Orange Smile Bottles

The Orange Smile Syrup Co. was in business from 1920 to sometime around 1961. Formerly The Orange Julep Co (1914-1919).
Orange Smile was located at 515 Elm Street in St. Louis, Missouri from 1920-1928 then relocated to 2001 S. 9th Street for the duration.

The pic shows four bottles, all date from the mid to late 1940's.
The first is a 1 ounce size, then a 2 1/2 ounce, a 6 ounce, a finally a 6 1/2 ounce.
Not sure why a 1 ounce bottle was made, perhaps a salesman's sample?