# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 12:02:48 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: (2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\C=C\c2ccc(O)c(O)c2
#
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
 ROA  ROA  '(2R)-3-(3,4-dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid'  ligand  41  26  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_ROA
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
 ROA  CAU   C  CR16   0  -0.427  -4.3884  -0.8296   0.2540
 ROA  CAV   C  CR6    0   0.272  -4.5336  -2.2058   0.3063
 ROA  OAY   O  OH1    0  -0.648  -5.2698  -2.8534   1.2407
 ROA  CAW   C  CR6    0   0.272  -3.9007  -3.0125  -0.6484
 ROA  OAZ   O  OH1    0  -0.638  -4.0221  -4.3596  -0.6336
 ROA  CAX   C  CR16   0  -0.332  -3.1349  -2.4107  -1.6331
 ROA  CAT   C  CR16   0  -0.320  -2.9923  -1.0282  -1.6750
 ROA  CAS   C  CR6    0   0.134  -3.6177  -0.2201  -0.7360
 ROA  CAO   C  CH2    0  -0.555  -3.4513   1.2733  -0.7473
 ROA  CAN   C  CH1    0  -0.071  -2.3707   1.7593   0.2160
 ROA  CAP   C  C      0   0.393  -2.2722   3.3025   0.1972
 ROA  OAR   O  O      0  -0.589  -1.2825   3.8119  -0.3498
 ROA  OAQ   O  OC    -1  -0.612  -3.2436   3.8799   0.7216
 ROA  OAM   O  O2     0  -0.466  -1.1543   1.1447  -0.2007
 ROA  CAK   C  C      0   0.606  -0.1085   1.2252   0.6069
 ROA  OAL   O  O      0  -0.471  -0.1448   1.7099   1.7167
 ROA  CAJ   C  C1     0  -0.446   1.0790   0.6130  -0.0093
 ROA  CAI   C  C1     0  -0.217   2.2491   0.5893   0.6412
 ROA  CAC   C  CR6    0   0.137   3.4986   0.0082   0.1744
 ROA  CAD   C  CR16   0  -0.431   4.6462   0.1842   0.9566
 ROA  CAE   C  CR6    0   0.279   5.8658  -0.3382   0.5697
 ROA  OAG   O  OH1    0  -0.643   7.0103  -0.1973   1.2747
 ROA  CAF   C  CR6    0   0.292   5.9639  -1.0663  -0.6243
 ROA  OAH   O  OH1    0  -0.624   7.1292  -1.5929  -1.0377
 ROA  CAB   C  CR16   0  -0.322   4.8265  -1.2497  -1.4011
 ROA  CAA   C  CR16   0  -0.325   3.6093  -0.7203  -1.0106
 ROA  HAU   H  HCR6   0   0.263  -4.8883  -0.2165   0.9981
 ROA  HOAY  H  HOH1   0   0.480  -5.6890  -2.2280   1.8418
 ROA  HOAZ  H  HOH1   0   0.470  -4.5954  -4.6365   0.0904
 ROA  HAX   H  HCR6   0   0.259  -2.6465  -3.0331  -2.3731
 ROA  HAT   H  HCR6   0   0.239  -2.3891  -0.5817  -2.4553
 ROA  HAO   H  HCH2   0   0.250  -3.2172   1.6177  -1.7585
 ROA  HAOA  H  HCH2   0   0.257  -4.3839   1.7586  -0.4553
 ROA  HAN   H  HCH1   0   0.235  -2.6223   1.4283   1.2288
 ROA  HAJ   H  H      0   0.269   0.9605   0.1876  -0.9986
 ROA  HAI   H  H      0   0.263   2.2908   1.0526   1.6226
 ROA  HAD   H  HCR6   0   0.277   4.5811   0.7460   1.8829
 ROA  HOAG  H  HOH1   0   0.484   6.8596   0.3079   2.0810
 ROA  HOAH  H  HOH1   0   0.476   7.8365  -1.3916  -0.4131
 ROA  HAB   H  HCR6   0   0.272   4.9049  -1.8177  -2.3198
 ROA  HAA   H  HCR6   0   0.256   2.7441  -0.8870  -1.6382

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
 ROA  CAU  CAV   aromatic  1.385  0.020  1.385
 ROA  CAU  CAS   aromatic  1.395  0.020  1.395
 ROA  CAU  HAU   single    0.930  0.020  1.080
 ROA  CAV  OAY   single    1.354  0.020  1.354
 ROA  CAV  CAW   aromatic  1.401  0.020  1.401
 ROA  OAY  HOAY  single    0.850  0.020  0.980
 ROA  CAW  OAZ   single    1.353  0.020  1.353
 ROA  CAW  CAX   aromatic  1.385  0.020  1.385
 ROA  OAZ  HOAZ  single    0.850  0.020  0.980
 ROA  CAX  CAT   aromatic  1.390  0.020  1.390
 ROA  CAX  HAX   single    0.930  0.020  1.080
 ROA  CAT  CAS   aromatic  1.388  0.020  1.388
 ROA  CAT  HAT   single    0.930  0.020  1.080
 ROA  CAS  CAO   single    1.503  0.020  1.503
 ROA  CAO  CAN   single    1.527  0.020  1.527
 ROA  CAO  HAO   single    0.970  0.020  1.090
 ROA  CAO  HAOA  single    0.970  0.020  1.090
 ROA  CAN  CAP   single    1.546  0.020  1.546
 ROA  CAN  OAM   single    1.425  0.020  1.425
 ROA  CAN  HAN   single    0.970  0.020  1.090
 ROA  CAP  OAR   deloc     1.240  0.020  1.240
 ROA  CAP  OAQ   deloc     1.246  0.020  1.246
 ROA  OAM  CAK   single    1.324  0.020  1.324
 ROA  CAK  OAL   double    1.212  0.020  1.212
 ROA  CAK  CAJ   single    1.471  0.020  1.471
 ROA  CAJ  CAI   double    1.339  0.020  1.339
 ROA  CAJ  HAJ   single    0.930  0.020  1.080
 ROA  CAI  CAC   single    1.455  0.020  1.455
 ROA  CAI  HAI   single    0.930  0.020  1.080
 ROA  CAC  CAD   aromatic  1.400  0.020  1.400
 ROA  CAC  CAA   aromatic  1.395  0.020  1.395
 ROA  CAD  CAE   aromatic  1.382  0.020  1.382
 ROA  CAD  HAD   single    0.930  0.020  1.080
 ROA  CAE  OAG   single    1.352  0.020  1.352
 ROA  CAE  CAF   aromatic  1.402  0.020  1.402
 ROA  OAG  HOAG  single    0.850  0.020  0.980
 ROA  CAF  OAH   single    1.344  0.020  1.344
 ROA  CAF  CAB   aromatic  1.390  0.020  1.390
 ROA  OAH  HOAH  single    0.850  0.020  0.980
 ROA  CAB  CAA   aromatic  1.384  0.020  1.384
 ROA  CAB  HAB   single    0.930  0.020  1.080
 ROA  CAA  HAA   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
 ROA  HAU   CAU  CAS  119.60  3.000
 ROA  HAU   CAU  CAV  119.13  3.000
 ROA  CAS   CAU  CAV  121.26  3.000
 ROA  CAW   CAV  OAY  116.12  3.000
 ROA  CAW   CAV  CAU  119.94  3.000
 ROA  OAY   CAV  CAU  123.93  3.000
 ROA  HOAY  OAY  CAV  110.89  3.000
 ROA  CAX   CAW  OAZ  119.35  3.000
 ROA  CAX   CAW  CAV  118.95  3.000
 ROA  OAZ   CAW  CAV  121.70  3.000
 ROA  HOAZ  OAZ  CAW  110.34  3.000
 ROA  HAX   CAX  CAT  120.29  3.000
 ROA  HAX   CAX  CAW  119.04  3.000
 ROA  CAT   CAX  CAW  120.67  3.000
 ROA  HAT   CAT  CAS  119.91  3.000
 ROA  HAT   CAT  CAX  119.27  3.000
 ROA  CAS   CAT  CAX  120.82  3.000
 ROA  CAO   CAS  CAT  121.58  3.000
 ROA  CAO   CAS  CAU  120.05  3.000
 ROA  CAT   CAS  CAU  118.35  3.000
 ROA  HAOA  CAO  HAO  106.88  3.000
 ROA  HAOA  CAO  CAN  107.12  3.000
 ROA  HAO   CAO  CAN  109.37  3.000
 ROA  HAOA  CAO  CAS  110.21  3.000
 ROA  HAO   CAO  CAS  110.10  3.000
 ROA  CAN   CAO  CAS  112.95  3.000
 ROA  HAN   CAN  OAM  109.65  3.000
 ROA  HAN   CAN  CAP  109.12  3.000
 ROA  OAM   CAN  CAP  111.87  3.000
 ROA  HAN   CAN  CAO  108.95  3.000
 ROA  OAM   CAN  CAO  106.40  3.000
 ROA  CAP   CAN  CAO  110.79  3.000
 ROA  OAQ   CAP  OAR  128.14  3.000
 ROA  OAQ   CAP  CAN  114.06  3.000
 ROA  OAR   CAP  CAN  117.77  3.000
 ROA  CAK   OAM  CAN  118.02  3.000
 ROA  CAJ   CAK  OAL  125.04  3.000
 ROA  CAJ   CAK  OAM  110.91  3.000
 ROA  OAL   CAK  OAM  124.02  3.000
 ROA  HAJ   CAJ  CAI  122.16  3.000
 ROA  HAJ   CAJ  CAK  117.23  3.000
 ROA  CAI   CAJ  CAK  120.61  3.000
 ROA  HAI   CAI  CAC  115.30  3.000
 ROA  HAI   CAI  CAJ  117.71  3.000
 ROA  CAC   CAI  CAJ  126.99  3.000
 ROA  CAA   CAC  CAD  118.36  3.000
 ROA  CAA   CAC  CAI  123.31  3.000
 ROA  CAD   CAC  CAI  118.32  3.000
 ROA  HAD   CAD  CAE  119.18  3.000
 ROA  HAD   CAD  CAC  119.53  3.000
 ROA  CAE   CAD  CAC  121.29  3.000
 ROA  CAF   CAE  OAG  116.05  3.000
 ROA  CAF   CAE  CAD  119.77  3.000
 ROA  OAG   CAE  CAD  124.18  3.000
 ROA  HOAG  OAG  CAE  111.03  3.000
 ROA  CAB   CAF  OAH  119.08  3.000
 ROA  CAB   CAF  CAE  119.17  3.000
 ROA  OAH   CAF  CAE  121.75  3.000
 ROA  HOAH  OAH  CAF  110.77  3.000
 ROA  HAB   CAB  CAA  120.25  3.000
 ROA  HAB   CAB  CAF  118.96  3.000
 ROA  CAA   CAB  CAF  120.78  3.000
 ROA  HAA   CAA  CAB  118.74  3.000
 ROA  HAA   CAA  CAC  120.64  3.000
 ROA  CAB   CAA  CAC  120.61  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
 ROA  CONST_01  CAX  CAW  CAV  CAU    0.00   0.0  0
 ROA  CONST_02  CAX  CAT  CAS  CAU    0.00   0.0  0
 ROA  CONST_03  CAT  CAS  CAU  CAV    0.00   0.0  0
 ROA  CONST_04  CAT  CAX  CAW  CAV    0.00   0.0  0
 ROA  CONST_05  CAS  CAU  CAV  CAW    0.00   0.0  0
 ROA  CONST_06  CAS  CAT  CAX  CAW    0.00   0.0  0
 ROA  CONST_07  CAF  CAE  CAD  CAC    0.00   0.0  0
 ROA  CONST_08  CAF  CAB  CAA  CAC    0.00   0.0  0
 ROA  CONST_09  CAB  CAA  CAC  CAD    0.00   0.0  0
 ROA  CONST_10  CAB  CAF  CAE  CAD    0.00   0.0  0
 ROA  CONST_11  CAA  CAC  CAD  CAE    0.00   0.0  0
 ROA  CONST_12  CAA  CAB  CAF  CAE    0.00   0.0  0
 ROA  CONST_13  OAZ  CAW  CAV  CAU  180.00   0.0  0
 ROA  CONST_14  CAO  CAS  CAU  CAV  180.00   0.0  0
 ROA  CONST_15  CAS  CAU  CAV  OAY  180.00   0.0  0
 ROA  CONST_16  CAX  CAW  CAV  OAY  180.00   0.0  0
 ROA  CONST_17  CAT  CAX  CAW  OAZ  180.00   0.0  0
 ROA  CONST_18  CAO  CAS  CAT  CAX  180.00   0.0  0
 ROA  CONST_19  CAE  CAD  CAC  CAI  180.00   0.0  0
 ROA  CONST_20  CAB  CAA  CAC  CAI  180.00   0.0  0
 ROA  CONST_21  OAG  CAE  CAD  CAC  180.00   0.0  0
 ROA  CONST_22  OAH  CAF  CAE  CAD  180.00   0.0  0
 ROA  CONST_23  CAB  CAF  CAE  OAG  180.00   0.0  0
 ROA  CONST_24  CAA  CAB  CAF  OAH  180.00   0.0  0
 ROA  CONST_25  HAT  CAT  CAS  CAU  180.00   0.0  0
 ROA  CONST_26  HAX  CAX  CAW  CAV  180.00   0.0  0
 ROA  CONST_27  HAU  CAU  CAV  CAW  180.00   0.0  0
 ROA  CONST_28  HAB  CAB  CAA  CAC  180.00   0.0  0
 ROA  CONST_29  HAA  CAA  CAC  CAD  180.00   0.0  0
 ROA  CONST_30  HAD  CAD  CAE  CAF  180.00   0.0  0
 ROA  Var_01    CAN  CAO  CAS  CAU   81.86  30.0  2
 ROA  Var_02    CAD  CAC  CAI  CAJ  174.71  30.0  2
 ROA  Var_03    CAC  CAI  CAJ  CAK  179.10   0.0  2
 ROA  Var_04    OAL  CAK  OAM  CAN    5.20  30.0  3
 ROA  Var_05    CAI  CAJ  CAK  OAM  179.89  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
 ROA  chir_01  CAN  CAO  CAP  OAM  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
 ROA  plan-1  CAU  0.020
 ROA  plan-1  CAV  0.020
 ROA  plan-1  OAY  0.020
 ROA  plan-1  CAW  0.020
 ROA  plan-1  OAZ  0.020
 ROA  plan-1  CAX  0.020
 ROA  plan-1  CAT  0.020
 ROA  plan-1  CAS  0.020
 ROA  plan-1  CAO  0.020
 ROA  plan-1  HAU  0.020
 ROA  plan-1  HAX  0.020
 ROA  plan-1  HAT  0.020
 ROA  plan-2  CAI  0.020
 ROA  plan-2  CAC  0.020
 ROA  plan-2  CAD  0.020
 ROA  plan-2  CAE  0.020
 ROA  plan-2  OAG  0.020
 ROA  plan-2  CAF  0.020
 ROA  plan-2  OAH  0.020
 ROA  plan-2  CAB  0.020
 ROA  plan-2  CAA  0.020
 ROA  plan-2  HAD  0.020
 ROA  plan-2  HAB  0.020
 ROA  plan-2  HAA  0.020
 ROA  plan-3  CAN  0.020
 ROA  plan-3  CAP  0.020
 ROA  plan-3  OAR  0.020
 ROA  plan-3  OAQ  0.020
 ROA  plan-4  OAM  0.020
 ROA  plan-4  CAK  0.020
 ROA  plan-4  OAL  0.020
 ROA  plan-4  CAJ  0.020
 ROA  plan-5  CAK  0.020
 ROA  plan-5  CAJ  0.020
 ROA  plan-5  CAI  0.020
 ROA  plan-5  CAC  0.020
 ROA  plan-5  HAJ  0.020
 ROA  plan-5  HAI  0.020

