# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 16:38:30 2021
#   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  30  18  .  2022-08-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

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   0.200  22.7351   -4.1035   5.1835
 PWN  C15  C  CH2   0  -0.560  22.1966   -4.4185   6.5401
 PWN  C16  C  CH2   0  -0.529  21.6857   -5.8387   6.6967
 PWN  C17  C  C     0   0.543  21.2723   -6.1333   8.1197
 PWN  O3   O  O     0  -0.497  22.7924   -4.8800   4.2624
 PWN  C18  C  C1    0  -0.079  18.8130   -8.2179   9.4480
 PWN  O4   O  O     0  -0.588  21.8277   -5.6582   9.0893
 PWN  O5   O  OH1   0  -0.486  16.9206  -11.9094  10.1435
 PWN  C19  C  CR6   0   0.036  18.2435   -8.6024  10.7476
 PWN  C20  C  CR16  0  -0.297  18.2049   -7.6496  11.7654
 PWN  O6   O  O     0  -0.403  18.6750  -10.9847   9.1273
 PWN  C21  C  CR16  0  -0.217  17.6539   -7.9445  13.0010
 PWN  C22  C  CR16  0  -0.210  17.1106   -9.1991  13.2375
 PWN  C23  C  CR16  0  -0.332  17.1299  -10.1541  12.2349
 PWN  C24  C  CR6   0   0.023  17.6957   -9.8721  10.9920
 PWN  C25  C  C     0   0.413  17.8257  -10.9577   9.9860
 PWN  N7   N  NH1   0  -0.488  20.2304   -7.0032   8.2166
 PWN  N8   N  N     0  -0.204  19.7794   -7.3938   9.4200
 PWN  H1   H  H     0   0.272  23.0967   -3.0660   5.0721
 PWN  H2   H  HCH2  0   0.315  22.9908   -4.1936   7.2589
 PWN  H3   H  HCH2  0   0.263  21.4125   -3.6829   6.7516
 PWN  H4   H  HCH2  0   0.294  20.8626   -6.0281   6.0054
 PWN  H5   H  HCH2  0   0.337  22.4733   -6.5522   6.4346
 PWN  H6   H  H     0   0.285  18.3587   -8.6096   8.5390
 PWN  H7   H  HOH1  0   0.478  17.0820  -12.6272   9.5127
 PWN  H8   H  HCR6  0   0.266  18.6000   -6.6608  11.5756
 PWN  H9   H  HCR6  0   0.243  17.6378   -7.1887  13.7748
 PWN  H10  H  HCR6  0   0.265  16.6738   -9.4361  14.1981
 PWN  H11  H  HCR6  0   0.252  16.7153  -11.1324  12.4347
 PWN  H12  H  HNH1  0   0.406  19.7967   -7.3646   7.3743

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    1.206  0.020  1.206
 PWN  C14  C15  single    1.493  0.020  1.493
 PWN  C15  C16  single    1.517  0.020  1.517
 PWN  C16  C17  single    1.511  0.020  1.511
 PWN  C17  N7   single    1.361  0.020  1.361
 PWN  C17  O4   double    1.214  0.020  1.214
 PWN  N7   N8   single    1.343  0.020  1.343
 PWN  O6   C25  double    1.208  0.020  1.208
 PWN  O5   C25  single    1.323  0.020  1.323
 PWN  N8   C18  double    1.270  0.020  1.270
 PWN  C18  C19  single    1.470  0.020  1.470
 PWN  C25  C24  single    1.486  0.020  1.486
 PWN  C19  C24  aromatic  1.404  0.020  1.404
 PWN  C19  C20  aromatic  1.395  0.020  1.395
 PWN  C24  C23  aromatic  1.394  0.020  1.394
 PWN  C20  C21  aromatic  1.385  0.020  1.385
 PWN  C23  C22  aromatic  1.385  0.020  1.385
 PWN  C21  C22  aromatic  1.387  0.020  1.387
 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  O5   H7   single    0.850  0.020  0.980
 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   120.81  3.000
 PWN  H1   C14  C15  114.07  3.000
 PWN  O3   C14  C15  125.11  3.000
 PWN  H3   C15  H2   104.75  3.000
 PWN  H3   C15  C16  111.56  3.000
 PWN  H2   C15  C16  111.64  3.000
 PWN  H3   C15  C14  106.97  3.000
 PWN  H2   C15  C14  106.96  3.000
 PWN  C16  C15  C14  114.37  3.000
 PWN  H5   C16  H4   106.13  3.000
 PWN  H5   C16  C17  107.18  3.000
 PWN  H4   C16  C17  110.88  3.000
 PWN  H5   C16  C15  110.07  3.000
 PWN  H4   C16  C15  110.54  3.000
 PWN  C17  C16  C15  111.83  3.000
 PWN  N7   C17  O4   122.92  3.000
 PWN  O4   C17  C16  123.41  3.000
 PWN  N7   C17  C16  113.66  3.000
 PWN  H6   C18  N8   122.16  3.000
 PWN  H6   C18  C19  118.83  3.000
 PWN  N8   C18  C19  118.94  3.000
 PWN  H7   O5   C25  109.96  3.000
 PWN  C24  C19  C20  118.68  3.000
 PWN  C20  C19  C18  118.50  3.000
 PWN  C24  C19  C18  122.78  3.000
 PWN  H8   C20  C21  119.78  3.000
 PWN  H8   C20  C19  119.11  3.000
 PWN  C21  C20  C19  121.11  3.000
 PWN  H9   C21  C22  120.26  3.000
 PWN  H9   C21  C20  119.70  3.000
 PWN  C22  C21  C20  120.03  3.000
 PWN  H10  C22  C23  119.83  3.000
 PWN  H10  C22  C21  120.51  3.000
 PWN  C23  C22  C21  119.65  3.000
 PWN  H11  C23  C24  120.22  3.000
 PWN  H11  C23  C22  119.01  3.000
 PWN  C24  C23  C22  120.76  3.000
 PWN  C25  C24  C23  119.43  3.000
 PWN  C23  C24  C19  119.75  3.000
 PWN  C25  C24  C19  120.57  3.000
 PWN  C24  C25  O6   124.00  3.000
 PWN  C24  C25  O5   112.65  3.000
 PWN  O6   C25  O5   123.34  3.000
 PWN  H12  N7   N8   119.80  3.000
 PWN  H12  N7   C17  119.75  3.000
 PWN  N8   N7   C17  120.45  3.000
 PWN  N7   N8   C18  117.63  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  H7   O5   C25  C24   180.00   0.0  0
 PWN  CONST_16  N8   N7   C17  C16   180.00   0.0  0
 PWN  CONST_17  N8   N7   C17  O4      0.00   0.0  0
 PWN  CONST_18  H12  N7   C17  C16     0.00   0.0  0
 PWN  Var_01    C19  C24  C25  O5   -159.10  30.0  2
 PWN  Var_02    N8   C18  C19  C20    34.09  30.0  2
 PWN  Var_03    C17  C16  C15  C14   174.80  30.0  3
 PWN  Var_04    N7   C17  C16  C15   147.14  30.0  3
 PWN  Var_05    O3   C14  C15  C16    -0.67  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
 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-3  H7   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

