# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 20 14:40:32 2022
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-[(~{E})-(4-oxidanylidenebutanoylhydrazinylidene)methyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1/C=N/NC(=O)CCC=O
#
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
 PWN  PWN  '2-[(~{E})-(4-oxidanylidenebutanoylhydrazinylidene)methyl]benzoic acid'  ligand  29  18  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_PWN
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
 PWN  C14  C  C1     0   0.171  22.3779   -4.0576   5.1397
 PWN  C15  C  CH2    0  -0.558  21.8953   -4.4395   6.5015
 PWN  C16  C  CH2    0  -0.581  21.9440   -5.9329   6.7915
 PWN  C17  C  C      0   0.555  21.4928   -6.2129   8.2070
 PWN  O3   O  O      0  -0.377  22.8176   -4.8258   4.3215
 PWN  C18  C  C1     0  -0.067  19.0744   -8.3428   9.5395
 PWN  O4   O  O      0  -0.463  21.9728   -5.6403   9.1671
 PWN  O5   O  OC    -1  -0.580  16.8913  -11.8872  10.1242
 PWN  C19  C  CR6    0   0.023  18.4205   -8.6689  10.8153
 PWN  C20  C  CR16   0  -0.282  18.3933   -7.6899  11.8140
 PWN  O6   O  O      0  -0.582  18.7534  -11.0561   9.2217
 PWN  C21  C  CR16   0  -0.251  17.7492   -7.9128  13.0176
 PWN  C22  C  CR16   0  -0.247  17.0997   -9.1212  13.2338
 PWN  C23  C  CR16   0  -0.281  17.1075  -10.0897  12.2428
 PWN  C24  C  CR6    0  -0.109  17.7724   -9.8953  11.0333
 PWN  C25  C  C      0   0.377  17.8052  -11.0484  10.0305
 PWN  N7   N  NH1    0  -0.514  20.5241   -7.1579   8.3101
 PWN  N8   N  N      0  -0.201  20.0162   -7.4881   9.5160
 PWN  H1   H  H      0   0.208  22.3102   -2.9770   4.9207
 PWN  H2   H  HCH2   0   0.283  22.4839   -3.8737   7.2302
 PWN  H3   H  HCH2   0   0.281  20.8747   -4.0510   6.5963
 PWN  H4   H  HCH2   0   0.263  21.3469   -6.4809   6.0618
 PWN  H5   H  HCH2   0   0.280  22.9702   -6.2971   6.6948
 PWN  H6   H  H      0   0.244  18.7033   -8.8156   8.6335
 PWN  H8   H  HCR6   0   0.250  18.8695   -6.7353  11.6306
 PWN  H9   H  HCR6   0   0.253  17.7394   -7.1408  13.7763
 PWN  H10  H  HCR6   0   0.250  16.5845   -9.3046  14.1682
 PWN  H11  H  HCR6   0   0.246  16.5971  -11.0283  12.4106
 PWN  H12  H  HNH1   0   0.407  20.1484   -7.5891   7.4721

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
 PWN  O3   C14  double    1.205  0.020  1.205
 PWN  C14  C15  single    1.494  0.020  1.494
 PWN  C15  C16  single    1.522  0.020  1.522
 PWN  C16  C17  single    1.512  0.020  1.512
 PWN  C17  N7   single    1.357  0.020  1.357
 PWN  C17  O4   double    1.217  0.020  1.217
 PWN  N7   N8   single    1.349  0.020  1.349
 PWN  O6   C25  deloc     1.246  0.020  1.246
 PWN  O5   C25  deloc     1.244  0.020  1.244
 PWN  N8   C18  double    1.272  0.020  1.272
 PWN  C18  C19  single    1.470  0.020  1.470
 PWN  C25  C24  single    1.529  0.020  1.529
 PWN  C19  C24  aromatic  1.404  0.020  1.404
 PWN  C19  C20  aromatic  1.399  0.020  1.399
 PWN  C24  C23  aromatic  1.394  0.020  1.394
 PWN  C20  C21  aromatic  1.383  0.020  1.383
 PWN  C23  C22  aromatic  1.386  0.020  1.386
 PWN  C21  C22  aromatic  1.389  0.020  1.389
 PWN  C14  H1   single    0.930  0.020  1.080
 PWN  C15  H2   single    0.970  0.020  1.090
 PWN  C15  H3   single    0.970  0.020  1.090
 PWN  C16  H4   single    0.970  0.020  1.090
 PWN  C16  H5   single    0.970  0.020  1.090
 PWN  C18  H6   single    0.930  0.020  1.080
 PWN  C20  H8   single    0.930  0.020  1.080
 PWN  C21  H9   single    0.930  0.020  1.080
 PWN  C22  H10  single    0.930  0.020  1.080
 PWN  C23  H11  single    0.930  0.020  1.080
 PWN  N7   H12  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
 PWN  H1   C14  O3   120.75  3.000
 PWN  H1   C14  C15  114.26  3.000
 PWN  O3   C14  C15  124.99  3.000
 PWN  H3   C15  H2   105.06  3.000
 PWN  H3   C15  C16  111.17  3.000
 PWN  H2   C15  C16  111.30  3.000
 PWN  H3   C15  C14  106.80  3.000
 PWN  H2   C15  C14  107.51  3.000
 PWN  C16  C15  C14  114.46  3.000
 PWN  H5   C16  H4   106.70  3.000
 PWN  H5   C16  C17  107.54  3.000
 PWN  H4   C16  C17  111.72  3.000
 PWN  H5   C16  C15  109.88  3.000
 PWN  H4   C16  C15  110.36  3.000
 PWN  C17  C16  C15  110.52  3.000
 PWN  N7   C17  O4   123.32  3.000
 PWN  O4   C17  C16  122.27  3.000
 PWN  N7   C17  C16  114.40  3.000
 PWN  H6   C18  N8   121.98  3.000
 PWN  H6   C18  C19  118.35  3.000
 PWN  N8   C18  C19  119.63  3.000
 PWN  C24  C19  C20  119.43  3.000
 PWN  C20  C19  C18  118.23  3.000
 PWN  C24  C19  C18  122.26  3.000
 PWN  H8   C20  C21  119.63  3.000
 PWN  H8   C20  C19  119.20  3.000
 PWN  C21  C20  C19  121.17  3.000
 PWN  H9   C21  C22  120.48  3.000
 PWN  H9   C21  C20  119.95  3.000
 PWN  C22  C21  C20  119.57  3.000
 PWN  H10  C22  C23  120.10  3.000
 PWN  H10  C22  C21  120.28  3.000
 PWN  C23  C22  C21  119.61  3.000
 PWN  H11  C23  C24  118.74  3.000
 PWN  H11  C23  C22  119.54  3.000
 PWN  C24  C23  C22  121.72  3.000
 PWN  C25  C24  C23  118.32  3.000
 PWN  C23  C24  C19  118.48  3.000
 PWN  C25  C24  C19  123.17  3.000
 PWN  C24  C25  O6   116.54  3.000
 PWN  C24  C25  O5   116.33  3.000
 PWN  O6   C25  O5   127.13  3.000
 PWN  H12  N7   N8   119.65  3.000
 PWN  H12  N7   C17  119.83  3.000
 PWN  N8   N7   C17  120.46  3.000
 PWN  N7   N8   C18  117.36  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
 PWN  CONST_01  C22  C23  C24  C19     0.00   0.0  0
 PWN  CONST_02  C22  C21  C20  C19     0.00   0.0  0
 PWN  CONST_03  C23  C24  C19  C20     0.00   0.0  0
 PWN  CONST_04  C23  C22  C21  C20     0.00   0.0  0
 PWN  CONST_05  C24  C19  C20  C21     0.00   0.0  0
 PWN  CONST_06  C24  C23  C22  C21     0.00   0.0  0
 PWN  CONST_07  C23  C24  C19  C18   180.00   0.0  0
 PWN  CONST_08  C21  C20  C19  C18   180.00   0.0  0
 PWN  CONST_09  C25  C24  C19  C20   180.00   0.0  0
 PWN  CONST_10  C25  C24  C23  C22   180.00   0.0  0
 PWN  CONST_11  H11  C23  C24  C19   180.00   0.0  0
 PWN  CONST_12  H9   C21  C20  C19   180.00   0.0  0
 PWN  CONST_13  H10  C22  C21  C20   180.00   0.0  0
 PWN  CONST_14  H8   C20  C21  C22   180.00   0.0  0
 PWN  CONST_15  N8   N7   C17  C16   180.00   0.0  0
 PWN  CONST_16  N8   N7   C17  O4      0.00   0.0  0
 PWN  CONST_17  H12  N7   C17  C16     0.00   0.0  0
 PWN  Var_01    C19  C24  C25  O5   -158.30  30.0  2
 PWN  Var_02    N8   C18  C19  C20    27.96  30.0  2
 PWN  Var_03    C17  C16  C15  C14   177.63  30.0  3
 PWN  Var_04    N7   C17  C16  C15   128.42  30.0  3
 PWN  Var_05    O3   C14  C15  C16    -2.30  30.0  2

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
 PWN  plan-1  C18  0.020
 PWN  plan-1  C19  0.020
 PWN  plan-1  C20  0.020
 PWN  plan-1  C21  0.020
 PWN  plan-1  C22  0.020
 PWN  plan-1  C23  0.020
 PWN  plan-1  C24  0.020
 PWN  plan-1  C25  0.020
 PWN  plan-1  H8   0.020
 PWN  plan-1  H9   0.020
 PWN  plan-1  H10  0.020
 PWN  plan-1  H11  0.020
 PWN  plan-2  C16  0.020
 PWN  plan-2  C17  0.020
 PWN  plan-2  O4   0.020
 PWN  plan-2  N7   0.020
 PWN  plan-2  N8   0.020
 PWN  plan-2  H12  0.020
 PWN  plan-3  O5   0.020
 PWN  plan-3  O6   0.020
 PWN  plan-3  C24  0.020
 PWN  plan-3  C25  0.020
 PWN  plan-4  C14  0.020
 PWN  plan-4  C15  0.020
 PWN  plan-4  O3   0.020
 PWN  plan-4  H1   0.020
 PWN  plan-5  C18  0.020
 PWN  plan-5  C19  0.020
 PWN  plan-5  N7   0.020
 PWN  plan-5  N8   0.020
 PWN  plan-5  H6   0.020

