# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 15:40:55 2020
#   Inital geometry file: a 46 line input string
#   Ligand name: 3-fluoro-4-nitrophenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(c(F)c1)[N+]([O-])=O
#
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
 FNN  FNN  '3-fluoro-4-nitrophenol   '  ligand  15  11  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FNN
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
 FNN  F   F  F      0  -0.279   0.5207   2.0755  -0.0968
 FNN  N   N  N      1   0.345   1.9963  -0.3908   0.0162
 FNN  C1  C  CR6    0   0.415  -2.2253  -0.2269  -0.1609
 FNN  O1  O  O     -1  -0.391   2.4875  -1.4801   0.2162
 FNN  C2  C  CR16   0  -0.544  -1.4944   0.9588  -0.1625
 FNN  O2  O  O      0  -0.385   2.6473   0.6157  -0.1445
 FNN  C3  C  CR6    0   0.590  -0.1191   0.9149  -0.1042
 FNN  C4  C  CR6    0   0.058   0.5611  -0.3029  -0.0383
 FNN  C5  C  CR16   0  -0.268  -0.1872  -1.4815  -0.0307
 FNN  C6  C  CR16   0  -0.344  -1.5583  -1.4552  -0.0945
 FNN  HO  H  HOH1   0   0.490  -3.9165   0.6462  -0.2757
 FNN  H2  H  HCR6   0   0.314  -1.9871   1.9229  -0.2076
 FNN  H5  H  HCR6   0   0.309   0.3189  -2.4345   0.0181
 FNN  H6  H  HCR6   0   0.292  -2.1227  -2.3775  -0.0955
 FNN  O   O  OH1    0  -0.602  -3.5535  -0.2465  -0.2204

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
 FNN  F   C3  single    1.325  0.020  1.325
 FNN  N   O1  single    1.212  0.020  1.212
 FNN  N   O2  double    1.209  0.020  1.209
 FNN  N   C4  single    1.439  0.020  1.439
 FNN  O   C1  single    1.330  0.020  1.330
 FNN  C1  C2  aromatic  1.393  0.020  1.393
 FNN  C1  C6  aromatic  1.399  0.020  1.399
 FNN  C2  C3  aromatic  1.377  0.020  1.377
 FNN  C3  C4  aromatic  1.396  0.020  1.396
 FNN  C4  C5  aromatic  1.396  0.020  1.396
 FNN  C5  C6  aromatic  1.373  0.020  1.373
 FNN  O   HO  single    0.850  0.020  0.980
 FNN  C2  H2  single    0.930  0.020  1.080
 FNN  C5  H5  single    0.930  0.020  1.080
 FNN  C6  H6  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
 FNN  C4  N   O2  118.75  3.000
 FNN  C4  N   O1  117.75  3.000
 FNN  O2  N   O1  123.50  3.000
 FNN  C6  C1  C2  119.81  3.000
 FNN  C6  C1  O   117.73  3.000
 FNN  C2  C1  O   122.46  3.000
 FNN  H2  C2  C3  118.95  3.000
 FNN  H2  C2  C1  121.26  3.000
 FNN  C3  C2  C1  119.79  3.000
 FNN  C4  C3  C2  121.08  3.000
 FNN  C4  C3  F   121.89  3.000
 FNN  C2  C3  F   117.03  3.000
 FNN  C5  C4  C3  118.39  3.000
 FNN  C5  C4  N   118.87  3.000
 FNN  C3  C4  N   122.74  3.000
 FNN  H5  C5  C6  119.14  3.000
 FNN  H5  C5  C4  119.60  3.000
 FNN  C6  C5  C4  121.26  3.000
 FNN  H6  C6  C5  120.33  3.000
 FNN  H6  C6  C1  120.00  3.000
 FNN  C5  C6  C1  119.67  3.000
 FNN  HO  O   C1  111.38  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
 FNN  CONST_01  C4  C3  C2  C1    0.00  0.0  0
 FNN  CONST_02  C4  C5  C6  C1    0.00  0.0  0
 FNN  CONST_03  C5  C6  C1  C2    0.00  0.0  0
 FNN  CONST_04  C5  C4  C3  C2    0.00  0.0  0
 FNN  CONST_05  C6  C1  C2  C3    0.00  0.0  0
 FNN  CONST_06  C6  C5  C4  C3    0.00  0.0  0
 FNN  CONST_07  C1  C2  C3  F   180.00  0.0  0
 FNN  CONST_08  C5  C4  C3  F   180.00  0.0  0
 FNN  CONST_09  C2  C3  C4  N   180.00  0.0  0
 FNN  CONST_10  C6  C5  C4  N   180.00  0.0  0
 FNN  CONST_11  C3  C2  C1  O   180.00  0.0  0
 FNN  CONST_12  C5  C6  C1  O   180.00  0.0  0
 FNN  CONST_13  H5  C5  C6  C1  180.00  0.0  0
 FNN  CONST_14  H6  C6  C1  C2  180.00  0.0  0
 FNN  CONST_15  H2  C2  C3  C4  180.00  0.0  0
 FNN  CONST_16  C3  C4  N   O1  180.00  0.0  0
 FNN  CONST_17  C5  C4  N   O1    0.00  0.0  0
 FNN  CONST_18  C3  C4  N   O2    0.00  0.0  0
 FNN  CONST_19  C5  C4  N   O2  180.00  0.0  0

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
 FNN  plan-1  F   0.020
 FNN  plan-1  N   0.020
 FNN  plan-1  C1  0.020
 FNN  plan-1  C2  0.020
 FNN  plan-1  C3  0.020
 FNN  plan-1  C4  0.020
 FNN  plan-1  C5  0.020
 FNN  plan-1  C6  0.020
 FNN  plan-1  H2  0.020
 FNN  plan-1  H5  0.020
 FNN  plan-1  H6  0.020
 FNN  plan-1  O   0.020
 FNN  plan-2  N   0.020
 FNN  plan-2  O1  0.020
 FNN  plan-2  O2  0.020
 FNN  plan-2  C4  0.020

