# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:50:34 2022
#   Inital geometry file: a 126 line input string
#   Ligand name: 3-[(Z)-{(5Z)-5-[2-(carboxymethoxy)benzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)C(/SC1=Nc2cccc(c2)C(O)=O)=C/c3ccccc3OCC(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
 AWH  AWH  '3-[(Z)-{(5Z)-5-[2-(carboxymethoxy)benzylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene}amino]benzoic acid'  ligand  43  29  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AWH
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
 AWH  O5    O  O      0  -0.592  -5.8159   0.4994  -2.9204
 AWH  C19   C  C      0   0.400  -6.0093   1.1855  -1.8987
 AWH  O6    O  OC    -1  -0.593  -6.7698   2.1657  -1.7897
 AWH  C18   C  CR6    0  -0.093  -5.2316   0.7850  -0.6485
 AWH  C17   C  CR16   0  -0.302  -5.3785   1.4948   0.5418
 AWH  C16   C  CR16   0  -0.241  -4.6716   1.1191   1.6743
 AWH  C15   C  CR16   0  -0.292  -3.8007   0.0390   1.6366
 AWH  C20   C  CR16   0  -0.339  -4.3644  -0.3012  -0.6802
 AWH  C14   C  CR6    0   0.212  -3.6380  -0.6735   0.4482
 AWH  N2    N  N      0  -0.445  -2.7937  -1.7895   0.3822
 AWH  C13   C  CR5    0   0.338  -1.5484  -1.6420   0.5030
 AWH  N1    N  NR5    0  -0.538  -0.6704  -2.6990   0.4790
 AWH  C1    C  CH3    0  -0.528  -1.1679  -4.0522   0.3344
 AWH  S     S  S2     0   0.135  -0.6885  -0.1059   0.7013
 AWH  C3    C  CR5    0  -0.289   0.8573  -0.9328   0.6712
 AWH  C2    C  CR5    0   0.649   0.6655  -2.3973   0.5631
 AWH  O1    O  O      0  -0.432   1.5534  -3.2205   0.5411
 AWH  C4    C  C1     0  -0.239   2.0841  -0.3928   0.6710
 AWH  C5    C  CR6    0  -0.015   2.4517   1.0103   0.7664
 AWH  C10   C  CR6    0   0.385   3.6724   1.4274   0.1884
 AWH  O2    O  O2     0  -0.448   4.3736   0.4782  -0.4349
 AWH  C11   C  CH2    0  -0.333   5.6648   0.7664  -0.9409
 AWH  C12   C  C      0   0.384   6.3331  -0.5222  -1.4514
 AWH  O4    O  OC    -1  -0.621   7.4487  -0.3285  -1.9722
 AWH  O3    O  O      0  -0.585   5.7328  -1.5945  -1.2975
 AWH  C9    C  CR16   0  -0.379   4.0635   2.7615   0.2779
 AWH  C8    C  CR16   0  -0.240   3.2592   3.6778   0.9413
 AWH  C7    C  CR16   0  -0.269   2.0669   3.2817   1.5289
 AWH  C6    C  CR16   0  -0.300   1.6748   1.9566   1.4371
 AWH  H17   H  HCR6   0   0.243  -6.0533   2.3391   0.5809
 AWH  H20   H  HCR6   0   0.243  -4.2473  -0.8662  -1.5959
 AWH  H16   H  HCR6   0   0.252  -4.7971   1.6682   2.5991
 AWH  H15   H  HCR6   0   0.264  -3.2624  -0.2608   2.5276
 AWH  H11C  H  HCH3   0   0.263  -1.6227  -4.1877  -0.6452
 AWH  H12C  H  HCH3   0   0.269  -0.3385  -4.7428   0.4424
 AWH  H13C  H  HCH3   0   0.263  -1.9107  -4.2598   1.1010
 AWH  H4C   H  H      0   0.283   2.8987  -1.1007   0.5608
 AWH  HA    H  HCR6   0   0.259   0.7671   1.6512   1.9414
 AWH  H9    H  HCR6   0   0.283   4.9874   3.1002  -0.1689
 AWH  H111  H  HCH2   0   0.232   5.6033   1.4943  -1.7580
 AWH  H112  H  HCH2   0   0.233   6.2949   1.2080  -0.1598
 AWH  H8    H  HCR6   0   0.266   3.5765   4.7109   0.9986
 AWH  H7    H  HCR6   0   0.260   1.4516   3.9934   2.0618

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
 AWH  O5   C19   deloc     1.246  0.020  1.246
 AWH  C19  O6    deloc     1.245  0.020  1.245
 AWH  C19  C18   single    1.526  0.020  1.526
 AWH  C18  C17   aromatic  1.394  0.020  1.394
 AWH  C18  C20   aromatic  1.390  0.020  1.390
 AWH  C17  C16   aromatic  1.387  0.020  1.387
 AWH  C16  C15   aromatic  1.388  0.020  1.388
 AWH  C15  C14   aromatic  1.395  0.020  1.395
 AWH  C20  C14   aromatic  1.393  0.020  1.393
 AWH  C14  N2    single    1.401  0.020  1.401
 AWH  N2   C13   double    1.260  0.020  1.260
 AWH  C13  N1    single    1.374  0.020  1.374
 AWH  C13  S     single    1.772  0.020  1.772
 AWH  N1   C1    single    1.449  0.020  1.449
 AWH  N1   C2    single    1.372  0.020  1.372
 AWH  S    C3    single    1.753  0.020  1.753
 AWH  C3   C2    single    1.481  0.020  1.481
 AWH  C3   C4    double    1.340  0.020  1.340
 AWH  C2   O1    double    1.211  0.020  1.211
 AWH  C4   C5    single    1.454  0.020  1.454
 AWH  C5   C10   aromatic  1.414  0.020  1.414
 AWH  C5   C6    aromatic  1.396  0.020  1.396
 AWH  C10  O2    single    1.335  0.020  1.335
 AWH  C10  C9    aromatic  1.393  0.020  1.393
 AWH  O2   C11   single    1.416  0.020  1.416
 AWH  C11  C12   single    1.539  0.020  1.539
 AWH  C12  O4    deloc     1.246  0.020  1.246
 AWH  C12  O3    deloc     1.239  0.020  1.239
 AWH  C9   C8    aromatic  1.388  0.020  1.388
 AWH  C8   C7    aromatic  1.387  0.020  1.387
 AWH  C7   C6    aromatic  1.385  0.020  1.385
 AWH  C17  H17   single    0.930  0.020  1.080
 AWH  C20  H20   single    0.930  0.020  1.080
 AWH  C16  H16   single    0.930  0.020  1.080
 AWH  C15  H15   single    0.930  0.020  1.080
 AWH  C1   H11C  single    0.970  0.020  1.090
 AWH  C1   H12C  single    0.970  0.020  1.090
 AWH  C1   H13C  single    0.970  0.020  1.090
 AWH  C4   H4C   single    0.930  0.020  1.080
 AWH  C6   HA    single    0.930  0.020  1.080
 AWH  C9   H9    single    0.930  0.020  1.080
 AWH  C11  H111  single    0.970  0.020  1.090
 AWH  C11  H112  single    0.970  0.020  1.090
 AWH  C8   H8    single    0.930  0.020  1.080
 AWH  C7   H7    single    0.930  0.020  1.080

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
 AWH  C18   C19  O6    116.49  3.000
 AWH  C18   C19  O5    116.64  3.000
 AWH  O6    C19  O5    126.87  3.000
 AWH  C20   C18  C17   118.89  3.000
 AWH  C20   C18  C19   120.28  3.000
 AWH  C17   C18  C19   120.82  3.000
 AWH  H17   C17  C16   119.99  3.000
 AWH  H17   C17  C18   119.62  3.000
 AWH  C16   C17  C18   120.38  3.000
 AWH  H16   C16  C15   119.38  3.000
 AWH  H16   C16  C17   120.07  3.000
 AWH  C15   C16  C17   120.56  3.000
 AWH  H15   C15  C14   120.09  3.000
 AWH  H15   C15  C16   120.32  3.000
 AWH  C14   C15  C16   119.59  3.000
 AWH  H20   C20  C14   119.31  3.000
 AWH  H20   C20  C18   119.65  3.000
 AWH  C14   C20  C18   121.05  3.000
 AWH  N2    C14  C20   119.29  3.000
 AWH  N2    C14  C15   121.15  3.000
 AWH  C20   C14  C15   119.52  3.000
 AWH  C13   N2   C14   119.86  3.000
 AWH  S     C13  N1    111.03  3.000
 AWH  S     C13  N2    126.30  3.000
 AWH  N1    C13  N2    122.67  3.000
 AWH  C2    N1   C1    123.08  3.000
 AWH  C2    N1   C13   116.86  3.000
 AWH  C1    N1   C13   120.04  3.000
 AWH  H13C  C1   H12C  109.30  3.000
 AWH  H13C  C1   H11C  108.98  3.000
 AWH  H12C  C1   H11C  109.26  3.000
 AWH  H13C  C1   N1    110.03  3.000
 AWH  H12C  C1   N1    108.79  3.000
 AWH  H11C  C1   N1    110.46  3.000
 AWH  C3    S    C13    90.98  3.000
 AWH  C4    C3   C2    121.13  3.000
 AWH  C4    C3   S     128.09  3.000
 AWH  C2    C3   S     110.70  3.000
 AWH  O1    C2   C3    125.35  3.000
 AWH  O1    C2   N1    124.28  3.000
 AWH  C3    C2   N1    110.37  3.000
 AWH  H4C   C4   C5    116.53  3.000
 AWH  H4C   C4   C3    115.11  3.000
 AWH  C5    C4   C3    128.34  3.000
 AWH  C6    C5   C10   118.49  3.000
 AWH  C6    C5   C4    123.03  3.000
 AWH  C10   C5   C4    118.45  3.000
 AWH  C9    C10  O2    124.31  3.000
 AWH  C9    C10  C5    119.91  3.000
 AWH  O2    C10  C5    115.77  3.000
 AWH  C11   O2   C10   120.07  3.000
 AWH  H112  C11  H111  107.21  3.000
 AWH  H112  C11  C12   108.90  3.000
 AWH  H111  C11  C12   109.46  3.000
 AWH  H112  C11  O2    110.57  3.000
 AWH  H111  C11  O2    110.50  3.000
 AWH  C12   C11  O2    110.13  3.000
 AWH  O3    C12  O4    128.34  3.000
 AWH  O3    C12  C11   118.25  3.000
 AWH  O4    C12  C11   113.41  3.000
 AWH  H9    C9   C8    119.08  3.000
 AWH  H9    C9   C10   120.90  3.000
 AWH  C8    C9   C10   120.02  3.000
 AWH  H8    C8   C7    120.14  3.000
 AWH  H8    C8   C9    119.05  3.000
 AWH  C7    C8   C9    120.81  3.000
 AWH  H7    C7   C6    120.09  3.000
 AWH  H7    C7   C8    120.67  3.000
 AWH  C6    C7   C8    119.24  3.000
 AWH  HA    C6   C7    118.45  3.000
 AWH  HA    C6   C5    119.96  3.000
 AWH  C7    C6   C5    121.52  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
 AWH  CONST_01  C15   C16  C17  C18     0.00   0.0  0
 AWH  CONST_02  C15   C14  C20  C18     0.00   0.0  0
 AWH  CONST_03  C14   C20  C18  C17     0.00   0.0  0
 AWH  CONST_04  C14   C15  C16  C17     0.00   0.0  0
 AWH  CONST_05  C20   C18  C17  C16     0.00   0.0  0
 AWH  CONST_06  C20   C14  C15  C16     0.00   0.0  0
 AWH  CONST_07  C8    C9   C10  C5      0.00   0.0  0
 AWH  CONST_08  C8    C7   C6   C5      0.00   0.0  0
 AWH  CONST_09  C7    C6   C5   C10     0.00   0.0  0
 AWH  CONST_10  C7    C8   C9   C10     0.00   0.0  0
 AWH  CONST_11  C6    C5   C10  C9      0.00   0.0  0
 AWH  CONST_12  C6    C7   C8   C9      0.00   0.0  0
 AWH  CONST_13  C3    C2   N1   C13     0.00   0.0  0
 AWH  CONST_14  C2    N1   C13  S       0.00   0.0  0
 AWH  CONST_15  C16   C17  C18  C19   180.00   0.0  0
 AWH  CONST_16  C14   C20  C18  C19   180.00   0.0  0
 AWH  CONST_17  N2    C14  C20  C18   180.00   0.0  0
 AWH  CONST_18  N2    C14  C15  C16   180.00   0.0  0
 AWH  CONST_19  C9    C10  C5   C4    180.00   0.0  0
 AWH  CONST_20  C7    C6   C5   C4    180.00   0.0  0
 AWH  CONST_21  C6    C5   C10  O2    180.00   0.0  0
 AWH  CONST_22  C8    C9   C10  O2    180.00   0.0  0
 AWH  CONST_23  N1    C13  N2   C14   180.00   0.0  0
 AWH  CONST_24  S     C13  N2   C14     0.00   0.0  0
 AWH  CONST_25  C2    N1   C13  N2    180.00   0.0  0
 AWH  CONST_26  O1    C2   N1   C13   180.00   0.0  0
 AWH  CONST_27  S     C13  N1   C1    180.00   0.0  0
 AWH  CONST_28  C3    C2   N1   C1    180.00   0.0  0
 AWH  CONST_29  H16   C16  C17  C18   180.00   0.0  0
 AWH  CONST_30  H20   C20  C18  C17   180.00   0.0  0
 AWH  CONST_31  H15   C15  C16  C17   180.00   0.0  0
 AWH  CONST_32  H17   C17  C16  C15   180.00   0.0  0
 AWH  CONST_33  H9    C9   C10  C5    180.00   0.0  0
 AWH  CONST_34  H7    C7   C6   C5    180.00   0.0  0
 AWH  CONST_35  HA    C6   C5   C10   180.00   0.0  0
 AWH  CONST_36  H8    C8   C9   C10   180.00   0.0  0
 AWH  CONST_37  C1    N1   C13  N2      0.00   0.0  0
 AWH  CONST_38  O1    C2   N1   C1      0.00   0.0  0
 AWH  Var_01    C5    C4   C3   S       3.56   0.0  2
 AWH  Var_02    C10   C5   C4   C3   -152.88  30.0  2
 AWH  Var_03    C17   C18  C19  O5    179.82  30.0  2
 AWH  Var_04    C9    C10  O2   C11     6.55  30.0  2
 AWH  Var_05    H11C  C1   N1   C13    65.96  30.0  3
 AWH  Var_06    C12   C11  O2   C10   172.90  30.0  3
 AWH  Var_07    O4    C12  C11  O2    176.63  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
 AWH  plan-1  C14  0.020
 AWH  plan-1  N2   0.020
 AWH  plan-1  C13  0.020
 AWH  plan-1  N1   0.020
 AWH  plan-1  C1   0.020
 AWH  plan-1  S    0.020
 AWH  plan-1  C3   0.020
 AWH  plan-1  C2   0.020
 AWH  plan-1  O1   0.020
 AWH  plan-1  C4   0.020
 AWH  plan-1  C5   0.020
 AWH  plan-1  H4C  0.020
 AWH  plan-2  C19  0.020
 AWH  plan-2  C18  0.020
 AWH  plan-2  C17  0.020
 AWH  plan-2  C16  0.020
 AWH  plan-2  C15  0.020
 AWH  plan-2  C20  0.020
 AWH  plan-2  C14  0.020
 AWH  plan-2  N2   0.020
 AWH  plan-2  H17  0.020
 AWH  plan-2  H20  0.020
 AWH  plan-2  H16  0.020
 AWH  plan-2  H15  0.020
 AWH  plan-3  C4   0.020
 AWH  plan-3  C5   0.020
 AWH  plan-3  C10  0.020
 AWH  plan-3  O2   0.020
 AWH  plan-3  C9   0.020
 AWH  plan-3  C8   0.020
 AWH  plan-3  C7   0.020
 AWH  plan-3  C6   0.020
 AWH  plan-3  HA   0.020
 AWH  plan-3  H9   0.020
 AWH  plan-3  H8   0.020
 AWH  plan-3  H7   0.020
 AWH  plan-4  O5   0.020
 AWH  plan-4  C19  0.020
 AWH  plan-4  O6   0.020
 AWH  plan-4  C18  0.020
 AWH  plan-5  C11  0.020
 AWH  plan-5  C12  0.020
 AWH  plan-5  O4   0.020
 AWH  plan-5  O3   0.020

