# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 17:20:41 2021
#   Inital geometry file: a 119 line input string
#   Ligand name: 2,4-dihydroxy-6-[(1E,10S)-10-hydroxy-6-oxoundec-1-en-1-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)CCCC(=O)CCC\C=C\c1cc(O)cc(O)c1C(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
 ZGR  ZGR  '2,4-dihydroxy-6-[(1E,10S)-10-hydroxy-6-oxoundec-1-en-1-yl]benzoic acid'  ligand  48  24  .  2021-08-25  2022-11-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZGR
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
 ZGR  C1   C  CR6   0  -0.277  -29.7596  23.7903  17.2051
 ZGR  C2   C  CR6   0   0.396  -31.0271  24.2272  16.7530
 ZGR  C3   C  CR16  0  -0.486  -31.5012  23.8560  15.4988
 ZGR  O2   O  OH1   0  -0.624  -31.8398  25.0328  17.4433
 ZGR  C4   C  CR6   0   0.413  -30.7406  23.0328  14.6883
 ZGR  O4   O  OH1   0  -0.618  -31.1427  22.6527  13.4703
 ZGR  C5   C  CR16  0  -0.443  -29.5029  22.5627  15.1285
 ZGR  C6   C  CR6   0   0.147  -29.0080  22.9169  16.3718
 ZGR  O6P  O  O     0  -0.402  -25.3375  19.7821  20.1389
 ZGR  C6P  C  C     0   0.403  -26.5325  19.8554  19.9576
 ZGR  C7P  C  CH2   0  -0.576  -27.4609  20.6151  20.8689
 ZGR  C8P  C  CH2   0  -0.443  -26.8274  21.3679  22.0376
 ZGR  C9P  C  CH2   0  -0.468  -26.5847  22.8529  21.7725
 ZGR  C10  C  CH1   0   0.053  -25.5620  23.1936  20.6882
 ZGR  O10  O  OH1   0  -0.696  -25.5848  24.5838  20.4092
 ZGR  C11  C  CH3   0  -0.678  -24.1443  22.8420  21.0950
 ZGR  C5P  C  CH2   0  -0.556  -27.1979  19.1264  18.8109
 ZGR  C4P  C  CH2   0  -0.444  -26.3463  19.0402  17.5512
 ZGR  C3P  C  CH2   0  -0.497  -26.1079  20.4000  16.8888
 ZGR  C2P  C  C1    0  -0.172  -27.3850  21.0566  16.4775
 ZGR  C1P  C  C1    0  -0.330  -27.7363  22.3036  16.7989
 ZGR  C12  C  C     0   0.561  -29.2086  24.2786  18.4777
 ZGR  O13  O  OH1   0  -0.628  -30.1515  24.6258  19.3638
 ZGR  O12  O  O     0  -0.442  -28.0350  24.3973  18.7413
 ZGR  H1   H  HCR6  0   0.285  -32.4663  24.2269  15.1737
 ZGR  H2   H  HOH1  0   0.485  -31.5090  25.1654  18.3452
 ZGR  H3   H  HOH1  0   0.481  -32.0054  23.0289  13.2592
 ZGR  H4   H  HCR6  0   0.267  -28.9247  21.9240  14.4747
 ZGR  H5   H  HCH2  0   0.261  -28.0558  21.2876  20.2396
 ZGR  H6   H  HCH2  0   0.283  -28.1888  19.8800  21.2320
 ZGR  H7   H  HCH2  0   0.241  -27.4994  21.2969  22.8947
 ZGR  H8   H  HCH2  0   0.235  -25.9040  20.8721  22.3435
 ZGR  H9   H  HCH2  0   0.223  -26.2736  23.3362  22.7048
 ZGR  H10  H  HCH2  0   0.218  -27.5441  23.3069  21.4984
 ZGR  H11  H  HCH1  0   0.186  -25.8125  22.6343  19.7738
 ZGR  H12  H  HOH1  0   0.445  -26.4438  24.7832  20.0197
 ZGR  H13  H  HCH3  0   0.234  -24.0506  21.7780  21.3005
 ZGR  H14  H  HCH3  0   0.228  -23.4365  23.0887  20.3021
 ZGR  H15  H  HCH3  0   0.215  -23.8514  23.3891  21.9940
 ZGR  H16  H  HCH2  0   0.252  -28.1698  19.5766  18.5974
 ZGR  H17  H  HCH2  0   0.284  -27.4179  18.1177  19.1796
 ZGR  H18  H  HCH2  0   0.239  -26.8468  18.3806  16.8378
 ZGR  H19  H  HCH2  0   0.241  -25.3871  18.5737  17.7810
 ZGR  H20  H  HCH2  0   0.254  -25.4879  20.2427  15.9999
 ZGR  H21  H  HCH2  0   0.237  -25.5378  21.0598  17.5488
 ZGR  H22  H  H     0   0.249  -28.0639  20.4347  15.8982
 ZGR  H23  H  H     0   0.267  -27.0663  22.8837  17.4163
 ZGR  H24  H  HOH1  0   0.497  -29.7513  25.0499  20.1391

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
 ZGR  O4   C4   single    1.338  0.020  1.338
 ZGR  C4   C5   aromatic  1.395  0.020  1.395
 ZGR  C4   C3   aromatic  1.383  0.020  1.383
 ZGR  C5   C6   aromatic  1.384  0.020  1.384
 ZGR  C3   C2   aromatic  1.391  0.020  1.391
 ZGR  C2P  C3P  single    1.494  0.020  1.494
 ZGR  C2P  C1P  double    1.335  0.020  1.335
 ZGR  C3P  C4P  single    1.531  0.020  1.531
 ZGR  C6   C1P  single    1.475  0.020  1.475
 ZGR  C6   C1   aromatic  1.422  0.020  1.422
 ZGR  C2   C1   aromatic  1.415  0.020  1.415
 ZGR  C2   O2   single    1.336  0.020  1.336
 ZGR  C1   C12  single    1.470  0.020  1.470
 ZGR  C4P  C5P  single    1.523  0.020  1.523
 ZGR  C12  O12  double    1.209  0.020  1.209
 ZGR  C12  O13  single    1.340  0.020  1.340
 ZGR  C5P  C6P  single    1.513  0.020  1.513
 ZGR  C6P  O6P  double    1.211  0.020  1.211
 ZGR  C6P  C7P  single    1.507  0.020  1.507
 ZGR  C7P  C8P  single    1.528  0.020  1.528
 ZGR  O10  C10  single    1.418  0.020  1.418
 ZGR  C10  C9P  single    1.529  0.020  1.529
 ZGR  C10  C11  single    1.516  0.020  1.516
 ZGR  C9P  C8P  single    1.528  0.020  1.528
 ZGR  C3   H1   single    0.930  0.020  1.080
 ZGR  O2   H2   single    0.850  0.020  0.980
 ZGR  O4   H3   single    0.850  0.020  0.980
 ZGR  C5   H4   single    0.930  0.020  1.080
 ZGR  C7P  H5   single    0.970  0.020  1.090
 ZGR  C7P  H6   single    0.970  0.020  1.090
 ZGR  C8P  H7   single    0.970  0.020  1.090
 ZGR  C8P  H8   single    0.970  0.020  1.090
 ZGR  C9P  H9   single    0.970  0.020  1.090
 ZGR  C9P  H10  single    0.970  0.020  1.090
 ZGR  C10  H11  single    0.970  0.020  1.090
 ZGR  O10  H12  single    0.850  0.020  0.980
 ZGR  C11  H13  single    0.970  0.020  1.090
 ZGR  C11  H14  single    0.970  0.020  1.090
 ZGR  C11  H15  single    0.970  0.020  1.090
 ZGR  C5P  H16  single    0.970  0.020  1.090
 ZGR  C5P  H17  single    0.970  0.020  1.090
 ZGR  C4P  H18  single    0.970  0.020  1.090
 ZGR  C4P  H19  single    0.970  0.020  1.090
 ZGR  C3P  H20  single    0.970  0.020  1.090
 ZGR  C3P  H21  single    0.970  0.020  1.090
 ZGR  C2P  H22  single    0.930  0.020  1.080
 ZGR  C1P  H23  single    0.930  0.020  1.080
 ZGR  O13  H24  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
 ZGR  C12  C1   C6   120.87  3.000
 ZGR  C12  C1   C2   120.65  3.000
 ZGR  C6   C1   C2   118.42  3.000
 ZGR  O2   C2   C3   114.79  3.000
 ZGR  O2   C2   C1   124.46  3.000
 ZGR  C3   C2   C1   120.73  3.000
 ZGR  H1   C3   C4   121.16  3.000
 ZGR  H1   C3   C2   118.85  3.000
 ZGR  C4   C3   C2   119.98  3.000
 ZGR  H2   O2   C2   110.82  3.000
 ZGR  C5   C4   O4   117.27  3.000
 ZGR  C5   C4   C3   120.23  3.000
 ZGR  O4   C4   C3   122.51  3.000
 ZGR  H3   O4   C4   110.93  3.000
 ZGR  H4   C5   C6   120.19  3.000
 ZGR  H4   C5   C4   118.85  3.000
 ZGR  C6   C5   C4   120.95  3.000
 ZGR  C1P  C6   C5   117.52  3.000
 ZGR  C1P  C6   C1   122.78  3.000
 ZGR  C5   C6   C1   119.63  3.000
 ZGR  C5P  C6P  C7P  115.50  3.000
 ZGR  C7P  C6P  O6P  123.24  3.000
 ZGR  C5P  C6P  O6P  121.22  3.000
 ZGR  H6   C7P  H5   103.95  3.000
 ZGR  H6   C7P  C8P  110.63  3.000
 ZGR  H5   C7P  C8P  111.22  3.000
 ZGR  H6   C7P  C6P  105.75  3.000
 ZGR  H5   C7P  C6P  107.24  3.000
 ZGR  C8P  C7P  C6P  117.11  3.000
 ZGR  H8   C8P  H7   105.73  3.000
 ZGR  H8   C8P  C9P  110.83  3.000
 ZGR  H7   C8P  C9P  107.29  3.000
 ZGR  H8   C8P  C7P  109.96  3.000
 ZGR  H7   C8P  C7P  108.26  3.000
 ZGR  C9P  C8P  C7P  114.34  3.000
 ZGR  H10  C9P  H9   106.18  3.000
 ZGR  H10  C9P  C10  108.41  3.000
 ZGR  H9   C9P  C10  108.39  3.000
 ZGR  H10  C9P  C8P  107.87  3.000
 ZGR  H9   C9P  C8P  109.05  3.000
 ZGR  C10  C9P  C8P  116.47  3.000
 ZGR  H11  C10  C11  108.54  3.000
 ZGR  H11  C10  O10  109.33  3.000
 ZGR  C11  C10  O10  107.16  3.000
 ZGR  H11  C10  C9P  108.89  3.000
 ZGR  C11  C10  C9P  112.55  3.000
 ZGR  O10  C10  C9P  110.31  3.000
 ZGR  H12  O10  C10  107.25  3.000
 ZGR  H15  C11  H14  108.12  3.000
 ZGR  H15  C11  H13  108.15  3.000
 ZGR  H14  C11  H13  107.61  3.000
 ZGR  H15  C11  C10  110.82  3.000
 ZGR  H14  C11  C10  111.04  3.000
 ZGR  H13  C11  C10  110.98  3.000
 ZGR  H17  C5P  H16  105.45  3.000
 ZGR  H17  C5P  C4P  109.78  3.000
 ZGR  H16  C5P  C4P  111.06  3.000
 ZGR  H17  C5P  C6P  106.06  3.000
 ZGR  H16  C5P  C6P  109.93  3.000
 ZGR  C4P  C5P  C6P  114.09  3.000
 ZGR  H19  C4P  H18  106.38  3.000
 ZGR  H19  C4P  C3P  109.50  3.000
 ZGR  H18  C4P  C3P  108.95  3.000
 ZGR  H19  C4P  C5P  109.98  3.000
 ZGR  H18  C4P  C5P  108.55  3.000
 ZGR  C3P  C4P  C5P  113.24  3.000
 ZGR  H21  C3P  H20  106.34  3.000
 ZGR  H21  C3P  C2P  110.28  3.000
 ZGR  H20  C3P  C2P  108.88  3.000
 ZGR  H21  C3P  C4P  110.85  3.000
 ZGR  H20  C3P  C4P  108.16  3.000
 ZGR  C2P  C3P  C4P  112.11  3.000
 ZGR  H22  C2P  C1P  119.87  3.000
 ZGR  H22  C2P  C3P  115.40  3.000
 ZGR  C1P  C2P  C3P  124.71  3.000
 ZGR  H23  C1P  C2P  118.43  3.000
 ZGR  H23  C1P  C6   118.49  3.000
 ZGR  C2P  C1P  C6   123.06  3.000
 ZGR  O12  C12  O13  120.92  3.000
 ZGR  O13  C12  C1   113.25  3.000
 ZGR  O12  C12  C1   125.82  3.000
 ZGR  H24  O13  C12  110.58  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
 ZGR  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 ZGR  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 ZGR  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 ZGR  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 ZGR  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 ZGR  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 ZGR  CONST_07  O4   C4   C3   C2    180.00   0.0  0
 ZGR  CONST_08  C1P  C6   C1   C2    180.00   0.0  0
 ZGR  CONST_09  C12  C1   C2   C3    180.00   0.0  0
 ZGR  CONST_10  C4   C3   C2   O2    180.00   0.0  0
 ZGR  CONST_11  C6   C1   C2   O2    180.00   0.0  0
 ZGR  CONST_12  C1P  C6   C5   C4    180.00   0.0  0
 ZGR  CONST_13  C6   C5   C4   O4    180.00   0.0  0
 ZGR  CONST_14  C12  C1   C6   C5    180.00   0.0  0
 ZGR  CONST_15  H4   C5   C6   C1    180.00   0.0  0
 ZGR  CONST_16  H1   C3   C2   C1    180.00   0.0  0
 ZGR  CONST_17  H24  O13  C12  C1    180.00   0.0  0
 ZGR  Var_01    C2P  C1P  C6   C1    142.45  30.0  2
 ZGR  Var_02    O12  C12  C1   C2   -151.13  30.0  2
 ZGR  Var_03    C3P  C2P  C1P  C6    179.96   0.0  2
 ZGR  Var_04    C4P  C5P  C6P  O6P   -34.55  30.0  1
 ZGR  Var_05    C8P  C7P  C6P  O6P     2.61  30.0  3
 ZGR  Var_06    C3P  C4P  C5P  C6P   -66.86  30.0  2
 ZGR  Var_07    C9P  C8P  C7P  C6P    97.05  30.0  3
 ZGR  Var_08    C10  C9P  C8P  C7P   -65.43  30.0  1
 ZGR  Var_09    C2P  C3P  C4P  C5P   -60.15  30.0  1
 ZGR  Var_10    C1P  C2P  C3P  C4P   128.12  30.0  1

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
 ZGR  chir_01  C10  O10  C9P  C11  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
 ZGR  plan-1  C1   0.020
 ZGR  plan-1  C2   0.020
 ZGR  plan-1  C3   0.020
 ZGR  plan-1  O2   0.020
 ZGR  plan-1  C4   0.020
 ZGR  plan-1  O4   0.020
 ZGR  plan-1  C5   0.020
 ZGR  plan-1  C6   0.020
 ZGR  plan-1  C1P  0.020
 ZGR  plan-1  C12  0.020
 ZGR  plan-1  H1   0.020
 ZGR  plan-1  H4   0.020
 ZGR  plan-2  O6P  0.020
 ZGR  plan-2  C6P  0.020
 ZGR  plan-2  C7P  0.020
 ZGR  plan-2  C5P  0.020
 ZGR  plan-3  C1   0.020
 ZGR  plan-3  C12  0.020
 ZGR  plan-3  O13  0.020
 ZGR  plan-3  O12  0.020
 ZGR  plan-3  H24  0.020
 ZGR  plan-4  C6   0.020
 ZGR  plan-4  C3P  0.020
 ZGR  plan-4  C2P  0.020
 ZGR  plan-4  C1P  0.020
 ZGR  plan-4  H22  0.020
 ZGR  plan-4  H23  0.020

