here is a deck for comparison.
So how does black use Chalice best? Some say with Spheres of Resistance. Well, I believe if you follow that route with Spheres, you will end up adding complimentary artifacts and the deck will evolve into a Workshop deck. Personally, I just don't like Spheres with any type of mono black deck, but that is my biased opinion. My belief is to use black spells that work around chalice. Utility lands, uncounterable spells, cycling, and my personal favorite, 'pitch' spells are fine examples of mechanics that have beautiful symmetry with Chalice. My next step was to find a deck with all these mechanics that worked well together even without Chalice. The philosophy is to use very narrow but terribly effective pitch spells and Chains.
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"Unholy Grail"
4 Chalice of the Void
4 Duress
3 Unmask
3 Contagion
3 Chains of Mephistopheles
1 Necropotence
1 Yawgmoth's Will
1 Demonic Tutor
1 Vampiric Tutor
4 Nantuko Shade
4 Mishra's Factory
4 Phyrexian Negator
3 Hypnotic Specter
1 Black Lotus
1 Mox Jet
1 Sol Ring
4 Dark Ritual
1 Strip Mine
4 Wasteland
6 Snow-Covered Swamp
3 Bloodstained Mire
4 Bayou
SB: 4 Null Rod
SB: 3 Pernicious Deed
SB: 2 Naturalize
SB: 3 Coughin' Purge
SB: 3 Withering Wisps
Hymn and Sink are just not needed or wanted. Hymn may nab cards your opponent can't cast. Sinkhole prevents your opponent from playing spells that will get countered anyway (in theory).
With this build, you want to throw down disruption and chalice asap. Tho it still depends on the specific matchup on how you want to chalice. Unmask+Chains+Contagion really makes a nice little trifecta with chalice. Dead cards are never really dead cards anymore. Cards like unmask and contagion still let you play your deck with chalices out.
Factories are the best creatures in this deck. The creature mix is great CC wise. Shades work well with Chalice. Like the cup, shade also works for a longer game. Wretches are not needed. They are stronger against Tog than the other grave hate, but not needed due to the other tog hating cards md. Coffin Purge is far better, it can be tossed to Unmask or a Chains to be used later.
Withering Wisps is tech suggested from waSP. It's fun, It has also been the source of a number of scoopings. Oh, it works sweet with factories.
Mind Twist didn't make it in the MD. The card is so good with a chalice black deck, I just don't have enough accelleration in the deck. Diabolic edicts are also a nice complement to the Contagions and should be considered.
Warning: I'm not claiming this deck to be Tier 1 at all, but I think it is more in theme with "Chalice Black v2" than the chalice/sphere build with a few cards switched.