# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 11:43:33 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: 2-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1NN=C2C=CC(=O)C=C2
#
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
 55R  55R  '2-[2-(4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]benzoic acid'  ligand  28  18  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_55R
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
 55R  O1   O  O     0  -0.468  -1.4140  -2.3444  -0.0495
 55R  O2   O  OH1   0  -0.582  -3.6260  -2.5279  -0.0791
 55R  C3   C  C     0   0.588  -2.5129  -1.8208  -0.0427
 55R  C4   C  CR6   0  -0.170  -2.7419  -0.3618   0.0044
 55R  C5   C  CR6   0   0.411  -1.6636   0.5490   0.0272
 55R  C6   C  CR16  0  -0.314  -1.9218   1.9210   0.0706
 55R  C7   C  CR16  0  -0.235  -3.2219   2.3838   0.0929
 55R  C8   C  CR16  0  -0.253  -4.2945   1.4981   0.0726
 55R  C9   C  CR16  0  -0.266  -4.0465   0.1412   0.0281
 55R  C13  C  CR6   0   0.381   4.6621  -0.1817  -0.0252
 55R  C12  C  CR16  0  -0.390   4.1987   1.2008   0.0134
 55R  C11  C  CR16  0  -0.233   2.8862   1.4978   0.0263
 55R  C14  C  CR16  0  -0.360   3.6181  -1.2115  -0.0503
 55R  C15  C  CR16  0  -0.262   2.3092  -0.9049  -0.0362
 55R  C10  C  CR6   0   0.226   1.8738   0.4721   0.0037
 55R  N9   N  N     0  -0.201   0.6417   0.9011   0.0218
 55R  N8   N  NH1   0  -0.576  -0.3607   0.0812   0.0076
 55R  H1   H  HOH1  0   0.495  -3.4179  -3.4741  -0.1028
 55R  H2   H  HCR6  0   0.288  -1.0986   2.6196   0.0875
 55R  H3   H  HCR6  0   0.275  -3.3989   3.4507   0.1270
 55R  H4   H  HCR6  0   0.269  -5.3117   1.8637   0.0919
 55R  H5   H  HCR6  0   0.279  -4.8833  -0.5417   0.0125
 55R  H6   H  HCR6  0   0.269   4.9443   1.9854   0.0313
 55R  H8   H  HCR6  0   0.281   2.5486   2.5265   0.0566
 55R  H9   H  HCR6  0   0.276   3.9371  -2.2460  -0.0820
 55R  H10  H  HCR6  0   0.278   1.5922  -1.7158  -0.0567
 55R  H7   H  HNH1  0   0.448  -0.2574  -0.9338  -0.0151
 55R  O16  O  O     0  -0.454   5.8531  -0.4770  -0.0359

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
 55R  C8   C9   aromatic  1.380  0.020  1.380
 55R  C8   C7   aromatic  1.391  0.020  1.391
 55R  C9   C4   aromatic  1.398  0.020  1.398
 55R  C7   C6   aromatic  1.380  0.020  1.380
 55R  C6   C5   aromatic  1.397  0.020  1.397
 55R  O1   C3   double    1.217  0.020  1.217
 55R  C4   C5   aromatic  1.412  0.020  1.412
 55R  C4   C3   single    1.478  0.020  1.478
 55R  C5   N8   single    1.384  0.020  1.384
 55R  C3   O2   single    1.319  0.020  1.319
 55R  N8   N9   single    1.295  0.020  1.295
 55R  N9   C10  double    1.305  0.020  1.305
 55R  C10  C11  single    1.441  0.020  1.441
 55R  C10  C15  single    1.445  0.020  1.445
 55R  C11  C12  double    1.346  0.020  1.346
 55R  C15  C14  double    1.344  0.020  1.344
 55R  C12  C13  single    1.459  0.020  1.459
 55R  C14  C13  single    1.467  0.020  1.467
 55R  C13  O16  double    1.227  0.020  1.227
 55R  O2   H1   single    0.850  0.020  0.980
 55R  C6   H2   single    0.930  0.020  1.080
 55R  C7   H3   single    0.930  0.020  1.080
 55R  C8   H4   single    0.930  0.020  1.080
 55R  C9   H5   single    0.930  0.020  1.080
 55R  C12  H6   single    0.930  0.020  1.080
 55R  C11  H8   single    0.930  0.020  1.080
 55R  C14  H9   single    0.930  0.020  1.080
 55R  C15  H10  single    0.930  0.020  1.080
 55R  N8   H7   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
 55R  H1   O2   C3   110.05  3.000
 55R  C4   C3   O2   113.54  3.000
 55R  O2   C3   O1   122.08  3.000
 55R  C4   C3   O1   124.39  3.000
 55R  C9   C4   C5   118.70  3.000
 55R  C5   C4   C3   121.28  3.000
 55R  C9   C4   C3   120.02  3.000
 55R  N8   C5   C6   120.42  3.000
 55R  N8   C5   C4   120.04  3.000
 55R  C6   C5   C4   119.54  3.000
 55R  H2   C6   C7   120.06  3.000
 55R  H2   C6   C5   119.67  3.000
 55R  C7   C6   C5   120.27  3.000
 55R  H3   C7   C8   120.14  3.000
 55R  H3   C7   C6   119.03  3.000
 55R  C8   C7   C6   120.83  3.000
 55R  H4   C8   C9   120.15  3.000
 55R  H4   C8   C7   120.65  3.000
 55R  C9   C8   C7   119.20  3.000
 55R  H5   C9   C8   118.87  3.000
 55R  H5   C9   C4   119.67  3.000
 55R  C8   C9   C4   121.46  3.000
 55R  C14  C13  C12  116.09  3.000
 55R  C14  C13  O16  121.45  3.000
 55R  C12  C13  O16  122.46  3.000
 55R  H6   C12  C11  120.77  3.000
 55R  H6   C12  C13  117.94  3.000
 55R  C11  C12  C13  121.29  3.000
 55R  H8   C11  C10  117.22  3.000
 55R  H8   C11  C12  120.92  3.000
 55R  C10  C11  C12  121.86  3.000
 55R  H9   C14  C15  120.33  3.000
 55R  H9   C14  C13  117.48  3.000
 55R  C15  C14  C13  122.19  3.000
 55R  H10  C15  C10  120.99  3.000
 55R  H10  C15  C14  118.28  3.000
 55R  C10  C15  C14  120.73  3.000
 55R  N9   C10  C15  126.75  3.000
 55R  C15  C10  C11  117.84  3.000
 55R  N9   C10  C11  115.41  3.000
 55R  N8   N9   C10  121.50  3.000
 55R  H7   N8   N9   123.47  3.000
 55R  H7   N8   C5   115.57  3.000
 55R  N9   N8   C5   120.95  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
 55R  CONST_01  C7   C8  C9  C4     0.00   0.0  0
 55R  CONST_02  C7   C6  C5  C4     0.00   0.0  0
 55R  CONST_03  C8   C7  C6  C5     0.00   0.0  0
 55R  CONST_04  C8   C9  C4  C5     0.00   0.0  0
 55R  CONST_05  C9   C8  C7  C6     0.00   0.0  0
 55R  CONST_06  C9   C4  C5  C6     0.00   0.0  0
 55R  CONST_07  C8   C9  C4  C3   180.00   0.0  0
 55R  CONST_08  C6   C5  C4  C3   180.00   0.0  0
 55R  CONST_09  N8   C5  C6  C7   180.00   0.0  0
 55R  CONST_10  N8   C5  C4  C9   180.00   0.0  0
 55R  CONST_11  H4   C8  C9  C4   180.00   0.0  0
 55R  CONST_12  H2   C6  C5  C4   180.00   0.0  0
 55R  CONST_13  H3   C7  C6  C5   180.00   0.0  0
 55R  CONST_14  H5   C9  C4  C5   180.00   0.0  0
 55R  CONST_15  N9   N8  C5  C4   180.00   0.0  0
 55R  CONST_16  C10  N9  N8  C5   180.00   0.0  0
 55R  CONST_17  N9   N8  C5  C6     0.00   0.0  0
 55R  CONST_18  H7   N8  C5  C4     0.00   0.0  0
 55R  CONST_19  H1   O2  C3  C4   180.00   0.0  0
 55R  Var_01    C9   C4  C3  O1  -179.07  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
 55R  plan-1  C3   0.020
 55R  plan-1  C4   0.020
 55R  plan-1  C5   0.020
 55R  plan-1  C6   0.020
 55R  plan-1  C7   0.020
 55R  plan-1  C8   0.020
 55R  plan-1  C9   0.020
 55R  plan-1  N8   0.020
 55R  plan-1  H2   0.020
 55R  plan-1  H3   0.020
 55R  plan-1  H4   0.020
 55R  plan-1  H5   0.020
 55R  plan-2  C13  0.020
 55R  plan-2  C12  0.020
 55R  plan-2  C11  0.020
 55R  plan-2  C14  0.020
 55R  plan-2  C15  0.020
 55R  plan-2  C10  0.020
 55R  plan-2  N9   0.020
 55R  plan-2  H6   0.020
 55R  plan-2  H8   0.020
 55R  plan-2  H9   0.020
 55R  plan-2  H10  0.020
 55R  plan-2  O16  0.020
 55R  plan-3  C5   0.020
 55R  plan-3  N9   0.020
 55R  plan-3  N8   0.020
 55R  plan-3  H7   0.020
 55R  plan-4  O1   0.020
 55R  plan-4  O2   0.020
 55R  plan-4  C3   0.020
 55R  plan-4  C4   0.020
 55R  plan-4  H1   0.020

