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I've created my custom object, I want to add a lookup or (ideally) a master detail relationship to ContentVersion. However when I go to create a New Relationship on the custom object, I don't see ContentVersion in the "Related To" drop down list. Is this a permissions issue, or is this just not possible? Any advice would be much appreciated, thanks!

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ContentVersion can not be the parent of any custom object.

ContentVersion can be the child, via a lookup relationship to Custom or Standard objects. This is done by Setup | Customize | Salesforce CRM Content | Fields | New

Historically, ContentVersion and its related objects ContentWorkspace, ContentDocument etc. were acquired through an acquisition and behave without complete adherence to normal standard and custom objects. There is an Idea I did years ago https://success.salesforce.com/ideaview?id=08730000000BrYFAA0 related to some limitations.

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