# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 20:30:24 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 2-(2-aminophenoxy)-5-hexylphenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCc1ccc(Oc2ccccc2N)c(O)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
 P1F  P1F  2-(2-aminophenoxy)-5-hexylphenol  ligand  44  21  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_P1F
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
 P1F  O17   O  OH1   0  -0.624  -1.1303  -0.5527   2.3808
 P1F  C6    C  CR6   0   0.323  -0.5726  -0.2465   1.1946
 P1F  C1    C  CR16  0  -0.405   0.7172   0.2729   1.1727
 P1F  C2    C  CR6   0   0.146   1.3322   0.6204  -0.0253
 P1F  C16   C  CH2   0  -0.507   2.7344   1.1606  -0.0265
 P1F  C17   C  CH2   0  -0.410   3.7961   0.0602  -0.0352
 P1F  C18   C  CH2   0  -0.416   5.2106   0.6253  -0.0443
 P1F  C19   C  CH2   0  -0.407   6.2925  -0.4461  -0.0474
 P1F  C20   C  CH2   0  -0.418   7.7033   0.1310  -0.0566
 P1F  C21   C  CH3   0  -0.663   8.7837  -0.9409  -0.0582
 P1F  C3    C  CR16  0  -0.341   0.6421   0.4233  -1.2199
 P1F  C4    C  CR16  0  -0.285  -0.6436  -0.0953  -1.2116
 P1F  C5    C  CR6   0   0.189  -1.2485  -0.4254  -0.0119
 P1F  O7    O  O2    0  -0.533  -2.5159  -0.9546   0.0255
 P1F  C8    C  CR6   0   0.321  -3.5894  -0.1018  -0.0840
 P1F  C9    C  CR16  0  -0.334  -3.4930   1.2738   0.0218
 P1F  C10   C  CR16  0  -0.283  -4.6340   2.0638  -0.0851
 P1F  C11   C  CR16  0  -0.265  -5.8641   1.4612  -0.2900
 P1F  C12   C  CR16  0  -0.329  -5.9571   0.0791  -0.3870
 P1F  C13   C  CR6   0   0.224  -4.8272  -0.7329  -0.2904
 P1F  NAB   N  NH2   0  -0.852  -4.9028  -2.1034  -0.4496
 P1F  H17   H  HOH1  0   0.473  -1.9804  -0.9895   2.2491
 P1F  H1    H  HCR6  0   0.258   1.2370   0.4177   2.1131
 P1F  H161  H  HCH2  0   0.238   2.8768   1.8019  -0.9005
 P1F  H162  H  HCH2  0   0.238   2.8850   1.7963   0.8505
 P1F  H3    H  HCR6  0   0.249   1.1064   0.6831  -2.1629
 P1F  H171  H  HCH2  0   0.220   3.6618  -0.5832   0.8407
 P1F  H172  H  HCH2  0   0.220   3.6496  -0.5810  -0.9107
 P1F  H181  H  HCH2  0   0.210   5.3353   1.2705  -0.9211
 P1F  H182  H  HCH2  0   0.210   5.3446   1.2750   0.8278
 P1F  H191  H  HCH2  0   0.207   6.1708  -1.0915   0.8298
 P1F  H192  H  HCH2  0   0.207   6.1616  -1.0963  -0.9197
 P1F  H201  H  HCH2  0   0.210   7.8227   0.7755  -0.9333
 P1F  H202  H  HCH2  0   0.210   7.8314   0.7817   0.8142
 P1F  H211  H  HCH3  0   0.226   9.7830  -0.5040  -0.0628
 P1F  H212  H  HCH3  0   0.216   8.7065  -1.5792   0.8239
 P1F  H213  H  HCH3  0   0.216   8.7004  -1.5834  -0.9367
 P1F  H4    H  HCR6  0   0.273  -1.1835  -0.2427  -2.1390
 P1F  H9    H  HCR6  0   0.273  -2.5313   1.7435   0.1852
 P1F  H10   H  HCR6  0   0.251  -4.5496   3.1391  -0.0061
 P1F  H11   H  HCR6  0   0.250  -6.7598   2.0626  -0.3745
 P1F  H12   H  HCR6  0   0.258  -6.9222  -0.3868  -0.5491
 P1F  HAB1  H  HNH2  0   0.378  -4.1900  -2.6437   0.0139
 P1F  HAB2  H  HNH2  0   0.379  -5.8177  -2.4917  -0.2832

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
 P1F  O17  C6    single    1.346  0.020  1.346
 P1F  C6   C1    aromatic  1.391  0.020  1.391
 P1F  C6   C5    aromatic  1.395  0.020  1.395
 P1F  C1   C2    aromatic  1.391  0.020  1.391
 P1F  C2   C16   single    1.503  0.020  1.503
 P1F  C2   C3    aromatic  1.394  0.020  1.394
 P1F  C16  C17   single    1.529  0.020  1.529
 P1F  C17  C18   single    1.523  0.020  1.523
 P1F  C18  C19   single    1.523  0.020  1.523
 P1F  C19  C20   single    1.524  0.020  1.524
 P1F  C20  C21   single    1.522  0.020  1.522
 P1F  C3   C4    aromatic  1.386  0.020  1.386
 P1F  C4   C5    aromatic  1.384  0.020  1.384
 P1F  C5   O7    single    1.374  0.020  1.374
 P1F  O7   C8    single    1.375  0.020  1.375
 P1F  C8   C9    aromatic  1.383  0.020  1.383
 P1F  C8   C13   aromatic  1.405  0.020  1.405
 P1F  C9   C10   aromatic  1.392  0.020  1.392
 P1F  C10  C11   aromatic  1.385  0.020  1.385
 P1F  C11  C12   aromatic  1.389  0.020  1.389
 P1F  C12  C13   aromatic  1.395  0.020  1.395
 P1F  C13  NAB   single    1.382  0.020  1.382
 P1F  O17  H17   single    0.850  0.020  0.980
 P1F  C1   H1    single    0.930  0.020  1.080
 P1F  C16  H161  single    0.970  0.020  1.090
 P1F  C16  H162  single    0.970  0.020  1.090
 P1F  C3   H3    single    0.930  0.020  1.080
 P1F  C17  H171  single    0.970  0.020  1.090
 P1F  C17  H172  single    0.970  0.020  1.090
 P1F  C18  H181  single    0.970  0.020  1.090
 P1F  C18  H182  single    0.970  0.020  1.090
 P1F  C19  H191  single    0.970  0.020  1.090
 P1F  C19  H192  single    0.970  0.020  1.090
 P1F  C20  H201  single    0.970  0.020  1.090
 P1F  C20  H202  single    0.970  0.020  1.090
 P1F  C21  H211  single    0.970  0.020  1.090
 P1F  C21  H212  single    0.970  0.020  1.090
 P1F  C21  H213  single    0.970  0.020  1.090
 P1F  C4   H4    single    0.930  0.020  1.080
 P1F  C9   H9    single    0.930  0.020  1.080
 P1F  C10  H10   single    0.930  0.020  1.080
 P1F  C11  H11   single    0.930  0.020  1.080
 P1F  C12  H12   single    0.930  0.020  1.080
 P1F  NAB  HAB1  single    0.890  0.020  1.040
 P1F  NAB  HAB2  single    0.890  0.020  1.040

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
 P1F  H17   O17  C6    110.35  3.000
 P1F  C5    C6   C1    118.94  3.000
 P1F  C5    C6   O17   122.17  3.000
 P1F  C1    C6   O17   118.89  3.000
 P1F  H1    C1   C2    120.11  3.000
 P1F  H1    C1   C6    118.74  3.000
 P1F  C2    C1   C6    121.14  3.000
 P1F  C3    C2   C16   120.81  3.000
 P1F  C3    C2   C1    118.95  3.000
 P1F  C16   C2   C1    120.21  3.000
 P1F  H162  C16  H161  106.39  3.000
 P1F  H162  C16  C17   109.10  3.000
 P1F  H161  C16  C17   109.10  3.000
 P1F  H162  C16  C2    109.68  3.000
 P1F  H161  C16  C2    109.45  3.000
 P1F  C17   C16  C2    112.91  3.000
 P1F  H172  C17  H171  106.21  3.000
 P1F  H172  C17  C18   109.67  3.000
 P1F  H171  C17  C18   109.67  3.000
 P1F  H172  C17  C16   109.46  3.000
 P1F  H171  C17  C16   109.46  3.000
 P1F  C18   C17  C16   112.20  3.000
 P1F  H182  C18  H181  105.90  3.000
 P1F  H182  C18  C19   109.39  3.000
 P1F  H181  C18  C19   109.39  3.000
 P1F  H182  C18  C17   109.19  3.000
 P1F  H181  C18  C17   109.20  3.000
 P1F  C19   C18  C17   113.50  3.000
 P1F  H192  C19  H191  105.94  3.000
 P1F  H192  C19  C20   109.29  3.000
 P1F  H191  C19  C20   109.31  3.000
 P1F  H192  C19  C18   109.52  3.000
 P1F  H191  C19  C18   109.50  3.000
 P1F  C20   C19  C18   113.03  3.000
 P1F  H202  C20  H201  105.92  3.000
 P1F  H202  C20  C21   109.66  3.000
 P1F  H201  C20  C21   109.66  3.000
 P1F  H202  C20  C19   109.18  3.000
 P1F  H201  C20  C19   109.20  3.000
 P1F  C21   C20  C19   112.98  3.000
 P1F  H213  C21  H212  107.51  3.000
 P1F  H213  C21  H211  107.60  3.000
 P1F  H212  C21  H211  107.61  3.000
 P1F  H213  C21  C20   111.17  3.000
 P1F  H212  C21  C20   111.15  3.000
 P1F  H211  C21  C20   111.61  3.000
 P1F  H3    C3   C4    119.52  3.000
 P1F  H3    C3   C2    120.02  3.000
 P1F  C4    C3   C2    120.46  3.000
 P1F  H4    C4   C5    119.47  3.000
 P1F  H4    C4   C3    120.53  3.000
 P1F  C5    C4   C3    119.99  3.000
 P1F  O7    C5   C4    121.26  3.000
 P1F  O7    C5   C6    118.23  3.000
 P1F  C4    C5   C6    120.51  3.000
 P1F  C8    O7   C5    118.62  3.000
 P1F  C13   C8   C9    121.30  3.000
 P1F  C13   C8   O7    114.90  3.000
 P1F  C9    C8   O7    123.80  3.000
 P1F  H9    C9   C10   119.57  3.000
 P1F  H9    C9   C8    120.33  3.000
 P1F  C10   C9   C8    120.10  3.000
 P1F  H10   C10  C11   120.84  3.000
 P1F  H10   C10  C9    119.65  3.000
 P1F  C11   C10  C9    119.50  3.000
 P1F  H11   C11  C12   119.48  3.000
 P1F  H11   C11  C10   120.32  3.000
 P1F  C12   C11  C10   120.19  3.000
 P1F  H12   C12  C13   118.78  3.000
 P1F  H12   C12  C11   119.87  3.000
 P1F  C13   C12  C11   121.35  3.000
 P1F  NAB   C13  C12   121.68  3.000
 P1F  NAB   C13  C8    120.71  3.000
 P1F  C12   C13  C8    117.55  3.000
 P1F  HAB2  NAB  HAB1  111.09  3.000
 P1F  HAB2  NAB  C13   114.38  3.000
 P1F  HAB1  NAB  C13   116.12  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
 P1F  CONST_01  C3    C2   C1   C6      0.00   0.0  0
 P1F  CONST_02  C3    C4   C5   C6      0.00   0.0  0
 P1F  CONST_03  C4    C5   C6   C1      0.00   0.0  0
 P1F  CONST_04  C4    C3   C2   C1      0.00   0.0  0
 P1F  CONST_05  C5    C6   C1   C2      0.00   0.0  0
 P1F  CONST_06  C5    C4   C3   C2      0.00   0.0  0
 P1F  CONST_07  C11   C10  C9   C8      0.00   0.0  0
 P1F  CONST_08  C11   C12  C13  C8      0.00   0.0  0
 P1F  CONST_09  C12   C13  C8   C9      0.00   0.0  0
 P1F  CONST_10  C12   C11  C10  C9      0.00   0.0  0
 P1F  CONST_11  C13   C8   C9   C10     0.00   0.0  0
 P1F  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 P1F  CONST_13  C2    C1   C6   O17   180.00   0.0  0
 P1F  CONST_14  C4    C5   C6   O17   180.00   0.0  0
 P1F  CONST_15  C16   C2   C1   C6    180.00   0.0  0
 P1F  CONST_16  O7    C5   C6   C1    180.00   0.0  0
 P1F  CONST_17  C4    C3   C2   C16   180.00   0.0  0
 P1F  CONST_18  O7    C5   C4   C3    180.00   0.0  0
 P1F  CONST_19  C10   C9   C8   O7    180.00   0.0  0
 P1F  CONST_20  C12   C13  C8   O7    180.00   0.0  0
 P1F  CONST_21  NAB   C13  C8   C9    180.00   0.0  0
 P1F  CONST_22  NAB   C13  C12  C11   180.00   0.0  0
 P1F  CONST_23  H4    C4   C5   C6    180.00   0.0  0
 P1F  CONST_24  H3    C3   C2   C1    180.00   0.0  0
 P1F  CONST_25  H1    C1   C2   C3    180.00   0.0  0
 P1F  CONST_26  H10   C10  C9   C8    180.00   0.0  0
 P1F  CONST_27  H12   C12  C13  C8    180.00   0.0  0
 P1F  CONST_28  H11   C11  C10  C9    180.00   0.0  0
 P1F  CONST_29  H9    C9   C10  C11   180.00   0.0  0
 P1F  Var_01    C9    C8   O7   C5    -12.66  30.0  2
 P1F  Var_02    C17   C16  C2   C1     85.41  30.0  2
 P1F  Var_03    C18   C17  C16  C2    179.68  30.0  3
 P1F  Var_04    C19   C18  C17  C16   179.76  30.0  3
 P1F  Var_05    C20   C19  C18  C17   179.99  30.0  3
 P1F  Var_06    C21   C20  C19  C18   179.94  30.0  3
 P1F  Var_07    H211  C21  C20  C19  -179.88  30.0  3

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
 P1F  plan-1  O17   0.020
 P1F  plan-1  C6    0.020
 P1F  plan-1  C1    0.020
 P1F  plan-1  C2    0.020
 P1F  plan-1  C16   0.020
 P1F  plan-1  C3    0.020
 P1F  plan-1  C4    0.020
 P1F  plan-1  C5    0.020
 P1F  plan-1  O7    0.020
 P1F  plan-1  H1    0.020
 P1F  plan-1  H3    0.020
 P1F  plan-1  H4    0.020
 P1F  plan-2  O7    0.020
 P1F  plan-2  C8    0.020
 P1F  plan-2  C9    0.020
 P1F  plan-2  C10   0.020
 P1F  plan-2  C11   0.020
 P1F  plan-2  C12   0.020
 P1F  plan-2  C13   0.020
 P1F  plan-2  NAB   0.020
 P1F  plan-2  H9    0.020
 P1F  plan-2  H10   0.020
 P1F  plan-2  H11   0.020
 P1F  plan-2  H12   0.020
 P1F  plan-3  C13   0.020
 P1F  plan-3  NAB   0.020
 P1F  plan-3  HAB1  0.020
 P1F  plan-3  HAB2  0.020

