# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 14:50:11 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 3-(pyridin-2-yloxy)aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc(Oc2ccccn2)c1
#
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
 54F  54F  3-(pyridin-2-yloxy)aniline  ligand  24  14  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_54F
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
 54F  N1    N  N     0  -0.446   1.4252  -0.4457  -0.7699
 54F  C2    C  CR6   0   0.516   1.5376   0.3064   0.2990
 54F  C3    C  CR16  0  -0.389   2.7545   0.6246   0.9063
 54F  C4    C  CR16  0  -0.147   3.9005   0.1123   0.3352
 54F  C5    C  CR16  0  -0.346   3.8032  -0.6856  -0.8032
 54F  C6    C  CR16  0  -0.059   2.5434  -0.9315  -1.3107
 54F  C9    C  CR6   0   0.316  -2.8270  -0.7560   0.3116
 54F  C10   C  CR16  0  -0.393  -1.5427  -0.5026   0.8083
 54F  C11   C  CR6   0   0.371  -0.8035   0.5515   0.3050
 54F  C12   C  CR16  0  -0.349  -1.2889   1.3804  -0.6935
 54F  C13   C  CR16  0  -0.251  -2.5639   1.1264  -1.1827
 54F  C14   C  CR16  0  -0.332  -3.3274   0.0785  -0.6966
 54F  OAK   O  O2    0  -0.523   0.4262   0.8160   0.8707
 54F  H3    H  HCR6  0   0.279   2.7877   1.2487   1.7889
 54F  H4    H  HCR6  0   0.278   4.8658   0.3301   0.7726
 54F  H5    H  HCR6  0   0.269   4.6795  -1.1020  -1.2790
 54F  H6    H  HCR6  0   0.267   2.4161  -1.5479  -2.1931
 54F  HN8   H  HNH2  0   0.381  -3.3239  -2.1630   1.6909
 54F  HN8A  H  HNH2  0   0.381  -4.5495  -1.7830   0.6222
 54F  H10   H  HCR6  0   0.266  -1.1278  -1.1254   1.5925
 54F  H12   H  HCR6  0   0.259  -0.6954   2.2022  -1.0713
 54F  H13   H  HCR6  0   0.258  -2.9733   1.7610  -1.9584
 54F  H14   H  HCR6  0   0.258  -4.3209  -0.0952  -1.0919
 54F  N8    N  NH2   0  -0.862  -3.5541  -1.8308   0.7683

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
 54F  N1   C2    aromatic  1.312  0.020  1.312
 54F  N1   C6    aromatic  1.334  0.020  1.334
 54F  C2   C3    aromatic  1.397  0.020  1.397
 54F  C2   OAK   single    1.350  0.020  1.350
 54F  C3   C4    aromatic  1.379  0.020  1.379
 54F  C4   C5    aromatic  1.394  0.020  1.394
 54F  C5   C6    aromatic  1.380  0.020  1.380
 54F  N8   C9    single    1.376  0.020  1.376
 54F  C9   C10   aromatic  1.400  0.020  1.400
 54F  C9   C14   aromatic  1.401  0.020  1.401
 54F  C10  C11   aromatic  1.382  0.020  1.382
 54F  C11  C12   aromatic  1.386  0.020  1.386
 54F  C11  OAK   single    1.379  0.020  1.379
 54F  C12  C13   aromatic  1.389  0.020  1.389
 54F  C13  C14   aromatic  1.385  0.020  1.385
 54F  C3   H3    single    0.930  0.020  1.080
 54F  C4   H4    single    0.930  0.020  1.080
 54F  C5   H5    single    0.930  0.020  1.080
 54F  C6   H6    single    0.930  0.020  1.080
 54F  N8   HN8   single    0.890  0.020  1.040
 54F  N8   HN8A  single    0.890  0.020  1.040
 54F  C10  H10   single    0.930  0.020  1.080
 54F  C12  H12   single    0.930  0.020  1.080
 54F  C13  H13   single    0.930  0.020  1.080
 54F  C14  H14   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
 54F  C6    N1   C2   117.87  3.000
 54F  OAK   C2   C3   116.57  3.000
 54F  OAK   C2   N1   119.41  3.000
 54F  C3    C2   N1   124.02  3.000
 54F  H3    C3   C4   121.79  3.000
 54F  H3    C3   C2   120.86  3.000
 54F  C4    C3   C2   117.35  3.000
 54F  H4    C4   C5   120.51  3.000
 54F  H4    C4   C3   119.95  3.000
 54F  C5    C4   C3   119.53  3.000
 54F  H5    C5   C6   120.64  3.000
 54F  H5    C5   C4   121.58  3.000
 54F  C6    C5   C4   117.78  3.000
 54F  H6    C6   C5   120.52  3.000
 54F  H6    C6   N1   116.02  3.000
 54F  C5    C6   N1   123.45  3.000
 54F  C14   C9   C10  118.36  3.000
 54F  C14   C9   N8   121.03  3.000
 54F  C10   C9   N8   120.56  3.000
 54F  H10   C10  C11  119.79  3.000
 54F  H10   C10  C9   120.25  3.000
 54F  C11   C10  C9   119.96  3.000
 54F  OAK   C11  C12  119.55  3.000
 54F  OAK   C11  C10  118.27  3.000
 54F  C12   C11  C10  122.09  3.000
 54F  H12   C12  C13  121.30  3.000
 54F  H12   C12  C11  120.93  3.000
 54F  C13   C12  C11  117.77  3.000
 54F  H13   C13  C14  119.12  3.000
 54F  H13   C13  C12  119.49  3.000
 54F  C14   C13  C12  121.39  3.000
 54F  H14   C14  C13  119.93  3.000
 54F  H14   C14  C9   119.64  3.000
 54F  C13   C14  C9   120.43  3.000
 54F  C11   OAK  C2   119.21  3.000
 54F  HN8A  N8   HN8  111.98  3.000
 54F  HN8A  N8   C9   115.93  3.000
 54F  HN8   N8   C9   116.17  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
 54F  CONST_01  C4   C3   C2   N1     0.00   0.0  0
 54F  CONST_02  C4   C5   C6   N1     0.00   0.0  0
 54F  CONST_03  C5   C6   N1   C2     0.00   0.0  0
 54F  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 54F  CONST_05  C6   N1   C2   C3     0.00   0.0  0
 54F  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 54F  CONST_07  C12  C11  C10  C9     0.00   0.0  0
 54F  CONST_08  C12  C13  C14  C9     0.00   0.0  0
 54F  CONST_09  C13  C14  C9   C10    0.00   0.0  0
 54F  CONST_10  C13  C12  C11  C10    0.00   0.0  0
 54F  CONST_11  C14  C9   C10  C11    0.00   0.0  0
 54F  CONST_12  C14  C13  C12  C11    0.00   0.0  0
 54F  CONST_13  OAK  C2   C3   C4   180.00   0.0  0
 54F  CONST_14  OAK  C2   N1   C6   180.00   0.0  0
 54F  CONST_15  C11  C10  C9   N8   180.00   0.0  0
 54F  CONST_16  C13  C14  C9   N8   180.00   0.0  0
 54F  CONST_17  OAK  C11  C10  C9   180.00   0.0  0
 54F  CONST_18  OAK  C11  C12  C13  180.00   0.0  0
 54F  CONST_19  H3   C3   C2   N1   180.00   0.0  0
 54F  CONST_20  H5   C5   C6   N1   180.00   0.0  0
 54F  CONST_21  H6   C6   N1   C2   180.00   0.0  0
 54F  CONST_22  H4   C4   C3   C2   180.00   0.0  0
 54F  CONST_23  H13  C13  C14  C9   180.00   0.0  0
 54F  CONST_24  H14  C14  C9   C10  180.00   0.0  0
 54F  CONST_25  H12  C12  C11  C10  180.00   0.0  0
 54F  CONST_26  H10  C10  C11  C12  180.00   0.0  0
 54F  Var_01    C10  C11  OAK  C2    95.64  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
 54F  plan-1  N1    0.020
 54F  plan-1  C2    0.020
 54F  plan-1  C3    0.020
 54F  plan-1  C4    0.020
 54F  plan-1  C5    0.020
 54F  plan-1  C6    0.020
 54F  plan-1  OAK   0.020
 54F  plan-1  H3    0.020
 54F  plan-1  H4    0.020
 54F  plan-1  H5    0.020
 54F  plan-1  H6    0.020
 54F  plan-2  C9    0.020
 54F  plan-2  C10   0.020
 54F  plan-2  C11   0.020
 54F  plan-2  C12   0.020
 54F  plan-2  C13   0.020
 54F  plan-2  C14   0.020
 54F  plan-2  OAK   0.020
 54F  plan-2  H10   0.020
 54F  plan-2  H12   0.020
 54F  plan-2  H13   0.020
 54F  plan-2  H14   0.020
 54F  plan-2  N8    0.020
 54F  plan-3  C9    0.020
 54F  plan-3  HN8   0.020
 54F  plan-3  HN8A  0.020
 54F  plan-3  N8    0.020

