# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 00:43:17 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: [(5Z)-5-{[3-(carboxymethoxy)-4-methoxyphenyl]methylidene}-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1OCC(O)=O)\C=C2/SC(=O)N(CC(O)=O)C2=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
 FX4  FX4  '[(5Z)-5-{[3-(carboxymethoxy)-4-methoxyphenyl]methylidene}-2,4-dioxo-1,3-thiazolidin-3-yl]acetic acid'  ligand  36  25  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FX4
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
 FX4  O1    O  O      0  -0.588   4.9212  -0.3483  -1.6181
 FX4  C2    C  C      0   0.422   5.7143  -0.2791  -0.6671
 FX4  O3    O  OC    -1  -0.609   6.9510  -0.4056  -0.6752
 FX4  C4    C  CH2    0  -0.475   5.1116   0.0082   0.7287
 FX4  N5    N  NR5    0  -0.514   3.6680   0.1000   0.6896
 FX4  C6    C  CR5    0   0.423   3.0624   1.2633   0.3047
 FX4  O10   O  O      0  -0.411   3.5999   2.3242   0.1350
 FX4  S7    S  S2     0   0.077   1.3145   1.0229   0.1144
 FX4  C9    C  CR5    0   0.657   2.8793  -1.0277   0.7251
 FX4  O11   O  O      0  -0.428   3.3074  -2.1359   0.9557
 FX4  C8    C  CR5    0  -0.326   1.4647  -0.6866   0.4668
 FX4  C12   C  C1     0  -0.253   0.5125  -1.6336   0.4870
 FX4  C13   C  C      0   0.176  -0.9159  -1.5522   0.2733
 FX4  C14   C  C1     0  -0.320  -1.6111  -2.7488   0.1300
 FX4  C15   C  C1     0  -0.374  -2.9808  -2.7593  -0.0963
 FX4  C16   C  C      0   0.305  -3.6883  -1.5697  -0.1664
 FX4  O24   O  O2     0  -0.450  -5.0054  -1.4710  -0.3729
 FX4  C25   C  CH3    0  -0.441  -5.7513  -2.6619  -0.5463
 FX4  C18   C  C1     0  -0.472  -1.6395  -0.3468   0.2096
 FX4  C17   C  C      0   0.365  -3.0039  -0.3400  -0.0016
 FX4  O19   O  O2     0  -0.451  -3.7714   0.7551  -0.0628
 FX4  C20   C  CH2    0  -0.343  -3.1508   2.0194   0.0789
 FX4  C21   C  C      0   0.387  -4.1884   3.1512  -0.0101
 FX4  O22   O  O      0  -0.590  -5.3806   2.8476  -0.1542
 FX4  O23   O  OC    -1  -0.620  -3.6871   4.2882   0.0822
 FX4  H4    H  HCH2   0   0.276   5.3860  -0.7793   1.4298
 FX4  H4A   H  HCH2   0   0.277   5.5106   0.9409   1.1272
 FX4  H12   H  H      0   0.280   0.8808  -2.6349   0.6865
 FX4  H14   H  H      0   0.265  -1.0799  -3.6904   0.1887
 FX4  H15   H  H      0   0.290  -3.4836  -3.7093  -0.2132
 FX4  H25   H  HCH3   0   0.264  -6.7850  -2.3581  -0.6875
 FX4  H25A  H  HCH3   0   0.234  -5.4226  -3.2208  -1.4257
 FX4  H25B  H  HCH3   0   0.234  -5.6890  -3.3110   0.3305
 FX4  H18   H  H      0   0.271  -1.1362   0.5957   0.3660
 FX4  H20   H  HCH2   0   0.232  -2.6341   2.0878   1.0443
 FX4  H20A  H  HCH2   0   0.229  -2.3943   2.1636  -0.7025

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
 FX4  O1   C2    deloc     1.240  0.020  1.240
 FX4  C4   C2    single    1.547  0.020  1.547
 FX4  C2   O3    deloc     1.243  0.020  1.243
 FX4  C4   N5    single    1.447  0.020  1.447
 FX4  C4   H4    single    0.970  0.020  1.090
 FX4  C4   H4A   single    0.970  0.020  1.090
 FX4  C6   N5    single    1.367  0.020  1.367
 FX4  N5   C9    single    1.377  0.020  1.377
 FX4  O10  C6    double    1.201  0.020  1.201
 FX4  C6   S7    single    1.775  0.020  1.775
 FX4  S7   C8    single    1.752  0.020  1.752
 FX4  C9   C8    single    1.478  0.020  1.478
 FX4  C9   O11   double    1.210  0.020  1.210
 FX4  C8   C12   double    1.343  0.020  1.343
 FX4  C12  C13   single    1.447  0.020  1.447
 FX4  C12  H12   single    0.930  0.020  1.080
 FX4  C18  C13   aromatic  1.407  0.020  1.407
 FX4  C13  C14   aromatic  1.391  0.020  1.391
 FX4  C14  C15   aromatic  1.388  0.020  1.388
 FX4  C14  H14   single    0.930  0.020  1.080
 FX4  C16  C15   aromatic  1.386  0.020  1.386
 FX4  C15  H15   single    0.930  0.020  1.080
 FX4  C17  C16   aromatic  1.417  0.020  1.417
 FX4  C16  O24   single    1.337  0.020  1.337
 FX4  C25  O24   single    1.416  0.020  1.416
 FX4  C25  H25   single    0.970  0.020  1.090
 FX4  C25  H25A  single    0.970  0.020  1.090
 FX4  C25  H25B  single    0.970  0.020  1.090
 FX4  C18  C17   aromatic  1.381  0.020  1.381
 FX4  C18  H18   single    0.930  0.020  1.080
 FX4  O19  C17   single    1.339  0.020  1.339
 FX4  O19  C20   single    1.416  0.020  1.416
 FX4  C21  C20   single    1.538  0.020  1.538
 FX4  C20  H20   single    0.970  0.020  1.090
 FX4  C20  H20A  single    0.970  0.020  1.090
 FX4  O22  C21   deloc     1.239  0.020  1.239
 FX4  O23  C21   deloc     1.246  0.020  1.246

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
 FX4  C4    C2   O3    114.35  3.000
 FX4  O3    C2   O1    128.72  3.000
 FX4  C4    C2   O1    116.94  3.000
 FX4  H4A   C4   H4    106.93  3.000
 FX4  H4A   C4   N5    108.71  3.000
 FX4  H4    C4   N5    108.33  3.000
 FX4  H4A   C4   C2    110.25  3.000
 FX4  H4    C4   C2    110.38  3.000
 FX4  N5    C4   C2    112.08  3.000
 FX4  C9    N5   C6    116.79  3.000
 FX4  C9    N5   C4    121.26  3.000
 FX4  C6    N5   C4    120.24  3.000
 FX4  S7    C6   O10   123.04  3.000
 FX4  S7    C6   N5    110.56  3.000
 FX4  O10   C6   N5    126.38  3.000
 FX4  C8    S7   C6     91.50  3.000
 FX4  C8    C9   O11   125.67  3.000
 FX4  O11   C9   N5    123.53  3.000
 FX4  C8    C9   N5    110.78  3.000
 FX4  C12   C8   C9    120.88  3.000
 FX4  C12   C8   S7    129.07  3.000
 FX4  C9    C8   S7    110.02  3.000
 FX4  H12   C12  C13   114.46  3.000
 FX4  H12   C12  C8    114.37  3.000
 FX4  C13   C12  C8    131.16  3.000
 FX4  C18   C13  C14   118.37  3.000
 FX4  C14   C13  C12   117.40  3.000
 FX4  C18   C13  C12   124.23  3.000
 FX4  H14   C14  C15   119.10  3.000
 FX4  H14   C14  C13   119.82  3.000
 FX4  C15   C14  C13   121.08  3.000
 FX4  H15   C15  C16   120.76  3.000
 FX4  H15   C15  C14   118.89  3.000
 FX4  C16   C15  C14   120.36  3.000
 FX4  C17   C16  O24   115.45  3.000
 FX4  O24   C16  C15   125.04  3.000
 FX4  C17   C16  C15   119.51  3.000
 FX4  C25   O24  C16   118.42  3.000
 FX4  H25B  C25  H25A  108.96  3.000
 FX4  H25B  C25  H25   108.94  3.000
 FX4  H25A  C25  H25   108.94  3.000
 FX4  H25B  C25  O24   111.79  3.000
 FX4  H25A  C25  O24   111.74  3.000
 FX4  H25   C25  O24   106.38  3.000
 FX4  H18   C18  C17   118.59  3.000
 FX4  H18   C18  C13   120.09  3.000
 FX4  C17   C18  C13   121.28  3.000
 FX4  O19   C17  C18   125.29  3.000
 FX4  O19   C17  C16   115.32  3.000
 FX4  C18   C17  C16   119.39  3.000
 FX4  C20   O19  C17   118.34  3.000
 FX4  H20A  C20  H20   107.09  3.000
 FX4  H20A  C20  C21   109.10  3.000
 FX4  H20   C20  C21   108.83  3.000
 FX4  H20A  C20  O19   110.39  3.000
 FX4  H20   C20  O19   110.50  3.000
 FX4  C21   C20  O19   110.83  3.000
 FX4  O23   C21  O22   128.28  3.000
 FX4  O23   C21  C20   113.32  3.000
 FX4  O22   C21  C20   118.41  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
 FX4  CONST_01  C16  C17  C18  C13     0.00   0.0  0
 FX4  CONST_02  C16  C15  C14  C13     0.00   0.0  0
 FX4  CONST_03  C17  C18  C13  C14     0.00   0.0  0
 FX4  CONST_04  C17  C16  C15  C14     0.00   0.0  0
 FX4  CONST_05  C18  C13  C14  C15     0.00   0.0  0
 FX4  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 FX4  CONST_07  C8   C9   N5   C6      0.00   0.0  0
 FX4  CONST_08  C17  C18  C13  C12   180.00   0.0  0
 FX4  CONST_09  C15  C14  C13  C12   180.00   0.0  0
 FX4  CONST_10  O19  C17  C18  C13   180.00   0.0  0
 FX4  CONST_11  O24  C16  C15  C14   180.00   0.0  0
 FX4  CONST_12  O19  C17  C16  C15   180.00   0.0  0
 FX4  CONST_13  C18  C17  C16  O24   180.00   0.0  0
 FX4  CONST_14  C8   C9   N5   C4    180.00   0.0  0
 FX4  CONST_15  O11  C9   N5   C6    180.00   0.0  0
 FX4  CONST_16  H15  C15  C14  C13   180.00   0.0  0
 FX4  CONST_17  H18  C18  C13  C14   180.00   0.0  0
 FX4  CONST_18  H14  C14  C15  C16   180.00   0.0  0
 FX4  CONST_19  O11  C9   N5   C4      0.00   0.0  0
 FX4  Var_01    C13  C12  C8   S7     -2.21   0.0  2
 FX4  Var_02    C18  C13  C12  C8    -11.32  30.0  2
 FX4  Var_03    C6   N5   C4   C2    -81.91  30.0  3
 FX4  Var_04    C17  C16  O24  C25   179.97  30.0  3
 FX4  Var_05    N5   C4   C2   O1      2.26  30.0  2
 FX4  Var_06    C21  C20  O19  C17  -179.66  30.0  3
 FX4  Var_07    H25  C25  O24  C16   179.43  30.0  3
 FX4  Var_08    O22  C21  C20  O19     1.63  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
 FX4  plan-1  C4   0.020
 FX4  plan-1  N5   0.020
 FX4  plan-1  C6   0.020
 FX4  plan-1  O10  0.020
 FX4  plan-1  S7   0.020
 FX4  plan-1  C9   0.020
 FX4  plan-1  O11  0.020
 FX4  plan-1  C8   0.020
 FX4  plan-1  C12  0.020
 FX4  plan-1  C13  0.020
 FX4  plan-1  H12  0.020
 FX4  plan-2  C12  0.020
 FX4  plan-2  C13  0.020
 FX4  plan-2  C14  0.020
 FX4  plan-2  C15  0.020
 FX4  plan-2  C16  0.020
 FX4  plan-2  O24  0.020
 FX4  plan-2  C18  0.020
 FX4  plan-2  C17  0.020
 FX4  plan-2  O19  0.020
 FX4  plan-2  H14  0.020
 FX4  plan-2  H15  0.020
 FX4  plan-2  H18  0.020
 FX4  plan-3  O1   0.020
 FX4  plan-3  C2   0.020
 FX4  plan-3  O3   0.020
 FX4  plan-3  C4   0.020
 FX4  plan-4  C20  0.020
 FX4  plan-4  C21  0.020
 FX4  plan-4  O22  0.020
 FX4  plan-4  O23  0.020

