I find this configuration curious.
The second molecule is a very unlikely but interesting structure, specifically I'm talking abut the sulfur. You have a tetrahedral hypervalent sulfur atom. It is an interesting but untenable situation: the SR4 compounds are called 'sulfuranes'. The prototypical sulfurane is SH4 and is square pyramidal.
Pentavalent carbon sulfuranes (ie :SR4 where R=alkyl) with four C-S bonds are extremely uncommon but, owing to some ingenious chemistry, and some low temperatures, have been identified spectroscopically - some have even been isolated.
(A compound called Martin's sulfurane has been used in synthesis, dehydrating tertiary and secondary alcohols to alkenes, but it has two bonds to -O-Ph-CF3 ligands, and two to phenyl groups)
Here's a link to the image from Sigma-Aldrich, or just search Sigma for 'Martin's sulfurane'.
http://www.sigmaaldrich.com/medium/structureimages/62/mfcd00010662.png
Search google for "First Preparation of a Sulfurane with Four Carbon-Sulfur Bonds" and you'll find an article on the preparation of diphenyl bis(2,2'-biphenylylene)sulfurane, which is the compound the article title refers to (the Royal Society has a free version of the article online).
The S is psuedo trigonal bipyramidal, and you can see immediately that the biphenyl ligands confer some level of optical stability in rotation around the C-S bonds is hindered: that is, theoretically the compound would show atropoisomerism (like some of the molecules I mentioned in the other post here).
Possibly you saw the configuration (S with four sigma bonds) as curious, which it is - a more likely linkage would be the thioester, that is R-S-R' (ie if you removed the methyl and hydrogens on the sulfur).
As to other curiosities with representation: in American conventions the narrow end of the wedge bond points away from the central atom, and in European conventions, the narrow end of the wedge bond points to the central atom. They are best used to denote stereochemical configuration and they can be misleading: for example in your molecule, the cycloheptane scaffold in the bicyclic compound I believe you've referred to as a tropane analogue, appears flat (in the same plane as the paper).
In reality it adopts a much different conformation. But for convenience we may use the flattened structures, especially where mechanisms are concerned.
But back to the wedge bonds for a minute: you must be careful with their use, in that you don't confuse yourself with the shape of a particular molecule. It is conventional to use wedge bonds for tetrahedral or near tetrahedral atoms. Two bold wedge bonds coming from a carbon atom would only be possible if the other two bonds were both line, or both hashed wedge (if one was a hashed wedge and the other a line, the structure would not appear tetrahedral).
Since you're using the American convention, the nitrogen can have two wedge bonds attached: one from the ring-carbon (pointing to the nitrogen), and one from the nitrogen (pointing to another ring carbon). This is clear because the N has both narrow, and broad bold wedge bonds attached.
If it had two bold wedge bonds depicted as emerging from the nitrogen (narrow ends pointing at the N), it would be a confusing structure (in terms of this molecule).
Lastly, this paper addresses optical activity in sulfuranes, and the stereochemistry of various sulfuranes:
Stereochemistry of spirosulfuranes and their oxides: Static and dynamic aspects
