Hello, Fred. Your questions are important; I am glad you asked them.
1. YES those short little lines in -OCH3 and -OH are single bonds.
2. Although we are allowed to create symbols when they do not appear in the codes, I think your idea to turn this over to a graphic artist is a good one. The artist should draw the lines, the squiggles, and the circles/ovals just as they appear in print.