# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 01:34:00 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: {(1S)-1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(O)C(=O)CC[C@@H](c1ccc(F)c(F)c1)[P](O)(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
 C0K  C0K  '{(1S)-1-(3,4-difluorophenyl)-4-[hydroxy(methyl)amino]-4-oxobutyl}phosphonic acid'  ligand  32  20  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C0K
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
 C0K  C1    C  CR16   0  -0.390  -3.5985  -0.0123   1.6633
 C0K  C2    C  CR16   0  -0.286  -2.2715  -0.4132   1.6130
 C0K  C3    C  CR6    0   0.195  -1.4179  -0.0138   0.5835
 C0K  C4    C  CR16   0  -0.451  -1.9528   0.7900  -0.4244
 C0K  C5    C  CR6    0   0.396  -3.2709   1.1873  -0.3706
 C0K  C6    C  CR6    0   0.359  -4.0999   0.7902   0.6598
 C0K  C7    C  CH1    0  -0.572  -0.0088  -0.4941   0.5309
 C0K  P8    P  P      0   1.194   0.0107  -2.0959  -0.4816
 C0K  O9    O  OP    -1  -0.886  -0.4481  -1.6590  -1.8751
 C0K  O10   O  O      0  -0.881   1.4668  -2.5880  -0.4339
 C0K  O11   O  OP    -1  -0.884  -0.9645  -3.0192   0.2513
 C0K  C12   C  CH2    0  -0.411   0.9701   0.5496  -0.0171
 C0K  C13   C  CH2    0  -0.583   2.4001   0.2399   0.4009
 C0K  C14   C  C      0   0.558   3.4123   1.1767  -0.2056
 C0K  O15   O  O      0  -0.488   3.1474   1.9765  -1.0888
 C0K  N16   N  NT     0  -0.216   4.6769   1.1114   0.2962
 C0K  C17   C  CH3    0  -0.489   5.8157   1.8027  -0.2487
 C0K  O18   O  OH1    0  -0.544   4.9982   0.0713   1.1328
 C0K  F19   F  F      0  -0.333  -3.7747   1.9738  -1.3431
 C0K  F20   F  F      0  -0.314  -5.3788   1.1946   0.6763
 C0K  H1    H  HCR6   0   0.256  -4.2449  -0.3270   2.4723
 C0K  H2    H  HCR6   0   0.226  -1.8865  -1.0485   2.3990
 C0K  H4    H  HCR6   0   0.254  -1.3472   1.1148  -1.2593
 C0K  H7    H  HCH1   0   0.193   0.2893  -0.7547   1.5541
 C0K  H12   H  HCH2   0   0.218   0.9010   0.5767  -1.1063
 C0K  H12A  H  HCH2   0   0.206   0.6983   1.5505   0.3357
 C0K  H13   H  HCH2   0   0.217   2.4757   0.2678   1.4918
 C0K  H13A  H  HCH2   0   0.298   2.6242  -0.7917   0.1108
 C0K  H17   H  HCH3   0   0.229   6.4237   2.2166   0.5560
 C0K  H17A  H  HCH3   0   0.228   6.4388   1.1401  -0.8529
 C0K  H17B  H  HCH3   0   0.250   5.4714   2.6225  -0.8701
 C0K  HO18  H  HOH1   0   0.451   4.9839   0.4333   2.0276

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
 C0K  C2   C1    aromatic  1.387  0.020  1.387
 C0K  C6   C1    aromatic  1.379  0.020  1.379
 C0K  C1   H1    single    0.930  0.020  1.080
 C0K  C3   C2    aromatic  1.396  0.020  1.396
 C0K  C2   H2    single    0.930  0.020  1.080
 C0K  C7   C3    single    1.490  0.020  1.490
 C0K  C4   C3    aromatic  1.396  0.020  1.396
 C0K  C4   C5    aromatic  1.378  0.020  1.378
 C0K  C4   H4    single    0.930  0.020  1.080
 C0K  C5   F19   single    1.348  0.020  1.348
 C0K  C5   C6    aromatic  1.381  0.020  1.381
 C0K  C6   F20   single    1.341  0.020  1.341
 C0K  C12  C7    single    1.532  0.020  1.532
 C0K  C7   P8    single    1.895  0.020  1.895
 C0K  C7   H7    single    0.970  0.020  1.090
 C0K  O10  P8    deloc     1.538  0.020  1.538
 C0K  P8   O11   deloc     1.530  0.020  1.530
 C0K  P8   O9    deloc     1.531  0.020  1.531
 C0K  C13  C12   single    1.522  0.020  1.522
 C0K  C12  H12   single    0.970  0.020  1.090
 C0K  C12  H12A  single    0.970  0.020  1.090
 C0K  C14  C13   single    1.507  0.020  1.507
 C0K  C13  H13   single    0.970  0.020  1.090
 C0K  C13  H13A  single    0.970  0.020  1.090
 C0K  O15  C14   double    1.221  0.020  1.221
 C0K  N16  C14   single    1.362  0.020  1.362
 C0K  O18  N16   single    1.373  0.020  1.373
 C0K  N16  C17   single    1.439  0.020  1.439
 C0K  C17  H17   single    0.970  0.020  1.090
 C0K  C17  H17A  single    0.970  0.020  1.090
 C0K  C17  H17B  single    0.970  0.020  1.090
 C0K  O18  HO18  single    0.850  0.020  0.980

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
 C0K  H1    C1   C6    119.73  3.000
 C0K  H1    C1   C2    120.95  3.000
 C0K  C6    C1   C2    119.31  3.000
 C0K  H2    C2   C3    119.11  3.000
 C0K  H2    C2   C1    118.95  3.000
 C0K  C3    C2   C1    121.94  3.000
 C0K  C7    C3   C4    121.51  3.000
 C0K  C4    C3   C2    117.59  3.000
 C0K  C7    C3   C2    120.82  3.000
 C0K  H4    C4   C5    118.64  3.000
 C0K  H4    C4   C3    121.06  3.000
 C0K  C5    C4   C3    120.30  3.000
 C0K  F19   C5   C6    118.79  3.000
 C0K  C6    C5   C4    121.37  3.000
 C0K  F19   C5   C4    119.84  3.000
 C0K  F20   C6   C5    119.66  3.000
 C0K  F20   C6   C1    120.87  3.000
 C0K  C5    C6   C1    119.47  3.000
 C0K  H7    C7   C12   108.77  3.000
 C0K  H7    C7   P8    107.14  3.000
 C0K  C12   C7   P8    112.22  3.000
 C0K  H7    C7   C3    107.49  3.000
 C0K  P8    C7   C3    107.53  3.000
 C0K  C12   C7   C3    113.41  3.000
 C0K  O11   P8   O10   113.30  3.000
 C0K  O11   P8   O9    114.66  3.000
 C0K  O10   P8   O9    113.79  3.000
 C0K  O9    P8   C7    104.01  3.000
 C0K  O11   P8   C7    104.34  3.000
 C0K  O10   P8   C7    105.29  3.000
 C0K  H12A  C12  H12   106.44  3.000
 C0K  H12A  C12  C13   109.31  3.000
 C0K  H12   C12  C13   109.79  3.000
 C0K  H12A  C12  C7    110.40  3.000
 C0K  H12   C12  C7    109.47  3.000
 C0K  C13   C12  C7    111.32  3.000
 C0K  H13A  C13  H13   105.91  3.000
 C0K  H13A  C13  C14   109.99  3.000
 C0K  H13   C13  C14   109.83  3.000
 C0K  H13A  C13  C12   108.14  3.000
 C0K  H13   C13  C12   109.49  3.000
 C0K  C14   C13  C12   113.21  3.000
 C0K  N16   C14  O15   119.97  3.000
 C0K  N16   C14  C13   116.46  3.000
 C0K  O15   C14  C13   123.56  3.000
 C0K  O18   N16  C17   114.17  3.000
 C0K  C17   N16  C14   124.89  3.000
 C0K  O18   N16  C14   118.56  3.000
 C0K  H17B  C17  H17A  108.83  3.000
 C0K  H17B  C17  H17   108.24  3.000
 C0K  H17A  C17  H17   108.70  3.000
 C0K  H17B  C17  N16   109.19  3.000
 C0K  H17A  C17  N16   111.68  3.000
 C0K  H17   C17  N16   110.13  3.000
 C0K  HO18  O18  N16   106.10  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
 C0K  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 C0K  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 C0K  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 C0K  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 C0K  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 C0K  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 C0K  CONST_07  C7   C3   C2   C1   180.00   0.0  0
 C0K  CONST_08  F19  C5   C6   C1   180.00   0.0  0
 C0K  CONST_09  F20  C6   C1   C2   180.00   0.0  0
 C0K  CONST_10  F19  C5   C4   C3   180.00   0.0  0
 C0K  CONST_11  F20  C6   C5   C4   180.00   0.0  0
 C0K  CONST_12  C7   C3   C4   C5   180.00   0.0  0
 C0K  CONST_13  H4   C4   C3   C2   180.00   0.0  0
 C0K  CONST_14  H1   C1   C2   C3   180.00   0.0  0
 C0K  CONST_15  H2   C2   C3   C4   180.00   0.0  0
 C0K  CONST_16  O18  N16  C14  C13    0.00   0.0  0
 C0K  CONST_17  C17  N16  C14  C13  180.00   0.0  0
 C0K  CONST_18  O18  N16  C14  O15  180.00   0.0  0
 C0K  CONST_19  C17  N16  C14  O15    0.00   0.0  0
 C0K  Var_01    C14  C13  C12  C7   175.39  30.0  1
 C0K  Var_02    O15  C14  C13  C12  -10.05  30.0  1
 C0K  Var_03    H17  C17  N16  C14  138.26  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 C0K  chir_01  C7  C3  C12  P8  positiv

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
 C0K  plan-1  C1   0.020
 C0K  plan-1  C2   0.020
 C0K  plan-1  C3   0.020
 C0K  plan-1  C4   0.020
 C0K  plan-1  C5   0.020
 C0K  plan-1  C6   0.020
 C0K  plan-1  C7   0.020
 C0K  plan-1  F19  0.020
 C0K  plan-1  F20  0.020
 C0K  plan-1  H1   0.020
 C0K  plan-1  H2   0.020
 C0K  plan-1  H4   0.020
 C0K  plan-2  C13  0.020
 C0K  plan-2  C14  0.020
 C0K  plan-2  O15  0.020
 C0K  plan-2  N16  0.020
 C0K  plan-2  C17  0.020
 C0K  plan-2  O18  0.020

