In general, no.
Listing multiple sections of a site* are usually only done if the sections are unrelated or offer exceptional content.
If your site has 200 pages on Shakespeare, 10 pages of ukrainian recipes, and a single page about your experience with the afterlife, all 3
might be listed in the disparate categories.
If it has 10 pages on apples, 10 on peaches, and 10 on bananas, it would probably be listed once in Fruit, rather than once each in Fruit/Apples , Fruit/Peaches , and Fruit/Bananas. If the majority of the site was about Bananas, and there was minimal information on apples and Peaches it might be only listed once in Fruit/Bananas.
There is just no easy, hard and fast rule to this. It depends on what is on the site when it is reviewed.
Each editor interprets the guidelines slightly differently, so an extremely borderline site may be listed one way by one editor, and not by another, but most sites fall on one side of the listing guidelines or the other.
All I can tell you is that repeatedly suggesting deeplinks of the site will not only annoy editors, but may end up giving your site a bad record as a spammer.
Basically avoid suggesting sections of the site, try to find the higher level category that spans all the content.
Any help?
* a site for odp purposes is a companies web presence, whether split over sub pages, sub domains, or even several seperate domains. Thats a design decision.