The Bennettitaleans are a seed-bearing, cycad-like group from the Mesozoic Era. They were originally mistaken for cycads because of their growth form, but their reproductive structures and stomatal structure make them more related to flowering plants. There are two groups: the cycadeoids (stout trunks and bisporangiate reproductive structures), and Williamsonia and Williamsoniella (slender, branching trunks and either bisporangiate or monosporangiate strobili). These reproductive structures are quite flower-like: sterile petal-like bracts, with a whorl of microsporophylls, with ovulate receptacle in the center.
Short tree
Woody stems that is heavily armored with persistent leaf bases
Very cycad-like vegetatively; example of convergent evolution
Pinnate and cycad-like leaves with syndetocheilic stomata (Form genus is Nilssonia)
Oleanane present (similar to angiosperms)
Unknown
Bisexual seed-cones that are flower-like
Outermost sterile bracts similar to sepal-like structures
Possible colorful petal-like structures
May have attracted and been pollinated by early invertebrates
Microsporophylls are pinnate fronds with pollen sacs
Ovulate structure
Ovules alternate with scales on ovulate receptacle
Reminiscent of angiosperm carpal (may be too derived to be ancestral to angiosperms)
Ovules
Reduced gametophyte
Rapid fertilization and embryogenesis after pollination
Early Permian (Cisuralian) - Late Cretaceous
Harvesting the Extinct Bennettitales (Deposits Magazine, 2016)