ASAM BENZOAT

------------MM2 Minimization------------

Pi System: 1 2 3 4 6 5 7 10

Warning: Some parameters are guessed (Quality = 1).

Iteration 30: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.4904

Bend: 1.4457

Stretch-Bend: -0.0076

Torsion: -3.9177

Non-1,4 VDW: -0.8519

1,4 VDW: 6.1727

Dipole/Dipole: 5.0473

Total Energy: 8.3789 kcal/mol

Calculation completed

CARTESIAN
 Atom X (A) Y (A) Z (A)
1 C(1) -4.4764 0.8082 -0.2133
2 C(2) -3.9576 -0.3859 0.107
3 C(3) -4.7791 -1.4096 0.3799
4 C(4) -6.1101 -1.2395 0.3317
5 C(5) -6.643 -0.0443 0.0093
6 C(6) -5.8075 0.9771 -0.2619
7 C(7) -7.9958 0.1226 -0.0409
8 O(8) -8.5696 1.3086 -0.3631
9 H(9) -7.8928 1.9829 -0.522
10 O(10) -8.7288 -0.8135 0.2053
11 H(11) -3.8035 1.653 -0.4381
12 H(12) -2.8643 -0.5245 0.1457
13 H(13) -4.3571 -2.3938 0.644
14 H(14) -6.7422 -2.1133 0.5643
15 H(15) -6.173 1.9806 -0.5322

INTERNAL COORDINATES

Bond Bond Length Angle 2nd Angle 2nd Angle 2nd Angle
Atom Angle ()
Atom (A) Atom Atom () Type
1 C(1)
2 C(2) C(1) 1.3407
3 C(3) C(2) 1.3407 C(1) 119.442
4 C(4) C(3) 1.3427 C(2) 120.2254 C(1) 0.0426 Dihedral
5 C(5) C(4) 1.3477 C(3) 120.8583 C(2) 0.039 Dihedral
6 C(6) C(1) 1.3426 C(2) 120.2871 C(3) -0.0749 Dihedral
7 C(7) C(5) 1.364 C(4) 120.6306 C(6) 120.9907 Pro-S
8 O(8) C(7) 1.3563 C(5) 122.367 C(4) -179.8997 Dihedral
9 O(10) C(7) 1.2142 C(5) 119.7923 O(8) 117.8404 Pro-S
10 H(11) C(1) 1.1032 C(2) 119.6512 C(6) 120.0618 Pro-R
11 H(12) C(2) 1.1026 C(1) 120.2616 C(3) 120.2964 Pro-R
12 H(13) C(3) 1.1029 C(2) 119.7104 C(4) 120.0642 Pro-S
13 H(14) C(4) 1.1033 C(3) 117.3885 C(5) 121.7532 Pro-S
14 H(15) C(6) 1.1017 C(1) 116.8994 C(5) 122.2921 Pro-R
15 H(9) O(8) 0.9685 C(7) 110.6216 C(5) -1.2397 Dihedral

METANOL
------------MM2 Minimization------------

Pi System: 1 2 3 4 6 5 7 10

Warning: Some parameters are guessed (Quality = 1).

Iteration 30: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.4904

Bend: 1.4457

Stretch-Bend: -0.0076

Torsion: -3.9177

Non-1,4 VDW: -0.8519

1,4 VDW: 6.1727

Dipole/Dipole: 5.0473

Total Energy: 8.3789 kcal/mol

Calculation completed

------------------------------------
------------MM2 Minimization------------

Warning: Some parameters are guessed (Quality = 1).

Iteration 17: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.0074

Bend: 0.5386

Stretch-Bend: 0.0069

Torsion: 0.0012

Non-1,4 VDW: 0.0000

1,4 VDW: 0.4109

Dipole/Dipole: 0.0000

Total Energy: 0.9651 kcal/mol

Calculation completed

------------------------------------

------------MM2 Minimization------------

Warning: Some parameters are guessed (Quality = 1).

Iteration 17: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.0074

Bend: 0.5386

Stretch-Bend: 0.0069

Torsion: 0.0012

Non-1,4 VDW: 0.0000

1,4 VDW: 0.4110

Dipole/Dipole: 0.0000

Total Energy: 0.9652 kcal/mol

Calculation completed

CARTESIAN

Atom X (A) Y (A) Z (A)

1 C(1) -12.6201 0.2523 0.2709
2 H(2) -12.6076 1.3639 0.2881
3 H(3) -11.5844 -0.1496 0.2335
4 H(4) -13.156 -0.1461 1.1596
5 O(5) -13.307 -0.1752 -0.8946
6 H(6) -13.3 -1.1348 -0.9331

INTERNAL COORDINATES

Bond Bond Length Angle 2nd Angle 2nd Atom 2nd Angle
Atom Angle ()
Atom (A) Atom Atom () Type
1 C(1)
2 O(5) C(1) 1.4187
3 H(2) C(1) 1.1118 O(5) 108.6285
4 H(3) C(1) 1.1116 O(5) 108.336 H(2) 110.5742 Pro-R
5 H(4) C(1) 1.1116 O(5) 108.3885 H(2) 110.5709 Pro-S
6 H(6) O(5) 0.9604 C(1) 109.3011 H(2) 178.2698 Dihedral

PROSES ESTERIFIKASI

------------MM2 Minimization------------

Pi System: 1 2 3 4 6 5 7 10

Warning: Some parameters are guessed (Quality = 1).

Iteration 30: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.4904

Bend: 1.4457

Stretch-Bend: -0.0076

Torsion: -3.9177

Non-1,4 VDW: -0.8519

1,4 VDW: 6.1727

Dipole/Dipole: 5.0473
Total Energy: 8.3789 kcal/mol

Calculation completed

------------------------------------

------------MM2 Minimization------------

Warning: Some parameters are guessed (Quality = 1).

Iteration 17: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.0074

Bend: 0.5386

Stretch-Bend: 0.0069

Torsion: 0.0012

Non-1,4 VDW: 0.0000

1,4 VDW: 0.4109

Dipole/Dipole: 0.0000

Total Energy: 0.9651 kcal/mol

Calculation completed

------------------------------------

------------MM2 Minimization------------

Warning: Some parameters are guessed (Quality = 1).

Iteration 17: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.0074

Bend: 0.5386

Stretch-Bend: 0.0069

Torsion: 0.0012
 Non-1,4 VDW: 0.0000

1,4 VDW: 0.4110

Dipole/Dipole: 0.0000

Total Energy: 0.9652 kcal/mol

Calculation completed

------------------------------------

------------MM2 Minimization------------

Warning: The number of ligands attached does not match the geometry of O(9)

Warning: The number of ligands attached does not match the geometry of H(10)

Warning: The number of ligands attached does not match the geometry of H(11)

Warning: The number of ligands attached does not match the geometry of O(12)

Separating coincident atoms: Lp(23)-Lp(24)

Pi System: 4 3 2 1 5 6 7 8

Note: 1,3 van der Waals interactions are used to compute the energy of angles around atoms with more
than 4 coordinate bonds.

Warning: Some parameters are guessed (Quality = 1).

Iteration 333: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 93.3068

Bend: 452.0239

Stretch-Bend: -21.2973

Torsion: -3.9177

Non-1,4 VDW: -2.0017

1,4 VDW: 10.4321

Total Energy: 528.5460 kcal/mol

Note: Due to high VDW interactions, some terms were not computed.

Calculation completed

CARTESIAN

Atom X (A) Y (A) Z (A)

1 C(1) -7.6733 0.382 -0.0355
2 C(2) -7.6008 1.7063 0.1909
3 C(3) -6.4122 2.327 0.3256
4 C(4) -5.2517 1.6502 0.2414
5 C(5) -5.3195 0.332 0.0169
6 C(6) -6.5046 -0.2598 -0.1157
7 C(7) -6.2041 -1.5526 -0.33
8 O(8) -6.9713 -2.47 -0.5056
9 O(9) -4.6817 -1.7248 -0.3283
10 H(10) -3.6857 -1.3879 -0.2252
11 H(11) -4.3942 -0.6343 -0.119
12 O(12) -3.2989 -0.4286 -0.0354
13 C(13) -1.8208 -0.8122 -0.0738
14 H(14) -1.6345 -1.5954 0.6953
15 H(15) -1.2186 0.097 0.1502
16 H(16) -1.5798 -1.1914 -1.0922
17 H(17) -8.6359 -0.1396 -0.1493
18 H(18) -8.5325 2.2922 0.2666
19 H(19) -6.3878 3.4146 0.5107
20 H(20) -4.2798 2.1553 0.3526

INTERNAL COORDINATES

Bond Bond Length Angle 2nd Angle 2nd Angle 2nd Angle
Atom Atom (A) Atom Angle () Atom () Type
1 C(5)
2 C(6) C(5) 1.3313
3 H(11) C(5) 1.3448 C(6) 106.4414
4 O(9) H(11) 1.147 C(5) 121.9479 C(6) 1.0611 Dihedral
5 C(4) C(5) 1.3389 C(6) 119.9602 H(11) 133.5984 Pro-R
6 C(1) C(6) 1.3357 C(5) 124.0082 C(4) -0.2005 Dihedral
7 C(7) C(6) 1.3445 C(1) 131.8477 C(5) 104.1441 Pro-S
 8 C(2) C(1) 1.3455 C(6) 115.8438 C(5) 0.1556 Dihedral
9 C(3) C(4) 1.346 C(5) 117.5083 C(6) 0.0865 Dihedral
10 H(10) O(9) 1.0564 C(7) 154.2979 H(11) 56.1328 Pro-S
11 O(12) H(11) 1.1175 C(5) 122.3141 O(9) 115.738 Pro-R
12 C(13) O(12) 1.5276 H(10) 97.0251 O(9) -178.8268 Dihedral
13 O(8) C(7) 1.2087 C(6) 127.6702 O(9) 123.0625 Pro-R
14 H(17) C(1) 1.1008 C(2) 122.0678 C(6) 122.0883 Pro-R
15 H(18) C(2) 1.1032 C(1) 119.2634 C(3) 119.5638 Pro-S
16 H(19) C(3) 1.1035 C(2) 119.3527 C(4) 119.1408 Pro-R
17 H(20) C(4) 1.1009 C(3) 121.6139 C(5) 120.8778 Pro-R
18 H(14) C(13) 1.1134 O(12) 108.7374 H(10) -58.2429 Dihedral
19 H(15) C(13) 1.1133 O(12) 108.2568 H(14) 110.1793 Pro-R
20 H(16) C(13) 1.1131 O(12) 108.5446 H(14) 110.8658 Pro-S

------------MM2 Minimization------------

Pi System: 1 2 3 4 6 5 7 10

Warning: Some parameters are guessed (Quality = 1).

Iteration 30: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.4904

Bend: 1.4457
 Stretch-Bend: -0.0076

Torsion: -3.9177

Non-1,4 VDW: -0.8519

1,4 VDW: 6.1727

Dipole/Dipole: 5.0473

Total Energy: 8.3789 kcal/mol

Calculation completed

------------------------------------

------------MM2 Minimization------------

Warning: Some parameters are guessed (Quality = 1).

Iteration 17: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.0074

Bend: 0.5386

Stretch-Bend: 0.0069

Torsion: 0.0012

Non-1,4 VDW: 0.0000

1,4 VDW: 0.4109

Dipole/Dipole: 0.0000

Total Energy: 0.9651 kcal/mol

Calculation completed

------------------------------------

------------MM2 Minimization------------

Warning: Some parameters are guessed (Quality = 1).

 Iteration 17: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.0074

Bend: 0.5386

Stretch-Bend: 0.0069

Torsion: 0.0012

Non-1,4 VDW: 0.0000

1,4 VDW: 0.4110

Dipole/Dipole: 0.0000

Total Energy: 0.9652 kcal/mol

Calculation completed

------------------------------------

------------MM2 Minimization------------

Warning: The number of ligands attached does not match the geometry of O(9)

Warning: The number of ligands attached does not match the geometry of H(10)

Warning: The number of ligands attached does not match the geometry of H(11)

Warning: The number of ligands attached does not match the geometry of O(12)

Separating coincident atoms: Lp(23)-Lp(24)

Pi System: 4 3 2 1 5 6 7 8

Note: 1,3 van der Waals interactions are used to compute the energy of angles around atoms with more
than 4 coordinate bonds.

Warning: Some parameters are guessed (Quality = 1).

Iteration 333: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 93.3068

Bend: 452.0239

Stretch-Bend: -21.2973
 Torsion: -3.9177

Non-1,4 VDW: -2.0017

1,4 VDW: 10.4321

Total Energy: 528.5460 kcal/mol

Note: Due to high VDW interactions, some terms were not computed.

Calculation completed

------------------------------------

------------MM2 Minimization------------

Pi System: 4 3 2 1 5 6 7 8

Warning: Some parameters are guessed (Quality = 1).

Iteration 198: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 1.2175

Bend: 9.0218

Stretch-Bend: 0.2394

Torsion: -3.9033

Non-1,4 VDW: 2.8800

1,4 VDW: 9.7855

Dipole/Dipole: 4.5063

Total Energy: 23.7473 kcal/mol

Calculation completed

CARTESIAN

Atom X (A) Y (A) Z (A)

1 C(1) -4.1721 0.4249 0.4417
2 C(2) -3.6054 -0.6845 0.9428
3 C(3) -4.3138 -1.8165 1.0405
 4 C(4) -5.5887 -1.8138 0.6312
5 C(5) -6.1423 -0.6966 0.1304
6 C(6) -5.4561 0.458 0.0168
7 C(7) -5.9612 1.632 -0.4857
8 O(8) -5.1859 2.5709 -0.4913
9 O(9) -7.201 1.9479 -0.9899
10 C(10) -8.2776 1.0611 -1.1296
11 H(11) -8.6406 0.728 -0.1325
12 H(12) -9.1124 1.6267 -1.6021
13 H(13) -8.0148 0.2357 -1.8277
14 H(14) -3.5132 1.3095 0.3989
15 H(15) -2.5539 -0.6695 1.2766
16 H(16) -3.8572 -2.7323 1.451
17 H(17) -6.1833 -2.7404 0.7103
18 H(18) -7.1884 -0.813 -0.1673

INTERNAL COORDINATES

Bond Bond Length Angle 2nd Angle 2nd Angle 2nd Angle
Atom Atom (A) Atom Angle () Atom () Type
1 C(1)
2 C(2) C(1) 1.3428
3 C(3) C(2) 1.3389 C(1) 120.167
4 C(4) C(3) 1.339 C(2) 118.6646 C(1) -0.0683 Dihedral
5 C(5) C(4) 1.3436 C(3) 120.5275 C(2) 0.1429 Dihedral
6 C(6) C(1) 1.3529 C(2) 122.54 C(3) -0.115 Dihedral
7 C(7) C(6) 1.3733 C(1) 119.0047 C(5) 125.1597 Pro-S
8 O(9) C(7) 1.3751 C(6) 131.4636 C(1) 179.3924 Dihedral
9 O(8) C(7) 1.2176 C(6) 115.2574 O(9) 113.2789 Pro-S
10 C(10) O(9) 1.4017 C(7) 125.706 C(6) -1.4623 Dihedral
11 H(14) C(1) 1.1038 C(2) 115.1323 C(6) 122.3276 Pro-R
12 H(15) C(2) 1.1034 C(1) 120.2541 C(3) 119.579 Pro-S
13 H(16) C(3) 1.1026 C(2) 120.686 C(4) 120.6494 Pro-R
14 H(17) C(4) 1.1038 C(3) 119.2937 C(5) 120.1788 Pro-R
15 H(18) C(5) 1.0938 C(4) 114.0166 C(6) 123.7178 Pro-R
16 H(11) C(10) 1.1122 O(9) 110.5414 C(7) 66.1055 Dihedral
17 H(12) C(10) 1.1136 O(9) 107.2659 H(11) 106.7257 Pro-S
18 H(13) C(10) 1.1126 O(9) 110.5162 H(11) 114.6749 Pro-R
------------MM2 Minimization------------

Warning: Some parameters are guessed (Quality = 1).

Iteration 11: Minimization terminated normally because the gradient norm is less than the minimum
gradient norm

Stretch: 0.0000

Bend: 0.0289

Stretch-Bend: 0.0000
 Torsion: 0.0000

Non-1,4 VDW: 0.0000

1,4 VDW: 0.0000

Dipole/Dipole: 0.0000

Total Energy: 0.0289 kcal/mol

Calculation completed

CARTESIAN

Atom X () Y () Z ()
1 O(1) -8.2945 0.2988 0.0126
2 H(2) -7.3617 0.1689 -0.0119
3 H(3) -8.6484 -0.574 -0.0119

INTERNAL COORDINATES

Bond Bond Angle 2nd Angle 2nd Angle 2nd Angle

Atom Atom Length Atom Angle () Atom () Type
1 O(1)
2 H(2) O(1) 0.9421
3 H(3) O(1) 0.9421 H(2) 104.0965

H2O