# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 10:27:47 2020
#   Inital geometry file: a 139 line input string
#   Ligand name: diethyl (1R,2S,3R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)[C@@H]1[C@H]2O[C@@H]([C@@H]1C(=O)OCC)C(=C2c3ccc(O)cc3)c4ccc(O)cc4
#
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
 ODE  ODE  'diethyl (1R,2S,3R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate'  ligand  55  31  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ODE
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
 ODE  CAI   C  CR16  0  -0.279   2.1937   0.4459  -0.9819
 ODE  CAN   C  CR16  0  -0.324   3.3059   0.7624  -1.7374
 ODE  CAV   C  CR6   0   0.342   4.3858   1.4195  -1.1470
 ODE  OAZ   O  OH1   0  -0.631   5.4493   1.7042  -1.9242
 ODE  CAO   C  CR16  0  -0.373   4.3260   1.7568   0.2019
 ODE  CAL   C  CR16  0  -0.307   3.2017   1.4331   0.9463
 ODE  CAF   C  CR6   0   0.021   2.1230   0.7616   0.3763
 ODE  CAA   C  C     0   0.090   0.9434   0.4250   1.1693
 ODE  CAC   C  CH1   0  -0.071   0.2127   1.4115   2.0628
 ODE  OBC   O  O2    0  -0.465  -0.3869   0.5598   3.0284
 ODE  CAD   C  CH1   0  -0.361  -1.0663   1.9161   1.3434
 ODE  CAR   C  C     0   0.616  -0.8480   2.6679   0.0615
 ODE  OBD   O  O     0  -0.431   0.2226   3.0514  -0.3330
 ODE  OBA   O  O2    0  -0.460  -2.0021   2.9373  -0.5316
 ODE  CAJ   C  CH2   0  -0.178  -1.9708   3.5772  -1.8149
 ODE  CAU   C  CH3   0  -0.688  -3.3676   3.5338  -2.3845
 ODE  CAK   C  CH1   0  -0.386  -1.9185   0.6258   1.3026
 ODE  CAQ   C  C     0   0.623  -2.2439   0.0995  -0.0706
 ODE  OAY   O  O     0  -0.432  -1.5105   0.1658  -1.0239
 ODE  OBB   O  O2    0  -0.458  -3.4282  -0.4941  -0.0912
 ODE  CAS   C  CH2   0  -0.190  -3.8685  -1.0762  -1.3293
 ODE  CAG   C  CH3   0  -0.688  -5.2371  -1.6677  -1.0975
 ODE  CAE   C  CH1   0  -0.067  -0.9684  -0.3391   2.1070
 ODE  CAB   C  C     0   0.099   0.2134  -0.7027   1.2285
 ODE  CAH   C  CR6   0   0.057   0.4006  -2.0241   0.6430
 ODE  CAM   C  CR16  0  -0.326  -0.6851  -2.8854   0.4571
 ODE  CAW   C  CR16  0  -0.322  -0.5295  -4.1559  -0.0695
 ODE  CAT   C  CR6   0   0.342   0.7387  -4.6151  -0.4131
 ODE  OBE   O  OH1   0  -0.629   0.8464  -5.8579  -0.9192
 ODE  CAX   C  CR16  0  -0.367   1.8392  -3.7829  -0.2120
 ODE  CAP   C  CR16  0  -0.313   1.6669  -2.5129   0.3074
 ODE  HAI   H  HCR6  0   0.253   1.3516  -0.0406  -1.4560
 ODE  HAN   H  HCR6  0   0.260   3.3401   0.5137  -2.7910
 ODE  HOAZ  H  HOH1  0   0.474   6.1196   2.1768  -1.4184
 ODE  HAO   H  HCR6  0   0.269   5.1551   2.2709   0.6749
 ODE  HAL   H  HCR6  0   0.253   3.1768   1.7028   1.9953
 ODE  HAC   H  HCH1  0   0.264   0.8120   2.1936   2.5256
 ODE  HAD   H  HCH1  0   0.323  -1.5682   2.6202   2.0156
 ODE  HAJ1  H  HCH2  0   0.235  -1.6240   4.6067  -1.7026
 ODE  HAJ2  H  HCH2  0   0.233  -1.2692   3.0555  -2.4684
 ODE  HAU1  H  HCH3  0   0.239  -3.3705   4.0169  -3.3612
 ODE  HAU2  H  HCH3  0   0.233  -3.7098   2.5071  -2.5179
 ODE  HAU3  H  HCH3  0   0.236  -4.0808   4.0595  -1.7497
 ODE  HAK   H  HCH1  0   0.303  -2.8408   0.7554   1.8683
 ODE  HAS1  H  HCH2  0   0.239  -3.9009  -0.3065  -2.1034
 ODE  HAS2  H  HCH2  0   0.235  -3.1588  -1.8424  -1.6492
 ODE  HAG1  H  HCH3  0   0.237  -5.2123  -2.4577  -0.3471
 ODE  HAG2  H  HCH3  0   0.238  -5.9529  -0.9084  -0.7825
 ODE  HAG3  H  HCH3  0   0.241  -5.5996  -2.1029  -2.0282
 ODE  HAE   H  HCH1  0   0.272  -1.4876  -1.1541   2.6091
 ODE  HAM   H  HCR6  0   0.243  -1.6853  -2.5721   0.7282
 ODE  HAW   H  HCR6  0   0.266  -1.3926  -4.7950  -0.2079
 ODE  HOBE  H  HOH1  0   0.475   1.7703  -6.0756  -1.0865
 ODE  HAX   H  HCR6  0   0.273   2.8374  -4.1297  -0.4544
 ODE  HAP   H  HCR6  0   0.259   2.5426  -1.8975   0.4645

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
 ODE  CAI  CAF   aromatic  1.396  0.020  1.396
 ODE  CAI  CAN   aromatic  1.381  0.020  1.381
 ODE  CAI  HAI   single    0.930  0.020  1.080
 ODE  CAN  CAV   aromatic  1.395  0.020  1.395
 ODE  CAN  HAN   single    0.930  0.020  1.080
 ODE  CAV  CAO   aromatic  1.392  0.020  1.392
 ODE  CAV  OAZ   single    1.348  0.020  1.348
 ODE  OAZ  HOAZ  single    0.850  0.020  0.980
 ODE  CAO  CAL   aromatic  1.387  0.020  1.387
 ODE  CAO  HAO   single    0.930  0.020  1.080
 ODE  CAL  CAF   aromatic  1.393  0.020  1.393
 ODE  CAL  HAL   single    0.930  0.020  1.080
 ODE  CAF  CAA   single    1.461  0.020  1.461
 ODE  CAA  CAC   single    1.518  0.020  1.518
 ODE  CAA  CAB   double    1.345  0.020  1.345
 ODE  CAC  OBC   single    1.420  0.020  1.420
 ODE  CAC  CAD   single    1.552  0.020  1.552
 ODE  CAC  HAC   single    0.970  0.020  1.090
 ODE  OBC  CAE   single    1.413  0.020  1.413
 ODE  CAD  CAK   single    1.547  0.020  1.547
 ODE  CAD  CAR   single    1.502  0.020  1.502
 ODE  CAD  HAD   single    0.970  0.020  1.090
 ODE  CAR  OBA   single    1.325  0.020  1.325
 ODE  CAR  OBD   double    1.204  0.020  1.204
 ODE  OBA  CAJ   single    1.434  0.020  1.434
 ODE  CAJ  CAU   single    1.509  0.020  1.509
 ODE  CAJ  HAJ1  single    0.970  0.020  1.090
 ODE  CAJ  HAJ2  single    0.970  0.020  1.090
 ODE  CAU  HAU1  single    0.970  0.020  1.090
 ODE  CAU  HAU2  single    0.970  0.020  1.090
 ODE  CAU  HAU3  single    0.970  0.020  1.090
 ODE  CAK  CAQ   single    1.506  0.020  1.506
 ODE  CAK  CAE   single    1.575  0.020  1.575
 ODE  CAK  HAK   single    0.970  0.020  1.090
 ODE  CAQ  OBB   single    1.325  0.020  1.325
 ODE  CAQ  OAY   double    1.205  0.020  1.205
 ODE  OBB  CAS   single    1.437  0.020  1.437
 ODE  CAS  CAG   single    1.509  0.020  1.509
 ODE  CAS  HAS1  single    0.970  0.020  1.090
 ODE  CAS  HAS2  single    0.970  0.020  1.090
 ODE  CAG  HAG1  single    0.970  0.020  1.090
 ODE  CAG  HAG2  single    0.970  0.020  1.090
 ODE  CAG  HAG3  single    0.970  0.020  1.090
 ODE  CAE  CAB   single    1.517  0.020  1.517
 ODE  CAE  HAE   single    0.970  0.020  1.090
 ODE  CAB  CAH   single    1.457  0.020  1.457
 ODE  CAH  CAP   aromatic  1.398  0.020  1.398
 ODE  CAH  CAM   aromatic  1.398  0.020  1.398
 ODE  CAM  CAW   aromatic  1.384  0.020  1.384
 ODE  CAM  HAM   single    0.930  0.020  1.080
 ODE  CAW  CAT   aromatic  1.392  0.020  1.392
 ODE  CAW  HAW   single    0.930  0.020  1.080
 ODE  CAT  CAX   aromatic  1.394  0.020  1.394
 ODE  CAT  OBE   single    1.346  0.020  1.346
 ODE  OBE  HOBE  single    0.850  0.020  0.980
 ODE  CAX  CAP   aromatic  1.383  0.020  1.383
 ODE  CAX  HAX   single    0.930  0.020  1.080
 ODE  CAP  HAP   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
 ODE  HAI   CAI  CAF   119.25  3.000
 ODE  HAI   CAI  CAN   119.34  3.000
 ODE  CAF   CAI  CAN   121.40  3.000
 ODE  HAN   CAN  CAV   119.69  3.000
 ODE  HAN   CAN  CAI   120.32  3.000
 ODE  CAV   CAN  CAI   119.98  3.000
 ODE  CAO   CAV  OAZ   122.80  3.000
 ODE  OAZ   CAV  CAN   117.79  3.000
 ODE  CAO   CAV  CAN   119.41  3.000
 ODE  HOAZ  OAZ  CAV   110.47  3.000
 ODE  HAO   CAO  CAL   119.77  3.000
 ODE  HAO   CAO  CAV   120.33  3.000
 ODE  CAL   CAO  CAV   119.90  3.000
 ODE  HAL   CAL  CAF   119.91  3.000
 ODE  HAL   CAL  CAO   118.70  3.000
 ODE  CAF   CAL  CAO   121.39  3.000
 ODE  CAA   CAF  CAL   120.96  3.000
 ODE  CAA   CAF  CAI   121.12  3.000
 ODE  CAL   CAF  CAI   117.91  3.000
 ODE  CAB   CAA  CAC   104.94  3.000
 ODE  CAB   CAA  CAF   130.96  3.000
 ODE  CAC   CAA  CAF   123.94  3.000
 ODE  HAC   CAC  CAD   114.66  3.000
 ODE  HAC   CAC  OBC   111.97  3.000
 ODE  CAD   CAC  OBC    99.34  3.000
 ODE  HAC   CAC  CAA   116.88  3.000
 ODE  CAD   CAC  CAA   109.58  3.000
 ODE  OBC   CAC  CAA   102.33  3.000
 ODE  CAE   OBC  CAC    96.42  3.000
 ODE  HAD   CAD  CAK   107.46  3.000
 ODE  HAD   CAD  CAR   105.58  3.000
 ODE  CAK   CAD  CAR   118.36  3.000
 ODE  HAD   CAD  CAC   107.59  3.000
 ODE  CAR   CAD  CAC   116.02  3.000
 ODE  CAK   CAD  CAC   101.25  3.000
 ODE  OBA   CAR  OBD   124.27  3.000
 ODE  OBD   CAR  CAD   124.64  3.000
 ODE  OBA   CAR  CAD   110.92  3.000
 ODE  CAJ   OBA  CAR   118.17  3.000
 ODE  HAJ2  CAJ  HAJ1  107.94  3.000
 ODE  HAJ2  CAJ  CAU   110.80  3.000
 ODE  HAJ1  CAJ  CAU   111.09  3.000
 ODE  HAJ2  CAJ  OBA   109.66  3.000
 ODE  HAJ1  CAJ  OBA   109.60  3.000
 ODE  CAU   CAJ  OBA   107.74  3.000
 ODE  HAU3  CAU  HAU2  108.66  3.000
 ODE  HAU3  CAU  HAU1  107.85  3.000
 ODE  HAU2  CAU  HAU1  107.88  3.000
 ODE  HAU3  CAU  CAJ   111.84  3.000
 ODE  HAU2  CAU  CAJ   111.33  3.000
 ODE  HAU1  CAU  CAJ   109.15  3.000
 ODE  HAK   CAK  CAE   108.56  3.000
 ODE  HAK   CAK  CAQ   109.39  3.000
 ODE  CAE   CAK  CAQ   112.45  3.000
 ODE  HAK   CAK  CAD   110.70  3.000
 ODE  CAE   CAK  CAD    99.51  3.000
 ODE  CAQ   CAK  CAD   115.76  3.000
 ODE  OBB   CAQ  OAY   123.82  3.000
 ODE  OAY   CAQ  CAK   124.81  3.000
 ODE  OBB   CAQ  CAK   111.34  3.000
 ODE  CAS   OBB  CAQ   117.95  3.000
 ODE  HAS2  CAS  HAS1  107.82  3.000
 ODE  HAS2  CAS  CAG   111.06  3.000
 ODE  HAS1  CAS  CAG   110.99  3.000
 ODE  HAS2  CAS  OBB   109.71  3.000
 ODE  HAS1  CAS  OBB   109.53  3.000
 ODE  CAG   CAS  OBB   107.72  3.000
 ODE  HAG3  CAG  HAG2  107.85  3.000
 ODE  HAG3  CAG  HAG1  107.83  3.000
 ODE  HAG2  CAG  HAG1  108.72  3.000
 ODE  HAG3  CAG  CAS   109.10  3.000
 ODE  HAG2  CAG  CAS   111.53  3.000
 ODE  HAG1  CAG  CAS   111.68  3.000
 ODE  HAE   CAE  CAB   117.33  3.000
 ODE  HAE   CAE  CAK   113.98  3.000
 ODE  CAB   CAE  CAK   108.73  3.000
 ODE  HAE   CAE  OBC   111.82  3.000
 ODE  CAB   CAE  OBC   102.10  3.000
 ODE  CAK   CAE  OBC   101.05  3.000
 ODE  CAH   CAB  CAE   123.38  3.000
 ODE  CAH   CAB  CAA   132.29  3.000
 ODE  CAE   CAB  CAA   104.32  3.000
 ODE  CAP   CAH  CAM   117.12  3.000
 ODE  CAM   CAH  CAB   120.81  3.000
 ODE  CAP   CAH  CAB   121.99  3.000
 ODE  HAM   CAM  CAW   117.69  3.000
 ODE  HAM   CAM  CAH   120.38  3.000
 ODE  CAW   CAM  CAH   121.92  3.000
 ODE  HAW   CAW  CAT   120.00  3.000
 ODE  HAW   CAW  CAM   120.06  3.000
 ODE  CAT   CAW  CAM   119.95  3.000
 ODE  CAX   CAT  OBE   122.82  3.000
 ODE  OBE   CAT  CAW   118.06  3.000
 ODE  CAX   CAT  CAW   119.12  3.000
 ODE  HOBE  OBE  CAT   110.52  3.000
 ODE  HAX   CAX  CAP   119.50  3.000
 ODE  HAX   CAX  CAT   120.24  3.000
 ODE  CAP   CAX  CAT   120.26  3.000
 ODE  HAP   CAP  CAX   118.44  3.000
 ODE  HAP   CAP  CAH   119.96  3.000
 ODE  CAX   CAP  CAH   121.60  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
 ODE  CONST_01  CAO   CAL  CAF  CAI     0.00   0.0  0
 ODE  CONST_02  CAO   CAV  CAN  CAI     0.00   0.0  0
 ODE  CONST_03  CAL   CAF  CAI  CAN     0.00   0.0  0
 ODE  CONST_04  CAL   CAO  CAV  CAN     0.00   0.0  0
 ODE  CONST_05  CAF   CAI  CAN  CAV     0.00   0.0  0
 ODE  CONST_06  CAF   CAL  CAO  CAV     0.00   0.0  0
 ODE  CONST_07  CAT   CAX  CAP  CAH     0.00   0.0  0
 ODE  CONST_08  CAT   CAW  CAM  CAH     0.00   0.0  0
 ODE  CONST_09  CAX   CAP  CAH  CAM     0.00   0.0  0
 ODE  CONST_10  CAX   CAT  CAW  CAM     0.00   0.0  0
 ODE  CONST_11  CAP   CAH  CAM  CAW     0.00   0.0  0
 ODE  CONST_12  CAP   CAX  CAT  CAW     0.00   0.0  0
 ODE  CONST_13  CAA   CAF  CAI  CAN   180.00   0.0  0
 ODE  CONST_14  CAA   CAF  CAL  CAO   180.00   0.0  0
 ODE  CONST_15  CAX   CAP  CAH  CAB   180.00   0.0  0
 ODE  CONST_16  CAW   CAM  CAH  CAB   180.00   0.0  0
 ODE  CONST_17  OAZ   CAV  CAN  CAI   180.00   0.0  0
 ODE  CONST_18  CAL   CAO  CAV  OAZ   180.00   0.0  0
 ODE  CONST_19  OBE   CAT  CAW  CAM   180.00   0.0  0
 ODE  CONST_20  CAP   CAX  CAT  OBE   180.00   0.0  0
 ODE  CONST_21  HAL   CAL  CAF  CAI   180.00   0.0  0
 ODE  CONST_22  HAO   CAO  CAV  CAN   180.00   0.0  0
 ODE  CONST_23  HAI   CAI  CAN  CAV   180.00   0.0  0
 ODE  CONST_24  HAN   CAN  CAV  CAO   180.00   0.0  0
 ODE  CONST_25  HAP   CAP  CAH  CAB     0.00   0.0  0
 ODE  CONST_26  HAM   CAM  CAH  CAB     0.00   0.0  0
 ODE  CONST_27  HAX   CAX  CAP  CAH   180.00   0.0  0
 ODE  CONST_28  HAW   CAW  CAM  CAH   180.00   0.0  0
 ODE  Var_01    CAC   CAA  CAF  CAI  -129.85  30.0  2
 ODE  Var_02    CAE   CAB  CAA  CAF  -173.00  30.0  1
 ODE  Var_03    CAP   CAH  CAB  CAA    25.65  30.0  2
 ODE  Var_04    CAU   CAJ  OBA  CAR   169.39  30.0  3
 ODE  Var_05    CAG   CAS  OBB  CAQ  -179.34  30.0  3
 ODE  Var_06    HAU1  CAU  CAJ  OBA   179.89  30.0  3
 ODE  Var_07    HAG1  CAG  CAS  OBB   -61.76  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
 ODE  chir_01  CAC  CAA  OBC  CAD  positiv
 ODE  chir_02  CAD  CAC  CAK  CAR  positiv
 ODE  chir_03  CAK  CAD  CAQ  CAE  negativ
 ODE  chir_04  CAE  OBC  CAK  CAB  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
 ODE  plan-1  CAI  0.020
 ODE  plan-1  CAN  0.020
 ODE  plan-1  CAV  0.020
 ODE  plan-1  OAZ  0.020
 ODE  plan-1  CAO  0.020
 ODE  plan-1  CAL  0.020
 ODE  plan-1  CAF  0.020
 ODE  plan-1  CAA  0.020
 ODE  plan-1  HAI  0.020
 ODE  plan-1  HAN  0.020
 ODE  plan-1  HAO  0.020
 ODE  plan-1  HAL  0.020
 ODE  plan-2  CAB  0.020
 ODE  plan-2  CAH  0.020
 ODE  plan-2  CAM  0.020
 ODE  plan-2  CAW  0.020
 ODE  plan-2  CAT  0.020
 ODE  plan-2  OBE  0.020
 ODE  plan-2  CAX  0.020
 ODE  plan-2  CAP  0.020
 ODE  plan-2  HAM  0.020
 ODE  plan-2  HAW  0.020
 ODE  plan-2  HAX  0.020
 ODE  plan-2  HAP  0.020
 ODE  plan-3  CAD  0.020
 ODE  plan-3  CAR  0.020
 ODE  plan-3  OBD  0.020
 ODE  plan-3  OBA  0.020
 ODE  plan-4  CAK  0.020
 ODE  plan-4  CAQ  0.020
 ODE  plan-4  OAY  0.020
 ODE  plan-4  OBB  0.020

