3D Periodic Editor 3D Molecular And Reaction Editor Expert Editor Microsoft Quantum Editor EMSL Aerosol Workshop Editor Manual 3D Periodic Editor 3D Molecular And Reaction Editor Expert Editor Microsoft Quantum Editor EMSL Aerosol Workshop Editor Manual Results from an EMSL Arrows Calculation
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The id(s) for emsiles = COC(=O)C(C(F)(F)O)(F)F theory{ccsd(t)} xc{unknown} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} theory_base{dft} xc_base{b3lyp} basis_base{6-311++G(2d,2p)} are: 79888
Use id=% instead of esmiles to print other entries.
mformula = C4F4H4O3
iupac = methyl 2,2,3,3-tetrafluoro-3-hydroxypropanoate
PubChem = 89372209
PubChem LCSS = 89372209
synonyms = SCHEMBL14569119
Search Links to Other Online Resources (may not be available):
- Google Structure Search
- EPA CompTox Database
- Chemical Entities of Biological Interest (ChEBI)
- NIH ChemIDplus - A TOXNET DATABASE
- The Human Metabolome Database (HMDB)
- OECD eChemPortal
- Google Scholar
+==================================================+
|| Molecular Calculation ||
+==================================================+
Id = 79888
NWOutput = Link to NWChem Output (download)
Datafiles:
image_resset: api/image_reset/79888
Calculation performed by Eric Bylaska - aqe
Numbers of cpus used for calculation = 119
Calculation walltime = 2005.400000 seconds (0 days 0 hours 33 minutes 25 seconds)
+----------------+
| Energetic Data |
+----------------+
Id = 79888
iupac = methyl 2,2,3,3-tetrafluoro-3-hydroxypropanoate
mformula = C4F4H4O3
inchi = InChI=1S/C4H4F4O3/c1-11-2(9)3(5,6)4(7,8)10/h10H,1H3
inchikey = AGDFRRPDCJWWDK-UHFFFAOYSA-N
esmiles = COC(=O)C(C(F)(F)O)(F)F theory{ccsd(t)} xc{unknown} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} theory_base{dft} xc_base{b3lyp} basis_base{6-311++G(2d,2p)}
calculation_type = ovc
theory = ccsd(t)
xc = unknown
basis = 6-311++G(2d,2p)
charge,mult = 0 1
energy = -778.644107 Hartrees
enthalpy correct.= 0.102790 Hartrees
entropy = 106.083 cal/mol-K
solvation energy = -9.527 kcal/mol solvation_type = COSMO
Sitkoff cavity dispersion = 2.393 kcal/mol
Honig cavity dispersion = 7.666 kcal/mol
ASA solvent accesible surface area = 306.622 Angstrom2
ASA solvent accesible volume = 286.463 Angstrom3
+-----------------+
| Structural Data |
+-----------------+
JSmol: an open-source HTML5 viewer for chemical structures in 3D
Number of Atoms = 15
Units are Angstrom for bonds and degrees for angles
Type I J K L M Value
----------- ----- ----- ----- ----- ----- ----------
1 Stretch C1 O2 1.44503
2 Stretch C1 H12 1.08386
3 Stretch C1 H13 1.08708
4 Stretch C1 H14 1.08728
5 Stretch O2 C3 1.32713
6 Stretch C3 O4 1.19800
7 Stretch C3 C5 1.55140
8 Stretch C5 F6 1.35336
9 Stretch C5 F7 1.34854
10 Stretch C5 C8 1.55218
11 Stretch C8 F9 1.35936
12 Stretch C8 F10 1.36050
13 Stretch C8 O11 1.35065
14 Stretch O11 H15 0.96608
15 Bend O2 C1 H12 105.24328
16 Bend O2 C1 H13 110.02399
17 Bend O2 C1 H14 109.95530
18 Bend H12 C1 H13 110.95667
19 Bend H12 C1 H14 110.98792
20 Bend H13 C1 H14 109.60020
21 Bend C1 O2 C3 115.44406
22 Bend O2 C3 O4 126.82248
23 Bend O2 C3 C5 111.08843
24 Bend O4 C3 C5 122.08777
25 Bend C3 C5 F6 111.00699
26 Bend C3 C5 F7 108.48184
27 Bend C3 C5 C8 113.07031
28 Bend F6 C5 F7 108.29878
29 Bend F6 C5 C8 108.10189
30 Bend F7 C5 C8 107.73057
31 Bend C5 C8 F9 108.89142
32 Bend C5 C8 F10 109.00750
33 Bend C5 C8 O11 109.70296
34 Bend F9 C8 F10 105.97230
35 Bend F9 C8 O11 111.59904
36 Bend F10 C8 O11 111.55523
37 Bend C8 O11 H15 109.25714
38 Dihedral C1 O2 C3 O4 -0.91674
39 Dihedral C1 O2 C3 C5 178.67033
40 Dihedral O2 C3 C5 F6 29.80208
41 Dihedral O2 C3 C5 F7 148.68135
42 Dihedral O2 C3 C5 C8 -91.88751
43 Dihedral C3 O2 C1 H12 -179.99933
44 Dihedral C3 O2 C1 H13 60.40553
45 Dihedral C3 O2 C1 H14 -60.40290
46 Dihedral C3 C5 C8 F9 -179.88205
47 Dihedral C3 C5 C8 F10 -64.70015
48 Dihedral C3 C5 C8 O11 57.71907
49 Dihedral O4 C3 C5 F6 -150.58807
50 Dihedral O4 C3 C5 F7 -31.70880
51 Dihedral O4 C3 C5 C8 87.72234
52 Dihedral C5 C8 O11 H15 176.25341
53 Dihedral F6 C5 C8 F9 56.80840
54 Dihedral F6 C5 C8 F10 171.99030
55 Dihedral F6 C5 C8 O11 -65.59048
56 Dihedral F7 C5 C8 F9 -60.01933
57 Dihedral F7 C5 C8 F10 55.16257
58 Dihedral F7 C5 C8 O11 177.58180
59 Dihedral F9 C8 O11 H15 55.47884
60 Dihedral F10 C8 O11 H15 -62.85457
+-----------------+
| Eigenvalue Data |
+-----------------+
Id = 79888
iupac = methyl 2,2,3,3-tetrafluoro-3-hydroxypropanoate
mformula = C4F4H4O3
InChI = InChI=1S/C4H4F4O3/c1-11-2(9)3(5,6)4(7,8)10/h10H,1H3
smiles = COC(=O)C(C(F)(F)O)(F)F
esmiles = COC(=O)C(C(F)(F)O)(F)F theory{ccsd(t)} xc{unknown} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} theory_base{dft} xc_base{b3lyp} basis_base{6-311++G(2d,2p)}
theory = ccsd(t)
xc = unknown
basis = 6-311++G(2d,2p)
charge = 0
mult = 1
solvation_type = COSMO
twirl webpage = TwirlMol Link
image webpage = GIF Image Link
Eigevalue Spectra
--- -- --- 13.70 eV
7 - - - -
7 - - - -
- - - - --
--- -- ---
-- -- -- -
---- ----
-- -- -- -
- - - - --
6 - - - -
--- -- ---
-- -- -- - LUMO= 0.93 eV
HOMO= -13.18 eV ++++ ++++
+++ ++ +++
++++++++++
+++ ++ +++
+ + + + ++
+++ ++ +++
++++++++++
++++ ++++
+++ ++ +++
++++++++++
++++++++++
++++++++++
++++++++++
++++++++++
-40.79 eV ++++++++++
spin eig occ ---------------------------- restricted -40.79 2.00 restricted -39.77 2.00 restricted -38.12 2.00 restricted -29.59 2.00 restricted -27.48 2.00 restricted -25.55 2.00 restricted -23.41 2.00 restricted -23.20 2.00 restricted -22.53 2.00 restricted -22.03 2.00 restricted -21.55 2.00 restricted -21.27 2.00 restricted -19.77 2.00 restricted -19.56 2.00 restricted -19.38 2.00 restricted -19.06 2.00 restricted -19.03 2.00 restricted -18.83 2.00 restricted -18.49 2.00 restricted -18.01 2.00 restricted -17.95 2.00 restricted -17.01 2.00 restricted -16.91 2.00 restricted -15.87 2.00 restricted -15.66 2.00 restricted -15.50 2.00 restricted -15.05 2.00 restricted -13.34 2.00 restricted -13.18 2.00 restricted 0.93 0.00 restricted 1.18 0.00 restricted 1.83 0.00 restricted 1.93 0.00 restricted 2.43 0.00 restricted 2.78 0.00 restricted 3.06 0.00 restricted 3.42 0.00 restricted 3.55 0.00 restricted 3.64 0.00 restricted 3.94 0.00 restricted 4.01 0.00 restricted 4.10 0.00 restricted 4.38 0.00 restricted 4.61 0.00 restricted 4.91 0.00 restricted 5.20 0.00 restricted 5.22 0.00 restricted 5.39 0.00 restricted 5.94 0.00 restricted 6.15 0.00 restricted 6.47 0.00 restricted 7.37 0.00 restricted 7.52 0.00 restricted 7.60 0.00 restricted 7.77 0.00 restricted 8.03 0.00 restricted 8.52 0.00 restricted 8.91 0.00 restricted 9.34 0.00 restricted 9.63 0.00 restricted 9.88 0.00 restricted 10.04 0.00 restricted 10.31 0.00 restricted 10.48 0.00 restricted 10.76 0.00 restricted 11.05 0.00 restricted 11.21 0.00 restricted 11.24 0.00 restricted 11.45 0.00 restricted 11.59 0.00 restricted 11.74 0.00 restricted 11.84 0.00 restricted 12.11 0.00 restricted 12.13 0.00 restricted 12.46 0.00 restricted 12.64 0.00 restricted 12.69 0.00 restricted 12.88 0.00 restricted 13.07 0.00 restricted 13.34 0.00 restricted 13.58 0.00 restricted 13.70 0.00
+----------------------------------------+ | Vibrational Density of States Analysis | +----------------------------------------+ Total number of frequencies = 45 Total number of negative frequencies = 0 Number of lowest frequencies = 14 (frequency threshold = 500 ) Exact dos norm = 39.000 Generating vibrational DOS Generating model vibrational DOS to have a proper norm 10.00 38.97 13.98 39.00 50.00 38.51 13.51 39.00 100.00 37.99 12.99 39.00 Generating IR Spectra Writing vibrational density of states (DOS) to vdos.dat Writing model vibrational density of states (DOS_FIXED) to vdos-model.dat Writing IR spectra to irdos.dat Temperature= 298.15 zero-point correction to energy = 56.902 kcal/mol ( 0.090679) vibrational contribution to enthalpy correction = 62.133 kcal/mol ( 0.099015) vibrational contribution to Entropy = 34.703 cal/mol-k hindered rotor enthalpy correction = 0.000 kcal/mol ( 0.000000) hindered rotor entropy correction = 0.000 cal/mol-k
DOS sigma = 10.000000
- vibrational DOS enthalpy correction = 0.099014 kcal/mol ( 62.132 kcal/mol)
- model vibrational DOS enthalpy correction = 0.099041 kcal/mol ( 62.149 kcal/mol)
- vibrational DOS Entropy = 0.000056 ( 35.259 cal/mol-k)
- model vibrational DOS Entropy = 0.000056 ( 35.317 cal/mol-k)
- original gas Energy = -778.644107 (-488606.550 kcal/mol)
- original gas Enthalpy = -778.541317 (-488542.049 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -778.541319 (-488542.050 kcal/mol, delta= -0.001)
- model DOS gas Enthalpy = -778.541292 (-488542.033 kcal/mol, delta= 0.016)
- original gas Entropy = 0.000169 ( 106.083 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000170 ( 106.640 cal/mol-k,delta= 0.557)
- model DOS gas Entropy = 0.000170 ( 106.698 cal/mol-k,delta= 0.615)
- original gas Free Energy = -778.591721 (-488573.677 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -778.591987 (-488573.844 kcal/mol, delta= -0.167)
- model DOS gas Free Energy = -778.591987 (-488573.845 kcal/mol, delta= -0.167)
- original sol Free Energy = -778.606903 (-488583.204 kcal/mol)
- unadjusted DOS sol Free Energy = -778.607169 (-488583.371 kcal/mol)
- model DOS sol Free Energy = -778.607169 (-488583.371 kcal/mol)
DOS sigma = 50.000000
- vibrational DOS enthalpy correction = 0.098671 kcal/mol ( 61.917 kcal/mol)
- model vibrational DOS enthalpy correction = 0.099209 kcal/mol ( 62.254 kcal/mol)
- vibrational DOS Entropy = 0.000053 ( 33.458 cal/mol-k)
- model vibrational DOS Entropy = 0.000055 ( 34.575 cal/mol-k)
- original gas Energy = -778.644107 (-488606.550 kcal/mol)
- original gas Enthalpy = -778.541317 (-488542.049 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -778.541661 (-488542.265 kcal/mol, delta= -0.216)
- model DOS gas Enthalpy = -778.541124 (-488541.927 kcal/mol, delta= 0.122)
- original gas Entropy = 0.000169 ( 106.083 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000167 ( 104.839 cal/mol-k,delta= -1.244)
- model DOS gas Entropy = 0.000169 ( 105.956 cal/mol-k,delta= -0.127)
- original gas Free Energy = -778.591721 (-488573.677 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -778.591474 (-488573.522 kcal/mol, delta= 0.155)
- model DOS gas Free Energy = -778.591467 (-488573.518 kcal/mol, delta= 0.160)
- original sol Free Energy = -778.606903 (-488583.204 kcal/mol)
- unadjusted DOS sol Free Energy = -778.606656 (-488583.049 kcal/mol)
- model DOS sol Free Energy = -778.606649 (-488583.045 kcal/mol)
DOS sigma = 100.000000
- vibrational DOS enthalpy correction = 0.098380 kcal/mol ( 61.735 kcal/mol)
- model vibrational DOS enthalpy correction = 0.099502 kcal/mol ( 62.438 kcal/mol)
- vibrational DOS Entropy = 0.000050 ( 31.577 cal/mol-k)
- model vibrational DOS Entropy = 0.000054 ( 33.801 cal/mol-k)
- original gas Energy = -778.644107 (-488606.550 kcal/mol)
- original gas Enthalpy = -778.541317 (-488542.049 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -778.541952 (-488542.447 kcal/mol, delta= -0.398)
- model DOS gas Enthalpy = -778.540831 (-488541.743 kcal/mol, delta= 0.306)
- original gas Entropy = 0.000169 ( 106.083 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000164 ( 102.957 cal/mol-k,delta= -3.126)
- model DOS gas Entropy = 0.000168 ( 105.181 cal/mol-k,delta= -0.902)
- original gas Free Energy = -778.591721 (-488573.677 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -778.590870 (-488573.144 kcal/mol, delta= 0.534)
- model DOS gas Free Energy = -778.590806 (-488573.103 kcal/mol, delta= 0.574)
- original sol Free Energy = -778.606903 (-488583.204 kcal/mol)
- unadjusted DOS sol Free Energy = -778.606052 (-488582.670 kcal/mol)
- model DOS sol Free Energy = -778.605988 (-488582.630 kcal/mol)
Normal Mode Frequency (cm-1) IR Intensity (arbitrary)
----------- ---------------- ------------------------
1 -0.000 0.217
2 0.000 0.086
3 0.000 0.151
4 0.000 0.164
5 0.000 0.040
6 0.000 0.050
7 20.960 0.363
8 57.100 0.046
9 97.900 0.184
10 141.700 0.027
11 193.320 0.460
12 197.030 0.316
13 229.020 0.115
14 275.590 12.792
15 294.730 6.291
16 322.790 2.532
17 341.750 2.983
18 368.350 2.047
19 380.960 3.201
20 499.680 0.987
21 550.830 3.062
22 580.090 7.440
23 595.910 0.168
24 720.600 9.138
25 751.980 2.814
26 827.850 5.827
27 958.550 2.700
28 1004.940 30.822
29 1096.540 58.735
30 1127.590 21.665
31 1170.130 28.341
32 1175.160 0.413
33 1198.520 30.910
34 1214.670 19.854
35 1238.110 31.540
36 1314.800 62.160
37 1435.020 11.891
38 1476.450 1.737
39 1491.030 2.508
40 1499.030 1.907
41 1824.630 54.033
42 3069.140 4.264
43 3137.770 3.024
44 3170.130 2.724
45 3772.350 19.270
No Hindered Rotor Data
+-------------------------------------+
| Reactions Contained in the Database |
+-------------------------------------+
Reactions Containing INCHIKEY = AGDFRRPDCJWWDK-UHFFFAOYSA-N
Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction
20275 -25.987 -23.895 -22.237 -24.788 -47.025 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F xc{m06-2x} + [OH-] xc{m06-2x} --> COC(=O)C(F)(F)C(F)(F)O xc{m06-2x} + [F-] xc{m06-2x}"
18123 -25.161 -23.333 -21.801 -18.405 -40.207 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F theory{ccsd(t)} + [OH-] theory{ccsd(t)} --> COC(=O)C(F)(F)C(F)(F)O theory{ccsd(t)} + [F-] theory{ccsd(t)}"
17803 -29.928 -27.958 -27.092 0.000 -27.092 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F theory{pspw} + [OH-] theory{pspw} --> COC(=O)C(F)(F)C(F)(F)O theory{pspw} + [F-] theory{pspw}"
17698 -28.343 -26.378 -25.326 0.000 -25.326 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F theory{pspw4} + [OH-] theory{pspw4} --> COC(=O)C(F)(F)C(F)(F)O theory{pspw4} + [F-] theory{pspw4}"
17694 -26.081 -24.271 -22.833 -18.357 -41.190 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F xc{pbe0} + [OH-] xc{pbe0} --> COC(=O)C(F)(F)C(F)(F)O xc{pbe0} + [F-] xc{pbe0}"
17693 -25.987 -23.896 -22.237 -18.938 -41.175 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F xc{m06-2x} + [OH-] xc{m06-2x} --> COC(=O)C(F)(F)C(F)(F)O xc{m06-2x} + [F-] xc{m06-2x}"
17692 -25.407 -23.579 -22.048 -18.405 -40.453 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F xc{b3lyp} + [OH-] xc{b3lyp} --> COC(=O)C(F)(F)C(F)(F)O xc{b3lyp} + [F-] xc{b3lyp}"
17691 -24.574 -22.852 -21.131 -18.007 -39.139 AB + C --> AC + B "COC(=O)C(F)(F)C(F)(F)F xc{pbe} + [OH-] xc{pbe} --> COC(=O)C(F)(F)C(F)(F)O xc{pbe} + [F-] xc{pbe}"
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KEYWORDs -
reaction: :reaction
chinese_room: :chinese_room
molecule: :molecule
nmr: :nmr
predict: :predict
submitesmiles: :submitesmiles
nosubmitmissingesmiles
resubmitmissingesmiles
submitmachines: :submitmachines
useallentries
nomodelcorrect
eigenvalues: :eigenvalues
frequencies: :frequencies
nwoutput: :nwoutput
xyzfile: :xyzfile
alleigs: :alleigs
allfreqs: :allfreqs
reactionenumerate:
energytype:[erxn(gas) hrxn(gas) grxn(gas) delta_solvation grxn(aq)] :energytype
energytype:[kcal/mol kj/mol ev cm-1 ry hartree au] :energytype
tablereactions:
reaction: ... :reaction
reaction: ... :reaction
...
:tablereactions
tablemethods:
method: ... :method
method: ... :method
...
:tablemethods
:reactionenumerate
rotatebonds
xyzinput:
label: :label
xyzdata:
... xyz data ...
:xyzdata
:xyzinput
submitHf: :submitHf
nmrexp: :nmrexp
findreplace: old text | new text :findreplace
listnwjobs
fetchnwjob: :fetchnwjob
pushnwjob: :pushnwjob
printcsv: :printcsv
printeig: :printeig
printfreq: :printfreq
printxyz: :printxyz
printjobinfo: :printjobinfo
printnwout: :printnwout
badids: :badids
hup_string:
database:
table:
request_table:
listallesmiles
queuecheck
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