If you try immediately after it has turned off it may be vapor locked. The diesel will become gaseus and will be in the form of vapor which will not ignite correctly. It should, of course start immediately. Just let it set for several minutes then try again.
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Yes, you can start diesel engine even if you don't have battery in!
600cc petrol or 800cc diesel
glow plugs
Not unless it is a carburated engine.
Repeated attempts to start a car will not hurt a car as long as the engine has the oil it's supposed to have. However, they aren't good for the battery.