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Outlook search works partially

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Good afternoon. 

Just faced a strange problem. Employee A in outlook 2016 tries to find the letters from employee B. If A uses quick search, it will return results for 16.10.2018 inclusive. If search through advanced search, at 21.01.2018. But if just scroll through the Inbox at the bottom, A can see that the first letter from the employee B has a date 12.0.1.2015. 

Same at me, when i delegate A's mailbox to mine (too outlook 2016). Pressing the button "to include the earlier results" does nothing, enable/disable caching too, Get-MailboxDatabaseCopyStatus command return bases state as healthy. 

Please tell me, what may be causing this problem?

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