You will be glad to know I have the same problem here.
I can't even telnet to smtp.gmail.com on tcp port 25.
I can do this to other MTA's, just not gmails. No 3 way handshake (Not
responding to my syns')

Looks as though perhaps SMTPS is now required for gmail as I used to have
this working. (Although not on this workstation). I can telnet to tcp port
465 successfully.

You will also notice that nmap shows the port as filtered:
# nmap -sT -p 25 smtp.gmail.com

Starting Nmap 5.00 ( http://nmap.org ) at 2010-06-30 12:55 EST
Interesting ports on px-in-f109.1e100.net (74.125.155.109):
PORT   STATE    SERVICE
25/tcp filtered smtp

I don't think your issue is site specific....


Dave


On Wed, Jun 30, 2010 at 1:38 AM, Ivan Lezhnjov Jr. <
[email protected]> wrote:

> I tried tcpdump, as you suggested, and what it reported was that apparently
> communication was being established at port 25 but for whatever reason
> GMail
> wouldn't respond:
>
> GMail
> r...@roosevelt:/home/ilj % tcpdump -ni eth0 host 74.125.43.27
> tcpdump: verbose output suppressed, use -v or -vv for full protocol decode
> listening on eth0, link-type EN10MB (Ethernet), capture size 65535 bytes
> 12:19:08.251414 IP 91.194.239.113.41831 > 74.125.43.27.25: Flags [S], seq
> 53304775, win 5840, options [mss 1460,sackOK,TS val 120648163 ecr
> 0,nop,wscale
> 6], length 0
> 12:19:11.251229 IP 91.194.239.113.41831 > 74.125.43.27.25: Flags [S], seq
> 53304775, win 5840, options [mss 1460,sackOK,TS val 120649063 ecr
> 0,nop,wscale
> 6], length 0
> 12:19:17.251213 IP 91.194.239.113.41831 > 74.125.43.27.25: Flags [S], seq
> 53304775, win 5840, options [mss 1460,sackOK,TS val 120650863 ecr
> 0,nop,wscale
> 6], length 0
> ^C
> 3 packets captured
> 6 packets received by filter
> 0 packets dropped by kernel
>
> I tried another e-mail service which is very popular and pretty decent in
> the
> RuNet, the Yandex.Mail. All in all, the result was exactly the same:
>
> Yandex
> r...@roosevelt:/home/ilj % tcpdump -ni eth0 host 77.88.21.38
> tcpdump: verbose output suppressed, use -v or -vv for full protocol decode
> listening on eth0, link-type EN10MB (Ethernet), capture size 65535 bytes
> 18:07:17.642244 IP 91.194.239.113.50441 > 77.88.21.38.25: Flags [S], seq
> 1208570375, win 5840, options [mss 1460,sackOK,TS val 126914980 ecr
> 0,nop,wscale 6], length 0
> 18:07:20.639119 IP 91.194.239.113.50441 > 77.88.21.38.25: Flags [S], seq
> 1208570375, win 5840, options [mss 1460,sackOK,TS val 126915880 ecr
> 0,nop,wscale 6], length 0
> 18:07:26.639116 IP 91.194.239.113.50441 > 77.88.21.38.25: Flags [S], seq
> 1208570375, win 5840, options [mss 1460,sackOK,TS val 126917680 ecr
> 0,nop,wscale 6], length 0
> ^C
> 3 packets captured
> 3 packets received by filter
> 0 packets dropped by kernel
>
> For whatever reason the SMTP servers' replies wouldn't come in to my
> router.
> The firewall is out of question so it's something else.
>
>
> On Monday 28 June 2010 16:13:23 dan (ddp) wrote:
> > You could try using tcpdump to see if there is an error returned from
> > the remote smtp server.
> >
> > On Fri, Jun 25, 2010 at 5:24 AM, Ivan Lezhnjov Jr.
> >
> > <[email protected]> wrote:
> > > Yes, there are plenty but all the same. It's a message that states
> > > "ERROR: Error Sending email to 74.125.43.27 (smtp server)" nothing
> else,
> > > even with debug mode turned on.
> > >
> > > 2010/06/25 06:18:21 ossec-maild: DEBUG: Starting ...
> > > 2010/06/25 06:18:21 ossec-maild: INFO: Chrooted to directory:
> /var/ossec,
> > > using user: ossecm
> > > 2010/06/25 06:18:21 ossec-maild: INFO: Started (pid: 3266).
> > > 2010/06/25 06:18:40 ossec-syscheckd: INFO: Starting syscheck database
> > > (pre- scan).
> > > 2010/06/25 06:19:46 ossec-syscheckd: INFO: Finished creating syscheck
> > > database (pre-scan completed).
> > > 2010/06/25 06:21:46 ossec-syscheckd: INFO: Starting syscheck scan
> > > (forwarding database).
> > > 2010/06/25 06:22:17 ossec-maild(1223): ERROR: Error Sending email to
> > > 74.125.43.27 (smtp server)
> > > 2010/06/25 06:22:27 ossec-maild(1223): ERROR: Error Sending email to
> > > 74.125.43.27 (smtp server)
> > > 2010/06/25 06:25:10 ossec-syscheckd: INFO: Ending syscheck scan
> > > (forwarding database).
> > > 2010/06/25 06:25:30 ossec-rootcheck: INFO: Starting rootcheck scan.
> > > 2010/06/25 06:28:58 ossec-rootcheck: INFO: Ending rootcheck scan.
> > >
> > > I'm wondering what causes the error. The error message itself isn't
> > > really helpful.
> > >
> > > On Thursday 24 June 2010 16:52:00 dan (ddp) wrote:
> > >> Are there any errors in ossec.log regarding email? Have you tried
> > >> running the daemon in debug mode?
> > >>
> > >> OSSEC's email daemon is pretty bare bones, so it might be worth while
> > >> to route it through the system's smtpd.
> > >>
> > >> On Tue, Jun 22, 2010 at 3:19 AM, Ivan Lezhnjov Jr.
> > >>
> > >> <[email protected]> wrote:
> > >> > Hey guys!
> > >> >
> > >> > I've been using OSSEC for a while on two Linux based routers and I
> > >> > noticed that e-mail notifications on one of them is working almost
> > >> > perfectly, meaning that e-mail notifications are sent out and OSSEC
> > >> > can connect to the GMail's SMTP server but there's a problem. At
> > >> > irregular intervals OSSEC fails to connect to GMail's SMTP.
> > >> >
> > >> > The second machine wasn't able to send out even a single e-mail
> > >> > notification.
> > >> >
> > >> > Both machines use identical configuration (my e-mail address was
> > >> > mangled to spam-protect myself):
> > >> >
> > >> >  <global>
> > >> >    <email_notification>yes</email_notification>
> > >> >    <email_to>[email protected]</email_to>
> > >> >    <smtp_server>gmail-smtp-in.l.google.com</smtp_server>
> > >> >    <email_from>[email protected]</email_from>
> > >> >  </global>
> > >> >
> > >> > Each machine is located in a different network (autonomous
> > >> > systems/ISPs).
> > >> >
> > >> > I have trouble seeing why one machine would send out e-mail
> > >> > notifications successfully, albeit sometimes it fails to, due to its
> > >> > inability to connect to the specified SMTP server, so I thought I'd
> > >> > ask this here.
> > >> >
> > >> > Also, why another machine never succeeded at sending at least a
> single
> > >> > e-mail notification remains a complete mystery to me. It simply
> > >> > doesn't make sense when I try to approach and understand this issue
> > >> > with the "traditional" knowledge of e-mail infrastructure workflow.
> > >> > Identical configurations
> > >> >
> > >> > My goal is to have robust e-mail notifications and working. So, I've
> > >> > been wondering for a while why OSSEC works so unreliably with
> GMail's
> > >> > SMTP and if it's the same story with any other SMTP (I never tried
> > >> > any other).
> > >> >
> > >> > Also, I've been thinking about setting up my own SMTP server on
> these
> > >> > two routers but I'm not really sure what kind of setup I should aim
> > >> > for and/or if this will help at all. I'd appreciate it if someone
> > >> > gave a hint on this.
> > >> >
> > >> > --
> > >> >
> > >> >  Ivan Lezhnjov Jr.
> > >> >
> > >> >  Europe, Ukraine, Simferopol
> > >> >
> > >> >
> +---------------------------------------------------------------------
> > >> > -+
> > >> >
> > >> >           Key ID 0x5811D90C
> > >> >  Key Fingerprint 2A52 5C8C 38BE C04F D8DE  A169 19E2 E49A 5811 D90C
> > >> >          Use GPG Exercise Your Right To Privacy
> > >
> > > --
> > >
> > >  Ivan Lezhnjov Jr.
> > >
> > >  Europe, Ukraine, Simferopol
> > >
> > >
> +----------------------------------------------------------------------+
> > >
> > >           Key ID 0x5811D90C
> > >  Key Fingerprint 2A52 5C8C 38BE C04F D8DE  A169 19E2 E49A 5811 D90C
> > >          Use GPG Exercise Your Right To Privacy
> --
>
>  Ivan Lezhnjov Jr.
>
>  Europe, Ukraine, Simferopol
>
> +----------------------------------------------------------------------+
>
>           Key ID 0x5811D90C
>  Key Fingerprint 2A52 5C8C 38BE C04F D8DE  A169 19E2 E49A 5811 D90C
>          Use GPG Exercise Your Right To Privacy
>

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