CJam, 792 791 786791 bytes
I kind of got lazy near the end, a lot of them just ended up being increments and decrements (101 is a lot!), although I'm not sure if there is any other way for a few of the numbers. There's still plenty of time to golf it if I need to.
Around #40 there are some winky faces ;)
2016! e# 0
2016g
2016g)
201 6%
20 16-
20)16-
20 1>6*
20 1>6+
201mQ6-
201mQ6-)
2 01 6*(* e# 10
2 01*6*(
2 01*6*
2~016+
-2 016+
2)016(|
20;16
2(016+
2 016+
2)016+
20 16| e# 20
20)16|
20 1*6|
20 1|6|
20 16mQ+
20_*16/
20 1 6*+
20 1+6+
20 1)6++
20)1)6++
2 016(* e# 30
2 016*(
2 016*
201 6/
2 016)*
20(16+
20 16+
20)16+
20)16)+
20_+16;(
20_+16; e# 40
20_+16;)
20)_+16;
20)_+16;)
20(1m<6+
2)016(*
20 1m<6+
2)016*(
2)016*
2)016*)
2)016)*( e# 50
2)016)*
20 16_++
20)1 6(m<+
20(_16++
20_16++(
20_16++
20_16++)
20)_16++
20)_16++)
20 16mQ(* e# 60
20 16mQ(*)
2 01*6#((
2 01*6#(
2 01*6#
2 01*6#)
201_+6/(
201_+6/
201_+6/)
201mQ6(*(
201mQ6(* e# 70
20_16_+++(
20_16_+++
20_16_+++)
20)_16_+++
20(16mQ*(
20(16mQ*
20(16mQ*)
20_16^*((
20_16^*(
20_16^* e# 80
2)016mQ#
201mQ6*((
201mQ6*(
201mQ6*
201mQ6*)
201mQ6*))
201mQ6*)))
20_16__][20_16__]:+
20_16__][20_16__]:+)
20[20)_16__]:+ e# 90
20_16[20_16)__]:+
20__16_][20__16_]:+
20(1*6(*((
20(1*6(*(
20(1*6(*
20(1*6(*)
201mQ6)*(
201mQ6)*
20 1*6(*(
20 1*6(* e# 100