# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 15:03:03 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: methyl (2Z)-cyano[3-(3-fluorobiphenyl-4-yl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)/C(C#N)=C/1SCC(=O)N/1c2ccc(cc2F)c3ccccc3
#
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
 18X  18X  'methyl (2Z)-cyano[3-(3-fluorobiphenyl-4-yl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate'  ligand  39  26  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_18X
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
 18X  C1   C  C     0  -0.232  -2.2812   0.9905   0.0438
 18X  C2   C  C     0   0.628  -3.4711   1.8448   0.0361
 18X  C3   C  CSP   0   0.055  -1.0290   1.6475  -0.0434
 18X  N4   N  NS    0  -0.245  -0.0592   2.2667  -0.1351
 18X  O5   O  O     0  -0.451  -4.6021   1.4139   0.0859
 18X  O6   O  O2    0  -0.457  -3.1646   3.1258  -0.0275
 18X  C7   C  CH3   0  -0.428  -4.2405   4.0671  -0.0367
 18X  C8   C  CR5   0   0.260  -2.4383  -0.3720   0.1146
 18X  N9   N  NR5   0  -0.637  -1.4257  -1.2883   0.1547
 18X  C10  C  CR5   0   0.593  -1.7828  -2.6345   0.1870
 18X  C11  C  CH2   0  -0.710  -3.2713  -2.7876   0.2089
 18X  S12  S  S2    0   0.226  -3.9988  -1.1349   0.1647
 18X  C13  C  CR6   0  -0.010  -0.0487  -0.9504   0.1656
 18X  C14  C  CR16  0  -0.179   0.6209  -0.6957   1.3493
 18X  C15  C  CR16  0  -0.366   1.9594  -0.3538   1.3282
 18X  C16  C  CR6   0   0.180   2.6727  -0.2698   0.1270
 18X  C17  C  CR16  0  -0.542   1.9902  -0.5617  -1.0575
 18X  C18  C  CR6   0   0.658   0.6575  -0.8976  -1.0214
 18X  C19  C  CR6   0   0.132   4.1059   0.1152   0.1024
 18X  C20  C  CR16  0  -0.336   4.7925   0.4306   1.2792
 18X  C21  C  CR16  0  -0.227   6.1297   0.7946   1.2585
 18X  C22  C  CR16  0  -0.270   6.8222   0.8554   0.0578
 18X  C23  C  CR16  0  -0.226   6.1576   0.5473  -1.1206
 18X  C24  C  CR16  0  -0.334   4.8204   0.1831  -1.0975
 18X  F25  F  F     0  -0.293   0.0092  -1.1570  -2.1589
 18X  O26  O  O     0  -0.388  -0.9731  -3.5190   0.1995
 18X  H1   H  HCH3  0   0.246  -4.8401   3.9918   0.8697
 18X  H2   H  HCH3  0   0.259  -3.7739   5.0460  -0.0813
 18X  H3   H  HCH3  0   0.246  -4.8790   3.9290  -0.9084
 18X  H4   H  HCH2  0   0.347  -3.6004  -3.3678  -0.6536
 18X  H5   H  HCH2  0   0.348  -3.5768  -3.3119   1.1148
 18X  H6   H  HCR6  0   0.291   0.0860  -0.7503   2.2884
 18X  H7   H  HCR6  0   0.268   2.4362  -0.1513   2.2750
 18X  H8   H  HCR6  0   0.286   2.4736  -0.5253  -2.0233
 18X  H9   H  HCR6  0   0.259   4.2954   0.3973   2.2383
 18X  H10  H  HCR6  0   0.263   6.6293   1.0322   2.1885
 18X  H11  H  HCR6  0   0.263   7.8663   1.1386   0.0401
 18X  H12  H  HCR6  0   0.263   6.6798   0.5916  -2.0673
 18X  H13  H  HCR6  0   0.259   4.3480  -0.0477  -2.0417

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
 18X  C21  C20  aromatic  1.386  0.020  1.386
 18X  C21  C22  aromatic  1.387  0.020  1.387
 18X  C20  C19  aromatic  1.399  0.020  1.399
 18X  C22  C23  aromatic  1.388  0.020  1.388
 18X  F25  C18  single    1.335  0.020  1.335
 18X  C17  C18  aromatic  1.375  0.020  1.375
 18X  C17  C16  aromatic  1.398  0.020  1.398
 18X  C19  C16  single    1.484  0.020  1.484
 18X  C19  C24  aromatic  1.398  0.020  1.398
 18X  C23  C24  aromatic  1.386  0.020  1.386
 18X  C18  C13  aromatic  1.382  0.020  1.382
 18X  C16  C15  aromatic  1.400  0.020  1.400
 18X  O26  C10  double    1.199  0.020  1.199
 18X  C10  N9   single    1.393  0.020  1.393
 18X  C10  C11  single    1.497  0.020  1.497
 18X  C13  N9   single    1.418  0.020  1.418
 18X  C13  C14  aromatic  1.384  0.020  1.384
 18X  C15  C14  aromatic  1.382  0.020  1.382
 18X  N9   C8   single    1.366  0.020  1.366
 18X  C11  S12  single    1.806  0.020  1.806
 18X  C8   S12  single    1.738  0.020  1.738
 18X  C8   C1   double    1.373  0.020  1.373
 18X  N4   C3   triple    1.154  0.020  1.154
 18X  C3   C1   single    1.417  0.020  1.417
 18X  C1   C2   single    1.465  0.020  1.465
 18X  C2   O6   single    1.319  0.020  1.319
 18X  C2   O5   double    1.211  0.020  1.211
 18X  O6   C7   single    1.430  0.020  1.430
 18X  C7   H1   single    0.970  0.020  1.090
 18X  C7   H2   single    0.970  0.020  1.090
 18X  C7   H3   single    0.970  0.020  1.090
 18X  C11  H4   single    0.970  0.020  1.090
 18X  C11  H5   single    0.970  0.020  1.090
 18X  C14  H6   single    0.930  0.020  1.080
 18X  C15  H7   single    0.930  0.020  1.080
 18X  C17  H8   single    0.930  0.020  1.080
 18X  C20  H9   single    0.930  0.020  1.080
 18X  C21  H10  single    0.930  0.020  1.080
 18X  C22  H11  single    0.930  0.020  1.080
 18X  C23  H12  single    0.930  0.020  1.080
 18X  C24  H13  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
 18X  C8   C1   C3   124.36  3.000
 18X  C3   C1   C2   116.57  3.000
 18X  C8   C1   C2   119.07  3.000
 18X  O6   C2   O5   124.37  3.000
 18X  O5   C2   C1   123.43  3.000
 18X  O6   C2   C1   112.20  3.000
 18X  N4   C3   C1   180.00  3.000
 18X  C7   O6   C2   117.71  3.000
 18X  H3   C7   H2   109.47  3.000
 18X  H3   C7   H1   109.54  3.000
 18X  H2   C7   H1   109.46  3.000
 18X  H3   C7   O6   111.28  3.000
 18X  H2   C7   O6   105.70  3.000
 18X  H1   C7   O6   111.31  3.000
 18X  S12  C8   N9   111.73  3.000
 18X  S12  C8   C1   122.67  3.000
 18X  N9   C8   C1   125.60  3.000
 18X  C13  N9   C10  118.62  3.000
 18X  C13  N9   C8   124.07  3.000
 18X  C10  N9   C8   117.31  3.000
 18X  O26  C10  C11  126.58  3.000
 18X  C11  C10  N9   110.74  3.000
 18X  O26  C10  N9   122.68  3.000
 18X  H5   C11  H4   108.47  3.000
 18X  H5   C11  S12  110.33  3.000
 18X  H4   C11  S12  110.24  3.000
 18X  H5   C11  C10  109.88  3.000
 18X  H4   C11  C10  110.06  3.000
 18X  S12  C11  C10  107.86  3.000
 18X  C11  S12  C8    92.34  3.000
 18X  C18  C13  C14  118.71  3.000
 18X  C14  C13  N9   121.36  3.000
 18X  C18  C13  N9   119.91  3.000
 18X  H6   C14  C15  120.31  3.000
 18X  H6   C14  C13  119.60  3.000
 18X  C15  C14  C13  120.09  3.000
 18X  H7   C15  C16  121.10  3.000
 18X  H7   C15  C14  117.45  3.000
 18X  C16  C15  C14  121.45  3.000
 18X  C19  C16  C17  120.77  3.000
 18X  C19  C16  C15  121.46  3.000
 18X  C17  C16  C15  117.77  3.000
 18X  H8   C17  C18  117.72  3.000
 18X  H8   C17  C16  122.13  3.000
 18X  C18  C17  C16  120.14  3.000
 18X  F25  C18  C17  119.73  3.000
 18X  C17  C18  C13  121.81  3.000
 18X  F25  C18  C13  118.45  3.000
 18X  C24  C19  C20  117.40  3.000
 18X  C24  C19  C16  121.35  3.000
 18X  C20  C19  C16  121.24  3.000
 18X  H9   C20  C21  117.72  3.000
 18X  H9   C20  C19  120.93  3.000
 18X  C21  C20  C19  121.35  3.000
 18X  H10  C21  C22  120.25  3.000
 18X  H10  C21  C20  119.36  3.000
 18X  C22  C21  C20  120.39  3.000
 18X  H11  C22  C23  120.43  3.000
 18X  H11  C22  C21  120.48  3.000
 18X  C23  C22  C21  119.09  3.000
 18X  H12  C23  C24  119.40  3.000
 18X  H12  C23  C22  120.18  3.000
 18X  C24  C23  C22  120.42  3.000
 18X  H13  C24  C23  117.59  3.000
 18X  H13  C24  C19  121.07  3.000
 18X  C23  C24  C19  121.34  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
 18X  CONST_01  C16  C17  C18  C13     0.00   0.0  0
 18X  CONST_02  C16  C15  C14  C13     0.00   0.0  0
 18X  CONST_03  C17  C18  C13  C14     0.00   0.0  0
 18X  CONST_04  C17  C16  C15  C14     0.00   0.0  0
 18X  CONST_05  C19  C16  C15  C14   180.00   0.0  0
 18X  CONST_06  C18  C17  C16  C15     0.00   0.0  0
 18X  CONST_07  C20  C19  C16  C15     0.00   0.0  0
 18X  CONST_08  C24  C19  C16  C15   180.00   0.0  0
 18X  CONST_09  C18  C13  C14  C15     0.00   0.0  0
 18X  CONST_10  C21  C20  C19  C16   180.00   0.0  0
 18X  CONST_11  C23  C24  C19  C16   180.00   0.0  0
 18X  CONST_12  C20  C19  C16  C17   180.00   0.0  0
 18X  CONST_13  C24  C19  C16  C17     0.00   0.0  0
 18X  CONST_14  C19  C16  C17  C18   180.00   0.0  0
 18X  CONST_15  C22  C21  C20  C19     0.00   0.0  0
 18X  CONST_16  C22  C23  C24  C19     0.00   0.0  0
 18X  CONST_17  C23  C22  C21  C20     0.00   0.0  0
 18X  CONST_18  C23  C24  C19  C20     0.00   0.0  0
 18X  CONST_19  C24  C19  C20  C21     0.00   0.0  0
 18X  CONST_20  C24  C23  C22  C21     0.00   0.0  0
 18X  CONST_21  C17  C18  C13  N9    180.00   0.0  0
 18X  CONST_22  C15  C14  C13  N9    180.00   0.0  0
 18X  CONST_23  C11  C10  N9   C8      0.00   0.0  0
 18X  CONST_24  C13  N9   C10  C11   180.00   0.0  0
 18X  CONST_25  F25  C18  C13  N9      0.00   0.0  0
 18X  CONST_26  F25  C18  C13  C14   180.00   0.0  0
 18X  CONST_27  F25  C18  C17  C16   180.00   0.0  0
 18X  CONST_28  O26  C10  N9   C8    180.00   0.0  0
 18X  CONST_29  O26  C10  N9   C13     0.00   0.0  0
 18X  CONST_30  H6   C14  C13  N9      0.00   0.0  0
 18X  CONST_31  H8   C17  C18  C13   180.00   0.0  0
 18X  CONST_32  H7   C15  C14  C13   180.00   0.0  0
 18X  CONST_33  H9   C20  C19  C16     0.00   0.0  0
 18X  CONST_34  H13  C24  C19  C16     0.00   0.0  0
 18X  CONST_35  H10  C21  C20  C19   180.00   0.0  0
 18X  CONST_36  H12  C23  C24  C19   180.00   0.0  0
 18X  CONST_37  H11  C22  C21  C20   180.00   0.0  0
 18X  Var_01    C18  C13  N9   C8    -93.87  30.0  2
 18X  Var_02    C10  C11  S12  C8      0.26  30.0  1
 18X  Var_03    S12  C11  C10  N9      0.64  30.0  1
 18X  Var_04    S12  C8   N9   C10     1.82  30.0  1
 18X  Var_05    N9   C8   C1   C2   -178.74  30.0  2
 18X  Var_06    C8   C1   C3   N4    169.00  30.0  3
 18X  Var_07    H1   C7   O6   C2     60.66  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
 18X  plan-1  N9   0.020
 18X  plan-1  C13  0.020
 18X  plan-1  C14  0.020
 18X  plan-1  C15  0.020
 18X  plan-1  C16  0.020
 18X  plan-1  C17  0.020
 18X  plan-1  C18  0.020
 18X  plan-1  C19  0.020
 18X  plan-1  F25  0.020
 18X  plan-1  H6   0.020
 18X  plan-1  H7   0.020
 18X  plan-1  H8   0.020
 18X  plan-2  C16  0.020
 18X  plan-2  C19  0.020
 18X  plan-2  C20  0.020
 18X  plan-2  C21  0.020
 18X  plan-2  C22  0.020
 18X  plan-2  C23  0.020
 18X  plan-2  C24  0.020
 18X  plan-2  H9   0.020
 18X  plan-2  H10  0.020
 18X  plan-2  H11  0.020
 18X  plan-2  H12  0.020
 18X  plan-2  H13  0.020
 18X  plan-3  C8   0.020
 18X  plan-3  N9   0.020
 18X  plan-3  C10  0.020
 18X  plan-3  C11  0.020
 18X  plan-3  C13  0.020
 18X  plan-3  O26  0.020
 18X  plan-4  C1   0.020
 18X  plan-4  C2   0.020
 18X  plan-4  O5   0.020
 18X  plan-4  O6   0.020

