Heidegger's web of meaning is a view that states that we know an object less in its form than in its relation to other things - they derive "meaning" per Heidegger in the same way that a person would describe how a thing acquires purpose. Heidegger's "meaning" is the sum of our understanding of an object in the context of what that object is for not just what the item is. He puts forth that the identity of an item is meaningless without some understanding of its role in the world around it.
Weinberger associates this with his understanding of metadata and his "third order of order." The contextual information that describes the significance of a piece of data is Weinberger's third order of order. The tags and links we associate with ideas and units of information to make them easier to find are an externalization of our understanding of the significance of the data - not just a reference card, but a new piece of information that actually represents the meaning of a thing.
I don't typically identify with music on a cognitive emotional level - other than associating certain songs with memory (and not necessarily for any good reason) I identify with music solely on the basis of a sort of content-independent reading of the character of the music, attitude with which it is delivered, then develop an appreciation of the music largely based on my emotional state at the time. In other words, I sort of roll with the song. "Come Together" by The Beatles is a good example - for all intents and purposes, that song is about absolutely nothing, but it has a mean groove to it which has been bridging generations since it came out.
Therefore, selecting a song that has some sort of meaning to me is a bit difficult - there are a few songs that have just stuck with me over the years due to their delivery and some of their tonal characteristics. There are a few songs that make me feel nostalgic for purely emotional reasons, and a few that just plain get stuck in my head. I'm going to just have to pick one that falls into both categories:
"Low Rider" by War. My understanding of the song would be pretty difficult for any computer to make any sense of, as every bit of data about it is associative, save for a small number of physical characteristics of the song itself. The computer would need to understand human nature - the degree to which nostalgia affects our perception of the quality of an item, the degree to which nostalgia is formed based on the completeness of our memory of the events associated with the item, etc. It would also need to understand my own personal associations related to the cultural linkages of various forms of media, the identifiability of the song's signature over loud background noise, the historical playlist data of the radio stations that I listened to in my area in the 1990s, and the fact that my one great adventure in life (so far) with my best friends took place while listening a few CDs, two of which that song featured on.
Steep demands from a handful of silicon atoms.