# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 15:02:11 2021
#   Inital geometry file: a 103 line input string
#   Ligand name: (2Z,5Z)-2-[(2-chlorophenyl)imino]-5-(4-hydroxy-3-nitrobenzylidene)-1,3-thiazolidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(\C=C\2SC(NC\2=O)=Nc3ccccc3Cl)cc1[N+]([O-])=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
 Z20  Z20  (2Z,5Z)-2-[(2-chlorophenyl)imino]-5-(4-hydroxy-3-nitrobenzylidene)-1,3-thiazolidin-4-one  ligand  35  25  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_Z20
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
 Z20  O24  O   O     -1  -0.421  -44.5564  -0.8116   2.3320
 Z20  N22  N   N      1   0.368  -43.4873  -1.1673   1.8571
 Z20  O23  O   O      0  -0.357  -42.4879  -1.2828   2.5175
 Z20  C18  C   CR6    0   0.214  -43.4369  -1.4566   0.4480
 Z20  C17  C   CR6    0   0.374  -44.5916  -1.3427  -0.3521
 Z20  O25  O   OH1    0  -0.588  -45.7821  -0.9696   0.0741
 Z20  C16  C   CR16   0  -0.336  -44.4605  -1.6560  -1.7109
 Z20  C15  C   CR16   0  -0.268  -43.2551  -2.0495  -2.2292
 Z20  C19  C   CR16   0  -0.387  -42.2158  -1.8527  -0.0888
 Z20  C14  C   CR6    0   0.170  -42.0946  -2.1523  -1.4359
 Z20  C13  C   C1     0  -0.267  -40.8718  -2.5739  -2.0905
 Z20  C11  C   C      0  -0.300  -39.6094  -2.6295  -1.6438
 Z20  C10  C   C      0   0.638  -38.5134  -3.1061  -2.5243
 Z20  O21  O   O      0  -0.417  -38.6327  -3.4900  -3.6639
 Z20  N9   N   NH1    0  -0.688  -37.3256  -3.0442  -1.8479
 Z20  S12  S   S2     0   0.115  -38.9841  -2.1768  -0.0710
 Z20  C8   C   C      0   0.363  -37.3286  -2.5811  -0.5627
 Z20  N7   N   N      0  -0.412  -36.2866  -2.4551   0.1339
 Z20  C2   C   CR6    0   0.239  -36.3813  -2.0145   1.4514
 Z20  C3   C   CR6    0  -0.095  -35.8050  -0.7990   1.8248
 Z20  CL1  CL  CL     0  -0.114  -35.0446   0.1738   0.6140
 Z20  C4   C   CR16   0  -0.218  -35.8405  -0.3569   3.1369
 Z20  C5   C   CR16   0  -0.269  -36.4559  -1.1358   4.1065
 Z20  C6   C   CR16   0  -0.243  -37.0292  -2.3500   3.7569
 Z20  C1   C   CR16   0  -0.285  -36.9914  -2.7856   2.4414
 Z20  H1   H   HOH1   0   0.487  -45.7343  -0.7832   1.0312
 Z20  H2   H   HCR6   0   0.297  -45.3332  -1.5824  -2.3457
 Z20  H3   H   HCR6   0   0.288  -43.1935  -2.2850  -3.2841
 Z20  H4   H   HCR6   0   0.290  -41.3799  -1.9355   0.5886
 Z20  H5   H   H      0   0.289  -40.9994  -2.8889  -3.1215
 Z20  H10  H   HCR6   0   0.282  -35.3924   0.5921   3.3984
 Z20  H11  H   HCR6   0   0.268  -36.4794  -0.7922   5.1317
 Z20  H12  H   HCR6   0   0.267  -37.5048  -2.9650   4.5091
 Z20  H13  H   HCR6   0   0.280  -37.4173  -3.7443   2.1732
 Z20  H14  H   HNH1   0   0.438  -36.4535  -3.3149  -2.2841

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
 Z20  O21  C10  double    1.208  0.020  1.208
 Z20  C10  N9   single    1.368  0.020  1.368
 Z20  C10  C11  single    1.484  0.020  1.484
 Z20  C15  C16  aromatic  1.370  0.020  1.370
 Z20  C15  C14  aromatic  1.409  0.020  1.409
 Z20  C13  C11  double    1.340  0.020  1.340
 Z20  C13  C14  single    1.450  0.020  1.450
 Z20  N9   C8   single    1.366  0.020  1.366
 Z20  C11  S12  single    1.752  0.020  1.752
 Z20  C16  C17  aromatic  1.401  0.020  1.401
 Z20  C14  C19  aromatic  1.385  0.020  1.385
 Z20  C8   S12  single    1.774  0.020  1.774
 Z20  C8   N7   double    1.260  0.020  1.260
 Z20  C17  O25  single    1.318  0.020  1.318
 Z20  C17  C18  aromatic  1.409  0.020  1.409
 Z20  C19  C18  aromatic  1.391  0.020  1.391
 Z20  N7   C2   single    1.393  0.020  1.393
 Z20  C18  N22  single    1.439  0.020  1.439
 Z20  CL1  C3   single    1.729  0.020  1.729
 Z20  C2   C3   aromatic  1.396  0.020  1.396
 Z20  C2   C1   aromatic  1.395  0.020  1.395
 Z20  C3   C4   aromatic  1.385  0.020  1.385
 Z20  N22  O24  single    1.223  0.020  1.223
 Z20  N22  O23  double    1.203  0.020  1.203
 Z20  C1   C6   aromatic  1.386  0.020  1.386
 Z20  C4   C5   aromatic  1.388  0.020  1.388
 Z20  C6   C5   aromatic  1.388  0.020  1.388
 Z20  O25  H1   single    0.850  0.020  0.980
 Z20  C16  H2   single    0.930  0.020  1.080
 Z20  C15  H3   single    0.930  0.020  1.080
 Z20  C19  H4   single    0.930  0.020  1.080
 Z20  C13  H5   single    0.930  0.020  1.080
 Z20  C4   H10  single    0.930  0.020  1.080
 Z20  C5   H11  single    0.930  0.020  1.080
 Z20  C6   H12  single    0.930  0.020  1.080
 Z20  C1   H13  single    0.930  0.020  1.080
 Z20  N9   H14  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
 Z20  C18  N22  O23  119.27  3.000
 Z20  O23  N22  O24  122.74  3.000
 Z20  C18  N22  O24  117.99  3.000
 Z20  C19  C18  C17  121.53  3.000
 Z20  C19  C18  N22  117.75  3.000
 Z20  C17  C18  N22  120.72  3.000
 Z20  C16  C17  O25  117.48  3.000
 Z20  O25  C17  C18  125.39  3.000
 Z20  C16  C17  C18  117.13  3.000
 Z20  H1   O25  C17  109.07  3.000
 Z20  H2   C16  C15  120.49  3.000
 Z20  H2   C16  C17  118.60  3.000
 Z20  C15  C16  C17  120.91  3.000
 Z20  H3   C15  C14  119.06  3.000
 Z20  H3   C15  C16  118.77  3.000
 Z20  C14  C15  C16  122.17  3.000
 Z20  H4   C19  C14  121.73  3.000
 Z20  H4   C19  C18  117.35  3.000
 Z20  C14  C19  C18  120.90  3.000
 Z20  C13  C14  C19  125.16  3.000
 Z20  C19  C14  C15  117.35  3.000
 Z20  C13  C14  C15  117.49  3.000
 Z20  H5   C13  C11  114.54  3.000
 Z20  H5   C13  C14  114.46  3.000
 Z20  C11  C13  C14  131.00  3.000
 Z20  S12  C11  C10  110.60  3.000
 Z20  S12  C11  C13  128.65  3.000
 Z20  C10  C11  C13  120.74  3.000
 Z20  N9   C10  O21  124.50  3.000
 Z20  N9   C10  C11  109.46  3.000
 Z20  O21  C10  C11  126.04  3.000
 Z20  H14  N9   C8   119.88  3.000
 Z20  H14  N9   C10  121.52  3.000
 Z20  C8   N9   C10  118.59  3.000
 Z20  C8   S12  C11   91.46  3.000
 Z20  N7   C8   S12  126.59  3.000
 Z20  N7   C8   N9   123.52  3.000
 Z20  S12  C8   N9   109.88  3.000
 Z20  C2   N7   C8   119.90  3.000
 Z20  C1   C2   C3   118.16  3.000
 Z20  C1   C2   N7   121.74  3.000
 Z20  C3   C2   N7   120.03  3.000
 Z20  C4   C3   CL1  119.67  3.000
 Z20  C4   C3   C2   121.38  3.000
 Z20  CL1  C3   C2   118.95  3.000
 Z20  H10  C4   C5   120.48  3.000
 Z20  H10  C4   C3   119.90  3.000
 Z20  C5   C4   C3   119.62  3.000
 Z20  H11  C5   C6   120.52  3.000
 Z20  H11  C5   C4   119.59  3.000
 Z20  C6   C5   C4   119.89  3.000
 Z20  H12  C6   C1   119.55  3.000
 Z20  H12  C6   C5   120.27  3.000
 Z20  C1   C6   C5   120.18  3.000
 Z20  H13  C1   C6   120.17  3.000
 Z20  H13  C1   C2   119.05  3.000
 Z20  C6   C1   C2   120.77  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
 Z20  CONST_01  C15  C16  C17  C18     0.00   0.0  0
 Z20  CONST_02  C15  C14  C19  C18     0.00   0.0  0
 Z20  CONST_03  C14  C15  C16  C17     0.00   0.0  0
 Z20  CONST_04  C14  C19  C18  C17     0.00   0.0  0
 Z20  CONST_05  C19  C14  C15  C16     0.00   0.0  0
 Z20  CONST_06  C19  C18  C17  C16     0.00   0.0  0
 Z20  CONST_07  C5   C4   C3   C2      0.00   0.0  0
 Z20  CONST_08  C5   C6   C1   C2      0.00   0.0  0
 Z20  CONST_09  C6   C1   C2   C3      0.00   0.0  0
 Z20  CONST_10  C6   C5   C4   C3      0.00   0.0  0
 Z20  CONST_11  C1   C2   C3   C4      0.00   0.0  0
 Z20  CONST_12  C1   C6   C5   C4      0.00   0.0  0
 Z20  CONST_13  C8   N9   C10  C11     0.00   0.0  0
 Z20  CONST_14  S12  C8   N9   C10     0.00   0.0  0
 Z20  CONST_15  C16  C17  C18  N22   180.00   0.0  0
 Z20  CONST_16  C14  C19  C18  N22   180.00   0.0  0
 Z20  CONST_17  C13  C14  C19  C18   180.00   0.0  0
 Z20  CONST_18  C15  C16  C17  O25   180.00   0.0  0
 Z20  CONST_19  C19  C18  C17  O25   180.00   0.0  0
 Z20  CONST_20  C13  C14  C15  C16   180.00   0.0  0
 Z20  CONST_21  C4   C3   C2   N7    180.00   0.0  0
 Z20  CONST_22  C6   C1   C2   N7    180.00   0.0  0
 Z20  CONST_23  C1   C2   C3   CL1   180.00   0.0  0
 Z20  CONST_24  C5   C4   C3   CL1   180.00   0.0  0
 Z20  CONST_25  N7   C8   N9   C10   180.00   0.0  0
 Z20  CONST_26  C8   N9   C10  O21   180.00   0.0  0
 Z20  CONST_27  C2   N7   C8   N9    180.00   0.0  0
 Z20  CONST_28  C2   N7   C8   S12     0.00   0.0  0
 Z20  CONST_29  H2   C16  C17  C18   180.00   0.0  0
 Z20  CONST_30  H3   C15  C16  C17   180.00   0.0  0
 Z20  CONST_31  H4   C19  C18  C17   180.00   0.0  0
 Z20  CONST_32  H10  C4   C3   C2    180.00   0.0  0
 Z20  CONST_33  H12  C6   C1   C2    180.00   0.0  0
 Z20  CONST_34  H13  C1   C2   C3    180.00   0.0  0
 Z20  CONST_35  H11  C5   C4   C3    180.00   0.0  0
 Z20  CONST_36  H14  N9   C10  C11   180.00   0.0  0
 Z20  CONST_37  C17  C18  N22  O24     0.00   0.0  0
 Z20  CONST_38  C19  C18  N22  O24   180.00   0.0  0
 Z20  CONST_39  C17  C18  N22  O23   180.00   0.0  0
 Z20  CONST_40  C19  C18  N22  O23     0.00   0.0  0
 Z20  Var_01    C10  C11  C13  C14  -179.97   0.0  2
 Z20  Var_02    C11  C13  C14  C15   172.21  30.0  2
 Z20  Var_03    C3   C2   N7   C8   -115.82  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
 Z20  plan-1  C14  0.020
 Z20  plan-1  C13  0.020
 Z20  plan-1  C11  0.020
 Z20  plan-1  C10  0.020
 Z20  plan-1  O21  0.020
 Z20  plan-1  N9   0.020
 Z20  plan-1  S12  0.020
 Z20  plan-1  C8   0.020
 Z20  plan-1  N7   0.020
 Z20  plan-1  C2   0.020
 Z20  plan-1  H5   0.020
 Z20  plan-1  H14  0.020
 Z20  plan-2  N22  0.020
 Z20  plan-2  C18  0.020
 Z20  plan-2  C17  0.020
 Z20  plan-2  O25  0.020
 Z20  plan-2  C16  0.020
 Z20  plan-2  C15  0.020
 Z20  plan-2  C19  0.020
 Z20  plan-2  C14  0.020
 Z20  plan-2  C13  0.020
 Z20  plan-2  H2   0.020
 Z20  plan-2  H3   0.020
 Z20  plan-2  H4   0.020
 Z20  plan-3  N7   0.020
 Z20  plan-3  C2   0.020
 Z20  plan-3  C3   0.020
 Z20  plan-3  CL1  0.020
 Z20  plan-3  C4   0.020
 Z20  plan-3  C5   0.020
 Z20  plan-3  C6   0.020
 Z20  plan-3  C1   0.020
 Z20  plan-3  H10  0.020
 Z20  plan-3  H11  0.020
 Z20  plan-3  H12  0.020
 Z20  plan-3  H13  0.020
 Z20  plan-4  O24  0.020
 Z20  plan-4  N22  0.020
 Z20  plan-4  O23  0.020
 Z20  plan-4  C18  0.020

