# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 01:02:19 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: (9Z,12Z)-octadeca-9,12-dienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC/C=C\C\C=C/CCCCCCCC(O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 EIC  EIC  '(9Z,12Z)-octadeca-9,12-dienoic acid'  ligand  52  20  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EIC
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 EIC  C1    C  C     0   0.549   1.0437   0.0540   8.2091
 EIC  C2    C  CH2   0  -0.580   0.7347  -0.6448   6.9150
 EIC  C3    C  CH2   0  -0.418  -0.0728   0.1898   5.9356
 EIC  C4    C  CH2   0  -0.415  -0.3542  -0.5735   4.6469
 EIC  C5    C  CH2   0  -0.414  -1.1298   0.2477   3.6261
 EIC  C6    C  CH2   0  -0.414  -1.4173  -0.5150   2.3385
 EIC  C7    C  CH2   0  -0.414  -2.0887   0.3441   1.2754
 EIC  C8    C  CH2   0  -0.489  -2.4115  -0.4302  -0.0040
 EIC  C9    C  C1    0  -0.213  -2.9495   0.4680  -1.0735
 EIC  C10   C  C1    0  -0.208  -2.4516   0.6731  -2.2922
 EIC  C11   C  CH2   0  -0.568  -1.2616   0.0035  -2.9191
 EIC  C12   C  C1    0  -0.209  -1.6505  -0.6682  -4.2053
 EIC  C13   C  C1    0  -0.212  -1.1156  -0.4876  -5.4120
 EIC  C14   C  CH2   0  -0.487   0.0447   0.3811  -5.7843
 EIC  C15   C  CH2   0  -0.415   1.1191  -0.4018  -6.5410
 EIC  C16   C  CH2   0  -0.408   2.3385   0.4419  -6.8863
 EIC  C17   C  CH2   0  -0.419   3.3826  -0.3197  -7.6939
 EIC  C18   C  CH3   0  -0.662   4.6179   0.5154  -8.0005
 EIC  O1    O  O     0  -0.446   0.7201   1.1816   8.4890
 EIC  O2    O  OH1   0  -0.599   1.7358  -0.7250   9.0372
 EIC  H21   H  HCH2  0   0.275   0.2109  -1.5773   7.1486
 EIC  H22   H  HCH2  0   0.276   1.6832  -0.9525   6.4624
 EIC  H31   H  HCH2  0   0.224   0.4650   1.1123   5.7003
 EIC  H32   H  HCH2  0   0.225  -1.0185   0.4922   6.3932
 EIC  H41   H  HCH2  0   0.213  -0.9091  -1.4889   4.8797
 EIC  H42   H  HCH2  0   0.212   0.5927  -0.9000   4.2026
 EIC  H51   H  HCH2  0   0.209  -0.5643   1.1556   3.3887
 EIC  H52   H  HCH2  0   0.211  -2.0732   0.5865   4.0676
 EIC  H61   H  HCH2  0   0.210  -2.0433  -1.3857   2.5620
 EIC  H62   H  HCH2  0   0.209  -0.4789  -0.9125   1.9362
 EIC  H71   H  HCH2  0   0.216  -1.4350   1.1872   1.0298
 EIC  H72   H  HCH2  0   0.214  -3.0090   0.7806   1.6774
 EIC  H81   H  HCH2  0   0.230  -3.1507  -1.2048   0.2282
 EIC  H82   H  HCH2  0   0.229  -1.5160  -0.9532  -0.3464
 EIC  H91   H  H     0   0.230  -3.8351   1.0350  -0.7961
 EIC  H1O1  H  H     0   0.234  -2.9579   1.3908  -2.9318
 EIC  H111  H  HCH2  0   0.249  -0.8340  -0.7367  -2.2379
 EIC  H112  H  HCH2  0   0.249  -0.4797   0.7463  -3.0942
 EIC  H121  H  H     0   0.234  -2.4778  -1.3674  -4.1204
 EIC  H131  H  H     0   0.229  -1.5463  -1.0530  -6.2351
 EIC  H141  H  HCH2  0   0.230   0.4885   0.8491  -4.9028
 EIC  H142  H  HCH2  0   0.230  -0.3035   1.2015  -6.4225
 EIC  H151  H  HCH2  0   0.213   0.6860  -0.8126  -7.4594
 EIC  H152  H  HCH2  0   0.216   1.4307  -1.2631  -5.9410
 EIC  H161  H  HCH2  0   0.209   2.7950   0.8140  -5.9623
 EIC  H162  H  HCH2  0   0.208   2.0248   1.3297  -7.4467
 EIC  H171  H  HCH2  0   0.211   2.9321  -0.6664  -8.6291
 EIC  H172  H  HCH2  0   0.211   3.6752  -1.2215  -7.1472
 EIC  H181  H  HCH3  0   0.226   5.3506  -0.0481  -8.5793
 EIC  H182  H  HCH3  0   0.216   4.3579   1.4069  -8.5745
 EIC  H183  H  HCH3  0   0.216   5.1061   0.8484  -7.0825
 EIC  HO2   H  HOH1  0   0.478   1.9215  -0.2499   9.8607

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 EIC  C1   C2    single  1.503  0.020  1.503
 EIC  C1   O1    double  1.206  0.020  1.206
 EIC  C1   O2    single  1.331  0.020  1.331
 EIC  C2   C3    single  1.519  0.020  1.519
 EIC  C2   H21   single  0.970  0.020  1.090
 EIC  C2   H22   single  0.970  0.020  1.090
 EIC  C3   C4    single  1.524  0.020  1.524
 EIC  C3   H31   single  0.970  0.020  1.090
 EIC  C3   H32   single  0.970  0.020  1.090
 EIC  C4   C5    single  1.522  0.020  1.522
 EIC  C4   H41   single  0.970  0.020  1.090
 EIC  C4   H42   single  0.970  0.020  1.090
 EIC  C5   C6    single  1.524  0.020  1.524
 EIC  C5   H51   single  0.970  0.020  1.090
 EIC  C5   H52   single  0.970  0.020  1.090
 EIC  C6   C7    single  1.523  0.020  1.523
 EIC  C6   H61   single  0.970  0.020  1.090
 EIC  C6   H62   single  0.970  0.020  1.090
 EIC  C7   C8    single  1.530  0.020  1.530
 EIC  C7   H71   single  0.970  0.020  1.090
 EIC  C7   H72   single  0.970  0.020  1.090
 EIC  C8   C9    single  1.497  0.020  1.497
 EIC  C8   H81   single  0.970  0.020  1.090
 EIC  C8   H82   single  0.970  0.020  1.090
 EIC  C9   C10   double  1.332  0.020  1.332
 EIC  C9   H91   single  0.930  0.020  1.080
 EIC  C10  C11   single  1.502  0.020  1.502
 EIC  C10  H1O1  single  0.930  0.020  1.080
 EIC  C11  C12   single  1.502  0.020  1.502
 EIC  C11  H111  single  0.970  0.020  1.090
 EIC  C11  H112  single  0.970  0.020  1.090
 EIC  C12  C13   double  1.332  0.020  1.332
 EIC  C12  H121  single  0.930  0.020  1.080
 EIC  C13  C14   single  1.497  0.020  1.497
 EIC  C13  H131  single  0.930  0.020  1.080
 EIC  C14  C15   single  1.530  0.020  1.530
 EIC  C14  H141  single  0.970  0.020  1.090
 EIC  C14  H142  single  0.970  0.020  1.090
 EIC  C15  C16   single  1.522  0.020  1.522
 EIC  C15  H151  single  0.970  0.020  1.090
 EIC  C15  H152  single  0.970  0.020  1.090
 EIC  C16  C17   single  1.524  0.020  1.524
 EIC  C16  H161  single  0.970  0.020  1.090
 EIC  C16  H162  single  0.970  0.020  1.090
 EIC  C17  C18   single  1.522  0.020  1.522
 EIC  C17  H171  single  0.970  0.020  1.090
 EIC  C17  H172  single  0.970  0.020  1.090
 EIC  C18  H181  single  0.970  0.020  1.090
 EIC  C18  H182  single  0.970  0.020  1.090
 EIC  C18  H183  single  0.970  0.020  1.090
 EIC  O2   HO2   single  0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 EIC  O2    C1   O1    122.84  3.000
 EIC  O2    C1   C2    111.75  3.000
 EIC  O1    C1   C2    125.40  3.000
 EIC  H22   C2   H21   105.26  3.000
 EIC  H22   C2   C3    110.38  3.000
 EIC  H21   C2   C3    110.56  3.000
 EIC  H22   C2   C1    107.97  3.000
 EIC  H21   C2   C1    108.10  3.000
 EIC  C3    C2   C1    114.15  3.000
 EIC  H32   C3   H31   106.38  3.000
 EIC  H32   C3   C4    109.43  3.000
 EIC  H31   C3   C4    109.36  3.000
 EIC  H32   C3   C2    109.99  3.000
 EIC  H31   C3   C2    109.93  3.000
 EIC  C4    C3   C2    111.61  3.000
 EIC  H42   C4   H41   105.96  3.000
 EIC  H42   C4   C5    109.21  3.000
 EIC  H41   C4   C5    109.58  3.000
 EIC  H42   C4   C3    109.42  3.000
 EIC  H41   C4   C3    109.41  3.000
 EIC  C5    C4   C3    113.01  3.000
 EIC  H52   C5   H51   105.99  3.000
 EIC  H52   C5   C6    109.44  3.000
 EIC  H51   C5   C6    109.21  3.000
 EIC  H52   C5   C4    109.59  3.000
 EIC  H51   C5   C4    109.22  3.000
 EIC  C6    C5   C4    113.13  3.000
 EIC  H62   C6   H61   106.02  3.000
 EIC  H62   C6   C7    109.02  3.000
 EIC  H61   C6   C7    109.81  3.000
 EIC  H62   C6   C5    109.28  3.000
 EIC  H61   C6   C5    109.47  3.000
 EIC  C7    C6   C5    113.00  3.000
 EIC  H72   C7   H71   106.10  3.000
 EIC  H72   C7   C8    109.36  3.000
 EIC  H71   C7   C8    109.16  3.000
 EIC  H72   C7   C6    109.82  3.000
 EIC  H71   C7   C6    109.13  3.000
 EIC  C8    C7   C6    113.03  3.000
 EIC  H82   C8   H81   106.33  3.000
 EIC  H82   C8   C9    110.98  3.000
 EIC  H81   C8   C9    109.46  3.000
 EIC  H82   C8   C7    109.37  3.000
 EIC  H81   C8   C7    108.84  3.000
 EIC  C9    C8   C7    111.70  3.000
 EIC  H91   C9   C10   117.22  3.000
 EIC  H91   C9   C8    115.04  3.000
 EIC  C10   C9   C8    127.71  3.000
 EIC  H1O1  C10  C11   114.70  3.000
 EIC  H1O1  C10  C9    117.77  3.000
 EIC  C11   C10  C9    127.52  3.000
 EIC  H112  C11  H111  106.28  3.000
 EIC  H112  C11  C12   110.61  3.000
 EIC  H111  C11  C12   109.39  3.000
 EIC  H112  C11  C10   109.30  3.000
 EIC  H111  C11  C10   110.59  3.000
 EIC  C12   C11  C10   110.58  3.000
 EIC  H121  C12  C13   117.63  3.000
 EIC  H121  C12  C11   114.70  3.000
 EIC  C13   C12  C11   127.66  3.000
 EIC  H131  C13  C14   114.87  3.000
 EIC  H131  C13  C12   117.13  3.000
 EIC  C14   C13  C12   127.98  3.000
 EIC  H142  C14  H141  106.16  3.000
 EIC  H142  C14  C15   108.55  3.000
 EIC  H141  C14  C15   109.46  3.000
 EIC  H142  C14  C13   109.45  3.000
 EIC  H141  C14  C13   111.28  3.000
 EIC  C15   C14  C13   111.75  3.000
 EIC  H152  C15  H151  106.08  3.000
 EIC  H152  C15  C16   109.41  3.000
 EIC  H151  C15  C16   109.54  3.000
 EIC  H152  C15  C14   109.35  3.000
 EIC  H151  C15  C14   109.21  3.000
 EIC  C16   C15  C14   113.02  3.000
 EIC  H162  C16  H161  105.99  3.000
 EIC  H162  C16  C17   109.27  3.000
 EIC  H161  C16  C17   109.34  3.000
 EIC  H162  C16  C15   109.62  3.000
 EIC  H161  C16  C15   109.31  3.000
 EIC  C17   C16  C15   113.08  3.000
 EIC  H172  C17  H171  106.01  3.000
 EIC  H172  C17  C18   109.62  3.000
 EIC  H171  C17  C18   109.62  3.000
 EIC  H172  C17  C16   109.28  3.000
 EIC  H171  C17  C16   109.22  3.000
 EIC  C18   C17  C16   112.87  3.000
 EIC  H183  C18  H182  107.43  3.000
 EIC  H183  C18  H181  107.66  3.000
 EIC  H182  C18  H181  107.63  3.000
 EIC  H183  C18  C17   111.15  3.000
 EIC  H182  C18  C17   111.14  3.000
 EIC  H181  C18  C17   111.63  3.000
 EIC  HO2   O2   C1    109.98  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 EIC  CONST_01  HO2   O2   C1   C2    180.00   0.0  0
 EIC  Var_01    C11   C10  C9   C8      3.17   0.0  2
 EIC  Var_02    C14   C13  C12  C11     2.98   0.0  2
 EIC  Var_03    C4    C3   C2   C1   -179.93  30.0  3
 EIC  Var_04    C5    C4   C3   C2   -178.42  30.0  3
 EIC  Var_05    O1    C1   C2   C3     -1.01  30.0  2
 EIC  Var_06    C6    C5   C4   C3   -179.77  30.0  3
 EIC  Var_07    C7    C6   C5   C4   -175.15  30.0  3
 EIC  Var_08    C8    C7   C6   C5   -178.47  30.0  3
 EIC  Var_09    C9    C8   C7   C6   -174.58  30.0  3
 EIC  Var_10    C10   C9   C8   C7    121.31  30.0  3
 EIC  Var_11    C12   C11  C10  C9    122.91  30.0  3
 EIC  Var_12    C13   C12  C11  C10   124.59  30.0  3
 EIC  Var_13    C15   C14  C13  C12   126.22  30.0  3
 EIC  Var_14    C16   C15  C14  C13  -177.74  30.0  3
 EIC  Var_15    C17   C16  C15  C14  -177.44  30.0  3
 EIC  Var_16    C18   C17  C16  C15  -178.27  30.0  3
 EIC  Var_17    H181  C18  C17  C16  -179.94  30.0  3

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 EIC  plan-1  C1    0.020
 EIC  plan-1  C2    0.020
 EIC  plan-1  O1    0.020
 EIC  plan-1  O2    0.020
 EIC  plan-1  HO2   0.020
 EIC  plan-2  C8    0.020
 EIC  plan-2  C9    0.020
 EIC  plan-2  C10   0.020
 EIC  plan-2  C11   0.020
 EIC  plan-2  H91   0.020
 EIC  plan-2  H1O1  0.020
 EIC  plan-3  C11   0.020
 EIC  plan-3  C12   0.020
 EIC  plan-3  C13   0.020
 EIC  plan-3  C14   0.020
 EIC  plan-3  H121  0.020
 EIC  plan-3  H131  0.020

