IO::Socket::INET configuration failed error: 0000000000:lib(0):func(0):reason(0)

If you get this type of connectivity error, try using LDP or another ldap browser to re test connectivity to this target. If the alternate browser also errors out, then you have an underlying connectivity error that must be addressed.

If your alternate browser successfully connections, your key may not meet security requirements for SimpleSync.

The SimpleSync SSL library only allows server keys.

This is a security feature so that a user certificate not be used as an impostor. (You may find you can authenticate successfully using LDP… that is because LDP does not have this security restriction).

Dirwiz instructions for installing SSL certs in ADAM , specify the certificates must be marked for server authentication.

Have the certificate regenerated per the required specs. Apply the new key and try the connectivity test again.