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Thank you for looking into it.
Do you reach the signin url (https://www.wiborg.me:5000/#/signin)? That is what happen to me. Plan to take care of the www problem by a redirect.
The web-server is not active in the server so the Synology default response is to be expected.
Only the Photos application is exposed.
I have had a Lets Encrypt certificate some time ago on this configuration but the renewal failed so I removed the certificate to try install a new.
I don't know anything about Synology, but "No response from destination server" makes me think that it can't connect outbound to talk with Let's Encrypt's API. Does the system have working outbound Internet access?
That message is coming from the Synology installer, while the visible symptom is that only the Photos app is exposed. The HTTP challenge still needs a reachable web endpoint on port 80 before the certificate can be issued.