At first glance, this sounds to me like NIM084080 - Allow users to register OLE DB connections with the data store. When I read your post and look closer at your screenshots, it looks like you are trying to register an OLE DB connection for your 'maximo' database with ArcGIS for Server. I found this thread which seemed to discuss similar issues. What's odd, however, is that the bug report indicates the fix version is 10.2 yet you indicated you are using 10.2.1. It's possible that what you're seeing is a different issue, but I still think it sounds very similar to the bug nonetheless. You might want to try contacting Tech Support to determine if this actually is NIM084080 or not.
I went though something similar with Oracle. The trick I learned was to test the 64 bit connection using some type of tool. I wrote one myself but I suspect that there must be a 64 bit DB2 tool that you can use. The best case is that this fails and resolving that problem will resolve the ArcGIS Server issue.Best of luck!
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