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Espruino is a JavaScript interpreter for low-power Microcontrollers. This site is both a support community for Espruino and a place to share what you are working on.
@Gordon
You could compare with what's here: https://github.com/espruino/Espruino/blob/master/targetlibs/stm32usb/usbd_cdc_hid.c#L181
But it seems like there might be some USB debug tools for Windows, and those might be the best place to start? They might give some clue as to what Windows thinks is wrong.