# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 03:56:58 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: (2Z,5Z)-2-[(2-chlorophenyl)imino]-5-(4-hydroxy-3-methoxybenzylidene)-1,3-thiazolidin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1O)/C=C/2SC(NC/2=O)=Nc3ccccc3Cl
#
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
 J19  J19  (2Z,5Z)-2-[(2-chlorophenyl)imino]-5-(4-hydroxy-3-methoxybenzylidene)-1,3-thiazolidin-4-one  ligand  37  24  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_J19
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
 J19  C21  C   CR16  0  -0.332   2.3028  -0.9558  -0.6431
 J19  C11  C   CR5   0   0.632  -0.1277   2.8032   0.4074
 J19  N10  N   NR15  0  -0.688  -1.4655   2.5878   0.6119
 J19  C12  C   CR5   0  -0.311   0.5482   1.5112   0.1540
 J19  S13  S   S2    0   0.117  -0.6080   0.1905   0.1968
 J19  C9   C   CR5   0   0.357  -1.9365   1.3076   0.5463
 J19  N8   N   N     0  -0.414  -3.1517   1.0039   0.6959
 J19  C4   C   CR6   0   0.233  -3.5301  -0.3361   0.6580
 J19  C3   C   CR16  0  -0.284  -3.1991  -1.2165   1.6889
 J19  C2   C   CR16  0  -0.244  -3.6270  -2.5346   1.6621
 J19  C5   C   CR6   0  -0.095  -4.3064  -0.8204  -0.3961
 J19  CL7  CL  CL    0  -0.116  -4.7223   0.2502  -1.6896
 J19  C6   C   CR16  0  -0.218  -4.7385  -2.1363  -0.4295
 J19  C1   C   CR16  0  -0.270  -4.3962  -2.9970   0.6035
 J19  C15  C   C1    0  -0.268   1.8775   1.4479  -0.0222
 J19  C16  C   CR6   0   0.164   2.7431   0.3144  -0.2699
 J19  C20  C   CR16  0  -0.322   3.2080  -1.9828  -0.8545
 J19  C19  C   CR6   0   0.289   4.5686  -1.7737  -0.6929
 J19  O22  O   OH1   0  -0.615   5.4161  -2.7903  -0.8990
 J19  C18  C   CR6   0   0.321   5.0311  -0.4958  -0.3238
 J19  C17  C   CR16  0  -0.440   4.1262   0.5266  -0.1265
 J19  O23  O   O2    0  -0.486   6.3685  -0.3976  -0.1968
 J19  C24  C   CH3   0  -0.436   6.9254   0.8528   0.1621
 J19  H1   H   HCR6  0   0.257   1.2574  -1.1697  -0.8126
 J19  H3   H   HCR6  0   0.276  -2.6175  -0.8499   2.5256
 J19  H4   H   HCR6  0   0.267  -3.3593  -3.1998   2.4721
 J19  H5   H   HCR6  0   0.281  -5.3340  -2.4870  -1.2615
 J19  H6   H   HCR6  0   0.268  -4.7363  -4.0233   0.5791
 J19  H7   H   H     0   0.282   2.3856   2.4046   0.0531
 J19  H9   H   HCR6  0   0.278   2.8574  -2.9619  -1.1545
 J19  H10  H   HOH1  0   0.478   6.3286  -2.5037  -0.7660
 J19  H11  H   HCR6  0   0.292   4.4721   1.5128   0.1554
 J19  H12  H   HCH3  0   0.235   6.7051   1.6211  -0.5830
 J19  H13  H   HCH3  0   0.234   6.5657   1.1891   1.1375
 J19  H14  H   HCH3  0   0.267   8.0012   0.7087   0.2127
 J19  H2   H   HNR5  0   0.434  -2.1007   3.3516   0.8049
 J19  O14  O   O     0  -0.424   0.3986   3.8922   0.4369

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
 J19  C1   C2   aromatic  1.388  0.020  1.388
 J19  C1   C6   aromatic  1.387  0.020  1.387
 J19  C2   C3   aromatic  1.386  0.020  1.386
 J19  C6   C5   aromatic  1.385  0.020  1.385
 J19  C24  O23  single    1.415  0.020  1.415
 J19  C3   C4   aromatic  1.396  0.020  1.396
 J19  O23  C18  single    1.347  0.020  1.347
 J19  C5   C4   aromatic  1.396  0.020  1.396
 J19  C5   CL7  single    1.730  0.020  1.730
 J19  C4   N8   single    1.393  0.020  1.393
 J19  O22  C19  single    1.340  0.020  1.340
 J19  C18  C19  aromatic  1.408  0.020  1.408
 J19  C18  C17  aromatic  1.379  0.020  1.379
 J19  C19  C20  aromatic  1.386  0.020  1.386
 J19  C17  C16  aromatic  1.407  0.020  1.407
 J19  N8   C9   double    1.261  0.020  1.261
 J19  S13  C9   single    1.771  0.020  1.771
 J19  S13  C12  single    1.756  0.020  1.756
 J19  C9   N10  single    1.366  0.020  1.366
 J19  C20  C21  aromatic  1.385  0.020  1.385
 J19  C16  C21  aromatic  1.395  0.020  1.395
 J19  C16  C15  single    1.448  0.020  1.448
 J19  C12  C15  double    1.342  0.020  1.342
 J19  C12  C11  single    1.480  0.020  1.480
 J19  N10  C11  single    1.370  0.020  1.370
 J19  C11  O14  double    1.210  0.020  1.210
 J19  C21  H1   single    0.930  0.020  1.080
 J19  C3   H3   single    0.930  0.020  1.080
 J19  C2   H4   single    0.930  0.020  1.080
 J19  C6   H5   single    0.930  0.020  1.080
 J19  C1   H6   single    0.930  0.020  1.080
 J19  C15  H7   single    0.930  0.020  1.080
 J19  C20  H9   single    0.930  0.020  1.080
 J19  O22  H10  single    0.850  0.020  0.980
 J19  C17  H11  single    0.930  0.020  1.080
 J19  C24  H12  single    0.970  0.020  1.090
 J19  C24  H13  single    0.970  0.020  1.090
 J19  C24  H14  single    0.970  0.020  1.090
 J19  N10  H2   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
 J19  H1   C21  C20  117.49  3.000
 J19  H1   C21  C16  121.84  3.000
 J19  C20  C21  C16  120.64  3.000
 J19  C12  C11  N10  109.52  3.000
 J19  N10  C11  O14  124.23  3.000
 J19  C12  C11  O14  126.25  3.000
 J19  H2   N10  C9   120.01  3.000
 J19  H2   N10  C11  121.51  3.000
 J19  C9   N10  C11  118.48  3.000
 J19  C15  C12  S13  128.30  3.000
 J19  C15  C12  C11  121.06  3.000
 J19  S13  C12  C11  110.60  3.000
 J19  C9   S13  C12   91.39  3.000
 J19  N8   C9   S13  126.46  3.000
 J19  S13  C9   N10  110.01  3.000
 J19  N8   C9   N10  123.52  3.000
 J19  C4   N8   C9   119.35  3.000
 J19  C5   C4   C3   118.09  3.000
 J19  C5   C4   N8   120.36  3.000
 J19  C3   C4   N8   121.49  3.000
 J19  H3   C3   C2   120.18  3.000
 J19  H3   C3   C4   118.98  3.000
 J19  C2   C3   C4   120.83  3.000
 J19  H4   C2   C1   120.23  3.000
 J19  H4   C2   C3   119.59  3.000
 J19  C1   C2   C3   120.18  3.000
 J19  C6   C5   CL7  119.66  3.000
 J19  CL7  C5   C4   118.92  3.000
 J19  C6   C5   C4   121.42  3.000
 J19  H5   C6   C1   120.49  3.000
 J19  H5   C6   C5   119.88  3.000
 J19  C1   C6   C5   119.63  3.000
 J19  H6   C1   C6   119.62  3.000
 J19  H6   C1   C2   120.51  3.000
 J19  C6   C1   C2   119.87  3.000
 J19  H7   C15  C16  114.96  3.000
 J19  H7   C15  C12  114.37  3.000
 J19  C16  C15  C12  130.65  3.000
 J19  C17  C16  C15  116.89  3.000
 J19  C15  C16  C21  124.75  3.000
 J19  C17  C16  C21  118.35  3.000
 J19  H9   C20  C19  119.13  3.000
 J19  H9   C20  C21  120.08  3.000
 J19  C19  C20  C21  120.78  3.000
 J19  C18  C19  O22  121.42  3.000
 J19  C18  C19  C20  119.33  3.000
 J19  O22  C19  C20  119.25  3.000
 J19  H10  O22  C19  110.57  3.000
 J19  O23  C18  C17  125.71  3.000
 J19  C17  C18  C19  119.64  3.000
 J19  O23  C18  C19  114.64  3.000
 J19  H11  C17  C18  120.19  3.000
 J19  H11  C17  C16  118.57  3.000
 J19  C18  C17  C16  121.24  3.000
 J19  C24  O23  C18  118.63  3.000
 J19  H14  C24  H13  108.98  3.000
 J19  H14  C24  H12  108.94  3.000
 J19  H13  C24  H12  109.02  3.000
 J19  H14  C24  O23  106.52  3.000
 J19  H13  C24  O23  111.64  3.000
 J19  H12  C24  O23  111.65  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
 J19  CONST_01  C18  C19  C20  C21    0.00   0.0  0
 J19  CONST_02  C18  C17  C16  C21    0.00   0.0  0
 J19  CONST_03  C1   C2   C3   C4     0.00   0.0  0
 J19  CONST_04  C1   C6   C5   C4     0.00   0.0  0
 J19  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 J19  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 J19  CONST_07  C5   C6   C1   C2     0.00   0.0  0
 J19  CONST_08  C5   C4   C3   C2     0.00   0.0  0
 J19  CONST_09  C19  C18  C17  C16    0.00   0.0  0
 J19  CONST_10  C19  C20  C21  C16    0.00   0.0  0
 J19  CONST_11  C17  C18  C19  C20    0.00   0.0  0
 J19  CONST_12  C17  C16  C21  C20    0.00   0.0  0
 J19  CONST_13  S13  C9   N10  C11    0.00   0.0  0
 J19  CONST_14  C9   N10  C11  C12    0.00   0.0  0
 J19  CONST_15  O22  C19  C20  C21  180.00   0.0  0
 J19  CONST_16  C2   C3   C4   N8   180.00   0.0  0
 J19  CONST_17  C6   C5   C4   N8   180.00   0.0  0
 J19  CONST_18  CL7  C5   C4   C3   180.00   0.0  0
 J19  CONST_19  C1   C6   C5   CL7  180.00   0.0  0
 J19  CONST_20  C18  C17  C16  C15  180.00   0.0  0
 J19  CONST_21  C20  C21  C16  C15  180.00   0.0  0
 J19  CONST_22  O23  C18  C17  C16  180.00   0.0  0
 J19  CONST_23  O23  C18  C19  C20  180.00   0.0  0
 J19  CONST_24  C17  C18  C19  O22  180.00   0.0  0
 J19  CONST_25  C9   N10  C11  O14  180.00   0.0  0
 J19  CONST_26  N8   C9   N10  C11  180.00   0.0  0
 J19  CONST_27  C4   N8   C9   N10  180.00   0.0  0
 J19  CONST_28  C4   N8   C9   S13    0.00   0.0  0
 J19  CONST_29  H11  C17  C16  C21  180.00   0.0  0
 J19  CONST_30  H4   C2   C3   C4   180.00   0.0  0
 J19  CONST_31  H5   C6   C5   C4   180.00   0.0  0
 J19  CONST_32  H6   C1   C2   C3   180.00   0.0  0
 J19  CONST_33  H3   C3   C4   C5   180.00   0.0  0
 J19  CONST_34  H9   C20  C21  C16  180.00   0.0  0
 J19  CONST_35  H1   C21  C20  C19  180.00   0.0  0
 J19  CONST_36  H2   N10  C11  C12  180.00   0.0  0
 J19  Var_01    C12  C15  C16  C21   13.63  30.0  2
 J19  Var_02    C16  C15  C12  C11  179.54  30.0  2
 J19  Var_03    C3   C4   N8   C9    70.75  30.0  3
 J19  Var_04    H12  C24  O23  C18  -61.44  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
 J19  plan-1  C11  0.020
 J19  plan-1  N10  0.020
 J19  plan-1  C12  0.020
 J19  plan-1  S13  0.020
 J19  plan-1  C9   0.020
 J19  plan-1  N8   0.020
 J19  plan-1  C4   0.020
 J19  plan-1  C15  0.020
 J19  plan-1  H2   0.020
 J19  plan-1  O14  0.020
 J19  plan-2  N8   0.020
 J19  plan-2  C4   0.020
 J19  plan-2  C3   0.020
 J19  plan-2  C2   0.020
 J19  plan-2  C5   0.020
 J19  plan-2  CL7  0.020
 J19  plan-2  C6   0.020
 J19  plan-2  C1   0.020
 J19  plan-2  H3   0.020
 J19  plan-2  H4   0.020
 J19  plan-2  H5   0.020
 J19  plan-2  H6   0.020
 J19  plan-3  C21  0.020
 J19  plan-3  C15  0.020
 J19  plan-3  C16  0.020
 J19  plan-3  C20  0.020
 J19  plan-3  C19  0.020
 J19  plan-3  O22  0.020
 J19  plan-3  C18  0.020
 J19  plan-3  C17  0.020
 J19  plan-3  O23  0.020
 J19  plan-3  H1   0.020
 J19  plan-3  H9   0.020
 J19  plan-3  H11  0.020

