Will the back office split OSIs on contactless for long journeys?

Using Oyster, an OSI is made as long as the previous touch out is not timed out and the touch in can be joined, which can lead to a journey getting timed out after a sequence of (unexpected) OSIs.

Is this true using a contactless payment card? In particular, assume that the time limit is 1 hour and 50 minutes, if I touch in at 12:30 and out at 14:00, then in at 14:10 through an OSI and out again at 15:30, will it produce incomplete journeys? If not, it can be a good alternative when roving around the system (for example, to do the Random 15 challenge) as long as the individual journey components are under the time limit.