# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Jun  1 12:05:23 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: 8-{(1S,5R)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl}octanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC\C=C/C[C@@H]1[C@@H](CCCCCCCC(O)=O)C=CC1=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
 WHW  WHW  '8-{(1S,5R)-4-oxo-5-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl}octanoic acid'  ligand  49  21  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WHW
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
 WHW  C1    C  C     0   0.549  -7.8758   0.5887  -0.0312
 WHW  O1    O  O     0  -0.446  -8.0797   0.2777   1.1163
 WHW  C2    C  CH2   0  -0.579  -6.5334   0.5937  -0.7068
 WHW  O2    O  OH1   0  -0.599  -8.8460   0.9715  -0.8579
 WHW  C3    C  CH2   0  -0.417  -5.3794   0.2125   0.2056
 WHW  O3    O  O     0  -0.419   5.0620  -2.3589  -1.1350
 WHW  C4    C  CH2   0  -0.414  -4.0454   0.2445  -0.5299
 WHW  C5    C  CH2   0  -0.413  -2.8693  -0.1564   0.3515
 WHW  C6    C  CH2   0  -0.412  -1.5333  -0.0969  -0.3779
 WHW  C7    C  CH2   0  -0.423  -0.3608  -0.5754   0.4703
 WHW  C8    C  CH2   0  -0.416   0.9716  -0.4427  -0.2560
 WHW  C9    C  CR15  0  -0.294   2.1733  -0.9824   0.5269
 WHW  C10   C  CR15  0  -0.155   2.1326  -2.4720   0.6908
 WHW  C11   C  CR15  0  -0.333   3.1661  -3.0993   0.1243
 WHW  C12   C  CR5   0   0.382   4.0608  -2.1156  -0.4939
 WHW  C13   C  CR15  0  -0.361   3.5150  -0.7293  -0.1842
 WHW  C14   C  CH2   0  -0.510   4.4837   0.0956   0.6837
 WHW  C15   C  C1    0  -0.207   5.7629   0.4736   0.0022
 WHW  C16   C  C1    0  -0.207   6.0781   1.6786  -0.4720
 WHW  C17   C  CH2   0  -0.491   5.2546   2.9275  -0.4288
 WHW  C18   C  CH3   0  -0.656   5.9119   4.0066   0.4313
 WHW  H2    H  HCH2  0   0.276  -6.5856  -0.0878  -1.5625
 WHW  H2A   H  HCH2  0   0.274  -6.3707   1.5870  -1.1368
 WHW  H3    H  HCH2  0   0.224  -5.3415   0.8946   1.0592
 WHW  H3A   H  HCH2  0   0.224  -5.5456  -0.7876   0.6148
 WHW  H4    H  HCH2  0   0.212  -4.0896  -0.4252  -1.3955
 WHW  H4A   H  HCH2  0   0.212  -3.8734   1.2492  -0.9312
 WHW  H5    H  HCH2  0   0.210  -2.8334   0.4958   1.2308
 WHW  H5A   H  HCH2  0   0.209  -3.0334  -1.1708   0.7310
 WHW  H6    H  HCH2  0   0.210  -1.5872  -0.7080  -1.2853
 WHW  H6A   H  HCH2  0   0.211  -1.3470   0.9294  -0.7128
 WHW  H7    H  HCH2  0   0.216  -0.3221  -0.0011   1.4020
 WHW  H7A   H  HCH2  0   0.217  -0.5373  -1.6162   0.7591
 WHW  H8    H  HCH2  0   0.223   0.9222  -0.9497  -1.2255
 WHW  H8A   H  HCH2  0   0.235   1.1539   0.6147  -0.4724
 WHW  H9    H  HCR5  0   0.262   2.1668  -0.5140   1.5182
 WHW  H10   H  HCR5  0   0.278   1.3265  -2.9710   1.2140
 WHW  H11   H  HCR5  0   0.268   3.3397  -4.1665   0.1022
 WHW  H13   H  HCR5  0   0.282   3.3598  -0.1965  -1.1283
 WHW  H14   H  HCH2  0   0.254   3.9467   0.9880   1.0109
 WHW  H14A  H  HCH2  0   0.248   4.7086  -0.4713   1.5932
 WHW  H15   H  H     0   0.234   6.4988  -0.3148  -0.1066
 WHW  H16   H  H     0   0.229   7.0579   1.7945  -0.9298
 WHW  H17   H  HCH2  0   0.234   5.1372   3.3103  -1.4473
 WHW  H17A  H  HCH2  0   0.229   4.2461   2.7284  -0.0627
 WHW  H18   H  HCH3  0   0.223   6.0080   3.6760   1.4661
 WHW  H18A  H  HCH3  0   0.222   6.9114   4.2463   0.0653
 WHW  H18B  H  HCH3  0   0.229   5.3258   4.9263   0.4262
 WHW  HO2   H  HOH1  0   0.478  -9.6979   0.9543  -0.3969

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
 WHW  O1    C1    double  1.206  0.020  1.206
 WHW  C2    C1    single  1.503  0.020  1.503
 WHW  C1    O2    single  1.331  0.020  1.331
 WHW  H2    C2    single  0.970  0.020  1.090
 WHW  C2    C3    single  1.520  0.020  1.520
 WHW  C2    H2A   single  0.970  0.020  1.090
 WHW  O2    HO2   single  0.850  0.020  0.980
 WHW  H3    C3    single  0.970  0.020  1.090
 WHW  C3    C4    single  1.524  0.020  1.524
 WHW  C3    H3A   single  0.970  0.020  1.090
 WHW  C12   O3    double  1.214  0.020  1.214
 WHW  H4A   C4    single  0.970  0.020  1.090
 WHW  H4    C4    single  0.970  0.020  1.090
 WHW  C4    C5    single  1.523  0.020  1.523
 WHW  C5    H5    single  0.970  0.020  1.090
 WHW  C5    H5A   single  0.970  0.020  1.090
 WHW  C5    C6    single  1.523  0.020  1.523
 WHW  H6A   C6    single  0.970  0.020  1.090
 WHW  H6    C6    single  0.970  0.020  1.090
 WHW  C6    C7    single  1.524  0.020  1.524
 WHW  C7    H7A   single  0.970  0.020  1.090
 WHW  C7    H7    single  0.970  0.020  1.090
 WHW  C7    C8    single  1.523  0.020  1.523
 WHW  H8    C8    single  0.970  0.020  1.090
 WHW  H8A   C8    single  0.970  0.020  1.090
 WHW  C8    C9    single  1.532  0.020  1.532
 WHW  C9    H9    single  0.970  0.020  1.090
 WHW  C9    C13   single  1.539  0.020  1.539
 WHW  C9    C10   single  1.499  0.020  1.499
 WHW  C10   H10   single  0.930  0.020  1.080
 WHW  C10   C11   double  1.335  0.020  1.335
 WHW  C12   C11   single  1.466  0.020  1.466
 WHW  C11   H11   single  0.930  0.020  1.080
 WHW  C13   C12   single  1.522  0.020  1.522
 WHW  H13   C13   single  0.970  0.020  1.090
 WHW  C13   C14   single  1.540  0.020  1.540
 WHW  H14A  C14   single  0.970  0.020  1.090
 WHW  C15   C14   single  1.498  0.020  1.498
 WHW  C14   H14   single  0.970  0.020  1.090
 WHW  H15   C15   single  0.930  0.020  1.080
 WHW  C15   C16   double  1.333  0.020  1.333
 WHW  H16   C16   single  0.930  0.020  1.080
 WHW  C16   C17   single  1.497  0.020  1.497
 WHW  H17   C17   single  0.970  0.020  1.090
 WHW  C17   H17A  single  0.970  0.020  1.090
 WHW  C17   C18   single  1.528  0.020  1.528
 WHW  H18B  C18   single  0.970  0.020  1.090
 WHW  C18   H18A  single  0.970  0.020  1.090
 WHW  C18   H18   single  0.970  0.020  1.090

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
 WHW  O2    C1   C2    111.78  3.000
 WHW  O2    C1   O1    122.81  3.000
 WHW  C2    C1   O1    125.41  3.000
 WHW  H2A   C2   H2    105.36  3.000
 WHW  H2A   C2   C3    110.52  3.000
 WHW  H2    C2   C3    110.44  3.000
 WHW  H2A   C2   C1    108.20  3.000
 WHW  C3    C2   C1    114.05  3.000
 WHW  H2    C2   C1    107.86  3.000
 WHW  HO2   O2   C1    109.90  3.000
 WHW  H3A   C3   H3    106.48  3.000
 WHW  H3A   C3   C4    109.45  3.000
 WHW  H3    C3   C4    109.48  3.000
 WHW  H3A   C3   C2    109.80  3.000
 WHW  C4    C3   C2    111.70  3.000
 WHW  H3    C3   C2    109.79  3.000
 WHW  H4A   C4   H4    106.12  3.000
 WHW  H4    C4   C5    109.11  3.000
 WHW  H4A   C4   C5    109.39  3.000
 WHW  C5    C4   C3    113.02  3.000
 WHW  H4    C4   C3    109.47  3.000
 WHW  H4A   C4   C3    109.49  3.000
 WHW  H5A   C5   H5    106.16  3.000
 WHW  H5A   C5   C6    109.47  3.000
 WHW  H5    C5   C6    109.41  3.000
 WHW  C6    C5   C4    112.94  3.000
 WHW  H5A   C5   C4    109.18  3.000
 WHW  H5    C5   C4    109.45  3.000
 WHW  H6A   C6   H6    106.13  3.000
 WHW  H6    C6   C7    108.89  3.000
 WHW  H6A   C6   C7    109.47  3.000
 WHW  C7    C6   C5    113.33  3.000
 WHW  H6    C6   C5    109.37  3.000
 WHW  H6A   C6   C5    109.40  3.000
 WHW  H7A   C7   H7    106.25  3.000
 WHW  H7    C7   C8    109.21  3.000
 WHW  H7A   C7   C8    110.47  3.000
 WHW  C8    C7   C6    112.35  3.000
 WHW  H7    C7   C6    109.63  3.000
 WHW  H7A   C7   C6    108.74  3.000
 WHW  H8A   C8   H8    106.24  3.000
 WHW  H8A   C8   C9    108.10  3.000
 WHW  H8    C8   C9    108.94  3.000
 WHW  C9    C8   C7    114.31  3.000
 WHW  H8A   C8   C7    108.91  3.000
 WHW  H8    C8   C7    110.02  3.000
 WHW  H9    C9   C13   110.64  3.000
 WHW  C13   C9   C10   103.74  3.000
 WHW  H9    C9   C10   109.00  3.000
 WHW  C10   C9   C8    112.62  3.000
 WHW  C13   C9   C8    112.93  3.000
 WHW  H9    C9   C8    107.86  3.000
 WHW  H10   C10  C11   124.39  3.000
 WHW  C11   C10  C9    113.54  3.000
 WHW  H10   C10  C9    122.07  3.000
 WHW  H11   C11  C12   123.74  3.000
 WHW  H11   C11  C10   126.62  3.000
 WHW  C12   C11  C10   109.63  3.000
 WHW  C13   C12  C11   107.85  3.000
 WHW  C13   C12  O3    125.88  3.000
 WHW  C11   C12  O3    126.27  3.000
 WHW  H13   C13  C14   108.32  3.000
 WHW  C14   C13  C12   112.15  3.000
 WHW  H13   C13  C12   108.58  3.000
 WHW  C14   C13  C9    112.09  3.000
 WHW  H13   C13  C9    110.78  3.000
 WHW  C12   C13  C9    104.88  3.000
 WHW  H14A  C14  H14   105.98  3.000
 WHW  H14   C14  C15   110.50  3.000
 WHW  H14A  C14  C15   109.46  3.000
 WHW  H14   C14  C13   107.30  3.000
 WHW  C15   C14  C13   114.57  3.000
 WHW  H14A  C14  C13   108.65  3.000
 WHW  H15   C15  C16   117.47  3.000
 WHW  C16   C15  C14   126.30  3.000
 WHW  H15   C15  C14   116.22  3.000
 WHW  H16   C16  C17   114.76  3.000
 WHW  C17   C16  C15   127.89  3.000
 WHW  H16   C16  C15   117.34  3.000
 WHW  H17A  C17  H17   106.08  3.000
 WHW  H17A  C17  C18   109.72  3.000
 WHW  H17   C17  C18   108.84  3.000
 WHW  C18   C17  C16   111.64  3.000
 WHW  H17A  C17  C16   111.46  3.000
 WHW  H17   C17  C16   108.91  3.000
 WHW  H18B  C18  H18A  107.79  3.000
 WHW  H18A  C18  H18   107.71  3.000
 WHW  H18B  C18  H18   107.90  3.000
 WHW  H18   C18  C17   110.97  3.000
 WHW  H18A  C18  C17   111.12  3.000
 WHW  H18B  C18  C17   111.20  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
 WHW  CONST_01  HO2   O2   C1   O1      0.00   0.0  0
 WHW  Var_01    C12   C11  C10  C9      0.53  30.0  1
 WHW  Var_02    C13   C12  C11  C10     3.35  30.0  1
 WHW  Var_03    C9    C8   C7   C6   -176.82  30.0  3
 WHW  Var_04    C16   C15  C14  C13   104.73  30.0  2
 WHW  Var_05    C17   C16  C15  C14     0.66   0.0  2
 WHW  Var_06    C4    C3   C2   C1   -179.59  30.0  3
 WHW  Var_07    C3    C2   C1   O1     -2.27  30.0  2
 WHW  Var_08    C5    C4   C3   C2   -179.01  30.0  3
 WHW  Var_09    C6    C5   C4   C3   -178.85  30.0  3
 WHW  Var_10    C7    C6   C5   C4   -176.57  30.0  3
 WHW  Var_11    C8    C7   C6   C5   -177.20  30.0  3
 WHW  Var_12    C18   C17  C16  C15   115.29  30.0  3
 WHW  Var_13    H18B  C18  C17  C16   177.78  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
 WHW  chir_01  C9   C8  C13  C10  positiv
 WHW  chir_02  C13  C9  C12  C14  positiv

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
 WHW  plan-1  O3   0.020
 WHW  plan-1  C11  0.020
 WHW  plan-1  C12  0.020
 WHW  plan-1  C13  0.020
 WHW  plan-2  C1   0.020
 WHW  plan-2  O1   0.020
 WHW  plan-2  C2   0.020
 WHW  plan-2  O2   0.020
 WHW  plan-2  HO2  0.020
 WHW  plan-3  C14  0.020
 WHW  plan-3  C15  0.020
 WHW  plan-3  C16  0.020
 WHW  plan-3  C17  0.020
 WHW  plan-3  H15  0.020
 WHW  plan-3  H16  0.020

