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Yes, if dates are displayed in italic and a "S" is visible like that, it means that they are from the board's sprint.
It's strange but I must admit I have a Jira Cloud instance and I think your screens come probably from a Server/Data Center instance (issue view is really very different at my side).
Can you try to fill dates from Plan, commit changes and check if it's taken in account in the other side ?
But I don't understand why it does not work for you when filling dates from the issue view.