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 = OC(=O)C(C(F)(F)F)(C(F)(F)F)O theory{pspw4} xc{pbe} basis{100.0 Ry} solvation_type{None} ^{0} are: 78566
Use id=% instead of esmiles to print other entries.
mformula = C4F6H2O3
iupac = 3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propanoic acid
PubChem = 2725043
PubChem LCSS = 2725043
cas = 662-22-6
synonyms = 662-22-6; 2,2-Bis(trifluoromethyl)-2-hydroxyacetic acid; 3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propanoic Acid; 3,3,3-Trifluoro-2-hydroxy-2-(trifluoromethyl)propionic Acid; 2,2-BIS(TRIFLUOROMETHYL)-2-HYDROXYACETICACID; 2-Hydroxy-3,3,3-trifluoro-2-(trifluoromethyl)propionic acid; 3,3,3-Trifluoro-2-hydroxy-2-trifluoromethylpropionic Acid; 2,2-Bis(trifluoromethyl)glycolic acid; C4H2F6O3; 4fp1; Propanoic acid, 3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)-; 2,2-bis-trifluoromethyl 2-hydroxyacetic acid; SCHEMBL569050; DTXSID00369341; alpha-hydroxyperfluoroisobutyric acid; MFCD00190631; AKOS007930687; AS-81361; FT-0612531; T2587; 2,2-bis-trifluoromethyl-2-hydroxyacetic acid; 2,2-bis-trifluoromethyl-2-hydroxy-acetic acid; 2-Hydroxy-2,2-bis(trifluoromethyl)acetic Acid; T72794; A835373; Q27458379; 3,3,3-trifluoro-2-hydroxy-2-trifluoromethyl-propionic acid; 3,3,3-trifluoro-2-hydroxy-2-trifluoromethylpropanoic acid; 3,3,3-Trifluoro-2-hydroxy-2-(trifluoromethyl)propanoic acid, AldrichCPR; BFM
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 = 78566
NWOutput = Link to NWChem Output (download)
Datafiles:
density.cube-724077-2023-11-1-16:37:2 (download)
homo-restricted.cube-724077-2023-11-1-16:37:2 (download)
lumo-restricted.cube-724077-2023-11-1-16:37:2 (download)
image_resset: api/image_reset/78566
Calculation performed by Eric Bylaska - arrow2.emsl.pnl.gov
Numbers of cpus used for calculation = 32
Calculation walltime = 9581.300000 seconds (0 days 2 hours 39 minutes 41 seconds)
+----------------+
| Energetic Data |
+----------------+
Id = 78566
iupac = 3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propanoic acid
mformula = C4F6H2O3
inchi = InChI=1S/C4H2F6O3/c5-3(6,7)2(13,1(11)12)4(8,9)10/h13H,(H,11,12)
inchikey = CMQUGOHGJUTDGZ-UHFFFAOYSA-N
esmiles = OC(=O)C(C(F)(F)F)(C(F)(F)F)O theory{pspw4} xc{pbe} basis{100.0 Ry} solvation_type{None} ^{0}
calculation_type = ov
theory = pspw4
xc = pbe
basis = 100.0 Ry
charge,mult = 0 1
energy = -217.029641 Hartrees
enthalpy correct.= 0.088761 Hartrees
entropy = 93.683 cal/mol-K
solvation energy = 0.000 kcal/mol solvation_type = None
Sitkoff cavity dispersion = 2.352 kcal/mol
Honig cavity dispersion = 7.459 kcal/mol
ASA solvent accesible surface area = 298.348 Angstrom2
ASA solvent accesible volume = 284.300 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 O1 C2 1.19072
2 Stretch C2 O3 1.33873
3 Stretch C2 C4 1.56958
4 Stretch O3 H14 0.96121
5 Stretch C4 O5 1.41156
6 Stretch C4 C6 1.54709
7 Stretch C4 C10 1.57572
8 Stretch O5 H15 0.95282
9 Stretch C6 F7 1.32749
10 Stretch C6 F8 1.35048
11 Stretch C6 F9 1.37167
12 Stretch C10 F11 1.35312
13 Stretch C10 F12 1.34378
14 Stretch C10 F13 1.34715
15 Bend O1 C2 O3 123.78777
16 Bend O1 C2 C4 123.57578
17 Bend O3 C2 C4 112.63418
18 Bend C2 O3 H14 108.05267
19 Bend C2 C4 O5 110.81475
20 Bend C2 C4 C6 109.17661
21 Bend C2 C4 C10 108.57976
22 Bend O5 C4 C6 109.13242
23 Bend O5 C4 C10 107.21957
24 Bend C6 C4 C10 111.91466
25 Bend C4 O5 H15 108.44767
26 Bend C4 C6 F7 114.29871
27 Bend C4 C6 F8 111.20122
28 Bend C4 C6 F9 107.18886
29 Bend F7 C6 F8 108.47742
30 Bend F7 C6 F9 108.52805
31 Bend F8 C6 F9 106.85403
32 Bend C4 C10 F11 109.89670
33 Bend C4 C10 F12 111.55424
34 Bend C4 C10 F13 111.59512
35 Bend F11 C10 F12 107.77733
36 Bend F11 C10 F13 107.93107
37 Bend F12 C10 F13 107.93529
38 Dihedral O1 C2 O3 H14 178.27254
39 Dihedral O1 C2 C4 O5 -164.00087
40 Dihedral O1 C2 C4 C6 -43.77248
41 Dihedral O1 C2 C4 C10 78.48894
42 Dihedral C2 C4 O5 H15 85.50624
43 Dihedral C2 C4 C6 F7 58.45938
44 Dihedral C2 C4 C6 F8 -178.30294
45 Dihedral C2 C4 C6 F9 -61.84670
46 Dihedral C2 C4 C10 F11 6.36362
47 Dihedral C2 C4 C10 F12 125.84087
48 Dihedral C2 C4 C10 F13 -113.33227
49 Dihedral O3 C2 C4 O5 16.52900
50 Dihedral O3 C2 C4 C6 136.75739
51 Dihedral O3 C2 C4 C10 -100.98118
52 Dihedral C4 C2 O3 H14 -2.25864
53 Dihedral O5 C4 C6 F7 179.71587
54 Dihedral O5 C4 C6 F8 -57.04646
55 Dihedral O5 C4 C6 F9 59.40979
56 Dihedral O5 C4 C10 F11 -113.41552
57 Dihedral O5 C4 C10 F12 6.06173
58 Dihedral O5 C4 C10 F13 126.88859
59 Dihedral C6 C4 O5 H15 -34.74848
60 Dihedral C6 C4 C10 F11 126.94507
61 Dihedral C6 C4 C10 F12 -113.57768
62 Dihedral C6 C4 C10 F13 7.24918
63 Dihedral F7 C6 C4 C10 -61.77430
64 Dihedral F8 C6 C4 C10 61.46337
65 Dihedral F9 C6 C4 C10 177.91962
66 Dihedral C10 C4 O5 H15 -156.15468
+-----------------+
| Eigenvalue Data |
+-----------------+
Id = 78566
iupac = 3,3,3-trifluoro-2-hydroxy-2-(trifluoromethyl)propanoic acid
mformula = C4F6H2O3
InChI = InChI=1S/C4H2F6O3/c5-3(6,7)2(13,1(11)12)4(8,9)10/h13H,(H,11,12)
smiles = OC(=O)C(C(F)(F)F)(C(F)(F)F)O
esmiles = OC(=O)C(C(F)(F)F)(C(F)(F)F)O theory{pspw4} xc{pbe} basis{100.0 Ry} solvation_type{None} ^{0}
theory = pspw4
xc = pbe
basis = 100.0 Ry
charge = 0
mult = 1
solvation_type = None
twirl webpage = TwirlMol Link
image webpage = GIF Image Link
Eigevalue Spectra
---- ---- 0.56 eV
-- -- -- -
----------
---------- LUMO= -2.16 eV
HOMO= -7.16 eV ++++++++++
++++++++++
++++++++++
+++ ++ +++
++ ++ ++ +
++ ++ ++ +
+ + + + ++
++++++++++
++++ ++++
+++ ++ +++
++++ ++++
++++++++++
++++++++++
++++++++++
++++++++++
++++++++++
++++++++++
++++ ++++
++++ ++++
-33.94 eV ++++ ++++
spin eig occ ---------------------------- restricted -7.16 2.00 restricted -8.61 2.00 restricted -9.26 2.00 restricted -9.71 2.00 restricted -10.05 2.00 restricted -10.31 2.00 restricted -10.51 2.00 restricted -10.56 2.00 restricted -10.66 2.00 restricted -10.93 2.00 restricted -11.12 2.00 restricted -11.33 2.00 restricted -11.58 2.00 restricted -11.76 2.00 restricted -11.84 2.00 restricted -11.90 2.00 restricted -12.04 2.00 restricted -12.10 2.00 restricted -12.18 2.00 restricted -14.55 2.00 restricted -14.77 2.00 restricted -15.15 2.00 restricted -15.39 2.00 restricted -15.72 2.00 restricted -15.88 2.00 restricted -16.15 2.00 restricted -16.39 2.00 restricted -17.55 2.00 restricted -18.54 2.00 restricted -21.02 2.00 restricted -26.63 2.00 restricted -27.91 2.00 restricted -28.87 2.00 restricted -31.44 2.00 restricted -31.47 2.00 restricted -31.54 2.00 restricted -31.66 2.00 restricted -33.75 2.00 restricted -33.94 2.00 restricted 0.56 0.00 restricted 0.38 0.00 restricted 0.15 0.00 restricted -0.02 0.00 restricted -0.17 0.00 restricted -0.44 0.00 restricted -1.53 0.00 restricted -2.16 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 39.00 14.00 39.00 50.00 39.00 14.00 39.00 100.00 38.93 13.93 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 = 49.211 kcal/mol ( 0.078422) vibrational contribution to enthalpy correction = 53.330 kcal/mol ( 0.084986) vibrational contribution to Entropy = 21.013 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 = 0.084989 kcal/mol ( 53.331 kcal/mol)
- model vibrational DOS enthalpy correction = 0.084993 kcal/mol ( 53.334 kcal/mol)
- vibrational DOS Entropy = 0.000034 ( 21.032 cal/mol-k)
- model vibrational DOS Entropy = 0.000034 ( 21.037 cal/mol-k)
- original gas Energy = -217.029641 (-136188.155 kcal/mol)
- original gas Enthalpy = -216.940880 (-136132.457 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -216.940877 (-136132.455 kcal/mol, delta= 0.002)
- model DOS gas Enthalpy = -216.940873 (-136132.452 kcal/mol, delta= 0.005)
- original gas Entropy = 0.000149 ( 93.683 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000149 ( 93.702 cal/mol-k,delta= 0.019)
- model DOS gas Entropy = 0.000149 ( 93.707 cal/mol-k,delta= 0.024)
- original gas Free Energy = -216.985392 (-136160.388 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -216.985398 (-136160.392 kcal/mol, delta= -0.004)
- model DOS gas Free Energy = -216.985396 (-136160.391 kcal/mol, delta= -0.002)
- original sol Free Energy = -216.985392 (-136160.388 kcal/mol)
- unadjusted DOS sol Free Energy = -216.985398 (-136160.392 kcal/mol)
- model DOS sol Free Energy = -216.985396 (-136160.391 kcal/mol)
DOS sigma = 50.000000
- vibrational DOS enthalpy correction = 0.085056 kcal/mol ( 53.373 kcal/mol)
- model vibrational DOS enthalpy correction = 0.085056 kcal/mol ( 53.373 kcal/mol)
- vibrational DOS Entropy = 0.000034 ( 21.521 cal/mol-k)
- model vibrational DOS Entropy = 0.000034 ( 21.521 cal/mol-k)
- original gas Energy = -217.029641 (-136188.155 kcal/mol)
- original gas Enthalpy = -216.940880 (-136132.457 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -216.940811 (-136132.413 kcal/mol, delta= 0.044)
- model DOS gas Enthalpy = -216.940810 (-136132.413 kcal/mol, delta= 0.044)
- original gas Entropy = 0.000149 ( 93.683 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000150 ( 94.190 cal/mol-k,delta= 0.507)
- model DOS gas Entropy = 0.000150 ( 94.191 cal/mol-k,delta= 0.508)
- original gas Free Energy = -216.985392 (-136160.388 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -216.985564 (-136160.496 kcal/mol, delta= -0.108)
- model DOS gas Free Energy = -216.985563 (-136160.496 kcal/mol, delta= -0.108)
- original sol Free Energy = -216.985392 (-136160.388 kcal/mol)
- unadjusted DOS sol Free Energy = -216.985564 (-136160.496 kcal/mol)
- model DOS sol Free Energy = -216.985563 (-136160.496 kcal/mol)
DOS sigma = 100.000000
- vibrational DOS enthalpy correction = 0.085205 kcal/mol ( 53.467 kcal/mol)
- model vibrational DOS enthalpy correction = 0.085290 kcal/mol ( 53.520 kcal/mol)
- vibrational DOS Entropy = 0.000037 ( 23.007 cal/mol-k)
- model vibrational DOS Entropy = 0.000037 ( 23.101 cal/mol-k)
- original gas Energy = -217.029641 (-136188.155 kcal/mol)
- original gas Enthalpy = -216.940880 (-136132.457 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -216.940662 (-136132.319 kcal/mol, delta= 0.137)
- model DOS gas Enthalpy = -216.940576 (-136132.266 kcal/mol, delta= 0.191)
- original gas Entropy = 0.000149 ( 93.683 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000152 ( 95.676 cal/mol-k,delta= 1.993)
- model DOS gas Entropy = 0.000153 ( 95.771 cal/mol-k,delta= 2.088)
- original gas Free Energy = -216.985392 (-136160.388 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -216.986120 (-136160.845 kcal/mol, delta= -0.457)
- model DOS gas Free Energy = -216.986080 (-136160.820 kcal/mol, delta= -0.432)
- original sol Free Energy = -216.985392 (-136160.388 kcal/mol)
- unadjusted DOS sol Free Energy = -216.986120 (-136160.845 kcal/mol)
- model DOS sol Free Energy = -216.986080 (-136160.820 kcal/mol)
Normal Mode Frequency (cm-1) IR Intensity (arbitrary)
----------- ---------------- ------------------------
1 -0.000 0.124
2 -0.000 0.036
3 -0.000 0.077
4 -0.000 0.105
5 0.000 0.046
6 0.000 0.046
7 176.580 0.379
8 208.140 0.637
9 226.250 0.103
10 316.380 0.175
11 339.150 0.654
12 356.710 0.913
13 376.330 4.222
14 405.690 6.935
15 413.070 0.326
16 429.650 0.978
17 440.450 0.967
18 448.890 0.019
19 466.330 1.301
20 480.460 2.750
21 559.520 0.740
22 600.540 0.140
23 608.920 0.503
24 621.570 0.172
25 645.970 0.166
26 692.140 5.418
27 702.940 3.763
28 765.480 0.818
29 774.330 1.873
30 859.980 5.435
31 919.600 25.006
32 956.720 15.024
33 1066.610 13.476
34 1087.880 20.202
35 1127.960 10.050
36 1144.320 11.996
37 1151.660 47.490
38 1168.450 39.986
39 1186.210 43.352
40 1248.020 34.653
41 1321.540 59.323
42 1376.040 14.300
43 1816.720 41.856
44 3405.280 17.414
45 3547.340 16.051
No Hindered Rotor Data
+-------------------------------------+
| Reactions Contained in the Database |
+-------------------------------------+
Reactions Containing INCHIKEY = CMQUGOHGJUTDGZ-UHFFFAOYSA-N
Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction
17049 -23.075 -20.637 -18.857 0.000 -18.857 AB + C --> AC + B "O=C(O)C(F)(C(F)(F)F)C(F)(F)F theory{pspw4} + [OH-] theory{pspw4} --> O=C(O)C(O)(C(F)(F)F)C(F)(F)F theory{pspw4} + [F-] theory{pspw4}"
17048 -28.257 -26.198 -24.382 -15.624 -40.006 AB + C --> AC + B "O=C(O)C(F)(C(F)(F)F)C(F)(F)F + [OH-] --> O=C(O)C(O)(C(F)(F)F)C(F)(F)F + [F-]"
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KEYWORDs -
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chinese_room: :chinese_room
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nmr: :nmr
predict: :predict
submitesmiles: :submitesmiles
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useallentries
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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
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reaction: ... :reaction
...
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