Results from an EMSL Arrows Calculation
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The id(s) for emsiles = FC(C(C(C(F)(F)F)(F)F)(F)F)F theory{dft} xc{b3lyp} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} are: 79610 Use id=% instead of esmiles to print other entries. mformula = C4F9H1 iupac = 1,1,1,2,2,3,3,4,4-nonafluorobutane PubChem = 2775798 PubChem LCSS = 2775798 cas = 375-17-7 synonyms = 1,1,1,2,2,3,3,4,4-nonafluorobutane; 1H-NONAFLUOROBUTANE; 375-17-7; C4F9H; HFC-329p; SCHEMBL37506; CHEMBL504358; DTXSID20379700; MFCD00272355; AKOS016015310; 1,1,2,2,3,3,4,4,4-nonafluorobutane; NS00006544; 1,1,1,2,2,3,3,4,4-nonakis(fluoranyl)butane; A823717 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 = 79610 NWOutput = Link to NWChem Output (download) Datafiles: homo-restricted.cube-255397-2024-4-9-11:26:38 (download) lumo-restricted.cube-255397-2024-4-9-11:26:38 (download) dft-b3lyp-183438.cosmo.xyz-255397-2024-4-9-11:26:38 (download) mo_orbital_nwchemarrows-2024-4-21-7-25-183992.out-396686-2024-4-21-7:38:10 (download) image_resset: api/image_reset/79610 Calculation performed by Eric Bylaska - aqe Numbers of cpus used for calculation = 119 Calculation walltime = 708.100000 seconds (0 days 0 hours 11 minutes 48 seconds) +----------------+ | Energetic Data | +----------------+ Id = 79610 iupac = 1,1,1,2,2,3,3,4,4-nonafluorobutane mformula = C4F9H1 inchi = InChI=1S/C4HF9/c5-1(6)2(7,8)3(9,10)4(11,12)13/h1H inchikey = ZQTIKDIHRRLSRV-UHFFFAOYSA-N esmiles = FC(C(C(C(F)(F)F)(F)F)(F)F)F 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 = -1051.957452 Hartrees enthalpy correct.= 0.074270 Hartrees entropy = 108.917 cal/mol-K solvation energy = -1.069 kcal/mol solvation_type = COSMO Sitkoff cavity dispersion = 2.341 kcal/mol Honig cavity dispersion = 7.403 kcal/mol ASA solvent accesible surface area = 296.136 Angstrom2 ASA solvent accesible volume = 282.133 Angstrom3 +-----------------+ | Structural Data | +-----------------+
JSmol: an open-source HTML5 viewer for chemical structures in 3D
Number of Atoms = 14 Units are Angstrom for bonds and degrees for angles Type I J K L M Value ----------- ----- ----- ----- ----- ----- ---------- 1 Stretch F1 C2 1.35310 2 Stretch C2 F3 1.35336 3 Stretch C2 C4 1.54502 4 Stretch C2 H14 1.08808 5 Stretch C4 F5 1.35575 6 Stretch C4 F6 1.34817 7 Stretch C4 C7 1.56096 8 Stretch C7 F8 1.34890 9 Stretch C7 F9 1.34689 10 Stretch C7 C10 1.55407 11 Stretch C10 F11 1.33358 12 Stretch C10 F12 1.33014 13 Stretch C10 F13 1.34400 14 Bend F1 C2 F3 108.63247 15 Bend F1 C2 C4 109.90586 16 Bend F1 C2 H14 109.63363 17 Bend F3 C2 C4 107.53678 18 Bend F3 C2 H14 108.99521 19 Bend C4 C2 H14 112.05298 20 Bend C2 C4 F5 107.18956 21 Bend C2 C4 F6 109.11583 22 Bend C2 C4 C7 117.29255 23 Bend F5 C4 F6 108.66301 24 Bend F5 C4 C7 107.91017 25 Bend F6 C4 C7 106.43150 26 Bend C4 C7 F8 107.37881 27 Bend C4 C7 F9 109.07810 28 Bend C4 C7 C10 116.51732 29 Bend F8 C7 F9 108.82868 30 Bend F8 C7 C10 107.27671 31 Bend F9 C7 C10 107.55881 32 Bend C7 C10 F11 111.15389 33 Bend C7 C10 F12 109.53101 34 Bend C7 C10 F13 109.99159 35 Bend F11 C10 F12 109.03808 36 Bend F11 C10 F13 108.48049 37 Bend F12 C10 F13 108.59559 38 Dihedral F1 C2 C4 F5 178.65970 39 Dihedral F1 C2 C4 F6 -63.84147 40 Dihedral F1 C2 C4 C7 57.20353 41 Dihedral C2 C4 C7 F8 177.40762 42 Dihedral C2 C4 C7 F9 -64.81258 43 Dihedral C2 C4 C7 C10 57.14658 44 Dihedral F3 C2 C4 F5 -63.25476 45 Dihedral F3 C2 C4 F6 54.24407 46 Dihedral F3 C2 C4 C7 175.28907 47 Dihedral C4 C7 C10 F11 59.33533 48 Dihedral C4 C7 C10 F12 179.89138 49 Dihedral C4 C7 C10 F13 -60.82704 50 Dihedral F5 C4 C2 H14 56.50168 51 Dihedral F5 C4 C7 F8 56.32674 52 Dihedral F5 C4 C7 F9 174.10653 53 Dihedral F5 C4 C7 C10 -63.93431 54 Dihedral F6 C4 C2 H14 174.00050 55 Dihedral F6 C4 C7 F8 -60.15615 56 Dihedral F6 C4 C7 F9 57.62364 57 Dihedral F6 C4 C7 C10 179.58280 58 Dihedral C7 C4 C2 H14 -64.95450 59 Dihedral F8 C7 C10 F11 -60.98026 60 Dihedral F8 C7 C10 F12 59.57579 61 Dihedral F8 C7 C10 F13 178.85737 62 Dihedral F9 C7 C10 F11 -177.91153 63 Dihedral F9 C7 C10 F12 -57.35548 64 Dihedral F9 C7 C10 F13 61.92609
+-----------------+ | Eigenvalue Data | +-----------------+ Id = 79610 iupac = 1,1,1,2,2,3,3,4,4-nonafluorobutane mformula = C4F9H1 InChI = InChI=1S/C4HF9/c5-1(6)2(7,8)3(9,10)4(11,12)13/h1H smiles = FC(C(C(C(F)(F)F)(F)F)(F)F)F esmiles = FC(C(C(C(F)(F)F)(F)F)(F)F)F 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 ---- ---- 67.42 eV ---- ---- ---- ---- -- -- -- - ---- ---- 6 - - - - 6 - - - - ---- ---- ---- ---- --- -- --- - - - - -- 6 - - - - 8 - - - - 11 - - - - 11 - - - - -- -- -- - - - - - -- ---- ---- ---- ---- ---- ---- ---- ---- --- -- --- 7 - - - - -- -- -- - -- -- -- - 9 - - - - 15 - - - - 9 - - - - 9 - - - - 12 - - - - 9 - - - - ---- ---- LUMO= -0.30 eV HOMO= -10.26 eV ++++++++++ 7 + + + + 10 + + + + ++ ++ ++ + 6 + + + + ++++++++++ ++++ ++++ ++++++++++ 6 + + + + -37.28 eV ++++ ++++
spin eig occ ---------------------------- restricted -37.28 2.00 restricted -36.37 2.00 restricted -35.87 2.00 restricted -35.43 2.00 restricted -34.82 2.00 restricted -34.78 2.00 restricted -34.49 2.00 restricted -34.34 2.00 restricted -33.98 2.00 restricted -23.33 2.00 restricted -21.75 2.00 restricted -20.22 2.00 restricted -19.11 2.00 restricted -17.99 2.00 restricted -17.87 2.00 restricted -17.75 2.00 restricted -17.18 2.00 restricted -17.08 2.00 restricted -16.84 2.00 restricted -16.43 2.00 restricted -16.11 2.00 restricted -15.92 2.00 restricted -14.42 2.00 restricted -14.13 2.00 restricted -14.05 2.00 restricted -13.95 2.00 restricted -13.55 2.00 restricted -13.42 2.00 restricted -13.30 2.00 restricted -13.04 2.00 restricted -12.97 2.00 restricted -12.84 2.00 restricted -12.68 2.00 restricted -12.64 2.00 restricted -12.48 2.00 restricted -12.40 2.00 restricted -12.25 2.00 restricted -12.04 2.00 restricted -11.06 2.00 restricted -10.26 2.00 restricted -0.30 0.00 restricted -0.24 0.00 restricted 0.34 0.00 restricted 0.55 0.00 restricted 1.16 0.00 restricted 1.37 0.00 restricted 1.50 0.00 restricted 1.55 0.00 restricted 1.77 0.00 restricted 1.93 0.00 restricted 2.11 0.00 restricted 2.27 0.00 restricted 2.58 0.00 restricted 2.79 0.00 restricted 2.85 0.00 restricted 3.19 0.00 restricted 3.29 0.00 restricted 3.36 0.00 restricted 3.57 0.00 restricted 3.79 0.00 restricted 4.15 0.00 restricted 4.28 0.00 restricted 4.35 0.00 restricted 4.79 0.00 restricted 5.03 0.00 restricted 5.34 0.00 restricted 5.73 0.00 restricted 5.88 0.00 restricted 6.10 0.00 restricted 6.36 0.00 restricted 6.45 0.00 restricted 6.50 0.00 restricted 6.60 0.00 restricted 6.82 0.00 restricted 7.06 0.00 restricted 7.17 0.00 restricted 7.42 0.00 restricted 7.86 0.00 restricted 7.98 0.00 restricted 8.24 0.00 restricted 8.53 0.00 restricted 8.68 0.00 restricted 8.71 0.00 restricted 8.84 0.00 restricted 8.99 0.00 restricted 9.18 0.00 restricted 9.28 0.00 restricted 9.47 0.00 restricted 9.64 0.00 restricted 9.79 0.00 restricted 9.99 0.00 restricted 10.21 0.00 restricted 10.25 0.00 restricted 10.47 0.00 restricted 10.64 0.00 restricted 10.71 0.00 restricted 11.08 0.00 restricted 11.33 0.00 restricted 11.50 0.00 restricted 11.71 0.00 restricted 11.80 0.00 restricted 11.99 0.00 restricted 12.22 0.00 restricted 12.70 0.00 restricted 12.89 0.00 restricted 13.15 0.00 restricted 14.28 0.00 restricted 14.61 0.00 restricted 14.85 0.00 restricted 15.62 0.00 restricted 16.23 0.00 restricted 16.69 0.00 restricted 17.05 0.00 restricted 17.31 0.00 restricted 17.74 0.00 restricted 18.01 0.00 restricted 18.15 0.00 restricted 18.20 0.00 restricted 18.69 0.00 restricted 19.26 0.00 restricted 19.74 0.00 restricted 20.13 0.00 restricted 20.53 0.00 restricted 21.79 0.00 restricted 22.42 0.00 restricted 24.44 0.00 restricted 25.52 0.00 restricted 26.92 0.00 restricted 27.10 0.00 restricted 28.17 0.00 restricted 28.31 0.00 restricted 30.03 0.00 restricted 30.42 0.00 restricted 31.13 0.00 restricted 31.42 0.00 restricted 31.89 0.00 restricted 32.75 0.00 restricted 33.57 0.00 restricted 33.98 0.00 restricted 34.10 0.00 restricted 34.44 0.00 restricted 34.82 0.00 restricted 35.02 0.00 restricted 35.16 0.00 restricted 35.43 0.00 restricted 35.71 0.00 restricted 35.73 0.00 restricted 35.79 0.00 restricted 35.92 0.00 restricted 36.14 0.00 restricted 36.39 0.00 restricted 36.63 0.00 restricted 36.89 0.00 restricted 37.03 0.00 restricted 37.12 0.00 restricted 37.35 0.00 restricted 37.60 0.00 restricted 37.72 0.00 restricted 38.07 0.00 restricted 38.18 0.00 restricted 38.25 0.00 restricted 38.42 0.00 restricted 38.58 0.00 restricted 38.69 0.00 restricted 38.96 0.00 restricted 39.06 0.00 restricted 39.83 0.00 restricted 39.93 0.00 restricted 40.26 0.00 restricted 40.40 0.00 restricted 41.03 0.00 restricted 41.35 0.00 restricted 41.53 0.00 restricted 41.83 0.00 restricted 41.92 0.00 restricted 42.40 0.00 restricted 42.89 0.00 restricted 43.65 0.00 restricted 44.05 0.00 restricted 44.19 0.00 restricted 44.56 0.00 restricted 45.14 0.00 restricted 45.57 0.00 restricted 45.83 0.00 restricted 47.59 0.00 restricted 48.81 0.00 restricted 53.25 0.00 restricted 53.43 0.00 restricted 54.02 0.00 restricted 54.33 0.00 restricted 54.78 0.00 restricted 55.21 0.00 restricted 55.28 0.00 restricted 55.61 0.00 restricted 55.75 0.00 restricted 56.13 0.00 restricted 56.23 0.00 restricted 56.90 0.00 restricted 57.15 0.00 restricted 57.58 0.00 restricted 58.34 0.00 restricted 59.26 0.00 restricted 60.34 0.00 restricted 60.77 0.00 restricted 61.07 0.00 restricted 61.58 0.00 restricted 62.60 0.00 restricted 62.98 0.00 restricted 64.63 0.00 restricted 65.60 0.00 restricted 66.81 0.00 restricted 67.42 0.00
+----------------------------------------+ | Vibrational Density of States Analysis | +----------------------------------------+ Total number of frequencies = 42 Total number of negative frequencies = 0 Number of lowest frequencies = 15 (frequency threshold = 500 ) Exact dos norm = 36.000 Generating vibrational DOS Generating model vibrational DOS to have a proper norm 10.00 36.00 15.00 36.00 50.00 35.60 14.60 36.00 100.00 35.01 14.01 36.00 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 = 38.610 kcal/mol ( 0.061529) vibrational contribution to enthalpy correction = 44.236 kcal/mol ( 0.070495) vibrational contribution to Entropy = 35.964 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 = 0.070498 kcal/mol ( 44.238 kcal/mol) - model vibrational DOS enthalpy correction = 0.070503 kcal/mol ( 44.241 kcal/mol) - vibrational DOS Entropy = 0.000058 ( 36.134 cal/mol-k) - model vibrational DOS Entropy = 0.000058 ( 36.144 cal/mol-k) - original gas Energy = -1051.957452 (-660113.262 kcal/mol) - original gas Enthalpy = -1051.883182 (-660066.657 kcal/mol, delta= 0.000) - unajusted DOS gas Enthalpy = -1051.883179 (-660066.655 kcal/mol, delta= 0.002) - model DOS gas Enthalpy = -1051.883174 (-660066.652 kcal/mol, delta= 0.005) - original gas Entropy = 0.000174 ( 108.917 cal/mol-k,delta= 0.000) - unajusted DOS gas Entropy = 0.000174 ( 109.087 cal/mol-k,delta= 0.170) - model DOS gas Entropy = 0.000174 ( 109.097 cal/mol-k,delta= 0.180) - original gas Free Energy = -1051.934932 (-660099.131 kcal/mol, delta= 0.000) - unadjusted DOS gas Free Energy = -1051.935010 (-660099.179 kcal/mol, delta= -0.049) - model DOS gas Free Energy = -1051.935010 (-660099.179 kcal/mol, delta= -0.049) - original sol Free Energy = -1051.936636 (-660100.200 kcal/mol) - unadjusted DOS sol Free Energy = -1051.936714 (-660100.249 kcal/mol) - model DOS sol Free Energy = -1051.936714 (-660100.249 kcal/mol) DOS sigma = 50.000000 - vibrational DOS enthalpy correction = 0.070239 kcal/mol ( 44.075 kcal/mol) - model vibrational DOS enthalpy correction = 0.070678 kcal/mol ( 44.351 kcal/mol) - vibrational DOS Entropy = 0.000057 ( 35.981 cal/mol-k) - model vibrational DOS Entropy = 0.000059 ( 36.879 cal/mol-k) - original gas Energy = -1051.957452 (-660113.262 kcal/mol) - original gas Enthalpy = -1051.883182 (-660066.657 kcal/mol, delta= 0.000) - unajusted DOS gas Enthalpy = -1051.883438 (-660066.818 kcal/mol, delta= -0.161) - model DOS gas Enthalpy = -1051.882999 (-660066.542 kcal/mol, delta= 0.115) - original gas Entropy = 0.000174 ( 108.917 cal/mol-k,delta= 0.000) - unajusted DOS gas Entropy = 0.000174 ( 108.935 cal/mol-k,delta= 0.018) - model DOS gas Entropy = 0.000175 ( 109.832 cal/mol-k,delta= 0.915) - original gas Free Energy = -1051.934932 (-660099.131 kcal/mol, delta= 0.000) - unadjusted DOS gas Free Energy = -1051.935196 (-660099.297 kcal/mol, delta= -0.166) - model DOS gas Free Energy = -1051.935184 (-660099.289 kcal/mol, delta= -0.158) - original sol Free Energy = -1051.936636 (-660100.200 kcal/mol) - unadjusted DOS sol Free Energy = -1051.936901 (-660100.366 kcal/mol) - model DOS sol Free Energy = -1051.936888 (-660100.358 kcal/mol) DOS sigma = 100.000000 - vibrational DOS enthalpy correction = 0.069909 kcal/mol ( 43.868 kcal/mol) - model vibrational DOS enthalpy correction = 0.071005 kcal/mol ( 44.556 kcal/mol) - vibrational DOS Entropy = 0.000054 ( 34.030 cal/mol-k) - model vibrational DOS Entropy = 0.000058 ( 36.175 cal/mol-k) - original gas Energy = -1051.957452 (-660113.262 kcal/mol) - original gas Enthalpy = -1051.883182 (-660066.657 kcal/mol, delta= 0.000) - unajusted DOS gas Enthalpy = -1051.883768 (-660067.025 kcal/mol, delta= -0.368) - model DOS gas Enthalpy = -1051.882672 (-660066.337 kcal/mol, delta= 0.320) - original gas Entropy = 0.000174 ( 108.917 cal/mol-k,delta= 0.000) - unajusted DOS gas Entropy = 0.000170 ( 106.984 cal/mol-k,delta= -1.933) - model DOS gas Entropy = 0.000174 ( 109.128 cal/mol-k,delta= 0.211) - original gas Free Energy = -1051.934932 (-660099.131 kcal/mol, delta= 0.000) - unadjusted DOS gas Free Energy = -1051.934600 (-660098.922 kcal/mol, delta= 0.209) - model DOS gas Free Energy = -1051.934522 (-660098.873 kcal/mol, delta= 0.257) - original sol Free Energy = -1051.936636 (-660100.200 kcal/mol) - unadjusted DOS sol Free Energy = -1051.936304 (-660099.991 kcal/mol) - model DOS sol Free Energy = -1051.936226 (-660099.943 kcal/mol) Normal Mode Frequency (cm-1) IR Intensity (arbitrary) ----------- ---------------- ------------------------ 1 -0.000 0.001 2 -0.000 0.038 3 -0.000 0.008 4 -0.000 0.041 5 0.000 0.012 6 0.000 0.051 7 34.730 0.056 8 57.230 0.189 9 96.130 0.210 10 130.080 0.242 11 168.290 0.200 12 220.240 0.501 13 245.750 0.577 14 262.740 0.868 15 286.620 0.059 16 296.170 0.189 17 324.920 0.268 18 331.740 0.145 19 378.260 0.213 20 413.840 0.573 21 466.710 1.703 22 530.120 1.970 23 554.460 1.937 24 584.140 0.628 25 630.100 0.999 26 650.410 2.572 27 739.000 7.672 28 810.720 16.998 29 966.940 52.095 30 1068.930 24.201 31 1117.710 17.858 32 1142.670 29.363 33 1150.390 7.339 34 1170.030 34.128 35 1197.630 54.798 36 1213.410 92.841 37 1254.440 26.809 38 1274.670 20.597 39 1332.720 14.474 40 1378.860 1.113 41 1418.810 3.366 42 3121.580 2.099 No Hindered Rotor Data +-------------------------------------+ | Reactions Contained in the Database | +-------------------------------------+ Reactions Containing INCHIKEY = ZQTIKDIHRRLSRV-UHFFFAOYSA-N Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction 17710 -22.220 -23.006 -35.367 5.570 -29.797 CABD --> AB + CD "O=C(O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F --> FC(F)C(F)(F)C(F)(F)C(F)(F)F + O=C=O" 17709 -22.220 -23.006 -35.367 5.570 -29.797 CABD --> AB + CD "O=C(O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F --> FC(F)C(F)(F)C(F)(F)C(F)(F)F + O=C=O"
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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 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.