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 = Oc1ccc(c(c1)N(=O)=O)O theory{dft} xc{b3lyp} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} are: 60062
Use id=% instead of esmiles to print other entries.
mformula = C6H5N1O4
iupac = 2-nitrobenzene-1,4-diol
PubChem = 4313918
PubChem LCSS = 4313918
cas = 16090-33-8
synonyms = 2-nitrobenzene-1,4-diol; 16090-33-8; 2-Nitrohydroquinone; 1,4-Benzenediol, 2-nitro-; 1,4-dihydroxy-2-nitrobenzene; nitrohydrochinon; nitrohydroquinone; NSC138350; NSC 138350; 2,5-dihydroxynitrobenzene; 2-nitro-1,4-benzenediol; SCHEMBL69947; CHEMBL136998; CTK8E4102; DTXSID10167037; ALBB-024984; BCP34462; 8130AA; MFCD00269642; SBB008501; ZINC19691768; AKOS006346213; MCULE-5331854634; NSC-138350; CS-0120603; FT-0613197; R2777; ST45028107; 2-Nitrobenzene-1,4-diol;1,4-Benzenediol, 2-nitro-
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 = 60062
NWOutput = Link to NWChem Output (download)
Datafiles:
homo-restricted.cube-145123-2021-2-17-0:37:2 (download)
lumo-restricted.cube-145123-2021-2-17-0:37:2 (download)
cosmo.xyz-145123-2021-2-17-0:37:2 (download)
mo_orbital_nwchemarrows.out-534450-2021-4-14-1:37:5 (download)
image_resset: api/image_reset/60062
Calculation performed by Eric Bylaska - arrow14.emsl.pnl.gov
Numbers of cpus used for calculation = 32
Calculation walltime = 18703.000000 seconds (0 days 5 hours 11 minutes 43 seconds)
+----------------+
| Energetic Data |
+----------------+
Id = 60062
iupac = 2-nitrobenzene-1,4-diol
mformula = C6H5N1O4
inchi = InChI=1S/C6H5NO4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H
inchikey = VIIYYMZOGKODQG-UHFFFAOYSA-N
esmiles = Oc1ccc(c(c1)N(=O)=O)O theory{dft} xc{b3lyp} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0}
calculation_type = ovc
theory = dft
xc = b3lyp
basis = 6-311++G(2d,2p)
charge,mult = 0 1
energy = -587.399712 Hartrees
enthalpy correct.= 0.121281 Hartrees
entropy = 92.192 cal/mol-K
solvation energy = -13.939 kcal/mol solvation_type = COSMO
Sitkoff cavity dispersion = 2.371 kcal/mol
Honig cavity dispersion = 7.554 kcal/mol
ASA solvent accesible surface area = 302.150 Angstrom2
ASA solvent accesible volume = 287.867 Angstrom3
+-----------------+
| Structural Data |
+-----------------+
JSmol: an open-source HTML5 viewer for chemical structures in 3D
Number of Atoms = 16
Units are Angstrom for bonds and degrees for angles
Type I J K L M Value
----------- ----- ----- ----- ----- ----- ----------
1 Stretch O1 C2 1.36812
2 Stretch O1 H13 0.96139
3 Stretch C2 C3 1.40182
4 Stretch C2 C8 1.37815
5 Stretch C3 C4 1.37927
6 Stretch C3 H14 1.08319
7 Stretch C4 C5 1.39939
8 Stretch C4 H15 1.07998
9 Stretch C5 O6 1.33951
10 Stretch C5 C7 1.40959
11 Stretch O6 H11 0.98093
12 Stretch C7 C8 1.39832
13 Stretch C7 N9 1.44888
14 Stretch C8 H16 1.07780
15 Stretch N9 O10 1.24857
16 Stretch N9 O12 1.21954
17 Bend C2 O1 H13 110.12283
18 Bend O1 C2 C3 122.62799
19 Bend O1 C2 C8 117.96411
20 Bend C3 C2 C8 119.40790
21 Bend C2 C3 C4 120.86666
22 Bend C2 C3 H14 119.73492
23 Bend C4 C3 H14 119.39843
24 Bend C3 C4 C5 121.10145
25 Bend C3 C4 H15 121.01074
26 Bend C5 C4 H15 117.88782
27 Bend C4 C5 O6 118.05613
28 Bend C4 C5 C7 117.24817
29 Bend O6 C5 C7 124.69567
30 Bend C5 O6 H11 106.75396
31 Bend C5 C7 C8 121.72814
32 Bend C5 C7 N9 120.64172
33 Bend C8 C7 N9 117.62979
34 Bend C2 C8 C7 119.64746
35 Bend C2 C8 H16 120.82638
36 Bend C7 C8 H16 119.52611
37 Bend C7 N9 O10 118.04160
38 Bend C7 N9 O12 119.23284
39 Bend O10 N9 O12 122.72551
40 Dihedral O1 C2 C3 C4 179.99584
41 Dihedral O1 C2 C3 H14 -0.01487
42 Dihedral O1 C2 C8 C7 179.97167
43 Dihedral O1 C2 C8 H16 -0.10469
44 Dihedral C2 C3 C4 C5 0.10249
45 Dihedral C2 C3 C4 H15 -179.90504
46 Dihedral C2 C8 C7 C5 -0.03751
47 Dihedral C2 C8 C7 N9 179.74787
48 Dihedral C3 C2 O1 H13 -1.06041
49 Dihedral C3 C2 C8 C7 -0.04853
50 Dihedral C3 C2 C8 H16 179.87511
51 Dihedral C3 C4 C5 O6 179.87983
52 Dihedral C3 C4 C5 C7 -0.18168
53 Dihedral C4 C3 C2 C8 0.01703
54 Dihedral C4 C5 O6 H11 -179.74174
55 Dihedral C4 C5 C7 C8 0.15046
56 Dihedral C4 C5 C7 N9 -179.62853
57 Dihedral C5 C4 C3 H14 -179.88683
58 Dihedral C5 C7 C8 H16 -179.96216
59 Dihedral C5 C7 N9 O10 -0.84970
60 Dihedral C5 C7 N9 O12 179.07201
61 Dihedral O6 C5 C4 H15 -0.11286
62 Dihedral O6 C5 C7 C8 -179.91556
63 Dihedral O6 C5 C7 N9 0.30544
64 Dihedral C7 C5 C4 H15 179.82563
65 Dihedral C7 C5 O6 H11 0.32477
66 Dihedral C8 C2 O1 H13 178.91869
67 Dihedral C8 C2 C3 H14 -179.99368
68 Dihedral C8 C7 N9 O10 179.36247
69 Dihedral C8 C7 N9 O12 -0.71582
70 Dihedral N9 C7 C8 H16 -0.17678
71 Dihedral H14 C3 C4 H15 0.10563
+-----------------+
| Eigenvalue Data |
+-----------------+
Id = 60062
iupac = 2-nitrobenzene-1,4-diol
mformula = C6H5N1O4
InChI = InChI=1S/C6H5NO4/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,8-9H
smiles = Oc1ccc(c(c1)N(=O)=O)O
esmiles = Oc1ccc(c(c1)N(=O)=O)O theory{dft} xc{b3lyp} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0}
theory = dft
xc = b3lyp
basis = 6-311++G(2d,2p)
charge = 0
mult = 1
solvation_type = COSMO
twirl webpage = TwirlMol Link
image webpage = GIF Image Link
Eigevalue Spectra
---------- 68.00 eV
---- ----
---- ----
---- ----
----------
---- ----
-- -- -- -
-- -- -- -
--- -- ---
----------
---- ----
---- ----
-- -- -- -
- - - - --
- - - - --
7 - - - -
7 - - - -
7 - - - -
8 - - - -
8 - - - -
-- -- -- -
-- -- -- -
7 - - - -
6 - - - -
6 - - - -
8 - - - -
10 - - - -
-- -- -- -
9 - - - -
12 - - - -
12 - - - -
13 - - - -
8 - - - -
-- -- -- -
---------- LUMO= -3.25 eV
HOMO= -6.40 eV ++++ ++++
+ + + + ++
++ ++ ++ +
++ ++ ++ +
++ ++ ++ +
++++ ++++
++++++++++
++++ ++++
++++++++++
+++ ++ +++
-34.26 eV ++++++++++
spin eig occ ---------------------------- restricted -34.26 2.00 restricted -29.89 2.00 restricted -29.33 2.00 restricted -29.26 2.00 restricted -24.34 2.00 restricted -22.44 2.00 restricted -20.95 2.00 restricted -19.54 2.00 restricted -17.69 2.00 restricted -17.30 2.00 restricted -16.22 2.00 restricted -15.68 2.00 restricted -15.35 2.00 restricted -15.01 2.00 restricted -14.31 2.00 restricted -13.64 2.00 restricted -12.62 2.00 restricted -12.41 2.00 restricted -12.11 2.00 restricted -11.52 2.00 restricted -11.38 2.00 restricted -10.93 2.00 restricted -10.25 2.00 restricted -9.58 2.00 restricted -9.38 2.00 restricted -9.18 2.00 restricted -8.98 2.00 restricted -7.91 2.00 restricted -6.40 2.00 restricted -3.25 0.00 restricted -0.68 0.00 restricted -0.14 0.00 restricted -0.12 0.00 restricted 0.13 0.00 restricted 0.37 0.00 restricted 0.74 0.00 restricted 1.18 0.00 restricted 1.21 0.00 restricted 1.55 0.00 restricted 1.85 0.00 restricted 2.20 0.00 restricted 2.21 0.00 restricted 2.31 0.00 restricted 2.71 0.00 restricted 2.83 0.00 restricted 3.06 0.00 restricted 3.28 0.00 restricted 3.38 0.00 restricted 3.41 0.00 restricted 3.56 0.00 restricted 3.62 0.00 restricted 3.69 0.00 restricted 3.72 0.00 restricted 3.85 0.00 restricted 4.07 0.00 restricted 4.44 0.00 restricted 4.73 0.00 restricted 4.85 0.00 restricted 4.87 0.00 restricted 4.95 0.00 restricted 5.03 0.00 restricted 5.23 0.00 restricted 5.57 0.00 restricted 5.78 0.00 restricted 6.16 0.00 restricted 6.18 0.00 restricted 6.39 0.00 restricted 6.65 0.00 restricted 6.97 0.00 restricted 7.02 0.00 restricted 7.05 0.00 restricted 7.44 0.00 restricted 7.46 0.00 restricted 7.74 0.00 restricted 7.75 0.00 restricted 7.83 0.00 restricted 8.14 0.00 restricted 8.18 0.00 restricted 8.43 0.00 restricted 8.71 0.00 restricted 8.92 0.00 restricted 9.05 0.00 restricted 9.30 0.00 restricted 9.44 0.00 restricted 9.73 0.00 restricted 9.85 0.00 restricted 10.31 0.00 restricted 10.59 0.00 restricted 10.98 0.00 restricted 11.38 0.00 restricted 11.58 0.00 restricted 12.13 0.00 restricted 12.70 0.00 restricted 13.18 0.00 restricted 13.21 0.00 restricted 13.32 0.00 restricted 13.60 0.00 restricted 13.86 0.00 restricted 14.14 0.00 restricted 14.27 0.00 restricted 14.54 0.00 restricted 14.72 0.00 restricted 15.44 0.00 restricted 15.59 0.00 restricted 15.61 0.00 restricted 16.17 0.00 restricted 16.21 0.00 restricted 16.38 0.00 restricted 16.68 0.00 restricted 16.80 0.00 restricted 17.19 0.00 restricted 17.43 0.00 restricted 17.80 0.00 restricted 18.20 0.00 restricted 18.24 0.00 restricted 18.49 0.00 restricted 19.17 0.00 restricted 19.33 0.00 restricted 19.70 0.00 restricted 20.02 0.00 restricted 20.24 0.00 restricted 20.77 0.00 restricted 21.34 0.00 restricted 21.57 0.00 restricted 21.87 0.00 restricted 21.90 0.00 restricted 22.26 0.00 restricted 22.57 0.00 restricted 22.85 0.00 restricted 23.25 0.00 restricted 23.88 0.00 restricted 24.69 0.00 restricted 24.98 0.00 restricted 25.65 0.00 restricted 25.98 0.00 restricted 26.09 0.00 restricted 27.28 0.00 restricted 27.72 0.00 restricted 27.95 0.00 restricted 28.04 0.00 restricted 28.53 0.00 restricted 28.64 0.00 restricted 28.94 0.00 restricted 29.12 0.00 restricted 29.35 0.00 restricted 29.47 0.00 restricted 29.97 0.00 restricted 30.00 0.00 restricted 30.12 0.00 restricted 30.32 0.00 restricted 30.45 0.00 restricted 30.66 0.00 restricted 31.30 0.00 restricted 31.72 0.00 restricted 31.86 0.00 restricted 32.11 0.00 restricted 32.38 0.00 restricted 32.51 0.00 restricted 33.19 0.00 restricted 33.55 0.00 restricted 33.79 0.00 restricted 33.97 0.00 restricted 34.36 0.00 restricted 34.53 0.00 restricted 34.60 0.00 restricted 35.05 0.00 restricted 35.21 0.00 restricted 35.77 0.00 restricted 36.15 0.00 restricted 36.63 0.00 restricted 37.34 0.00 restricted 37.58 0.00 restricted 37.66 0.00 restricted 37.73 0.00 restricted 38.30 0.00 restricted 38.41 0.00 restricted 39.02 0.00 restricted 39.74 0.00 restricted 39.78 0.00 restricted 40.25 0.00 restricted 40.30 0.00 restricted 40.75 0.00 restricted 40.98 0.00 restricted 41.28 0.00 restricted 42.18 0.00 restricted 43.03 0.00 restricted 43.36 0.00 restricted 43.71 0.00 restricted 44.81 0.00 restricted 45.43 0.00 restricted 46.15 0.00 restricted 48.00 0.00 restricted 48.76 0.00 restricted 50.78 0.00 restricted 50.86 0.00 restricted 51.59 0.00 restricted 52.50 0.00 restricted 52.69 0.00 restricted 53.56 0.00 restricted 53.69 0.00 restricted 54.63 0.00 restricted 54.77 0.00 restricted 55.03 0.00 restricted 56.49 0.00 restricted 57.80 0.00 restricted 58.34 0.00 restricted 60.42 0.00 restricted 61.35 0.00 restricted 61.73 0.00 restricted 63.10 0.00 restricted 63.83 0.00 restricted 66.46 0.00 restricted 66.72 0.00 restricted 68.00 0.00
+----------------------------------------+ | Vibrational Density of States Analysis | +----------------------------------------+ Total number of frequencies = 48 Total number of negative frequencies = 0 Number of lowest frequencies = 11 (frequency threshold = 500 ) Exact dos norm = 42.000 Generating vibrational DOS Generating model vibrational DOS to have a proper norm 10.00 42.01 11.00 42.00 50.00 41.95 10.95 42.00 100.00 41.67 10.67 42.00 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 = 69.973 kcal/mol ( 0.111508) vibrational contribution to enthalpy correction = 73.736 kcal/mol ( 0.117506) vibrational contribution to Entropy = 21.137 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 = 0.117508 kcal/mol ( 73.738 kcal/mol)
- model vibrational DOS enthalpy correction = 0.117502 kcal/mol ( 73.733 kcal/mol)
- vibrational DOS Entropy = 0.000034 ( 21.170 cal/mol-k)
- model vibrational DOS Entropy = 0.000034 ( 21.161 cal/mol-k)
- original gas Energy = -587.399712 (-368598.881 kcal/mol)
- original gas Enthalpy = -587.278431 (-368522.776 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -587.278429 (-368522.775 kcal/mol, delta= 0.001)
- model DOS gas Enthalpy = -587.278435 (-368522.779 kcal/mol, delta= -0.003)
- original gas Entropy = 0.000147 ( 92.192 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000147 ( 92.225 cal/mol-k,delta= 0.033)
- model DOS gas Entropy = 0.000147 ( 92.215 cal/mol-k,delta= 0.023)
- original gas Free Energy = -587.322234 (-368550.263 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -587.322248 (-368550.272 kcal/mol, delta= -0.008)
- model DOS gas Free Energy = -587.322250 (-368550.273 kcal/mol, delta= -0.010)
- original sol Free Energy = -587.344448 (-368564.203 kcal/mol)
- unadjusted DOS sol Free Energy = -587.344461 (-368564.211 kcal/mol)
- model DOS sol Free Energy = -587.344464 (-368564.212 kcal/mol)
DOS sigma = 50.000000
- vibrational DOS enthalpy correction = 0.117526 kcal/mol ( 73.749 kcal/mol)
- model vibrational DOS enthalpy correction = 0.117583 kcal/mol ( 73.784 kcal/mol)
- vibrational DOS Entropy = 0.000035 ( 21.921 cal/mol-k)
- model vibrational DOS Entropy = 0.000035 ( 22.005 cal/mol-k)
- original gas Energy = -587.399712 (-368598.881 kcal/mol)
- original gas Enthalpy = -587.278431 (-368522.776 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -587.278411 (-368522.764 kcal/mol, delta= 0.013)
- model DOS gas Enthalpy = -587.278354 (-368522.728 kcal/mol, delta= 0.048)
- original gas Entropy = 0.000147 ( 92.192 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000148 ( 92.976 cal/mol-k,delta= 0.784)
- model DOS gas Entropy = 0.000148 ( 93.060 cal/mol-k,delta= 0.868)
- original gas Free Energy = -587.322234 (-368550.263 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -587.322587 (-368550.485 kcal/mol, delta= -0.221)
- model DOS gas Free Energy = -587.322570 (-368550.474 kcal/mol, delta= -0.211)
- original sol Free Energy = -587.344448 (-368564.203 kcal/mol)
- unadjusted DOS sol Free Energy = -587.344800 (-368564.424 kcal/mol)
- model DOS sol Free Energy = -587.344784 (-368564.413 kcal/mol)
DOS sigma = 100.000000
- vibrational DOS enthalpy correction = 0.117452 kcal/mol ( 73.703 kcal/mol)
- model vibrational DOS enthalpy correction = 0.117831 kcal/mol ( 73.940 kcal/mol)
- vibrational DOS Entropy = 0.000035 ( 22.175 cal/mol-k)
- model vibrational DOS Entropy = 0.000036 ( 22.743 cal/mol-k)
- original gas Energy = -587.399712 (-368598.881 kcal/mol)
- original gas Enthalpy = -587.278431 (-368522.776 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -587.278485 (-368522.810 kcal/mol, delta= -0.034)
- model DOS gas Enthalpy = -587.278106 (-368522.572 kcal/mol, delta= 0.204)
- original gas Entropy = 0.000147 ( 92.192 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000149 ( 93.229 cal/mol-k,delta= 1.037)
- model DOS gas Entropy = 0.000149 ( 93.798 cal/mol-k,delta= 1.606)
- original gas Free Energy = -587.322234 (-368550.263 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -587.322781 (-368550.606 kcal/mol, delta= -0.343)
- model DOS gas Free Energy = -587.322672 (-368550.538 kcal/mol, delta= -0.275)
- original sol Free Energy = -587.344448 (-368564.203 kcal/mol)
- unadjusted DOS sol Free Energy = -587.344994 (-368564.546 kcal/mol)
- model DOS sol Free Energy = -587.344886 (-368564.477 kcal/mol)
Normal Mode Frequency (cm-1) IR Intensity (arbitrary)
----------- ---------------- ------------------------
1 -0.000 0.087
2 -0.000 0.155
3 -0.000 0.229
4 0.000 0.003
5 0.000 0.166
6 0.000 1.510
7 83.670 0.019
8 143.240 0.111
9 177.340 0.029
10 247.120 0.260
11 272.130 18.743
12 353.500 2.234
13 365.100 0.008
14 403.130 3.047
15 437.870 0.235
16 446.170 0.044
17 479.330 0.154
18 564.390 4.513
19 580.870 0.150
20 699.390 0.132
21 705.020 1.115
22 762.150 14.283
23 788.940 2.917
24 796.660 19.099
25 836.090 4.450
26 843.740 0.596
27 903.110 1.836
28 956.860 0.217
29 967.690 5.119
30 1094.590 9.259
31 1160.040 3.596
32 1201.590 14.591
33 1225.130 24.717
34 1271.110 59.066
35 1287.550 42.085
36 1324.300 11.027
37 1375.200 19.798
38 1415.020 6.752
39 1489.590 43.940
40 1521.720 43.549
41 1578.300 51.039
42 1627.470 6.610
43 1682.310 0.329
44 3165.130 0.321
45 3206.960 0.321
46 3243.340 12.442
47 3455.660 31.208
48 3831.380 17.891
No Hindered Rotor Data
+-------------------------------------+
| Reactions Contained in the Database |
+-------------------------------------+
Reactions Containing INCHIKEY = VIIYYMZOGKODQG-UHFFFAOYSA-N
Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction
21674 163.939 163.584 150.484 -102.050 48.434 ABCD + E --> A + BC + DE "CO[C]1(=CC=C(C=C1N(=O)=O)O)O ^{-1} + hydroxide ^{-1} --> O[C]1C=C[C](C(=C1)N(=O)=O)O + [CH2][O] + O ^{-2}"
21635 0.000 0.000 0.000 0.000 0.000 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)[N](=O)O)[O]"
21411 403.058 396.435 389.101 -257.480 33.022 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> [O]c1ccc(c(c1)N(=O)=O)O mult{2} + [H] ^{1} + [SHE]"
21410 403.058 396.435 389.101 -257.480 33.022 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> [O]c1ccc(c(c1)N(=O)=O)O mult{2} + [H] ^{1} + [SHE]"
21409 13.007 12.575 12.290 -2.648 9.642 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O --> [O]C1=[CH2]C(=C(C=C1)O)N(=O)=O"
21407 29.823 26.990 24.901 25.306 50.207 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O + [SH-] ^{-1} --> Oc1[c]cc(c(c1)N(=O)=O)O ^{-1} + S"
21400 344.826 337.503 329.164 -310.633 18.531 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=O)[O] ^{-1} + [H] ^{1}"
21399 344.826 337.503 329.164 -310.633 18.531 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=O)[O] ^{-1} + [H] ^{1}"
21396 413.441 406.882 399.812 -265.647 35.565 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=O)[O] mult{2} + [H] ^{1} + [SHE]"
21395 413.441 406.882 399.812 -265.647 35.565 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=O)[O] mult{2} + [H] ^{1} + [SHE]"
21392 340.815 333.466 326.095 -303.136 22.959 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> [O]c1ccc(c(c1)N(=O)=O)O ^{-1} + [H] ^{1}"
21391 340.815 333.466 326.095 -303.136 22.959 AB --> A + B "Oc1ccc(c(c1)N(=O)=O)O --> [O]c1ccc(c(c1)N(=O)=O)O ^{-1} + [H] ^{1}"
21350 55.801 54.422 53.089 -27.496 25.593 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O --> OC1=[CH2]C(=C(C=C1)[O])N(=O)=O"
21341 31.137 30.412 29.810 -2.973 26.837 EA + BCD --> AB + CDE "Oc1ccc(c(c1)N(=O)=O)O --> [O][CH]1=CC=C(C(=C1)N(=O)=O)O"
21340 31.137 30.412 29.810 -2.973 26.837 EA + BCD --> AB + CDE "Oc1ccc(c(c1)N(=O)=O)O --> [O][CH]1=CC=C(C(=C1)N(=O)=O)O"
21302 29.779 26.880 24.496 21.325 45.821 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O + [SH-] ^{-1} --> Oc1c[c]c(c(c1)N(=O)=O)O ^{-1} + S"
20028 -43.948 -44.191 -47.575 15.453 -32.121 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> Oc1ccc(c(c1)N(=O)=O)O xc{m06-2x} + O=[N]=O ^{-1} xc{m06-2x}"
20025 -35.638 -35.553 -38.765 23.693 -15.072 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{pbe} + hydroxide ^{-1} xc{pbe} --> Oc1ccc(c(c1)N(=O)=O)O xc{pbe} + O=[N]=O ^{-1} xc{pbe}"
19847 1.935 1.581 0.096 2.779 2.875 EA + BCD --> AB + CDE "O=N(=O)c1ccc(c(c1)N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + ON=O"
19374 -6.236 -7.434 -10.908 3.744 -7.164 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O + [SH-] ^{-1} --> Oc1ccc(c(c1)S)O + O=[N]=O ^{-1}"
19342 54.620 53.572 53.603 -15.037 38.566 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O --> [O]c1ccc(c(c1)N(=O)=[OH])O"
14632 -37.257 -37.240 -40.249 0.000 -40.249 AB + C --> AC + B "O=N(=O)c1ccc(O)c(N(=O)=O)c1 theory{pspw4} xc{pbe0} + [OH-] theory{pspw4} xc{pbe0} --> O=N(=O)c1cc(O)ccc1O theory{pspw4} xc{pbe0} + O=N[O-] theory{pspw4} xc{pbe0}"
14628 -32.351 -32.210 -35.279 0.000 -35.279 AB + C --> AC + B "O=N(=O)c1ccc(O)c(N(=O)=O)c1 theory{pspw4} + [OH-] theory{pspw4} --> O=N(=O)c1cc(O)ccc1O theory{pspw4} + O=N[O-] theory{pspw4}"
14611 -39.574 -38.487 -37.963 20.154 -17.809 AB + C --> AC + B "Sc1ccc(c(c1)N(=O)=O)O + hydroxide ^{-1} --> Oc1ccc(c(c1)N(=O)=O)O + [SH] ^{-1}"
11585 -38.852 -38.952 -42.594 21.093 -21.501 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> Oc1ccc(c(c1)N(=O)=O)O xc{pbe0} + O=[N]=O ^{-1} xc{pbe0}"
9670 -22.734 -21.806 -12.094 52.292 40.198 A + B --> AB "Oc1ccc(c(c1)N(=O)=O)O + hydroxide ^{-1} --> OC1=CC(=C([CH](=C1)O)O)N(=O)=O ^{-1}"
7918 -12.508 -13.017 -15.194 41.384 26.190 AB + C --> AC + B "Oc1ccc(c(c1)N(=O)=O)O + hydroxide ^{-1} --> Oc1c[c]c(c(c1)N(=O)=O)O ^{-1} + O"
7916 0.000 0.000 0.000 0.000 0.000 AB + CD --> AD + BC "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=[OH])[O]"
7915 0.000 0.000 0.000 0.000 0.000 AB + CD --> AD + BC "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=[OH])[O]"
7914 0.000 0.000 0.000 0.000 0.000 AB + CD --> AD + BC "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=[OH])[O]"
7913 0.000 0.000 0.000 0.000 0.000 AB + CD --> AD + BC "Oc1ccc(c(c1)N(=O)=O)O --> Oc1ccc(c(c1)N(=O)=[OH])[O]"
6956 30.680 27.708 15.792 -29.409 -13.617 AB --> A + B "CO[C]1(=CC=C(C=C1N(=O)=O)O)O ^{-1} --> OC1=C[CH][C](C(=C1)N(=O)=O)O + C[O] ^{-1}"
6955 30.680 27.708 15.792 -29.409 -13.617 AB --> A + B "CO[C]1(=CC=C(C=C1N(=O)=O)O)O ^{-1} --> OC1=C[CH][C](C(=C1)N(=O)=O)O + C[O] ^{-1}"
6853 -8.124 -7.598 -7.882 4.328 -3.554 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
6852 -8.124 -7.598 -7.882 4.328 -3.554 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
6851 -8.124 -7.598 -7.882 4.328 -3.554 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
6850 -8.124 -7.598 -7.882 4.328 -3.554 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
6663 -43.948 -44.191 -47.575 21.303 -26.272 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> Oc1ccc(c(c1)N(=O)=O)O xc{m06-2x} + O=[N]=O ^{-1} xc{m06-2x}"
6662 -38.852 -38.952 -42.594 21.153 -21.442 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> Oc1ccc(c(c1)N(=O)=O)O xc{pbe0} + O=[N]=O ^{-1} xc{pbe0}"
6661 -35.638 -35.552 -38.764 20.842 -17.922 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{pbe} + hydroxide ^{-1} xc{pbe} --> Oc1ccc(c(c1)N(=O)=O)O xc{pbe} + O=[N]=O ^{-1} xc{pbe}"
6655 15.409 13.300 -0.023 -28.054 -28.076 AB + C --> AC + B "O=N(=O)C1=[CH](O)C(=C(C=C1)O)N(=O)=O ^{-1} --> OC1=CC=C([C]([CH]1)N(=O)=O)O + O=[N]=O ^{-1}"
6571 1.935 1.581 0.096 2.709 2.805 EA + BCD --> AB + CDE "O=N(=O)c1ccc(c(c1)N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + ON=O"
6274 -16.507 -18.230 -19.446 19.728 0.282 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + hydroxide ^{-1} --> Oc1ccc(c(c1)N(=O)=O)O + C[O] ^{-1}"
6273 -16.507 -18.230 -19.446 19.728 0.282 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + hydroxide ^{-1} --> Oc1ccc(c(c1)N(=O)=O)O + C[O] ^{-1}"
6272 -16.507 -18.230 -19.446 19.728 0.282 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + hydroxide ^{-1} --> Oc1ccc(c(c1)N(=O)=O)O + C[O] ^{-1}"
6271 -16.507 -18.230 -19.446 19.728 0.282 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + hydroxide ^{-1} --> Oc1ccc(c(c1)N(=O)=O)O + C[O] ^{-1}"
5985 -50.265 -50.274 -52.929 28.167 -24.762 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{b3lyp} + hydroxide ^{-1} xc{b3lyp} --> Oc1ccc(c(c1)N(=O)=O)O xc{b3lyp} + O=[N]=O ^{-1} xc{b3lyp}"
5841 -39.620 -39.761 -43.184 21.695 -21.489 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)O xc{b3lyp} + hydroxide ^{-1} xc{b3lyp} --> Oc1ccc(c(c1)N(=O)=O)O xc{b3lyp} + O=[N]=O ^{-1} xc{b3lyp}"
5677 2.521 2.914 1.862 -2.143 -0.281 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
5676 2.521 2.914 1.862 -2.143 -0.281 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
5675 2.521 2.914 1.862 -2.143 -0.281 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
5674 2.521 2.914 1.862 -2.143 -0.281 AB + CD --> AD + BC "COc1ccc(cc1N(=O)=O)O + water --> Oc1ccc(c(c1)N(=O)=O)O + CO"
5101 41.325 38.225 25.540 -35.891 -10.351 AB --> A + B "CO[C]1(=CC=C(C=C1N(=O)=O)O)O ^{-1} --> OC1=C[CH][C](C(=C1)N(=O)=O)O + C[O] ^{-1}"
5100 41.325 38.225 25.540 -35.891 -10.351 AB --> A + B "CO[C]1(=CC=C(C=C1N(=O)=O)O)O ^{-1} --> OC1=C[CH][C](C(=C1)N(=O)=O)O + C[O] ^{-1}"
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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
This software service and its documentation were developed at the Environmental Molecular Sciences Laboratory (EMSL) at Pacific Northwest National Laboratory, a multiprogram national laboratory, operated for the U.S. Department of Energy by Battelle under Contract Number DE-AC05-76RL01830. Support for this work was provided by the Department of Energy Office of Biological and Environmental Research, and Department of Defense environmental science and technology program (SERDP). THE SOFTWARE SERVICE IS PROVIDED "AS IS", WITHOUT WARRANTY OF ANY KIND, EXPRESS OR IMPLIED, INCLUDING BUT NOT LIMITED TO THE WARRANTIES OF MERCHANTABILITY, FITNESS FOR A PARTICULAR PURPOSE AND NONINFRINGEMENT. IN NO EVENT SHALL THE AUTHORS OR COPYRIGHT HOLDERS BE LIABLE FOR ANY CLAIM, DAMAGES OR OTHER LIABILITY, WHETHER IN AN ACTION OF CONTRACT, TORT OR OTHERWISE, ARISING FROM, OUT OF OR IN CONNECTION WITH THE SOFTWARE SERVICE OR THE USE OR OTHER DEALINGS IN THE SOFTWARE SERVICE.