# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 02:04:58 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: (2-{2-[(2,3-dichlorophenyl)amino]-2-oxoethoxy}phenyl)phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)c1ccccc1OCC(=O)Nc2cccc(Cl)c2Cl
#
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
 0KH  0KH  '(2-{2-[(2,3-dichlorophenyl)amino]-2-oxoethoxy}phenyl)phosphonic acid'  ligand  35  23  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0KH
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
 0KH  OAC  O   OH1   0  -0.746   3.3182  -1.2306  -2.0252
 0KH  PAW  P   P     0   1.367   3.8318  -1.3581  -0.5072
 0KH  OAD  O   OH1   0  -0.783   2.6181  -1.9190   0.3573
 0KH  OAB  O   O     0  -0.710   5.0367  -2.2010  -0.3090
 0KH  CAV  C   CR6   0  -0.371   4.1133   0.3626  -0.0699
 0KH  CAM  C   CR16  0  -0.267   5.3955   0.7758   0.2775
 0KH  CAH  C   CR16  0  -0.257   5.6312   2.0820   0.6813
 0KH  CAG  C   CR16  0  -0.241   4.5752   2.9797   0.7418
 0KH  CAL  C   CR16  0  -0.350   3.2884   2.5908   0.3932
 0KH  CAU  C   CR6   0   0.412   3.0644   1.2837  -0.0161
 0KH  OAP  O   O2    0  -0.481   1.8584   0.8219  -0.4060
 0KH  CAN  C   CH2   0  -0.308   0.6897   1.3329   0.1747
 0KH  CAQ  C   C     0   0.563  -0.2872   0.1744   0.2637
 0KH  OAA  O   O     0  -0.475   0.0809  -0.9892   0.2432
 0KH  NAO  N   NH1   0  -0.737  -1.5724   0.5479   0.3995
 0KH  CAS  C   CR6   0   0.424  -2.6488  -0.3396   0.5536
 0KH  CAT  C   CR6   0  -0.069  -3.7915  -0.1676  -0.2297
 0KH  CL1  CL  CL    0  -0.069  -3.8447   1.1015  -1.3884
 0KH  CAR  C   CR6   0  -0.004  -4.8782  -1.0212  -0.0696
 0KH  CL2  CL  CL    0  -0.088  -6.2950  -0.8043  -1.0227
 0KH  CAJ  C   CR16  0  -0.224  -4.8261  -2.0580   0.8474
 0KH  CAI  C   CR16  0  -0.258  -3.6869  -2.2284   1.6171
 0KH  CAK  C   CR16  0  -0.275  -2.6074  -1.3727   1.4821
 0KH  H1   H   HOH1  0   0.490   3.0726  -2.0755  -2.4274
 0KH  H2   H   HOH1  0   0.499   1.7275  -1.5046   0.2476
 0KH  H3   H   HCR6  0   0.273   6.2120   0.0670   0.2430
 0KH  H4   H   HCR6  0   0.264   6.6304   2.3951   0.9503
 0KH  H5   H   HCR6  0   0.273   4.7496   4.0002   1.0567
 0KH  H6   H   HCR6  0   0.290   2.4796   3.3092   0.4294
 0KH  H7   H   HCH2  0   0.290   0.8612   1.7048   1.1919
 0KH  H8   H   HCH2  0   0.279   0.2759   2.1567  -0.4142
 0KH  H9   H   HNH1  0   0.424  -1.7896   1.5311   0.3133
 0KH  H10  H   HCR6  0   0.293  -5.6736  -2.7194   0.9611
 0KH  H11  H   HCR6  0   0.282  -3.6472  -3.0308   2.3403
 0KH  H12  H   HCR6  0   0.287  -1.7370  -1.4988   2.1093

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
 0KH  CL1  CAT  single    1.719  0.020  1.719
 0KH  CL2  CAR  single    1.721  0.020  1.721
 0KH  OAB  PAW  double    1.484  0.020  1.484
 0KH  OAP  CAN  single    1.401  0.020  1.401
 0KH  OAP  CAU  single    1.349  0.020  1.349
 0KH  CAT  CAR  aromatic  1.391  0.020  1.391
 0KH  CAT  CAS  aromatic  1.396  0.020  1.396
 0KH  CAN  CAQ  single    1.518  0.020  1.518
 0KH  CAL  CAU  aromatic  1.388  0.020  1.388
 0KH  CAL  CAG  aromatic  1.389  0.020  1.389
 0KH  CAU  CAV  aromatic  1.397  0.020  1.397
 0KH  CAR  CAJ  aromatic  1.385  0.020  1.385
 0KH  OAA  CAQ  double    1.221  0.020  1.221
 0KH  CAQ  NAO  single    1.345  0.020  1.345
 0KH  CAG  CAH  aromatic  1.387  0.020  1.387
 0KH  PAW  CAV  single    1.798  0.020  1.798
 0KH  PAW  OAD  single    1.592  0.020  1.592
 0KH  PAW  OAC  single    1.608  0.020  1.608
 0KH  CAV  CAM  aromatic  1.391  0.020  1.391
 0KH  NAO  CAS  single    1.404  0.020  1.404
 0KH  CAH  CAM  aromatic  1.387  0.020  1.387
 0KH  CAS  CAK  aromatic  1.390  0.020  1.390
 0KH  CAJ  CAI  aromatic  1.385  0.020  1.385
 0KH  CAK  CAI  aromatic  1.384  0.020  1.384
 0KH  OAC  H1   single    0.850  0.020  0.980
 0KH  OAD  H2   single    0.850  0.020  0.980
 0KH  CAM  H3   single    0.930  0.020  1.080
 0KH  CAH  H4   single    0.930  0.020  1.080
 0KH  CAG  H5   single    0.930  0.020  1.080
 0KH  CAL  H6   single    0.930  0.020  1.080
 0KH  CAN  H7   single    0.970  0.020  1.090
 0KH  CAN  H8   single    0.970  0.020  1.090
 0KH  NAO  H9   single    0.860  0.020  1.020
 0KH  CAJ  H10  single    0.930  0.020  1.080
 0KH  CAI  H11  single    0.930  0.020  1.080
 0KH  CAK  H12  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
 0KH  H1   OAC  PAW  113.86  3.000
 0KH  CAV  PAW  OAB  112.59  3.000
 0KH  CAV  PAW  OAD  108.93  3.000
 0KH  OAB  PAW  OAD  110.27  3.000
 0KH  OAD  PAW  OAC  107.29  3.000
 0KH  CAV  PAW  OAC  101.76  3.000
 0KH  OAB  PAW  OAC  115.51  3.000
 0KH  H2   OAD  PAW  118.62  3.000
 0KH  CAU  CAV  CAM  119.12  3.000
 0KH  CAM  CAV  PAW  119.30  3.000
 0KH  CAU  CAV  PAW  121.53  3.000
 0KH  H3   CAM  CAH  119.86  3.000
 0KH  H3   CAM  CAV  119.54  3.000
 0KH  CAH  CAM  CAV  120.59  3.000
 0KH  H4   CAH  CAG  120.35  3.000
 0KH  H4   CAH  CAM  120.14  3.000
 0KH  CAG  CAH  CAM  119.51  3.000
 0KH  H5   CAG  CAL  119.11  3.000
 0KH  H5   CAG  CAH  120.02  3.000
 0KH  CAL  CAG  CAH  120.87  3.000
 0KH  H6   CAL  CAU  120.95  3.000
 0KH  H6   CAL  CAG  119.88  3.000
 0KH  CAU  CAL  CAG  119.17  3.000
 0KH  OAP  CAU  CAL  123.50  3.000
 0KH  CAL  CAU  CAV  120.73  3.000
 0KH  OAP  CAU  CAV  115.75  3.000
 0KH  CAN  OAP  CAU  120.06  3.000
 0KH  H8   CAN  H7   107.64  3.000
 0KH  H8   CAN  CAQ  111.27  3.000
 0KH  H7   CAN  CAQ  107.76  3.000
 0KH  H8   CAN  OAP  111.53  3.000
 0KH  H7   CAN  OAP  112.19  3.000
 0KH  CAQ  CAN  OAP  106.42  3.000
 0KH  NAO  CAQ  OAA  123.68  3.000
 0KH  NAO  CAQ  CAN  114.13  3.000
 0KH  OAA  CAQ  CAN  122.17  3.000
 0KH  H9   NAO  CAS  117.37  3.000
 0KH  H9   NAO  CAQ  117.83  3.000
 0KH  CAS  NAO  CAQ  124.62  3.000
 0KH  CAK  CAS  CAT  119.40  3.000
 0KH  CAK  CAS  NAO  121.37  3.000
 0KH  CAT  CAS  NAO  119.22  3.000
 0KH  CAR  CAT  CL1  120.42  3.000
 0KH  CAR  CAT  CAS  119.95  3.000
 0KH  CL1  CAT  CAS  119.63  3.000
 0KH  CAJ  CAR  CL2  119.47  3.000
 0KH  CAJ  CAR  CAT  120.41  3.000
 0KH  CL2  CAR  CAT  120.12  3.000
 0KH  H10  CAJ  CAI  120.73  3.000
 0KH  H10  CAJ  CAR  119.88  3.000
 0KH  CAI  CAJ  CAR  119.39  3.000
 0KH  H11  CAI  CAK  119.70  3.000
 0KH  H11  CAI  CAJ  119.55  3.000
 0KH  CAK  CAI  CAJ  120.74  3.000
 0KH  H12  CAK  CAI  119.98  3.000
 0KH  H12  CAK  CAS  119.92  3.000
 0KH  CAI  CAK  CAS  120.10  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
 0KH  CONST_01  CAG  CAL  CAU  CAV     0.00   0.0  0
 0KH  CONST_02  CAG  CAH  CAM  CAV     0.00   0.0  0
 0KH  CONST_03  CAL  CAU  CAV  CAM     0.00   0.0  0
 0KH  CONST_04  CAL  CAG  CAH  CAM     0.00   0.0  0
 0KH  CONST_05  CAU  CAL  CAG  CAH     0.00   0.0  0
 0KH  CONST_06  CAU  CAV  CAM  CAH     0.00   0.0  0
 0KH  CONST_07  CAJ  CAR  CAT  CAS     0.00   0.0  0
 0KH  CONST_08  CAJ  CAI  CAK  CAS     0.00   0.0  0
 0KH  CONST_09  CAI  CAJ  CAR  CAT     0.00   0.0  0
 0KH  CONST_10  CAI  CAK  CAS  CAT     0.00   0.0  0
 0KH  CONST_11  CAK  CAS  CAT  CAR     0.00   0.0  0
 0KH  CONST_12  CAK  CAI  CAJ  CAR     0.00   0.0  0
 0KH  CONST_13  CAL  CAU  CAV  PAW   180.00   0.0  0
 0KH  CONST_14  CAH  CAM  CAV  PAW   180.00   0.0  0
 0KH  CONST_15  OAP  CAU  CAV  CAM   180.00   0.0  0
 0KH  CONST_16  OAP  CAU  CAL  CAG   180.00   0.0  0
 0KH  CONST_17  CAR  CAT  CAS  NAO   180.00   0.0  0
 0KH  CONST_18  CAI  CAK  CAS  NAO   180.00   0.0  0
 0KH  CONST_19  CL2  CAR  CAT  CAS   180.00   0.0  0
 0KH  CONST_20  CAJ  CAR  CAT  CL1   180.00   0.0  0
 0KH  CONST_21  CAK  CAS  CAT  CL1   180.00   0.0  0
 0KH  CONST_22  CAI  CAJ  CAR  CL2   180.00   0.0  0
 0KH  CONST_23  H6   CAL  CAU  CAV   180.00   0.0  0
 0KH  CONST_24  H4   CAH  CAM  CAV   180.00   0.0  0
 0KH  CONST_25  H5   CAG  CAH  CAM   180.00   0.0  0
 0KH  CONST_26  H3   CAM  CAH  CAG   180.00   0.0  0
 0KH  CONST_27  H11  CAI  CAK  CAS   180.00   0.0  0
 0KH  CONST_28  H10  CAJ  CAR  CAT   180.00   0.0  0
 0KH  CONST_29  H12  CAK  CAS  CAT   180.00   0.0  0
 0KH  CONST_33  CAS  NAO  CAQ  CAN   180.00   0.0  0
 0KH  CONST_34  CAS  NAO  CAQ  OAA     0.00   0.0  0
 0KH  Var_01    CAU  CAV  PAW  OAC    64.26  30.0  2
 0KH  Var_02    CAQ  CAN  OAP  CAU  -144.76  30.0  3
 0KH  Var_03    OAA  CAQ  CAN  OAP    21.29  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
 0KH  plan-1  PAW  0.020
 0KH  plan-1  CAV  0.020
 0KH  plan-1  CAM  0.020
 0KH  plan-1  CAH  0.020
 0KH  plan-1  CAG  0.020
 0KH  plan-1  CAL  0.020
 0KH  plan-1  CAU  0.020
 0KH  plan-1  OAP  0.020
 0KH  plan-1  H3   0.020
 0KH  plan-1  H4   0.020
 0KH  plan-1  H5   0.020
 0KH  plan-1  H6   0.020
 0KH  plan-2  NAO  0.020
 0KH  plan-2  CAS  0.020
 0KH  plan-2  CAT  0.020
 0KH  plan-2  CL1  0.020
 0KH  plan-2  CAR  0.020
 0KH  plan-2  CL2  0.020
 0KH  plan-2  CAJ  0.020
 0KH  plan-2  CAI  0.020
 0KH  plan-2  CAK  0.020
 0KH  plan-2  H10  0.020
 0KH  plan-2  H11  0.020
 0KH  plan-2  H12  0.020
 0KH  plan-3  CAN  0.020
 0KH  plan-3  CAQ  0.020
 0KH  plan-3  OAA  0.020
 0KH  plan-3  NAO  0.020
 0KH  plan-3  CAS  0.020
 0KH  plan-3  H9   0.020

