# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 18:31:03 2022
#   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  39  23  .  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_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  -0.318   8.2186  4.3390  19.2660
 OQE  C06   C  CR6    0   0.279   8.1048  5.0612  20.4621
 OQE  C08   C  CH2    0  -0.340   7.7624  3.5557  22.2255
 OQE  C09   C  C      0   0.492   8.8472  3.9919  23.2037
 OQE  C11   C  CH2    0  -0.312   9.9910  1.7547  23.0045
 OQE  C12   C  CH2    0  -0.565  10.7176  1.7390  21.6523
 OQE  C13   C  C      0   0.146  11.9238  2.6314  21.6289
 OQE  C14   C  C1     0  -0.312  11.8455  3.9130  21.0872
 OQE  C15   C  C1     0  -0.246  12.9485  4.7570  21.0918
 OQE  C16   C  C1     0  -0.271  14.1515  4.3304  21.6393
 OQE  C17   C  C1     0  -0.240  14.2423  3.0540  22.1810
 OQE  C18   C  C1     0  -0.303  13.1364  2.2145  22.1750
 OQE  C20   C  CR16   0  -0.316   8.7938  6.2549  20.6658
 OQE  C21   C  CR16   0  -0.272   9.6348  6.7608  19.6859
 OQE  C22   C  CR16   0  -0.254   9.7872  6.0598  18.4991
 OQE  C23   C  CR16   0  -0.306   9.0765  4.8826  18.3043
 OQE  N10   N  NH1    0  -0.610   9.7652  3.0746  23.5581
 OQE  O01   O  OP    -1  -0.873   5.8309  3.0127  19.2357
 OQE  O03   O  O      0  -0.867   7.4957  2.6278  17.3203
 OQE  O04   O  OP    -1  -0.852   7.9818  1.6558  19.6393
 OQE  O07   O  O2     0  -0.489   7.2810  4.6518  21.4824
 OQE  O19   O  O      0  -0.491   8.8437  5.1143  23.6888
 OQE  P02   P  P      0   1.175   7.2812  2.7599  18.8293
 OQE  H082  H  HCH2   0   0.260   6.9243  3.1800  22.8221
 OQE  H081  H  HCH2   0   0.269   8.0664  2.7446  21.5599
 OQE  H111  H  HCH2   0   0.257   9.0507  1.2073  22.9197
 OQE  H112  H  HCH2   0   0.262  10.5871  1.2171  23.7417
 OQE  H122  H  HCH2   0   0.273  10.0208  2.0141  20.8584
 OQE  H121  H  HCH2   0   0.245  11.0086  0.7031  21.4586
 OQE  H141  H  H      0   0.262  10.9116  4.2553  20.6543
 OQE  H151  H  H      0   0.245  12.8670  5.7487  20.6641
 OQE  H161  H  H      0   0.249  15.0134  4.9853  21.6407
 OQE  H171  H  H      0   0.248  15.1773  2.7101  22.6052
 OQE  H181  H  H      0   0.243  13.2168  1.2184  22.5960
 OQE  H201  H  HCR6   0   0.239   8.6674  6.7851  21.6004
 OQE  H211  H  HCR6   0   0.240  10.1677  7.6882  19.8557
 OQE  H221  H  HCR6   0   0.234  10.4412  6.4350  17.7213
 OQE  H231  H  HCR6   0   0.231   9.1747  4.3585  17.3625
 OQE  H101  H  HNH1   0   0.388  10.4593  3.4052  24.2120

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  1.389  0.020  1.389
 OQE  C22  C21   aromatic  1.387  0.020  1.387
 OQE  C23  C05   aromatic  1.399  0.020  1.399
 OQE  O03  P02   deloc     1.530  0.020  1.530
 OQE  C21  C20   aromatic  1.387  0.020  1.387
 OQE  O01  P02   deloc     1.527  0.020  1.527
 OQE  C05  P02   single    1.888  0.020  1.888
 OQE  C05  C06   aromatic  1.402  0.020  1.402
 OQE  P02  O04   deloc     1.538  0.020  1.538
 OQE  C20  C06   aromatic  1.393  0.020  1.393
 OQE  C06  O07   single    1.374  0.020  1.374
 OQE  C12  C13   single    1.501  0.020  1.501
 OQE  C12  C11   single    1.535  0.020  1.535
 OQE  O07  C08   single    1.409  0.020  1.409
 OQE  C18  C13   aromatic  1.394  0.020  1.394
 OQE  C18  C17   aromatic  1.388  0.020  1.388
 OQE  C13  C14   aromatic  1.394  0.020  1.394
 OQE  C17  C16   aromatic  1.390  0.020  1.390
 OQE  C08  C09   single    1.525  0.020  1.525
 OQE  C11  N10   single    1.449  0.020  1.449
 OQE  C09  N10   single    1.345  0.020  1.345
 OQE  C09  O19   double    1.223  0.020  1.223
 OQE  C14  C15   aromatic  1.389  0.020  1.389
 OQE  C16  C15   aromatic  1.389  0.020  1.389
 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

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   118.08  3.000
 OQE  P02   C05  C06   126.02  3.000
 OQE  C23   C05  C06   115.86  3.000
 OQE  O07   C06  C20   116.31  3.000
 OQE  O07   C06  C05   121.93  3.000
 OQE  C20   C06  C05   121.73  3.000
 OQE  H081  C08  H082  106.87  3.000
 OQE  H081  C08  O07   110.57  3.000
 OQE  H082  C08  O07   107.02  3.000
 OQE  H081  C08  C09   113.91  3.000
 OQE  H082  C08  C09   107.04  3.000
 OQE  O07   C08  C09   111.04  3.000
 OQE  O19   C09  N10   121.56  3.000
 OQE  O19   C09  C08   121.01  3.000
 OQE  N10   C09  C08   117.35  3.000
 OQE  H112  C11  H111  106.05  3.000
 OQE  H112  C11  N10   106.03  3.000
 OQE  H111  C11  N10   110.63  3.000
 OQE  H112  C11  C12   109.38  3.000
 OQE  H111  C11  C12   109.53  3.000
 OQE  N10   C11  C12   114.81  3.000
 OQE  H121  C12  H122  106.25  3.000
 OQE  H121  C12  C13   110.28  3.000
 OQE  H122  C12  C13   110.61  3.000
 OQE  H121  C12  C11   106.96  3.000
 OQE  H122  C12  C11   109.63  3.000
 OQE  C13   C12  C11   112.84  3.000
 OQE  C18   C13  C14   118.45  3.000
 OQE  C14   C13  C12   120.51  3.000
 OQE  C18   C13  C12   121.02  3.000
 OQE  H141  C14  C15   119.55  3.000
 OQE  H141  C14  C13   119.59  3.000
 OQE  C15   C14  C13   120.86  3.000
 OQE  H151  C15  C16   120.14  3.000
 OQE  H151  C15  C14   119.69  3.000
 OQE  C16   C15  C14   120.17  3.000
 OQE  H161  C16  C17   120.21  3.000
 OQE  H161  C16  C15   120.29  3.000
 OQE  C17   C16  C15   119.50  3.000
 OQE  H171  C17  C18   119.83  3.000
 OQE  H171  C17  C16   120.06  3.000
 OQE  C18   C17  C16   120.11  3.000
 OQE  H181  C18  C17   119.65  3.000
 OQE  H181  C18  C13   119.43  3.000
 OQE  C17   C18  C13   120.92  3.000
 OQE  H201  C20  C21   120.16  3.000
 OQE  H201  C20  C06   119.23  3.000
 OQE  C21   C20  C06   120.61  3.000
 OQE  H211  C21  C22   120.87  3.000
 OQE  H211  C21  C20   119.99  3.000
 OQE  C22   C21  C20   119.14  3.000
 OQE  H221  C22  C23   120.12  3.000
 OQE  H221  C22  C21   120.38  3.000
 OQE  C23   C22  C21   119.49  3.000
 OQE  H231  C23  C22   119.08  3.000
 OQE  H231  C23  C05   117.76  3.000
 OQE  C22   C23  C05   123.15  3.000
 OQE  H101  N10  C11   116.03  3.000
 OQE  H101  N10  C09   114.61  3.000
 OQE  C11   N10  C09   128.82  3.000
 OQE  C08   O07  C06   114.74  3.000
 OQE  O04   P02  O03   113.18  3.000
 OQE  O04   P02  O01   114.28  3.000
 OQE  O03   P02  O01   114.20  3.000
 OQE  O04   P02  C05   104.63  3.000
 OQE  O01   P02  C05   105.76  3.000
 OQE  O03   P02  C05   103.34  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   165.45  30.0  2
 OQE  Var_02    C20   C06  O07  C08  -106.77  30.0  2
 OQE  Var_03    C18   C13  C12  C11    80.50  30.0  2
 OQE  Var_04    C09   C08  O07  C06    77.35  30.0  3
 OQE  Var_05    N10   C11  C12  C13    46.74  30.0  3
 OQE  Var_06    C12   C11  N10  C09    76.50  30.0  1
 OQE  Var_07    O07   C08  C09  N10  -152.84  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

