# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 19:10:28 2020
#   Inital geometry file: a 135 line input string
#   Ligand name: (5E,8E,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC(=O)\C=C\C=C/C/C=C/C/C=C/CCCC(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
 OCR  OCR  '(5E,8E,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid'  ligand  52  23  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_OCR
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
 OCR  C1    C  CH3    0  -0.662   11.8985   0.2491   0.0380
 OCR  C2    C  CH2    0  -0.421   10.5523   0.7415  -0.4741
 OCR  C3    C  CH2    0  -0.409    9.3735   0.1034   0.2499
 OCR  C4    C  CH2    0  -0.416    8.0249   0.5825  -0.2726
 OCR  C5    C  CH2    0  -0.569    6.8630  -0.0292   0.4908
 OCR  C6    C  C      0   0.380    5.4941   0.3596  -0.0047
 OCR  O7    O  O      0  -0.424    5.3309   0.9882  -1.0340
 OCR  C8    C  C1     0  -0.367    4.3646  -0.0806   0.8350
 OCR  C9    C  C1     0  -0.192    3.0863   0.1370   0.4865
 OCR  C11   C  C1     0  -0.255    1.9584  -0.2603   1.2981
 OCR  C12   C  C1     0  -0.181    0.6683  -0.0684   0.9855
 OCR  C13   C  CH2    0  -0.572    0.1098   0.5486  -0.2592
 OCR  C14   C  C1     0  -0.206   -0.7929  -0.4167  -0.9735
 OCR  C15   C  C1     0  -0.198   -2.0821  -0.2001  -1.2142
 OCR  C16   C  CH2    0  -0.555   -3.0020  -1.1555  -1.9154
 OCR  C17   C  C1     0  -0.213   -4.1795  -1.5079  -1.0532
 OCR  C18   C  C1     0  -0.201   -5.4431  -1.2136  -1.3450
 OCR  C19   C  CH2    0  -0.479   -6.6266  -1.5035  -0.4782
 OCR  C20   C  CH2    0  -0.404   -7.3606  -0.2277  -0.0593
 OCR  C21   C  CH2    0  -0.582   -8.6027  -0.5161   0.7678
 OCR  C22   C  C      0   0.411   -9.4319   0.7099   1.1897
 OCR  O23   O  OC    -1  -0.634  -10.4420   0.4726   1.8862
 OCR  O24   O  O      0  -0.609   -9.0483   1.8336   0.8094
 OCR  H1    H  HCH3   0   0.216   12.0188   0.4646   1.1013
 OCR  H1A   H  HCH3   0   0.216   11.9984  -0.8303  -0.0904
 OCR  H1B   H  HCH3   0   0.226   12.7265   0.7225  -0.4907
 OCR  H2    H  HCH2   0   0.212   10.4943   1.8291  -0.3672
 OCR  H2A   H  HCH2   0   0.212   10.4708   0.5390  -1.5465
 OCR  H3    H  HCH2   0   0.210    9.4354  -0.9864   0.1542
 OCR  H3A   H  HCH2   0   0.210    9.4498   0.3163   1.3219
 OCR  H4    H  HCH2   0   0.220    7.9744   1.6732  -0.2023
 OCR  H4A   H  HCH2   0   0.221    7.9415   0.3413  -1.3354
 OCR  H5    H  HCH2   0   0.268    6.9148  -1.1255   0.4593
 OCR  H5A   H  HCH2   0   0.261    6.9254   0.2176   1.5567
 OCR  H8    H  H      0   0.259    4.6021  -0.5917   1.7623
 OCR  H9    H  H      0   0.266    2.8900   0.6463  -0.4511
 OCR  H11   H  H      0   0.255    2.1898  -0.7432   2.2419
 OCR  H12   H  H      0   0.260   -0.0753  -0.4083   1.6998
 OCR  H13   H  HCH2   0   0.264   -0.4603   1.4423   0.0127
 OCR  H13A  H  HCH2   0   0.258    0.9066   0.8763  -0.9298
 OCR  H14   H  H      0   0.242   -0.3355  -1.3479  -1.2996
 OCR  H15   H  H      0   0.238   -2.5334   0.7321  -0.8806
 OCR  H16   H  HCH2   0   0.246   -3.3601  -0.7037  -2.8462
 OCR  H16A  H  HCH2   0   0.244   -2.4486  -2.0582  -2.1920
 OCR  H17   H  H      0   0.232   -3.9519  -2.0158  -0.1183
 OCR  H18   H  H      0   0.226   -5.6555  -0.6977  -2.2801
 OCR  H19   H  HCH2   0   0.221   -7.3271  -2.1474  -1.0227
 OCR  H19A  H  HCH2   0   0.222   -6.3125  -2.0649   0.4073
 OCR  H20   H  HCH2   0   0.209   -6.6734   0.4112   0.5015
 OCR  H20A  H  HCH2   0   0.207   -7.6376   0.3376  -0.9537
 OCR  H21   H  HCH2   0   0.218   -9.2619  -1.1940   0.2124
 OCR  H21A  H  HCH2   0   0.217   -8.3244  -1.0718   1.6711

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
 OCR  C1   C2    single  1.522  0.020  1.522
 OCR  C2   C3    single  1.523  0.020  1.523
 OCR  C3   C4    single  1.524  0.020  1.524
 OCR  C4   C5    single  1.519  0.020  1.519
 OCR  C5   C6    single  1.507  0.020  1.507
 OCR  C6   O7    double  1.217  0.020  1.217
 OCR  C6   C8    single  1.475  0.020  1.475
 OCR  C8   C9    double  1.343  0.020  1.343
 OCR  C9   C11   single  1.445  0.020  1.445
 OCR  C11  C12   double  1.341  0.020  1.341
 OCR  C12  C13   single  1.497  0.020  1.497
 OCR  C13  C14   single  1.502  0.020  1.502
 OCR  C14  C15   double  1.329  0.020  1.329
 OCR  C15  C16   single  1.500  0.020  1.500
 OCR  C16  C17   single  1.501  0.020  1.501
 OCR  C17  C18   double  1.330  0.020  1.330
 OCR  C18  C19   single  1.495  0.020  1.495
 OCR  C19  C20   single  1.530  0.020  1.530
 OCR  C20  C21   single  1.520  0.020  1.520
 OCR  C21  C22   single  1.539  0.020  1.539
 OCR  C22  O23   deloc   1.250  0.020  1.250
 OCR  C22  O24   deloc   1.247  0.020  1.247
 OCR  C1   H1    single  0.970  0.020  1.090
 OCR  C1   H1A   single  0.970  0.020  1.090
 OCR  C1   H1B   single  0.970  0.020  1.090
 OCR  C2   H2    single  0.970  0.020  1.090
 OCR  C2   H2A   single  0.970  0.020  1.090
 OCR  C3   H3    single  0.970  0.020  1.090
 OCR  C3   H3A   single  0.970  0.020  1.090
 OCR  C4   H4    single  0.970  0.020  1.090
 OCR  C4   H4A   single  0.970  0.020  1.090
 OCR  C5   H5    single  0.970  0.020  1.090
 OCR  C5   H5A   single  0.970  0.020  1.090
 OCR  C8   H8    single  0.930  0.020  1.080
 OCR  C9   H9    single  0.930  0.020  1.080
 OCR  C11  H11   single  0.930  0.020  1.080
 OCR  C12  H12   single  0.930  0.020  1.080
 OCR  C13  H13   single  0.970  0.020  1.090
 OCR  C13  H13A  single  0.970  0.020  1.090
 OCR  C14  H14   single  0.930  0.020  1.080
 OCR  C15  H15   single  0.930  0.020  1.080
 OCR  C16  H16   single  0.970  0.020  1.090
 OCR  C16  H16A  single  0.970  0.020  1.090
 OCR  C17  H17   single  0.930  0.020  1.080
 OCR  C18  H18   single  0.930  0.020  1.080
 OCR  C19  H19   single  0.970  0.020  1.090
 OCR  C19  H19A  single  0.970  0.020  1.090
 OCR  C20  H20   single  0.970  0.020  1.090
 OCR  C20  H20A  single  0.970  0.020  1.090
 OCR  C21  H21   single  0.970  0.020  1.090
 OCR  C21  H21A  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
 OCR  H1B   C1   H1A  107.62  3.000
 OCR  H1B   C1   H1   107.63  3.000
 OCR  H1A   C1   H1   107.44  3.000
 OCR  H1B   C1   C2   111.59  3.000
 OCR  H1A   C1   C2   111.18  3.000
 OCR  H1    C1   C2   111.18  3.000
 OCR  H2A   C2   H2   106.00  3.000
 OCR  H2A   C2   C3   109.31  3.000
 OCR  H2    C2   C3   109.20  3.000
 OCR  H2A   C2   C1   109.61  3.000
 OCR  H2    C2   C1   109.60  3.000
 OCR  C3    C2   C1   112.89  3.000
 OCR  H3A   C3   H3   105.94  3.000
 OCR  H3A   C3   C4   109.64  3.000
 OCR  H3    C3   C4   109.44  3.000
 OCR  H3A   C3   C2   109.25  3.000
 OCR  H3    C3   C2   109.35  3.000
 OCR  C4    C3   C2   112.97  3.000
 OCR  H4A   C4   H4   106.20  3.000
 OCR  H4A   C4   C5   109.96  3.000
 OCR  H4    C4   C5   109.51  3.000
 OCR  H4A   C4   C3   109.37  3.000
 OCR  H4    C4   C3   109.41  3.000
 OCR  C5    C4   C3   112.22  3.000
 OCR  H5A   C5   H5   104.48  3.000
 OCR  H5A   C5   C6   108.27  3.000
 OCR  H5    C5   C6   106.92  3.000
 OCR  H5A   C5   C4   110.77  3.000
 OCR  H5    C5   C4   110.59  3.000
 OCR  C6    C5   C4   115.20  3.000
 OCR  C8    C6   O7   122.21  3.000
 OCR  C8    C6   C5   115.57  3.000
 OCR  O7    C6   C5   122.22  3.000
 OCR  H8    C8   C9   120.43  3.000
 OCR  H8    C8   C6   117.35  3.000
 OCR  C9    C8   C6   122.21  3.000
 OCR  H9    C9   C11  118.24  3.000
 OCR  H9    C9   C8   118.21  3.000
 OCR  C11   C9   C8   123.55  3.000
 OCR  H11   C11  C12  118.14  3.000
 OCR  H11   C11  C9   116.38  3.000
 OCR  C12   C11  C9   125.48  3.000
 OCR  H12   C12  C13  114.87  3.000
 OCR  H12   C12  C11  117.42  3.000
 OCR  C13   C12  C11  127.70  3.000
 OCR  H13A  C13  H13  106.72  3.000
 OCR  H13A  C13  C14  109.84  3.000
 OCR  H13   C13  C14  109.26  3.000
 OCR  H13A  C13  C12  111.23  3.000
 OCR  H13   C13  C12  108.92  3.000
 OCR  C14   C13  C12  110.77  3.000
 OCR  H14   C14  C15  119.55  3.000
 OCR  H14   C14  C13  116.11  3.000
 OCR  C15   C14  C13  124.34  3.000
 OCR  H15   C15  C16  115.76  3.000
 OCR  H15   C15  C14  119.10  3.000
 OCR  C16   C15  C14  125.14  3.000
 OCR  H16A  C16  H16  106.91  3.000
 OCR  H16A  C16  C17  110.38  3.000
 OCR  H16   C16  C17  109.18  3.000
 OCR  H16A  C16  C15  109.47  3.000
 OCR  H16   C16  C15  109.58  3.000
 OCR  C17   C16  C15  111.22  3.000
 OCR  H17   C17  C18  119.38  3.000
 OCR  H17   C17  C16  116.04  3.000
 OCR  C18   C17  C16  124.56  3.000
 OCR  H18   C18  C19  115.81  3.000
 OCR  H18   C18  C17  118.59  3.000
 OCR  C19   C18  C17  125.59  3.000
 OCR  H19A  C19  H19  106.49  3.000
 OCR  H19A  C19  C20  110.11  3.000
 OCR  H19   C19  C20  108.61  3.000
 OCR  H19A  C19  C18  109.96  3.000
 OCR  H19   C19  C18  109.38  3.000
 OCR  C20   C19  C18  112.12  3.000
 OCR  H20A  C20  H20  106.07  3.000
 OCR  H20A  C20  C21  109.64  3.000
 OCR  H20   C20  C21  110.21  3.000
 OCR  H20A  C20  C19  109.18  3.000
 OCR  H20   C20  C19  109.03  3.000
 OCR  C21   C20  C19  112.50  3.000
 OCR  H21A  C21  H21  104.87  3.000
 OCR  H21A  C21  C22  108.34  3.000
 OCR  H21   C21  C22  107.90  3.000
 OCR  H21A  C21  C20  109.70  3.000
 OCR  H21   C21  C20  109.44  3.000
 OCR  C22   C21  C20  115.99  3.000
 OCR  O24   C22  O23  126.15  3.000
 OCR  O24   C22  C21  117.94  3.000
 OCR  O23   C22  C21  115.91  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
 OCR  Var_01  C11  C9   C8   C6   -178.86   0.0  2
 OCR  Var_02  C13  C12  C11  C9      1.89   0.0  2
 OCR  Var_03  C16  C15  C14  C13  -179.47   0.0  2
 OCR  Var_04  C19  C18  C17  C16  -177.36   0.0  2
 OCR  Var_05  C4   C3   C2   C1   -179.31  30.0  3
 OCR  Var_06  C5   C4   C3   C2   -178.12  30.0  3
 OCR  Var_07  C6   C5   C4   C3   -177.81  30.0  3
 OCR  Var_08  O7   C6   C5   C4      8.28  30.0  3
 OCR  Var_09  C9   C8   C6   C5   -176.74  30.0  2
 OCR  Var_10  C12  C11  C9   C8   -179.67  30.0  2
 OCR  Var_11  C14  C13  C12  C11   120.90  30.0  3
 OCR  Var_12  C15  C14  C13  C12   119.43  30.0  3
 OCR  Var_13  C17  C16  C15  C14   122.55  30.0  3
 OCR  Var_14  C18  C17  C16  C15   116.20  30.0  3
 OCR  Var_15  C20  C19  C18  C17   118.63  30.0  3
 OCR  Var_16  C21  C20  C19  C18   177.31  30.0  3
 OCR  Var_17  C22  C21  C20  C19  -177.86  30.0  3
 OCR  Var_18  O23  C22  C21  C20  -178.99  30.0  3
 OCR  Var_19  H1   C1   C2   C3    -59.53  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
 OCR  plan-1  C5   0.020
 OCR  plan-1  C6   0.020
 OCR  plan-1  O7   0.020
 OCR  plan-1  C8   0.020
 OCR  plan-2  C21  0.020
 OCR  plan-2  C22  0.020
 OCR  plan-2  O23  0.020
 OCR  plan-2  O24  0.020
 OCR  plan-3  C6   0.020
 OCR  plan-3  C8   0.020
 OCR  plan-3  C9   0.020
 OCR  plan-3  C11  0.020
 OCR  plan-3  H8   0.020
 OCR  plan-3  H9   0.020
 OCR  plan-4  C9   0.020
 OCR  plan-4  C11  0.020
 OCR  plan-4  C12  0.020
 OCR  plan-4  C13  0.020
 OCR  plan-4  H11  0.020
 OCR  plan-4  H12  0.020
 OCR  plan-5  C13  0.020
 OCR  plan-5  C14  0.020
 OCR  plan-5  C15  0.020
 OCR  plan-5  C16  0.020
 OCR  plan-5  H14  0.020
 OCR  plan-5  H15  0.020
 OCR  plan-6  C16  0.020
 OCR  plan-6  C17  0.020
 OCR  plan-6  C18  0.020
 OCR  plan-6  C19  0.020
 OCR  plan-6  H17  0.020
 OCR  plan-6  H18  0.020

