Hey, so the issue is that Raid dens do drop things like Bottle caps, ability patches etc. but it won't drop any loot which is type specific. Here is an example of this:
],
"Bug": [
{
"item": "pixelmon:silver_powder",
"weight": 5
},
{
"item": "pixelmon:tr_gen8",
"weight": 50
},
{
"item": "minecraft:honey_bottle",
"weight": 50
},
{
"item": "pixelmon:pomeg_berry",
"weight": 50
},
{
"item": "pixelmon:iapapa_berry",
"weight": 50
},
{
"item": "pixelmon:lum_berry",
"weight": 50
},
{
"item": "pixelmon:kelpsy_berry",
"weight": 50
},
{
"item": "pixelmon:tiny_mushroom",
"weight": 30
},


^^^^
Those things won't drop
But those drop:

"2": {
"Any": [
{
"item": "pixelmon:rare_candy",
"weight": 25
},
{
"item": "pixelmon:tr_gen8{tm:5}",
"weight": 55
},
{
"item": "pixelmon:armorite_ore",
"weight": 50
},
{
"item": "pixelmon:dynite_ore",
"weight": 50
},
{
"item": "pixelmon:ruby",
"weight": 50
},
{
"item": "pixelmon:sapphire",
"weight": 50
},
{
"item": "pixelmon:amethyst",
"weight": 50

Does anybody have the same issue?

I have just tested multiple den raids and none have dropped type specific loot as well. Thank you for the post, awaiting movement to internal.