To reduce the packets captured to just those that are interesting you need a capture filter. http://wiki.wireshark.org/CaptureFilters has a good explanation; what you want is something like host smtp.gmail.com and port 25 (or 587, 465, etc.)

Since MIME::Lite->send isn't cutting it, why not use Net::SMTP::TLS directly? Something like:

sub make_and_send_email{
  my ($from, $to,$subject,$message, $path) =@_;
  use Net::SMTP::TLS;
  my $un='myun';
  my $pw='mypwd';
  my $mh='smtp.gmail.com';
  my $pt=25; # or 587, 465, etc depending on what gmail uses

  my $mailer = new Net::SMTP::TLS(
    $mh,
    Port => $pt,
    User => $un,
    Password => $pw,
    Timeout => 60,
  ) or die "Cannot create a TLS mailer instance!\n";

  $mailer->mail($from);
  $mailer->to($to);
  $mailer->data();

  my $msg = MIME::Lite->new(
    From       => $from,
    'Reply-to' => $from,
    To         => $to,
    Subject    => $subject,
    Type       => 'multipart/related'
  ) or die "Cannot create a new email instance!\n";

  $msg->attach(
    Type => 'TEXT',
    Data => $message,
  ) or die "Error adding TXT: $!\n";

  $msg->attach(
    Type        => 'aplication/pdf',
    Path        => $path,
    Disposition => 'attachment'
  ) or die "Error adding PDF: $!\n";

  $mailer->datasend($msg->as_string);
  $mailer->dataend();
  $mailer->quit();
}
[download]

Thanks That worked, and it generated an idea that helped solve a similar problem with imap Thanks a lot. Cheers Ted