[exim] Multiple smarthosts with both TLS and SSL

the SSL through stunnel (localhost:26 -> isp:465) works but the gmail
tls doesn't ( well , i think it did , but overnight it seems to have
stopped).
Can i get any more information to see why/where its failing
Do i need something in an authernticator to pass the user/password to
the transport ?

Or can anyone see what is wrong ?


thanks


from isp from email client

2011-12-08 17:55:55 SMTP connection from mars-desktop.local
[192.168.2.3]:43006 I=[192.168.2.20]:25 closed by QUIT
2011-12-08 17:55:57 1RYiCI-0005JJ-Vx => pdc124@???
F=<px@???> R=smarthost_auto T=remote_smtp S=600 H=server2
[127.0.0.1] C="250 OK id=1RYiCK-0007qh-Q2"
2011-12-08 17:55:57 1RYiCI-0005JJ-Vx Completed

from @gmail, from email client

2011-12-08 17:57:56 SMTP connection from [192.168.2.3]:43008
I=[192.168.2.20]:25 (TCP/IP connection count = 1)
2011-12-08 17:57:58 1RYiEI-0005JO-A1 <= mx@???
H=mars-desktop.local [192.168.2.3]:43008 I=[192.168.2.20]:25 P=esmtp
S=578 id=4EE0FAA5.2070607@??? T="test" from <mx@???> for
pdc124@???
2011-12-08 17:57:58 cwd=/var/spool/exim4 3 args: /usr/sbin/exim4 -Mc
1RYiEI-0005JO-A1
2011-12-08 17:57:58 SMTP connection from mars-desktop.local
[192.168.2.3]:43008 I=[192.168.2.20]:25 closed by QUIT
2011-12-08 17:58:00 1RYiEI-0005JO-A1 ** pdc124@???
F=<mxxx@???> R=smarthost_auto T=remote_smtp: SMTP error from
remote mail server after MAIL FROM:<mx@???> SIZE=1617: host
smtp.gmail.com [74.125.79.109]: 530-5.5.1 Authentication Required. Learn
more at\n530 5.5.1
http://mail.google.com/support/bin/answer.py?answer=14257 x12sm20310192eef.9

the lookup file
*@gmail.com: smarthost="smtp.gmail.com::587"  
auth_name="mx@???"    auth_pass="xxxx"
*@isp.org smarthost="localhost::26" auth_name="px@???"  auth_pass="xxxx"

router :

smarthost_auto:
self = send
    condition = 
${extract{smarthost}{${lookup{$sender_address}wildlsearch{/etc/exim4/smtp_users}{$value}fail}}}
    driver = manualroute
    domains = ! +local_domains
    route_list = "* 
${extract{smarthost}{${lookup{$sender_address}wildlsearch{/etc/exim4/smtp_users}{$value}fail}}}"
    transport = remote_smtp

transport

remote_smtp:
debug_print = "T: remote_smtp for $local_part@$domain and $host_address"
driver = smtp
hosts_require_auth = smtp.gmail.com::587
hosts_require_tls = smtp.gmail.com::587
tls_certificate = /etc/exim4/exim.crt
tls_privatekey = /etc/exim4/exim.key