# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 17:45:33 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  24  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 OK
;

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  -0.047   0.0925   0.9523   0.7095
 ISJ  C2    C  C1     0  -0.291  -0.8802  -0.1898   0.8000
 ISJ  C3    C  C      0  -0.082  -1.8438  -0.3544  -0.1124
 ISJ  C4    C  C1     0  -0.245  -1.9882   0.6250  -1.1921
 ISJ  C5    C  C1     0  -0.279  -1.3515   1.7965  -1.1612
 ISJ  C6    C  CH1    0  -0.008  -0.4992   2.1768   0.0158
 ISJ  C7    C  C      0   0.397  -2.7887  -1.5503  -0.0630
 ISJ  O8    O  O      0  -0.595  -2.6776  -2.3235   0.9068
 ISJ  O9    O  OC    -1  -0.592  -3.5941  -1.6494  -1.0094
 ISJ  O10   O  OH1    0  -0.668  -1.2644   2.8600   0.9954
 ISJ  O11   O  O2     0  -0.464   1.2283   0.5736  -0.0613
 ISJ  C12   C  C      0   0.202   2.1826  -0.1898   0.5079
 ISJ  C13   C  C      0   0.371   3.3478  -0.4660  -0.4510
 ISJ  O14   O  O      0  -0.596   3.2516   0.0274  -1.5862
 ISJ  O15   O  OC    -1  -0.595   4.2793  -1.1557   0.0007
 ISJ  C16   C  C2     0  -0.661   2.1704  -0.6602   1.7573
 ISJ  H1    H  HCH1   0   0.243   0.4140   1.2631   1.7121
 ISJ  H2    H  H      0   0.250  -0.7649  -0.9146   1.5949
 ISJ  H4    H  H      0   0.245  -2.6451   0.3772  -2.0155
 ISJ  H5    H  H      0   0.253  -1.4843   2.5234  -1.9547
 ISJ  H6    H  HCH1   0   0.221   0.3387   2.8020  -0.3210
 ISJ  HO10  H  HOH1   0   0.453  -1.7383   3.5762   0.5613
 ISJ  H16   H  H      0   0.241   3.0096  -1.2454   2.0974
 ISJ  H16A  H  H      0   0.246   1.3704  -0.4970   2.4656

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  1.527  0.020  1.527
 ISJ  C1   O11   single  1.424  0.020  1.424
 ISJ  C2   C3    double  1.337  0.020  1.337
 ISJ  C3   C4    single  1.465  0.020  1.465
 ISJ  C3   C7    single  1.525  0.020  1.525
 ISJ  C4   C5    double  1.334  0.020  1.334
 ISJ  C5   C6    single  1.502  0.020  1.502
 ISJ  C6   O10   single  1.418  0.020  1.418
 ISJ  C7   O8    deloc   1.245  0.020  1.245
 ISJ  C7   O9    deloc   1.247  0.020  1.247
 ISJ  O11  C12   single  1.348  0.020  1.348
 ISJ  C12  C13   single  1.534  0.020  1.534
 ISJ  C12  C16   double  1.335  0.020  1.335
 ISJ  C13  O14   deloc   1.242  0.020  1.242
 ISJ  C13  O15   deloc   1.244  0.020  1.244
 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  O10  HO10  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  109.64  3.000
 ISJ  H1    C1   C6   107.55  3.000
 ISJ  O11   C1   C6   106.05  3.000
 ISJ  H1    C1   C2   110.47  3.000
 ISJ  O11   C1   C2   110.29  3.000
 ISJ  C6    C1   C2   112.71  3.000
 ISJ  H2    C2   C3   119.72  3.000
 ISJ  H2    C2   C1   118.97  3.000
 ISJ  C3    C2   C1   121.25  3.000
 ISJ  C7    C3   C4   119.15  3.000
 ISJ  C7    C3   C2   121.39  3.000
 ISJ  C4    C3   C2   119.45  3.000
 ISJ  H4    C4   C5   120.58  3.000
 ISJ  H4    C4   C3   117.88  3.000
 ISJ  C5    C4   C3   121.54  3.000
 ISJ  H5    C5   C6   118.25  3.000
 ISJ  H5    C5   C4   120.88  3.000
 ISJ  C6    C5   C4   120.76  3.000
 ISJ  H6    C6   O10  110.44  3.000
 ISJ  H6    C6   C5   109.68  3.000
 ISJ  O10   C6   C5   110.91  3.000
 ISJ  H6    C6   C1   107.47  3.000
 ISJ  O10   C6   C1   106.35  3.000
 ISJ  C5    C6   C1   111.90  3.000
 ISJ  O9    C7   O8   126.83  3.000
 ISJ  O9    C7   C3   115.98  3.000
 ISJ  O8    C7   C3   117.19  3.000
 ISJ  HO10  O10  C6   108.22  3.000
 ISJ  C12   O11  C1   119.12  3.000
 ISJ  C16   C12  C13  121.90  3.000
 ISJ  C16   C12  O11  126.03  3.000
 ISJ  C13   C12  O11  112.07  3.000
 ISJ  O15   C13  O14  127.62  3.000
 ISJ  O15   C13  C12  116.21  3.000
 ISJ  O14   C13  C12  116.18  3.000
 ISJ  H16A  C16  H16  116.83  3.000
 ISJ  H16A  C16  C12  124.53  3.000
 ISJ  H16   C16  C12  118.64  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  Var_01  C4   C3   C2   C1     -2.40  30.0  1
 ISJ  Var_02  C5   C4   C3   C2    -12.28  30.0  1
 ISJ  Var_03  C6   C5   C4   C3     -2.37  30.0  1
 ISJ  Var_04  O8   C7   C3   C2      4.20  30.0  2
 ISJ  Var_05  C13  C12  O11  C1   -178.31  30.0  3
 ISJ  Var_06  O14  C13  C12  O11    -0.47  30.0  2
 ISJ  Var_07  H16  C16  C12  O11  -178.76   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-2  C12   0.020
 ISJ  plan-2  C13   0.020
 ISJ  plan-2  O14   0.020
 ISJ  plan-2  O15   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

