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
| 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 = OC[C@@H](CCl)O theory{dft} xc{b3lyp} basis{6-311++G(2d,2p)} solvation_type{COSMO} ^{0} are: 43257
Use id=% instead of esmiles to print other entries.
mformula = C3Cl1H7O2
iupac = (2S)-3-chloropropane-1,2-diol
PubChem = 148904
PubChem LCSS = 148904
cas = 60827-45-4
synonyms = 60827-45-4; (S)-(+)-3-Chloro-1,2-propanediol; (S)-3-Chloro-1,2-propanediol; (S)-3-chloropropane-1,2-diol; (S)-alpha-Chlorohydrin; (2S)-3-chloropropane-1,2-diol; S-3-Chloro-1,2-propanediol; CCRIS 7386; 1,2-Propanediol, 3-chloro-, (S)-; AK-98823; MFCD00210270; C3H7ClO2; UNII-227BD3H6H6; PubChem5740; sGPhMQDIK]UQX@; AC1L3Y1N; KSC489M3L; SCHEMBL262825; (S)-(+)-alpha-Chlorohydrin; (S)-|A-Glycerol chlorohydrin; AC1Q77S7; CTK3I9635; (S)-(+)-alpha-Monochlorohydrin; MolPort-003-928-770; SSZWWUDQMAHNAQ-GSVOUGTGSA-N; (S)-3-chloro-propane-1,2-diol; 227BD3H6H6; (2S)-3-Chloro-1,2-propanediol; ACT05633; ZINC2041174; (2S)-3-chloranylpropane-1,2-diol; ANW-33591; CC0012; FCH964052; ZINC02041174; AKOS005256195; AKOS006377003; AC-7037; AM81448; AN-4975; CC-1255; LS30054; RTR-020962; S)-( +)-3-Chloro-1,2-propanediol; 1,2-Propanediol, 3-chloro-, (2S)-; AJ-33286; CC-01403; CJ-07672; CJ-32529; Glycerol (S)-(+)-alpha-Monochlorohydrin; KB-05373; OR000331; SC-05684; AB0010733; AX8021740; LS-120253; TL8003855; TR-020962; ST24020829; A845569; C-00408; UNII-QGS78A3T6P component SSZWWUDQMAHNAQ-GSVOUGTGSA-N; (S)-(+)-3-Chloro-1,2-propanediol, 97%, optical purity ee: 97% (GLC)
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 = 43257
NWOutput = Link to NWChem Output (download)
Datafiles:
homo-restricted.cube-525574-2017-7-2-6:37:2 (download)
lumo-restricted.cube-525574-2017-7-2-6:37:2 (download)
mo_orbital_nwchemarrows-we24365.out-785393-2019-8-15-8:37:16 (download)
image_resset: api/image_reset/43257
Calculation performed by Eric Bylaska - we20961.emsl.pnl.gov
Numbers of cpus used for calculation = 2
Calculation walltime = 23674.300000 seconds (0 days 6 hours 34 minutes 34 seconds)
+----------------+
| Energetic Data |
+----------------+
Id = 43257
iupac = (2S)-3-chloropropane-1,2-diol
mformula = C3Cl1H7O2
inchi = InChI=1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2/t3-/m1/s1
inchikey = SSZWWUDQMAHNAQ-GSVOUGTGSA-N
esmiles = OC[C@@H](CCl)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 = -729.302492 Hartrees
enthalpy correct.= 0.113116 Hartrees
entropy = 83.251 cal/mol-K
solvation energy = -9.825 kcal/mol solvation_type = COSMO
Sitkoff cavity dispersion = 2.155 kcal/mol
Honig cavity dispersion = 6.476 kcal/mol
ASA solvent accesible surface area = 259.028 Angstrom2
ASA solvent accesible volume = 242.552 Angstrom3
+-----------------+
| Structural Data |
+-----------------+
JSmol: an open-source HTML5 viewer for chemical structures in 3D
Number of Atoms = 13
Units are Angstrom for bonds and degrees for angles
Type I J K L M Value
----------- ----- ----- ----- ----- ----- ----------
1 Stretch C1 C2 1.52683
2 Stretch C1 O6 1.41797
3 Stretch C1 H7 1.09061
4 Stretch C1 H8 1.09487
5 Stretch C2 C3 1.51897
6 Stretch C2 O5 1.42605
7 Stretch C2 H9 1.09347
8 Stretch C3 Cl4 1.82687
9 Stretch C3 H10 1.08606
10 Stretch C3 H11 1.08478
11 Stretch O5 H12 0.96529
12 Stretch O6 H13 0.96392
13 Bend C2 C1 O6 110.86757
14 Bend C2 C1 H7 110.15819
15 Bend C2 C1 H8 109.97536
16 Bend O6 C1 H7 106.65815
17 Bend O6 C1 H8 111.06834
18 Bend H7 C1 H8 108.02163
19 Bend C1 C2 C3 114.53751
20 Bend C1 C2 O5 110.32801
21 Bend C1 C2 H9 107.83912
22 Bend C3 C2 O5 112.12513
23 Bend C3 C2 H9 106.43636
24 Bend O5 C2 H9 104.94816
25 Bend C2 C3 Cl4 112.08509
26 Bend C2 C3 H10 111.72179
27 Bend C2 C3 H11 110.89559
28 Bend Cl4 C3 H10 106.34839
29 Bend Cl4 C3 H11 105.44225
30 Bend H10 C3 H11 110.07468
31 Bend C2 O5 H12 108.05102
32 Bend C1 O6 H13 107.18879
33 Dihedral C1 C2 C3 Cl4 66.71169
34 Dihedral C1 C2 C3 H10 -52.53904
35 Dihedral C1 C2 C3 H11 -175.74062
36 Dihedral C1 C2 O5 H12 -78.37550
37 Dihedral C2 C1 O6 H13 48.63455
38 Dihedral C3 C2 C1 O6 175.37372
39 Dihedral C3 C2 C1 H7 57.55043
40 Dihedral C3 C2 C1 H8 -61.40271
41 Dihedral C3 C2 O5 H12 50.57844
42 Dihedral Cl4 C3 C2 O5 -60.00391
43 Dihedral Cl4 C3 C2 H9 -174.22463
44 Dihedral O5 C2 C1 O6 -56.99021
45 Dihedral O5 C2 C1 H7 -174.81351
46 Dihedral O5 C2 C1 H8 66.23336
47 Dihedral O5 C2 C3 H10 -179.25464
48 Dihedral O5 C2 C3 H11 57.54378
49 Dihedral O6 C1 C2 H9 57.10120
50 Dihedral H7 C1 C2 H9 -60.72209
51 Dihedral H7 C1 O6 H13 168.57020
52 Dihedral H8 C1 C2 H9 -179.67523
53 Dihedral H8 C1 O6 H13 -73.95678
54 Dihedral H9 C2 C3 H10 66.52463
55 Dihedral H9 C2 C3 H11 -56.67695
56 Dihedral H9 C2 O5 H12 165.70922
+-----------------+
| Eigenvalue Data |
+-----------------+
Id = 43257
iupac = (2S)-3-chloropropane-1,2-diol
mformula = C3Cl1H7O2
InChI = InChI=1S/C3H7ClO2/c4-1-3(6)2-5/h3,5-6H,1-2H2/t3-/m1/s1
smiles = OC[C@@H](CCl)O
esmiles = OC[C@@H](CCl)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
---- ---- 67.02 eV
--- -- ---
---- ----
---- ----
----------
----------
---- ----
---- ----
----------
---- ----
-- -- -- -
--- -- ---
-- -- -- -
-- -- -- -
-- -- -- -
-- -- -- -
-- -- -- -
6 - - - -
--- -- ---
--- -- ---
--- -- ---
---- ----
--- -- ---
- - - - --
6 - - - -
6 - - - -
6 - - - -
6 - - - -
- - - - --
8 - - - -
9 - - - -
10 - - - -
8 - - - - LUMO= -0.38 eV
HOMO= -7.80 eV ++++++++++
+ + + + ++
++++ ++++
++ ++ ++ +
++++++++++
++++++++++
++++++++++
++++++++++
++++++++++
-28.79 eV ++++ ++++
spin eig occ ---------------------------- restricted -28.79 2.00 restricted -28.12 2.00 restricted -23.61 2.00 restricted -20.98 2.00 restricted -18.76 2.00 restricted -16.97 2.00 restricted -14.74 2.00 restricted -13.79 2.00 restricted -13.51 2.00 restricted -12.58 2.00 restricted -12.36 2.00 restricted -11.80 2.00 restricted -10.97 2.00 restricted -10.03 2.00 restricted -9.79 2.00 restricted -8.89 2.00 restricted -8.78 2.00 restricted -8.58 2.00 restricted -7.80 2.00 restricted -0.38 0.00 restricted -0.18 0.00 restricted 0.25 0.00 restricted 0.44 0.00 restricted 0.48 0.00 restricted 1.10 0.00 restricted 1.17 0.00 restricted 1.39 0.00 restricted 1.79 0.00 restricted 1.99 0.00 restricted 2.29 0.00 restricted 2.57 0.00 restricted 2.65 0.00 restricted 2.83 0.00 restricted 3.02 0.00 restricted 3.12 0.00 restricted 3.27 0.00 restricted 3.30 0.00 restricted 3.57 0.00 restricted 3.66 0.00 restricted 3.86 0.00 restricted 4.08 0.00 restricted 4.18 0.00 restricted 4.53 0.00 restricted 4.78 0.00 restricted 4.93 0.00 restricted 5.03 0.00 restricted 5.54 0.00 restricted 5.86 0.00 restricted 6.17 0.00 restricted 6.19 0.00 restricted 6.43 0.00 restricted 6.90 0.00 restricted 6.94 0.00 restricted 7.35 0.00 restricted 7.40 0.00 restricted 7.78 0.00 restricted 8.05 0.00 restricted 8.58 0.00 restricted 9.17 0.00 restricted 9.38 0.00 restricted 9.61 0.00 restricted 10.16 0.00 restricted 10.47 0.00 restricted 10.86 0.00 restricted 11.22 0.00 restricted 11.69 0.00 restricted 12.00 0.00 restricted 12.45 0.00 restricted 12.69 0.00 restricted 12.77 0.00 restricted 12.97 0.00 restricted 13.63 0.00 restricted 14.02 0.00 restricted 14.43 0.00 restricted 14.52 0.00 restricted 14.83 0.00 restricted 15.03 0.00 restricted 15.21 0.00 restricted 15.84 0.00 restricted 15.96 0.00 restricted 16.35 0.00 restricted 16.58 0.00 restricted 16.90 0.00 restricted 17.19 0.00 restricted 17.65 0.00 restricted 17.80 0.00 restricted 18.49 0.00 restricted 18.86 0.00 restricted 19.31 0.00 restricted 19.94 0.00 restricted 20.53 0.00 restricted 22.40 0.00 restricted 22.96 0.00 restricted 23.36 0.00 restricted 23.60 0.00 restricted 24.67 0.00 restricted 25.15 0.00 restricted 25.48 0.00 restricted 26.81 0.00 restricted 27.33 0.00 restricted 28.04 0.00 restricted 28.30 0.00 restricted 29.42 0.00 restricted 29.49 0.00 restricted 29.83 0.00 restricted 30.02 0.00 restricted 30.38 0.00 restricted 30.46 0.00 restricted 31.26 0.00 restricted 31.54 0.00 restricted 31.78 0.00 restricted 32.48 0.00 restricted 33.18 0.00 restricted 33.31 0.00 restricted 33.57 0.00 restricted 34.53 0.00 restricted 34.87 0.00 restricted 35.78 0.00 restricted 35.97 0.00 restricted 36.08 0.00 restricted 37.30 0.00 restricted 38.08 0.00 restricted 38.30 0.00 restricted 38.66 0.00 restricted 38.93 0.00 restricted 39.87 0.00 restricted 40.05 0.00 restricted 40.28 0.00 restricted 40.66 0.00 restricted 41.82 0.00 restricted 42.31 0.00 restricted 42.99 0.00 restricted 43.54 0.00 restricted 43.97 0.00 restricted 44.24 0.00 restricted 44.75 0.00 restricted 46.28 0.00 restricted 49.00 0.00 restricted 50.54 0.00 restricted 52.00 0.00 restricted 54.47 0.00 restricted 55.47 0.00 restricted 57.70 0.00 restricted 59.15 0.00 restricted 60.53 0.00 restricted 61.85 0.00 restricted 63.10 0.00 restricted 63.28 0.00 restricted 64.42 0.00 restricted 64.67 0.00 restricted 66.00 0.00 restricted 66.64 0.00 restricted 67.02 0.00
+----------------------------------------+ | Vibrational Density of States Analysis | +----------------------------------------+ Total number of frequencies = 39 Total number of negative frequencies = 0 Number of lowest frequencies = 8 (frequency threshold = 500 ) Exact dos norm = 33.000 Generating vibrational DOS Generating model vibrational DOS to have a proper norm 10.00 32.99 8.00 33.00 50.00 32.97 7.97 33.00 100.00 32.70 7.70 33.00 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 = 65.954 kcal/mol ( 0.105105) vibrational contribution to enthalpy correction = 68.612 kcal/mol ( 0.109341) vibrational contribution to Entropy = 15.533 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 = 0.109342 kcal/mol ( 68.613 kcal/mol)
- model vibrational DOS enthalpy correction = 0.109349 kcal/mol ( 68.617 kcal/mol)
- vibrational DOS Entropy = 0.000025 ( 15.558 cal/mol-k)
- model vibrational DOS Entropy = 0.000025 ( 15.568 cal/mol-k)
- original gas Energy = -729.302492 (-457644.219 kcal/mol)
- original gas Enthalpy = -729.189376 (-457573.238 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -729.189374 (-457573.237 kcal/mol, delta= 0.001)
- model DOS gas Enthalpy = -729.189368 (-457573.233 kcal/mol, delta= 0.005)
- original gas Entropy = 0.000133 ( 83.251 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000133 ( 83.276 cal/mol-k,delta= 0.025)
- model DOS gas Entropy = 0.000133 ( 83.286 cal/mol-k,delta= 0.035)
- original gas Free Energy = -729.228931 (-457598.059 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -729.228941 (-457598.066 kcal/mol, delta= -0.007)
- model DOS gas Free Energy = -729.228940 (-457598.065 kcal/mol, delta= -0.005)
- original sol Free Energy = -729.244588 (-457607.884 kcal/mol)
- unadjusted DOS sol Free Energy = -729.244598 (-457607.891 kcal/mol)
- model DOS sol Free Energy = -729.244597 (-457607.890 kcal/mol)
DOS sigma = 50.000000
- vibrational DOS enthalpy correction = 0.109359 kcal/mol ( 68.624 kcal/mol)
- model vibrational DOS enthalpy correction = 0.109391 kcal/mol ( 68.644 kcal/mol)
- vibrational DOS Entropy = 0.000026 ( 16.253 cal/mol-k)
- model vibrational DOS Entropy = 0.000026 ( 16.304 cal/mol-k)
- original gas Energy = -729.302492 (-457644.219 kcal/mol)
- original gas Enthalpy = -729.189376 (-457573.238 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -729.189357 (-457573.226 kcal/mol, delta= 0.012)
- model DOS gas Enthalpy = -729.189326 (-457573.207 kcal/mol, delta= 0.031)
- original gas Entropy = 0.000133 ( 83.251 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000134 ( 83.971 cal/mol-k,delta= 0.720)
- model DOS gas Entropy = 0.000134 ( 84.022 cal/mol-k,delta= 0.771)
- original gas Free Energy = -729.228931 (-457598.059 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -729.229255 (-457598.262 kcal/mol, delta= -0.203)
- model DOS gas Free Energy = -729.229247 (-457598.258 kcal/mol, delta= -0.199)
- original sol Free Energy = -729.244588 (-457607.884 kcal/mol)
- unadjusted DOS sol Free Energy = -729.244912 (-457608.087 kcal/mol)
- model DOS sol Free Energy = -729.244904 (-457608.083 kcal/mol)
DOS sigma = 100.000000
- vibrational DOS enthalpy correction = 0.109233 kcal/mol ( 68.545 kcal/mol)
- model vibrational DOS enthalpy correction = 0.109579 kcal/mol ( 68.762 kcal/mol)
- vibrational DOS Entropy = 0.000026 ( 16.253 cal/mol-k)
- model vibrational DOS Entropy = 0.000027 ( 16.817 cal/mol-k)
- original gas Energy = -729.302492 (-457644.219 kcal/mol)
- original gas Enthalpy = -729.189376 (-457573.238 kcal/mol, delta= 0.000)
- unajusted DOS gas Enthalpy = -729.189484 (-457573.306 kcal/mol, delta= -0.068)
- model DOS gas Enthalpy = -729.189137 (-457573.088 kcal/mol, delta= 0.150)
- original gas Entropy = 0.000133 ( 83.251 cal/mol-k,delta= 0.000)
- unajusted DOS gas Entropy = 0.000134 ( 83.971 cal/mol-k,delta= 0.720)
- model DOS gas Entropy = 0.000135 ( 84.536 cal/mol-k,delta= 1.285)
- original gas Free Energy = -729.228931 (-457598.059 kcal/mol, delta= 0.000)
- unadjusted DOS gas Free Energy = -729.229381 (-457598.341 kcal/mol, delta= -0.282)
- model DOS gas Free Energy = -729.229303 (-457598.292 kcal/mol, delta= -0.233)
- original sol Free Energy = -729.244588 (-457607.884 kcal/mol)
- unadjusted DOS sol Free Energy = -729.245038 (-457608.166 kcal/mol)
- model DOS sol Free Energy = -729.244960 (-457608.117 kcal/mol)
Normal Mode Frequency (cm-1) IR Intensity (arbitrary)
----------- ---------------- ------------------------
1 -0.000 0.029
2 0.000 0.017
3 0.000 0.075
4 0.000 0.234
5 0.000 0.100
6 0.000 0.117
7 105.300 4.648
8 116.350 3.183
9 193.710 0.789
10 262.420 2.032
11 353.750 1.026
12 398.320 14.685
13 459.160 31.311
14 491.650 49.005
15 600.710 15.115
16 689.640 5.892
17 851.790 13.479
18 888.440 3.057
19 972.820 2.530
20 1066.580 37.255
21 1082.330 23.650
22 1099.510 19.329
23 1198.650 21.760
24 1225.500 4.426
25 1269.330 2.245
26 1314.660 8.546
27 1331.730 5.317
28 1388.560 7.733
29 1417.850 25.771
30 1436.890 6.353
31 1479.980 8.296
32 1511.660 0.763
33 3009.330 12.864
34 3040.480 4.253
35 3076.200 10.278
36 3109.060 5.392
37 3153.450 1.683
38 3767.380 18.145
39 3794.540 18.618
No Hindered Rotor Data
+-------------------------------------+
| Reactions Contained in the Database |
+-------------------------------------+
Reactions Containing INCHIKEY = SSZWWUDQMAHNAQ-GSVOUGTGSA-N
Reactionid Erxn(gas) Hrxn(gas) Grxn(gas) delta_Solv Grxn(aq) ReactionType Reaction
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
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.