# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Sep 21 06:29:16 2022
#   Inital geometry file: a 123 line input string
#   Ligand name: 3-[(3,4-dichlorophenyl)methyl]-4-oxidanylidene-6-phenoxy-phthalazine-1-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1=NN(Cc2ccc(Cl)c(Cl)c2)C(=O)c3cc(Oc4ccccc4)ccc13
#
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
 9WQ  9WQ  "3-[(3,4-dichlorophenyl)methyl]-4-oxidanylidene-6-phenoxy-phthalazine-1-carboxylic acid"  ligand  44  30  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9WQ
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
 9WQ  C2   C   CR16  0  -0.252  18.3392  27.4783   5.7063
 9WQ  C7   C   CR16  0  -0.201  16.9603  17.4534  13.6796
 9WQ  C8   C   CR6   0   0.022  14.5843  17.7977  13.6125
 9WQ  C9   C   CR16  0  -0.301  18.4427  26.3045   7.8077
 9WQ  C10  C   CR16  0  -0.294  18.4245  25.0705   5.7301
 9WQ  C11  C   CR16  0  -0.293  16.9944  17.4480  12.2946
 9WQ  C12  C   CR16  0  -0.253  14.6224  17.7836  12.2280
 9WQ  C13  C   CR6   0   0.294  18.4659  25.1044   7.1157
 9WQ  C14  C   CR6   0   0.130  15.8279  17.6112  11.5578
 9WQ  O17  O   O2    0  -0.502  18.5807  23.9280   7.8222
 9WQ  C19  C   CR16  0  -0.309  16.1806  23.6085   7.7741
 9WQ  C22  C   CR6   0   0.404  17.4829  23.1756   8.0492
 9WQ  C27  C   CR16  0  -0.369  17.6935  21.9201   8.5894
 9WQ  C30  C   CR66  0  -0.034  16.6052  21.0985   8.8564
 9WQ  CL3  CL  CL    0  -0.096  13.0748  18.0138  14.4136
 9WQ  C4   C   CR6   0  -0.012  15.7567  17.6315  14.3432
 9WQ  C5   C   CR16  0  -0.251  18.3831  27.4943   7.0939
 9WQ  C6   C   CR16  0  -0.251  18.3611  26.2661   5.0282
 9WQ  N21  N   N     0  -0.215  14.4844  19.3755   9.3027
 9WQ  N24  N   NR6   0  -0.362  15.7304  18.9754   9.5205
 9WQ  C25  C   CR16  0  -0.314  15.1057  22.7940   8.0496
 9WQ  C26  C   CR6   0   0.058  14.2470  20.5712   8.8925
 9WQ  C28  C   CR6   0   0.585  16.8544  19.7603   9.3948
 9WQ  C29  C   CR66  0   0.130  15.2917  21.5213   8.6055
 9WQ  H1   H   HCR6  0   0.261  18.2921  28.4074   5.1541
 9WQ  H2   H   HCR6  0   0.289  17.8708  17.3202  14.2480
 9WQ  H3   H   HCR6  0   0.274  18.4779  26.3093   8.8898
 9WQ  H4   H   HCR6  0   0.277  18.4495  24.1232   5.2056
 9WQ  H5   H   HCR6  0   0.271  17.9402  17.3098  11.7884
 9WQ  H6   H   HCR6  0   0.285  13.7013  17.9030  11.6718
 9WQ  H7   H   HCR6  0   0.299  15.9992  24.5844   7.3439
 9WQ  H8   H   HCR6  0   0.280  18.6991  21.5764   8.7930
 9WQ  H9   H   HCR6  0   0.265  18.3690  28.4356   7.6273
 9WQ  H10  H   HCR6  0   0.265  18.3313  26.2477   3.9467
 9WQ  H11  H   HOH1  0   0.492  11.5054  22.2123   9.0137
 9WQ  H12  H   HCH2  0   0.299  15.0139  17.0540   9.6492
 9WQ  H13  H   HCH2  0   0.297  16.7690  17.1731   9.6767
 9WQ  H14  H   HCR6  0   0.275  14.1174  23.1604   7.8185
 9WQ  C18  C   CH2   0  -0.407  15.8513  17.6198  10.0528
 9WQ  C20  C   C     0   0.500  12.7789  20.8361   8.7540
 9WQ  O23  O   O     0  -0.446  17.9559  19.3386   9.6985
 9WQ  CL1  CL  CL    0  -0.094  15.7266  17.6367  16.0643
 9WQ  O15  O   OH1   0  -0.584  12.4585  22.0648   9.1231
 9WQ  O16  O   O     0  -0.410  11.9914  20.0078   8.3852

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
 9WQ  C6   C2   aromatic  1.389  0.020  1.389
 9WQ  C6   C10  aromatic  1.388  0.020  1.388
 9WQ  C2   C5   aromatic  1.388  0.020  1.388
 9WQ  C10  C13  aromatic  1.387  0.020  1.387
 9WQ  C5   C9   aromatic  1.389  0.020  1.389
 9WQ  C13  C9   aromatic  1.385  0.020  1.385
 9WQ  C13  O17  single    1.377  0.020  1.377
 9WQ  O17  C22  single    1.350  0.020  1.350
 9WQ  C22  C19  aromatic  1.400  0.020  1.400
 9WQ  C22  C27  aromatic  1.383  0.020  1.383
 9WQ  C19  C25  aromatic  1.377  0.020  1.377
 9WQ  C27  C30  aromatic  1.389  0.020  1.389
 9WQ  C25  C29  aromatic  1.401  0.020  1.401
 9WQ  C30  C29  aromatic  1.402  0.020  1.402
 9WQ  C30  C28  single    1.464  0.020  1.464
 9WQ  C29  C26  single    1.441  0.020  1.441
 9WQ  O23  C28  double    1.218  0.020  1.218
 9WQ  C28  N24  single    1.377  0.020  1.377
 9WQ  C26  C20  single    1.498  0.020  1.498
 9WQ  C26  N21  double    1.286  0.020  1.286
 9WQ  O16  C20  double    1.201  0.020  1.201
 9WQ  C20  O15  single    1.322  0.020  1.322
 9WQ  N24  N21  single    1.327  0.020  1.327
 9WQ  N24  C18  single    1.461  0.020  1.461
 9WQ  C18  C14  single    1.505  0.020  1.505
 9WQ  C14  C12  aromatic  1.390  0.020  1.390
 9WQ  C14  C11  aromatic  1.389  0.020  1.389
 9WQ  C12  C8   aromatic  1.385  0.020  1.385
 9WQ  C11  C7   aromatic  1.385  0.020  1.385
 9WQ  C8   CL3  single    1.723  0.020  1.723
 9WQ  C8   C4   aromatic  1.391  0.020  1.391
 9WQ  C7   C4   aromatic  1.386  0.020  1.386
 9WQ  C4   CL1  single    1.721  0.020  1.721
 9WQ  C2   H1   single    0.930  0.020  1.080
 9WQ  C7   H2   single    0.930  0.020  1.080
 9WQ  C9   H3   single    0.930  0.020  1.080
 9WQ  C10  H4   single    0.930  0.020  1.080
 9WQ  C11  H5   single    0.930  0.020  1.080
 9WQ  C12  H6   single    0.930  0.020  1.080
 9WQ  C19  H7   single    0.930  0.020  1.080
 9WQ  C27  H8   single    0.930  0.020  1.080
 9WQ  C5   H9   single    0.930  0.020  1.080
 9WQ  C6   H10  single    0.930  0.020  1.080
 9WQ  O15  H11  single    0.850  0.020  0.980
 9WQ  C18  H12  single    0.970  0.020  1.090
 9WQ  C18  H13  single    0.970  0.020  1.090
 9WQ  C25  H14  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
 9WQ  H1   C2   C6   120.07  3.000
 9WQ  H1   C2   C5   120.10  3.000
 9WQ  C6   C2   C5   119.83  3.000
 9WQ  H2   C7   C4   119.68  3.000
 9WQ  H2   C7   C11  120.28  3.000
 9WQ  C4   C7   C11  120.03  3.000
 9WQ  C4   C8   CL3  120.61  3.000
 9WQ  C4   C8   C12  120.03  3.000
 9WQ  CL3  C8   C12  119.36  3.000
 9WQ  H3   C9   C5   120.75  3.000
 9WQ  H3   C9   C13  120.17  3.000
 9WQ  C5   C9   C13  119.08  3.000
 9WQ  H4   C10  C6   120.64  3.000
 9WQ  H4   C10  C13  120.31  3.000
 9WQ  C6   C10  C13  119.05  3.000
 9WQ  H5   C11  C14  120.07  3.000
 9WQ  H5   C11  C7   119.33  3.000
 9WQ  C14  C11  C7   120.60  3.000
 9WQ  H6   C12  C14  120.26  3.000
 9WQ  H6   C12  C8   119.27  3.000
 9WQ  C14  C12  C8   120.47  3.000
 9WQ  O17  C13  C10  119.62  3.000
 9WQ  O17  C13  C9   119.02  3.000
 9WQ  C10  C13  C9   121.32  3.000
 9WQ  C18  C14  C12  119.66  3.000
 9WQ  C12  C14  C11  119.15  3.000
 9WQ  C18  C14  C11  121.19  3.000
 9WQ  C22  O17  C13  119.65  3.000
 9WQ  H7   C19  C25  118.85  3.000
 9WQ  H7   C19  C22  120.88  3.000
 9WQ  C25  C19  C22  120.28  3.000
 9WQ  C27  C22  C19  119.95  3.000
 9WQ  C27  C22  O17  116.60  3.000
 9WQ  C19  C22  O17  123.44  3.000
 9WQ  H8   C27  C30  120.26  3.000
 9WQ  H8   C27  C22  120.23  3.000
 9WQ  C30  C27  C22  119.51  3.000
 9WQ  C29  C30  C28  120.05  3.000
 9WQ  C28  C30  C27  118.55  3.000
 9WQ  C29  C30  C27  121.39  3.000
 9WQ  CL1  C4   C8   120.66  3.000
 9WQ  CL1  C4   C7   119.62  3.000
 9WQ  C8   C4   C7   119.71  3.000
 9WQ  H9   C5   C9   119.50  3.000
 9WQ  H9   C5   C2   120.16  3.000
 9WQ  C9   C5   C2   120.34  3.000
 9WQ  H10  C6   C10  119.47  3.000
 9WQ  H10  C6   C2   120.15  3.000
 9WQ  C10  C6   C2   120.38  3.000
 9WQ  C26  N21  N24  120.41  3.000
 9WQ  C28  N24  N21  125.44  3.000
 9WQ  N21  N24  C18  114.66  3.000
 9WQ  C28  N24  C18  119.64  3.000
 9WQ  H14  C25  C29  121.00  3.000
 9WQ  H14  C25  C19  118.13  3.000
 9WQ  C29  C25  C19  120.87  3.000
 9WQ  C29  C26  N21  122.86  3.000
 9WQ  N21  C26  C20  112.01  3.000
 9WQ  C29  C26  C20  125.13  3.000
 9WQ  N24  C28  O23  121.22  3.000
 9WQ  N24  C28  C30  114.57  3.000
 9WQ  O23  C28  C30  124.20  3.000
 9WQ  C26  C29  C25  125.56  3.000
 9WQ  C26  C29  C30  116.40  3.000
 9WQ  C25  C29  C30  117.98  3.000
 9WQ  H13  C18  H12  107.90  3.000
 9WQ  H13  C18  N24  108.96  3.000
 9WQ  H12  C18  N24  106.48  3.000
 9WQ  H13  C18  C14  110.88  3.000
 9WQ  H12  C18  C14  110.85  3.000
 9WQ  N24  C18  C14  111.61  3.000
 9WQ  C26  C20  O16  123.30  3.000
 9WQ  O16  C20  O15  124.59  3.000
 9WQ  C26  C20  O15  112.07  3.000
 9WQ  H11  O15  C20  110.34  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
 9WQ  CONST_01  C13  C10  C6   C2      0.00   0.0  0
 9WQ  CONST_02  C13  C9   C5   C2      0.00   0.0  0
 9WQ  CONST_03  C12  C14  C11  C7      0.00   0.0  0
 9WQ  CONST_04  C12  C8   C4   C7      0.00   0.0  0
 9WQ  CONST_05  C11  C14  C12  C8      0.00   0.0  0
 9WQ  CONST_06  C11  C7   C4   C8      0.00   0.0  0
 9WQ  CONST_07  C6   C2   C5   C9      0.00   0.0  0
 9WQ  CONST_08  C6   C10  C13  C9      0.00   0.0  0
 9WQ  CONST_09  C5   C2   C6   C10     0.00   0.0  0
 9WQ  CONST_10  C5   C9   C13  C10     0.00   0.0  0
 9WQ  CONST_11  C4   C8   C12  C14     0.00   0.0  0
 9WQ  CONST_12  C4   C7   C11  C14     0.00   0.0  0
 9WQ  CONST_13  C30  C27  C22  C19     0.00   0.0  0
 9WQ  CONST_14  C30  C29  C25  C19     0.00   0.0  0
 9WQ  CONST_15  C29  C25  C19  C22     0.00   0.0  0
 9WQ  CONST_16  C29  C30  C27  C22     0.00   0.0  0
 9WQ  CONST_17  C25  C19  C22  C27     0.00   0.0  0
 9WQ  CONST_18  C25  C29  C30  C27     0.00   0.0  0
 9WQ  CONST_19  N21  N24  C28  C30     0.00   0.0  0
 9WQ  CONST_20  C18  C14  C11  C7    180.00   0.0  0
 9WQ  CONST_21  CL3  C8   C4   C7    180.00   0.0  0
 9WQ  CONST_22  C18  C14  C12  C8    180.00   0.0  0
 9WQ  CONST_23  CL1  C4   C7   C11   180.00   0.0  0
 9WQ  CONST_24  CL1  C4   C8   C12   180.00   0.0  0
 9WQ  CONST_25  CL3  C8   C12  C14   180.00   0.0  0
 9WQ  CONST_26  C6   C10  C13  O17   180.00   0.0  0
 9WQ  CONST_27  C5   C9   C13  O17   180.00   0.0  0
 9WQ  CONST_28  C25  C19  C22  O17   180.00   0.0  0
 9WQ  CONST_29  C30  C27  C22  O17   180.00   0.0  0
 9WQ  CONST_30  C18  N24  C28  C30   180.00   0.0  0
 9WQ  CONST_31  O23  C28  N24  N21   180.00   0.0  0
 9WQ  CONST_32  H4   C10  C6   C2    180.00   0.0  0
 9WQ  CONST_33  H3   C9   C5   C2    180.00   0.0  0
 9WQ  CONST_34  H2   C7   C4   C8    180.00   0.0  0
 9WQ  CONST_35  H1   C2   C5   C9    180.00   0.0  0
 9WQ  CONST_36  H4   C10  C13  C9    180.00   0.0  0
 9WQ  CONST_37  H1   C2   C6   C10   180.00   0.0  0
 9WQ  CONST_38  H3   C9   C13  C10   180.00   0.0  0
 9WQ  CONST_39  H6   C12  C14  C11   180.00   0.0  0
 9WQ  CONST_40  H5   C11  C14  C12   180.00   0.0  0
 9WQ  CONST_41  H10  C6   C10  C13   180.00   0.0  0
 9WQ  CONST_42  H9   C5   C9   C13   180.00   0.0  0
 9WQ  CONST_43  H2   C7   C11  C14   180.00   0.0  0
 9WQ  CONST_44  H8   C27  C22  C19   180.00   0.0  0
 9WQ  CONST_45  H14  C25  C19  C22   180.00   0.0  0
 9WQ  CONST_46  H7   C19  C22  C27   180.00   0.0  0
 9WQ  CONST_47  H14  C25  C29  C30   180.00   0.0  0
 9WQ  CONST_48  H6   C12  C8   C4    180.00   0.0  0
 9WQ  CONST_49  H5   C11  C7   C4    180.00   0.0  0
 9WQ  CONST_50  H10  C6   C2   C5    180.00   0.0  0
 9WQ  CONST_51  H9   C5   C2   C6    180.00   0.0  0
 9WQ  CONST_52  H14  C25  C29  C26     0.00   0.0  0
 9WQ  CONST_53  H8   C27  C30  C28     0.00   0.0  0
 9WQ  CONST_54  H7   C19  C25  C29   180.00   0.0  0
 9WQ  CONST_55  H8   C27  C30  C29   180.00   0.0  0
 9WQ  CONST_56  O23  C28  N24  C18     0.00   0.0  0
 9WQ  CONST_57  H11  O15  C20  C26   180.00   0.0  0
 9WQ  CONST_58  H11  O15  C20  O16     0.00   0.0  0
 9WQ  Var_01    N24  C28  C30  C27  -174.67  30.0  1
 9WQ  Var_02    N21  C26  C29  C30    -2.90  30.0  1
 9WQ  Var_03    C25  C29  C26  N21   174.21  30.0  1
 9WQ  Var_04    C29  C30  C28  N24     4.55  30.0  1
 9WQ  Var_05    C29  C26  N21  N24     2.08  30.0  1
 9WQ  Var_06    C28  N24  N21  C26     2.67  30.0  1
 9WQ  Var_07    C22  O17  C13  C9    101.01  30.0  2
 9WQ  Var_08    C22  O17  C13  C10   -81.29  30.0  2
 9WQ  Var_09    N24  C18  C14  C11  -103.15  30.0  2
 9WQ  Var_10    N24  C18  C14  C12    76.15  30.0  2
 9WQ  Var_11    C19  C22  O17  C13    -9.53  30.0  2
 9WQ  Var_12    C27  C22  O17  C13   170.84  30.0  2
 9WQ  Var_13    C28  N24  C18  C14    84.68  30.0  1
 9WQ  Var_14    N21  N24  C18  C14   -89.84  30.0  1
 9WQ  Var_15    C25  C29  C26  C20    -5.66  30.0  1
 9WQ  Var_16    C30  C29  C26  C20   177.24  30.0  1
 9WQ  Var_17    N24  N21  C26  C20  -178.04  30.0  1
 9WQ  Var_18    O23  C28  C30  C27     4.33  30.0  1
 9WQ  Var_19    C26  N21  N24  C18   176.83  30.0  1
 9WQ  Var_20    C29  C30  C28  O23  -176.45  30.0  1
 9WQ  Var_21    C29  C26  C20  O15   -37.94  30.0  2
 9WQ  Var_22    N21  C26  C20  O15   142.18  30.0  2
 9WQ  Var_23    C29  C26  C20  O16   144.01  30.0  2
 9WQ  Var_24    N21  C26  C20  O16   -35.87  30.0  2
 9WQ  Var_25    H12  C18  C14  C11   138.35  30.0  2
 9WQ  Var_26    H13  C18  C14  C11    18.52  30.0  2
 9WQ  Var_27    H12  C18  C14  C12   -42.36  30.0  2
 9WQ  Var_28    H13  C18  C14  C12  -162.18  30.0  2
 9WQ  Var_29    H12  C18  N24  N21    31.24  30.0  3
 9WQ  Var_30    H13  C18  N24  N21   147.38  30.0  3
 9WQ  Var_31    H12  C18  N24  C28  -154.23  30.0  3
 9WQ  Var_32    H13  C18  N24  C28   -38.09  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
 9WQ  plan-1  C7   0.020
 9WQ  plan-1  C8   0.020
 9WQ  plan-1  C11  0.020
 9WQ  plan-1  C12  0.020
 9WQ  plan-1  C14  0.020
 9WQ  plan-1  CL3  0.020
 9WQ  plan-1  C4   0.020
 9WQ  plan-1  H2   0.020
 9WQ  plan-1  H5   0.020
 9WQ  plan-1  H6   0.020
 9WQ  plan-1  C18  0.020
 9WQ  plan-1  CL1  0.020
 9WQ  plan-2  C2   0.020
 9WQ  plan-2  C9   0.020
 9WQ  plan-2  C10  0.020
 9WQ  plan-2  C13  0.020
 9WQ  plan-2  O17  0.020
 9WQ  plan-2  C5   0.020
 9WQ  plan-2  C6   0.020
 9WQ  plan-2  H1   0.020
 9WQ  plan-2  H3   0.020
 9WQ  plan-2  H4   0.020
 9WQ  plan-2  H9   0.020
 9WQ  plan-2  H10  0.020
 9WQ  plan-3  O17  0.020
 9WQ  plan-3  C19  0.020
 9WQ  plan-3  C22  0.020
 9WQ  plan-3  C27  0.020
 9WQ  plan-3  C30  0.020
 9WQ  plan-3  C25  0.020
 9WQ  plan-3  C26  0.020
 9WQ  plan-3  C28  0.020
 9WQ  plan-3  C29  0.020
 9WQ  plan-3  H7   0.020
 9WQ  plan-3  H8   0.020
 9WQ  plan-3  H14  0.020
 9WQ  plan-4  C30  0.020
 9WQ  plan-4  N21  0.020
 9WQ  plan-4  N24  0.020
 9WQ  plan-4  C28  0.020
 9WQ  plan-4  C18  0.020
 9WQ  plan-4  O23  0.020
 9WQ  plan-5  C26  0.020
 9WQ  plan-5  H11  0.020
 9WQ  plan-5  C20  0.020
 9WQ  plan-5  O15  0.020
 9WQ  plan-5  O16  0.020

