# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 16:13:05 2020
#   Inital geometry file: a 77 line input string
#   Ligand name: (3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1C=CC(=C[C@H]1OC(=C)C(O)=O)C(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
 ISJ  ISJ  '(3R,4R)-3-[(1-carboxyethenyl)oxy]-4-hydroxycyclohexa-1,5-diene-1-carboxylic acid'  ligand  26  16  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ISJ
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
 ISJ  C1    C  CH1   0  -0.071   0.0912   0.9714   0.7498
 ISJ  C2    C  C1    0  -0.244  -0.8625  -0.1878   0.8323
 ISJ  C3    C  C     0  -0.053  -1.7865  -0.3675  -0.1183
 ISJ  C4    C  C1    0  -0.230  -1.9183   0.5898  -1.2207
 ISJ  C5    C  C1    0  -0.259  -1.3078   1.7728  -1.1650
 ISJ  C6    C  CH1   0  -0.014  -0.5157   2.1804   0.0458
 ISJ  C7    C  C     0   0.536  -2.6734  -1.5597  -0.0215
 ISJ  O8    O  O     0  -0.436  -2.6130  -2.3815   0.8604
 ISJ  O9    O  OH1   0  -0.590  -3.5457  -1.6206  -1.0160
 ISJ  O10   O  OH1   0  -0.660  -1.3410   2.8169   1.0002
 ISJ  O11   O  O2    0  -0.461   1.2248   0.5941  -0.0230
 ISJ  C12   C  C     0   0.272   2.1586  -0.1923   0.5383
 ISJ  C13   C  C     0   0.503   3.2311  -0.4840  -0.4626
 ISJ  O14   O  O     0  -0.429   3.1958  -0.0763  -1.5944
 ISJ  O15   O  OH1   0  -0.588   4.2049  -1.2301   0.0303
 ISJ  C16   C  C2    0  -0.620   2.1838  -0.6638   1.7842
 ISJ  H1    H  HCH1  0   0.275   0.4048   1.2850   1.7524
 ISJ  H2    H  H     0   0.287  -0.7646  -0.8950   1.6449
 ISJ  H4    H  H     0   0.268  -2.5232   0.3295  -2.0784
 ISJ  H5    H  H     0   0.271  -1.4214   2.4882  -1.9703
 ISJ  H6    H  HCH1  0   0.240   0.3121   2.8345  -0.2567
 ISJ  HO9   H  HOH1  0   0.490  -4.0998  -2.4112  -0.9283
 ISJ  HO10  H  HOH1  0   0.459  -1.7819   3.5593   0.5748
 ISJ  HO15  H  HOH1  0   0.491   4.8691  -1.4007  -0.6541
 ISJ  H16   H  H     0   0.279   3.0023  -1.2795   2.1198
 ISJ  H16A  H  H     0   0.284   1.4090  -0.4623   2.5102

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
 ISJ  C1   C2    single  1.503  0.020  1.503
 ISJ  C1   C6    single  1.525  0.020  1.525
 ISJ  C1   O11   single  1.423  0.020  1.423
 ISJ  C2   C3    double  1.338  0.020  1.338
 ISJ  C3   C4    single  1.466  0.020  1.466
 ISJ  C3   C7    single  1.489  0.020  1.489
 ISJ  C4   C5    double  1.332  0.020  1.332
 ISJ  C5   C6    single  1.503  0.020  1.503
 ISJ  C6   O10   single  1.413  0.020  1.413
 ISJ  C7   O8    double  1.207  0.020  1.207
 ISJ  C7   O9    single  1.324  0.020  1.324
 ISJ  O11  C12   single  1.344  0.020  1.344
 ISJ  C12  C13   single  1.496  0.020  1.496
 ISJ  C12  C16   double  1.332  0.020  1.332
 ISJ  C13  O14   double  1.204  0.020  1.204
 ISJ  C13  O15   single  1.322  0.020  1.322
 ISJ  C1   H1    single  0.970  0.020  1.090
 ISJ  C2   H2    single  0.930  0.020  1.080
 ISJ  C4   H4    single  0.930  0.020  1.080
 ISJ  C5   H5    single  0.930  0.020  1.080
 ISJ  C6   H6    single  0.970  0.020  1.090
 ISJ  O9   HO9   single  0.850  0.020  0.980
 ISJ  O10  HO10  single  0.850  0.020  0.980
 ISJ  O15  HO15  single  0.850  0.020  0.980
 ISJ  C16  H16   single  0.930  0.020  1.080
 ISJ  C16  H16A  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
 ISJ  H1    C1   O11  110.16  3.000
 ISJ  H1    C1   C6   108.02  3.000
 ISJ  O11   C1   C6   106.05  3.000
 ISJ  H1    C1   C2   110.60  3.000
 ISJ  O11   C1   C2   109.32  3.000
 ISJ  C6    C1   C2   112.59  3.000
 ISJ  H2    C2   C3   120.57  3.000
 ISJ  H2    C2   C1   119.20  3.000
 ISJ  C3    C2   C1   120.18  3.000
 ISJ  C7    C3   C4   121.21  3.000
 ISJ  C7    C3   C2   118.21  3.000
 ISJ  C4    C3   C2   120.58  3.000
 ISJ  H4    C4   C5   120.22  3.000
 ISJ  H4    C4   C3   119.31  3.000
 ISJ  C5    C4   C3   120.47  3.000
 ISJ  H5    C5   C6   118.37  3.000
 ISJ  H5    C5   C4   120.48  3.000
 ISJ  C6    C5   C4   121.06  3.000
 ISJ  H6    C6   O10  110.99  3.000
 ISJ  H6    C6   C5   109.69  3.000
 ISJ  O10   C6   C5   111.00  3.000
 ISJ  H6    C6   C1   107.44  3.000
 ISJ  O10   C6   C1   106.13  3.000
 ISJ  C5    C6   C1   111.51  3.000
 ISJ  O9    C7   O8   123.39  3.000
 ISJ  O9    C7   C3   112.36  3.000
 ISJ  O8    C7   C3   124.25  3.000
 ISJ  HO9   O9   C7   110.25  3.000
 ISJ  HO10  O10  C6   108.45  3.000
 ISJ  C12   O11  C1   118.81  3.000
 ISJ  C16   C12  C13  122.90  3.000
 ISJ  C16   C12  O11  127.66  3.000
 ISJ  C13   C12  O11  109.45  3.000
 ISJ  O15   C13  O14  124.29  3.000
 ISJ  O15   C13  C12  112.88  3.000
 ISJ  O14   C13  C12  122.84  3.000
 ISJ  HO15  O15  C13  109.93  3.000
 ISJ  H16A  C16  H16  116.22  3.000
 ISJ  H16A  C16  C12  123.27  3.000
 ISJ  H16   C16  C12  120.51  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
 ISJ  CONST_01  HO9   O9   C7   C3    180.00   0.0  0
 ISJ  CONST_02  HO15  O15  C13  C12   180.00   0.0  0
 ISJ  Var_01    C4    C3   C2   C1     -2.51  30.0  1
 ISJ  Var_02    C5    C4   C3   C2    -12.84  30.0  1
 ISJ  Var_03    C6    C5   C4   C3     -2.44  30.0  1
 ISJ  Var_04    O8    C7   C3   C2     -0.16  30.0  2
 ISJ  Var_05    C13   C12  O11  C1    178.62  30.0  3
 ISJ  Var_06    O14   C13  C12  O11    -1.59  30.0  2
 ISJ  Var_07    H16   C16  C12  O11  -179.18   0.0  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
 ISJ  chir_01  C1  C2   C6  O11  positiv
 ISJ  chir_02  C6  O10  C5  C1   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
 ISJ  plan-1  C3    0.020
 ISJ  plan-1  C7    0.020
 ISJ  plan-1  O8    0.020
 ISJ  plan-1  O9    0.020
 ISJ  plan-1  HO9   0.020
 ISJ  plan-2  C12   0.020
 ISJ  plan-2  C13   0.020
 ISJ  plan-2  O14   0.020
 ISJ  plan-2  O15   0.020
 ISJ  plan-2  HO15  0.020
 ISJ  plan-3  O11   0.020
 ISJ  plan-3  C12   0.020
 ISJ  plan-3  C13   0.020
 ISJ  plan-3  C16   0.020
 ISJ  plan-3  H16   0.020
 ISJ  plan-3  H16A  0.020

