What are the apomorphies of Streptophyta that delineate them from Chlorophyta in Viridiplantae? I'm reading through Plant Systematics, 3rd Edition by Michael G. Simpson, and am having a hard time understanding the differences between the Chlorophytes and Streptophytes - discussed in Chapter 3: Evolution and Diversity of Green and Land Plants.  makes it seem like the development of oogamy and plasmodesmata delineate the Streptophytes from the Chlorophytes, yet, still we see a few lineages within Streptophytes without either of these apomorphies (even in the third edition's version of this cladogram). Where do we really draw the line between these sister groups?

In the article cited by Simpson in creating the rough cladogram of Figure 3.1, _From algae to angiosperms-inferring the phylogeny of green plants (Viridiplantae) from 360 plastid genomes_ (Ruhfel et. al, 2014), the phylogeny of Viridplantae is inferred from a set of 78 genes.

Thus, the division of Viridiplantae into the two sister groups Chlorophyta and Streptophyta is inferred / supported by molecular evidence.