Connecting to a remote OpenLDAP server over SSL.

Question

I've been trying for several weeks now to get a remote OpenLDAP server up and running; configured in such a way that it only allows SSL and requires certificate validation.
I've created a CA with a self-signed certificate.
I used that CA to create a server and client certificate.
The server certificate is in /etc/ssl/certs, has a link by the name of its hash.0 pointing to it; permissions are all correct and /etc/ssl/slapd.conf point to it and the CA certificate.
The client certificate is on my MacBook Pro in /etc/ssl/certs along with the CA certificate; each of which also has its hash linked to it. /etc/ssl/ldap.conf is set up properly, the permissions are correct, and the following test command ran as my user produces a successful result:
ldapsearch -v -x -H ldaps://ldap.foo.org -b "dc=foo,dc=org" -d -1
Now the problem part. I open Directory Utility; go to Services with Advanced Settings enabled. After unlocking it, I click the LDAPv3 and the pencil icon.
I hit New... in the window that pops up and use ldap.foo.org as servername, SSL box ticked. I hit Continue, and behold; nothing happens.
It is to say; Directory Utility hangs for a while; after which it goes back to the box I clicked Continue in without any error or warning popping up; but obviously hasn't advanced.
The server logs indicate my Mac had actually connected; received the server certificate; but didn't send a client certificate at which point the TLS connection got aborted for some reason and the session ended.
My Mac Console shows something even more bizare, though:
11/09/08 23:09:22 com.apple.DirectoryServices[97123] Assertion failed: (ld != NULL), function ldapsearchext, file search.c, line 76.
My suspicion is that Directory Utility can't verify the server certificate and aborts the TLS connection. I expect it also uses /etc/openldap/ldap.conf? How can I diagnose the root of this problem?
Thanks a lot for your assistance; I just can't figure this out and any hint or pointer would be greatly appreciated. It now just looks like OSX does not support a secure LDAP over SSL configuration.
Though it currently isn't set up to be that way, I'd like to have my client also provide a certificate (CN=lhunath.foo.org) and have the server validate that. For now I've got the server set to:
TLSVerifyClient never
(And of course, the client:)
TLS_REQCERT demand
Message was edited by: lhunath

Answer 1

By the way; about the assertion error I get in Console; here's the relevant source of ldap.c. Looks like ld is not set; probably something going wrong before that with setting up the TLS connection, perhaps? Or not?
* ldapsearchext - initiate an ldap search operation.
* Parameters:
* ld LDAP descriptor
int
ldapsearchext(
LDAP *ld,
assert( ld != NULL );