Apologies for not replying sooner. You're more likely to get a meaningful response in the Network Analyst forum: http://forums.arcgis.com/forums/102-Network-Analyst
Someone more knowledgeable than me can correct me if I'm wrong, but during a multiple service area request, all features except the last (outermost) one are "generalized" to help with processing time, at least in Desktop. It actually appears the opposite is happening here though, and that the outermost or singular ones are getting generalized while the interior multiples are not.My guess is it's something along these lines.
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