Supplementary Material for "Improved Intermolecular Force Field for Crystalline

Oxohydrocarbons Including O-H...O Hydrogen Bonding", by Donald E. Williams

Note: Crystal structure reference codes are those assigned in the CSD file (ref. 36). Full names of

the molecules and atomic connectivity formulas can be displayed using computer software supplied with

the CSD file.

Table I. Crystal structure training set data.

crystal space molec pack deg MEP relaxed structure fit

structure formula group Z symm group free T fit a b c   
rot notes
---------------------------------------------------------------------------------------------------------------------------------
------------------
Class A. O(1) potential.
dufbov10 C2H4O P21/n 4 1 P21/n 10 150 2.7 0.1 1.9 0.3 0.1
3.8
civxio10 C3H6O Pnam 4 m Pna21 6 90 1.4 1.9 2.8 0.8
2.0
toxocn C4H8O4 C2/c 4 2 Cc 6 2.2 -0.7 -1.7 0.0 -0.9
0.2 a
oxboct C5H8O3 P21/c 4 1 P21/c 10 155 2.2 1.2 0.8 1.0 0.0
1.8
ptoxec C5H10O5 Pbcn 4 2 P21/n 5 1.6 -2.3 2.5 0.9
1.9
tanmat C6H8O3 P41212 4 2 P41 4 173 2.6 1.2 1.2 0.0 b
nunlaj C7H12O4 Pbcn 4 2 P21/n 5 1.4 -1.0 0.0 0.4
0.8
segbub C7H12O4 P21/c 4 1 P21/c 10 1.1 -1.3 0.2 -1.3 -1.7
3.5
bephot C8H10O5 P212121 4 1 P212121 9 2.1 -0.3 -0.7 1.9
2.8
bisliy C8H12O3 C2/c 8 1 C2/c 10 1.9 -0.2 -2.6 0.2 -0.3
1.6
nugluw C8H16O4 C2/c 4 2 Cc 6 203 2.1 -1.1 -0.2 0.5 1.3
0.7
toxcdp C8H16O4 P1_ 1 1_ P1 9 123 1.5 1.7 -0.1 -0.9 1.0 0.5 -0.5
2.6
dubguc C9H10O2 Pnma 4 m P212121 6 203 2.1 0.6 -0.5 -1.0
1.2
jaczui C10H18O6 P21/n 2 1_ P21 7 167 1.4 -1.6 0.5 0.3 0.3
2.0 c
kixris C10H16O3 P21/n 4 1_ P21/n 10 193 1.3 -2.3 -2.2 -1.8 -3.1
3.2
mdxtcu C10H12O3 P21/c 4 1 P21/c 10 2.7 -0.7 -0.3 -0.7 1.3
0.9
pewmin C10H18O3 P21/a 4 1 P21/a 10 143 1.0 -0.1 1.2 -0.4 -0.6
1.4
tmexoc C10H16O4 P21/c 2 1_ P21 7 1.7 -1.8 1.3 -1.7 -0.6
2.7
tmxben C10H14O4 P42/n 4 1_ 42 5 1.2 -0.8 -0.8 2.9
1.9
toxstd C10H16O4 P21/c 2 1_ P21 7 1.7 0.1 -0.8 -1.2 0.1
0.7
txctdd C10H16O4 P21/c 2 1_ P21 7 1.5 0.8 -3.0 -0.4 -0.2
2.0
vexpuj C10H8O2 P21/n 4 1_ P21/n 10 3.7 0.4 -0.3 0.1 0.9
3.8
Class B. O(2) potential.
CO2 CO2 Pa3_ 4 3_ 3_ 1 0 1.4 1.6 1.6 1.6
cimnuh C5H2O3 P41212 4 2 P41 4 2.7 0.9 0.9 1.6
b
acetph C8H8O P21/n 4 1 P21/n 10 154 1.4 2.8 -0.6 -1.6 -0.2
1.8
dcpedo C8H12O2 P21/n 2 1_ P21 7 1.7 -0.2 -2.9 -1.0 1.6
3.2
noywaz C8H8O2 C2/c 4 2 Cc 6 223 1.8 -1.4 1.4 -0.6 -1.0
0.7
Class C. O(1) and O(2) potentials.
bahsuy C3H6O2 P21/n 4 1 P21/n 10 145 1.7 -0.7 1.3 0.9 0.4
2.7
fowbau C5H4O3 P21/m 2 m P21 7 2.7 0.0 -0.1 -1.7 1.9
2.4
wikcau C5H4O2 Pna21 4 1 Pna21 8 150 2.5 2.2 -2.0 1.7
5.3
dednef C6H8O4 Pbca 8 1 Pbca 9 2.1 -0.8 -2.3 0.6
1.0
txbnon C6H8O4 P21/c 4 1 P21/c 10 2.3 0.5 -1.1 -0.7 1.2
2.1
bisloe C7H6O3 P21/c 4 1 P21/c 10 2.9 0.7 1.7 0.6 -1.8
1.9
enxbco C7H8O3 P21/c 4 1 P21/c 10 2.2 0.6 -0.1 -1.0 1.5
1.0
edmdxo C8H12O4 P212121 4 1 P212121 9 1.7 -1.0 -1.3 -2.7
3.9
giktup C8H6O5 P21/c 4 1 P21/c 10 2.8 -0.6 0.2 2.4 1.4
3.6
juvkam C8H8O2 Pbca 8 1 Pbca 9 2.0 -0.7 1.0 -2.0
2.5
oxhepa01 C8H6O4 P212121 4 1 P212121 9 3.0 0.3 -0.3 -1.2
2.9
phthao C8H4O3 Pna21 4 1 Pna21 8 1.9 -1.3 0.8 -2.7
1.0
sefpic C8H12O5 P212121 4 1 P212121 9 90 1.4 -0.3 1.0 -0.7
2.6
surcen C8H12O4 P21/n 4 1_ P21/n 10 1.6 -1.5 -0.9 0.6 2.0
1.1
surcir C8H12O4 P21/c 4 1 P21/c 10 1.7 -2.4 -1.5 0.5 -1.2
0.8
Class D. H(2), O(1) and/or O(2) potentials.
meryol03 C4H10O4 I41/a 4 1_ I41 5 23 2.9 0.1 0.1 2.7
1.5 d
abinor01 C5H10O5 P21/c 4 1 P21/c 10 3.2 0.7 0.0 1.1 -1.1
1.6 d
arabol C5H12O5 Pna21 4 1 Pna21 8 2.3 -1.2 1.9 0.1
1.8
aralac C5H8O5 P212121 4 1 P212121 9 3.2 -0.3 0.7 0.4
1.5
lyxose01 C5H10O5 P212121 4 1 P212121 9 2.7 2.1 -1.1 0.7
2.2 d
peryto10 C5H12O4 I4_ 4_ 2 I1 3 2.3 -0.4 -0.4 -1.6
0.2 d
vozmay C15H12O5 P1 2 1 P1 15 2.1 0.4 -0.1 0.0 -0.7 0.8 -0.7
1.0,1.6 e
xylose03 C5H10O5 P212121 4 1 P212121 9 2.9 0.8 2.2 -1.3
3.2 d
ahglpy01 C6H10O5 P212121 4 1 P212121 9 2.7 -0.2 1.1 0.7
2.1
ahidit C6H12O5 P21 2 1 P21 8 2.5 -0.1 0.7 0.7 0.5
1.3
alitol01 C6H14O6 P21/c 2 1_ P21 7 2.4 -0.2 -1.9 1.7 1.6
2.3
amanof C6H10O5 P212121 4 1 P212121 9 3.0 1.8 -0.9 1.0
1.5
angulf C6H18O6 P212121 4 1 P212121 9 2.5 0.5 -1.0 0.7
2.3
bddigx C6H12O4 P212121 4 1 P212121 9 2.4 0.0 -0.4 -1.9
3.6
bdglos01 C6H12O6 P212121 4 1 P212121 9 3.1 2.9 -0.7 0.0
1.3
bomkuj C6H14O3 P21/c 4 1 P21/c 10 1.3 -1.1 -0.1 0.2 0.9
1.5
cekpir C6H10O4 P212121 4 1 P212121 9 100 2.5 2.2 1.8 -1.2
0.5
celtui C6H12O5 P21 2 1 P21 8 2.6 0.6 -2.1 1.8 -0.2
1.2
cokbin C6H12O6 P21 2 1 P21 8 2.7 0.3 -1.0 0.5
1.7
dachiy C6H12O5 P21 2 1 P21 8 2.7 -1.8 -0.3 1.6 1.7
0.4
dlmant C6H14O6 Pna21 4 1 Pna21 8 123 2.2 -0.2 2.1 0.1
1.0
dmantl07 C6H14O6 P212121 4 1 P212121 9 2.8 -0.8 1,0 -0.7
3.6
duhjul C6H12O5 P212121 4 1 P212121 9 2.6 0.0 0.7 1.2
0.7
epinos C6H12O6 P21/c 4 1 P21/c 10 3.1 2.0 -0.1 -0.3 0.7
1.2
facrik05 C6H8O2 P21/c 4 1 P21/c 10 213 1.7 -1.0 1.4 0.1 -4.1
6.9
fopkok C6H12O6 P21 2 1 P21 8 2.5 -1.6 1.4 -0.5 -1.2
1.4
fructo02 C6H12O6 P212121 4 1 P212121 9 3.0 -0.8 0.5 -0.9
1.9 d
glchnl C6H8O4 P212121 4 1 P212121 9 2.1 -1.0 -2.1 1.1
3.5
glucit01 C6H14O6 P212121 4 1 P212121 9 3.0 0.9 0.1 0.7
0.4 d
glucsa04 C6H12O6 P212121 4 1 P212121 9 95 2.6 -2.1 2.7 0.9
1.9
glucsa10 C6H12O6 P212121 4 1 P212121 9 2.6 0.5 -0.6 0.5
3.0
glulac10 C6H10O6 P212121 4 1 P212121 9 2.6 -1.7 1.6 1.0
2.2
gulono10 C6H10O6 P212121 4 1 P212121 9 3.6 -0.4 1.1 0.2
1.6
hyprcx C6H8O5 P21/c 4 1 P21/c 10 2.4 -1.0 2.4 -0.5 0.6
1.6
iascor10 C6H8O6 P21 2 1 P21 9 2.2 1.4 2.0 3.0 -0.5
2.1
jojzox C6H14O6 P21 2 1 P21 9 2.6 2.1 -0.6 0.8 2.0
2.5
lascac10 C6H8O6 P21 4 1 P21 15 2.9 -0.6 2.1 1.5 -0.6
0.9,1.6 e
malara10 C6H12O5 P212121 4 1 P212121 9 2.3 0.0 0.4 0.6
0.7
mblara10 C6H12O5 P212121 4 1 P212121 9 2.7 0.2 -1.8 2.0
2.4
mblarb C6H12O5 P212121 4 1 P212121 9 2.6 -0.3 -0.3 1.5
2.2
mdribp02 C6H12O5 P212121 4 1 P212121 9 2.4 -0.2 -1.0 0.9
1.7 d
muinos C6H12O6 P21/c 4 1 P21/c 10 2.2 0.7 0.8 0.1 -0.1
0.6
mxlpyr C6H12O5 P21 4 1 P21 15 2.3 -0.6 -0.4 0.2 1.0
1.9,5.6 e
povsey C6H12O2 P21/c 6 1,1_ P21/c 13 1.4 0.3 -0.5 -0.6 0.0
1.6,2.6 f
resora13 C6H6O2 Pna21 4 1 Pna21 8 1.8 -1.1 2.2 -0.5
2.3 d
ruwbiu C6H12O5 P212121 4 1 P212121 9 2.6 0.3 -1.0 2.3
2.4
safxom C6H10O5 P21 2 1 P21 8 2.9 -1.2 0.0 1.5 0.6
3.3
safyaz C6H10O5 P212121 4 1 P212121 9 3.2 0.5 1.3 -0.4
1.6
safyed C6H10O5 P212121 4 1 P212121 9 2.4 0.8 -0.2 0.2
2.2
vomxea C6H14O6 P21/n 4 1 P21/n 10 3.2 -0.1 -0.1 0.3 -0.4
0.5
vucceb C6H10O4 P212121 4 1 P212121 9 2.5 -1.1 -0.1 1.7
1.7
xylobm01 C6H12O5 P21 4 1 P21 8 1.9 0.6 -2.4 0.3 -0.3
1.6
yodsal C6H10O5 P212121 4 1 P212121 9 3.0 0.7 0.0 0.5
3.6
yodsep C6H10O6 P212121 4 1 P212121 9 3.1 1.2 -0.1 0.0
3.0
yodsit C6H10O5 P212121 4 1 P212121 9 2.3 -0.7 -0.5 1.0
1.2
yosraz C6H8O6 P213 12 1 P213 7 3.0 0.3 0.3 0.3
0.4
yuyguu C6H8O4 P21 2 1 P21 8 2.6 -0.5 -0.1 -0.2 0.5
2.6
yuyhab C6H8O4 P1 1 1 P1 9 2.4 -1.5 1.5 -1.9 -0.1 0.8 2.3
2.8
zowjaw C6H12O5 P212121 4 1 P212121 15 2.5 0.6 -0.2 -0.2
1.4,1.9 e
Class E. H(3), O(1) and/or O(2) potentials.
dglyac C4H6O5 C2/c 2 2 Cc 6 1.7 0.0 -0.8 -0.1 1.5
2.6
sucacb03 C4H6O4 P21/c 2 1_ P21 7 77 2.0 -1.9 1.6 0.3 -2.4
4.0 d
cotpac C5H6O5 P21/c 4 1 P21/c 10 1,7 -2.4 -0.6 0.7 1.4
1.8
cprdca C5H6O4 P1_ 4 1 P1_ 18 1.7 -1.3 0.3 -1.3 0.5 -0.0 0.0
0.5,0.7 e
fojrax C5H6O4 P21/n 4 1 P21/n 10 2.1 -1.9 1.8 -1.2 4.2
5.8
mesucc C5H8O4 P21/a 4 1 P21/a 10 1.8 -1.7 -1.5 -0.4 0.4
2.4
cbudcx C6H6O4 Cc 4 1 Cc 8 1.8 3.0 -1.8 -1.7 -0.0
2.8
cbutca01 C6H8O4 P21/c 4 1 P21/c 10 20 1.6 1.9 -1.3 -0.4 0.9
3.0
lezhut C6H8O2 C2/c 8 1 C2/c 10 150 1.5 -0.8 -1.2 0.8 1.0
1.1
telzoz C6H6O6 Pbca 8 1 Pbca 9 150 2.2 2.3 -0.5 -0.6
1.7
benzac08 C7H6O2 P21/c 4 1 P21/c 10 50 1.7 1.1 0.1 2.2 1.9
1.9 d
cokbaf C8H12O4 P1_ 2 1 P1_ 12 1.5 -1.9 0.8 -2.6 0.1 1.0 0.4
0.7
hesxos C8H14O3 P1_ 2 1 P1_ 12 1.4 -0.5 -2.4 -2.6 0.7 -0.9 1.9
2.7
subrac03 C8H14O4 P21/c 2 1 P21 7 123 1.4 -1.3 0.8 2.7 3.0
3.4 d
tehmuo C8H10O2 P21/c 4 1 P21/c 10 100 1.8 0.9 0.8 1.7 1.4
1.8
wejhuo C8H10O2 Pbca 8 1 Pbca 9 143 1.6 1.1 0.9 -0.4
3.2
zzzmly01 C8H8O2 P21/a 4 1 P21/a 10 1.9 -2.4 -2.2 -1.9 1.2
2.6
Class F. H)2), H(3), O(1) and O(2) potentials.
dlmalc11 C4H6O5 P21/c 4 1 P21/c 10 2.3 -1.3 -0.8 -1.9 0.9
4.4
tartac04 C4H6O6 P21 2 1 P21 8 2.6 -1.2 -0.7 0.8 0.0
1.3
bippev C5H6O6 P1 1 1 P1 9 123 2.5 1.9 0.7 0.1 0.6 -0.7 -1.6
2.3
pevver C5H10O4 P31 3 1 P31 7 2.0 -0.2 -0.2 -0.3
2.5 g
vonyus C5H8O7 P21 2 1 P21 8 2.9 -1.5 -0.6 -1.3 -1.2
2.0
bivtuv C6H10O8 P1_ 1 1_ P1 9 126 2.8 2.7 1.7 -0.8 -1.9 5.0 0.0
3.0

a. Ring center site charge included.

b. Permitted translation and rotation about diagonal twofold was not varied.
c. Molecule contains peroxy rings.
d. Structure determined by neutron diffraction.
e. Z'=2
f. Z'=1.5
g. Permitted trigonal cell angle was not varied.