# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 04:24:03 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 5-(4-fluorophenyl)-4-[4-fluoro-3-(trifluoromethyl)phenyl]-1H-pyrazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)c2[nH]ncc2c3ccc(F)c(c3)C(F)(F)F
#
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
 4OE  4OE  5-(4-fluorophenyl)-4-[4-fluoro-3-(trifluoromethyl)phenyl]-1H-pyrazole  ligand  32  23  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_4OE
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
 4OE  FAC  F  F     0  -0.298   4.1621   1.0915   1.2772
 4OE  CAW  C  CT    0   1.062   4.0664   0.0477   0.4508
 4OE  FAD  F  F     0  -0.310   5.0297   0.1887  -0.4691
 4OE  FAE  F  F     0  -0.310   4.3687  -1.0445   1.1647
 4OE  CAU  C  CR6   0  -0.372   2.7091  -0.0530  -0.1737
 4OE  CAM  C  CR16  0  -0.347   1.7067   0.8630   0.1184
 4OE  CAQ  C  CR6   0   0.555   2.4262  -1.0834  -1.0584
 4OE  FAB  F  F     0  -0.298   3.3784  -1.9772  -1.3495
 4OE  CAH  C  CR16  0  -0.388   1.1882  -1.2114  -1.6512
 4OE  CAK  C  CR16  0  -0.293   0.2052  -0.2824  -1.3563
 4OE  CAS  C  CR6   0   0.054   0.4447   0.7626  -0.4636
 4OE  CAT  C  CR5   0  -0.178  -0.5837   1.7579  -0.1588
 4OE  CAL  C  CR15  0  -0.100  -0.4111   3.1533  -0.0654
 4OE  NAN  N  N     0  -0.252  -1.5507   3.7706   0.1706
 4OE  NAO  N  NR15  0  -0.496  -2.4551   2.8031   0.2327
 4OE  CAV  C  CR5   0   0.443  -1.9431   1.5711   0.0492
 4OE  CAR  C  CR6   0   0.006  -2.7674   0.3647   0.1143
 4OE  CAI  C  CR16  0  -0.274  -2.3123  -0.7616   0.8005
 4OE  CAF  C  CR16  0  -0.395  -3.0854  -1.9077   0.8771
 4OE  CAP  C  CR6   0   0.526  -4.3257  -1.9120   0.2662
 4OE  FAA  F  F     0  -0.310  -5.0807  -3.0171   0.3405
 4OE  CAG  C  CR16  0  -0.399  -4.8122  -0.8141  -0.4161
 4OE  CAJ  C  CR16  0  -0.276  -4.0235   0.3235  -0.4911
 4OE  H1   H  HCR6  0   0.278   1.8975   1.6644   0.8193
 4OE  H2   H  HCR6  0   0.294   1.0014  -2.0211  -2.3440
 4OE  H3   H  HCR6  0   0.273  -0.7591  -0.3706  -1.8392
 4OE  H4   H  HCR5  0   0.265   0.5037   3.7145  -0.1874
 4OE  H6   H  HCR6  0   0.273  -1.3489  -0.7432   1.2929
 4OE  H7   H  HCR6  0   0.286  -2.7328  -2.7791   1.4129
 4OE  H8   H  HCR6  0   0.286  -5.7842  -0.8455  -0.8894
 4OE  H9   H  HCR6  0   0.272  -4.3916   1.1794  -1.0424
 4OE  H5   H  HNR5  0   0.423  -3.4127   3.0301   0.4531

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
 4OE  FAA  CAP  single    1.341  0.020  1.341
 4OE  CAG  CAP  aromatic  1.381  0.020  1.381
 4OE  CAG  CAJ  aromatic  1.386  0.020  1.386
 4OE  CAP  CAF  aromatic  1.383  0.020  1.383
 4OE  CAJ  CAR  aromatic  1.395  0.020  1.395
 4OE  CAF  CAI  aromatic  1.385  0.020  1.385
 4OE  CAR  CAI  aromatic  1.395  0.020  1.395
 4OE  CAR  CAV  single    1.463  0.020  1.463
 4OE  NAO  CAV  aromatic  1.347  0.020  1.347
 4OE  NAO  NAN  aromatic  1.326  0.020  1.326
 4OE  CAV  CAT  aromatic  1.388  0.020  1.388
 4OE  NAN  CAL  aromatic  1.317  0.020  1.317
 4OE  CAT  CAL  aromatic  1.409  0.020  1.409
 4OE  CAT  CAS  single    1.463  0.020  1.463
 4OE  FAC  CAW  single    1.335  0.020  1.335
 4OE  CAM  CAS  aromatic  1.393  0.020  1.393
 4OE  CAM  CAU  aromatic  1.389  0.020  1.389
 4OE  CAS  CAK  aromatic  1.395  0.020  1.395
 4OE  FAD  CAW  single    1.339  0.020  1.339
 4OE  CAW  CAU  single    1.497  0.020  1.497
 4OE  CAW  FAE  single    1.339  0.020  1.339
 4OE  CAU  CAQ  aromatic  1.387  0.020  1.387
 4OE  CAK  CAH  aromatic  1.384  0.020  1.384
 4OE  CAQ  CAH  aromatic  1.379  0.020  1.379
 4OE  CAQ  FAB  single    1.338  0.020  1.338
 4OE  CAM  H1   single    0.930  0.020  1.080
 4OE  CAH  H2   single    0.930  0.020  1.080
 4OE  CAK  H3   single    0.930  0.020  1.080
 4OE  CAL  H4   single    0.930  0.020  1.080
 4OE  CAI  H6   single    0.930  0.020  1.080
 4OE  CAF  H7   single    0.930  0.020  1.080
 4OE  CAG  H8   single    0.930  0.020  1.080
 4OE  CAJ  H9   single    0.930  0.020  1.080
 4OE  NAO  H5   single    0.860  0.020  1.020

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
 4OE  CAU  CAW  FAE  111.84  3.000
 4OE  FAE  CAW  FAD  106.83  3.000
 4OE  CAU  CAW  FAD  111.87  3.000
 4OE  FAE  CAW  FAC  106.95  3.000
 4OE  CAU  CAW  FAC  112.07  3.000
 4OE  FAD  CAW  FAC  106.94  3.000
 4OE  CAQ  CAU  CAM  118.48  3.000
 4OE  CAQ  CAU  CAW  120.05  3.000
 4OE  CAM  CAU  CAW  121.47  3.000
 4OE  H1   CAM  CAS  118.93  3.000
 4OE  H1   CAM  CAU  119.85  3.000
 4OE  CAS  CAM  CAU  121.22  3.000
 4OE  CAH  CAQ  FAB  118.91  3.000
 4OE  FAB  CAQ  CAU  119.32  3.000
 4OE  CAH  CAQ  CAU  121.76  3.000
 4OE  H2   CAH  CAK  121.07  3.000
 4OE  H2   CAH  CAQ  120.00  3.000
 4OE  CAK  CAH  CAQ  118.93  3.000
 4OE  H3   CAK  CAS  119.97  3.000
 4OE  H3   CAK  CAH  118.89  3.000
 4OE  CAS  CAK  CAH  121.14  3.000
 4OE  CAT  CAS  CAK  121.48  3.000
 4OE  CAK  CAS  CAM  118.47  3.000
 4OE  CAT  CAS  CAM  120.04  3.000
 4OE  CAV  CAT  CAL  104.08  3.000
 4OE  CAL  CAT  CAS  126.96  3.000
 4OE  CAV  CAT  CAS  128.91  3.000
 4OE  H4   CAL  NAN  120.63  3.000
 4OE  H4   CAL  CAT  127.65  3.000
 4OE  NAN  CAL  CAT  111.71  3.000
 4OE  NAO  NAN  CAL  104.87  3.000
 4OE  H5   NAO  CAV  126.63  3.000
 4OE  H5   NAO  NAN  119.58  3.000
 4OE  CAV  NAO  NAN  113.69  3.000
 4OE  CAR  CAV  NAO  122.29  3.000
 4OE  NAO  CAV  CAT  105.65  3.000
 4OE  CAR  CAV  CAT  132.04  3.000
 4OE  CAJ  CAR  CAI  118.90  3.000
 4OE  CAI  CAR  CAV  120.26  3.000
 4OE  CAJ  CAR  CAV  120.83  3.000
 4OE  H6   CAI  CAF  119.08  3.000
 4OE  H6   CAI  CAR  120.03  3.000
 4OE  CAF  CAI  CAR  120.88  3.000
 4OE  H7   CAF  CAP  120.58  3.000
 4OE  H7   CAF  CAI  120.80  3.000
 4OE  CAP  CAF  CAI  118.62  3.000
 4OE  CAG  CAP  FAA  118.97  3.000
 4OE  CAG  CAP  CAF  122.13  3.000
 4OE  FAA  CAP  CAF  118.90  3.000
 4OE  H8   CAG  CAJ  120.76  3.000
 4OE  H8   CAG  CAP  120.64  3.000
 4OE  CAJ  CAG  CAP  118.60  3.000
 4OE  H9   CAJ  CAG  118.87  3.000
 4OE  H9   CAJ  CAR  120.25  3.000
 4OE  CAG  CAJ  CAR  120.87  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
 4OE  CONST_01  CAT  CAS  CAM  CAU  180.00   0.0  0
 4OE  CONST_02  CAK  CAS  CAM  CAU    0.00   0.0  0
 4OE  CONST_03  CAK  CAH  CAQ  CAU    0.00   0.0  0
 4OE  CONST_06  CAH  CAK  CAS  CAM    0.00   0.0  0
 4OE  CONST_07  CAH  CAQ  CAU  CAM    0.00   0.0  0
 4OE  CONST_08  CAS  CAM  CAU  CAQ    0.00   0.0  0
 4OE  CONST_09  CAS  CAK  CAH  CAQ    0.00   0.0  0
 4OE  CONST_10  CAT  CAS  CAK  CAH  180.00   0.0  0
 4OE  CONST_13  CAR  CAV  CAT  CAS    0.00   0.0  0
 4OE  CONST_14  NAO  CAV  CAT  CAS  180.00   0.0  0
 4OE  CONST_15  NAN  CAL  CAT  CAS  180.00   0.0  0
 4OE  CONST_18  NAN  NAO  CAV  CAT    0.00   0.0  0
 4OE  CONST_19  NAO  NAN  CAL  CAT    0.00   0.0  0
 4OE  CONST_20  CAV  NAO  NAN  CAL    0.00   0.0  0
 4OE  CONST_21  CAR  CAV  CAT  CAL  180.00   0.0  0
 4OE  CONST_22  NAO  CAV  CAT  CAL    0.00   0.0  0
 4OE  CONST_23  CAR  CAV  NAO  NAN  180.00   0.0  0
 4OE  CONST_24  CAV  CAT  CAL  NAN    0.00   0.0  0
 4OE  CONST_27  CAG  CAJ  CAR  CAV  180.00   0.0  0
 4OE  CONST_28  CAF  CAI  CAR  CAV  180.00   0.0  0
 4OE  CONST_29  CAP  CAG  CAJ  CAR    0.00   0.0  0
 4OE  CONST_30  CAP  CAF  CAI  CAR    0.00   0.0  0
 4OE  CONST_31  CAG  CAP  CAF  CAI    0.00   0.0  0
 4OE  CONST_32  CAG  CAJ  CAR  CAI    0.00   0.0  0
 4OE  CONST_33  CAJ  CAG  CAP  CAF    0.00   0.0  0
 4OE  CONST_34  CAJ  CAR  CAI  CAF    0.00   0.0  0
 4OE  CONST_35  CAS  CAM  CAU  CAW  180.00   0.0  0
 4OE  CONST_36  CAH  CAQ  CAU  CAW  180.00   0.0  0
 4OE  CONST_37  FAB  CAQ  CAU  CAM  180.00   0.0  0
 4OE  CONST_38  CAK  CAH  CAQ  FAB  180.00   0.0  0
 4OE  CONST_39  FAA  CAP  CAF  CAI  180.00   0.0  0
 4OE  CONST_40  CAJ  CAG  CAP  FAA  180.00   0.0  0
 4OE  CONST_41  H2   CAH  CAQ  CAU  180.00   0.0  0
 4OE  CONST_42  H3   CAK  CAS  CAM  180.00   0.0  0
 4OE  CONST_43  H1   CAM  CAU  CAQ  180.00   0.0  0
 4OE  CONST_44  H4   CAL  CAT  CAS    0.00   0.0  0
 4OE  CONST_45  H5   NAO  CAV  CAT  180.00   0.0  0
 4OE  CONST_46  H9   CAJ  CAR  CAV    0.00   0.0  0
 4OE  CONST_47  H6   CAI  CAR  CAV    0.00   0.0  0
 4OE  CONST_48  H8   CAG  CAJ  CAR  180.00   0.0  0
 4OE  CONST_49  H7   CAF  CAI  CAR  180.00   0.0  0
 4OE  Var_01    CAM  CAU  CAW  FAC   -0.22  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
 4OE  plan-1  CAS  0.020
 4OE  plan-1  CAT  0.020
 4OE  plan-1  CAL  0.020
 4OE  plan-1  NAN  0.020
 4OE  plan-1  NAO  0.020
 4OE  plan-1  CAV  0.020
 4OE  plan-1  CAR  0.020
 4OE  plan-1  H4   0.020
 4OE  plan-1  H5   0.020
 4OE  plan-2  CAW  0.020
 4OE  plan-2  CAU  0.020
 4OE  plan-2  CAM  0.020
 4OE  plan-2  CAQ  0.020
 4OE  plan-2  FAB  0.020
 4OE  plan-2  CAH  0.020
 4OE  plan-2  CAK  0.020
 4OE  plan-2  CAS  0.020
 4OE  plan-2  CAT  0.020
 4OE  plan-2  H1   0.020
 4OE  plan-2  H2   0.020
 4OE  plan-2  H3   0.020
 4OE  plan-3  CAV  0.020
 4OE  plan-3  CAR  0.020
 4OE  plan-3  CAI  0.020
 4OE  plan-3  CAF  0.020
 4OE  plan-3  CAP  0.020
 4OE  plan-3  FAA  0.020
 4OE  plan-3  CAG  0.020
 4OE  plan-3  CAJ  0.020
 4OE  plan-3  H6   0.020
 4OE  plan-3  H7   0.020
 4OE  plan-3  H8   0.020
 4OE  plan-3  H9   0.020

