# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 16:25:03 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: [2-[2-oxidanylidene-2-[(phenylmethyl)amino]ethoxy]phenyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)c1ccccc1OCC(=O)NCc2ccccc2
#
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
 OO8  OO8  '[2-[2-oxidanylidene-2-[(phenylmethyl)amino]ethoxy]phenyl]phosphonic acid'  ligand  36  22  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OO8
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
 OO8  C05   C  CR6    0  -0.311  -17.7097  -14.4933  10.1257
 OO8  C06   C  CR16   0  -0.321  -17.7307  -15.8910  10.1507
 OO8  C07   C  CR16   0  -0.247  -16.6532  -16.6545  10.5820
 OO8  C08   C  CR16   0  -0.278  -15.4910  -16.0251  11.0039
 OO8  C09   C  CR16   0  -0.320  -15.4330  -14.6389  10.9931
 OO8  C10   C  CR6    0   0.295  -16.5226  -13.8925  10.5541
 OO8  C12   C  CH2    0  -0.294  -16.7506  -11.9187  11.7851
 OO8  C13   C  C      0   0.473  -16.1993  -10.5032  11.8162
 OO8  C15   C  CH2    0  -0.420  -17.6360   -9.8445   9.8551
 OO8  C16   C  CR6    0   0.122  -18.6607   -8.7417   9.9016
 OO8  C17   C  CR16   0  -0.305  -18.7112   -7.7672   8.9120
 OO8  C18   C  CR16   0  -0.239  -19.6528   -6.7457   8.9681
 OO8  C19   C  CR16   0  -0.266  -20.5547   -6.6896  10.0201
 OO8  C20   C  CR16   0  -0.240  -20.5125   -7.6608  11.0148
 OO8  C21   C  CR16   0  -0.290  -19.5732   -8.6783  10.9536
 OO8  N14   N  NH1    0  -0.592  -16.6240   -9.6449  10.8734
 OO8  O01   O  OP    -1  -0.857  -19.5831  -12.5442  10.5267
 OO8  O03   O  O      0  -0.882  -18.6806  -12.9446   8.1432
 OO8  O04   O  OP    -1  -0.867  -20.2467  -14.6590   9.2441
 OO8  O11   O  O2     0  -0.502  -16.3754  -12.5246  10.5584
 OO8  O22   O  O      0  -0.491  -15.3927  -10.1677  12.6742
 OO8  P02   P  P      0   1.191  -19.1955  -13.5637   9.4433
 OO8  H061  H  HCR6   0   0.232  -18.6339  -16.3891   9.8215
 OO8  H071  H  HCR6   0   0.235  -16.7199  -17.7357  10.5842
 OO8  H081  H  HCR6   0   0.243  -14.6390  -16.6016  11.3418
 OO8  H091  H  HCR6   0   0.243  -14.5339  -14.1273  11.3179
 OO8  H122  H  HCH2   0   0.254  -17.8407  -11.9329  11.8894
 OO8  H121  H  HCH2   0   0.239  -16.3101  -12.4511  12.6334
 OO8  H152  H  HCH2   0   0.312  -18.1312  -10.8022  10.0127
 OO8  H151  H  HCH2   0   0.244  -17.1692   -9.8746   8.8669
 OO8  H171  H  HCR6   0   0.249  -18.0088   -7.8049   8.0872
 OO8  H181  H  HCR6   0   0.252  -19.6790   -5.9940   8.1895
 OO8  H191  H  HCR6   0   0.252  -21.2888   -5.8955  10.0667
 OO8  H201  H  HCR6   0   0.252  -21.2172   -7.6256  11.8359
 OO8  H211  H  HCR6   0   0.249  -19.5476   -9.4341  11.7304
 OO8  H141  H  HNH1   0   0.386  -16.1928   -8.7312  10.9023

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
 OO8  C18  C17   aromatic  1.390  0.020  1.390
 OO8  C18  C19   aromatic  1.387  0.020  1.387
 OO8  C17  C16   aromatic  1.390  0.020  1.390
 OO8  O03  P02   deloc     1.529  0.020  1.529
 OO8  C19  C20   aromatic  1.391  0.020  1.391
 OO8  O04  P02   deloc     1.531  0.020  1.531
 OO8  C06  C07   aromatic  1.389  0.020  1.389
 OO8  C06  C05   aromatic  1.398  0.020  1.398
 OO8  C07  C08   aromatic  1.387  0.020  1.387
 OO8  C16  C15   single    1.506  0.020  1.506
 OO8  C16  C21   aromatic  1.394  0.020  1.394
 OO8  P02  C05   single    1.881  0.020  1.881
 OO8  P02  O01   deloc     1.537  0.020  1.537
 OO8  C05  C10   aromatic  1.398  0.020  1.398
 OO8  C08  C09   aromatic  1.387  0.020  1.387
 OO8  C15  N14   single    1.449  0.020  1.449
 OO8  C10  C09   aromatic  1.392  0.020  1.392
 OO8  C10  O11   single    1.376  0.020  1.376
 OO8  C20  C21   aromatic  1.386  0.020  1.386
 OO8  O11  C12   single    1.419  0.020  1.419
 OO8  N14  C13   single    1.344  0.020  1.344
 OO8  C12  C13   single    1.519  0.020  1.519
 OO8  C13  O22   double    1.224  0.020  1.224
 OO8  C06  H061  single    0.930  0.020  1.080
 OO8  C07  H071  single    0.930  0.020  1.080
 OO8  C08  H081  single    0.930  0.020  1.080
 OO8  C09  H091  single    0.930  0.020  1.080
 OO8  C12  H122  single    0.970  0.020  1.090
 OO8  C12  H121  single    0.970  0.020  1.090
 OO8  C15  H152  single    0.970  0.020  1.090
 OO8  C15  H151  single    0.970  0.020  1.090
 OO8  C17  H171  single    0.930  0.020  1.080
 OO8  C18  H181  single    0.930  0.020  1.080
 OO8  C19  H191  single    0.930  0.020  1.080
 OO8  C20  H201  single    0.930  0.020  1.080
 OO8  C21  H211  single    0.930  0.020  1.080
 OO8  N14  H141  single    0.860  0.020  1.020

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
 OO8  P02   C05  C10   124.73  3.000
 OO8  C10   C05  C06   115.91  3.000
 OO8  P02   C05  C06   119.26  3.000
 OO8  H061  C06  C07   119.25  3.000
 OO8  H061  C06  C05   117.84  3.000
 OO8  C07   C06  C05   122.91  3.000
 OO8  H071  C07  C08   120.25  3.000
 OO8  H071  C07  C06   120.09  3.000
 OO8  C08   C07  C06   119.66  3.000
 OO8  H081  C08  C09   120.09  3.000
 OO8  H081  C08  C07   120.83  3.000
 OO8  C09   C08  C07   119.07  3.000
 OO8  H091  C09  C10   119.38  3.000
 OO8  H091  C09  C08   120.25  3.000
 OO8  C10   C09  C08   120.37  3.000
 OO8  O11   C10  C09   116.65  3.000
 OO8  O11   C10  C05   121.28  3.000
 OO8  C09   C10  C05   122.08  3.000
 OO8  H121  C12  H122  108.70  3.000
 OO8  H121  C12  O11   110.86  3.000
 OO8  H122  C12  O11   109.88  3.000
 OO8  H121  C12  C13   106.94  3.000
 OO8  H122  C12  C13   111.80  3.000
 OO8  O11   C12  C13   108.64  3.000
 OO8  O22   C13  N14   121.65  3.000
 OO8  O22   C13  C12   120.57  3.000
 OO8  N14   C13  C12   117.77  3.000
 OO8  H151  C15  H152  107.49  3.000
 OO8  H151  C15  N14   109.92  3.000
 OO8  H152  C15  N14   109.68  3.000
 OO8  H151  C15  C16   109.79  3.000
 OO8  H152  C15  C16   109.26  3.000
 OO8  N14   C15  C16   110.64  3.000
 OO8  C21   C16  C17   118.80  3.000
 OO8  C21   C16  C15   120.13  3.000
 OO8  C17   C16  C15   121.08  3.000
 OO8  H171  C17  C18   119.68  3.000
 OO8  H171  C17  C16   119.59  3.000
 OO8  C18   C17  C16   120.73  3.000
 OO8  H181  C18  C19   120.12  3.000
 OO8  H181  C18  C17   119.83  3.000
 OO8  C19   C18  C17   120.05  3.000
 OO8  H191  C19  C20   120.13  3.000
 OO8  H191  C19  C18   120.23  3.000
 OO8  C20   C19  C18   119.64  3.000
 OO8  H201  C20  C21   119.90  3.000
 OO8  H201  C20  C19   120.00  3.000
 OO8  C21   C20  C19   120.10  3.000
 OO8  H211  C21  C20   119.74  3.000
 OO8  H211  C21  C16   119.58  3.000
 OO8  C20   C21  C16   120.68  3.000
 OO8  H141  N14  C15   116.26  3.000
 OO8  H141  N14  C13   114.99  3.000
 OO8  C15   N14  C13   128.72  3.000
 OO8  C12   O11  C10   113.52  3.000
 OO8  O04   P02  O03   114.21  3.000
 OO8  O04   P02  O01   113.14  3.000
 OO8  O03   P02  O01   114.55  3.000
 OO8  O01   P02  C05   105.74  3.000
 OO8  O04   P02  C05   103.65  3.000
 OO8  O03   P02  C05   104.04  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
 OO8  CONST_01  C08   C07  C06  C05     0.00   0.0  0
 OO8  CONST_02  C08   C09  C10  C05     0.00   0.0  0
 OO8  CONST_03  C09   C08  C07  C06     0.00   0.0  0
 OO8  CONST_04  C09   C10  C05  C06     0.00   0.0  0
 OO8  CONST_05  C10   C05  C06  C07     0.00   0.0  0
 OO8  CONST_06  C10   C09  C08  C07     0.00   0.0  0
 OO8  CONST_07  C19   C18  C17  C16     0.00   0.0  0
 OO8  CONST_08  C19   C20  C21  C16     0.00   0.0  0
 OO8  CONST_09  C20   C19  C18  C17     0.00   0.0  0
 OO8  CONST_10  C20   C21  C16  C17     0.00   0.0  0
 OO8  CONST_11  C21   C16  C17  C18     0.00   0.0  0
 OO8  CONST_12  C21   C20  C19  C18     0.00   0.0  0
 OO8  CONST_13  O11   C10  C05  C06   180.00   0.0  0
 OO8  CONST_14  P02   C05  C06  C07   180.00   0.0  0
 OO8  CONST_15  O11   C10  C09  C08   180.00   0.0  0
 OO8  CONST_16  P02   C05  C10  C09   180.00   0.0  0
 OO8  CONST_17  C18   C17  C16  C15   180.00   0.0  0
 OO8  CONST_18  C20   C21  C16  C15   180.00   0.0  0
 OO8  CONST_19  H071  C07  C06  C05   180.00   0.0  0
 OO8  CONST_20  H091  C09  C10  C05   180.00   0.0  0
 OO8  CONST_21  H081  C08  C07  C06   180.00   0.0  0
 OO8  CONST_22  H061  C06  C07  C08   180.00   0.0  0
 OO8  CONST_23  H181  C18  C17  C16   180.00   0.0  0
 OO8  CONST_24  H201  C20  C21  C16   180.00   0.0  0
 OO8  CONST_25  H191  C19  C18  C17   180.00   0.0  0
 OO8  CONST_26  H211  C21  C16  C17   180.00   0.0  0
 OO8  CONST_27  H171  C17  C18  C19   180.00   0.0  0
 OO8  CONST_28  C15   N14  C13  C12     0.00   0.0  0
 OO8  CONST_29  O22   C13  N14  C15   180.00   0.0  0
 OO8  CONST_30  H141  N14  C13  C12   180.00   0.0  0
 OO8  Var_01    O03   P02  C05  C06  -111.22  30.0  3
 OO8  Var_02    N14   C15  C16  C17   107.96  30.0  2
 OO8  Var_03    C13   C12  O11  C10   164.59  30.0  3
 OO8  Var_04    C16   C15  N14  C13   127.12  30.0  1
 OO8  Var_05    O11   C12  C13  N14    61.57  30.0  1

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
 OO8  plan-1  C05   0.020
 OO8  plan-1  C06   0.020
 OO8  plan-1  C07   0.020
 OO8  plan-1  C08   0.020
 OO8  plan-1  C09   0.020
 OO8  plan-1  C10   0.020
 OO8  plan-1  O11   0.020
 OO8  plan-1  P02   0.020
 OO8  plan-1  H061  0.020
 OO8  plan-1  H071  0.020
 OO8  plan-1  H081  0.020
 OO8  plan-1  H091  0.020
 OO8  plan-2  C15   0.020
 OO8  plan-2  C16   0.020
 OO8  plan-2  C17   0.020
 OO8  plan-2  C18   0.020
 OO8  plan-2  C19   0.020
 OO8  plan-2  C20   0.020
 OO8  plan-2  C21   0.020
 OO8  plan-2  H171  0.020
 OO8  plan-2  H181  0.020
 OO8  plan-2  H191  0.020
 OO8  plan-2  H201  0.020
 OO8  plan-2  H211  0.020
 OO8  plan-3  C12   0.020
 OO8  plan-3  C13   0.020
 OO8  plan-3  C15   0.020
 OO8  plan-3  N14   0.020
 OO8  plan-3  O22   0.020
 OO8  plan-3  H141  0.020

