# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 00:26:24 2021
#   Inital geometry file: a 107 line input string
#   Ligand name: 5-chloranyl-4-[3-oxidanylidene-4-[[2-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]-1~{H}-pyridazin-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1ccccc1CN2CCN(CC2=O)C3=C(Cl)C(=O)NN=C3
#
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
 S9Q  S9Q  5-chloranyl-4-[3-oxidanylidene-4-[[2-(trifluoromethyl)phenyl]methyl]piperazin-1-yl]-1~{H}-pyridazin-6-one  ligand  40  26  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_S9Q
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
 S9Q  N1   N   NT    0  -0.524  111.1323  160.8476  152.2564
 S9Q  N3   N   N     0  -0.179  107.9332  159.9201  153.6858
 S9Q  C4   C   CR6   0  -0.261  110.5978  159.7859  154.3648
 S9Q  C5   C   CR6   0   0.555  109.6147  159.2911  155.2965
 S9Q  C6   C   CR16  0  -0.156  108.8321  160.3642  152.8783
 S9Q  C7   C   CH2   0  -0.364  112.1548  161.8137  152.6164
 S9Q  C8   C   CH2   0  -0.274  113.4208  161.4691  151.8762
 S9Q  C10  C   CR6   0   0.119  114.6468  162.6504  149.0047
 S9Q  C13  C   CR16  0  -0.251  115.2458  165.1949  147.9748
 S9Q  C15  C   CR6   0  -0.243  115.7290  162.8364  148.1284
 S9Q  C1   C   C     0   0.540  111.9314  161.0936  149.9315
 S9Q  C11  C   CR16  0  -0.292  113.8896  163.7641  149.3437
 S9Q  C12  C   CR16  0  -0.229  114.1802  165.0243  148.8394
 S9Q  C14  C   CR16  0  -0.285  116.0182  164.0984  147.6233
 S9Q  C16  C   CT    0   1.065  116.5994  161.6835  147.7198
 S9Q  C2   C   CH2   0  -0.430  110.7447  160.9947  150.8737
 S9Q  C3   C   CR6   0   0.462  110.2425  160.3470  153.1644
 S9Q  F1   F   F     0  -0.318  117.2130  161.1168  148.7715
 S9Q  F2   F   F     0  -0.297  117.5616  162.0423  146.8671
 S9Q  F3   F   F     0  -0.317  115.9020  160.7087  147.1151
 S9Q  N2   N   NR16  0  -0.488  108.3241  159.4249  154.8416
 S9Q  N4   N   NT    0  -0.473  113.1560  161.2901  150.4559
 S9Q  O1   O   O     0  -0.489  111.7339  161.0079  148.7291
 S9Q  O2   O   O     0  -0.478  109.8565  158.7796  156.3794
 S9Q  CL1  CL  CL    0  -0.063  112.2304  159.5243  154.8218
 S9Q  H4   H   HCR6  0   0.308  108.4607  160.7781  151.9517
 S9Q  H6   H   HCH2  0   0.288  112.3429  161.8259  153.6847
 S9Q  H5   H   HCH2  0   0.269  111.8098  162.8192  152.3416
 S9Q  H8   H   HCH2  0   0.262  113.8648  160.5580  152.2872
 S9Q  HC8  H   HCH2  0   0.265  114.1457  162.2764  151.9993
 S9Q  H13  H   HCR6  0   0.269  115.4817  166.1709  147.5734
 S9Q  H11  H   HCR6  0   0.250  113.0529  163.6583  150.0205
 S9Q  H12  H   HCR6  0   0.269  113.5670  165.8684  149.1263
 S9Q  H14  H   HCR6  0   0.274  116.8494  164.2439  146.9484
 S9Q  H2   H   HCH2  0   0.282  110.1250  161.8863  150.7027
 S9Q  H1   H   HCH2  0   0.305  110.1697  160.1278  150.5467
 S9Q  H10  H   HCH2  0   0.284  114.1231  160.5725  148.7756
 S9Q  H9   H   HCH2  0   0.283  115.1452  160.9028  150.1545
 S9Q  HN2  H   HNR6  0   0.433  107.5776  159.0998  155.4422
 S9Q  C9   C   CH2   0  -0.373  114.3023  161.2871  149.5776

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
 S9Q  F2   C16  single    1.335  0.020  1.335
 S9Q  F3   C16  single    1.342  0.020  1.342
 S9Q  C16  C15  single    1.501  0.020  1.501
 S9Q  C16  F1   single    1.343  0.020  1.343
 S9Q  C14  C15  aromatic  1.390  0.020  1.390
 S9Q  C14  C13  aromatic  1.387  0.020  1.387
 S9Q  C15  C10  aromatic  1.405  0.020  1.405
 S9Q  C13  C12  aromatic  1.383  0.020  1.383
 S9Q  O1   C1   double    1.221  0.020  1.221
 S9Q  C10  C9   single    1.518  0.020  1.518
 S9Q  C10  C11  aromatic  1.389  0.020  1.389
 S9Q  C12  C11  aromatic  1.388  0.020  1.388
 S9Q  C9   N4   single    1.444  0.020  1.444
 S9Q  C1   N4   single    1.347  0.020  1.347
 S9Q  C1   C2   single    1.518  0.020  1.518
 S9Q  N4   C8   single    1.456  0.020  1.456
 S9Q  C2   N1   single    1.443  0.020  1.443
 S9Q  C8   C7   single    1.506  0.020  1.506
 S9Q  N1   C7   single    1.452  0.020  1.452
 S9Q  N1   C3   single    1.366  0.020  1.366
 S9Q  C6   C3   single    1.439  0.020  1.439
 S9Q  C6   N3   double    1.287  0.020  1.287
 S9Q  C3   C4   double    1.372  0.020  1.372
 S9Q  N3   N2   single    1.317  0.020  1.317
 S9Q  C4   CL1  single    1.715  0.020  1.715
 S9Q  C4   C5   single    1.442  0.020  1.442
 S9Q  N2   C5   single    1.375  0.020  1.375
 S9Q  C5   O2   double    1.222  0.020  1.222
 S9Q  C6   H4   single    0.930  0.020  1.080
 S9Q  C7   H6   single    0.970  0.020  1.090
 S9Q  C7   H5   single    0.970  0.020  1.090
 S9Q  C8   H8   single    0.970  0.020  1.090
 S9Q  C8   HC8  single    0.970  0.020  1.090
 S9Q  C13  H13  single    0.930  0.020  1.080
 S9Q  C11  H11  single    0.930  0.020  1.080
 S9Q  C12  H12  single    0.930  0.020  1.080
 S9Q  C14  H14  single    0.930  0.020  1.080
 S9Q  C2   H2   single    0.970  0.020  1.090
 S9Q  C2   H1   single    0.970  0.020  1.090
 S9Q  C9   H10  single    0.970  0.020  1.090
 S9Q  C9   H9   single    0.970  0.020  1.090
 S9Q  N2   HN2  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
 S9Q  C3   N1   C2   119.94  3.000
 S9Q  C3   N1   C7   122.52  3.000
 S9Q  C2   N1   C7   111.03  3.000
 S9Q  N2   N3   C6   118.23  3.000
 S9Q  CL1  C4   C3   122.82  3.000
 S9Q  CL1  C4   C5   115.11  3.000
 S9Q  C3   C4   C5   121.95  3.000
 S9Q  O2   C5   N2   121.32  3.000
 S9Q  O2   C5   C4   125.55  3.000
 S9Q  N2   C5   C4   113.13  3.000
 S9Q  H4   C6   C3   120.79  3.000
 S9Q  H4   C6   N3   115.46  3.000
 S9Q  C3   C6   N3   123.74  3.000
 S9Q  H5   C7   H6   106.89  3.000
 S9Q  H5   C7   C8   110.52  3.000
 S9Q  H6   C7   C8   109.92  3.000
 S9Q  H5   C7   N1   109.02  3.000
 S9Q  H6   C7   N1   111.95  3.000
 S9Q  C8   C7   N1   108.53  3.000
 S9Q  HC8  C8   H8   107.70  3.000
 S9Q  HC8  C8   N4   108.76  3.000
 S9Q  H8   C8   N4   109.76  3.000
 S9Q  HC8  C8   C7   109.47  3.000
 S9Q  H8   C8   C7   110.31  3.000
 S9Q  N4   C8   C7   110.77  3.000
 S9Q  C9   C10  C11  120.28  3.000
 S9Q  C11  C10  C15  117.78  3.000
 S9Q  C9   C10  C15  121.94  3.000
 S9Q  H13  C13  C14  119.88  3.000
 S9Q  H13  C13  C12  120.77  3.000
 S9Q  C14  C13  C12  119.36  3.000
 S9Q  C16  C15  C14  118.54  3.000
 S9Q  C14  C15  C10  120.48  3.000
 S9Q  C16  C15  C10  120.98  3.000
 S9Q  O1   C1   N4   122.72  3.000
 S9Q  N4   C1   C2   118.59  3.000
 S9Q  O1   C1   C2   118.68  3.000
 S9Q  H11  C11  C12  118.56  3.000
 S9Q  H11  C11  C10  119.76  3.000
 S9Q  C12  C11  C10  121.68  3.000
 S9Q  H12  C12  C11  119.56  3.000
 S9Q  H12  C12  C13  120.42  3.000
 S9Q  C11  C12  C13  120.03  3.000
 S9Q  H14  C14  C15  120.62  3.000
 S9Q  H14  C14  C13  118.71  3.000
 S9Q  C15  C14  C13  120.67  3.000
 S9Q  F3   C16  F2   106.37  3.000
 S9Q  F3   C16  F1   106.48  3.000
 S9Q  F2   C16  F1   106.52  3.000
 S9Q  F1   C16  C15  112.08  3.000
 S9Q  F3   C16  C15  112.27  3.000
 S9Q  F2   C16  C15  112.67  3.000
 S9Q  H1   C2   H2   107.51  3.000
 S9Q  H1   C2   C1   106.13  3.000
 S9Q  H2   C2   C1   106.93  3.000
 S9Q  H1   C2   N1   110.36  3.000
 S9Q  H2   C2   N1   112.53  3.000
 S9Q  C1   C2   N1   113.03  3.000
 S9Q  C6   C3   C4   115.64  3.000
 S9Q  C4   C3   N1   124.24  3.000
 S9Q  C6   C3   N1   120.11  3.000
 S9Q  HN2  N2   C5   117.70  3.000
 S9Q  HN2  N2   N3   115.02  3.000
 S9Q  C5   N2   N3   127.28  3.000
 S9Q  C9   N4   C1   118.99  3.000
 S9Q  C1   N4   C8   124.28  3.000
 S9Q  C9   N4   C8   116.70  3.000
 S9Q  H9   C9   H10  106.58  3.000
 S9Q  H9   C9   N4   106.99  3.000
 S9Q  H10  C9   N4   108.58  3.000
 S9Q  H9   C9   C10  109.90  3.000
 S9Q  H10  C9   C10  110.41  3.000
 S9Q  N4   C9   C10  114.06  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
 S9Q  CONST_01  C13  C14  C15  C10     0.00   0.0  0
 S9Q  CONST_02  C13  C12  C11  C10     0.00   0.0  0
 S9Q  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 S9Q  CONST_04  C12  C11  C10  C15     0.00   0.0  0
 S9Q  CONST_05  C14  C15  C10  C11     0.00   0.0  0
 S9Q  CONST_06  C14  C13  C12  C11     0.00   0.0  0
 S9Q  CONST_07  C4   C5   N2   N3      0.00   0.0  0
 S9Q  CONST_08  C2   C1   N4   C8      0.00   0.0  0
 S9Q  CONST_09  C16  C15  C14  C13   180.00   0.0  0
 S9Q  CONST_10  C16  C15  C10  C11   180.00   0.0  0
 S9Q  CONST_11  C9   C10  C11  C12   180.00   0.0  0
 S9Q  CONST_12  C9   C10  C15  C14   180.00   0.0  0
 S9Q  CONST_13  O2   C5   N2   N3    180.00   0.0  0
 S9Q  CONST_14  O1   C1   N4   C8    180.00   0.0  0
 S9Q  CONST_15  C9   N4   C1   C2    180.00   0.0  0
 S9Q  CONST_16  H14  C14  C15  C10   180.00   0.0  0
 S9Q  CONST_17  H12  C12  C11  C10   180.00   0.0  0
 S9Q  CONST_18  H11  C11  C12  C13   180.00   0.0  0
 S9Q  CONST_19  H13  C13  C14  C15   180.00   0.0  0
 S9Q  CONST_20  HN2  N2   C5   C4    180.00   0.0  0
 S9Q  CONST_21  O1   C1   N4   C9      0.00   0.0  0
 S9Q  Var_01    N4   C1   C2   N1    -12.30  30.0  1
 S9Q  Var_02    N4   C8   C7   N1     50.45  30.0  1
 S9Q  Var_03    C2   N1   C3   C4    158.95  30.0  3
 S9Q  Var_04    C1   N4   C8   C7    -16.88  30.0  1
 S9Q  Var_05    C1   C2   N1   C7     47.52  30.0  1
 S9Q  Var_06    C10  C9   N4   C8    -92.34  30.0  1
 S9Q  Var_07    N4   C9   C10  C15  -179.84  30.0  2
 S9Q  Var_08    F2   C16  C15  C10   178.93  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
 S9Q  plan-1  N1   0.020
 S9Q  plan-1  N3   0.020
 S9Q  plan-1  C4   0.020
 S9Q  plan-1  C5   0.020
 S9Q  plan-1  C6   0.020
 S9Q  plan-1  C3   0.020
 S9Q  plan-1  N2   0.020
 S9Q  plan-1  O2   0.020
 S9Q  plan-1  CL1  0.020
 S9Q  plan-1  H4   0.020
 S9Q  plan-1  HN2  0.020
 S9Q  plan-2  N1   0.020
 S9Q  plan-2  C7   0.020
 S9Q  plan-2  C2   0.020
 S9Q  plan-2  C3   0.020
 S9Q  plan-3  C10  0.020
 S9Q  plan-3  C13  0.020
 S9Q  plan-3  C15  0.020
 S9Q  plan-3  C11  0.020
 S9Q  plan-3  C12  0.020
 S9Q  plan-3  C14  0.020
 S9Q  plan-3  C16  0.020
 S9Q  plan-3  H13  0.020
 S9Q  plan-3  H11  0.020
 S9Q  plan-3  H12  0.020
 S9Q  plan-3  H14  0.020
 S9Q  plan-3  C9   0.020
 S9Q  plan-4  C8   0.020
 S9Q  plan-4  C1   0.020
 S9Q  plan-4  C2   0.020
 S9Q  plan-4  N4   0.020
 S9Q  plan-4  O1   0.020
 S9Q  plan-4  C9   0.020

