Hi Rodney I have tried root@XXXXXXXXXXx /vol/otrs/bin #openssl s_client -host smtp.gmail.com -port 465 -starttls smtp CONNECTED(00000003) It looks as if I am indeed getting through to the gmail smtp servers? Regards Kenneth Thorman On Mon, Apr 12, 2010 at 10:32 AM, Rodney McDuff wrote:

You need to do starttls for smtp.gmail.com. Use

openssl s_client -host smtp.gmail.com -port 465 -starttls smtp

-starttls protocol send the protocol-specific message(s) to switch to TLS for communication. protocol is a keyword for the intended protocol. Currently, the only supported keywords are "smtp", "pop3", "imap", and "ftp".

Markus Esche wrote:

...

Hi Kenneth,

On 12.04.2010, at 10:21, Kenneth Thorman wrote:

...

Config Options: Framework -> Core::Sendmail SendmailModule: SMTPS SendmailModule::Host: smtp.gmail.com SendmailModule::Port: 465 SendmailModule::AuthUser: XXXXXX@XXXXX.com (a valid username) SendmailModule::AuthPassword: XXXXXXXXXXXX (corresponding password to username above)

Could you try the following command: $ openssl s_client -host smtp.gmail.com -port 465 to get a valid SSL connection to gmail?

And if have SMTP connection up, what if you try authenticate with your credentials via the openssl prompt?

hth, Markus

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T: +49 (0) 9421 56818 0 F: +49 (0) 9421 56818 18 I: http://www.otrs.com/

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Hi Marcus Do you see anything obviously wrong in the below output? Could there be some incompatibilities between the different CPAN modules? Regards Ken On Mon, Apr 12, 2010 at 10:42 AM, Kenneth Thorman < kenneth.thorman@appinux.com> wrote:

This is the output from the command

root@XXXXXXXX /vol/otrs/bin #openssl s_client -host smtp.gmail.com -port 465 CONNECTED(00000003) depth=0 /C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com verify error:num=20:unable to get local issuer certificate verify return:1 depth=0 /C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com verify error:num=27:certificate not trusted verify return:1 depth=0 /C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com verify error:num=21:unable to verify the first certificate verify return:1 --- Certificate chain 0 s:/C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com i:/C=ZA/ST=Western Cape/L=Cape Town/O=Thawte Consulting cc/OU=Certification Services Division/CN=Thawte Premium Server CA/emailAddress=premium-server@thawte.com --- Server certificate -----BEGIN CERTIFICATE----- MIIDYzCCAsygAwIBAgIQUR2EgGT4+hGKEhCgLMX2sjANBgkqhkiG9w0BAQUFADCB zjELMAkGA1UEBhMCWkExFTATBgNVBAgTDFdlc3Rlcm4gQ2FwZTESMBAGA1UEBxMJ Q2FwZSBUb3duMR0wGwYDVQQKExRUaGF3dGUgQ29uc3VsdGluZyBjYzEoMCYGA1UE CxMfQ2VydGlmaWNhdGlvbiBTZXJ2aWNlcyBEaXZpc2lvbjEhMB8GA1UEAxMYVGhh d3RlIFByZW1pdW0gU2VydmVyIENBMSgwJgYJKoZIhvcNAQkBFhlwcmVtaXVtLXNl cnZlckB0aGF3dGUuY29tMB4XDTA3MDczMDAwMDAwMFoXDTEwMDcyOTIzNTk1OVow aDELMAkGA1UEBhMCVVMxEzARBgNVBAgTCkNhbGlmb3JuaWExFjAUBgNVBAcTDU1v dW50YWluIFZpZXcxEzARBgNVBAoTCkdvb2dsZSBJbmMxFzAVBgNVBAMTDnNtdHAu Z21haWwuY29tMIGfMA0GCSqGSIb3DQEBAQUAA4GNADCBiQKBgQD+RiG+G3Mo9Q9C tcwDjpp6dJGifjiR5M2DbEbrsIOlth80nk5A7xstKCUfKobHkf/G9Y/DO24JP5yT s3hWep05ybyiCmOzGL5K0zy3jIq0vOWy+4pLv2GsDjYi9mQBhobAAx3z38tTrTL+ WF4p0/Kl014+wnukIpj4MdF35rIkgQIDAQABo4GmMIGjMB0GA1UdJQQWMBQGCCsG AQUFBwMBBggrBgEFBQcDAjBABgNVHR8EOTA3MDWgM6Axhi9odHRwOi8vY3JsLnRo YXd0ZS5jb20vVGhhd3RlUHJlbWl1bVNlcnZlckNBLmNybDAyBggrBgEFBQcBAQQm MCQwIgYIKwYBBQUHMAGGFmh0dHA6Ly9vY3NwLnRoYXd0ZS5jb20wDAYDVR0TAQH/ BAIwADANBgkqhkiG9w0BAQUFAAOBgQBeNYOZwMVQ7bd6b4sueAkgm57Cyv2p1Xv1 52e8bLnWqd03mWgn/+TQtrwbE1E6pVuQaZJY33ILpt8IfzwVf2TGQI+M5yazZ2fC xwArHo20iAss3MLQR8tDXWfBoH2Lk9BBsEKDRP4hp83yfpZgdY3pinHTCbqHpsiS v97epiiFBA== -----END CERTIFICATE----- subject=/C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com issuer=/C=ZA/ST=Western Cape/L=Cape Town/O=Thawte Consulting cc/OU=Certification Services Division/CN=Thawte Premium Server CA/emailAddress=premium-server@thawte.com --- No client certificate CA names sent --- SSL handshake has read 1017 bytes and written 315 bytes --- New, TLSv1/SSLv3, Cipher is RC4-MD5 Server public key is 1024 bit Compression: NONE Expansion: NONE SSL-Session: Protocol : TLSv1 Cipher : RC4-MD5 Session-ID: 05D147DEFDC2F6B10F47D15EC98B42539BD95BEB13F977A2116C49292DEAFBAD Session-ID-ctx: Master-Key: A2D70CF49308FC90EC4B82CD1C5EA094F88C909880C73C6B7B71EF9C36C3F446A3BA8F0C1E6C71795155E1F116A1F99D Key-Arg : None Krb5 Principal: None Start Time: 1271061102 Timeout : 300 (sec) Verify return code: 21 (unable to verify the first certificate) --- 220 mx.google.com ESMTP t2sm65868gve.19

Now after starting to work the commands

EHLO 250-mx.google.com at your service, [79.125.6.100] 250-SIZE 35651584 250-8BITMIME 250-AUTH LOGIN PLAIN XOAUTH 250-ENHANCEDSTATUSCODES 250 PIPELINING MAIL FROM:XXXXXXXXXXXXx 530-5.5.1 Authentication Required. Learn more at 530 5.5.1 http://mail.google.com/support/bin/answer.py?answer=14257q9sm74150gve.14

....

So I can connect as far as I can see

Regards Ken

On Mon, Apr 12, 2010 at 10:26 AM, Markus Esche wrote:

...

Hi Kenneth,

On 12.04.2010, at 10:21, Kenneth Thorman wrote:

...

Config Options: Framework -> Core::Sendmail SendmailModule: SMTPS SendmailModule::Host: smtp.gmail.com SendmailModule::Port: 465 SendmailModule::AuthUser: XXXXXX@XXXXX.com (a valid username) SendmailModule::AuthPassword: XXXXXXXXXXXX (corresponding password to username above)

Could you try the following command: $ openssl s_client -host smtp.gmail.com -port 465 to get a valid SSL connection to gmail?

And if have SMTP connection up, what if you try authenticate with your credentials via the openssl prompt?

hth, Markus

--

Markus Esche Customer Development

OTRS AG Europaring 4 94315 Straubing Deutschland

T: +49 (0) 9421 56818 0 F: +49 (0) 9421 56818 18 I: http://www.otrs.com/

Geschäftssitz: Bad Homburg Amtsgericht: Bad Homburg, HRB 10751 Steuernummer: 003 240 97505 Aufsichtsratsvorsitzender: Burchard Steinbild Vorstand: André Mindermann (Vorsitzender), Martin Edenhofer

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Hi On further investigation changing the test script a little bit so it ended up looking like below there are now now errors anymore with regards to the missing module in INC. Now it is just root@XXXXXXXXXX ~ #./perl_test_email_gmail.pl Could not connect to mail server So it looks like it is not just some PERL incorrect configuration issue. :( Any help would be greatly appreciated. Regards Kenneth Thorman #!/usr/bin/perl use lib '/vol/otrs/Kernel/cpan-lib'; #***************************************** Added line use Net::SMTP::SSL; my $fromEmail = 'XXXXXXXXXXXXXXXXXXXx'; my $emailPassword = 'XXXXXXXXXXXXx'; my $toEmail = 'XXXXXXXXXXXXXXXXX'; my $text = 'Some email message without fancy formatting!'; my $html = '<b>Some email message with fancy html formatting!!</b>'; my $smtp; if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { die "Could not connect to mail server\n"; } $smtp->auth($fromEmail, $emailPassword) || die "Authentication failed!\n"; $smtp->mail($fromEmail . "\n"); my @recepients = split(/,/, $toEmail); foreach my $recp (@recepients) { $smtp->to($recp . "\n"); } $smtp->data(); $smtp->datasend("From: " . $fromEmail . "\n"); $smtp->datasend("To: " . $toEmail . "\n"); $smtp->datasend("Subject: " . $subject . "\n"); $smtp->datasend("MIME-Version: 1.0\n"); $smtp->datasend("Content-Type: multipart/alternative; boundary=\"$boundary\"\n"); $smtp->datasend("\n--$boundary\n"); $smtp->datasend("Content-Type: text/plain; charset=iso-8859-1\n"); $smtp->datasend("Content-Transfer-Encoding: quoted-printable\n"); $smtp->datasend($text . "\n\n"); $smtp->datasend("\n--$boundary\n"); $smtp->datasend("Content-Type: text/html; charset=iso-8859-1\n"); $smtp->datasend("Content-Transfer-Encoding: quoted-printable\n"); $smtp->datasend($html . "\n"); $smtp->dataend(); $smtp->quit; On Mon, Apr 12, 2010 at 11:48 AM, Kenneth Thorman < kenneth.thorman@appinux.com> wrote:

Looking into the perldoc perllocal I find this

Sun Nov 1 00:39:48 2009: "Module" Net::SSLeay ? "installed into: /usr/lib/perl5/site_perl/5.8.8" ? "LINKTYPE: dynamic" ? "VERSION: 1.30" ? "EXE_FILES: "

When I try to make a simple command line batch perl program like

#!/usr/bin/perl use Net::SMTP::SSL;

my $fromEmail = 'XXXXXXXXXXXXXXx'; my $emailPassword = 'XXXXXXXXXXXXXXx'; my $toEmail = 'XXXXXXXXXXXXx';

my $text = 'Some email message without fancy formatting!'; my $html = '<b>Some email message with fancy html formatting!!</b>';

my $smtp; if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { die "Could not connect to mail server\n"; }

$smtp->auth($fromEmail, $emailPassword) || die "Authentication failed!\n";

$smtp->mail($fromEmail . "\n"); my @recepients = split(/,/, $toEmail); foreach my $recp (@recepients) { $smtp->to($recp . "\n"); }

$smtp->data(); $smtp->datasend("From: " . $fromEmail . "\n"); $smtp->datasend("To: " . $toEmail . "\n"); $smtp->datasend("Subject: " . $subject . "\n"); $smtp->datasend("MIME-Version: 1.0\n"); $smtp->datasend("Content-Type: multipart/alternative; boundary=\"$boundary\"\n"); $smtp->datasend("\n--$boundary\n"); $smtp->datasend("Content-Type: text/plain; charset=iso-8859-1\n"); $smtp->datasend("Content-Transfer-Encoding: quoted-printable\n"); $smtp->datasend($text . "\n\n"); $smtp->datasend("\n--$boundary\n"); $smtp->datasend("Content-Type: text/html; charset=iso-8859-1\n"); $smtp->datasend("Content-Transfer-Encoding: quoted-printable\n"); $smtp->datasend($html . "\n"); $smtp->dataend(); $smtp->quit;

I get this output

Can't locate Net/SMTP/SSL.pm in @INC (@INC contains: /usr/lib/perl5/site_perl/5.8.8/i386-linux-thread-multi /usr/lib/perl5/site_perl/5.8.7/i386-linux-thread-multi /usr/lib/perl5/site_perl/5.8.6/i386-linux-thread-multi /usr/lib/perl5/site_perl/5.8.5/i386-linux-thread-multi /usr/lib/perl5/site_perl/5.8.8 /usr/lib/perl5/site_perl/5.8.7 /usr/lib/perl5/site_perl/5.8.6 /usr/lib/perl5/site_perl/5.8.5 /usr/lib/perl5/site_perl /usr/lib/perl5/vendor_perl/5.8.8/i386-linux-thread-multi /usr/lib/perl5/vendor_perl/5.8.7/i386-linux-thread-multi /usr/lib/perl5/vendor_perl/5.8.6/i386-linux-thread-multi /usr/lib/perl5/vendor_perl/5.8.5/i386-linux-thread-multi /usr/lib/perl5/vendor_perl/5.8.8 /usr/lib/perl5/vendor_perl/5.8.7 /usr/lib/perl5/vendor_perl/5.8.6 /usr/lib/perl5/vendor_perl/5.8.5 /usr/lib/perl5/vendor_perl /usr/lib/perl5/5.8.8/i386-linux-thread-multi /usr/lib/perl5/5.8.8 .) at ./perl_test_email_gmail.pl line 2. BEGIN failed--compilation aborted at ./perl_test_email_gmail.pl line 2.

I guess this is the reason for things not working?

Regards Kenneth Thorman

On Mon, Apr 12, 2010 at 11:30 AM, Kenneth Thorman < kenneth.thorman@appinux.com> wrote:

...

Hi Marcus

Do you see anything obviously wrong in the below output?

Could there be some incompatibilities between the different CPAN modules?

Regards Ken

On Mon, Apr 12, 2010 at 10:42 AM, Kenneth Thorman < kenneth.thorman@appinux.com> wrote:

...

This is the output from the command

root@XXXXXXXX /vol/otrs/bin #openssl s_client -host smtp.gmail.com -port 465 CONNECTED(00000003) depth=0 /C=US/ST=California/L=Mountain View/O=Google Inc/CN= smtp.gmail.com verify error:num=20:unable to get local issuer certificate verify return:1 depth=0 /C=US/ST=California/L=Mountain View/O=Google Inc/CN= smtp.gmail.com verify error:num=27:certificate not trusted verify return:1 depth=0 /C=US/ST=California/L=Mountain View/O=Google Inc/CN= smtp.gmail.com verify error:num=21:unable to verify the first certificate verify return:1 --- Certificate chain 0 s:/C=US/ST=California/L=Mountain View/O=Google Inc/CN=smtp.gmail.com i:/C=ZA/ST=Western Cape/L=Cape Town/O=Thawte Consulting cc/OU=Certification Services Division/CN=Thawte Premium Server CA/emailAddress=premium-server@thawte.com --- Server certificate -----BEGIN CERTIFICATE----- MIIDYzCCAsygAwIBAgIQUR2EgGT4+hGKEhCgLMX2sjANBgkqhkiG9w0BAQUFADCB zjELMAkGA1UEBhMCWkExFTATBgNVBAgTDFdlc3Rlcm4gQ2FwZTESMBAGA1UEBxMJ Q2FwZSBUb3duMR0wGwYDVQQKExRUaGF3dGUgQ29uc3VsdGluZyBjYzEoMCYGA1UE CxMfQ2VydGlmaWNhdGlvbiBTZXJ2aWNlcyBEaXZpc2lvbjEhMB8GA1UEAxMYVGhh d3RlIFByZW1pdW0gU2VydmVyIENBMSgwJgYJKoZIhvcNAQkBFhlwcmVtaXVtLXNl cnZlckB0aGF3dGUuY29tMB4XDTA3MDczMDAwMDAwMFoXDTEwMDcyOTIzNTk1OVow aDELMAkGA1UEBhMCVVMxEzARBgNVBAgTCkNhbGlmb3JuaWExFjAUBgNVBAcTDU1v dW50YWluIFZpZXcxEzARBgNVBAoTCkdvb2dsZSBJbmMxFzAVBgNVBAMTDnNtdHAu Z21haWwuY29tMIGfMA0GCSqGSIb3DQEBAQUAA4GNADCBiQKBgQD+RiG+G3Mo9Q9C tcwDjpp6dJGifjiR5M2DbEbrsIOlth80nk5A7xstKCUfKobHkf/G9Y/DO24JP5yT s3hWep05ybyiCmOzGL5K0zy3jIq0vOWy+4pLv2GsDjYi9mQBhobAAx3z38tTrTL+ WF4p0/Kl014+wnukIpj4MdF35rIkgQIDAQABo4GmMIGjMB0GA1UdJQQWMBQGCCsG AQUFBwMBBggrBgEFBQcDAjBABgNVHR8EOTA3MDWgM6Axhi9odHRwOi8vY3JsLnRo YXd0ZS5jb20vVGhhd3RlUHJlbWl1bVNlcnZlckNBLmNybDAyBggrBgEFBQcBAQQm MCQwIgYIKwYBBQUHMAGGFmh0dHA6Ly9vY3NwLnRoYXd0ZS5jb20wDAYDVR0TAQH/ BAIwADANBgkqhkiG9w0BAQUFAAOBgQBeNYOZwMVQ7bd6b4sueAkgm57Cyv2p1Xv1 52e8bLnWqd03mWgn/+TQtrwbE1E6pVuQaZJY33ILpt8IfzwVf2TGQI+M5yazZ2fC xwArHo20iAss3MLQR8tDXWfBoH2Lk9BBsEKDRP4hp83yfpZgdY3pinHTCbqHpsiS v97epiiFBA== -----END CERTIFICATE----- subject=/C=US/ST=California/L=Mountain View/O=Google Inc/CN= smtp.gmail.com issuer=/C=ZA/ST=Western Cape/L=Cape Town/O=Thawte Consulting cc/OU=Certification Services Division/CN=Thawte Premium Server CA/emailAddress=premium-server@thawte.com --- No client certificate CA names sent --- SSL handshake has read 1017 bytes and written 315 bytes --- New, TLSv1/SSLv3, Cipher is RC4-MD5 Server public key is 1024 bit Compression: NONE Expansion: NONE SSL-Session: Protocol : TLSv1 Cipher : RC4-MD5 Session-ID: 05D147DEFDC2F6B10F47D15EC98B42539BD95BEB13F977A2116C49292DEAFBAD Session-ID-ctx: Master-Key: A2D70CF49308FC90EC4B82CD1C5EA094F88C909880C73C6B7B71EF9C36C3F446A3BA8F0C1E6C71795155E1F116A1F99D Key-Arg : None Krb5 Principal: None Start Time: 1271061102 Timeout : 300 (sec) Verify return code: 21 (unable to verify the first certificate) --- 220 mx.google.com ESMTP t2sm65868gve.19

Now after starting to work the commands

EHLO 250-mx.google.com at your service, [79.125.6.100] 250-SIZE 35651584 250-8BITMIME 250-AUTH LOGIN PLAIN XOAUTH 250-ENHANCEDSTATUSCODES 250 PIPELINING MAIL FROM:XXXXXXXXXXXXx 530-5.5.1 Authentication Required. Learn more at 530 5.5.1 http://mail.google.com/support/bin/answer.py?answer=14257q9sm74150gve.14

....

So I can connect as far as I can see

Regards Ken

On Mon, Apr 12, 2010 at 10:26 AM, Markus Esche wrote:

...

Hi Kenneth,

On 12.04.2010, at 10:21, Kenneth Thorman wrote:

...

Config Options: Framework -> Core::Sendmail SendmailModule: SMTPS SendmailModule::Host: smtp.gmail.com SendmailModule::Port: 465 SendmailModule::AuthUser: XXXXXX@XXXXX.com (a valid username) SendmailModule::AuthPassword: XXXXXXXXXXXX (corresponding password to username above)

Could you try the following command: $ openssl s_client -host smtp.gmail.com -port 465 to get a valid SSL connection to gmail?

And if have SMTP connection up, what if you try authenticate with your credentials via the openssl prompt?

hth, Markus

--

Markus Esche Customer Development

OTRS AG Europaring 4 94315 Straubing Deutschland

T: +49 (0) 9421 56818 0 F: +49 (0) 9421 56818 18 I: http://www.otrs.com/

Geschäftssitz: Bad Homburg Amtsgericht: Bad Homburg, HRB 10751 Steuernummer: 003 240 97505 Aufsichtsratsvorsitzender: Burchard Steinbild Vorstand: André Mindermann (Vorsitzender), Martin Edenhofer

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Hi Kenneth, Kenneth Thorman schrieb:

#!/usr/bin/perl use Net::SMTP::SSL;

my $fromEmail = 'XXXXXXXXXXXXXXx'; my $emailPassword = 'XXXXXXXXXXXXXXx'; my $toEmail = 'XXXXXXXXXXXXx';

....

As the otrs.checkModules script says, that it can find Net::SMTP::SSL, you should check if the same Perl interpreter is used. And you should print where the otrs script can find the module. Add this line to otrs.checkModules: print $^X, " :: ", $INC{"Net/SMTP/SSL.pm"}, "\n" if $Module->{Module} eq 'Net::SMTP::SSL'; (add it to the place where it prints "ok (v$Version)" (around line 310) ) and add print $^X,"\n"; to your test script that you posted above...

I get this output

Can't locate Net/SMTP/SSL.pm in @INC (@INC contains: /usr/lib/perl5/site_perl/5.8.8/i386-linux-thread-multi /usr/lib/perl5/site_perl/5.8.7/i386-linux-thread-multi ... /usr/lib/perl5/5.8.8 .) at ./perl_test_email_gmail.pl line 2. BEGIN failed--compilation aborted at ./perl_test_email_gmail.pl line 2.

Maybe you should clean your @INC... Regards, Renee -- Perl-Magazin: http://perl-magazin.de Perl-Nachrichten: http://perl-nachrichten.de

Hi Renée I changed the script to the following (this is my small test script not the actual OTRS installation) print "$@\n"; if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { print "$@\n"; die "Could not connect to mail server\n"; } The output is root@XXXXXXXXXX ~ #./perl_test_email_gmail.pl Net::SMTP::SSL: Bad service '' Could not connect to mail server Regards Kenneth Thorman On Mon, Apr 12, 2010 at 12:32 PM, Renée Bäcker < mailinglisten@renee-baecker.de> wrote:

Kenneth Thorman schrieb:

my $smtp;

...

if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { die "Could not connect to mail server\n"; }

Can you print the value of $@?

my $smtp; if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { die "Could not connect to mail server -> $@\n"; }

- Renée

-- Perl-Magazin: http://perl-magazin.de Perl-Nachrichten: http://perl-nachrichten.de

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Bumping an old thread: Apparently Google switched to requiring TLS? You can use TLS with OTRS although it's a bit broken in < 3.0.5 (which is not out yet). Instructions on updating are here: http://bugs.otrs.org/show_bug.cgi?id=6354 for users who prefer to use old software (i.e. OTRS 2.4.x) you can install this package: http://users.otrs.com/~mb/SMTPTLS-1.0.2.opmhttp://users.otrs.com/%7Emb/SMTPTLS-1.0.2.opm Then simply go to Admin > SysConfig > Framework > Core::Sendmail select SMTPTLS as 'SendmailModule' host: smtp.gmail.com port: 587 authuser: yourname@gmail.com authpassword: yoursecret and it works for me... I've updated the FAQ page accordingly. -- Mike On Mon, Apr 12, 2010 at 1:45 PM, Rodney McDuff wrote:

...

From http://mail.google.com/support/bin/answer.py?answer=78799http://mail.google.com/support/bin/answer.py?answer=78799

*Incoming Mail (IMAP) Server - requires SSL:* imap.gmail.com *Use SSL*: Yes *Port*: 993 *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 *Account Name: * your full email address (including @ gmail.com) Google Apps users, please enter username@your_domain.com *Email Address: * your full Gmail email address (username@gmail.com) Google Apps users, please enter username@your_domain.com *Password: * your Gmail password

May be you need to use Net::SMTP::TLS http://search.cpan.org/~awestholm/Net-SMTP-TLS-0.12/http://search.cpan.org/%7Eawestholm/Net-SMTP-TLS-0.12/so you can do a STARTTLS. Ie start with a clear text protocol and then upgrade to a TLS encrypted protocol.

Kenneth Thorman wrote:

Hi Renée

I changed the script to the following (this is my small test script not the actual OTRS installation)

print "$@\n"; if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { print "$@\n"; die "Could not connect to mail server\n"; }

The output is

root@XXXXXXXXXX ~ #./perl_test_email_gmail.pl

Net::SMTP::SSL: Bad service '' Could not connect to mail server

Regards Kenneth Thorman

On Mon, Apr 12, 2010 at 12:32 PM, Renée Bäcker < mailinglisten@renee-baecker.de> wrote:

...

Kenneth Thorman schrieb:

my $smtp;

...

if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { die "Could not connect to mail server\n"; }

Can you print the value of $@?

my $smtp; if (not $smtp = Net::SMTP::SSL->new('smtp.gmail.com', Port => 465, Debug => 1)) { die "Could not connect to mail server -> $@\n"; }

- Renée

-- Perl-Magazin: http://perl-magazin.de Perl-Nachrichten: http://perl-nachrichten.de

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Hello Hugh, On Jan 6, 2011, at 14:55 , Hugh Kelley wrote:

Is there an estimated release date for 3.0.5?

The estimated release for OTRS 3.0.5 is calendar week 3-4.

Is there a page where these dates are shared?

There is currently no release plan available to the public. I am looking into this currently, and will get back with you personally as soon as I know more. Thanks for using OTRS! -- Shawn Beasley Community Manager OTRS AG Norsk-Data-Str 1 61352 Bad Homburg Germany Internet: http://www.otrs.com/ Project: http://www.otrs.org/ Business location: Bad Homburg, Country Court: Bad Homburg, HRB 10751, VAT ID: DE256610065 Chairman: Burchard Steinbild, Managing Board: André Mindermann

same "error" as mine ... ;) as in faq for that: Select *465 *as SendmailModule::Port - *Please note that Google also uses port 587, but only for TLS. OTRS uses SSL communication, so we should select port 465 here.* * * * * On Mon, Apr 12, 2010 at 10:27 AM, Rodney McDuff wrote:

Isn't it port 587?

Kenneth Thorman wrote:

...

Hi everyone

I have spent a long time testing the different suggestions here but nothing seems to work.

I would like to send outgoing emails from OTRS through Google Apps.

More specifically

Config Options: Framework -> Core::Sendmail SendmailModule: SMTPS SendmailModule::Host: smtp.gmail.com http://smtp.gmail.com SendmailModule::Port: 465 SendmailModule::AuthUser: XXXXXX@XXXXX.com (a valid username) SendmailModule::AuthPassword: XXXXXXXXXXXX (corresponding password to username above)

I have added debugging in the SMTPS.pm file

# debug $Self->{Debug} = 1000; # ****************** Added line $Self->{Debug} = $Param{Debug} || 0; if ( $Self->{Debug} > 2 ) {

# shown on STDERR $Self->{SMTPDebug} = 1; }

as well as additional debug information at

# return if no connect was possible if ( !$SMTP ) { $Self->{LogObject}->Log( Priority => 'error', Message => "Can't connect to $Self->{MailHost}: $!! </br>Self->{FQDN} = $Self->{FQDN}</br>Self->{SMTPPort} = $Self->{SMTPPort}</br>Self->{SMTPTimeout} = $Self->{SMTPTimeout}</br>Self->{MailHost} = $Self->{MailHost}</br>Self->{User} = $Self->{User}</br>Self->{Password} = $Self->{Password}", ); return; # ***************************** Added some more information here to see what is going on }

Trying to connect on the command line is working fine

root@XXXXXXXXXXXXX /vol/otrs/Kernel/System/Email #telnet smtp.gmail.com http://smtp.gmail.com 465 Trying 216.239.59.109... Connected to smtp.gmail.com http://smtp.gmail.com (216.239.59.109). Escape character is '^]'.

Just for info retrieving emails on the same account works fine

Checking modules

root@XXXXXXXXXXXXXX /vol/otrs/bin #./otrs.checkModules o CGI............................ok (v3.49) o Date::Pcalc....................ok (v1.2) o Date::Format...................ok (v2.22) o DBI............................ok (v1.52) o DBD::mysql.....................ok (v3.0007) o Digest::MD5....................ok (v2.36) o Crypt::PasswdMD5...............ok (v1.3) o LWP::UserAgent.................ok (v2.033) o Encode::HanExtra...............ok (v0.23) o IO::Scalar.....................ok (v2.110) o IO::Wrap.......................ok (v2.110) o MIME::Base64...................ok (v3.07) o Mail::Internet.................ok (v2.04) o MIME::Tools....................ok (v5.427) o Net::DNS.......................ok (v0.66) o Net::POP3......................ok (v2.29) o Mail::POP3Client...............ok (v2.18 ) o IO::Socket::SSL.............ok (v1.01) o Net::IMAP::Simple..............ok (v1.17) o Net::IMAP::Simple::SSL......ok (v1.3) o Net::SMTP......................ok (v2.31) o Authen::SASL................ok (v2.12) o Net::SMTP::SSL..............ok (v1.01) o Net::LDAP......................ok (v0.33) o GD.............................ok (v2.35) o GD::Text....................ok (v0.86) o GD::Graph...................ok (v1.44) o GD::Graph::lines............ok (v1.15) o GD::Text::Align.............ok (v1.18) o PDF::API2......................ok (v0.73) o Compress::Zlib..............ok (v2.024) o SOAP::Lite.....................ok (v0.710.07) o XML::Parser....................ok (v2.36)

SELinux is disabled root@XXXXXXXXXXXX /vol/otrs/bin #getenforce Disabled

The error that is showed when trying to send a reply email is

Error: Can't connect to smtp.gmail.com http://smtp.gmail.com: ! </br>Self->{FQDN} = XXXXX[..] Comment: Bug Report: Traceback: ERROR: OTRS-CGI-10 Perl: 5.8.8 OS: linux Time: Mon Apr 12 10:18:21 2010

Message: Can't connect to smtp.gmail.com http://smtp.gmail.com: ! </br>Self->{FQDN} =XXXXXXXX</br>Self->{SMTPPort} = 465</br>Self->{SMTPTimeout} = 30</br>Self->{MailHost} = smtp.gmail.com http://smtp.gmail.com</br>Self->{User} = XXXXXXX</br>Self->{Password} =XXXXXXX

Traceback (24125): Module: Kernel::System::Email::SMTPS::Send (v1.2) Line: 101 Module: Kernel::System::Email::Send (v1.64.2.1) Line: 690 Module: Kernel::System::Ticket::Article::ArticleSend (v1.232.2.1) Line: 2027 Module: Kernel::Modules::AgentTicketCompose::Run (v1.81.2.4) Line: 424 Module: Kernel::System::Web::InterfaceAgent::Run (v1.43.2.1) Line: 819 Module:

ModPerl::ROOT::ModPerl::Registry::vol_otrs_bin_cgi_2dbin_index_2epl::handler

...

(unknown version) Line: 48 Module: (eval) (v1.88) Line: 203 Module: ModPerl::RegistryCooker::run (v1.88) Line: 203 Module: ModPerl::RegistryCooker::default_handler (v1.88) Line: 169 Module: ModPerl::Registry::handler (v1.99) Line: 30

(servername, usernam and passwords have been replaced by XXXXXXXX in the entire email above)

All suggestions in the following links have been tried: http://osdir.com/ml/otrs.user/2004-05/msg00089.html http://lists.otrs.org/pipermail/otrs/2009-November/029454.html http://lists.otrs.org/pipermail/otrs/2009-December/029909.html http://faq.otrs.org/otrs/public.pl?Action=PublicFAQ&ItemID=363 http://faq.otrs.org/otrs/public.pl?Action=PublicFAQ&ItemID=363

I am pretty much stumped at this.

I must be missing something very obvious?

Thank you in advance

Regards Kenneth Thorman

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Hi Marco I am a little bit in doubt if I am reading your message correctly "same "error" as mine ... ;) as in faq for that:" I have tried both 465 and 587 now and the results are the same. As per my understanding the OTRS are not using TLS and thus we should use the gmail port 465. It this not correct? Regards Kenneth Thorman On Mon, Apr 12, 2010 at 10:42 AM, Marco Vannini wrote:

same "error" as mine ... ;) as in faq for that:

Select *465 *as SendmailModule::Port - *Please note that Google also uses port 587, but only for TLS. OTRS uses SSL communication, so we should select port 465 here.* * * * *

On Mon, Apr 12, 2010 at 10:27 AM, Rodney McDuff wrote:

...

Isn't it port 587?

Kenneth Thorman wrote:

...

Hi everyone

I have spent a long time testing the different suggestions here but nothing seems to work.

I would like to send outgoing emails from OTRS through Google Apps.

More specifically

Config Options: Framework -> Core::Sendmail SendmailModule: SMTPS SendmailModule::Host: smtp.gmail.com http://smtp.gmail.com SendmailModule::Port: 465 SendmailModule::AuthUser: XXXXXX@XXXXX.com (a valid username) SendmailModule::AuthPassword: XXXXXXXXXXXX (corresponding password to username above)

I have added debugging in the SMTPS.pm file

# debug $Self->{Debug} = 1000; # ****************** Added line $Self->{Debug} = $Param{Debug} || 0; if ( $Self->{Debug} > 2 ) {

# shown on STDERR $Self->{SMTPDebug} = 1; }

as well as additional debug information at

# return if no connect was possible if ( !$SMTP ) { $Self->{LogObject}->Log( Priority => 'error', Message => "Can't connect to $Self->{MailHost}: $!! </br>Self->{FQDN} = $Self->{FQDN}</br>Self->{SMTPPort} = $Self->{SMTPPort}</br>Self->{SMTPTimeout} = $Self->{SMTPTimeout}</br>Self->{MailHost} = $Self->{MailHost}</br>Self->{User} = $Self->{User}</br>Self->{Password} = $Self->{Password}", ); return; # ***************************** Added some more information here to see what is going on }

Trying to connect on the command line is working fine

root@XXXXXXXXXXXXX /vol/otrs/Kernel/System/Email #telnet smtp.gmail.com http://smtp.gmail.com 465 Trying 216.239.59.109... Connected to smtp.gmail.com http://smtp.gmail.com (216.239.59.109). Escape character is '^]'.

Just for info retrieving emails on the same account works fine

Checking modules

root@XXXXXXXXXXXXXX /vol/otrs/bin #./otrs.checkModules o CGI............................ok (v3.49) o Date::Pcalc....................ok (v1.2) o Date::Format...................ok (v2.22) o DBI............................ok (v1.52) o DBD::mysql.....................ok (v3.0007) o Digest::MD5....................ok (v2.36) o Crypt::PasswdMD5...............ok (v1.3) o LWP::UserAgent.................ok (v2.033) o Encode::HanExtra...............ok (v0.23) o IO::Scalar.....................ok (v2.110) o IO::Wrap.......................ok (v2.110) o MIME::Base64...................ok (v3.07) o Mail::Internet.................ok (v2.04) o MIME::Tools....................ok (v5.427) o Net::DNS.......................ok (v0.66) o Net::POP3......................ok (v2.29) o Mail::POP3Client...............ok (v2.18 ) o IO::Socket::SSL.............ok (v1.01) o Net::IMAP::Simple..............ok (v1.17) o Net::IMAP::Simple::SSL......ok (v1.3) o Net::SMTP......................ok (v2.31) o Authen::SASL................ok (v2.12) o Net::SMTP::SSL..............ok (v1.01) o Net::LDAP......................ok (v0.33) o GD.............................ok (v2.35) o GD::Text....................ok (v0.86) o GD::Graph...................ok (v1.44) o GD::Graph::lines............ok (v1.15) o GD::Text::Align.............ok (v1.18) o PDF::API2......................ok (v0.73) o Compress::Zlib..............ok (v2.024) o SOAP::Lite.....................ok (v0.710.07) o XML::Parser....................ok (v2.36)

SELinux is disabled root@XXXXXXXXXXXX /vol/otrs/bin #getenforce Disabled

The error that is showed when trying to send a reply email is

Error: Can't connect to smtp.gmail.com http://smtp.gmail.com: ! </br>Self->{FQDN} = XXXXX[..] Comment: Bug Report: Traceback: ERROR: OTRS-CGI-10 Perl: 5.8.8 OS: linux Time: Mon Apr 12 10:18:21 2010

Message: Can't connect to smtp.gmail.com http://smtp.gmail.com: ! </br>Self->{FQDN} =XXXXXXXX</br>Self->{SMTPPort} = 465</br>Self->{SMTPTimeout} = 30</br>Self->{MailHost} = smtp.gmail.com http://smtp.gmail.com</br>Self->{User} = XXXXXXX</br>Self->{Password} =XXXXXXX

Traceback (24125): Module: Kernel::System::Email::SMTPS::Send (v1.2) Line: 101 Module: Kernel::System::Email::Send (v1.64.2.1) Line: 690 Module: Kernel::System::Ticket::Article::ArticleSend (v1.232.2.1) Line: 2027 Module: Kernel::Modules::AgentTicketCompose::Run (v1.81.2.4) Line: 424 Module: Kernel::System::Web::InterfaceAgent::Run (v1.43.2.1) Line: 819 Module:

ModPerl::ROOT::ModPerl::Registry::vol_otrs_bin_cgi_2dbin_index_2epl::handler

...

(unknown version) Line: 48 Module: (eval) (v1.88) Line: 203 Module: ModPerl::RegistryCooker::run (v1.88) Line: 203 Module: ModPerl::RegistryCooker::default_handler (v1.88) Line: 169 Module: ModPerl::Registry::handler (v1.99) Line: 30

(servername, usernam and passwords have been replaced by XXXXXXXX in the entire email above)

All suggestions in the following links have been tried: http://osdir.com/ml/otrs.user/2004-05/msg00089.html http://lists.otrs.org/pipermail/otrs/2009-November/029454.html http://lists.otrs.org/pipermail/otrs/2009-December/029909.html http://faq.otrs.org/otrs/public.pl?Action=PublicFAQ&ItemID=363 http://faq.otrs.org/otrs/public.pl?Action=PublicFAQ&ItemID=363

I am pretty much stumped at this.

I must be missing something very obvious?

Thank you in advance

Regards Kenneth Thorman

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Hi Rodney According to http://faq.otrs.org/otrs/public.pl?Action=PublicFAQ&ItemID=363it is support to be 465 if I am not mistaken. However I tried using port 587 as well by changing the value through the Admin/SysConfig. The port was changed as can be seen by the following, but unfortunatelly nothing has changed it is still throwing an error. Error: Can't connect to smtp.gmail.com: ! </br>Self->{FQDN} = XXXXXXXXXXXXXX[..] Comment: Bug Report: Traceback: ERROR: OTRS-CGI-10 Perl: 5.8.8 OS: linux Time: Mon Apr 12 10:47:16 2010 Message: Can't connect to smtp.gmail.com: ! </br>Self->{FQDN} = XXXXXXXXXXXXXXX</br>Self->{ SMTPPort} = 587</br>Self->{SMTPTimeout} = 30</br>Self->{MailHost} = smtp.gmail.com</br>Self->{User} = XXXXXXXXXXXX</br>Self->{Password} = XXXXXXXXXXXX Traceback (24125): Module: Kernel::System::Email::SMTPS::Send (v1.2) Line: 101 Module: Kernel::System::Email::Send (v1.64.2.1) Line: 690 Module: Kernel::System::Ticket::Article::ArticleSend (v1.232.2.1) Line: 2027 Module: Kernel::Modules::AgentTicketCompose::Run (v1.81.2.4) Line: 424 Module: Kernel::System::Web::InterfaceAgent::Run (v1.43.2.1) Line: 819 Module: ModPerl::ROOT::ModPerl::Registry::vol_otrs_bin_cgi_2dbin_index_2epl::handler (unknown version) Line: 48 Module: (eval) (v1.88) Line: 203 Module: ModPerl::RegistryCooker::run (v1.88) Line: 203 Module: ModPerl::RegistryCooker::default_handler (v1.88) Line: 169 Module: ModPerl::Registry::handler (v1.99) Line: 30 Regards Kenneth Thorman On Mon, Apr 12, 2010 at 10:27 AM, Rodney McDuff wrote:

Isn't it port 587?

Kenneth Thorman wrote:

...

Hi everyone

I have spent a long time testing the different suggestions here but nothing seems to work.

I would like to send outgoing emails from OTRS through Google Apps.

More specifically

Config Options: Framework -> Core::Sendmail SendmailModule: SMTPS SendmailModule::Host: smtp.gmail.com http://smtp.gmail.com SendmailModule::Port: 465 SendmailModule::AuthUser: XXXXXX@XXXXX.com (a valid username) SendmailModule::AuthPassword: XXXXXXXXXXXX (corresponding password to username above)

I have added debugging in the SMTPS.pm file

# debug $Self->{Debug} = 1000; # ****************** Added line $Self->{Debug} = $Param{Debug} || 0; if ( $Self->{Debug} > 2 ) {

# shown on STDERR $Self->{SMTPDebug} = 1; }

as well as additional debug information at

# return if no connect was possible if ( !$SMTP ) { $Self->{LogObject}->Log( Priority => 'error', Message => "Can't connect to $Self->{MailHost}: $!! </br>Self->{FQDN} = $Self->{FQDN}</br>Self->{SMTPPort} = $Self->{SMTPPort}</br>Self->{SMTPTimeout} = $Self->{SMTPTimeout}</br>Self->{MailHost} = $Self->{MailHost}</br>Self->{User} = $Self->{User}</br>Self->{Password} = $Self->{Password}", ); return; # ***************************** Added some more information here to see what is going on }

Trying to connect on the command line is working fine

root@XXXXXXXXXXXXX /vol/otrs/Kernel/System/Email #telnet smtp.gmail.com http://smtp.gmail.com 465 Trying 216.239.59.109... Connected to smtp.gmail.com http://smtp.gmail.com (216.239.59.109). Escape character is '^]'.

Just for info retrieving emails on the same account works fine

Checking modules

root@XXXXXXXXXXXXXX /vol/otrs/bin #./otrs.checkModules o CGI............................ok (v3.49) o Date::Pcalc....................ok (v1.2) o Date::Format...................ok (v2.22) o DBI............................ok (v1.52) o DBD::mysql.....................ok (v3.0007) o Digest::MD5....................ok (v2.36) o Crypt::PasswdMD5...............ok (v1.3) o LWP::UserAgent.................ok (v2.033) o Encode::HanExtra...............ok (v0.23) o IO::Scalar.....................ok (v2.110) o IO::Wrap.......................ok (v2.110) o MIME::Base64...................ok (v3.07) o Mail::Internet.................ok (v2.04) o MIME::Tools....................ok (v5.427) o Net::DNS.......................ok (v0.66) o Net::POP3......................ok (v2.29) o Mail::POP3Client...............ok (v2.18 ) o IO::Socket::SSL.............ok (v1.01) o Net::IMAP::Simple..............ok (v1.17) o Net::IMAP::Simple::SSL......ok (v1.3) o Net::SMTP......................ok (v2.31) o Authen::SASL................ok (v2.12) o Net::SMTP::SSL..............ok (v1.01) o Net::LDAP......................ok (v0.33) o GD.............................ok (v2.35) o GD::Text....................ok (v0.86) o GD::Graph...................ok (v1.44) o GD::Graph::lines............ok (v1.15) o GD::Text::Align.............ok (v1.18) o PDF::API2......................ok (v0.73) o Compress::Zlib..............ok (v2.024) o SOAP::Lite.....................ok (v0.710.07) o XML::Parser....................ok (v2.36)

SELinux is disabled root@XXXXXXXXXXXX /vol/otrs/bin #getenforce Disabled

The error that is showed when trying to send a reply email is

Error: Can't connect to smtp.gmail.com http://smtp.gmail.com: ! </br>Self->{FQDN} = XXXXX[..] Comment: Bug Report: Traceback: ERROR: OTRS-CGI-10 Perl: 5.8.8 OS: linux Time: Mon Apr 12 10:18:21 2010

Message: Can't connect to smtp.gmail.com http://smtp.gmail.com: ! </br>Self->{FQDN} =XXXXXXXX</br>Self->{SMTPPort} = 465</br>Self->{SMTPTimeout} = 30</br>Self->{MailHost} = smtp.gmail.com http://smtp.gmail.com</br>Self->{User} = XXXXXXX</br>Self->{Password} =XXXXXXX

Traceback (24125): Module: Kernel::System::Email::SMTPS::Send (v1.2) Line: 101 Module: Kernel::System::Email::Send (v1.64.2.1) Line: 690 Module: Kernel::System::Ticket::Article::ArticleSend (v1.232.2.1) Line: 2027 Module: Kernel::Modules::AgentTicketCompose::Run (v1.81.2.4) Line: 424 Module: Kernel::System::Web::InterfaceAgent::Run (v1.43.2.1) Line: 819 Module:

ModPerl::ROOT::ModPerl::Registry::vol_otrs_bin_cgi_2dbin_index_2epl::handler

...

(unknown version) Line: 48 Module: (eval) (v1.88) Line: 203 Module: ModPerl::RegistryCooker::run (v1.88) Line: 203 Module: ModPerl::RegistryCooker::default_handler (v1.88) Line: 169 Module: ModPerl::Registry::handler (v1.99) Line: 30

(servername, usernam and passwords have been replaced by XXXXXXXX in the entire email above)

All suggestions in the following links have been tried: http://osdir.com/ml/otrs.user/2004-05/msg00089.html http://lists.otrs.org/pipermail/otrs/2009-November/029454.html http://lists.otrs.org/pipermail/otrs/2009-December/029909.html http://faq.otrs.org/otrs/public.pl?Action=PublicFAQ&ItemID=363 http://faq.otrs.org/otrs/public.pl?Action=PublicFAQ&ItemID=363

I am pretty much stumped at this.

I must be missing something very obvious?

Thank you in advance

Regards Kenneth Thorman

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