# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 08:08:12 2022
#   Inital geometry file: a 144 line input string
#   Ligand name: (2R)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](O)CO
#
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
 OLC  OLC  '(2R)-2,3-dihydroxypropyl (9Z)-octadec-9-enoate'  ligand  65  25  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OLC
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
 OLC  C18   C  CH3   0  -0.661   13.1576  -3.0268  -0.0467
 OLC  C10   C  C1    0  -0.211    4.6868   2.4983   0.1573
 OLC  C9    C  C1    0  -0.218    3.5233   2.7754  -0.4292
 OLC  C17   C  CH2   0  -0.420   11.6745  -3.0182   0.2975
 OLC  C11   C  CH2   0  -0.484    5.2707   1.1554   0.4703
 OLC  C8    C  CH2   0  -0.485    2.4636   1.8193  -0.8806
 OLC  C24   C  CH2   0  -0.163  -10.8657  -0.9601   0.5299
 OLC  C16   C  CH2   0  -0.406   10.9949  -1.6984  -0.0457
 OLC  C12   C  CH2   0  -0.416    6.7190   1.0422  -0.0047
 OLC  C7    C  CH2   0  -0.413    1.1436   2.0666  -0.1481
 OLC  C15   C  CH2   0  -0.412    9.5116  -1.6716   0.3021
 OLC  C13   C  CH2   0  -0.413    7.3693  -0.2899   0.3458
 OLC  C6    C  CH2   0  -0.413    0.0075   1.1663  -0.6166
 OLC  C14   C  CH2   0  -0.411    8.8422  -0.3466  -0.0400
 OLC  C5    C  CH2   0  -0.412   -1.3173   1.5048   0.0562
 OLC  C4    C  CH2   0  -0.416   -2.4706   0.6065  -0.3718
 OLC  C3    C  CH2   0  -0.417   -3.7991   1.0368   0.2391
 OLC  C2    C  CH2   0  -0.583   -4.9398   0.1169  -0.1645
 OLC  C21   C  CH2   0  -0.188   -8.5618  -0.0464   0.4854
 OLC  C1    C  C     0   0.606   -6.2794   0.5454   0.3705
 OLC  C22   C  CH1   0  -0.050   -9.4407  -1.2112   0.0615
 OLC  O19   O  O     0  -0.453   -6.4949   1.5686   0.9711
 OLC  O23   O  OH1   0  -0.655   -9.3623  -1.4599  -1.3206
 OLC  O20   O  O2    0  -0.459   -7.2245  -0.3455   0.0881
 OLC  H18   H  HCH3  0   0.215   13.6916  -2.2445   0.4962
 OLC  H18A  H  HCH3  0   0.225   13.6232  -3.9806   0.2045
 OLC  H18B  H  HCH3  0   0.215   13.3156  -2.8519  -1.1126
 OLC  H10   H  H     0   0.224    5.3103   3.3422   0.4451
 OLC  H9    H  H     0   0.226    3.2796   3.8247  -0.5784
 OLC  H17   H  HCH2  0   0.210   11.1703  -3.8334  -0.2305
 OLC  H17A  H  HCH2  0   0.210   11.5454  -3.2242   1.3648
 OLC  H11   H  HCH2  0   0.228    5.2487   0.9979   1.5553
 OLC  H11A  H  HCH2  0   0.228    4.6745   0.3508   0.0346
 OLC  H8    H  HCH2  0   0.226    2.2947   1.9505  -1.9555
 OLC  H8A   H  HCH2  0   0.227    2.7753   0.7816  -0.7396
 OLC  H24   H  HCH2  0   0.203  -10.8503  -0.7312   1.6034
 OLC  H24A  H  HCH2  0   0.199  -11.2587  -0.0669   0.0225
 OLC  H16   H  HCH2  0   0.205   11.5036  -0.8825   0.4801
 OLC  H16A  H  HCH2  0   0.206   11.1212  -1.4927  -1.1147
 OLC  H12   H  HCH2  0   0.216    6.7610   1.1966  -1.0879
 OLC  H12A  H  HCH2  0   0.211    7.3023   1.8559   0.4401
 OLC  H7    H  HCH2  0   0.216    1.2975   1.9316   0.9272
 OLC  H7A   H  HCH2  0   0.212    0.8515   3.1138  -0.2845
 OLC  H15   H  HCH2  0   0.207    8.9998  -2.4859  -0.2228
 OLC  H15A  H  HCH2  0   0.206    9.3875  -1.8763   1.3714
 OLC  H13   H  HCH2  0   0.208    7.2703  -0.4702   1.4220
 OLC  H13A  H  HCH2  0   0.209    6.8290  -1.1042  -0.1491
 OLC  H6    H  HCH2  0   0.209   -0.1051   1.2569  -1.7026
 OLC  H6A   H  HCH2  0   0.210    0.2637   0.1191  -0.4223
 OLC  H14   H  HCH2  0   0.206    9.3750   0.4676   0.4640
 OLC  H14A  H  HCH2  0   0.207    8.9453  -0.1546  -1.1139
 OLC  H5    H  HCH2  0   0.210   -1.1988   1.4461   1.1436
 OLC  H5A   H  HCH2  0   0.208   -1.5715   2.5475  -0.1647
 OLC  H4    H  HCH2  0   0.212   -2.5546   0.6151  -1.4640
 OLC  H4A   H  HCH2  0   0.213   -2.2532  -0.4296  -0.0911
 OLC  H3    H  HCH2  0   0.224   -3.7088   1.0549   1.3287
 OLC  H3A   H  HCH2  0   0.224   -4.0191   2.0617  -0.0699
 OLC  H2    H  HCH2  0   0.274   -5.0206   0.0635  -1.2557
 OLC  H2A   H  HCH2  0   0.271   -4.7421  -0.9088   0.1641
 OLC  H21   H  HCH2  0   0.236   -8.8955   0.8825   0.0113
 OLC  H21A  H  HCH2  0   0.241   -8.6168   0.0921   1.5680
 OLC  H22   H  HCH1  0   0.241   -9.0727  -2.1196   0.5504
 OLC  HO25  H  HOH1  0   0.457  -12.5457  -1.9161   0.5151
 OLC  HO23  H  HOH1  0   0.445   -9.7228  -0.7008  -1.7925
 OLC  O25   O  OH1   0  -0.667  -11.6400  -2.1001   0.2511

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
 OLC  C18  C17   single  1.523  0.020  1.523
 OLC  C10  C9    double  1.332  0.020  1.332
 OLC  C10  C11   single  1.497  0.020  1.497
 OLC  C9   C8    single  1.497  0.020  1.497
 OLC  C17  C16   single  1.524  0.020  1.524
 OLC  C11  C12   single  1.528  0.020  1.528
 OLC  C8   C7    single  1.530  0.020  1.530
 OLC  C24  C22   single  1.521  0.020  1.521
 OLC  C24  O25   single  1.406  0.020  1.406
 OLC  C16  C15   single  1.524  0.020  1.524
 OLC  C12  C13   single  1.523  0.020  1.523
 OLC  C7   C6    single  1.523  0.020  1.523
 OLC  C15  C14   single  1.523  0.020  1.523
 OLC  C13  C14   single  1.524  0.020  1.524
 OLC  C6   C5    single  1.524  0.020  1.524
 OLC  C5   C4    single  1.523  0.020  1.523
 OLC  C4   C3    single  1.524  0.020  1.524
 OLC  C3   C2    single  1.520  0.020  1.520
 OLC  C2   C1    single  1.505  0.020  1.505
 OLC  C21  C22   single  1.519  0.020  1.519
 OLC  C21  O20   single  1.427  0.020  1.427
 OLC  C1   O19   double  1.206  0.020  1.206
 OLC  C1   O20   single  1.329  0.020  1.329
 OLC  C22  O23   single  1.406  0.020  1.406
 OLC  C18  H18   single  0.970  0.020  1.090
 OLC  C18  H18A  single  0.970  0.020  1.090
 OLC  C18  H18B  single  0.970  0.020  1.090
 OLC  C10  H10   single  0.930  0.020  1.080
 OLC  C9   H9    single  0.930  0.020  1.080
 OLC  C17  H17   single  0.970  0.020  1.090
 OLC  C17  H17A  single  0.970  0.020  1.090
 OLC  C11  H11   single  0.970  0.020  1.090
 OLC  C11  H11A  single  0.970  0.020  1.090
 OLC  C8   H8    single  0.970  0.020  1.090
 OLC  C8   H8A   single  0.970  0.020  1.090
 OLC  C24  H24   single  0.970  0.020  1.090
 OLC  C24  H24A  single  0.970  0.020  1.090
 OLC  C16  H16   single  0.970  0.020  1.090
 OLC  C16  H16A  single  0.970  0.020  1.090
 OLC  C12  H12   single  0.970  0.020  1.090
 OLC  C12  H12A  single  0.970  0.020  1.090
 OLC  C7   H7    single  0.970  0.020  1.090
 OLC  C7   H7A   single  0.970  0.020  1.090
 OLC  C15  H15   single  0.970  0.020  1.090
 OLC  C15  H15A  single  0.970  0.020  1.090
 OLC  C13  H13   single  0.970  0.020  1.090
 OLC  C13  H13A  single  0.970  0.020  1.090
 OLC  C6   H6    single  0.970  0.020  1.090
 OLC  C6   H6A   single  0.970  0.020  1.090
 OLC  C14  H14   single  0.970  0.020  1.090
 OLC  C14  H14A  single  0.970  0.020  1.090
 OLC  C5   H5    single  0.970  0.020  1.090
 OLC  C5   H5A   single  0.970  0.020  1.090
 OLC  C4   H4    single  0.970  0.020  1.090
 OLC  C4   H4A   single  0.970  0.020  1.090
 OLC  C3   H3    single  0.970  0.020  1.090
 OLC  C3   H3A   single  0.970  0.020  1.090
 OLC  C2   H2    single  0.970  0.020  1.090
 OLC  C2   H2A   single  0.970  0.020  1.090
 OLC  C21  H21   single  0.970  0.020  1.090
 OLC  C21  H21A  single  0.970  0.020  1.090
 OLC  C22  H22   single  0.970  0.020  1.090
 OLC  O25  HO25  single  0.850  0.020  0.980
 OLC  O23  HO23  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
 OLC  H18B  C18  H18A  107.65  3.000
 OLC  H18B  C18  H18   107.46  3.000
 OLC  H18A  C18  H18   107.65  3.000
 OLC  H18B  C18  C17   111.15  3.000
 OLC  H18A  C18  C17   111.63  3.000
 OLC  H18   C18  C17   111.10  3.000
 OLC  H10   C10  C11   114.64  3.000
 OLC  H10   C10  C9    117.10  3.000
 OLC  C11   C10  C9    128.25  3.000
 OLC  H9    C9   C8    114.60  3.000
 OLC  H9    C9   C10   117.19  3.000
 OLC  C8    C9   C10   128.18  3.000
 OLC  H17A  C17  H17   106.02  3.000
 OLC  H17A  C17  C16   109.27  3.000
 OLC  H17   C17  C16   109.33  3.000
 OLC  H17A  C17  C18   109.53  3.000
 OLC  H17   C17  C18   109.60  3.000
 OLC  C16   C17  C18   112.86  3.000
 OLC  H11A  C11  H11   106.14  3.000
 OLC  H11A  C11  C12   109.80  3.000
 OLC  H11   C11  C12   108.41  3.000
 OLC  H11A  C11  C10   111.38  3.000
 OLC  H11   C11  C10   109.14  3.000
 OLC  C12   C11  C10   111.77  3.000
 OLC  H8A   C8   H8    106.52  3.000
 OLC  H8A   C8   C7    109.75  3.000
 OLC  H8    C8   C7    108.50  3.000
 OLC  H8A   C8   C9    111.45  3.000
 OLC  H8    C8   C9    109.17  3.000
 OLC  C7    C8   C9    111.29  3.000
 OLC  H24A  C24  H24   106.67  3.000
 OLC  H24A  C24  O25   111.73  3.000
 OLC  H24   C24  O25   111.76  3.000
 OLC  H24A  C24  C22   109.07  3.000
 OLC  H24   C24  C22   108.81  3.000
 OLC  O25   C24  C22   108.73  3.000
 OLC  H16A  C16  H16   105.94  3.000
 OLC  H16A  C16  C15   109.36  3.000
 OLC  H16   C16  C15   109.23  3.000
 OLC  H16A  C16  C17   109.32  3.000
 OLC  H16   C16  C17   109.25  3.000
 OLC  C15   C16  C17   113.46  3.000
 OLC  H12A  C12  H12   106.05  3.000
 OLC  H12A  C12  C13   109.20  3.000
 OLC  H12   C12  C13   109.55  3.000
 OLC  H12A  C12  C11   108.86  3.000
 OLC  H12   C12  C11   109.47  3.000
 OLC  C13   C12  C11   113.45  3.000
 OLC  H7A   C7   H7    106.13  3.000
 OLC  H7A   C7   C6    109.13  3.000
 OLC  H7    C7   C6    109.52  3.000
 OLC  H7A   C7   C8    108.96  3.000
 OLC  H7    C7   C8    109.22  3.000
 OLC  C6    C7   C8    113.62  3.000
 OLC  H15A  C15  H15   106.01  3.000
 OLC  H15A  C15  C14   109.38  3.000
 OLC  H15   C15  C14   109.48  3.000
 OLC  H15A  C15  C16   109.25  3.000
 OLC  H15   C15  C16   109.41  3.000
 OLC  C14   C15  C16   113.06  3.000
 OLC  H13A  C13  H13   106.07  3.000
 OLC  H13A  C13  C14   109.56  3.000
 OLC  H13   C13  C14   109.26  3.000
 OLC  H13A  C13  C12   109.61  3.000
 OLC  H13   C13  C12   109.35  3.000
 OLC  C14   C13  C12   112.77  3.000
 OLC  H6A   C6   H6    106.20  3.000
 OLC  H6A   C6   C5    109.72  3.000
 OLC  H6    C6   C5    109.27  3.000
 OLC  H6A   C6   C7    109.63  3.000
 OLC  H6    C6   C7    109.43  3.000
 OLC  C5    C6   C7    112.41  3.000
 OLC  H14A  C14  H14   105.96  3.000
 OLC  H14A  C14  C13   109.42  3.000
 OLC  H14   C14  C13   109.02  3.000
 OLC  H14A  C14  C15   109.34  3.000
 OLC  H14   C14  C15   109.23  3.000
 OLC  C13   C14  C15   113.59  3.000
 OLC  H5A   C5   H5    106.03  3.000
 OLC  H5A   C5   C4    109.20  3.000
 OLC  H5    C5   C4    109.22  3.000
 OLC  H5A   C5   C6    108.91  3.000
 OLC  H5    C5   C6    109.41  3.000
 OLC  C4    C5   C6    113.78  3.000
 OLC  H4A   C4   H4    106.15  3.000
 OLC  H4A   C4   C3    109.72  3.000
 OLC  H4    C4   C3    109.30  3.000
 OLC  H4A   C4   C5    109.61  3.000
 OLC  H4    C4   C5    109.49  3.000
 OLC  C3    C4   C5    112.38  3.000
 OLC  H3A   C3   H3    106.43  3.000
 OLC  H3A   C3   C2    109.96  3.000
 OLC  H3    C3   C2    109.67  3.000
 OLC  H3A   C3   C4    109.08  3.000
 OLC  H3    C3   C4    109.39  3.000
 OLC  C2    C3   C4    112.14  3.000
 OLC  H2A   C2   H2    105.46  3.000
 OLC  H2A   C2   C1    108.71  3.000
 OLC  H2    C2   C1    107.60  3.000
 OLC  H2A   C2   C3    110.59  3.000
 OLC  H2    C2   C3    110.45  3.000
 OLC  C1    C2   C3    113.66  3.000
 OLC  H21A  C21  H21   107.82  3.000
 OLC  H21A  C21  O20   110.46  3.000
 OLC  H21   C21  O20   110.06  3.000
 OLC  H21A  C21  C22   110.15  3.000
 OLC  H21   C21  C22   110.68  3.000
 OLC  O20   C21  C22   107.69  3.000
 OLC  O20   C1   O19   123.19  3.000
 OLC  O20   C1   C2    111.51  3.000
 OLC  O19   C1   C2    125.29  3.000
 OLC  H22   C22  O23   105.86  3.000
 OLC  H22   C22  C21   108.47  3.000
 OLC  O23   C22  C21   112.18  3.000
 OLC  H22   C22  C24   108.31  3.000
 OLC  O23   C22  C24   112.58  3.000
 OLC  C21   C22  C24   109.24  3.000
 OLC  HO23  O23  C22   108.72  3.000
 OLC  C1    O20  C21   117.83  3.000
 OLC  HO25  O25  C24   108.01  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
 OLC  Var_01  C8   C9   C10  C11     2.78   0.0  2
 OLC  Var_02  C15  C16  C17  C18  -179.61  30.0  3
 OLC  Var_03  C7   C8   C9   C10   118.73  30.0  3
 OLC  Var_04  C13  C12  C11  C10   177.63  30.0  3
 OLC  Var_05  C12  C11  C10  C9    130.81  30.0  3
 OLC  Var_06  C6   C7   C8   C9    177.16  30.0  3
 OLC  Var_07  C14  C15  C16  C17   179.79  30.0  3
 OLC  Var_08  C14  C13  C12  C11  -175.64  30.0  3
 OLC  Var_09  C5   C6   C7   C8   -175.76  30.0  3
 OLC  Var_10  C13  C14  C15  C16  -178.06  30.0  3
 OLC  Var_11  C15  C14  C13  C12  -179.99  30.0  3
 OLC  Var_12  C4   C5   C6   C7   -178.98  30.0  3
 OLC  Var_13  C3   C4   C5   C6   -175.73  30.0  3
 OLC  Var_14  C2   C3   C4   C5   -178.61  30.0  3
 OLC  Var_15  C1   C2   C3   C4   -177.45  30.0  3
 OLC  Var_16  O19  C1   C2   C3      5.93  30.0  3
 OLC  Var_17  C22  C21  O20  C1   -179.63  30.0  1
 OLC  Var_18  H18  C18  C17  C16    59.97  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
 OLC  chir_01  C22  C24  C21  O23  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
 OLC  plan-1  C10  0.020
 OLC  plan-1  C9   0.020
 OLC  plan-1  C11  0.020
 OLC  plan-1  C8   0.020
 OLC  plan-1  H10  0.020
 OLC  plan-1  H9   0.020
 OLC  plan-2  C2   0.020
 OLC  plan-2  C1   0.020
 OLC  plan-2  O19  0.020
 OLC  plan-2  O20  0.020

