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It depends on the following scenarios:
You can deploy this connector either locally in Oracle Identity Manager ( i.e, the OIM and OID are deployed in the same machine).
If you have your OID, then installation of Connector Server is required. A Connector Server enables remote execution of an Identity Connector.
If they are on separate hosts and as you are using OID connector - yes, you have to use connector server to connect remotely.
Configuring SSL is not mandatory - However, if you want to configure connector for SSL, refer: http://docs.oracle.com/cd/E22999_01/doc.111/e28603/deploy.htm#BGBHHEAB
User accounts that are required for OID connector installation, refer: http://docs.oracle.com/cd/E22999_01/doc.111/e28603/deploy.htm#BGBDBGIE
P.S: Just as a suggestion, you can enable LDAP sync (OOTB feature) in OIM, which does not need any connector server to be installed if installed on different host also. But, you may need to install OVD, where there will be two adapters configured that communicates with OIM and OID.