# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 05:33:06 2021
#   Inital geometry file: a 107 line input string
#   Ligand name: [2-[2-oxidanylidene-2-(2-phenylethylamino)ethoxy]phenyl]phosphonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[P](O)(=O)c1ccccc1OCC(=O)NCCc2ccccc2
#
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
 OQE  OQE  '[2-[2-oxidanylidene-2-(2-phenylethylamino)ethoxy]phenyl]phosphonic acid'  ligand  41  23  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OQE
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
 OQE  C05   C  CR6   0  -0.390   6.9020  4.5114  18.9599
 OQE  C06   C  CR6   0   0.455   8.0055  3.9109  19.5808
 OQE  C08   C  CH2   0  -0.351   8.7976  2.1440  20.9509
 OQE  C09   C  C     0   0.488   9.1811  2.9279  22.2059
 OQE  C11   C  CH2   0  -0.329  11.1701  1.4343  22.4532
 OQE  C12   C  CH2   0  -0.533  12.3205  1.9268  21.5704
 OQE  C13   C  CR6   0   0.133  13.1259  3.0048  22.2380
 OQE  C14   C  CR16  0  -0.307  12.9202  4.3469  21.9307
 OQE  C15   C  CR16  0  -0.240  13.6348  5.3466  22.5784
 OQE  C16   C  CR16  0  -0.271  14.5685  5.0142  23.5501
 OQE  C17   C  CR16  0  -0.239  14.7820  3.6781  23.8674
 OQE  C18   C  CR16  0  -0.299  14.0657  2.6838  23.2164
 OQE  C20   C  CR16  0  -0.366   9.2647  4.4897  19.4483
 OQE  C21   C  CR16  0  -0.239   9.4178  5.6560  18.7127
 OQE  C22   C  CR16  0  -0.267   8.3317  6.2620  18.1007
 OQE  C23   C  CR16  0  -0.250   7.0793  5.6823  18.2279
 OQE  N10   N  NH1   0  -0.609  10.2649  2.4879  22.8629
 OQE  O01   O  OH1   0  -0.737   4.9723  3.7191  20.6280
 OQE  O03   O  O     0  -0.710   4.2231  4.6471  18.3242
 OQE  O04   O  OH1   0  -0.741   5.4267  2.3523  18.4920
 OQE  O07   O  O2    0  -0.455   7.7600  2.7756  20.2531
 OQE  O19   O  O     0  -0.469   8.5068  3.8705  22.5820
 OQE  P02   P  P     0   1.374   5.2429  3.8473  19.0506
 OQE  H082  H  HCH2  0   0.319   8.4068  1.1680  21.2486
 OQE  H081  H  HCH2  0   0.262   9.6593  1.9499  20.3034
 OQE  H111  H  HCH2  0   0.270  10.6214  0.6426  21.9421
 OQE  H112  H  HCH2  0   0.278  11.5714  0.9827  23.3607
 OQE  H122  H  HCH2  0   0.250  11.9276  2.2895  20.6165
 OQE  H121  H  HCH2  0   0.264  12.9510  1.0654  21.3375
 OQE  H141  H  HCR6  0   0.240  12.1976  4.6155  21.1683
 OQE  H151  H  HCR6  0   0.255  13.4628  6.3837  22.3206
 OQE  H161  H  HCR6  0   0.255  15.1301  5.7895  24.0548
 OQE  H171  H  HCR6  0   0.254  15.5113  3.4108  24.6216
 OQE  H181  H  HCR6  0   0.250  14.2425  1.6443  23.4689
 OQE  H201  H  HCR6  0   0.267  10.1410  4.0501  19.9043
 OQE  H211  H  HCR6  0   0.271  10.4044  6.0914  18.6220
 OQE  H221  H  HCR6  0   0.262   8.4564  7.1717  17.5303
 OQE  H231  H  HCR6  0   0.273   6.2251  6.1437  17.7505
 OQE  H101  H  HNH1  0   0.400  10.5131  3.0073  23.6923
 OQE  H1    H  HOH1  0   0.491   4.0325  3.6656  20.8501
 OQE  H2    H  HOH1  0   0.491   4.5909  1.9134  18.2813

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
 OQE  C22  C23   aromatic  1.386  0.020  1.386
 OQE  C22  C21   aromatic  1.386  0.020  1.386
 OQE  C23  C05   aromatic  1.392  0.020  1.392
 OQE  O03  P02   double    1.486  0.020  1.486
 OQE  C21  C20   aromatic  1.387  0.020  1.387
 OQE  O01  P02   single    1.606  0.020  1.606
 OQE  C05  P02   single    1.789  0.020  1.789
 OQE  C05  C06   aromatic  1.401  0.020  1.401
 OQE  P02  O04   single    1.607  0.020  1.607
 OQE  C20  C06   aromatic  1.392  0.020  1.392
 OQE  C06  O07   single    1.342  0.020  1.342
 OQE  C12  C13   single    1.502  0.020  1.502
 OQE  C12  C11   single    1.531  0.020  1.531
 OQE  O07  C08   single    1.401  0.020  1.401
 OQE  C18  C13   aromatic  1.394  0.020  1.394
 OQE  C18  C17   aromatic  1.388  0.020  1.388
 OQE  C13  C14   aromatic  1.392  0.020  1.392
 OQE  C17  C16   aromatic  1.390  0.020  1.390
 OQE  C08  C09   single    1.529  0.020  1.529
 OQE  C11  N10   single    1.448  0.020  1.448
 OQE  C09  N10   single    1.342  0.020  1.342
 OQE  C09  O19   double    1.219  0.020  1.219
 OQE  C14  C15   aromatic  1.389  0.020  1.389
 OQE  C16  C15   aromatic  1.388  0.020  1.388
 OQE  C08  H082  single    0.970  0.020  1.090
 OQE  C08  H081  single    0.970  0.020  1.090
 OQE  C11  H111  single    0.970  0.020  1.090
 OQE  C11  H112  single    0.970  0.020  1.090
 OQE  C12  H122  single    0.970  0.020  1.090
 OQE  C12  H121  single    0.970  0.020  1.090
 OQE  C14  H141  single    0.930  0.020  1.080
 OQE  C15  H151  single    0.930  0.020  1.080
 OQE  C16  H161  single    0.930  0.020  1.080
 OQE  C17  H171  single    0.930  0.020  1.080
 OQE  C18  H181  single    0.930  0.020  1.080
 OQE  C20  H201  single    0.930  0.020  1.080
 OQE  C21  H211  single    0.930  0.020  1.080
 OQE  C22  H221  single    0.930  0.020  1.080
 OQE  C23  H231  single    0.930  0.020  1.080
 OQE  N10  H101  single    0.860  0.020  1.020
 OQE  O01  H1    single    0.850  0.020  0.980
 OQE  O04  H2    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
 OQE  P02   C05  C23   117.18  3.000
 OQE  P02   C05  C06   123.27  3.000
 OQE  C23   C05  C06   119.54  3.000
 OQE  O07   C06  C20   124.40  3.000
 OQE  O07   C06  C05   116.13  3.000
 OQE  C20   C06  C05   119.46  3.000
 OQE  H081  C08  H082  106.51  3.000
 OQE  H081  C08  O07   111.60  3.000
 OQE  H082  C08  O07   105.88  3.000
 OQE  H081  C08  C09   112.26  3.000
 OQE  H082  C08  C09   108.91  3.000
 OQE  O07   C08  C09   111.32  3.000
 OQE  O19   C09  N10   123.34  3.000
 OQE  O19   C09  C08   120.75  3.000
 OQE  N10   C09  C08   115.89  3.000
 OQE  H112  C11  H111  105.94  3.000
 OQE  H112  C11  N10   107.22  3.000
 OQE  H111  C11  N10   110.27  3.000
 OQE  H112  C11  C12   109.66  3.000
 OQE  H111  C11  C12   109.95  3.000
 OQE  N10   C11  C12   113.49  3.000
 OQE  H121  C12  H122  106.43  3.000
 OQE  H121  C12  C13   110.56  3.000
 OQE  H122  C12  C13   110.02  3.000
 OQE  H121  C12  C11   107.63  3.000
 OQE  H122  C12  C11   109.85  3.000
 OQE  C13   C12  C11   112.17  3.000
 OQE  C18   C13  C14   118.46  3.000
 OQE  C14   C13  C12   120.96  3.000
 OQE  C18   C13  C12   120.54  3.000
 OQE  H141  C14  C15   119.50  3.000
 OQE  H141  C14  C13   119.51  3.000
 OQE  C15   C14  C13   120.99  3.000
 OQE  H151  C15  C16   120.20  3.000
 OQE  H151  C15  C14   119.79  3.000
 OQE  C16   C15  C14   120.01  3.000
 OQE  H161  C16  C17   120.16  3.000
 OQE  H161  C16  C15   120.27  3.000
 OQE  C17   C16  C15   119.57  3.000
 OQE  H171  C17  C18   119.85  3.000
 OQE  H171  C17  C16   119.99  3.000
 OQE  C18   C17  C16   120.16  3.000
 OQE  H181  C18  C17   119.57  3.000
 OQE  H181  C18  C13   119.61  3.000
 OQE  C17   C18  C13   120.81  3.000
 OQE  H201  C20  C21   118.43  3.000
 OQE  H201  C20  C06   121.59  3.000
 OQE  C21   C20  C06   119.99  3.000
 OQE  H211  C21  C22   120.10  3.000
 OQE  H211  C21  C20   118.89  3.000
 OQE  C22   C21  C20   121.01  3.000
 OQE  H221  C22  C23   120.31  3.000
 OQE  H221  C22  C21   120.70  3.000
 OQE  C23   C22  C21   118.99  3.000
 OQE  H231  C23  C22   119.65  3.000
 OQE  H231  C23  C05   119.35  3.000
 OQE  C22   C23  C05   121.00  3.000
 OQE  H101  N10  C11   116.94  3.000
 OQE  H101  N10  C09   115.61  3.000
 OQE  C11   N10  C09   127.22  3.000
 OQE  H1    O01  P02   113.19  3.000
 OQE  H2    O04  P02   113.53  3.000
 OQE  C08   O07  C06   119.70  3.000
 OQE  O04   P02  O03   114.18  3.000
 OQE  O04   P02  O01   106.65  3.000
 OQE  O03   P02  O01   114.05  3.000
 OQE  O04   P02  C05   102.81  3.000
 OQE  O01   P02  C05   103.63  3.000
 OQE  O03   P02  C05   114.32  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
 OQE  CONST_01  C21   C22  C23  C05     0.00   0.0  0
 OQE  CONST_02  C21   C20  C06  C05     0.00   0.0  0
 OQE  CONST_03  C22   C23  C05  C06     0.00   0.0  0
 OQE  CONST_04  C22   C21  C20  C06     0.00   0.0  0
 OQE  CONST_05  C16   C17  C18  C13     0.00   0.0  0
 OQE  CONST_06  C16   C15  C14  C13     0.00   0.0  0
 OQE  CONST_07  C17   C18  C13  C14     0.00   0.0  0
 OQE  CONST_08  C17   C16  C15  C14     0.00   0.0  0
 OQE  CONST_09  C18   C13  C14  C15     0.00   0.0  0
 OQE  CONST_10  C18   C17  C16  C15     0.00   0.0  0
 OQE  CONST_11  C23   C22  C21  C20     0.00   0.0  0
 OQE  CONST_12  C23   C05  C06  C20     0.00   0.0  0
 OQE  CONST_13  C17   C18  C13  C12   180.00   0.0  0
 OQE  CONST_14  C15   C14  C13  C12   180.00   0.0  0
 OQE  CONST_15  P02   C05  C06  C20   180.00   0.0  0
 OQE  CONST_16  O07   C06  C20  C21   180.00   0.0  0
 OQE  CONST_17  P02   C05  C23  C22   180.00   0.0  0
 OQE  CONST_18  O07   C06  C05  C23   180.00   0.0  0
 OQE  CONST_19  H221  C22  C23  C05   180.00   0.0  0
 OQE  CONST_20  H201  C20  C06  C05   180.00   0.0  0
 OQE  CONST_21  H231  C23  C05  C06   180.00   0.0  0
 OQE  CONST_22  H211  C21  C20  C06   180.00   0.0  0
 OQE  CONST_23  H171  C17  C18  C13   180.00   0.0  0
 OQE  CONST_24  H151  C15  C14  C13   180.00   0.0  0
 OQE  CONST_25  H181  C18  C13  C14   180.00   0.0  0
 OQE  CONST_26  H161  C16  C15  C14   180.00   0.0  0
 OQE  CONST_27  H141  C14  C15  C16   180.00   0.0  0
 OQE  CONST_28  C11   N10  C09  C08     0.00   0.0  0
 OQE  CONST_29  O19   C09  N10  C11   180.00   0.0  0
 OQE  CONST_30  H101  N10  C09  C08   180.00   0.0  0
 OQE  Var_01    O03   P02  C05  C06   179.73  30.0  2
 OQE  Var_02    C20   C06  O07  C08     4.17  30.0  1
 OQE  Var_03    C18   C13  C12  C11    78.14  30.0  2
 OQE  Var_04    C09   C08  O07  C06    72.11  30.0  3
 OQE  Var_05    N10   C11  C12  C13    56.95  30.0  3
 OQE  Var_06    C12   C11  N10  C09    88.27  30.0  1
 OQE  Var_07    O07   C08  C09  N10  -172.76  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
 OQE  plan-1  C12   0.020
 OQE  plan-1  C13   0.020
 OQE  plan-1  C14   0.020
 OQE  plan-1  C15   0.020
 OQE  plan-1  C16   0.020
 OQE  plan-1  C17   0.020
 OQE  plan-1  C18   0.020
 OQE  plan-1  H141  0.020
 OQE  plan-1  H151  0.020
 OQE  plan-1  H161  0.020
 OQE  plan-1  H171  0.020
 OQE  plan-1  H181  0.020
 OQE  plan-2  C05   0.020
 OQE  plan-2  C06   0.020
 OQE  plan-2  C20   0.020
 OQE  plan-2  C21   0.020
 OQE  plan-2  C22   0.020
 OQE  plan-2  C23   0.020
 OQE  plan-2  O07   0.020
 OQE  plan-2  P02   0.020
 OQE  plan-2  H201  0.020
 OQE  plan-2  H211  0.020
 OQE  plan-2  H221  0.020
 OQE  plan-2  H231  0.020
 OQE  plan-3  C08   0.020
 OQE  plan-3  C09   0.020
 OQE  plan-3  C11   0.020
 OQE  plan-3  N10   0.020
 OQE  plan-3  O19   0.020
 OQE  plan-3  H101  0.020

