# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 04:08:03 2021
#   Inital geometry file: a 133 line input string
#   Ligand name: [(2~{S})-2-azanyl-3-oxidanylidene-propyl] (~{Z})-hexadec-9-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCC\C=C/CCCCCCCC(=O)OC[C@H](N)C=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
 O18  O18  '[(2~{S})-2-azanyl-3-oxidanylidene-propyl] (~{Z})-hexadec-9-enoate'  ligand  58  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_O18
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
 O18  C43  C  CH1   0  -0.220  20.1467  10.5534  -11.0192
 O18  C44  C  CH2   0  -0.195  20.6233  11.8644  -10.4163
 O18  C45  C  C     0   0.597  20.0292  13.2494   -8.5955
 O18  C46  C  CH2   0  -0.566  19.0385  13.4517   -7.4815
 O18  C47  C  CH2   0  -0.422  18.5186  12.1765   -6.8231
 O18  C48  C  CH2   0  -0.421  17.6026  12.4850   -5.6455
 O18  C49  C  CH2   0  -0.422  17.0725  11.2227   -4.9751
 O18  C50  C  CH2   0  -0.425  16.0693  11.4845   -3.8557
 O18  C51  C  CH2   0  -0.415  16.6489  12.2352   -2.6610
 O18  C52  C  CH2   0  -0.497  15.6593  12.3886   -1.4993
 O18  C53  C  C1    0  -0.229  14.4306  13.1547   -1.8899
 O18  C54  C  C1    0  -0.204  14.1949  14.4510   -1.6889
 O18  C55  C  CH2   0  -0.482  15.0626  15.4406   -0.9750
 O18  C56  C  CH2   0  -0.421  14.2677  16.2621    0.0395
 O18  C57  C  CH2   0  -0.421  15.1288  17.2531    0.8137
 O18  C58  C  CH2   0  -0.417  14.3540  18.0751    1.8407
 O18  C59  C  CH2   0  -0.426  13.3504  19.0521    1.2360
 O18  C60  C  CH3   0  -0.659  12.6136  19.8644    2.2920
 O18  C61  C  C1    0   0.182  20.0975   9.5064   -9.9217
 O18  N13  N  NH2   0  -0.806  18.8283  10.6880  -11.6025
 O18  O10  O  O2    0  -0.448  19.7469  12.1840   -9.3356
 O18  O11  O  O     0  -0.459  20.9668  13.9751   -8.8208
 O18  O15  O  O     0  -0.373  21.0761   9.0154   -9.4217
 O18  H1   H  HCH1  0   0.269  20.9298  10.2528  -11.7309
 O18  H2   H  HCH2  0   0.256  21.6493  11.7548  -10.0602
 O18  H3   H  HCH2  0   0.263  20.6085  12.6551  -11.1708
 O18  H4   H  HCH2  0   0.261  19.5107  14.0985   -6.7404
 O18  H5   H  HCH2  0   0.275  18.1987  14.0223   -7.8946
 O18  H6   H  HCH2  0   0.229  17.9792  11.5680   -7.5523
 O18  H7   H  HCH2  0   0.225  19.3619  11.5716   -6.4763
 O18  H8   H  HCH2  0   0.220  18.1435  13.0997   -4.9198
 O18  H9   H  HCH2  0   0.212  16.7584  13.0926   -5.9912
 O18  H10  H  HCH2  0   0.218  16.5963  10.5948   -5.7348
 O18  H11  H  HCH2  0   0.209  17.9130  10.6388   -4.5832
 O18  H12  H  HCH2  0   0.213  15.2169  12.0387   -4.2616
 O18  H13  H  HCH2  0   0.217  15.6697  10.5258   -3.5086
 O18  H14  H  HCH2  0   0.216  17.5385  11.7059   -2.3040
 O18  H15  H  HCH2  0   0.219  16.9836  13.2306   -2.9658
 O18  H16  H  HCH2  0   0.226  15.3668  11.3933   -1.1504
 O18  H17  H  HCH2  0   0.236  16.1691  12.8715   -0.6626
 O18  H18  H  H     0   0.229  13.6725  12.5909   -2.4255
 O18  H19  H  H     0   0.225  13.2602  14.8542   -2.0724
 O18  H20  H  HCH2  0   0.228  15.8989  14.9425   -0.4780
 O18  H21  H  HCH2  0   0.229  15.5108  16.1240   -1.7062
 O18  H22  H  HCH2  0   0.218  13.4664  16.7908   -0.4859
 O18  H23  H  HCH2  0   0.214  13.7731  15.5856    0.7447
 O18  H24  H  HCH2  0   0.217  15.9261  16.7038    1.3246
 O18  H25  H  HCH2  0   0.207  15.6298  17.9291    0.1117
 O18  H26  H  HCH2  0   0.216  15.0636  18.6388    2.4551
 O18  H27  H  HCH2  0   0.206  13.8328  17.3984    2.5277
 O18  H28  H  HCH2  0   0.216  12.6214  18.5124    0.6252
 O18  H29  H  HCH2  0   0.209  13.8757  19.7274    0.5525
 O18  H30  H  HCH3  0   0.225  11.9093  20.5643    1.8406
 O18  H31  H  HCH3  0   0.216  12.0498  19.2147    2.9638
 O18  H32  H  HCH3  0   0.215  13.3094  20.4423    2.9030
 O18  H33  H  H     0   0.198  19.0772   9.2287   -9.5995
 O18  H34  H  HNH2  0   0.358  18.8156  11.4655  -12.2502
 O18  H35  H  HNH2  0   0.359  18.6155   9.8675  -12.1560

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
 O18  N13  C43  single  1.448  0.020  1.448
 O18  O15  C61  double  1.204  0.020  1.204
 O18  C43  C61  single  1.518  0.020  1.518
 O18  C43  C44  single  1.520  0.020  1.520
 O18  C44  O10  single  1.428  0.020  1.428
 O18  O10  C45  single  1.328  0.020  1.328
 O18  O11  C45  double  1.207  0.020  1.207
 O18  C45  C46  single  1.504  0.020  1.504
 O18  C46  C47  single  1.526  0.020  1.526
 O18  C47  C48  single  1.523  0.020  1.523
 O18  C48  C49  single  1.524  0.020  1.524
 O18  C49  C50  single  1.526  0.020  1.526
 O18  C50  C51  single  1.525  0.020  1.525
 O18  C51  C52  single  1.534  0.020  1.534
 O18  C53  C52  single  1.500  0.020  1.500
 O18  C53  C54  double  1.333  0.020  1.333
 O18  C54  C55  single  1.497  0.020  1.497
 O18  C55  C56  single  1.528  0.020  1.528
 O18  C56  C57  single  1.524  0.020  1.524
 O18  C59  C60  single  1.523  0.020  1.523
 O18  C59  C58  single  1.526  0.020  1.526
 O18  C57  C58  single  1.527  0.020  1.527
 O18  C43  H1   single  0.970  0.020  1.090
 O18  C44  H2   single  0.970  0.020  1.090
 O18  C44  H3   single  0.970  0.020  1.090
 O18  C46  H4   single  0.970  0.020  1.090
 O18  C46  H5   single  0.970  0.020  1.090
 O18  C47  H6   single  0.970  0.020  1.090
 O18  C47  H7   single  0.970  0.020  1.090
 O18  C48  H8   single  0.970  0.020  1.090
 O18  C48  H9   single  0.970  0.020  1.090
 O18  C49  H10  single  0.970  0.020  1.090
 O18  C49  H11  single  0.970  0.020  1.090
 O18  C50  H12  single  0.970  0.020  1.090
 O18  C50  H13  single  0.970  0.020  1.090
 O18  C51  H14  single  0.970  0.020  1.090
 O18  C51  H15  single  0.970  0.020  1.090
 O18  C52  H16  single  0.970  0.020  1.090
 O18  C52  H17  single  0.970  0.020  1.090
 O18  C53  H18  single  0.930  0.020  1.080
 O18  C54  H19  single  0.930  0.020  1.080
 O18  C55  H20  single  0.970  0.020  1.090
 O18  C55  H21  single  0.970  0.020  1.090
 O18  C56  H22  single  0.970  0.020  1.090
 O18  C56  H23  single  0.970  0.020  1.090
 O18  C57  H24  single  0.970  0.020  1.090
 O18  C57  H25  single  0.970  0.020  1.090
 O18  C58  H26  single  0.970  0.020  1.090
 O18  C58  H27  single  0.970  0.020  1.090
 O18  C59  H28  single  0.970  0.020  1.090
 O18  C59  H29  single  0.970  0.020  1.090
 O18  C60  H30  single  0.970  0.020  1.090
 O18  C60  H31  single  0.970  0.020  1.090
 O18  C60  H32  single  0.970  0.020  1.090
 O18  C61  H33  single  0.930  0.020  1.080
 O18  N13  H34  single  0.890  0.020  1.040
 O18  N13  H35  single  0.890  0.020  1.040

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
 O18  H1   C43  N13  114.39  3.000
 O18  H1   C43  C61  107.61  3.000
 O18  N13  C43  C61  109.02  3.000
 O18  H1   C43  C44  105.61  3.000
 O18  C61  C43  C44  108.57  3.000
 O18  N13  C43  C44  111.42  3.000
 O18  H3   C44  H2   108.10  3.000
 O18  H3   C44  O10  110.63  3.000
 O18  H2   C44  O10  110.64  3.000
 O18  H3   C44  C43  110.24  3.000
 O18  H2   C44  C43  109.73  3.000
 O18  O10  C44  C43  107.51  3.000
 O18  O11  C45  O10  122.94  3.000
 O18  O11  C45  C46  124.68  3.000
 O18  O10  C45  C46  112.37  3.000
 O18  H5   C46  H4   106.20  3.000
 O18  H5   C46  C47  109.66  3.000
 O18  H4   C46  C47  110.46  3.000
 O18  H5   C46  C45  107.19  3.000
 O18  H4   C46  C45  107.32  3.000
 O18  C47  C46  C45  115.56  3.000
 O18  H7   C47  H6   106.51  3.000
 O18  H7   C47  C48  109.29  3.000
 O18  H6   C47  C48  109.38  3.000
 O18  H7   C47  C46  109.63  3.000
 O18  H6   C47  C46  110.22  3.000
 O18  C48  C47  C46  111.66  3.000
 O18  H9   C48  H8   106.17  3.000
 O18  H9   C48  C49  109.26  3.000
 O18  H8   C48  C49  110.21  3.000
 O18  H9   C48  C47  109.36  3.000
 O18  H8   C48  C47  109.22  3.000
 O18  C49  C48  C47  112.42  3.000
 O18  H11  C49  H10  106.03  3.000
 O18  H11  C49  C50  109.47  3.000
 O18  H10  C49  C50  108.76  3.000
 O18  H11  C49  C48  109.38  3.000
 O18  H10  C49  C48  108.73  3.000
 O18  C50  C49  C48  114.16  3.000
 O18  H13  C50  H12  106.06  3.000
 O18  H13  C50  C51  108.74  3.000
 O18  H12  C50  C51  109.70  3.000
 O18  H13  C50  C49  108.80  3.000
 O18  H12  C50  C49  109.07  3.000
 O18  C51  C50  C49  114.15  3.000
 O18  H15  C51  H14  106.39  3.000
 O18  H15  C51  C52  108.52  3.000
 O18  H14  C51  C52  109.00  3.000
 O18  H15  C51  C50  110.24  3.000
 O18  H14  C51  C50  109.03  3.000
 O18  C52  C51  C50  113.41  3.000
 O18  H17  C52  H16  106.42  3.000
 O18  H17  C52  C53  110.86  3.000
 O18  H16  C52  C53  109.18  3.000
 O18  H17  C52  C51  108.86  3.000
 O18  H16  C52  C51  108.84  3.000
 O18  C53  C52  C51  112.48  3.000
 O18  H18  C53  C54  117.12  3.000
 O18  H18  C53  C52  115.79  3.000
 O18  C54  C53  C52  127.05  3.000
 O18  H19  C54  C55  114.91  3.000
 O18  H19  C54  C53  117.34  3.000
 O18  C55  C54  C53  127.75  3.000
 O18  H21  C55  H20  105.94  3.000
 O18  H21  C55  C56  108.67  3.000
 O18  H20  C55  C56  109.94  3.000
 O18  H21  C55  C54  109.32  3.000
 O18  H20  C55  C54  111.04  3.000
 O18  C56  C55  C54  111.73  3.000
 O18  H23  C56  H22  106.08  3.000
 O18  H23  C56  C57  109.24  3.000
 O18  H22  C56  C57  110.09  3.000
 O18  H23  C56  C55  109.28  3.000
 O18  H22  C56  C55  108.78  3.000
 O18  C57  C56  C55  113.13  3.000
 O18  H25  C57  H24  105.99  3.000
 O18  H25  C57  C58  109.32  3.000
 O18  H24  C57  C58  109.02  3.000
 O18  H25  C57  C56  109.51  3.000
 O18  H24  C57  C56  108.80  3.000
 O18  C58  C57  C56  113.89  3.000
 O18  H27  C58  H26  105.92  3.000
 O18  H27  C58  C59  109.33  3.000
 O18  H26  C58  C59  108.61  3.000
 O18  H27  C58  C57  109.30  3.000
 O18  H26  C58  C57  109.01  3.000
 O18  C59  C58  C57  114.33  3.000
 O18  H29  C59  H28  106.00  3.000
 O18  H29  C59  C60  109.63  3.000
 O18  H28  C59  C60  109.15  3.000
 O18  H29  C59  C58  109.08  3.000
 O18  H28  C59  C58  110.12  3.000
 O18  C60  C59  C58  112.65  3.000
 O18  H32  C60  H31  107.46  3.000
 O18  H32  C60  H30  107.67  3.000
 O18  H31  C60  H30  107.65  3.000
 O18  H32  C60  C59  111.24  3.000
 O18  H31  C60  C59  111.06  3.000
 O18  H30  C60  C59  111.58  3.000
 O18  H33  C61  O15  121.79  3.000
 O18  H33  C61  C43  114.46  3.000
 O18  O15  C61  C43  123.74  3.000
 O18  H35  N13  H34  105.67  3.000
 O18  H35  N13  C43  109.65  3.000
 O18  H34  N13  C43  109.91  3.000
 O18  C45  O10  C44  118.10  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
 O18  Var_01  C55  C54  C53  C52    -3.02   0.0  2
 O18  Var_02  O11  C45  O10  C44     2.20  30.0  3
 O18  Var_03  C48  C47  C46  C45   175.88  30.0  3
 O18  Var_04  C49  C48  C47  C46   179.97  30.0  3
 O18  Var_05  O10  C45  C46  C47    36.96  30.0  1
 O18  Var_06  C50  C49  C48  C47  -175.70  30.0  3
 O18  Var_07  C51  C50  C49  C48   -64.18  30.0  3
 O18  Var_08  C52  C51  C50  C49  -175.28  30.0  3
 O18  Var_09  C53  C52  C51  C50   -60.63  30.0  3
 O18  Var_10  C54  C53  C52  C51   -97.42  30.0  1
 O18  Var_11  C56  C55  C54  C53  -131.66  30.0  3
 O18  Var_12  C57  C56  C55  C54   178.35  30.0  3
 O18  Var_13  C58  C57  C56  C55  -179.51  30.0  3
 O18  Var_14  C59  C58  C57  C56   -67.14  30.0  3
 O18  Var_15  C60  C59  C58  C57  -179.22  30.0  1
 O18  Var_16  H30  C60  C59  C58   179.37  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
 O18  chir_01  C43  N13  C61  C44  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
 O18  plan-1  C43  0.020
 O18  plan-1  C61  0.020
 O18  plan-1  O15  0.020
 O18  plan-1  H33  0.020
 O18  plan-2  C45  0.020
 O18  plan-2  C46  0.020
 O18  plan-2  O10  0.020
 O18  plan-2  O11  0.020
 O18  plan-3  C52  0.020
 O18  plan-3  C53  0.020
 O18  plan-3  C54  0.020
 O18  plan-3  C55  0.020
 O18  plan-3  H18  0.020
 O18  plan-3  H19  0.020

