class TestSoluteDatabase(TestCase):
def setUp(self):
self.database = SolvationDatabase()
self.database.load(
os.path.join(settings['database.directory'], 'solvation'))
def tearDown(self):
"""
Reset the database & liquid parameters for solution
"""
import rmgpy.data.rmg
rmgpy.data.rmg.database = None
def test_solute_library(self):
"""Test we can obtain solute parameters from a library"""
species = Species(molecule=[
Molecule(smiles='COC=O')
]) # methyl formate - we know this is in the solute library
library_data = self.database.get_solute_data_from_library(
species, self.database.libraries['solute'])
self.assertEqual(len(library_data), 3)
solute_data = self.database.get_solute_data(species)
self.assertTrue(isinstance(solute_data, SoluteData))
s = solute_data.S
self.assertEqual(s, 0.68)
self.assertTrue(solute_data.V is not None)
def test_mcgowan(self):
"""Test we can calculate and set the McGowan volume for species containing H,C,O,N or S"""
self.testCases = [
['CCCCCCCC', 1.2358], # n-octane, in library
['C(CO)O', 0.5078], # ethylene glycol
['CC#N', 0.4042], # acetonitrile
['CCS', 0.5539] # ethanethiol
]
for smiles, volume in self.testCases:
species = Species(molecule=[Molecule(smiles=smiles)])
solute_data = self.database.get_solute_data(species)
solute_data.set_mcgowan_volume(
species) # even if it was found in library, recalculate
self.assertIsNotNone(
solute_data.V
) # so if it wasn't found in library, we should have calculated it
self.assertAlmostEqual(
solute_data.V, volume
) # the volume is what we expect given the atoms and bonds
def test_diffusivity(self):
"""Test that for a given solvent viscosity and temperature we can calculate a solute's diffusivity"""
species = Species(molecule=[Molecule(smiles='O')]) # water
solute_data = self.database.get_solute_data(species)
temperature = 298.
solvent_viscosity = 0.00089 # water is about 8.9e-4 Pa.s
d = solute_data.get_stokes_diffusivity(temperature,
solvent_viscosity) # m2/s
self.assertAlmostEqual((d * 1e9), 1.3, 1)
# self-diffusivity of water is about 2e-9 m2/s
def test_solvent_library(self):
"""Test we can obtain solvent parameters from a library"""
solvent_data = self.database.get_solvent_data('water')
self.assertIsNotNone(solvent_data)
self.assertEqual(solvent_data.s_h, 2.836)
self.assertRaises(DatabaseError, self.database.get_solvent_data,
'orange_juice')
def test_viscosity(self):
"""Test we can calculate the solvent viscosity given a temperature and its A-E correlation parameters"""
solvent_data = self.database.get_solvent_data('water')
self.assertAlmostEqual(solvent_data.get_solvent_viscosity(298),
0.0009155)
def test_solute_generation(self):
"""Test we can estimate Abraham solute parameters correctly using group contributions"""
self.testCases = [
[
'1,2-ethanediol', 'C(CO)O', 0.823, 0.685, 0.327, 2.572, 0.693,
None
],
]
for name, smiles, S, B, E, L, A, V in self.testCases:
species = Species(smiles=smiles)
solute_data = self.database.get_solute_data_from_groups(species)
self.assertAlmostEqual(solute_data.S, S, places=2)
self.assertAlmostEqual(solute_data.B, B, places=2)
self.assertAlmostEqual(solute_data.E, E, places=2)
self.assertAlmostEqual(solute_data.L, L, places=2)
self.assertAlmostEqual(solute_data.A, A, places=2)
def test_solute_with_resonance_structures(self):
"""
Test we can estimate Abraham solute parameters correctly using group contributions
for the solute species with resonance structures.
"""
smiles = "CC1=CC=CC=C1N"
species = Species(smiles=smiles)
species.generate_resonance_structures()
solute_data = self.database.get_solute_data(species)
solvent_data = self.database.get_solvent_data('water')
solvation_correction = self.database.get_solvation_correction(
solute_data, solvent_data)
dGsolv_spc = solvation_correction.gibbs / 1000
for mol in species.molecule:
spc = Species(molecule=[mol])
solute_data = self.database.get_solute_data_from_groups(spc)
solvation_correction = self.database.get_solvation_correction(
solute_data, solvent_data)
dGsolv_mol = solvation_correction.gibbs / 1000
if mol == species.molecule[0]:
self.assertEqual(dGsolv_spc, dGsolv_mol)
else:
self.assertNotAlmostEqual(dGsolv_spc, dGsolv_mol)
def test_lone_pair_solute_generation(self):
"""Test we can obtain solute parameters via group additivity for a molecule with lone pairs"""
molecule = Molecule().from_adjacency_list("""
CH2_singlet
multiplicity 1
1 C u0 p1 c0 {2,S} {3,S}
2 H u0 p0 c0 {1,S}
3 H u0 p0 c0 {1,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_solute_data_generation_ammonia(self):
"""Test we can obtain solute parameters via group additivity for ammonia"""
molecule = Molecule().from_adjacency_list("""
1 N u0 p1 c0 {2,S} {3,S} {4,S}
2 H u0 p0 c0 {1,S}
3 H u0 p0 c0 {1,S}
4 H u0 p0 c0 {1,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_solute_data_generation_amide(self):
"""Test that we can obtain solute parameters via group additivity for an amide"""
molecule = Molecule().from_adjacency_list("""
1 N u0 p1 {2,S} {3,S} {4,S}
2 H u0 {1,S}
3 C u0 {1,S} {6,S} {7,S} {8,S}
4 C u0 {1,S} {5,D} {9,S}
5 O u0 p2 {4,D}
6 H u0 {3,S}
7 H u0 {3,S}
8 H u0 {3,S}
9 H u0 {4,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_solute_data_generation_co(self):
"""Test that we can obtain solute parameters via group additivity for CO."""
molecule = Molecule().from_adjacency_list("""
1 C u0 p1 c-1 {2,T}
2 O u0 p1 c+1 {1,T}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_radical_and_lone_pair_generation(self):
"""
Test we can obtain solute parameters via group additivity for a molecule with both lone
pairs and a radical
"""
molecule = Molecule().from_adjacency_list("""
[C]OH
multiplicity 2
1 C u1 p1 c0 {2,S}
2 O u0 p2 c0 {1,S} {3,S}
3 H u0 p0 c0 {2,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_radical_solute_group(self):
"""Test that the existing radical group is found for the radical species when using group additivity"""
# First check whether the radical group is found for the radical species
rad_species = Species(smiles='[OH]')
rad_solute_data = self.database.get_solute_data_from_groups(
rad_species)
self.assertTrue('radical' in rad_solute_data.comment)
# Then check that the radical and its saturated species give different solvation free energies
saturated_struct = rad_species.molecule[0].copy(deep=True)
saturated_struct.saturate_radicals()
sat_species = Species(molecule=[saturated_struct])
sat_solute_data = self.database.get_solute_data_from_groups(
sat_species)
solvent_data = self.database.get_solvent_data('water')
rad_solvation_correction = self.database.get_solvation_correction(
rad_solute_data, solvent_data)
sat_solvation_correction = self.database.get_solvation_correction(
sat_solute_data, solvent_data)
self.assertNotAlmostEqual(rad_solvation_correction.gibbs / 1000,
sat_solvation_correction.gibbs / 1000)
def test_correction_generation(self):
"""Test we can estimate solvation thermochemistry."""
self.testCases = [
# solventName, soluteName, soluteSMILES, Hsolv, Gsolv
['water', 'acetic acid', 'C(C)(=O)O', -56500, -6700 * 4.184],
[
'water', 'naphthalene', 'C1=CC=CC2=CC=CC=C12', -42800,
-2390 * 4.184
],
['1-octanol', 'octane', 'CCCCCCCC', -40080, -4180 * 4.184],
['1-octanol', 'tetrahydrofuran', 'C1CCOC1', -28320, -3930 * 4.184],
['benzene', 'toluene', 'C1(=CC=CC=C1)C', -37660, -5320 * 4.184],
['benzene', '1,4-dioxane', 'C1COCCO1', -39030, -5210 * 4.184]
]
for solventName, soluteName, smiles, H, G in self.testCases:
species = Species(molecule=[Molecule(smiles=smiles)])
solute_data = self.database.get_solute_data(species)
solvent_data = self.database.get_solvent_data(solventName)
solvation_correction = self.database.get_solvation_correction(
solute_data, solvent_data)
self.assertAlmostEqual(
solvation_correction.enthalpy / 10000.,
H / 10000.,
0, # 0 decimal place, in 10kJ.
msg=
"Solvation enthalpy discrepancy ({2:.0f}!={3:.0f}) for {0} in {1}"
"".format(soluteName, solventName,
solvation_correction.enthalpy, H))
self.assertAlmostEqual(
solvation_correction.gibbs / 10000.,
G / 10000.,
0,
msg=
"Solvation Gibbs free energy discrepancy ({2:.0f}!={3:.0f}) for {0} in {1}"
"".format(soluteName, solventName, solvation_correction.gibbs,
G))
def test_initial_species(self):
"""Test we can check whether the solvent is listed as one of the initial species in various scenarios"""
# Case 1. when SMILES for solvent is available, the molecular structures of the initial species and the solvent
# are compared to check whether the solvent is in the initial species list
# Case 1-1: the solvent water is not in the initialSpecies list, so it raises Exception
rmg = RMG()
rmg.initial_species = []
solute = Species(label='n-octane',
molecule=[Molecule().from_smiles('C(CCCCC)CC')])
rmg.initial_species.append(solute)
rmg.solvent = 'water'
solvent_structure = Species().from_smiles('O')
self.assertRaises(Exception,
self.database.check_solvent_in_initial_species, rmg,
solvent_structure)
# Case 1-2: the solvent is now octane and it is listed as the initialSpecies. Although the string
# names of the solute and the solvent are different, because the solvent SMILES is provided,
# it can identify the 'n-octane' as the solvent
rmg.solvent = 'octane'
solvent_structure = Species().from_smiles('CCCCCCCC')
self.database.check_solvent_in_initial_species(rmg, solvent_structure)
self.assertTrue(rmg.initial_species[0].is_solvent)
# Case 2: the solvent SMILES is not provided. In this case, it can identify the species as the
# solvent by looking at the string name.
# Case 2-1: Since 'n-octane and 'octane' are not equal, it raises Exception
solvent_structure = None
self.assertRaises(Exception,
self.database.check_solvent_in_initial_species, rmg,
solvent_structure)
# Case 2-2: The label 'n-ocatne' is corrected to 'octane', so it is identified as the solvent
rmg.initial_species[0].label = 'octane'
self.database.check_solvent_in_initial_species(rmg, solvent_structure)
self.assertTrue(rmg.initial_species[0].is_solvent)
def test_solvent_molecule(self):
"""Test that we can assign a proper solvent molecular structure when different formats are given"""
# solventlibrary.entries['solvent_label'].item should be the instance of Species with the solvent's molecular
# structure if the solvent database contains the solvent SMILES or adjacency list. If not, then item is None
# Case 1: When the solventDatabase does not contain the solvent SMILES, the item attribute is None
solventlibrary = SolventLibrary()
solventlibrary.load_entry(index=1, label='water', solvent=None)
self.assertTrue(solventlibrary.entries['water'].item is None)
# Case 2: When the solventDatabase contains the correct solvent SMILES, the item attribute is the instance of
# Species with the correct solvent molecular structure
solventlibrary.load_entry(index=2,
label='octane',
solvent=None,
molecule='CCCCCCCC')
solvent_species = Species().from_smiles('C(CCCCC)CC')
self.assertTrue(
solvent_species.is_isomorphic(
solventlibrary.entries['octane'].item[0]))
# Case 3: When the solventDatabase contains the correct solvent adjacency list, the item attribute
# is the instance of the species with the correct solvent molecular structure.
# This will display the SMILES Parse Error message from the external function, but ignore it.
solventlibrary.load_entry(index=3,
label='ethanol',
solvent=None,
molecule="""
1 C u0 p0 c0 {2,S} {4,S} {5,S} {6,S}
2 C u0 p0 c0 {1,S} {3,S} {7,S} {8,S}
3 O u0 p2 c0 {2,S} {9,S}
4 H u0 p0 c0 {1,S}
5 H u0 p0 c0 {1,S}
6 H u0 p0 c0 {1,S}
7 H u0 p0 c0 {2,S}
8 H u0 p0 c0 {2,S}
9 H u0 p0 c0 {3,S}
""")
solvent_species = Species().from_smiles('CCO')
self.assertTrue(
solvent_species.is_isomorphic(
solventlibrary.entries['ethanol'].item[0]))
# Case 4: when the solventDatabase contains incorrect values for the molecule attribute, it raises Exception
# This will display the SMILES Parse Error message from the external function, but ignore it.
self.assertRaises(Exception,
solventlibrary.load_entry,
index=4,
label='benzene',
solvent=None,
molecule='ring')
# Case 5: when the solventDatabase contains data for co-solvents.
solventlibrary.load_entry(index=5,
label='methanol_50_water_50',
solvent=None,
molecule=['CO', 'O'])
solvent_species_list = [
Species().from_smiles('CO'),
Species().from_smiles('O')
]
self.assertEqual(
len(solventlibrary.entries['methanol_50_water_50'].item), 2)
for spc1 in solventlibrary.entries['methanol_50_water_50'].item:
self.assertTrue(
any([
spc1.is_isomorphic(spc2) for spc2 in solvent_species_list
]))
class TestSoluteDatabase(TestCase):
def setUp(self):
self.database = SolvationDatabase()
self.database.load(
os.path.join(settings['database.directory'], 'solvation'))
def tearDown(self):
"""
Reset the database & liquid parameters for solution
"""
import rmgpy.data.rmg
rmgpy.data.rmg.database = None
def test_solute_library(self):
"""Test we can obtain solute parameters from a library"""
species = Species(molecule=[
Molecule(smiles='COC=O')
]) # methyl formate - we know this is in the solute library
library_data = self.database.get_solute_data_from_library(
species, self.database.libraries['solute'])
self.assertEqual(len(library_data), 3)
solute_data = self.database.get_solute_data(species)
self.assertTrue(isinstance(solute_data, SoluteData))
s = solute_data.S
self.assertEqual(s, 0.68)
self.assertTrue(solute_data.V is not None)
def test_mcgowan(self):
"""Test we can calculate and set the McGowan volume for species containing H,C,O,N or S"""
self.testCases = [
['CCCCCCCC', 1.2358], # n-octane, in library
['C(CO)O', 0.5078], # ethylene glycol
['CC#N', 0.4042], # acetonitrile
['CCS', 0.5539] # ethanethiol
]
for smiles, volume in self.testCases:
species = Species(molecule=[Molecule(smiles=smiles)])
solute_data = self.database.get_solute_data(species)
solute_data.set_mcgowan_volume(
species) # even if it was found in library, recalculate
self.assertIsNotNone(
solute_data.V
) # so if it wasn't found in library, we should have calculated it
self.assertAlmostEqual(
solute_data.V, volume
) # the volume is what we expect given the atoms and bonds
def test_diffusivity(self):
"""Test that for a given solvent viscosity and temperature we can calculate a solute's diffusivity"""
species = Species(molecule=[Molecule(smiles='O')]) # water
solute_data = self.database.get_solute_data(species)
temperature = 298.
solvent_viscosity = 0.00089 # water is about 8.9e-4 Pa.s
d = solute_data.get_stokes_diffusivity(temperature,
solvent_viscosity) # m2/s
self.assertAlmostEqual((d * 1e9), 1.3, 1)
# self-diffusivity of water is about 2e-9 m2/s
def test_solvent_library(self):
"""Test we can obtain solvent parameters and data count from a library"""
solvent_data = self.database.get_solvent_data('water')
self.assertIsNotNone(solvent_data)
self.assertEqual(solvent_data.s_h, -0.75922)
self.assertRaises(DatabaseError, self.database.get_solvent_data,
'orange_juice')
solvent_data = self.database.get_solvent_data('cyclohexane')
self.assertEqual(solvent_data.name_in_coolprop, 'CycloHexane')
solvent_data_count = self.database.get_solvent_data_count(
'dodecan-1-ol')
self.assertEqual(solvent_data_count.dGsolvCount, 11)
dHsolvMAE = (0.05, 'kcal/mol')
self.assertTrue(solvent_data_count.dHsolvMAE == dHsolvMAE)
def test_viscosity(self):
"""Test we can calculate the solvent viscosity given a temperature and its A-E correlation parameters"""
solvent_data = self.database.get_solvent_data('water')
self.assertAlmostEqual(solvent_data.get_solvent_viscosity(298),
0.0009155)
def test_critical_temperature(self):
"""
Test we can calculate the solvent critical temperature given the solvent's name_in_coolprop
and we can raise DatabaseError when the solvent's name_in_coolprop is None.
"""
solvent_data = self.database.get_solvent_data('water')
self.assertAlmostEqual(solvent_data.get_solvent_critical_temperature(),
647.096)
solvent_data = self.database.get_solvent_data('dibutylether')
self.assertRaises(DatabaseError,
solvent_data.get_solvent_critical_temperature)
def test_find_solvent(self):
""" Test we can find solvents from the solvent library using SMILES"""
# Case 1: one solvent is matched
solvent_smiles = "NC=O"
match_list = self.database.find_solvent_from_smiles(solvent_smiles)
self.assertEqual(len(match_list), 1)
self.assertTrue(match_list[0][0] == 'formamide')
# Case 2: two solvents are matched
solvent_smiles = "ClC=CCl"
match_list = self.database.find_solvent_from_smiles(solvent_smiles)
self.assertEqual(len(match_list), 2)
self.assertTrue(match_list[0][0] == 'cis-1,2-dichloroethene')
self.assertTrue(match_list[1][0] == 'trans-1,2-dichloroethene')
# Case 3: no solvent is matched
solvent_smiles = "C(CCl)O"
match_list = self.database.find_solvent_from_smiles(solvent_smiles)
self.assertEqual(len(match_list), 0)
def test_solute_groups(self):
"""Test we can correctly load the solute groups from the solvation group database"""
solute_group = self.database.groups['group'].entries['Cds-N3dCbCb']
self.assertEqual(solute_group.data_count.S, 28)
self.assertEqual(solute_group.data.B, 0.06652)
solute_group = self.database.groups['ring'].entries['FourMember']
self.assertIsNone(solute_group.data_count)
self.assertEqual(solute_group.data, 'Cyclobutane')
def test_solute_generation(self):
"""Test we can estimate Abraham solute parameters correctly using group contributions"""
self.testCases = [[
'1,2-ethanediol', 'C(CO)O', 0.809, 0.740, 0.393, 2.482, 0.584,
0.508
]]
for name, smiles, S, B, E, L, A, V in self.testCases:
species = Species(smiles=smiles)
solute_data = self.database.get_solute_data_from_groups(species)
self.assertAlmostEqual(solute_data.S, S, places=2)
self.assertAlmostEqual(solute_data.B, B, places=2)
self.assertAlmostEqual(solute_data.E, E, places=2)
self.assertAlmostEqual(solute_data.L, L, places=2)
self.assertAlmostEqual(solute_data.A, A, places=2)
def test_solute_with_resonance_structures(self):
"""
Test we can estimate Abraham solute parameters correctly using group contributions
for the solute species with resonance structures.
"""
smiles = "CC1=CC=CC=C1N"
species = Species(smiles=smiles)
species.generate_resonance_structures()
solute_data = self.database.get_solute_data(species)
solvent_data = self.database.get_solvent_data('water')
solvation_correction = self.database.get_solvation_correction(
solute_data, solvent_data)
dGsolv_spc = solvation_correction.gibbs / 1000
for mol in species.molecule:
spc = Species(molecule=[mol])
solute_data = self.database.get_solute_data_from_groups(spc)
solvation_correction = self.database.get_solvation_correction(
solute_data, solvent_data)
dGsolv_mol = solvation_correction.gibbs / 1000
if mol == species.molecule[0]:
self.assertEqual(dGsolv_spc, dGsolv_mol)
else:
self.assertNotAlmostEqual(dGsolv_spc, dGsolv_mol)
def test_lone_pair_solute_generation(self):
"""Test we can obtain solute parameters via group additivity for a molecule with lone pairs"""
molecule = Molecule().from_adjacency_list("""
CH2_singlet
multiplicity 1
1 C u0 p1 c0 {2,S} {3,S}
2 H u0 p0 c0 {1,S}
3 H u0 p0 c0 {1,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_solute_data_generation_ammonia(self):
"""Test we can obtain solute parameters via group additivity for ammonia"""
molecule = Molecule().from_adjacency_list("""
1 N u0 p1 c0 {2,S} {3,S} {4,S}
2 H u0 p0 c0 {1,S}
3 H u0 p0 c0 {1,S}
4 H u0 p0 c0 {1,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_solute_data_generation_amide(self):
"""Test that we can obtain solute parameters via group additivity for an amide"""
molecule = Molecule().from_adjacency_list("""
1 N u0 p1 {2,S} {3,S} {4,S}
2 H u0 {1,S}
3 C u0 {1,S} {6,S} {7,S} {8,S}
4 C u0 {1,S} {5,D} {9,S}
5 O u0 p2 {4,D}
6 H u0 {3,S}
7 H u0 {3,S}
8 H u0 {3,S}
9 H u0 {4,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_solute_data_generation_co(self):
"""Test that we can obtain solute parameters via group additivity for CO."""
molecule = Molecule().from_adjacency_list("""
1 C u0 p1 c-1 {2,T}
2 O u0 p1 c+1 {1,T}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_radical_and_lone_pair_generation(self):
"""
Test we can obtain solute parameters via group additivity for a molecule with both lone
pairs and a radical
"""
molecule = Molecule().from_adjacency_list("""
[C]OH
multiplicity 2
1 C u1 p1 c0 {2,S}
2 O u0 p2 c0 {1,S} {3,S}
3 H u0 p0 c0 {2,S}
""")
species = Species(molecule=[molecule])
solute_data = self.database.get_solute_data_from_groups(species)
self.assertIsNotNone(solute_data)
def test_radical_solute_group(self):
"""Test that the existing radical group is found for the radical species when using group additivity"""
# First check whether the radical group is found for the radical species
rad_species = Species(smiles='[OH]')
rad_solute_data = self.database.get_solute_data_from_groups(
rad_species)
self.assertTrue('radical' in rad_solute_data.comment)
# Then check that the radical and its saturated species give different solvation free energies
saturated_struct = rad_species.molecule[0].copy(deep=True)
saturated_struct.saturate_radicals()
sat_species = Species(molecule=[saturated_struct])
sat_solute_data = self.database.get_solute_data_from_groups(
sat_species)
solvent_data = self.database.get_solvent_data('water')
rad_solvation_correction = self.database.get_solvation_correction(
rad_solute_data, solvent_data)
sat_solvation_correction = self.database.get_solvation_correction(
sat_solute_data, solvent_data)
self.assertNotAlmostEqual(rad_solvation_correction.gibbs / 1000,
sat_solvation_correction.gibbs / 1000)
def test_halogen_solute_group(self):
"""Test that the correct halogen groups can be found for the halogenated species using get_solute_data method"""
# Check the species whose halogen-replaced form can be found from solute library
species = Species().from_smiles('CCCCCCl')
solute_data = self.database.get_solute_data(species)
self.assertTrue("Solute library: n-pentane + halogen(Cl-(Cs-CsHH))" in
solute_data.comment)
# Check the species whose halogen-replaced form cannot be found from solute library
species = Species().from_smiles('OCCCCCCC(Br)CCCCCO')
solute_data = self.database.get_solute_data(species)
self.assertTrue("+ group(Cs-Cs(Os-H)HH) + halogen(Br-(Cs-CsCsH))" in
solute_data.comment)
def test_radical_halogen_solute_group(self):
"""Test that the correct halogen and radical groups can be found for the halogenated radical species
using get_solute_data method"""
# Check the species whose saturated and halogenated form can be found from solute library
species = Species().from_smiles('[O]CCCCl')
solute_data = self.database.get_solute_data(species)
self.assertTrue("Solute library: 3-Chloropropan-1-ol + radical(ROJ)" ==
solute_data.comment)
# Check the species whose saturated and halogen-replaced form can be found from solute library
species = Species().from_smiles('[O]CCCC(Br)(I)Cl')
solute_data = self.database.get_solute_data(species)
self.assertTrue("Solute library: butan-1-ol + halogen(I-(Cs-CsHH)) + halogen(Br-(Cs-CsFCl)) + halogen(Cl-(Cs-CsFBr)) + radical(ROJ)" \
== solute_data.comment)
# Check the species whose saturated and halogen-replaced form cannot be found from solute library
species = Species().from_smiles('[NH]C(=O)CCCl')
solute_data = self.database.get_solute_data(species)
self.assertTrue(
"group(Cds-Od(N3s-HH)Cs) + halogen(Cl-(Cs-CsHH)) + radical(N3_amide_pri)"
in solute_data.comment)
# Check the species whose radical site is bonded to halogen
species = Species().from_smiles('F[N]C(=O)CCCl')
solute_data = self.database.get_solute_data(species)
self.assertTrue(
"group(Cds-Od(N3s-HH)Cs) + halogen(Cl-(Cs-CsHH)) + halogen(F-N3s) + radical(N3_amide_sec)"
in solute_data.comment)
def test_correction_generation(self):
"""Test we can estimate solvation thermochemistry."""
self.testCases = [
# solventName, soluteName, soluteSMILES, Hsolv, Gsolv in kJ/mol
['water', 'acetic acid', 'C(C)(=O)O', -48.48, -28.12],
['water', 'naphthalene', 'C1=CC=CC2=CC=CC=C12', -37.15, -11.21],
['1-octanol', 'octane', 'CCCCCCCC', -39.44, -16.83],
['1-octanol', 'tetrahydrofuran', 'C1CCOC1', -32.27, -17.81],
['benzene', 'toluene', 'C1(=CC=CC=C1)C', -39.33, -23.81],
['benzene', '1,4-dioxane', 'C1COCCO1', -39.15, -22.01]
]
for solventName, soluteName, smiles, H, G in self.testCases:
species = Species().from_smiles(smiles)
species.generate_resonance_structures()
solute_data = self.database.get_solute_data(species)
solvent_data = self.database.get_solvent_data(solventName)
solvation_correction = self.database.get_solvation_correction(
solute_data, solvent_data)
self.assertAlmostEqual(
solvation_correction.enthalpy / 1000,
H,
2, # 2 decimal places, in kJ.
msg=
"Solvation enthalpy discrepancy ({2:.2f}!={3:.2f}) for {0} in {1}"
"".format(soluteName, solventName,
solvation_correction.enthalpy / 1000, H))
self.assertAlmostEqual(
solvation_correction.gibbs / 1000,
G,
2, # 2 decimal places, in kJ.
msg=
"Solvation Gibbs free energy discrepancy ({2:.2f}!={3:.2f}) for {0} in {1}"
"".format(soluteName, solventName,
solvation_correction.gibbs / 1000, G))
def test_Kfactor_parameters(self):
"""Test we can calculate the parameters for K-factor relationships"""
species = Species().from_smiles('CCC(C)=O') # 2-Butanone for a solute
solute_data = self.database.get_solute_data(species)
solvent_data = self.database.get_solvent_data('water')
kfactor_parameters = self.database.get_Kfactor_parameters(
solute_data, solvent_data)
self.assertAlmostEqual(kfactor_parameters.lower_T[0], -9.780,
3) # check up to 3 decimal places
self.assertAlmostEqual(kfactor_parameters.lower_T[1], 0.492, 3)
self.assertAlmostEqual(kfactor_parameters.lower_T[2], 10.485, 3)
self.assertAlmostEqual(kfactor_parameters.higher_T, 1.147, 3)
self.assertAlmostEqual(kfactor_parameters.T_transition, 485.3, 1)
# check that DatabaseError is raised when the solvent's name_in_coolprop is None
solvent_data = self.database.get_solvent_data('chloroform')
self.assertRaises(DatabaseError, self.database.get_Kfactor_parameters,
solute_data, solvent_data)
def test_Tdep_solvation_calculation(self):
'''Test we can calculate the temperature dependent K-factor and solvation free energy'''
species = Species().from_smiles('CCC1=CC=CC=C1') # ethylbenzene
species.generate_resonance_structures()
solute_data = self.database.get_solute_data(species)
solvent_data = self.database.get_solvent_data('benzene')
T = 500 # in K
Kfactor = self.database.get_Kfactor(solute_data, solvent_data, T)
delG = self.database.get_T_dep_solvation_energy(
solute_data, solvent_data, T) / 1000 # in kJ/mol
self.assertAlmostEqual(Kfactor, 0.403, 3)
self.assertAlmostEqual(delG, -13.59, 2)
# For temperature greater than or equal to the critical temperature of the solvent,
# it should raise InputError
T = 1000
self.assertRaises(InputError, self.database.get_T_dep_solvation_energy,
solute_data, solvent_data, T)
def test_initial_species(self):
"""Test we can check whether the solvent is listed as one of the initial species in various scenarios"""
# Case 1. when SMILES for solvent is available, the molecular structures of the initial species and the solvent
# are compared to check whether the solvent is in the initial species list
# Case 1-1: the solvent water is not in the initialSpecies list, so it raises Exception
rmg = RMG()
rmg.initial_species = []
solute = Species(label='n-octane',
molecule=[Molecule().from_smiles('C(CCCCC)CC')])
rmg.initial_species.append(solute)
rmg.solvent = 'water'
solvent_structure = Species().from_smiles('O')
self.assertRaises(Exception,
self.database.check_solvent_in_initial_species, rmg,
solvent_structure)
# Case 1-2: the solvent is now octane and it is listed as the initialSpecies. Although the string
# names of the solute and the solvent are different, because the solvent SMILES is provided,
# it can identify the 'n-octane' as the solvent
rmg.solvent = 'octane'
solvent_structure = Species().from_smiles('CCCCCCCC')
self.database.check_solvent_in_initial_species(rmg, solvent_structure)
self.assertTrue(rmg.initial_species[0].is_solvent)
# Case 2: the solvent SMILES is not provided. In this case, it can identify the species as the
# solvent by looking at the string name.
# Case 2-1: Since 'n-octane and 'octane' are not equal, it raises Exception
solvent_structure = None
self.assertRaises(Exception,
self.database.check_solvent_in_initial_species, rmg,
solvent_structure)
# Case 2-2: The label 'n-ocatne' is corrected to 'octane', so it is identified as the solvent
rmg.initial_species[0].label = 'octane'
self.database.check_solvent_in_initial_species(rmg, solvent_structure)
self.assertTrue(rmg.initial_species[0].is_solvent)
def test_solvent_molecule(self):
"""Test that we can assign a proper solvent molecular structure when different formats are given"""
# solventlibrary.entries['solvent_label'].item should be the instance of Species with the solvent's molecular
# structure if the solvent database contains the solvent SMILES or adjacency list. If not, then item is None
# Case 1: When the solventDatabase does not contain the solvent SMILES, the item attribute is None
solventlibrary = SolventLibrary()
solventlibrary.load_entry(index=1, label='water', solvent=None)
self.assertTrue(solventlibrary.entries['water'].item is None)
# Case 2: When the solventDatabase contains the correct solvent SMILES, the item attribute is the instance of
# Species with the correct solvent molecular structure
solventlibrary.load_entry(index=2,
label='octane',
solvent=None,
molecule='CCCCCCCC')
solvent_species = Species().from_smiles('C(CCCCC)CC')
self.assertTrue(
solvent_species.is_isomorphic(
solventlibrary.entries['octane'].item[0]))
# Case 3: When the solventDatabase contains the correct solvent adjacency list, the item attribute
# is the instance of the species with the correct solvent molecular structure.
# This will display the SMILES Parse Error message from the external function, but ignore it.
solventlibrary.load_entry(index=3,
label='ethanol',
solvent=None,
molecule="""
1 C u0 p0 c0 {2,S} {4,S} {5,S} {6,S}
2 C u0 p0 c0 {1,S} {3,S} {7,S} {8,S}
3 O u0 p2 c0 {2,S} {9,S}
4 H u0 p0 c0 {1,S}
5 H u0 p0 c0 {1,S}
6 H u0 p0 c0 {1,S}
7 H u0 p0 c0 {2,S}
8 H u0 p0 c0 {2,S}
9 H u0 p0 c0 {3,S}
""")
solvent_species = Species().from_smiles('CCO')
self.assertTrue(
solvent_species.is_isomorphic(
solventlibrary.entries['ethanol'].item[0]))
# Case 4: when the solventDatabase contains incorrect values for the molecule attribute, it raises Exception
# This will display the SMILES Parse Error message from the external function, but ignore it.
self.assertRaises(Exception,
solventlibrary.load_entry,
index=4,
label='benzene',
solvent=None,
molecule='ring')
# Case 5: when the solventDatabase contains data for co-solvents.
solventlibrary.load_entry(index=5,
label='methanol_50_water_50',
solvent=None,
molecule=['CO', 'O'])
solvent_species_list = [
Species().from_smiles('CO'),
Species().from_smiles('O')
]
self.assertEqual(
len(solventlibrary.entries['methanol_50_water_50'].item), 2)
for spc1 in solventlibrary.entries['methanol_50_water_50'].item:
self.assertTrue(
any([
spc1.is_isomorphic(spc2) for spc2 in solvent_species_list
]))