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To really capture the ISS crossing the disc of the moon you need to be in video mode, with a long focal length and pointed at and tracking the lunar disc. Even then it is just a speck and happens so quickly that it is over before you see it. Keep a close eye on the time and start videoing 15 / 20 sec. before the transit time and for a little while after just to make sure you get it.
If trying to manually track the ISS across the sky and take bursts at the same time would be a very tricky , wouldn't say impossible but damn difficult at long focal lengths. If you get a chance with an ISS pass before then, set up the gear you intend to use and try out the methods you are thinking of using.
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