smtpd[3880]: connect from unknown[]
    May 24 00:40:12 teiast postfix/smtpd[3880]: C73111CF3C4: client=unknown[], sasl_method=PLAIN, sasl_username=hugomartins@teiast.com
    May 24 00:40:12 teiast postfix/cleanup[3883]: C73111CF3C4: message-id=<4654D118.6070501@teiast.com>
    May 24 00:40:12 teiast postfix/qmgr[3692]: C73111CF3C4: from=<hugomartins@teiast.com>, size=535, nrcpt=1 (queue active)
    May 24 00:40:12 teiast postfix/smtpd[3880]: disconnect from unknown[]
    May 24 00:40:13 teiast postfix/smtp[3884]: C73111CF3C4: to=<seiya.pt@gmail.com>, relay=[]:10024, delay=0.35, delays=0.21/0.11/0.03/0, dsn=4.7.4, status=deferred (TLS is required, but was not offered by host[])
    postqueue -p

    C73111CF3C4      535 Thu May 24 00:40:12  hugomartins@teiast.com
               (TLS is required, but was not offered by host[])

    # See /usr/share/postfix/main.cf.dist for a commented, more complete version
    # Debian specific:  Specifying a file name will cause the first
    # line of that file to be used as the name.  The Debian default
    # is /etc/mailname.
    #myorigin = /etc/mailname
    smtpd_banner = $myhostname ESMTP $mail_name (Ubuntu)
    biff = no
    # appending .domain is the MUA's job.
    append_dot_mydomain = no
    # Uncomment the next line to generate "delayed mail" warnings
    #delay_warning_time = 4h
    # TLS parameters
    smtpd_tls_cert_file = /etc/postfix/smtpd.cert
    smtpd_tls_key_file = /etc/postfix/smtpd.key
    smtpd_use_tls = yes
    smtpd_tls_session_cache_database = btree:${queue_directory}/smtpd_scache
    smtp_tls_session_cache_database = btree:${queue_directory}/smtp_scache
    # See /usr/share/doc/postfix/TLS_README.gz in the postfix-doc package for
    # information on enabling SSL in the smtp client.
    myhostname = teiast.com
    alias_maps = hash:/etc/aliases
    alias_database = hash:/etc/aliases
    myorigin = /etc/mailname
    mydestination = localhost, localhost.localdomain
    relayhost = smtp.gmail.com
    mynetworks =
    mailbox_size_limit = 0
    recipient_delimiter = +
    inet_interfaces = all
    virtual_alias_domains =
    virtual_alias_maps = proxy:mysql:/etc/postfix/mysql-virtual_forwardings.cf, mysql:/etc/postfix/mysql-virtual_email2email.cf
    virtual_mailbox_domains = proxy:mysql:/etc/postfix/mysql-virtual_domains.cf
    virtual_mailbox_maps = proxy:mysql:/etc/postfix/mysql-virtual_mailboxes.cf
    virtual_mailbox_base = /home/vmail
    virtual_uid_maps = static:5000
    virtual_gid_maps = static:5000
    smtpd_sasl_auth_enable = yes
    broken_sasl_auth_clients = yes
    smtpd_recipient_restrictions = permit_mynetworks, permit_sasl_authenticated, reject_unauth_destination
    transport_maps = proxy:mysql:/etc/postfix/mysql-virtual_transports.cf
    virtual_create_maildirsize = yes
    virtual_mailbox_extended = yes
    virtual_mailbox_limit_maps = proxy:mysql:/etc/postfix/mysql-virtual_mailbox_limit_maps.cf
    virtual_mailbox_limit_override = yes
    virtual_maildir_limit_message = "The user you are trying to reach is over quota."
    virtual_overquota_bounce = yes
    proxy_read_maps = $local_recipient_maps $mydestination $virtual_alias_maps $virtual_alias_domains $virtual_mailbox_maps $virtual_mailbox_domains $relay_recipient_maps $relay_domains $canonical_maps $sender_canonical_maps $recipient_canonical_maps $relocated_maps $transport_maps $mynetworks $virtual_mailbox_limit_maps
    content_filter = amavis:[]:10024
    receive_override_options = no_address_mappings
    smtp_sasl_auth_enable = yes
    smtp_sasl_password_maps = hash:/etc/postfix/sasl_passwd
    smtp_enforce_tls = yes
    smtp_use_tls = yes
    smtp_tls_note_starttls_offer = yes
    Last edited: May 24, 2007
  18. falko

    falko Super Moderator

    Ok, can you undo the steps from my last post?
    Afterwards, please post the output of
    telnet localhost 25
    and then
    ehlo localhost
  19. _Alien__

    _Alien__ New Member

    220 teiast.com ESMTP Postfix (Ubuntu)
    ehlo localhost
    250-SIZE 10240000
    250 DSN
  20. falko

    falko Super Moderator

    Hm, STARTTLS is there... :confused:

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