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 = O=N(=O)[C]1C=CC(=O)C(=C1)O theory{dft} xc{m06-2x} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{-1} are: 60724
Use id=% instead of esmiles to print other entries.
mformula = C6H4N1O4
iupac = O=N(=O)[C]1C=CC(=O)C(=C1)O anion
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 = 60724
NWOutput = Link to NWChem Output (download)
Datafiles:
homo-restricted.cube-118037-2021-4-12-0:37:2 (download)
lumo-restricted.cube-118037-2021-4-12-0:37:2 (download)
cosmo.xyz-118037-2021-4-12-0:37:2 (download)
mo_orbital_nwchemarrows.out-517420-2021-6-21-15:37:45 (download)
image_resset: api/image_reset/60724
Calculation performed by Eric Bylaska - arrow8.emsl.pnl.gov
Numbers of cpus used for calculation = 32
Calculation walltime = 17331.000000 seconds (0 days 4 hours 48 minutes 51 seconds)
+----------------+
| Energetic Data |
+----------------+
Id = 60724
iupac = O=N(=O)[C]1C=CC(=O)C(=C1)O anion
mformula = C6H4N1O4
inchi = InChI=1S/C6H4NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,9H
inchikey = ROZGMLPPEPPBPZ-UHFFFAOYSA-N
esmiles = O=N(=O)[C]1C=CC(=O)C(=C1)O theory{dft} xc{m06-2x} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{-1}
calculation_type = ovc
theory = dft
xc = m06-2x
basis = 6-311++G(2d,2p)
charge,mult = -1 1
energy = -586.653104 Hartrees
enthalpy correct.= 0.110659 Hartrees
entropy = 89.081 cal/mol-K
solvation energy = -55.047 kcal/mol solvation_type = COSMO
Sitkoff cavity dispersion = 2.363 kcal/mol
Honig cavity dispersion = 7.514 kcal/mol
ASA solvent accesible surface area = 300.558 Angstrom2
ASA solvent accesible volume = 288.308 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 N2 1.23383
2 Stretch N2 O3 1.23255
3 Stretch N2 C4 1.41808
4 Stretch C4 C5 1.39535
5 Stretch C4 C10 1.41377
6 Stretch C5 C6 1.37664
7 Stretch C5 H12 1.07905
8 Stretch C6 C7 1.42552
9 Stretch C6 H13 1.08092
10 Stretch C7 O8 1.25846
11 Stretch C7 C9 1.45276
12 Stretch C9 C10 1.35911
13 Stretch C9 O11 1.35978
14 Stretch C10 H14 1.07839
15 Stretch O11 H15 0.97661
16 Bend O1 N2 O3 121.85468
17 Bend O1 N2 C4 119.32409
18 Bend O3 N2 C4 118.82124
19 Bend N2 C4 C5 119.67769
20 Bend N2 C4 C10 119.48828
21 Bend C5 C4 C10 120.83403
22 Bend C4 C5 C6 120.39172
23 Bend C4 C5 H12 118.39515
24 Bend C6 C5 H12 121.21313
25 Bend C5 C6 C7 121.40563
26 Bend C5 C6 H13 120.87695
27 Bend C7 C6 H13 117.71742
28 Bend C6 C7 O8 126.29935
29 Bend C6 C7 C9 115.85181
30 Bend O8 C7 C9 117.84884
31 Bend C7 C9 C10 122.91997
32 Bend C7 C9 O11 113.99368
33 Bend C10 C9 O11 123.08635
34 Bend C4 C10 C9 118.59683
35 Bend C4 C10 H14 120.08087
36 Bend C9 C10 H14 121.32230
37 Bend C9 O11 H15 102.04043
38 Dihedral O1 N2 C4 C5 0.00972
39 Dihedral O1 N2 C4 C10 179.99767
40 Dihedral N2 C4 C5 C6 179.99241
41 Dihedral N2 C4 C5 H12 -0.01076
42 Dihedral N2 C4 C10 C9 -179.99593
43 Dihedral N2 C4 C10 H14 0.00528
44 Dihedral O3 N2 C4 C5 -179.99390
45 Dihedral O3 N2 C4 C10 -0.00595
46 Dihedral C4 C5 C6 C7 0.00091
47 Dihedral C4 C5 C6 H13 -179.99393
48 Dihedral C4 C10 C9 C7 0.00627
49 Dihedral C4 C10 C9 O11 -179.99493
50 Dihedral C5 C4 C10 C9 -0.00812
51 Dihedral C5 C4 C10 H14 179.99310
52 Dihedral C5 C6 C7 O8 179.99754
53 Dihedral C5 C6 C7 C9 -0.00272
54 Dihedral C6 C5 C4 C10 0.00462
55 Dihedral C6 C7 C9 C10 -0.00098
56 Dihedral C6 C7 C9 O11 -179.99988
57 Dihedral C7 C6 C5 H12 -179.99582
58 Dihedral C7 C9 C10 H14 -179.99496
59 Dihedral C7 C9 O11 H15 0.00295
60 Dihedral O8 C7 C6 H13 -0.00747
61 Dihedral O8 C7 C9 C10 179.99879
62 Dihedral O8 C7 C9 O11 -0.00011
63 Dihedral C9 C7 C6 H13 179.99227
64 Dihedral C10 C4 C5 H12 -179.99855
65 Dihedral C10 C9 O11 H15 -179.99594
66 Dihedral O11 C9 C10 H14 0.00384
67 Dihedral H12 C5 C6 H13 0.00934
+-----------------+
| Eigenvalue Data |
+-----------------+
Id = 60724
iupac = O=N(=O)[C]1C=CC(=O)C(=C1)O anion
mformula = C6H4N1O4
InChI = InChI=1S/C6H4NO4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,9H
smiles = O=N(=O)[C]1C=CC(=O)C(=C1)O
esmiles = O=N(=O)[C]1C=CC(=O)C(=C1)O theory{dft} xc{m06-2x} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{-1}
theory = dft
xc = m06-2x
basis = 6-311++G(2d,2p)
charge = -1
mult = 1
solvation_type = COSMO
twirl webpage = TwirlMol Link
image webpage = GIF Image Link
Eigevalue Spectra
---- ---- 67.20 eV
---- ----
--- -- ---
---- ----
----------
--- -- ---
-- -- -- -
--- -- ---
--- -- ---
--- -- ---
--- -- ---
- - - - --
-- -- -- -
7 - - - -
7 - - - -
8 - - - -
10 - - - -
-- -- -- -
-- -- -- -
- - - - --
6 - - - -
7 - - - -
7 - - - -
7 - - - -
8 - - - -
- - - - --
9 - - - -
12 - - - -
10 - - - -
13 - - - -
9 - - - -
---- ---- LUMO= -1.55 eV
HOMO= -6.88 eV ++++++++++
+++ ++ +++
6 + + + +
+++ ++ +++
++ ++ ++ +
+++ ++ +++
++++ ++++
++++++++++
++++++++++
++++++++++
++++++++++
++++ ++++
-37.07 eV ++++++++++
spin eig occ ---------------------------- restricted -37.07 2.00 restricted -32.53 2.00 restricted -31.92 2.00 restricted -30.77 2.00 restricted -26.67 2.00 restricted -24.18 2.00 restricted -23.22 2.00 restricted -20.83 2.00 restricted -19.10 2.00 restricted -18.65 2.00 restricted -17.90 2.00 restricted -17.02 2.00 restricted -16.72 2.00 restricted -16.13 2.00 restricted -15.06 2.00 restricted -14.95 2.00 restricted -13.98 2.00 restricted -13.87 2.00 restricted -13.35 2.00 restricted -12.59 2.00 restricted -12.04 2.00 restricted -11.77 2.00 restricted -11.07 2.00 restricted -10.99 2.00 restricted -10.66 2.00 restricted -10.46 2.00 restricted -9.17 2.00 restricted -8.39 2.00 restricted -6.88 2.00 restricted -1.55 0.00 restricted 0.02 0.00 restricted 0.37 0.00 restricted 0.50 0.00 restricted 0.71 0.00 restricted 0.99 0.00 restricted 1.27 0.00 restricted 1.72 0.00 restricted 1.74 0.00 restricted 1.78 0.00 restricted 2.09 0.00 restricted 2.48 0.00 restricted 2.50 0.00 restricted 2.64 0.00 restricted 3.04 0.00 restricted 3.41 0.00 restricted 3.51 0.00 restricted 3.52 0.00 restricted 3.68 0.00 restricted 3.69 0.00 restricted 3.81 0.00 restricted 4.08 0.00 restricted 4.21 0.00 restricted 4.23 0.00 restricted 4.48 0.00 restricted 4.87 0.00 restricted 5.03 0.00 restricted 5.10 0.00 restricted 5.20 0.00 restricted 5.26 0.00 restricted 5.38 0.00 restricted 5.96 0.00 restricted 6.20 0.00 restricted 6.25 0.00 restricted 6.79 0.00 restricted 6.91 0.00 restricted 7.28 0.00 restricted 7.42 0.00 restricted 7.56 0.00 restricted 7.58 0.00 restricted 8.01 0.00 restricted 8.14 0.00 restricted 8.30 0.00 restricted 8.40 0.00 restricted 8.45 0.00 restricted 8.55 0.00 restricted 8.70 0.00 restricted 9.03 0.00 restricted 9.25 0.00 restricted 9.28 0.00 restricted 9.76 0.00 restricted 9.94 0.00 restricted 10.03 0.00 restricted 10.32 0.00 restricted 10.65 0.00 restricted 10.98 0.00 restricted 11.58 0.00 restricted 11.97 0.00 restricted 12.10 0.00 restricted 12.54 0.00 restricted 12.99 0.00 restricted 13.10 0.00 restricted 13.38 0.00 restricted 13.81 0.00 restricted 14.18 0.00 restricted 14.44 0.00 restricted 14.70 0.00 restricted 14.74 0.00 restricted 15.33 0.00 restricted 15.47 0.00 restricted 15.87 0.00 restricted 16.01 0.00 restricted 16.63 0.00 restricted 16.85 0.00 restricted 17.12 0.00 restricted 17.36 0.00 restricted 17.71 0.00 restricted 17.85 0.00 restricted 18.01 0.00 restricted 18.31 0.00 restricted 18.79 0.00 restricted 18.96 0.00 restricted 19.43 0.00 restricted 19.84 0.00 restricted 19.87 0.00 restricted 20.38 0.00 restricted 20.77 0.00 restricted 21.12 0.00 restricted 21.34 0.00 restricted 21.99 0.00 restricted 22.55 0.00 restricted 22.89 0.00 restricted 23.19 0.00 restricted 23.45 0.00 restricted 23.57 0.00 restricted 24.01 0.00 restricted 24.03 0.00 restricted 24.51 0.00 restricted 24.74 0.00 restricted 25.48 0.00 restricted 26.44 0.00 restricted 26.79 0.00 restricted 27.41 0.00 restricted 27.80 0.00 restricted 28.32 0.00 restricted 28.74 0.00 restricted 28.89 0.00 restricted 29.26 0.00 restricted 30.24 0.00 restricted 30.27 0.00 restricted 30.43 0.00 restricted 30.66 0.00 restricted 30.87 0.00 restricted 31.27 0.00 restricted 31.39 0.00 restricted 31.68 0.00 restricted 31.77 0.00 restricted 31.86 0.00 restricted 32.39 0.00 restricted 32.56 0.00 restricted 32.72 0.00 restricted 32.86 0.00 restricted 33.04 0.00 restricted 33.13 0.00 restricted 33.33 0.00 restricted 33.85 0.00 restricted 34.46 0.00 restricted 34.99 0.00 restricted 35.31 0.00 restricted 35.33 0.00 restricted 35.51 0.00 restricted 36.09 0.00 restricted 36.27 0.00 restricted 36.81 0.00 restricted 36.93 0.00 restricted 37.07 0.00 restricted 37.55 0.00 restricted 37.89 0.00 restricted 38.38 0.00 restricted 38.47 0.00 restricted 38.76 0.00 restricted 39.60 0.00 restricted 39.90 0.00 restricted 40.43 0.00 restricted 41.26 0.00 restricted 41.72 0.00 restricted 41.99 0.00 restricted 42.56 0.00 restricted 42.68 0.00 restricted 42.79 0.00 restricted 43.21 0.00 restricted 43.84 0.00 restricted 45.30 0.00 restricted 45.54 0.00 restricted 46.50 0.00 restricted 47.11 0.00 restricted 47.55 0.00 restricted 47.64 0.00 restricted 49.51 0.00 restricted 49.70 0.00 restricted 50.24 0.00 restricted 52.41 0.00 restricted 52.69 0.00 restricted 52.86 0.00 restricted 53.18 0.00 restricted 53.69 0.00 restricted 54.46 0.00 restricted 55.34 0.00 restricted 56.35 0.00 restricted 58.18 0.00 restricted 58.57 0.00 restricted 60.33 0.00 restricted 60.39 0.00 restricted 61.85 0.00 restricted 62.63 0.00 restricted 63.30 0.00 restricted 66.64 0.00 restricted 67.20 0.00
+----------------------------------------+ | Vibrational Density of States Analysis | +----------------------------------------+ Total number of frequencies = 45 Total number of negative frequencies = 0 Number of lowest frequencies = 9 (frequency threshold = 500 ) Exact dos norm = 39.000 Generating vibrational DOS Generating model vibrational DOS to have a proper norm 10.00 38.99 9.00 39.00 50.00 38.99 8.99 39.00 100.00 38.81 8.81 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 = 63.746 kcal/mol ( 0.101585) vibrational contribution to enthalpy correction = 67.070 kcal/mol ( 0.106884) vibrational contribution to Entropy = 18.079 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 = 0.106886 kcal/mol ( 67.072 kcal/mol)
- model vibrational DOS enthalpy correction = 0.106894 kcal/mol ( 67.077 kcal/mol)
- vibrational DOS Entropy = 0.000029 ( 18.101 cal/mol-k)
- model vibrational DOS Entropy = 0.000029 ( 18.113 cal/mol-k)
- original gas Energy = -586.653104 (-368130.378 kcal/mol)
- original gas Enthalpy = -586.542445 (-368060.938 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -586.542443 (-368060.937 kcal/mol, delta= 0.001)
- model DOS gas Enthalpy = -586.542434 (-368060.931 kcal/mol, delta= 0.007)
- original gas Entropy = 0.000142 ( 89.081 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000142 ( 89.103 cal/mol-k,delta= 0.022)
- model DOS gas Entropy = 0.000142 ( 89.115 cal/mol-k,delta= 0.034)
- original gas Free Energy = -586.584770 (-368087.498 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -586.584778 (-368087.503 kcal/mol, delta= -0.005)
- model DOS gas Free Energy = -586.584776 (-368087.501 kcal/mol, delta= -0.003)
- original sol Free Energy = -586.672493 (-368142.545 kcal/mol)
- unadjusted DOS sol Free Energy = -586.672502 (-368142.550 kcal/mol)
- model DOS sol Free Energy = -586.672499 (-368142.548 kcal/mol)
DOS sigma = 50.000000
- vibrational DOS enthalpy correction = 0.106931 kcal/mol ( 67.101 kcal/mol)
- model vibrational DOS enthalpy correction = 0.106940 kcal/mol ( 67.106 kcal/mol)
- vibrational DOS Entropy = 0.000030 ( 18.706 cal/mol-k)
- model vibrational DOS Entropy = 0.000030 ( 18.718 cal/mol-k)
- original gas Energy = -586.653104 (-368130.378 kcal/mol)
- original gas Enthalpy = -586.542445 (-368060.938 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -586.542397 (-368060.908 kcal/mol, delta= 0.030)
- model DOS gas Enthalpy = -586.542389 (-368060.903 kcal/mol, delta= 0.035)
- original gas Entropy = 0.000142 ( 89.081 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000143 ( 89.708 cal/mol-k,delta= 0.627)
- model DOS gas Entropy = 0.000143 ( 89.720 cal/mol-k,delta= 0.639)
- original gas Free Energy = -586.584770 (-368087.498 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -586.585020 (-368087.654 kcal/mol, delta= -0.157)
- model DOS gas Free Energy = -586.585018 (-368087.653 kcal/mol, delta= -0.155)
- original sol Free Energy = -586.672493 (-368142.545 kcal/mol)
- unadjusted DOS sol Free Energy = -586.672743 (-368142.702 kcal/mol)
- model DOS sol Free Energy = -586.672741 (-368142.700 kcal/mol)
DOS sigma = 100.000000
- vibrational DOS enthalpy correction = 0.106928 kcal/mol ( 67.098 kcal/mol)
- model vibrational DOS enthalpy correction = 0.107150 kcal/mol ( 67.238 kcal/mol)
- vibrational DOS Entropy = 0.000031 ( 19.541 cal/mol-k)
- model vibrational DOS Entropy = 0.000032 ( 19.885 cal/mol-k)
- original gas Energy = -586.653104 (-368130.378 kcal/mol)
- original gas Enthalpy = -586.542445 (-368060.938 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -586.542400 (-368060.910 kcal/mol, delta= 0.028)
- model DOS gas Enthalpy = -586.542179 (-368060.771 kcal/mol, delta= 0.167)
- original gas Entropy = 0.000142 ( 89.081 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000144 ( 90.543 cal/mol-k,delta= 1.462)
- model DOS gas Entropy = 0.000145 ( 90.887 cal/mol-k,delta= 1.806)
- original gas Free Energy = -586.584770 (-368087.498 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -586.585420 (-368087.906 kcal/mol, delta= -0.408)
- model DOS gas Free Energy = -586.585362 (-368087.869 kcal/mol, delta= -0.371)
- original sol Free Energy = -586.672493 (-368142.545 kcal/mol)
- unadjusted DOS sol Free Energy = -586.673144 (-368142.953 kcal/mol)
- model DOS sol Free Energy = -586.673085 (-368142.916 kcal/mol)
Normal Mode Frequency (cm-1) IR Intensity (arbitrary)
----------- ---------------- ------------------------
1 -0.000 0.179
2 -0.000 0.261
3 -0.000 0.355
4 0.000 0.236
5 0.000 0.055
6 0.000 0.673
7 125.210 0.264
8 150.100 0.316
9 227.180 0.045
10 236.040 0.010
11 345.880 2.168
12 352.480 0.374
13 363.160 1.037
14 449.830 0.101
15 459.530 0.448
16 565.110 1.107
17 577.040 0.199
18 623.830 0.082
19 665.600 5.953
20 720.700 7.638
21 763.280 1.645
22 812.410 1.718
23 813.770 1.880
24 847.730 0.374
25 849.110 2.924
26 906.580 3.769
27 972.540 0.153
28 989.300 1.914
29 1120.350 11.716
30 1157.970 2.785
31 1217.070 10.746
32 1287.610 4.446
33 1311.230 74.645
34 1369.280 114.924
35 1381.470 79.563
36 1479.640 0.552
37 1531.680 32.806
38 1558.160 14.007
39 1623.970 27.489
40 1652.610 28.802
41 1690.360 2.047
42 3244.010 0.714
43 3279.480 1.417
44 3280.830 0.494
45 3609.860 6.967
No Hindered Rotor Data
+-------------------------------------+
| Reactions Contained in the Database |
+-------------------------------------+
Reactions Containing INCHIKEY = ROZGMLPPEPPBPZ-UHFFFAOYSA-N
Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction
20595 31.863 32.716 38.418 -20.514 17.904 A + B --> AB "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)[C]1C=[CH](O)C(=O)C(=C1)O ^{-2}"
20432 -72.124 -71.749 -73.426 51.958 -21.468 AB + C --> AC + B "DNAN-2-OH xc{b3lyp} + hydroxide ^{-1} xc{b3lyp} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{b3lyp} + CO xc{b3lyp}"
20313 284.862 281.031 278.025 -12.808 265.217 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + [SH-] ^{-1} --> [O][N](=O)[C]1C=[C]C(=O)C(=C1)O + S ^{-2}"
20145 -50.272 -50.003 -51.375 31.227 -20.147 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} xc{pbe} + hydroxide ^{-1} xc{pbe} --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} xc{pbe} + O=[N]=O ^{-1} xc{pbe}"
20142 -54.949 -54.229 -56.307 23.131 -33.176 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} xc{m06-2x} + O=[N]=O ^{-1} xc{m06-2x}"
20139 0.126 0.233 -0.336 3.831 3.495 EA + BCD --> AB + CDE "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} + water --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} + ON=O"
19772 -74.263 -74.078 -75.679 52.209 -23.470 AB + C --> AC + B "DNAN-2-OH xc{pbe} + hydroxide ^{-1} xc{pbe} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{pbe} + CO xc{pbe}"
19641 -71.551 -70.900 -72.878 46.301 -26.578 AB + C --> AC + B "DNAN-2-OH xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{m06-2x} + CO xc{m06-2x}"
18657 17.166 16.404 15.251 -3.348 11.903 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> O=C1C=CC(=[CH2][C]1[O])[N](=O)[O] ^{-1}"
18602 284.862 281.032 278.025 -75.788 202.237 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + [SH-] ^{-1} --> [O][N](=O)[C]1C=[C]C(=O)C(=C1)O + S ^{-2}"
18598 273.948 270.682 267.774 -72.844 194.930 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + [SH-] ^{-1} --> O=C1C=[C]C(=C[C]1O)[N](=O)[O] + S ^{-2}"
12596 -73.657 -73.271 -75.276 52.109 -23.167 AB + C --> AC + B "DNAN-2-OH xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{pbe0} + CO xc{pbe0}"
12485 -52.317 -51.958 -53.799 28.437 -25.361 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} xc{pbe0} + O=[N]=O ^{-1} xc{pbe0}"
7490 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7489 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7488 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7487 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7486 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7485 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7484 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7483 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7482 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7481 179.965 174.115 165.237 33.311 99.948 AC + BD --> A + B + CD "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)C1=C[CH]C(=O)C(=C1)[O] + [OH] mult{2} + [H] ^{-1} + [SHE]"
7480 69.369 70.857 80.769 -43.424 37.345 A + B --> AB "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)[C]1C=CC(=O)C(=[CH]1O)O ^{-2}"
7479 273.640 273.760 271.138 -107.258 163.880 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)[C]1C=CC(=O)C(=[C]1)O + O ^{-2}"
7372 54.649 56.224 66.658 -36.860 29.798 A + B --> AB "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> O=C1C=[CH](O)C(=C[C]1O)[N](=O)[O] ^{-2}"
7371 288.749 287.827 285.058 -114.401 170.657 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)[C]1C=[C]C(=O)C(=C1)O + O ^{-2}"
7370 277.836 277.477 274.806 -111.457 163.350 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> [O][N](=O)[C]1[C]=CC(=O)C(=C1)O + O ^{-2}"
6916 -23.412 -23.985 -27.017 16.509 -10.508 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + hydroxide ^{-1} --> O[C]1C=CC(=O)C(=C1)O ^{-1} + [O]N=O ^{-1}"
6883 400.420 393.719 385.578 -260.352 26.626 AB --> A + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> O=C1C=CC(=C[C]1[O])[N](=O)[O] ^{-1} mult{2} + [H] ^{1} + [SHE]"
6882 400.420 393.719 385.578 -260.352 26.626 AB --> A + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> O=C1C=CC(=C[C]1[O])[N](=O)[O] ^{-1} mult{2} + [H] ^{1} + [SHE]"
6742 -54.949 -54.229 -56.307 28.981 -27.326 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} xc{m06-2x} + O=[N]=O ^{-1} xc{m06-2x}"
6741 -52.317 -51.958 -53.799 28.497 -25.301 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} xc{pbe0} + O=[N]=O ^{-1} xc{pbe0}"
6740 -50.272 -50.002 -51.374 28.377 -22.997 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} xc{pbe} + hydroxide ^{-1} xc{pbe} --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} xc{pbe} + O=[N]=O ^{-1} xc{pbe}"
6739 -71.550 -70.901 -72.878 52.101 -20.777 AB + C --> AC + B "DNAN-2-OH xc{m06-2x} + hydroxide ^{-1} xc{m06-2x} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{m06-2x} + CO xc{m06-2x}"
6738 -73.656 -73.270 -75.294 52.169 -23.125 AB + C --> AC + B "DNAN-2-OH xc{pbe0} + hydroxide ^{-1} xc{pbe0} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{pbe0} + CO xc{pbe0}"
6737 -74.263 -74.066 -75.637 52.140 -23.497 AB + C --> AC + B "DNAN-2-OH xc{pbe} + hydroxide ^{-1} xc{pbe} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{pbe} + CO xc{pbe}"
6621 7.634 6.143 3.325 0.338 3.662 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} + [SH-] ^{-1} --> S[C]1C=CC(=O)C(=C1)O ^{-1} + [O]N=O ^{-1}"
6219 34.093 33.007 31.196 -11.814 19.383 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> [O][N](=[OH])[C]1C=CC(=O)C(=C1)[O] ^{-1}"
6216 34.093 33.007 31.196 -11.814 19.383 AB + CD --> AD + BC "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> O=C1C=CC(=C[C]1[O])[N](=O)O ^{-1}"
6215 34.093 33.007 31.196 -11.814 19.383 AB + CD --> AD + BC "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> O=C1C=CC(=C[C]1[O])[N](=O)O ^{-1}"
6214 34.093 33.007 31.196 -11.814 19.383 AB + CD --> AD + BC "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> O=C1C=CC(=C[C]1[O])[N](=O)O ^{-1}"
6213 34.093 33.007 31.196 -11.814 19.383 AB + CD --> AD + BC "O=N(=O)c1ccc(c(c1)O)[O] ^{-1} --> O=C1C=CC(=C[C]1[O])[N](=O)O ^{-1}"
5926 -71.890 -71.058 -72.674 30.600 -42.074 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] mult{2} + hydroxide ^{-1} --> O=C1C=CC(=C[C]1O)N(=O)=O mult{2} + O=[N]=O ^{-1}"
5846 -72.124 -71.782 -73.620 52.078 -21.542 AB + C --> AC + B "DNAN-2-OH xc{b3lyp} + hydroxide ^{-1} xc{b3lyp} --> O=N(=O)c1ccc(c(c1)O)[O] ^{-1} xc{b3lyp} + CO xc{b3lyp}"
5718 0.126 0.234 -0.336 3.761 3.425 EA + BCD --> AB + CDE "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} + water --> O=C1[CH]C=C(C=C1O)N(=O)=O ^{-1} + ON=O"
5691 399.428 393.003 385.684 -254.596 32.488 AB --> A + B "O=N(=O)c1ccc(c(c1)O)O --> O=N(=O)c1ccc(c(c1)O)[O] mult{2} + [H] ^{1} + [SHE]"
5690 399.428 393.003 385.684 -254.596 32.488 AB --> A + B "O=N(=O)c1ccc(c(c1)O)O --> O=N(=O)c1ccc(c(c1)O)[O] mult{2} + [H] ^{1} + [SHE]"
5136 -52.075 -51.621 -53.361 29.219 -24.142 AB + C --> AC + B "O=N(=O)c1ccc(c(c1)N(=O)=O)[O] ^{-1} + hydroxide ^{-1} --> O=C1C=CC(=C[C]1O)N(=O)=O ^{-1} + O=[N]=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.