# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 06:25:16 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: (1R,6R)-2-(3-carboxypropanoyl)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1C=CC=C([C@H]1C(O)=O)C(=O)CCC(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
 164  164  '(1R,6R)-2-(3-carboxypropanoyl)-6-hydroxycyclohexa-2,4-diene-1-carboxylic acid'  ligand  27  17  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_164
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
 164  O1    O  O      0  -0.589   2.6614   0.2811   2.0927
 164  C7    C  C      0   0.457   1.6922   0.6028   1.3853
 164  O2    O  OC    -1  -0.589   1.5855   1.6210   0.6769
 164  C2    C  CH1    0  -0.553   0.4882  -0.3951   1.3258
 164  C3    C  CH1    0   0.031   0.2967  -1.1740   2.6185
 164  C4    C  C1     0  -0.273  -0.5003  -0.3956   3.6274
 164  C5    C  C1     0  -0.224  -1.4196   0.4895   3.2296
 164  C6    C  C1     0  -0.265  -1.6151   0.7752   1.8207
 164  O9    O  OH1    0  -0.671  -0.3797  -2.3901   2.3117
 164  C1    C  C      0   0.058  -0.7411   0.3459   0.8952
 164  C8    C  C      0   0.373  -0.9655   0.6974  -0.5328
 164  O3    O  O      0  -0.429  -1.7610   1.5661  -0.8419
 164  C9    C  CH2    0  -0.569  -0.2123  -0.0871  -1.5758
 164  C10   C  CH2    0  -0.586  -0.5676   0.2626  -3.0078
 164  C11   C  C      0   0.417   0.1882  -0.5425  -4.0808
 164  O5    O  OC    -1  -0.632  -0.0896  -0.2555  -5.2645
 164  O4    O  O      0  -0.608   1.0043  -1.4061  -3.7035
 164  H2    H  HCH1   0   0.271   0.7668  -1.1358   0.5661
 164  H3    H  HCH1   0   0.216   1.2902  -1.3895   3.0221
 164  H4    H  H      0   0.255  -0.3739  -0.6271   4.6792
 164  H5    H  H      0   0.254  -2.0492   0.9984   3.9495
 164  H6    H  H      0   0.249  -2.4790   1.3604   1.5298
 164  HO9   H  HOH1   0   0.445  -0.4521  -2.9027   3.1234
 164  H91   H  HCH2   0   0.259   0.8551   0.0641  -1.3966
 164  H92   H  HCH2   0   0.251  -0.3799  -1.1525  -1.3875
 164  H101  H  HCH2   0   0.226  -1.6403   0.1235  -3.1747
 164  H102  H  HCH2   0   0.227  -0.3870   1.3260  -3.1909

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
 164  O1   C7    deloc   1.242  0.020  1.242
 164  C7   O2    deloc   1.245  0.020  1.245
 164  C7   C2    single  1.565  0.020  1.565
 164  C2   C3    single  1.521  0.020  1.521
 164  C2   C1    single  1.499  0.020  1.499
 164  C2   H2    single  0.970  0.020  1.090
 164  C3   C4    single  1.503  0.020  1.503
 164  C3   O9    single  1.425  0.020  1.425
 164  C3   H3    single  0.970  0.020  1.090
 164  C4   C5    double  1.337  0.020  1.337
 164  C4   H4    single  0.930  0.020  1.080
 164  C5   C6    single  1.451  0.020  1.451
 164  C5   H5    single  0.930  0.020  1.080
 164  C6   C1    double  1.343  0.020  1.343
 164  C6   H6    single  0.930  0.020  1.080
 164  O9   HO9   single  0.850  0.020  0.980
 164  C1   C8    single  1.488  0.020  1.488
 164  C8   O3    double  1.218  0.020  1.218
 164  C8   C9    single  1.507  0.020  1.507
 164  C9   C10   single  1.516  0.020  1.516
 164  C9   H91   single  0.970  0.020  1.090
 164  C9   H92   single  0.970  0.020  1.090
 164  C10  C11   single  1.540  0.020  1.540
 164  C10  H101  single  0.970  0.020  1.090
 164  C10  H102  single  0.970  0.020  1.090
 164  C11  O5    deloc   1.249  0.020  1.249
 164  C11  O4    deloc   1.247  0.020  1.247

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
 164  C2    C7   O2    115.72  3.000
 164  C2    C7   O1    117.18  3.000
 164  O2    C7   O1    127.06  3.000
 164  H2    C2   C1    110.08  3.000
 164  H2    C2   C3    105.94  3.000
 164  C1    C2   C3    113.21  3.000
 164  H2    C2   C7    105.16  3.000
 164  C1    C2   C7    109.07  3.000
 164  C3    C2   C7    113.02  3.000
 164  H3    C3   O9    110.02  3.000
 164  H3    C3   C4    109.64  3.000
 164  O9    C3   C4    109.56  3.000
 164  H3    C3   C2    107.47  3.000
 164  O9    C3   C2    108.28  3.000
 164  C4    C3   C2    111.84  3.000
 164  H4    C4   C5    120.67  3.000
 164  H4    C4   C3    118.60  3.000
 164  C5    C4   C3    120.52  3.000
 164  H5    C5   C6    118.32  3.000
 164  H5    C5   C4    120.87  3.000
 164  C6    C5   C4    120.80  3.000
 164  H6    C6   C1    120.43  3.000
 164  H6    C6   C5    118.34  3.000
 164  C1    C6   C5    121.23  3.000
 164  HO9   O9   C3    107.97  3.000
 164  C8    C1   C6    119.18  3.000
 164  C8    C1   C2    121.09  3.000
 164  C6    C1   C2    119.59  3.000
 164  C9    C8   O3    121.48  3.000
 164  C9    C8   C1    117.77  3.000
 164  O3    C8   C1    120.71  3.000
 164  H92   C9   H91   104.83  3.000
 164  H92   C9   C10   110.55  3.000
 164  H91   C9   C10   110.60  3.000
 164  H92   C9   C8    108.13  3.000
 164  H91   C9   C8    107.62  3.000
 164  C10   C9   C8    114.61  3.000
 164  H102  C10  H101  105.06  3.000
 164  H102  C10  C11   108.09  3.000
 164  H101  C10  C11   107.96  3.000
 164  H102  C10  C9    110.09  3.000
 164  H101  C10  C9    110.14  3.000
 164  C11   C10  C9    114.99  3.000
 164  O4    C11  O5    126.26  3.000
 164  O4    C11  C10   118.20  3.000
 164  O5    C11  C10   115.53  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
 164  Var_01  C5   C6   C1   C2    -2.47  30.0  1
 164  Var_02  C1   C6   C5   C4   -11.61  30.0  1
 164  Var_03  O3   C8   C1   C2  -161.40  30.0  2
 164  Var_04  C10  C9   C8   C1   175.86  30.0  3
 164  Var_05  C11  C10  C9   C8  -179.50  30.0  3
 164  Var_06  O5   C11  C10  C9  -179.49  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
 164  chir_01  C2  C7  C3  C1  negativ
 164  chir_02  C3  O9  C2  C4  negativ

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
 164  plan-1  C1   0.020
 164  plan-1  C8   0.020
 164  plan-1  O3   0.020
 164  plan-1  C9   0.020
 164  plan-2  O1   0.020
 164  plan-2  C7   0.020
 164  plan-2  O2   0.020
 164  plan-2  C2   0.020
 164  plan-3  C10  0.020
 164  plan-3  C11  0.020
 164  plan-3  O5   0.020
 164  plan-3  O4   0.020

