In terms of his timing - a lot of the R&B hip-hop stuff he does including the D'Angelo gig is based around the way J Dilla, a hip hop producer went about his thing - in a word (or two) its NOT quantized in the slightest - CDD has translated it to the kit - its really f******g difficult to play.
Think of it in these terms
A. Play the snare smack bang on it B. Play the "1" on the kick a 32nd note late - try playing a flam where the right hand is on the one and the Kick late C. Play an in-between the cracks feel ala Stanton Moore on the hi-hats - half way between straight and swung D. Limb variations on the above when you've cracked that
Also listen to
Fantastic Vol 1 by Slum Village Like Water for Chocolate by Common So Far So Good (indv track) by J Dilla - listen out for the hi-hat shoop - is it early or late - not sure
Also Out of Time....Out of Mind..on the latest Erykah Badu album - not a Dilla thing but certainly the same feel - its long but bear with it.