How can I name this organic compound while adhering to the IUPAC standards?
It indeed can be named quite nicely using the recent "phane" nomenclature from the Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013, here is the example*
By abstracting to the bicyclo phane composed of nine benzene nodes ("superatoms") of three kinds, we get
Note that the "superatom" (more precise "amplificant") locant ordering matters. If the numbers in the first parentheses were sorted, it would mean a different structure, that is little bit hard to draw in 2D:
Publicly accessible references:
- Phane Nomenclature, Part I: Phane Parent Names
- Phane Nomenclature, Part II: Modification of the Degree of Hydrogenation and Substitution Derivatives of Phane Parent Hydrides
*) Please note there is a mistake in the example from the book, the pyridine (4) has wrong internal ring numbering - 4 should be replaced with 5. The name is correct, though. (It is mentioned in errata, for page 310).
ChemDoodle 8 can name this via the extended von Baeyer system, although the name is quite long. Thanks for putting up this nice example though!