How about
:
Quote:
__________________________________________________ ________
Check this box to enable connection to calibre as a wireless device.
And, check this box to have calibre send the book file to CC when the book file in calibre is newer than the one in CC. NB: the connection process will be slower when this option is used.
__________________________________________________ ________
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Beginning a sentence with "And" is acceptable these days, especially in something such as this. But, you used the word 'check' in context of the 'box' and in context of the 'dates', that could be a bit confusing, and I'm not sure its necessary. If it is, then I suggest using 'compare' in respect of the dates.
Note the lack of a divider line between the two items - if that's possible