I don't think there is any option to "synchronize" your iTuen library with an Android device. iTune only provide one time conversion to export the music to non-iOS device, personally I am not surprised as Apple ecosphere tends to motivate their customers to stay within the iOS domain. When you said you "had frequent errors interrupting the copy of files to the SD card", do you mean connecting the N5ii to your iOS device and copy the 110GB music library to the SD card directly? Maybe an external card readers will offer a faster and more reliable operation. N5ii does not support Airplay and the native HiBy player does not feature a special connection with iOS device, you probably will need to rely on the Bluetooth function only, which is indeed not as good as AIrplay. I'll am not family with iOS system so I hope other users can confirm the feasibility of third party applications regarding streaming to iOS devices.