# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 14:49:25 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (1R,2R,4S,5R)-1,4,5-trihydroxy-2-(4-methoxybenzyl)-3-oxocyclohexanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(C[C@H]2C(=O)[C@@H](O)[C@H](O)C[C@]2(O)C(O)=O)cc1
#
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
 XNW  XNW  '(1R,2R,4S,5R)-1,4,5-trihydroxy-2-(4-methoxybenzyl)-3-oxocyclohexanecarboxylic acid'  ligand  39  22  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_XNW
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
 XNW  CAA   C  CH3    0  -0.434  -6.4077   0.6707  -0.1464
 XNW  OAN   O  O2     0  -0.474  -5.4772  -0.1226  -0.8530
 XNW  CAR   C  C      0   0.362  -4.2327  -0.2528  -0.3473
 XNW  CAK   C  C1     0  -0.329  -3.3439  -1.0410  -1.0824
 XNW  CAI   C  C1     0  -0.287  -2.0501  -1.2282  -0.6347
 XNW  CAJ   C  C1     0  -0.371  -3.7962   0.3342   0.8358
 XNW  CAH   C  C1     0  -0.302  -2.4870   0.1345   1.2661
 XNW  CAQ   C  C      0   0.114  -1.5911  -0.6435   0.5481
 XNW  CAL   C  CH2    0  -0.516  -0.1721  -0.8678   0.9945
 XNW  CAU   C  CH1    0  -0.362   0.8417  -0.1377   0.1117
 XNW  CAP   C  C      0   0.376   0.9057   1.3376   0.4070
 XNW  OAC   O  O      0  -0.386   0.2895   1.8799   1.2946
 XNW  CAT   C  CH1    0  -0.046   1.8317   2.1325  -0.4979
 XNW  OAF   O  OH1    0  -0.669   1.9038   3.4836  -0.1491
 XNW  CAS   C  CH1    0   0.051   3.2450   1.5453  -0.4242
 XNW  OAE   O  OH1    0  -0.671   4.1043   2.1677  -1.3501
 XNW  CAM   C  CH2    0  -0.476   3.2087   0.0604  -0.7322
 XNW  CAV   C  CT     0   0.070   2.2760  -0.7052   0.2114
 XNW  CAO   C  C      0   0.434   2.2676  -2.2065  -0.1900
 XNW  OAD   O  OC    -1  -0.598   2.6997  -2.9785   0.6951
 XNW  OAB   O  O      0  -0.577   1.8528  -2.4999  -1.3194
 XNW  OAG   O  OH1    0  -0.701   2.7235  -0.5965   1.5381
 XNW  HAA1  H  HCH3   0   0.226  -6.0771   1.7093  -0.0591
 XNW  HAA2  H  HCH3   0   0.257  -7.3331   0.6468  -0.7171
 XNW  HAA3  H  HCH3   0   0.226  -6.6029   0.2795   0.8558
 XNW  HAK   H  H      0   0.257  -3.6775  -1.5064  -2.0018
 XNW  HAJ   H  H      0   0.273  -4.4525   0.9507   1.4352
 XNW  HAI   H  H      0   0.243  -1.3775  -1.8506  -1.2153
 XNW  HAH   H  H      0   0.245  -2.1704   0.6015   2.1903
 XNW  HAL1  H  HCH2   0   0.250  -0.0495  -0.5688   2.0357
 XNW  HAL2  H  HCH2   0   0.258   0.0325  -1.9405   0.9619
 XNW  HAU   H  HCH1   0   0.280   0.5452  -0.2423  -0.9389
 XNW  HAT   H  HCH1   0   0.234   1.4650   1.9957  -1.5303
 XNW  HAF   H  HOH1   0   0.455   1.0125   3.8353  -0.0551
 XNW  HAS   H  HCH1   0   0.216   3.6119   1.6935   0.6014
 XNW  HAE   H  HOH1   0   0.451   4.2093   3.0902  -1.0961
 XNW  HAM1  H  HCH2   0   0.238   2.8816  -0.0890  -1.7646
 XNW  HAM2  H  HCH2   0   0.251   4.2200  -0.3477  -0.6509
 XNW  HAG   H  HOH1   0   0.432   2.9086  -1.5282   1.7706

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
 XNW  CAA  OAN   single    1.412  0.020  1.412
 XNW  OAN  CAR   single    1.350  0.020  1.350
 XNW  CAR  CAK   aromatic  1.397  0.020  1.397
 XNW  CAR  CAJ   aromatic  1.391  0.020  1.391
 XNW  CAK  CAI   aromatic  1.382  0.020  1.382
 XNW  CAI  CAQ   aromatic  1.397  0.020  1.397
 XNW  CAJ  CAH   aromatic  1.392  0.020  1.392
 XNW  CAH  CAQ   aromatic  1.387  0.020  1.387
 XNW  CAQ  CAL   single    1.504  0.020  1.504
 XNW  CAL  CAU   single    1.530  0.020  1.530
 XNW  CAU  CAP   single    1.506  0.020  1.506
 XNW  CAU  CAV   single    1.546  0.020  1.546
 XNW  CAP  OAC   double    1.209  0.020  1.209
 XNW  CAP  CAT   single    1.519  0.020  1.519
 XNW  CAT  OAF   single    1.397  0.020  1.397
 XNW  CAT  CAS   single    1.532  0.020  1.532
 XNW  CAS  OAE   single    1.408  0.020  1.408
 XNW  CAS  CAM   single    1.517  0.020  1.517
 XNW  CAM  CAV   single    1.532  0.020  1.532
 XNW  CAV  CAO   single    1.554  0.020  1.554
 XNW  CAV  OAG   single    1.404  0.020  1.404
 XNW  CAO  OAD   deloc     1.251  0.020  1.251
 XNW  CAO  OAB   deloc     1.238  0.020  1.238
 XNW  CAA  HAA1  single    0.970  0.020  1.090
 XNW  CAA  HAA2  single    0.970  0.020  1.090
 XNW  CAA  HAA3  single    0.970  0.020  1.090
 XNW  CAK  HAK   single    0.930  0.020  1.080
 XNW  CAJ  HAJ   single    0.930  0.020  1.080
 XNW  CAI  HAI   single    0.930  0.020  1.080
 XNW  CAH  HAH   single    0.930  0.020  1.080
 XNW  CAL  HAL1  single    0.970  0.020  1.090
 XNW  CAL  HAL2  single    0.970  0.020  1.090
 XNW  CAU  HAU   single    0.970  0.020  1.090
 XNW  CAT  HAT   single    0.970  0.020  1.090
 XNW  OAF  HAF   single    0.850  0.020  0.980
 XNW  CAS  HAS   single    0.970  0.020  1.090
 XNW  OAE  HAE   single    0.850  0.020  0.980
 XNW  CAM  HAM1  single    0.970  0.020  1.090
 XNW  CAM  HAM2  single    0.970  0.020  1.090
 XNW  OAG  HAG   single    0.850  0.020  0.980

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
 XNW  HAA3  CAA  HAA2  108.74  3.000
 XNW  HAA3  CAA  HAA1  108.70  3.000
 XNW  HAA2  CAA  HAA1  108.67  3.000
 XNW  HAA3  CAA  OAN   112.04  3.000
 XNW  HAA2  CAA  OAN   106.61  3.000
 XNW  HAA1  CAA  OAN   111.98  3.000
 XNW  CAR   OAN  CAA   118.31  3.000
 XNW  CAJ   CAR  CAK   119.07  3.000
 XNW  CAJ   CAR  OAN   124.57  3.000
 XNW  CAK   CAR  OAN   116.36  3.000
 XNW  HAK   CAK  CAI   120.34  3.000
 XNW  HAK   CAK  CAR   119.54  3.000
 XNW  CAI   CAK  CAR   120.11  3.000
 XNW  HAI   CAI  CAQ   119.32  3.000
 XNW  HAI   CAI  CAK   119.00  3.000
 XNW  CAQ   CAI  CAK   121.68  3.000
 XNW  HAJ   CAJ  CAH   118.74  3.000
 XNW  HAJ   CAJ  CAR   121.43  3.000
 XNW  CAH   CAJ  CAR   119.83  3.000
 XNW  HAH   CAH  CAQ   119.66  3.000
 XNW  HAH   CAH  CAJ   118.48  3.000
 XNW  CAQ   CAH  CAJ   121.86  3.000
 XNW  CAL   CAQ  CAH   122.64  3.000
 XNW  CAL   CAQ  CAI   119.91  3.000
 XNW  CAH   CAQ  CAI   117.45  3.000
 XNW  HAL2  CAL  HAL1  106.07  3.000
 XNW  HAL2  CAL  CAU   109.10  3.000
 XNW  HAL1  CAL  CAU   110.23  3.000
 XNW  HAL2  CAL  CAQ   108.31  3.000
 XNW  HAL1  CAL  CAQ   110.40  3.000
 XNW  CAU   CAL  CAQ   112.50  3.000
 XNW  HAU   CAU  CAV   106.12  3.000
 XNW  HAU   CAU  CAP   107.03  3.000
 XNW  CAV   CAU  CAP   107.91  3.000
 XNW  HAU   CAU  CAL   109.16  3.000
 XNW  CAV   CAU  CAL   113.73  3.000
 XNW  CAP   CAU  CAL   112.49  3.000
 XNW  CAT   CAP  OAC   120.88  3.000
 XNW  CAT   CAP  CAU   114.94  3.000
 XNW  OAC   CAP  CAU   124.18  3.000
 XNW  HAT   CAT  CAS   107.69  3.000
 XNW  HAT   CAT  OAF   111.74  3.000
 XNW  CAS   CAT  OAF   108.11  3.000
 XNW  HAT   CAT  CAP   106.84  3.000
 XNW  CAS   CAT  CAP   109.45  3.000
 XNW  OAF   CAT  CAP   112.87  3.000
 XNW  HAF   OAF  CAT   109.25  3.000
 XNW  HAS   CAS  CAM   109.24  3.000
 XNW  HAS   CAS  OAE   110.50  3.000
 XNW  CAM   CAS  OAE   108.28  3.000
 XNW  HAS   CAS  CAT   107.52  3.000
 XNW  CAM   CAS  CAT   110.08  3.000
 XNW  OAE   CAS  CAT   111.21  3.000
 XNW  HAE   OAE  CAS   108.47  3.000
 XNW  HAM2  CAM  HAM1  107.21  3.000
 XNW  HAM2  CAM  CAV   109.32  3.000
 XNW  HAM1  CAM  CAV   109.35  3.000
 XNW  HAM2  CAM  CAS   109.15  3.000
 XNW  HAM1  CAM  CAS   109.44  3.000
 XNW  CAV   CAM  CAS   112.25  3.000
 XNW  OAG   CAV  CAO   108.69  3.000
 XNW  OAG   CAV  CAM   110.44  3.000
 XNW  CAO   CAV  CAM   109.08  3.000
 XNW  OAG   CAV  CAU   109.16  3.000
 XNW  CAO   CAV  CAU   109.45  3.000
 XNW  CAM   CAV  CAU   109.98  3.000
 XNW  OAB   CAO  OAD   127.91  3.000
 XNW  OAB   CAO  CAV   117.79  3.000
 XNW  OAD   CAO  CAV   114.29  3.000
 XNW  HAG   OAG  CAV   102.19  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
 XNW  CONST_01  CAQ   CAI  CAK  CAR     0.00   0.0  0
 XNW  CONST_02  CAQ   CAH  CAJ  CAR     0.00   0.0  0
 XNW  CONST_03  CAH   CAJ  CAR  CAK     0.00   0.0  0
 XNW  CONST_04  CAH   CAQ  CAI  CAK     0.00   0.0  0
 XNW  CONST_05  CAJ   CAR  CAK  CAI     0.00   0.0  0
 XNW  CONST_06  CAJ   CAH  CAQ  CAI     0.00   0.0  0
 XNW  CONST_07  CAI   CAK  CAR  OAN   180.00   0.0  0
 XNW  CONST_08  CAH   CAJ  CAR  OAN   180.00   0.0  0
 XNW  CONST_09  CAL   CAQ  CAI  CAK   180.00   0.0  0
 XNW  CONST_10  CAL   CAQ  CAH  CAJ   180.00   0.0  0
 XNW  CONST_11  HAI   CAI  CAK  CAR   180.00   0.0  0
 XNW  CONST_12  HAH   CAH  CAJ  CAR   180.00   0.0  0
 XNW  CONST_13  HAJ   CAJ  CAR  CAK   180.00   0.0  0
 XNW  CONST_14  HAK   CAK  CAR  CAJ   180.00   0.0  0
 XNW  Var_01    CAU   CAL  CAQ  CAI    70.90  30.0  2
 XNW  Var_02    CAK   CAR  OAN  CAA  -179.70  30.0  2
 XNW  Var_03    HAA1  CAA  OAN  CAR    61.09  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
 XNW  chir_01  CAU  CAL  CAP  CAV  negativ
 XNW  chir_02  CAT  OAF  CAP  CAS  positiv
 XNW  chir_03  CAS  OAE  CAT  CAM  negativ
 XNW  chir_04  CAV  CAU  CAM  CAO  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
 XNW  plan-1  OAN  0.020
 XNW  plan-1  CAR  0.020
 XNW  plan-1  CAK  0.020
 XNW  plan-1  CAI  0.020
 XNW  plan-1  CAJ  0.020
 XNW  plan-1  CAH  0.020
 XNW  plan-1  CAQ  0.020
 XNW  plan-1  CAL  0.020
 XNW  plan-1  HAK  0.020
 XNW  plan-1  HAJ  0.020
 XNW  plan-1  HAI  0.020
 XNW  plan-1  HAH  0.020
 XNW  plan-2  CAU  0.020
 XNW  plan-2  CAP  0.020
 XNW  plan-2  OAC  0.020
 XNW  plan-2  CAT  0.020
 XNW  plan-3  CAV  0.020
 XNW  plan-3  CAO  0.020
 XNW  plan-3  OAD  0.020
 XNW  plan-3  OAB  0.020

