# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  9 23:53:33 2020
#   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  47  24  .  2021-08-25  2021-08-25  
;
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  -0.373    4.9707  -0.4511  -0.1218
 ZGR  C2   C  CR6    0   0.392    6.1302   0.3630  -0.0606
 ZGR  C3   C  CR16   0  -0.464    6.0298   1.7522   0.0094
 ZGR  O2   O  OH1    0  -0.662    7.3400  -0.1792  -0.0770
 ZGR  C4   C  CR6    0   0.391    4.7802   2.3476   0.0348
 ZGR  O4   O  OH1    0  -0.634    4.7289   3.6912   0.1127
 ZGR  C5   C  CR16   0  -0.488    3.6268   1.5665  -0.0000
 ZGR  C6   C  CR6    0   0.096    3.7130   0.1789  -0.0856
 ZGR  O6P  O  O      0  -0.413   -3.4715   1.1918   0.6112
 ZGR  C6P  C  C      0   0.414   -3.6016   0.1440   0.0181
 ZGR  C7P  C  CH2    0  -0.563   -4.9526  -0.4165  -0.3459
 ZGR  C8P  C  CH2    0  -0.418   -6.1409   0.2399   0.3375
 ZGR  C9P  C  CH2    0  -0.430   -7.4534  -0.3911  -0.1131
 ZGR  C10  C  CH1    0   0.048   -8.6852   0.1656   0.5825
 ZGR  O10  O  OH1    0  -0.677   -8.7712   1.5456   0.2729
 ZGR  C11  C  CH3    0  -0.688   -9.9458  -0.5772   0.1641
 ZGR  C5P  C  CH2    0  -0.562   -2.4210  -0.6920  -0.4078
 ZGR  C4P  C  CH2    0  -0.418   -1.0761   0.0139  -0.3594
 ZGR  C3P  C  CH2    0  -0.482    0.0612  -0.9115  -0.7960
 ZGR  C2P  C  C1     0  -0.204    1.3812  -0.2110  -0.8193
 ZGR  C1P  C  C1     0  -0.264    2.4411  -0.5695  -0.0950
 ZGR  C12  C  C      0   0.488    5.1477  -1.9369  -0.2755
 ZGR  O13  O  OC    -1  -0.640    6.3526  -2.3590  -0.2167
 ZGR  O12  O  O      0  -0.542    4.1751  -2.6719  -0.4599
 ZGR  H1   H  HCR6   0   0.254    6.9279   2.3567   0.0522
 ZGR  H2   H  HOH1   0   0.459    7.1369  -1.2027  -0.1258
 ZGR  H3   H  HOH1   0   0.473    3.8125   3.9887   0.1288
 ZGR  H4   H  HCR6   0   0.256    2.6531   2.0382   0.0717
 ZGR  H5   H  HCH2   0   0.269   -5.0411  -0.3248  -1.4361
 ZGR  H6   H  HCH2   0   0.258   -4.9425  -1.4961  -0.1609
 ZGR  H7   H  HCH2   0   0.220   -6.0431   0.1375   1.4226
 ZGR  H8   H  HCH2   0   0.230   -6.1474   1.3101   0.1263
 ZGR  H9   H  HCH2   0   0.216   -7.5685  -0.2771  -1.1974
 ZGR  H10  H  HCH2   0   0.222   -7.4200  -1.4684   0.0765
 ZGR  H11  H  HCH1   0   0.189   -8.5512   0.0300   1.6668
 ZGR  H12  H  HOH1   0   0.447   -9.5307   1.9109   0.7367
 ZGR  H13  H  HCH3   0   0.221  -10.1035  -0.5050  -0.9140
 ZGR  H14  H  HCH3   0   0.224   -9.8769  -1.6340   0.4249
 ZGR  H15  H  HCH3   0   0.231  -10.8284  -0.1729   0.6645
 ZGR  H16  H  HCH2   0   0.271   -2.4140  -1.5730   0.2465
 ZGR  H17  H  HCH2   0   0.259   -2.6183  -1.0891  -1.4091
 ZGR  H18  H  HCH2   0   0.227   -1.0979   0.8928  -1.0104
 ZGR  H19  H  HCH2   0   0.230   -0.8760   0.3788   0.6502
 ZGR  H20  H  HCH2   0   0.231    0.1088  -1.7786  -0.1309
 ZGR  H21  H  HCH2   0   0.230   -0.1660  -1.2968  -1.7963
 ZGR  H22  H  H      0   0.235    1.4575   0.6430  -1.4891
 ZGR  H23  H  H      0   0.241    2.3722  -1.4436   0.5397

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    1.347  0.020  1.347
 ZGR  C4   C5   aromatic  1.393  0.020  1.393
 ZGR  C4   C3   aromatic  1.384  0.020  1.384
 ZGR  C5   C6   aromatic  1.393  0.020  1.393
 ZGR  C3   C2   aromatic  1.395  0.020  1.395
 ZGR  C2P  C3P  single    1.494  0.020  1.494
 ZGR  C2P  C1P  double    1.333  0.020  1.333
 ZGR  C3P  C4P  single    1.530  0.020  1.530
 ZGR  C6   C1P  single    1.476  0.020  1.476
 ZGR  C6   C1   aromatic  1.407  0.020  1.407
 ZGR  C2   C1   aromatic  1.418  0.020  1.418
 ZGR  C2   O2   single    1.326  0.020  1.326
 ZGR  C1   C12  single    1.504  0.020  1.504
 ZGR  C4P  C5P  single    1.520  0.020  1.520
 ZGR  C12  O12  deloc     1.233  0.020  1.233
 ZGR  C12  O13  deloc     1.278  0.020  1.278
 ZGR  C5P  C6P  single    1.508  0.020  1.508
 ZGR  C6P  O6P  double    1.211  0.020  1.211
 ZGR  C6P  C7P  single    1.507  0.020  1.507
 ZGR  C7P  C8P  single    1.520  0.020  1.520
 ZGR  O10  C10  single    1.417  0.020  1.417
 ZGR  C10  C9P  single    1.520  0.020  1.520
 ZGR  C10  C11  single    1.522  0.020  1.522
 ZGR  C9P  C8P  single    1.524  0.020  1.524
 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

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   123.37  3.000
 ZGR  C12  C1   C2   118.38  3.000
 ZGR  C6   C1   C2   118.21  3.000
 ZGR  O2   C2   C3   118.27  3.000
 ZGR  O2   C2   C1   120.72  3.000
 ZGR  C3   C2   C1   121.01  3.000
 ZGR  H1   C3   C4   120.50  3.000
 ZGR  H1   C3   C2   119.88  3.000
 ZGR  C4   C3   C2   119.62  3.000
 ZGR  H2   O2   C2   102.94  3.000
 ZGR  C5   C4   O4   121.94  3.000
 ZGR  C5   C4   C3   120.38  3.000
 ZGR  O4   C4   C3   117.67  3.000
 ZGR  H3   O4   C4   110.19  3.000
 ZGR  H4   C5   C6   119.54  3.000
 ZGR  H4   C5   C4   119.86  3.000
 ZGR  C6   C5   C4   120.58  3.000
 ZGR  C1P  C6   C5   116.89  3.000
 ZGR  C1P  C6   C1   122.90  3.000
 ZGR  C5   C6   C1   120.19  3.000
 ZGR  C5P  C6P  C7P  115.30  3.000
 ZGR  C7P  C6P  O6P  122.43  3.000
 ZGR  C5P  C6P  O6P  122.27  3.000
 ZGR  H6   C7P  H5   104.53  3.000
 ZGR  H6   C7P  C8P  110.90  3.000
 ZGR  H5   C7P  C8P  110.33  3.000
 ZGR  H6   C7P  C6P  108.51  3.000
 ZGR  H5   C7P  C6P  106.33  3.000
 ZGR  C8P  C7P  C6P  115.57  3.000
 ZGR  H8   C8P  H7   106.52  3.000
 ZGR  H8   C8P  C9P  110.10  3.000
 ZGR  H7   C8P  C9P  109.35  3.000
 ZGR  H8   C8P  C7P  109.95  3.000
 ZGR  H7   C8P  C7P  109.61  3.000
 ZGR  C9P  C8P  C7P  111.19  3.000
 ZGR  H10  C9P  H9   106.07  3.000
 ZGR  H10  C9P  C10  107.81  3.000
 ZGR  H9   C9P  C10  109.23  3.000
 ZGR  H10  C9P  C8P  109.27  3.000
 ZGR  H9   C9P  C8P  109.86  3.000
 ZGR  C10  C9P  C8P  114.25  3.000
 ZGR  H11  C10  C11  108.15  3.000
 ZGR  H11  C10  O10  110.04  3.000
 ZGR  C11  C10  O10  111.41  3.000
 ZGR  H11  C10  C9P  107.87  3.000
 ZGR  C11  C10  C9P  111.51  3.000
 ZGR  O10  C10  C9P  107.81  3.000
 ZGR  H12  O10  C10  108.20  3.000
 ZGR  H15  C11  H14  107.47  3.000
 ZGR  H15  C11  H13  108.13  3.000
 ZGR  H14  C11  H13  108.01  3.000
 ZGR  H15  C11  C10  111.27  3.000
 ZGR  H14  C11  C10  110.78  3.000
 ZGR  H13  C11  C10  111.03  3.000
 ZGR  H17  C5P  H16  104.79  3.000
 ZGR  H17  C5P  C4P  110.92  3.000
 ZGR  H16  C5P  C4P  110.38  3.000
 ZGR  H17  C5P  C6P  108.55  3.000
 ZGR  H16  C5P  C6P  106.36  3.000
 ZGR  C4P  C5P  C6P  115.24  3.000
 ZGR  H19  C4P  H18  106.58  3.000
 ZGR  H19  C4P  C3P  109.25  3.000
 ZGR  H18  C4P  C3P  109.33  3.000
 ZGR  H19  C4P  C5P  110.29  3.000
 ZGR  H18  C4P  C5P  109.67  3.000
 ZGR  C3P  C4P  C5P  111.58  3.000
 ZGR  H21  C3P  H20  106.57  3.000
 ZGR  H21  C3P  C2P  109.50  3.000
 ZGR  H20  C3P  C2P  110.04  3.000
 ZGR  H21  C3P  C4P  108.61  3.000
 ZGR  H20  C3P  C4P  109.77  3.000
 ZGR  C2P  C3P  C4P  112.18  3.000
 ZGR  H22  C2P  C1P  119.34  3.000
 ZGR  H22  C2P  C3P  116.07  3.000
 ZGR  C1P  C2P  C3P  124.60  3.000
 ZGR  H23  C1P  C2P  119.03  3.000
 ZGR  H23  C1P  C6   117.42  3.000
 ZGR  C2P  C1P  C6   123.53  3.000
 ZGR  O12  C12  O13  123.61  3.000
 ZGR  O13  C12  C1   115.63  3.000
 ZGR  O12  C12  C1   120.76  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  Var_01    C2P  C1P  C6   C1   -137.64  30.0  2
 ZGR  Var_02    O12  C12  C1   C2   -173.11  30.0  2
 ZGR  Var_03    C3P  C2P  C1P  C6   -176.85   0.0  2
 ZGR  Var_04    C4P  C5P  C6P  O6P   -14.60  30.0  1
 ZGR  Var_05    C8P  C7P  C6P  O6P   -13.17  30.0  3
 ZGR  Var_06    C3P  C4P  C5P  C6P   179.53  30.0  1
 ZGR  Var_07    C9P  C8P  C7P  C6P   179.35  30.0  3
 ZGR  Var_08    C10  C9P  C8P  C7P   177.00  30.0  1
 ZGR  Var_09    C2P  C3P  C4P  C5P   177.13  30.0  1
 ZGR  Var_10    C1P  C2P  C3P  C4P   120.29  30.0  2

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-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

