# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 23:32:44 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 5-fluoro-2-phenoxyphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(F)ccc1Oc2ccccc2
#
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
 FPL  FPL  '5-fluoro-2-phenoxyphenol '  ligand  24  15  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_FPL
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
 FPL  C    C  CR6   0   0.331   1.4470  -0.9623   0.1325
 FPL  F    F  F     0  -0.314   4.1702   1.0724   1.3212
 FPL  O    O  OH1   0  -0.616   1.0617  -2.2448   0.1992
 FPL  C1   C  CR16  0  -0.504   2.6309  -0.5919   0.7624
 FPL  O1   O  O2    0  -0.520  -0.4450  -0.3880  -1.1833
 FPL  C2   C  CR6   0   0.536   3.0298   0.7278   0.7044
 FPL  C3   C  CR16  0  -0.435   2.3117   1.7012   0.0362
 FPL  C4   C  CR16  0  -0.284   1.1356   1.3214  -0.5927
 FPL  C5   C  CR6   0   0.189   0.7037   0.0079  -0.5438
 FPL  C6   C  CR6   0   0.358  -1.6530  -0.1473  -0.5829
 FPL  C7   C  CR16  0  -0.324  -2.7782  -0.4184  -1.3542
 FPL  C8   C  CR16  0  -0.247  -4.0394  -0.2152  -0.8177
 FPL  C9   C  CR16  0  -0.270  -4.1876   0.2593   0.4805
 FPL  C10  C  CR16  0  -0.245  -3.0571   0.5258   1.2379
 FPL  C11  C  CR16  0  -0.333  -1.7839   0.3253   0.7164
 FPL  HO   H  HOH1  0   0.479   0.3032  -2.4020  -0.3767
 FPL  H1   H  HCR6  0   0.294   3.2229  -1.3292   1.2895
 FPL  H3   H  HCR6  0   0.284   2.6560   2.7255   0.0050
 FPL  H4   H  HCR6  0   0.290   0.5483   2.0562  -1.1283
 FPL  H7   H  HCR6  0   0.271  -2.6614  -0.7864  -2.3659
 FPL  H8   H  HCR6  0   0.262  -4.9123  -0.4265  -1.4216
 FPL  H9   H  HCR6  0   0.257  -5.1736   0.4195   0.8951
 FPL  H10  H  HCR6  0   0.263  -3.1566   0.8943   2.2506
 FPL  H11  H  HCR6  0   0.279  -0.9166   0.5383   1.3274

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
 FPL  C    O    single    1.341  0.020  1.341
 FPL  C    C1   aromatic  1.391  0.020  1.391
 FPL  C    C5   aromatic  1.397  0.020  1.397
 FPL  F    C2   single    1.342  0.020  1.342
 FPL  C1   C2   aromatic  1.380  0.020  1.380
 FPL  O1   C5   single    1.373  0.020  1.373
 FPL  O1   C6   single    1.370  0.020  1.370
 FPL  C2   C3   aromatic  1.382  0.020  1.382
 FPL  C3   C4   aromatic  1.387  0.020  1.387
 FPL  C4   C5   aromatic  1.383  0.020  1.383
 FPL  C6   C7   aromatic  1.391  0.020  1.391
 FPL  C6   C11  aromatic  1.389  0.020  1.389
 FPL  C7   C8   aromatic  1.386  0.020  1.386
 FPL  C8   C9   aromatic  1.390  0.020  1.390
 FPL  C9   C10  aromatic  1.387  0.020  1.387
 FPL  C10  C11  aromatic  1.390  0.020  1.390
 FPL  O    HO   single    0.850  0.020  0.980
 FPL  C1   H1   single    0.930  0.020  1.080
 FPL  C3   H3   single    0.930  0.020  1.080
 FPL  C4   H4   single    0.930  0.020  1.080
 FPL  C7   H7   single    0.930  0.020  1.080
 FPL  C8   H8   single    0.930  0.020  1.080
 FPL  C9   H9   single    0.930  0.020  1.080
 FPL  C10  H10  single    0.930  0.020  1.080
 FPL  C11  H11  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
 FPL  C5   C    C1   119.15  3.000
 FPL  C5   C    O    122.38  3.000
 FPL  C1   C    O    118.47  3.000
 FPL  HO   O    C    110.60  3.000
 FPL  H1   C1   C2   120.91  3.000
 FPL  H1   C1   C    120.30  3.000
 FPL  C2   C1   C    118.79  3.000
 FPL  C6   O1   C5   118.87  3.000
 FPL  C3   C2   C1   122.94  3.000
 FPL  C3   C2   F    118.89  3.000
 FPL  C1   C2   F    118.17  3.000
 FPL  H3   C3   C4   121.10  3.000
 FPL  H3   C3   C2   121.06  3.000
 FPL  C4   C3   C2   117.84  3.000
 FPL  H4   C4   C5   119.51  3.000
 FPL  H4   C4   C3   119.90  3.000
 FPL  C5   C4   C3   120.58  3.000
 FPL  C4   C5   O1   121.23  3.000
 FPL  C4   C5   C    120.69  3.000
 FPL  O1   C5   C    118.06  3.000
 FPL  C11  C6   C7   120.59  3.000
 FPL  C11  C6   O1   123.56  3.000
 FPL  C7   C6   O1   115.85  3.000
 FPL  H7   C7   C8   120.65  3.000
 FPL  H7   C7   C6   119.81  3.000
 FPL  C8   C7   C6   119.54  3.000
 FPL  H8   C8   C9   120.12  3.000
 FPL  H8   C8   C7   119.31  3.000
 FPL  C9   C8   C7   120.58  3.000
 FPL  H9   C9   C10  120.36  3.000
 FPL  H9   C9   C8   120.38  3.000
 FPL  C10  C9   C8   119.26  3.000
 FPL  H10  C10  C11  118.96  3.000
 FPL  H10  C10  C9   120.11  3.000
 FPL  C11  C10  C9   120.93  3.000
 FPL  H11  C11  C10  119.59  3.000
 FPL  H11  C11  C6   121.31  3.000
 FPL  C10  C11  C6   119.10  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
 FPL  CONST_01  C3   C2   C1   C     0.00   0.0  0
 FPL  CONST_02  C3   C4   C5   C     0.00   0.0  0
 FPL  CONST_03  C4   C5   C    C1    0.00   0.0  0
 FPL  CONST_04  C4   C3   C2   C1    0.00   0.0  0
 FPL  CONST_05  C5   C    C1   C2    0.00   0.0  0
 FPL  CONST_06  C5   C4   C3   C2    0.00   0.0  0
 FPL  CONST_07  C9   C8   C7   C6    0.00   0.0  0
 FPL  CONST_08  C9   C10  C11  C6    0.00   0.0  0
 FPL  CONST_09  C10  C11  C6   C7    0.00   0.0  0
 FPL  CONST_10  C10  C9   C8   C7    0.00   0.0  0
 FPL  CONST_11  C11  C6   C7   C8    0.00   0.0  0
 FPL  CONST_12  C11  C10  C9   C8    0.00   0.0  0
 FPL  CONST_13  F    C2   C1   C   180.00   0.0  0
 FPL  CONST_14  C4   C3   C2   F   180.00   0.0  0
 FPL  CONST_15  C2   C1   C    O   180.00   0.0  0
 FPL  CONST_16  C4   C5   C    O   180.00   0.0  0
 FPL  CONST_17  O1   C5   C    C1  180.00   0.0  0
 FPL  CONST_18  C3   C4   C5   O1  180.00   0.0  0
 FPL  CONST_19  C8   C7   C6   O1  180.00   0.0  0
 FPL  CONST_20  C10  C11  C6   O1  180.00   0.0  0
 FPL  CONST_21  H4   C4   C5   C   180.00   0.0  0
 FPL  CONST_22  H3   C3   C2   C1  180.00   0.0  0
 FPL  CONST_23  H1   C1   C2   C3  180.00   0.0  0
 FPL  CONST_24  H8   C8   C7   C6  180.00   0.0  0
 FPL  CONST_25  H10  C10  C11  C6  180.00   0.0  0
 FPL  CONST_26  H11  C11  C6   C7  180.00   0.0  0
 FPL  CONST_27  H9   C9   C8   C7  180.00   0.0  0
 FPL  CONST_28  H7   C7   C8   C9  180.00   0.0  0
 FPL  Var_01    C7   C6   O1   C5  172.20  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
 FPL  plan-1  C    0.020
 FPL  plan-1  F    0.020
 FPL  plan-1  O    0.020
 FPL  plan-1  C1   0.020
 FPL  plan-1  O1   0.020
 FPL  plan-1  C2   0.020
 FPL  plan-1  C3   0.020
 FPL  plan-1  C4   0.020
 FPL  plan-1  C5   0.020
 FPL  plan-1  H1   0.020
 FPL  plan-1  H3   0.020
 FPL  plan-1  H4   0.020
 FPL  plan-2  O1   0.020
 FPL  plan-2  C6   0.020
 FPL  plan-2  C7   0.020
 FPL  plan-2  C8   0.020
 FPL  plan-2  C9   0.020
 FPL  plan-2  C10  0.020
 FPL  plan-2  C11  0.020
 FPL  plan-2  H7   0.020
 FPL  plan-2  H8   0.020
 FPL  plan-2  H9   0.020
 FPL  plan-2  H10  0.020
 FPL  plan-2  H11  0.020

