Results from an EMSL Arrows Calculation
EMSL Arrows is a revolutionary approach to materials and chemical simulations that uses NWChem and chemical computational databases to make materials and chemical modeling accessible via a broad spectrum of digital communications including posts to web APIs, social networks, and traditional email. |
Molecular modeling software has previously been extremely complex, making it prohibative to all but experts in the field, yet even experts can struggle to perform calculations. This service is designed to be used by experts and non-experts alike. Experts can carry out and keep track of large numbers of complex calculations with diverse levels of theories present in their workflows. Additionally, due to a streamlined and easy-to-use input, non-experts can carry out a wide variety of molecular modeling calculations previously not accessible to them.
The id(s) for emsiles = Oc1n[nH]c(=O)[nH]1 theory{dft} xc{m06-2x} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} are: 76331 Use id=% instead of esmiles to print other entries. mformula = C2H3N3O2 iupac = 1,2,4-triazolidine-3,5-dione PubChem = 72916 PubChem LCSS = 72916 cas = 3232-84-6 kegg = D92762 synonyms = Urazole; 1,2,4-Triazolidine-3,5-dione; 3232-84-6; Urazol; Urazole bicarbamide; Bicarbamimide; s-Triazole-2,5-diol; s-Triazole-3,5-diol; 3,5-Dihydroxy-1,2,4-triazole; UNII-U4VGB8C36D; NSC 1892; NSC 15394; U4VGB8C36D; 1H-1,2,4-Triazole-3,5(2H,4H)-dione; NSC1892; 1,4-Triazolidine-3,5-dione; 1H-1,4-Triazole-3,5(2H,4H)-dione; 1,2,4-Triazole-3,5-diol; EINECS 221-776-9; Bicarbamimide (VAN); Urazole, 97%; AI3-61104; SCHEMBL130780; CHEMBL1996517; DTXSID5062920; Tetrahydro-1,2,4-triazole-dione; 4h-1,2,4-triazole-3,5-diol; NSC-1892; NSC15394; ZINC6090867; MFCD00005225; NSC-15394; AKOS015913604; AS-59390; NCI60_001576; CS-0120009; U0045; D92762; 5-hydroxy-1,2-dihydro-3h-1,2,4-triazol-3-one; 5-hydroxy-2,4-dihydro-3h-1,2,4-triazol-3-one; J-640166; J-800168; Q27290691 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 = 76331 NWOutput = Link to NWChem Output (download) Datafiles: lumo-restricted.cube-532315-2022-10-24-13:37:3 (download) homo-restricted.cube-532315-2022-10-24-13:37:3 (download) cosmo.xyz-532315-2022-10-24-13:37:3 (download) mo_orbital_nwchemarrows-2025-2-10-20-1-187420.out-750024-2025-2-10-20:38:13 (download) image_resset: api/image_reset/76331 Calculation performed by Eric Bylaska - arrow6.emsl.pnl.gov Numbers of cpus used for calculation = 32 Calculation walltime = 5377.100000 seconds (0 days 1 hours 29 minutes 37 seconds) +----------------+ | Energetic Data | +----------------+ Id = 76331 iupac = 1,2,4-triazolidine-3,5-dione mformula = C2H3N3O2 inchi = InChI=1S/C2H3N3O2/c6-1-3-2(7)5-4-1/h(H3,3,4,5,6,7) inchikey = UDATXMIGEVPXTR-UHFFFAOYSA-N esmiles = Oc1n[nH]c(=O)[nH]1 theory{dft} xc{m06-2x} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} calculation_type = ovc theory = dft xc = m06-2x basis = 6-311++G(2d,2p) charge,mult = 0 1 energy = -392.709156 Hartrees enthalpy correct.= 0.076310 Hartrees entropy = 76.217 cal/mol-K solvation energy = -14.691 kcal/mol solvation_type = COSMO Sitkoff cavity dispersion = 2.039 kcal/mol Honig cavity dispersion = 5.894 kcal/mol ASA solvent accesible surface area = 235.769 Angstrom2 ASA solvent accesible volume = 222.328 Angstrom3 +-----------------+ | Structural Data | +-----------------+
JSmol: an open-source HTML5 viewer for chemical structures in 3D
Number of Atoms = 10 Units are Angstrom for bonds and degrees for angles Type I J K L M Value ----------- ----- ----- ----- ----- ----- ---------- 1 Stretch C1 O2 1.33258 2 Stretch C1 N3 1.36179 3 Stretch C1 N7 1.28276 4 Stretch O2 H8 0.96387 5 Stretch N3 C4 1.40325 6 Stretch N3 H9 1.00446 7 Stretch C4 O5 1.20637 8 Stretch C4 N6 1.36613 9 Stretch N6 N7 1.38729 10 Stretch N6 H10 1.00266 11 Bend O2 C1 N3 119.86927 12 Bend O2 C1 N7 126.63610 13 Bend N3 C1 N7 113.49455 14 Bend C1 O2 H8 107.93458 15 Bend C1 N3 C4 107.82959 16 Bend C1 N3 H9 127.35446 17 Bend C4 N3 H9 124.81247 18 Bend N3 C4 O5 128.10176 19 Bend N3 C4 N6 101.52356 20 Bend O5 C4 N6 130.37451 21 Bend C4 N6 N7 113.93227 22 Bend C4 N6 H10 125.40439 23 Bend N7 N6 H10 120.50875 24 Bend C1 N7 N6 103.20861 25 Dihedral C1 N3 C4 O5 179.29644 26 Dihedral C1 N3 C4 N6 -0.83872 27 Dihedral C1 N7 N6 C4 -0.94532 28 Dihedral C1 N7 N6 H10 -176.66446 29 Dihedral O2 C1 N3 C4 -179.76741 30 Dihedral O2 C1 N3 H9 -0.42532 31 Dihedral O2 C1 N7 N6 -179.55410 32 Dihedral N3 C1 O2 H8 -179.85809 33 Dihedral N3 C1 N7 N6 0.33904 34 Dihedral N3 C4 N6 N7 1.11027 35 Dihedral N3 C4 N6 H10 176.58486 36 Dihedral C4 N3 C1 N7 0.33147 37 Dihedral O5 C4 N3 H9 -0.06659 38 Dihedral O5 C4 N6 N7 -179.02934 39 Dihedral O5 C4 N6 H10 -3.55476 40 Dihedral N6 C4 N3 H9 179.79825 41 Dihedral N7 C1 O2 H8 0.02890 42 Dihedral N7 C1 N3 H9 179.67356
+-----------------+ | Eigenvalue Data | +-----------------+ Id = 76331 iupac = 1,2,4-triazolidine-3,5-dione mformula = C2H3N3O2 InChI = InChI=1S/C2H3N3O2/c6-1-3-2(7)5-4-1/h(H3,3,4,5,6,7) smiles = Oc1n[nH]c(=O)[nH]1 esmiles = Oc1n[nH]c(=O)[nH]1 theory{dft} xc{m06-2x} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} theory = dft xc = m06-2x basis = 6-311++G(2d,2p) charge = 0 mult = 1 solvation_type = COSMO twirl webpage = TwirlMol Link image webpage = GIF Image Link Eigevalue Spectra ---- ---- 65.63 eV ---------- --- -- --- ---- ---- -- -- -- - ---- ---- ---------- ---- ---- ---- ---- ---------- - - - - -- ---- ---- -- -- -- - --- -- --- ---------- - - - - -- --- -- --- - - - - -- --- -- --- --- -- --- 6 - - - - -- -- -- - - - - - -- - - - - -- -- -- -- - ---------- -- -- -- - 8 - - - - 7 - - - - 9 - - - - 7 - - - - - - - - -- LUMO= -0.02 eV HOMO= -8.06 eV ++++++++++ ++++ ++++ ++++ ++++ ++++ ++++ +++ ++ +++ ++++ ++++ ++++++++++ ++++++++++ ++++++++++ ++++++++++ ++++ ++++ -34.11 eV ++++++++++
spin eig occ ---------------------------- restricted -34.11 2.00 restricted -33.00 2.00 restricted -31.53 2.00 restricted -28.45 2.00 restricted -25.60 2.00 restricted -20.97 2.00 restricted -20.44 2.00 restricted -17.99 2.00 restricted -17.12 2.00 restricted -16.24 2.00 restricted -16.15 2.00 restricted -15.06 2.00 restricted -13.95 2.00 restricted -13.82 2.00 restricted -11.89 2.00 restricted -11.74 2.00 restricted -10.68 2.00 restricted -10.19 2.00 restricted -8.06 2.00 restricted -0.02 0.00 restricted 0.43 0.00 restricted 0.60 0.00 restricted 1.11 0.00 restricted 1.35 0.00 restricted 1.51 0.00 restricted 1.71 0.00 restricted 1.85 0.00 restricted 2.21 0.00 restricted 2.33 0.00 restricted 2.65 0.00 restricted 2.91 0.00 restricted 3.58 0.00 restricted 3.76 0.00 restricted 4.01 0.00 restricted 4.14 0.00 restricted 4.27 0.00 restricted 4.80 0.00 restricted 5.13 0.00 restricted 5.45 0.00 restricted 5.48 0.00 restricted 5.63 0.00 restricted 6.24 0.00 restricted 6.31 0.00 restricted 6.64 0.00 restricted 6.84 0.00 restricted 6.89 0.00 restricted 7.22 0.00 restricted 7.74 0.00 restricted 8.08 0.00 restricted 8.22 0.00 restricted 8.25 0.00 restricted 8.52 0.00 restricted 8.73 0.00 restricted 9.00 0.00 restricted 9.51 0.00 restricted 9.88 0.00 restricted 10.34 0.00 restricted 10.68 0.00 restricted 10.73 0.00 restricted 13.13 0.00 restricted 13.76 0.00 restricted 14.34 0.00 restricted 14.68 0.00 restricted 15.35 0.00 restricted 16.20 0.00 restricted 16.30 0.00 restricted 16.73 0.00 restricted 17.18 0.00 restricted 17.26 0.00 restricted 17.98 0.00 restricted 18.09 0.00 restricted 19.11 0.00 restricted 19.64 0.00 restricted 19.78 0.00 restricted 20.00 0.00 restricted 20.17 0.00 restricted 21.09 0.00 restricted 21.14 0.00 restricted 22.49 0.00 restricted 22.72 0.00 restricted 22.81 0.00 restricted 23.11 0.00 restricted 23.39 0.00 restricted 23.71 0.00 restricted 24.09 0.00 restricted 25.14 0.00 restricted 25.92 0.00 restricted 26.03 0.00 restricted 26.48 0.00 restricted 27.74 0.00 restricted 28.00 0.00 restricted 28.67 0.00 restricted 29.07 0.00 restricted 29.70 0.00 restricted 29.94 0.00 restricted 30.28 0.00 restricted 31.52 0.00 restricted 31.88 0.00 restricted 32.65 0.00 restricted 32.82 0.00 restricted 33.07 0.00 restricted 33.71 0.00 restricted 34.06 0.00 restricted 35.60 0.00 restricted 36.31 0.00 restricted 37.36 0.00 restricted 37.58 0.00 restricted 38.89 0.00 restricted 39.12 0.00 restricted 39.29 0.00 restricted 39.92 0.00 restricted 41.09 0.00 restricted 41.86 0.00 restricted 42.42 0.00 restricted 42.73 0.00 restricted 43.10 0.00 restricted 43.29 0.00 restricted 43.76 0.00 restricted 44.91 0.00 restricted 46.65 0.00 restricted 47.16 0.00 restricted 49.74 0.00 restricted 50.26 0.00 restricted 51.37 0.00 restricted 52.90 0.00 restricted 53.43 0.00 restricted 54.77 0.00 restricted 54.96 0.00 restricted 55.73 0.00 restricted 55.88 0.00 restricted 57.65 0.00 restricted 58.40 0.00 restricted 59.23 0.00 restricted 60.07 0.00 restricted 60.16 0.00 restricted 61.10 0.00 restricted 64.94 0.00 restricted 65.63 0.00
+----------------------------------------+ | Vibrational Density of States Analysis | +----------------------------------------+ Total number of frequencies = 30 Total number of negative frequencies = 0 Number of lowest frequencies = 6 (frequency threshold = 500 ) Exact dos norm = 24.000 Generating vibrational DOS Generating model vibrational DOS to have a proper norm 10.00 24.00 6.00 24.00 50.00 24.00 6.00 24.00 100.00 23.93 5.93 24.00 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 = 43.654 kcal/mol ( 0.069568) vibrational contribution to enthalpy correction = 45.516 kcal/mol ( 0.072535) vibrational contribution to Entropy = 9.728 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 = 0.072536 kcal/mol ( 45.517 kcal/mol) - model vibrational DOS enthalpy correction = 0.072534 kcal/mol ( 45.516 kcal/mol) - vibrational DOS Entropy = 0.000016 ( 9.738 cal/mol-k) - model vibrational DOS Entropy = 0.000016 ( 9.736 cal/mol-k) - original gas Energy = -392.709156 (-246428.714 kcal/mol) - original gas Enthalpy = -392.632846 (-246380.829 kcal/mol, delta= 0.000) - unajusted DOS gas Enthalpy = -392.632845 (-246380.828 kcal/mol, delta= 0.001) - model DOS gas Enthalpy = -392.632846 (-246380.829 kcal/mol, delta= -0.000) - original gas Entropy = 0.000121 ( 76.217 cal/mol-k,delta= 0.000) - unajusted DOS gas Entropy = 0.000121 ( 76.227 cal/mol-k,delta= 0.010) - model DOS gas Entropy = 0.000121 ( 76.225 cal/mol-k,delta= 0.008) - original gas Free Energy = -392.669059 (-246403.553 kcal/mol, delta= 0.000) - unadjusted DOS gas Free Energy = -392.669062 (-246403.555 kcal/mol, delta= -0.002) - model DOS gas Free Energy = -392.669063 (-246403.555 kcal/mol, delta= -0.003) - original sol Free Energy = -392.692471 (-246418.244 kcal/mol) - unadjusted DOS sol Free Energy = -392.692474 (-246418.246 kcal/mol) - model DOS sol Free Energy = -392.692475 (-246418.247 kcal/mol) DOS sigma = 50.000000 - vibrational DOS enthalpy correction = 0.072565 kcal/mol ( 45.535 kcal/mol) - model vibrational DOS enthalpy correction = 0.072567 kcal/mol ( 45.536 kcal/mol) - vibrational DOS Entropy = 0.000016 ( 10.013 cal/mol-k) - model vibrational DOS Entropy = 0.000016 ( 10.015 cal/mol-k) - original gas Energy = -392.709156 (-246428.714 kcal/mol) - original gas Enthalpy = -392.632846 (-246380.829 kcal/mol, delta= 0.000) - unajusted DOS gas Enthalpy = -392.632815 (-246380.810 kcal/mol, delta= 0.019) - model DOS gas Enthalpy = -392.632814 (-246380.809 kcal/mol, delta= 0.020) - original gas Entropy = 0.000121 ( 76.217 cal/mol-k,delta= 0.000) - unajusted DOS gas Entropy = 0.000122 ( 76.502 cal/mol-k,delta= 0.285) - model DOS gas Entropy = 0.000122 ( 76.504 cal/mol-k,delta= 0.287) - original gas Free Energy = -392.669059 (-246403.553 kcal/mol, delta= 0.000) - unadjusted DOS gas Free Energy = -392.669164 (-246403.619 kcal/mol, delta= -0.066) - model DOS gas Free Energy = -392.669163 (-246403.618 kcal/mol, delta= -0.066) - original sol Free Energy = -392.692471 (-246418.244 kcal/mol) - unadjusted DOS sol Free Energy = -392.692576 (-246418.310 kcal/mol) - model DOS sol Free Energy = -392.692575 (-246418.309 kcal/mol) DOS sigma = 100.000000 - vibrational DOS enthalpy correction = 0.072599 kcal/mol ( 45.557 kcal/mol) - model vibrational DOS enthalpy correction = 0.072683 kcal/mol ( 45.609 kcal/mol) - vibrational DOS Entropy = 0.000017 ( 10.564 cal/mol-k) - model vibrational DOS Entropy = 0.000017 ( 10.664 cal/mol-k) - original gas Energy = -392.709156 (-246428.714 kcal/mol) - original gas Enthalpy = -392.632846 (-246380.829 kcal/mol, delta= 0.000) - unajusted DOS gas Enthalpy = -392.632781 (-246380.788 kcal/mol, delta= 0.040) - model DOS gas Enthalpy = -392.632698 (-246380.736 kcal/mol, delta= 0.093) - original gas Entropy = 0.000121 ( 76.217 cal/mol-k,delta= 0.000) - unajusted DOS gas Entropy = 0.000123 ( 77.053 cal/mol-k,delta= 0.836) - model DOS gas Entropy = 0.000123 ( 77.152 cal/mol-k,delta= 0.935) - original gas Free Energy = -392.669059 (-246403.553 kcal/mol, delta= 0.000) - unadjusted DOS gas Free Energy = -392.669392 (-246403.761 kcal/mol, delta= -0.209) - model DOS gas Free Energy = -392.669355 (-246403.739 kcal/mol, delta= -0.186) - original sol Free Energy = -392.692471 (-246418.244 kcal/mol) - unadjusted DOS sol Free Energy = -392.692803 (-246418.453 kcal/mol) - model DOS sol Free Energy = -392.692767 (-246418.430 kcal/mol) Normal Mode Frequency (cm-1) IR Intensity (arbitrary) ----------- ---------------- ------------------------ 1 -0.000 0.011 2 -0.000 0.003 3 -0.000 0.238 4 -0.000 0.138 5 0.000 0.067 6 0.000 0.072 7 150.640 2.818 8 269.340 1.287 9 371.260 0.661 10 418.800 10.694 11 436.700 17.695 12 479.710 14.273 13 550.000 4.671 14 670.070 0.770 15 714.340 0.101 16 776.580 1.076 17 799.880 1.391 18 1007.530 3.736 19 1062.040 3.689 20 1130.400 4.985 21 1240.300 10.963 22 1294.900 0.698 23 1324.170 6.726 24 1413.250 1.602 25 1602.360 20.062 26 1742.940 48.753 27 1869.610 92.130 28 3681.600 17.817 29 3701.660 18.618 30 3843.130 14.253 No Hindered Rotor Data +-------------------------------------+ | Reactions Contained in the Database | +-------------------------------------+ Reactions Containing INCHIKEY = UDATXMIGEVPXTR-UHFFFAOYSA-N Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction 20376 -50.945 -50.819 -53.859 26.386 -27.472 AB + C --> AC + B "O=c1nc(N(=O)=O)[nH][nH]1 xc{pbe} + [OH-] xc{pbe} --> O=c1nc(O)[nH][nH]1 xc{pbe} + O=N[O-] xc{pbe}" 20375 -83.281 -83.030 -86.294 21.993 -64.301 AB + C --> AC + B "O=c1nc(N(=O)=O)[nH][nH]1 xc{m06-2x} + [OH-] xc{m06-2x} --> O=c1nc(O)[nH][nH]1 xc{m06-2x} + O=N[O-] xc{m06-2x}" 14636 -53.894 -53.633 -56.633 0.000 -56.633 AB + C --> AC + B "O=c1nc(N(=O)=O)[nH][nH]1 theory{pspw4} xc{pbe0} + [OH-] theory{pspw4} xc{pbe0} --> O=c1nc(O)[nH][nH]1 theory{pspw4} xc{pbe0} + O=N[O-] theory{pspw4} xc{pbe0}" 14635 -47.215 -46.841 -49.452 0.000 -49.452 AB + C --> AC + B "O=c1nc(N(=O)=O)[nH][nH]1 theory{pspw4} + [OH-] theory{pspw4} --> O=c1nc(O)[nH][nH]1 theory{pspw4} + O=N[O-] theory{pspw4}" 14634 -61.391 -60.983 -63.716 26.525 -37.192 AB + C --> AC + B "O=c1nc(N(=O)=O)[nH][nH]1 xc{pbe0} + [OH-] xc{pbe0} --> O=c1nc(O)[nH][nH]1 xc{pbe0} + O=N[O-] xc{pbe0}" 14633 -83.281 -83.030 -86.295 27.843 -58.452 AB + C --> AC + B "O=c1nc(N(=O)=O)[nH][nH]1 xc{m06-2x} + [OH-] xc{m06-2x} --> O=c1nc(O)[nH][nH]1 xc{m06-2x} + O=N[O-] xc{m06-2x}" 14623 -50.945 -50.818 -53.858 23.536 -30.322 AB + C --> AC + B "O=c1nc(N(=O)=O)[nH][nH]1 xc{pbe} + [OH-] xc{pbe} --> O=c1nc(O)[nH][nH]1 xc{pbe} + O=N[O-] xc{pbe}" 51 -56.165 -55.985 -59.134 23.113 -36.021 AB + C --> AC + B "O=c1[nH]nc(N(=O)=O)[nH]1 + [OH-] --> O=c1[nH]nc(O)[nH]1 + O=N[O-]"
All requests to Arrows were successful.
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 queuecheckThis 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.