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The OM617 turbo engine is not normally bothered by cold weather or extended cranking. However, everything you describe (total miles on the car/engine, use of WVO, 15W40 oil, ~5K miles since valve adjust) is sub-optimal for cold weather operation. No serious damage has been done, IMHO.
You're due for a valve adjust and an oil change so do both and consider pulling the injectors for inspection, cleaning, and pop pressure adjustment; failing that do a diesel purge. In the future, a block heater and synthetic oil is recommended for cold-weather operation.
Jeremy
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"Buster" in the '95
Our all-Diesel family
1996 E300D (W210) . .338,000 miles Wife's car
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