# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 19:00:08 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: dimethyl (1R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)C1=C([C@H]2O[C@@H]1C(=C2c3ccc(O)cc3)c4ccc(O)cc4)C(=O)OC
#
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
 HZ3  HZ3  'dimethyl (1R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylate'  ligand  47  29  .  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_HZ3
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
 HZ3  CAK   C  CR16  0  -0.312  -0.6731  -3.0092   0.1359
 HZ3  CAG   C  CR16  0  -0.325  -1.5361  -3.9789   0.6156
 HZ3  CAV   C  CR6   0   0.347  -2.9116  -3.7652   0.5817
 HZ3  OAC   O  OH1   0  -0.627  -3.7139  -4.7362   1.0538
 HZ3  CAH   C  CR16  0  -0.366  -3.4031  -2.5697   0.0570
 HZ3  CAL   C  CR16  0  -0.303  -2.5299  -1.6068  -0.4127
 HZ3  CAX   C  CR6   0   0.019  -1.1449  -1.7965  -0.3750
 HZ3  CAR   C  C     0   0.144  -0.2267  -0.7923  -0.8876
 HZ3  CBB   C  CH1   0  -0.181   1.1518  -1.1331  -1.4989
 HZ3  OAQ   O  O2    0  -0.437   1.2331  -0.1533  -2.5187
 HZ3  CAT   C  C     0   0.022   2.2219  -0.5996  -0.5288
 HZ3  CAZ   C  C     0   0.532   3.0422  -1.3918   0.3982
 HZ3  OAO   O  O2    0  -0.457   2.9571  -2.6831   0.1135
 HZ3  CAA   C  CH3   0  -0.426   3.6965  -3.5913   0.9326
 HZ3  OAE   O  O     0  -0.427   3.6972  -0.9368   1.3011
 HZ3  CAU   C  C     0   0.060   2.1234   0.7251  -0.6338
 HZ3  CBA   C  C     0   0.508   2.8000   1.8177   0.0872
 HZ3  OAP   O  O2    0  -0.440   1.9100   2.7347   0.4228
 HZ3  CAB   C  CH3   0  -0.424   2.3768   3.8930   1.1187
 HZ3  OAF   O  O     0  -0.425   3.9805   1.8836   0.3067
 HZ3  CBC   C  CH1   0  -0.139   1.0075   0.9517  -1.6690
 HZ3  CAS   C  C     0   0.097  -0.3003   0.5447  -0.9687
 HZ3  CAY   C  CR6   0   0.027  -1.2427   1.5193  -0.4333
 HZ3  CAM   C  CR16  0  -0.302  -1.5878   2.6555  -1.1650
 HZ3  CAI   C  CR16  0  -0.368  -2.4737   3.5956  -0.6652
 HZ3  CAW   C  CR6   0   0.346  -3.0291   3.4250   0.6000
 HZ3  OAD   O  OH1   0  -0.628  -3.8937   4.3037   1.1407
 HZ3  CAJ   C  CR16  0  -0.320  -2.6815   2.3043   1.3535
 HZ3  CAN   C  CR16  0  -0.298  -1.8013   1.3718   0.8394
 HZ3  HAK   H  HCR6  0   0.248   0.3903  -3.2076   0.1761
 HZ3  HAG   H  HCR6  0   0.267  -1.1442  -4.9057   1.0150
 HZ3  HOAC  H  HOH1  0   0.476  -4.6395  -4.4815   0.9688
 HZ3  HAH   H  HCR6  0   0.274  -4.4715  -2.3928   0.0061
 HZ3  HAL   H  HCR6  0   0.261  -2.9370  -0.6961  -0.8317
 HZ3  HBB   H  HCH1  0   0.279   1.2849  -2.1414  -1.8839
 HZ3  HAA1  H  HCH3  0   0.258   3.4580  -4.5838   0.5637
 HZ3  HAA2  H  HCH3  0   0.248   4.7682  -3.4174   0.8423
 HZ3  HAA3  H  HCH3  0   0.245   3.4029  -3.5109   1.9785
 HZ3  HAB1  H  HCH3  0   0.256   1.4958   4.4970   1.3112
 HZ3  HAB2  H  HCH3  0   0.245   2.8465   3.6233   2.0639
 HZ3  HAB3  H  HCH3  0   0.245   3.0825   4.4592   0.5117
 HZ3  HBC   H  HCH1  0   0.280   1.0218   1.9021  -2.1987
 HZ3  HAM   H  HCR6  0   0.257  -1.1752   2.8116  -2.1540
 HZ3  HAI   H  HCR6  0   0.272  -2.7312   4.4618  -1.2647
 HZ3  HOAD  H  HOH1  0   0.475  -4.0612   5.0289   0.5291
 HZ3  HAJ   H  HCR6  0   0.265  -3.0964   2.1719   2.3448
 HZ3  HAN   H  HCR6  0   0.254  -1.5335   0.5166   1.4465

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
 HZ3  OAE  CAZ   double    1.205  0.020  1.205
 HZ3  CAZ  OAO   single    1.325  0.020  1.325
 HZ3  CAZ  CAT   single    1.470  0.020  1.470
 HZ3  OAO  CAA   single    1.429  0.020  1.429
 HZ3  CAT  CBB   single    1.540  0.020  1.540
 HZ3  CAT  CAU   double    1.333  0.020  1.333
 HZ3  OAF  CBA   double    1.203  0.020  1.203
 HZ3  OAQ  CBB   single    1.417  0.020  1.417
 HZ3  OAQ  CBC   single    1.412  0.020  1.412
 HZ3  CBB  CAR   single    1.546  0.020  1.546
 HZ3  CBA  CAU   single    1.474  0.020  1.474
 HZ3  CBA  OAP   single    1.321  0.020  1.321
 HZ3  CAU  CBC   single    1.539  0.020  1.539
 HZ3  CBC  CAS   single    1.538  0.020  1.538
 HZ3  CAR  CAX   single    1.454  0.020  1.454
 HZ3  CAR  CAS   double    1.341  0.020  1.341
 HZ3  CAB  OAP   single    1.430  0.020  1.430
 HZ3  CAX  CAL   aromatic  1.399  0.020  1.399
 HZ3  CAX  CAK   aromatic  1.398  0.020  1.398
 HZ3  CAL  CAH   aromatic  1.382  0.020  1.382
 HZ3  CAS  CAY   single    1.458  0.020  1.458
 HZ3  CAK  CAG   aromatic  1.384  0.020  1.384
 HZ3  CAH  CAV   aromatic  1.395  0.020  1.395
 HZ3  CAG  CAV   aromatic  1.392  0.020  1.392
 HZ3  CAV  OAC   single    1.345  0.020  1.345
 HZ3  CAY  CAN   aromatic  1.398  0.020  1.398
 HZ3  CAY  CAM   aromatic  1.395  0.020  1.395
 HZ3  CAN  CAJ   aromatic  1.382  0.020  1.382
 HZ3  CAM  CAI   aromatic  1.385  0.020  1.385
 HZ3  CAJ  CAW   aromatic  1.394  0.020  1.394
 HZ3  CAI  CAW   aromatic  1.392  0.020  1.392
 HZ3  CAW  OAD   single    1.346  0.020  1.346
 HZ3  CAK  HAK   single    0.930  0.020  1.080
 HZ3  CAG  HAG   single    0.930  0.020  1.080
 HZ3  OAC  HOAC  single    0.850  0.020  0.980
 HZ3  CAH  HAH   single    0.930  0.020  1.080
 HZ3  CAL  HAL   single    0.930  0.020  1.080
 HZ3  CBB  HBB   single    0.970  0.020  1.090
 HZ3  CAA  HAA1  single    0.970  0.020  1.090
 HZ3  CAA  HAA2  single    0.970  0.020  1.090
 HZ3  CAA  HAA3  single    0.970  0.020  1.090
 HZ3  CAB  HAB1  single    0.970  0.020  1.090
 HZ3  CAB  HAB2  single    0.970  0.020  1.090
 HZ3  CAB  HAB3  single    0.970  0.020  1.090
 HZ3  CBC  HBC   single    0.970  0.020  1.090
 HZ3  CAM  HAM   single    0.930  0.020  1.080
 HZ3  CAI  HAI   single    0.930  0.020  1.080
 HZ3  OAD  HOAD  single    0.850  0.020  0.980
 HZ3  CAJ  HAJ   single    0.930  0.020  1.080
 HZ3  CAN  HAN   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
 HZ3  HAK   CAK  CAX   120.27  3.000
 HZ3  HAK   CAK  CAG   118.12  3.000
 HZ3  CAX   CAK  CAG   121.61  3.000
 HZ3  HAG   CAG  CAV   119.87  3.000
 HZ3  HAG   CAG  CAK   120.13  3.000
 HZ3  CAV   CAG  CAK   120.00  3.000
 HZ3  CAH   CAV  OAC   122.71  3.000
 HZ3  OAC   CAV  CAG   118.03  3.000
 HZ3  CAH   CAV  CAG   119.26  3.000
 HZ3  HOAC  OAC  CAV   110.56  3.000
 HZ3  HAH   CAH  CAL   119.53  3.000
 HZ3  HAH   CAH  CAV   120.31  3.000
 HZ3  CAL   CAH  CAV   120.15  3.000
 HZ3  HAL   CAL  CAX   119.82  3.000
 HZ3  HAL   CAL  CAH   118.71  3.000
 HZ3  CAX   CAL  CAH   121.46  3.000
 HZ3  CAR   CAX  CAL   121.48  3.000
 HZ3  CAL   CAX  CAK   117.50  3.000
 HZ3  CAR   CAX  CAK   120.99  3.000
 HZ3  CAS   CAR  CBB   104.17  3.000
 HZ3  CAS   CAR  CAX   132.45  3.000
 HZ3  CBB   CAR  CAX   123.38  3.000
 HZ3  HBB   CBB  CAT   117.34  3.000
 HZ3  HBB   CBB  OAQ   112.30  3.000
 HZ3  CAT   CBB  OAQ   100.02  3.000
 HZ3  HBB   CBB  CAR   116.97  3.000
 HZ3  OAQ   CBB  CAR   100.57  3.000
 HZ3  CAT   CBB  CAR   107.11  3.000
 HZ3  CBC   OAQ  CBB    95.68  3.000
 HZ3  CAU   CAT  CAZ   128.82  3.000
 HZ3  CAU   CAT  CBB   104.09  3.000
 HZ3  CAZ   CAT  CBB   126.77  3.000
 HZ3  OAE   CAZ  OAO   124.33  3.000
 HZ3  OAO   CAZ  CAT   110.73  3.000
 HZ3  OAE   CAZ  CAT   124.94  3.000
 HZ3  CAA   OAO  CAZ   117.58  3.000
 HZ3  HAA3  CAA  HAA2  109.45  3.000
 HZ3  HAA3  CAA  HAA1  109.55  3.000
 HZ3  HAA2  CAA  HAA1  109.51  3.000
 HZ3  HAA3  CAA  OAO   111.34  3.000
 HZ3  HAA2  CAA  OAO   111.10  3.000
 HZ3  HAA1  CAA  OAO   105.82  3.000
 HZ3  CBC   CAU  CBA   123.57  3.000
 HZ3  CBC   CAU  CAT   104.66  3.000
 HZ3  CBA   CAU  CAT   131.65  3.000
 HZ3  OAF   CBA  OAP   125.23  3.000
 HZ3  OAP   CBA  CAU   109.24  3.000
 HZ3  OAF   CBA  CAU   125.51  3.000
 HZ3  CAB   OAP  CBA   117.78  3.000
 HZ3  HAB3  CAB  HAB2  109.44  3.000
 HZ3  HAB3  CAB  HAB1  109.60  3.000
 HZ3  HAB2  CAB  HAB1  109.50  3.000
 HZ3  HAB3  CAB  OAP   111.18  3.000
 HZ3  HAB2  CAB  OAP   111.25  3.000
 HZ3  HAB1  CAB  OAP   105.80  3.000
 HZ3  HBC   CBC  CAS   117.64  3.000
 HZ3  HBC   CBC  CAU   116.52  3.000
 HZ3  CAS   CBC  CAU   105.74  3.000
 HZ3  HBC   CBC  OAQ   112.86  3.000
 HZ3  CAS   CBC  OAQ   101.70  3.000
 HZ3  CAU   CBC  OAQ   100.00  3.000
 HZ3  CAY   CAS  CBC   122.68  3.000
 HZ3  CAY   CAS  CAR   132.82  3.000
 HZ3  CBC   CAS  CAR   104.16  3.000
 HZ3  CAN   CAY  CAM   117.70  3.000
 HZ3  CAM   CAY  CAS   120.80  3.000
 HZ3  CAN   CAY  CAS   121.48  3.000
 HZ3  HAM   CAM  CAI   118.38  3.000
 HZ3  HAM   CAM  CAY   120.15  3.000
 HZ3  CAI   CAM  CAY   121.46  3.000
 HZ3  HAI   CAI  CAW   120.36  3.000
 HZ3  HAI   CAI  CAM   119.65  3.000
 HZ3  CAW   CAI  CAM   119.99  3.000
 HZ3  CAJ   CAW  OAD   117.88  3.000
 HZ3  OAD   CAW  CAI   122.77  3.000
 HZ3  CAJ   CAW  CAI   119.34  3.000
 HZ3  HOAD  OAD  CAW   110.37  3.000
 HZ3  HAJ   CAJ  CAN   120.15  3.000
 HZ3  HAJ   CAJ  CAW   119.83  3.000
 HZ3  CAN   CAJ  CAW   120.01  3.000
 HZ3  HAN   CAN  CAJ   118.83  3.000
 HZ3  HAN   CAN  CAY   119.69  3.000
 HZ3  CAJ   CAN  CAY   121.48  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
 HZ3  CONST_01  CAH   CAL  CAX  CAK     0.00   0.0  0
 HZ3  CONST_02  CAH   CAV  CAG  CAK     0.00   0.0  0
 HZ3  CONST_03  CAL   CAX  CAK  CAG     0.00   0.0  0
 HZ3  CONST_04  CAL   CAH  CAV  CAG     0.00   0.0  0
 HZ3  CONST_05  CAX   CAL  CAH  CAV     0.00   0.0  0
 HZ3  CONST_06  CAX   CAK  CAG  CAV     0.00   0.0  0
 HZ3  CONST_07  CAW   CAJ  CAN  CAY     0.00   0.0  0
 HZ3  CONST_08  CAW   CAI  CAM  CAY     0.00   0.0  0
 HZ3  CONST_09  CAJ   CAN  CAY  CAM     0.00   0.0  0
 HZ3  CONST_10  CAJ   CAW  CAI  CAM     0.00   0.0  0
 HZ3  CONST_11  CAN   CAY  CAM  CAI     0.00   0.0  0
 HZ3  CONST_12  CAN   CAJ  CAW  CAI     0.00   0.0  0
 HZ3  CONST_13  CAR   CAX  CAK  CAG   180.00   0.0  0
 HZ3  CONST_14  CAR   CAX  CAL  CAH   180.00   0.0  0
 HZ3  CONST_15  CAJ   CAN  CAY  CAS   180.00   0.0  0
 HZ3  CONST_16  CAI   CAM  CAY  CAS   180.00   0.0  0
 HZ3  CONST_17  OAC   CAV  CAG  CAK   180.00   0.0  0
 HZ3  CONST_18  CAL   CAH  CAV  OAC   180.00   0.0  0
 HZ3  CONST_19  OAD   CAW  CAI  CAM   180.00   0.0  0
 HZ3  CONST_20  CAN   CAJ  CAW  OAD   180.00   0.0  0
 HZ3  CONST_21  HAL   CAL  CAX  CAK   180.00   0.0  0
 HZ3  CONST_22  HAH   CAH  CAV  CAG   180.00   0.0  0
 HZ3  CONST_23  HAK   CAK  CAG  CAV   180.00   0.0  0
 HZ3  CONST_24  HAG   CAG  CAV  CAH   180.00   0.0  0
 HZ3  CONST_25  HAN   CAN  CAY  CAS     0.00   0.0  0
 HZ3  CONST_26  HAM   CAM  CAY  CAS     0.00   0.0  0
 HZ3  CONST_27  HAJ   CAJ  CAN  CAY   180.00   0.0  0
 HZ3  CONST_28  HAI   CAI  CAM  CAY   180.00   0.0  0
 HZ3  Var_01    CBB   CAR  CAX  CAK    28.19  30.0  2
 HZ3  Var_02    CBC   CAS  CAR  CAX  -177.97  30.0  1
 HZ3  Var_03    CAN   CAY  CAS  CAR    37.95  30.0  2
 HZ3  Var_04    CBC   CAU  CAT  CBB    -0.42  30.0  1
 HZ3  Var_05    OAE   CAZ  CAT  CBB  -166.35  30.0  1
 HZ3  Var_06    OAF   CBA  CAU  CAT    46.54  30.0  1
 HZ3  Var_07    HAA1  CAA  OAO  CAZ   177.62  30.0  3
 HZ3  Var_08    HAB1  CAB  OAP  CBA  -178.95  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
 HZ3  chir_01  CBB  CAT  OAQ  CAR  positiv
 HZ3  chir_02  CBC  OAQ  CAU  CAS  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
 HZ3  plan-1  CAK  0.020
 HZ3  plan-1  CAG  0.020
 HZ3  plan-1  CAV  0.020
 HZ3  plan-1  OAC  0.020
 HZ3  plan-1  CAH  0.020
 HZ3  plan-1  CAL  0.020
 HZ3  plan-1  CAX  0.020
 HZ3  plan-1  CAR  0.020
 HZ3  plan-1  HAK  0.020
 HZ3  plan-1  HAG  0.020
 HZ3  plan-1  HAH  0.020
 HZ3  plan-1  HAL  0.020
 HZ3  plan-2  CAS  0.020
 HZ3  plan-2  CAY  0.020
 HZ3  plan-2  CAM  0.020
 HZ3  plan-2  CAI  0.020
 HZ3  plan-2  CAW  0.020
 HZ3  plan-2  OAD  0.020
 HZ3  plan-2  CAJ  0.020
 HZ3  plan-2  CAN  0.020
 HZ3  plan-2  HAM  0.020
 HZ3  plan-2  HAI  0.020
 HZ3  plan-2  HAJ  0.020
 HZ3  plan-2  HAN  0.020
 HZ3  plan-3  CAT  0.020
 HZ3  plan-3  CAZ  0.020
 HZ3  plan-3  OAO  0.020
 HZ3  plan-3  OAE  0.020
 HZ3  plan-4  CAU  0.020
 HZ3  plan-4  CBA  0.020
 HZ3  plan-4  OAP  0.020
 HZ3  plan-4  OAF  0.020

