# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 16:59:07 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: (2Z,5E)-6-[4-(3-fluorobenzoyl)-1H-pyrrol-2-yl]-2-hydroxy-4-oxohexa-2,5-dienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(/O)=C/C(=O)\C=C\c1[nH]cc(c1)C(=O)c2cccc(F)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
 1FO  1FO  '(2Z,5E)-6-[4-(3-fluorobenzoyl)-1H-pyrrol-2-yl]-2-hydroxy-4-oxohexa-2,5-dienoic acid'  ligand  36  24  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1FO
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
 1FO  OAA   O  O     0  -0.506  -4.0873  -1.7144   0.5685
 1FO  OAB   O  O     0  -0.412  -6.8979   2.2622  -0.5539
 1FO  OAC   O  O     0  -0.402   3.8368  -2.5962   0.1674
 1FO  OAD   O  OH1   0  -0.577  -8.3633   0.6821   0.0516
 1FO  OAE   O  OH1   0  -0.590  -6.5374  -1.0471   0.5115
 1FO  CAG   C  C1    0  -0.368  -2.3856  -0.1869  -0.0421
 1FO  CAH   C  C1    0  -0.245  -1.3661  -1.0361   0.1895
 1FO  CAI   C  C1    0  -0.491  -4.7898   0.4212  -0.0898
 1FO  CAJ   C  CR16  0  -0.229   7.0129  -0.0107  -0.8527
 1FO  CAK   C  CR16  0  -0.405   7.0046   1.2245  -0.2173
 1FO  CAL   C  CR16  0  -0.287   5.9183  -0.8560  -0.7659
 1FO  CAM   C  CR15  0  -0.007   1.8722   0.3772  -0.4925
 1FO  CAN   C  CR16  0  -0.455   4.7627   0.7780   0.5802
 1FO  CAO   C  CR15  0  -0.365   1.0963  -1.5904   0.2716
 1FO  NAP   N  NR15  0  -0.651   0.5376   0.4257  -0.4563
 1FO  CAQ   C  C     0   0.430  -3.7719  -0.5791   0.1744
 1FO  CAR   C  C     0   0.519  -7.1545   1.1492  -0.1752
 1FO  CAS   C  C     0   0.264  -6.0959   0.1185   0.0968
 1FO  CAT   C  C     0   0.335   3.6316  -1.4023   0.0410
 1FO  CAU   C  CR6   0   0.547   5.8777   1.5880   0.4929
 1FO  CAV   C  CR5   0   0.386   0.0250  -0.7626   0.0134
 1FO  CAW   C  CR6   0  -0.013   4.7830  -0.4581  -0.0616
 1FO  CAX   C  CR5   0  -0.127   2.2759  -0.8733  -0.0357
 1FO  HOAD  H  HOH1  0   0.495  -9.0281   1.3641  -0.1323
 1FO  HAG   H  H     0   0.267  -2.2158   0.8248  -0.3915
 1FO  HAH   H  H     0   0.285  -1.5882  -2.0356   0.5477
 1FO  HAI   H  H     0   0.285  -4.5065   1.4043  -0.4335
 1FO  HAJ   H  HCR6  0   0.276   7.8852  -0.3129  -1.4164
 1FO  HAK   H  HCR6  0   0.289   7.8572   1.8889  -0.2707
 1FO  HAL   H  HCR6  0   0.268   5.9383  -1.8178  -1.2606
 1FO  HAM   H  HCR5  0   0.311   2.4479   1.2095  -0.8630
 1FO  HAN   H  HCR6  0   0.294   3.9098   1.0984   1.1648
 1FO  HAO   H  HCR5  0   0.272   1.0307  -2.5965   0.6556
 1FO  HNAP  H  HNR5  0   0.430  -0.0029   1.2226  -0.7564
 1FO  H12   H  HOH1  0   0.487  -5.7281  -1.6140   0.6468
 1FO  FAF   F  F     0  -0.312   5.8623   2.7708   1.1261

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
 1FO  OAA  CAQ   double    1.242  0.020  1.242
 1FO  OAB  CAR   double    1.203  0.020  1.203
 1FO  OAD  HOAD  single    0.850  0.020  0.980
 1FO  OAE  CAS   single    1.314  0.020  1.314
 1FO  CAG  CAH   double    1.347  0.020  1.347
 1FO  CAG  HAG   single    0.930  0.020  1.080
 1FO  CAH  CAV   single    1.429  0.020  1.429
 1FO  CAH  HAH   single    0.930  0.020  1.080
 1FO  CAI  CAQ   single    1.451  0.020  1.451
 1FO  CAI  HAI   single    0.930  0.020  1.080
 1FO  CAJ  CAK   aromatic  1.389  0.020  1.389
 1FO  CAJ  HAJ   single    0.930  0.020  1.080
 1FO  CAK  CAU   aromatic  1.381  0.020  1.381
 1FO  CAK  HAK   single    0.930  0.020  1.080
 1FO  CAL  CAJ   aromatic  1.386  0.020  1.386
 1FO  CAL  HAL   single    0.930  0.020  1.080
 1FO  CAM  CAX   aromatic  1.391  0.020  1.391
 1FO  CAM  HAM   single    0.930  0.020  1.080
 1FO  CAN  CAU   aromatic  1.381  0.020  1.381
 1FO  CAN  HAN   single    0.930  0.020  1.080
 1FO  CAO  CAX   aromatic  1.414  0.020  1.414
 1FO  CAO  HAO   single    0.930  0.020  1.080
 1FO  NAP  CAM   aromatic  1.336  0.020  1.336
 1FO  NAP  HNAP  single    0.860  0.020  1.020
 1FO  CAQ  CAG   single    1.457  0.020  1.457
 1FO  CAR  OAD   single    1.316  0.020  1.316
 1FO  CAR  CAS   single    1.502  0.020  1.502
 1FO  CAS  CAI   double    1.354  0.020  1.354
 1FO  CAT  OAC   double    1.218  0.020  1.218
 1FO  CAT  CAW   single    1.493  0.020  1.493
 1FO  CAU  FAF   single    1.342  0.020  1.342
 1FO  CAV  CAO   aromatic  1.378  0.020  1.378
 1FO  CAV  NAP   aromatic  1.377  0.020  1.377
 1FO  CAW  CAL   aromatic  1.394  0.020  1.394
 1FO  CAW  CAN   aromatic  1.393  0.020  1.393
 1FO  CAX  CAT   single    1.457  0.020  1.457
 1FO  OAE  H12   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
 1FO  HOAD  OAD  CAR  110.33  3.000
 1FO  H12   OAE  CAS  105.93  3.000
 1FO  HAG   CAG  CAQ  116.64  3.000
 1FO  CAQ   CAG  CAH  121.66  3.000
 1FO  HAG   CAG  CAH  121.70  3.000
 1FO  HAH   CAH  CAV  114.61  3.000
 1FO  HAH   CAH  CAG  118.87  3.000
 1FO  CAV   CAH  CAG  126.52  3.000
 1FO  HAI   CAI  CAS  120.06  3.000
 1FO  CAS   CAI  CAQ  119.84  3.000
 1FO  HAI   CAI  CAQ  120.10  3.000
 1FO  HAJ   CAJ  CAL  119.95  3.000
 1FO  CAL   CAJ  CAK  120.60  3.000
 1FO  HAJ   CAJ  CAK  119.45  3.000
 1FO  HAK   CAK  CAU  120.44  3.000
 1FO  HAK   CAK  CAJ  121.24  3.000
 1FO  CAU   CAK  CAJ  118.31  3.000
 1FO  HAL   CAL  CAW  119.99  3.000
 1FO  CAW   CAL  CAJ  120.06  3.000
 1FO  HAL   CAL  CAJ  119.94  3.000
 1FO  HAM   CAM  CAX  130.70  3.000
 1FO  HAM   CAM  NAP  120.99  3.000
 1FO  CAX   CAM  NAP  108.28  3.000
 1FO  HAN   CAN  CAW  121.53  3.000
 1FO  CAW   CAN  CAU  118.66  3.000
 1FO  HAN   CAN  CAU  119.78  3.000
 1FO  HAO   CAO  CAX  126.94  3.000
 1FO  HAO   CAO  CAV  125.41  3.000
 1FO  CAX   CAO  CAV  107.64  3.000
 1FO  HNAP  NAP  CAV  125.73  3.000
 1FO  CAV   NAP  CAM  110.47  3.000
 1FO  HNAP  NAP  CAM  123.78  3.000
 1FO  CAI   CAQ  CAG  117.05  3.000
 1FO  CAG   CAQ  OAA  122.32  3.000
 1FO  CAI   CAQ  OAA  120.63  3.000
 1FO  CAS   CAR  OAD  111.88  3.000
 1FO  CAS   CAR  OAB  122.77  3.000
 1FO  OAD   CAR  OAB  125.35  3.000
 1FO  CAR   CAS  CAI  120.10  3.000
 1FO  CAI   CAS  OAE  124.49  3.000
 1FO  CAR   CAS  OAE  115.41  3.000
 1FO  CAX   CAT  CAW  118.97  3.000
 1FO  CAX   CAT  OAC  121.20  3.000
 1FO  CAW   CAT  OAC  119.82  3.000
 1FO  CAN   CAU  CAK  122.48  3.000
 1FO  CAN   CAU  FAF  118.56  3.000
 1FO  CAK   CAU  FAF  118.96  3.000
 1FO  NAP   CAV  CAO  107.04  3.000
 1FO  NAP   CAV  CAH  124.73  3.000
 1FO  CAO   CAV  CAH  128.23  3.000
 1FO  CAT   CAW  CAN  121.23  3.000
 1FO  CAN   CAW  CAL  119.87  3.000
 1FO  CAT   CAW  CAL  118.84  3.000
 1FO  CAT   CAX  CAO  125.48  3.000
 1FO  CAT   CAX  CAM  127.85  3.000
 1FO  CAO   CAX  CAM  106.56  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
 1FO  CONST_01  CAN   CAU  CAK  CAJ     0.00   0.0  0
 1FO  CONST_02  CAN   CAW  CAL  CAJ     0.00   0.0  0
 1FO  CONST_03  CAW   CAL  CAJ  CAK     0.00   0.0  0
 1FO  CONST_04  CAW   CAN  CAU  CAK     0.00   0.0  0
 1FO  CONST_05  CAU   CAK  CAJ  CAL     0.00   0.0  0
 1FO  CONST_06  CAU   CAN  CAW  CAL     0.00   0.0  0
 1FO  CONST_07  CAV   CAO  CAX  CAM     0.00   0.0  0
 1FO  CONST_08  CAO   CAV  NAP  CAM     0.00   0.0  0
 1FO  CONST_09  NAP   CAM  CAX  CAO     0.00   0.0  0
 1FO  CONST_10  CAX   CAO  CAV  NAP     0.00   0.0  0
 1FO  CONST_11  CAX   CAM  NAP  CAV     0.00   0.0  0
 1FO  CONST_12  CAJ   CAK  CAU  FAF   180.00   0.0  0
 1FO  CONST_13  CAW   CAN  CAU  FAF   180.00   0.0  0
 1FO  CONST_14  CAX   CAO  CAV  CAH   180.00   0.0  0
 1FO  CONST_15  CAM   NAP  CAV  CAH   180.00   0.0  0
 1FO  CONST_16  CAT   CAW  CAL  CAJ   180.00   0.0  0
 1FO  CONST_17  CAT   CAX  CAM  NAP   180.00   0.0  0
 1FO  CONST_18  CAU   CAN  CAW  CAT   180.00   0.0  0
 1FO  CONST_19  CAV   CAO  CAX  CAT   180.00   0.0  0
 1FO  CONST_20  HAL   CAL  CAJ  CAK   180.00   0.0  0
 1FO  CONST_21  HAN   CAN  CAU  CAK   180.00   0.0  0
 1FO  CONST_22  HAK   CAK  CAJ  CAL   180.00   0.0  0
 1FO  CONST_23  HAO   CAO  CAX  CAM   180.00   0.0  0
 1FO  CONST_24  HAM   CAM  CAX  CAO   180.00   0.0  0
 1FO  CONST_25  HNAP  NAP  CAV  CAO   180.00   0.0  0
 1FO  CONST_26  HAJ   CAJ  CAK  CAU   180.00   0.0  0
 1FO  CONST_27  HOAD  OAD  CAR  OAB     0.00   0.0  0
 1FO  Var_01    CAX   CAT  CAW  CAL  -141.65  30.0  2
 1FO  Var_02    CAW   CAT  CAX  CAM    15.86  30.0  2
 1FO  Var_03    CAO   CAV  CAH  CAG   178.15  30.0  2
 1FO  Var_04    CAV   CAH  CAG  CAQ   180.00   0.0  2
 1FO  Var_05    CAQ   CAI  CAS  OAE    -0.04   0.0  2
 1FO  Var_06    CAS   CAI  CAQ  OAA     0.15  30.0  1
 1FO  Var_07    CAH   CAG  CAQ  OAA    -0.75  30.0  2
 1FO  Var_08    OAE   CAS  CAR  OAB   179.65  30.0  2

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
 1FO  plan-1  CAH   0.020
 1FO  plan-1  CAM   0.020
 1FO  plan-1  CAO   0.020
 1FO  plan-1  NAP   0.020
 1FO  plan-1  CAT   0.020
 1FO  plan-1  CAV   0.020
 1FO  plan-1  CAX   0.020
 1FO  plan-1  HAM   0.020
 1FO  plan-1  HAO   0.020
 1FO  plan-1  HNAP  0.020
 1FO  plan-2  CAJ   0.020
 1FO  plan-2  CAK   0.020
 1FO  plan-2  CAL   0.020
 1FO  plan-2  CAN   0.020
 1FO  plan-2  CAT   0.020
 1FO  plan-2  CAU   0.020
 1FO  plan-2  CAW   0.020
 1FO  plan-2  HAJ   0.020
 1FO  plan-2  HAK   0.020
 1FO  plan-2  HAL   0.020
 1FO  plan-2  HAN   0.020
 1FO  plan-2  FAF   0.020
 1FO  plan-3  OAA   0.020
 1FO  plan-3  CAG   0.020
 1FO  plan-3  CAI   0.020
 1FO  plan-3  CAQ   0.020
 1FO  plan-4  OAC   0.020
 1FO  plan-4  CAT   0.020
 1FO  plan-4  CAW   0.020
 1FO  plan-4  CAX   0.020
 1FO  plan-5  OAB   0.020
 1FO  plan-5  OAD   0.020
 1FO  plan-5  CAR   0.020
 1FO  plan-5  CAS   0.020
 1FO  plan-5  HOAD  0.020
 1FO  plan-6  CAG   0.020
 1FO  plan-6  CAH   0.020
 1FO  plan-6  CAQ   0.020
 1FO  plan-6  CAV   0.020
 1FO  plan-6  HAG   0.020
 1FO  plan-6  HAH   0.020
 1FO  plan-7  OAE   0.020
 1FO  plan-7  CAI   0.020
 1FO  plan-7  CAQ   0.020
 1FO  plan-7  CAR   0.020
 1FO  plan-7  CAS   0.020
 1FO  plan-7  HAI   0.020

