In German, it would be one word

James while John had had had had had had had had had had had a better effect on the teacher

I have an unreasonable hatred of this sentence. It is so hard to parce I refuse to acknowledge it as a valid English sentence.

https://youtu.be/7fVK7atPvLQ

My favorite sentence.

My favorite word is pneumonoultramicroscopicailicogolcanoconiosis.