# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 16:30:04 2020
#   Inital geometry file: a 125 line input string
#   Ligand name: (8E,10S,12Z)-10-hydroxy-6-oxooctadeca-8,12-dienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCC\C=C/C[C@H](O)\C=C\CC(=O)CCCCC(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
 6OB  6OB  '(8E,10S,12Z)-10-hydroxy-6-oxooctadeca-8,12-dienoic acid'  ligand  51  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6OB
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
 6OB  C10   C  CH1    0   0.006  -2.6398   2.8453   0.1653
 6OB  C18   C  CH3    0  -0.661  -5.7403  -5.5143  -0.0103
 6OB  C17   C  CH2    0  -0.421  -6.1871  -4.1338   0.4506
 6OB  C16   C  CH2    0  -0.407  -5.4702  -3.0052  -0.2798
 6OB  C15   C  CH2    0  -0.413  -5.8982  -1.6204   0.1882
 6OB  C14   C  CH2    0  -0.489  -5.1813  -0.4933  -0.5569
 6OB  C13   C  C1     0  -0.213  -5.6264   0.8588  -0.0952
 6OB  C12   C  C1     0  -0.201  -4.8969   1.7933   0.5123
 6OB  C11   C  CH2    0  -0.544  -3.4422   1.7299   0.8525
 6OB  C9    C  C1     0  -0.257  -1.2006   2.7801   0.5906
 6OB  C8    C  C1     0  -0.190  -0.1538   2.7022  -0.2221
 6OB  C7    C  CH2    0  -0.629   1.2614   2.6398   0.2491
 6OB  C6    C  C      0   0.406   1.9865   1.3702  -0.1468
 6OB  O3    O  O      0  -0.402   1.4126   0.4455  -0.6752
 6OB  C5    C  CH2    0  -0.556   3.4601   1.3435   0.1639
 6OB  C4    C  CH2    0  -0.413   4.1652   0.0299  -0.1285
 6OB  C3    C  CH2    0  -0.404   5.6516   0.0927   0.2047
 6OB  C2    C  CH2    0  -0.583   6.3680  -1.2150  -0.0877
 6OB  C1    C  C      0   0.411   7.8711  -1.2518   0.2393
 6OB  O1    O  O      0  -0.609   8.3951  -0.2160   0.6942
 6OB  O2    O  OC    -1  -0.635   8.4525  -2.3359   0.0184
 6OB  OXT   O  OH1    0  -0.655  -2.8134   2.8357  -1.2289
 6OB  H10   H  HCH1   0   0.240  -3.0487   3.8049   0.5052
 6OB  H111  H  HCH2   0   0.247  -3.0069   0.7611   0.5919
 6OB  H112  H  HCH2   0   0.248  -3.3134   1.8410   1.9341
 6OB  H9    H  H      0   0.243  -1.0416   2.7930   1.6667
 6OB  H181  H  HCH3   0   0.216  -4.6711  -5.6573   0.1565
 6OB  H182  H  HCH3   0   0.226  -6.2670  -6.3063   0.5232
 6OB  H183  H  HCH3   0   0.216  -5.9271  -5.6531  -1.0767
 6OB  H171  H  HCH2   0   0.211  -7.2669  -4.0297   0.3051
 6OB  H172  H  HCH2   0   0.211  -6.0163  -4.0336   1.5270
 6OB  H161  H  HCH2   0   0.208  -4.3884  -3.1140  -0.1440
 6OB  H162  H  HCH2   0   0.208  -5.6503  -3.0974  -1.3568
 6OB  H151  H  HCH2   0   0.213  -6.9806  -1.5104   0.0622
 6OB  H152  H  HCH2   0   0.216  -5.7048  -1.5215   1.2611
 6OB  H141  H  HCH2   0   0.227  -4.1021  -0.6157  -0.4438
 6OB  H142  H  HCH2   0   0.229  -5.3898  -0.5929  -1.6279
 6OB  H13   H  H      0   0.228  -6.6785   1.0763  -0.2626
 6OB  H12   H  H      0   0.232  -5.3951   2.7180   0.7936
 6OB  HA    H  H      0   0.240  -0.3011   2.7020  -1.2974
 6OB  HA1   H  HCH2   0   0.275   1.8375   3.4870  -0.1404
 6OB  HB2   H  HCH2   0   0.285   1.3204   2.7283   1.3395
 6OB  HB1   H  HCH2   0   0.265   3.9249   2.1618  -0.3993
 6OB  HC2   H  HCH2   0   0.260   3.5876   1.6272   1.2151
 6OB  HC1   H  HCH2   0   0.216   3.6969  -0.7772   0.4428
 6OB  HD2   H  HCH2   0   0.216   4.0385  -0.2313  -1.1829
 6OB  HD1   H  HCH2   0   0.204   6.1154   0.9061  -0.3612
 6OB  HE2   H  HCH2   0   0.204   5.7746   0.3554   1.2595
 6OB  HE1   H  HCH2   0   0.216   5.8796  -2.0310   0.4579
 6OB  HF2   H  HCH2   0   0.218   6.2432  -1.4728  -1.1462
 6OB  HOT   H  HOH1   0   0.443  -2.5887   1.9589  -1.5592

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
 6OB  C10  C11   single  1.536  0.020  1.536
 6OB  C10  C9    single  1.502  0.020  1.502
 6OB  C18  C17   single  1.522  0.020  1.522
 6OB  C17  C16   single  1.524  0.020  1.524
 6OB  C16  C15   single  1.523  0.020  1.523
 6OB  C15  C14   single  1.530  0.020  1.530
 6OB  C14  C13   single  1.496  0.020  1.496
 6OB  C13  C12   double  1.332  0.020  1.332
 6OB  C12  C11   single  1.495  0.020  1.495
 6OB  C9   C8    double  1.328  0.020  1.328
 6OB  C8   C7    single  1.493  0.020  1.493
 6OB  C7   C6    single  1.515  0.020  1.515
 6OB  C6   O3    double  1.210  0.020  1.210
 6OB  C6   C5    single  1.506  0.020  1.506
 6OB  C5   C4    single  1.519  0.020  1.519
 6OB  C4   C3    single  1.525  0.020  1.525
 6OB  C3   C2    single  1.519  0.020  1.519
 6OB  C2   C1    single  1.539  0.020  1.539
 6OB  C1   O1    deloc   1.247  0.020  1.247
 6OB  C1   O2    deloc   1.250  0.020  1.250
 6OB  C10  H10   single  0.970  0.020  1.090
 6OB  C11  H111  single  0.970  0.020  1.090
 6OB  C11  H112  single  0.970  0.020  1.090
 6OB  C9   H9    single  0.930  0.020  1.080
 6OB  C18  H181  single  0.970  0.020  1.090
 6OB  C18  H182  single  0.970  0.020  1.090
 6OB  C18  H183  single  0.970  0.020  1.090
 6OB  C17  H171  single  0.970  0.020  1.090
 6OB  C17  H172  single  0.970  0.020  1.090
 6OB  C16  H161  single  0.970  0.020  1.090
 6OB  C16  H162  single  0.970  0.020  1.090
 6OB  C15  H151  single  0.970  0.020  1.090
 6OB  C15  H152  single  0.970  0.020  1.090
 6OB  C14  H141  single  0.970  0.020  1.090
 6OB  C14  H142  single  0.970  0.020  1.090
 6OB  C13  H13   single  0.930  0.020  1.080
 6OB  C12  H12   single  0.930  0.020  1.080
 6OB  C8   HA    single  0.930  0.020  1.080
 6OB  C7   HA1   single  0.970  0.020  1.090
 6OB  C7   HB2   single  0.970  0.020  1.090
 6OB  C5   HB1   single  0.970  0.020  1.090
 6OB  C5   HC2   single  0.970  0.020  1.090
 6OB  C4   HC1   single  0.970  0.020  1.090
 6OB  C4   HD2   single  0.970  0.020  1.090
 6OB  C3   HD1   single  0.970  0.020  1.090
 6OB  C3   HE2   single  0.970  0.020  1.090
 6OB  C2   HE1   single  0.970  0.020  1.090
 6OB  C2   HF2   single  0.970  0.020  1.090
 6OB  OXT  HOT   single  0.850  0.020  0.980
 6OB  OXT  C10   single  1.405  0.020  1.405

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
 6OB  H10   C10  OXT   105.51  3.000
 6OB  OXT   C10  C9    113.52  3.000
 6OB  H10   C10  C9    107.90  3.000
 6OB  OXT   C10  C11   111.99  3.000
 6OB  H10   C10  C11   107.57  3.000
 6OB  C9    C10  C11   110.01  3.000
 6OB  H183  C18  H182  107.63  3.000
 6OB  H183  C18  H181  107.47  3.000
 6OB  H182  C18  H181  107.65  3.000
 6OB  H183  C18  C17   111.15  3.000
 6OB  H182  C18  C17   111.63  3.000
 6OB  H181  C18  C17   111.11  3.000
 6OB  H172  C17  H171  106.02  3.000
 6OB  H172  C17  C16   109.28  3.000
 6OB  H171  C17  C16   109.27  3.000
 6OB  H172  C17  C18   109.57  3.000
 6OB  H171  C17  C18   109.61  3.000
 6OB  C16   C17  C18   112.86  3.000
 6OB  H162  C16  H161  106.00  3.000
 6OB  H162  C16  C15   109.41  3.000
 6OB  H161  C16  C15   109.24  3.000
 6OB  H162  C16  C17   109.36  3.000
 6OB  H161  C16  C17   109.37  3.000
 6OB  C15   C16  C17   113.20  3.000
 6OB  H152  C15  H151  106.16  3.000
 6OB  H152  C15  C14   109.15  3.000
 6OB  H151  C15  C14   109.46  3.000
 6OB  H152  C15  C16   109.49  3.000
 6OB  H151  C15  C16   109.49  3.000
 6OB  C14   C15  C16   112.87  3.000
 6OB  H142  C14  H141  106.21  3.000
 6OB  H142  C14  C13   109.10  3.000
 6OB  H141  C14  C13   111.30  3.000
 6OB  H142  C14  C15   108.66  3.000
 6OB  H141  C14  C15   109.28  3.000
 6OB  C13   C14  C15   112.09  3.000
 6OB  H13   C13  C12   117.38  3.000
 6OB  H13   C13  C14   114.90  3.000
 6OB  C12   C13  C14   127.71  3.000
 6OB  H12   C12  C11   115.01  3.000
 6OB  H12   C12  C13   117.62  3.000
 6OB  C11   C12  C13   127.36  3.000
 6OB  H112  C11  H111  106.17  3.000
 6OB  H112  C11  C12   109.57  3.000
 6OB  H111  C11  C12   111.75  3.000
 6OB  H112  C11  C10   107.87  3.000
 6OB  H111  C11  C10   109.19  3.000
 6OB  C12   C11  C10   112.06  3.000
 6OB  H9    C9   C8    119.41  3.000
 6OB  H9    C9   C10   114.81  3.000
 6OB  C8    C9   C10   125.78  3.000
 6OB  HA    C8   C7    116.19  3.000
 6OB  HA    C8   C9    119.97  3.000
 6OB  C7    C8   C9    123.83  3.000
 6OB  HB2   C7   HA1   105.24  3.000
 6OB  HB2   C7   C6    107.58  3.000
 6OB  HA1   C7   C6    107.66  3.000
 6OB  HB2   C7   C8    111.21  3.000
 6OB  HA1   C7   C8    110.72  3.000
 6OB  C6    C7   C8    113.98  3.000
 6OB  C5    C6   O3    122.73  3.000
 6OB  C5    C6   C7    115.42  3.000
 6OB  O3    C6   C7    121.85  3.000
 6OB  HC2   C5   HB1   104.48  3.000
 6OB  HC2   C5   C4    110.76  3.000
 6OB  HB1   C5   C4    110.46  3.000
 6OB  HC2   C5   C6    107.88  3.000
 6OB  HB1   C5   C6    107.19  3.000
 6OB  C4    C5   C6    115.45  3.000
 6OB  HD2   C4   HC1   106.12  3.000
 6OB  HD2   C4   C3    109.48  3.000
 6OB  HC1   C4   C3    109.49  3.000
 6OB  HD2   C4   C5    109.77  3.000
 6OB  HC1   C4   C5    109.80  3.000
 6OB  C3    C4   C5    112.01  3.000
 6OB  HE2   C3   HD1   105.81  3.000
 6OB  HE2   C3   C2    109.83  3.000
 6OB  HD1   C3   C2    109.90  3.000
 6OB  HE2   C3   C4    109.28  3.000
 6OB  HD1   C3   C4    109.33  3.000
 6OB  C2    C3   C4    112.47  3.000
 6OB  HF2   C2   HE1   104.75  3.000
 6OB  HF2   C2   C1    108.10  3.000
 6OB  HE1   C2   C1    108.15  3.000
 6OB  HF2   C2   C3    109.54  3.000
 6OB  HE1   C2   C3    109.56  3.000
 6OB  C1    C2   C3    116.12  3.000
 6OB  O2    C1   O1    126.13  3.000
 6OB  O2    C1   C2    115.95  3.000
 6OB  O1    C1   C2    117.92  3.000
 6OB  HOT   OXT  C10   108.52  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
 6OB  Var_01  C7    C8   C9   C10   179.99   0.0  2
 6OB  Var_02  C11   C12  C13  C14     1.58   0.0  2
 6OB  Var_03  C13   C12  C11  C10   119.56  30.0  1
 6OB  Var_04  C15   C16  C17  C18  -179.24  30.0  3
 6OB  Var_05  C14   C15  C16  C17  -179.59  30.0  3
 6OB  Var_06  C13   C14  C15  C16   179.32  30.0  3
 6OB  Var_07  C12   C13  C14  C15   116.01  30.0  3
 6OB  Var_08  C6    C7   C8   C9    118.35  30.0  3
 6OB  Var_09  O3    C6   C7   C8     -7.19  30.0  3
 6OB  Var_10  C4    C5   C6   C7    175.23  30.0  3
 6OB  Var_11  C3    C4   C5   C6    179.60  30.0  3
 6OB  Var_12  C2    C3   C4   C5   -179.84  30.0  3
 6OB  Var_13  C1    C2   C3   C4   -179.08  30.0  3
 6OB  Var_14  O1    C1   C2   C3     -1.12  30.0  3
 6OB  Var_15  H181  C18  C17  C16    59.95  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 6OB  chir_01  C10  C11  C9  OXT  negativ

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
 6OB  plan-1  C7   0.020
 6OB  plan-1  C6   0.020
 6OB  plan-1  O3   0.020
 6OB  plan-1  C5   0.020
 6OB  plan-2  C2   0.020
 6OB  plan-2  C1   0.020
 6OB  plan-2  O1   0.020
 6OB  plan-2  O2   0.020
 6OB  plan-3  C14  0.020
 6OB  plan-3  C13  0.020
 6OB  plan-3  C12  0.020
 6OB  plan-3  C11  0.020
 6OB  plan-3  H13  0.020
 6OB  plan-3  H12  0.020
 6OB  plan-4  C10  0.020
 6OB  plan-4  C9   0.020
 6OB  plan-4  C8   0.020
 6OB  plan-4  C7   0.020
 6OB  plan-4  H9   0.020
 6OB  plan-4  HA   0.020

