Table A1.

Silicon bonds stable in cryosolvents (top, (a)); silicon bonds stable in water (middle, (b)); silicon bonds stable in sulfuric acid (bottom, (c)). Bonding matrices for atoms in three different solvents as used in this analysis. For the sets of atoms used, Combimol-B only allows bonds between atoms marked with a “+” in this matrix. Bonds to carbon are implicitly included for all elements, so the table showing bonds stable in water (middle, (b)) shows that only silicon bonded to carbon is stable against hydrolysis. Note that, while some Si–O bonds are stable to hydrolysis in water, many structures are not (e.g., O–Si–O–C-). Therefore, an Si–O bond is not listed as a stable output of COMBIMOL-B combinatorics for water and sulfuric acid.

(a)
	N	O	P	S	F	Cl	S=O	S=S	S(=O)=O	S(=S)=O	P=O	P=S	Si
N	+	+	+	+	+		+	+	+	+	+	+	+
O	+	+					+	+	+	+	+	+	+
P	+		+	+	+	+		+					+
S	+		+	+	+	+	+	+	+	+	+	+	+
F	+		+	+			+	+	+	+	+	+	+
Cl			+	+			+	+	+	+	+	+	+
S=O	+	+		+	+	+		+	+	+			+
S=S	+	+	+	+	+	+	+						+
S(=O)=O	+	+		+	+	+	+		+	+			+
S(=S)=O	+	+		+	+	+	+		+	+			+
P=O	+	+		+	+	+					+	+	+
P=S	+	+		+	+	+					+	+	+
Si	+	+	+	+	+	+	+	+	+	+	+	+	+
(b)
	N	O	P	S	F	Cl	S=O	S=S	S(=O)=O	S(=S)=O	P=O	P=S	Si
N	+	+		+			+	+	+	+	+	+
O	+	+					+	+	+	+	+	+
P	+							+
S	+			+			+	+	+	+	+	+
F	+
Cl
S=O	+	+		+					+	+
S=S	+	+	+	+
S(=O)=O	+	+		+			+		+	+
S(=S)=O	+	+		+			+		+	+
P=O	+	+		+
P=S	+	+		+
Si
(c)
	N	O	P+	S	F	Cl	S=O	S=S	S(=O)=O	S(=S)=O			Si
N	+	+
O	+	+				+			+	+
P+
S							+	+	+	+
F													+
Cl		+
S=O				+					+	+
S=S				+
S(=O)=O		+		+			+		+	+
S(=S)=O		+		+			+		+	+
Si					+								+