# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 06:54:58 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: 3-fluoranyl-~{N}-[(~{E})-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cccc(c1)C(=O)N/N=C/c2oc(Sc3ccccn3)cc2
#
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
 1SI  1SI  "3-fluoranyl-~{N}-[(~{E})-(5-pyridin-2-ylsulfanylfuran-2-yl)methylideneamino]benzamide"  ligand  36  24  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1SI
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
 1SI  N1   N  NH1   0  -0.526   5.7060  -15.2061  -24.2209
 1SI  N3   N  N     0  -0.398   9.7814  -15.1680  -28.8288
 1SI  C4   C  CR6   0   0.552   5.9656  -13.2783  -19.8722
 1SI  C5   C  CR16  0  -0.401   4.9023  -14.0063  -19.3711
 1SI  C6   C  CR16  0  -0.224   4.1662  -14.7847  -20.2518
 1SI  C7   C  CR16  0  -0.297   4.4973  -14.8380  -21.5988
 1SI  C8   C  C1    0  -0.141   5.8356  -16.3364  -26.1570
 1SI  C10  C  CR15  0  -0.340   6.1294  -17.4667  -28.4256
 1SI  C13  C  CR6   0   0.071   9.3561  -14.2815  -29.7051
 1SI  C15  C  CR16  0  -0.328  11.8046  -13.9175  -28.6098
 1SI  C17  C  CR16  0  -0.295  10.0901  -13.1663  -30.0987
 1SI  C1   C  C     0   0.546   5.9842  -14.0750  -23.5131
 1SI  C11  C  CR15  0  -0.307   6.6970  -16.9976  -29.6388
 1SI  C12  C  CR5   0   0.159   7.0636  -15.7103  -29.4061
 1SI  C14  C  CR16  0  -0.062  10.9823  -14.9836  -28.2883
 1SI  C16  C  CR16  0  -0.144  11.3432  -12.9931  -29.5383
 1SI  C2   C  CR6   0  -0.034   5.5784  -14.1018  -22.0775
 1SI  C3   C  CR16  0  -0.431   6.3123  -13.3014  -21.2053
 1SI  C9   C  CR5   0   0.341   6.2036  -16.4274  -27.5458
 1SI  N2   N  N     0  -0.182   6.0356  -15.2533  -25.5186
 1SI  O1   O  O     0  -0.437   6.5388  -13.1122  -24.0023
 1SI  O2   O  O     0  -0.400   6.7532  -15.3537  -28.1438
 1SI  H1   H  HNH1  0   0.421   5.3544  -16.0364  -23.7554
 1SI  H2   H  HCR6  0   0.288   4.6520  -13.9632  -18.3191
 1SI  H3   H  HCR6  0   0.278   3.3215  -15.3511  -19.8839
 1SI  H4   H  HCR6  0   0.270   3.8878  -15.4371  -22.2628
 1SI  H5   H  H     0   0.276   5.4036  -17.2347  -25.7137
 1SI  H6   H  HCR5  0   0.276   5.7328  -18.4484  -28.2219
 1SI  H7   H  HCR6  0   0.274  12.7740  -13.8136  -28.1432
 1SI  H8   H  HCR6  0   0.284   9.6921  -12.4569  -30.8124
 1SI  H9   H  HCR5  0   0.283   6.8294  -17.5409  -30.5598
 1SI  H10  H  HCR6  0   0.272  11.2996  -15.7259  -27.5649
 1SI  H11  H  HCR6  0   0.281  11.9481  -12.1402  -29.8166
 1SI  H12  H  HCR6  0   0.285   7.1477  -12.7125  -21.5600
 1SI  F1   F  F     0  -0.310   6.6863  -12.5161  -19.0378
 1SI  S1   S  S2    0   0.102   7.7513  -14.5134  -30.4478

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
 1SI  C17  C16  aromatic  1.384  0.020  1.384
 1SI  C17  C13  aromatic  1.392  0.020  1.392
 1SI  C16  C15  aromatic  1.389  0.020  1.389
 1SI  S1   C13  single    1.784  0.020  1.784
 1SI  S1   C12  single    1.729  0.020  1.729
 1SI  C13  N3   aromatic  1.317  0.020  1.317
 1SI  C15  C14  aromatic  1.384  0.020  1.384
 1SI  C11  C12  aromatic  1.359  0.020  1.359
 1SI  C11  C10  aromatic  1.419  0.020  1.419
 1SI  N3   C14  aromatic  1.330  0.020  1.330
 1SI  C12  O2   aromatic  1.348  0.020  1.348
 1SI  C10  C9   aromatic  1.364  0.020  1.364
 1SI  O2   C9   aromatic  1.346  0.020  1.346
 1SI  C9   C8   single    1.440  0.020  1.440
 1SI  C8   N2   double    1.273  0.020  1.273
 1SI  N2   N1   single    1.340  0.020  1.340
 1SI  N1   C1   single    1.363  0.020  1.363
 1SI  O1   C1   double    1.214  0.020  1.214
 1SI  C1   C2   single    1.492  0.020  1.492
 1SI  C2   C7   aromatic  1.393  0.020  1.393
 1SI  C2   C3   aromatic  1.393  0.020  1.393
 1SI  C7   C6   aromatic  1.388  0.020  1.388
 1SI  C3   C4   aromatic  1.378  0.020  1.378
 1SI  C6   C5   aromatic  1.387  0.020  1.387
 1SI  C4   C5   aromatic  1.383  0.020  1.383
 1SI  C4   F1   single    1.340  0.020  1.340
 1SI  N1   H1   single    0.860  0.020  1.020
 1SI  C5   H2   single    0.930  0.020  1.080
 1SI  C6   H3   single    0.930  0.020  1.080
 1SI  C7   H4   single    0.930  0.020  1.080
 1SI  C8   H5   single    0.930  0.020  1.080
 1SI  C10  H6   single    0.930  0.020  1.080
 1SI  C15  H7   single    0.930  0.020  1.080
 1SI  C17  H8   single    0.930  0.020  1.080
 1SI  C11  H9   single    0.930  0.020  1.080
 1SI  C14  H10  single    0.930  0.020  1.080
 1SI  C16  H11  single    0.930  0.020  1.080
 1SI  C3   H12  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
 1SI  H1   N1   N2   120.05  3.000
 1SI  H1   N1   C1   120.77  3.000
 1SI  N2   N1   C1   118.82  3.000
 1SI  C14  N3   C13  117.95  3.000
 1SI  F1   C4   C3   118.47  3.000
 1SI  F1   C4   C5   119.16  3.000
 1SI  C3   C4   C5   122.37  3.000
 1SI  H2   C5   C6   121.13  3.000
 1SI  H2   C5   C4   120.61  3.000
 1SI  C6   C5   C4   118.26  3.000
 1SI  H3   C6   C7   119.75  3.000
 1SI  H3   C6   C5   119.50  3.000
 1SI  C7   C6   C5   120.74  3.000
 1SI  H4   C7   C2   121.26  3.000
 1SI  H4   C7   C6   118.84  3.000
 1SI  C2   C7   C6   119.89  3.000
 1SI  H5   C8   N2   123.99  3.000
 1SI  H5   C8   C9   116.18  3.000
 1SI  N2   C8   C9   119.83  3.000
 1SI  H6   C10  C9   126.30  3.000
 1SI  H6   C10  C11  127.56  3.000
 1SI  C9   C10  C11  106.13  3.000
 1SI  S1   C13  C17  117.45  3.000
 1SI  S1   C13  N3   118.69  3.000
 1SI  C17  C13  N3   123.86  3.000
 1SI  H7   C15  C16  121.50  3.000
 1SI  H7   C15  C14  120.43  3.000
 1SI  C16  C15  C14  118.07  3.000
 1SI  H8   C17  C16  121.21  3.000
 1SI  H8   C17  C13  121.19  3.000
 1SI  C16  C17  C13  117.60  3.000
 1SI  O1   C1   C2   121.75  3.000
 1SI  C2   C1   N1   115.42  3.000
 1SI  O1   C1   N1   122.83  3.000
 1SI  H9   C11  C12  126.23  3.000
 1SI  H9   C11  C10  127.82  3.000
 1SI  C12  C11  C10  105.94  3.000
 1SI  S1   C12  O2   118.20  3.000
 1SI  O2   C12  C11  110.43  3.000
 1SI  S1   C12  C11  131.29  3.000
 1SI  H10  C14  C15  120.56  3.000
 1SI  H10  C14  N3   116.15  3.000
 1SI  C15  C14  N3   123.29  3.000
 1SI  H11  C16  C17  120.06  3.000
 1SI  H11  C16  C15  120.72  3.000
 1SI  C17  C16  C15  119.23  3.000
 1SI  C3   C2   C1   116.67  3.000
 1SI  C3   C2   C7   119.84  3.000
 1SI  C1   C2   C7   123.46  3.000
 1SI  H12  C3   C2   120.95  3.000
 1SI  H12  C3   C4   120.16  3.000
 1SI  C2   C3   C4   118.89  3.000
 1SI  O2   C9   C10  110.09  3.000
 1SI  O2   C9   C8   118.85  3.000
 1SI  C10  C9   C8   131.05  3.000
 1SI  C8   N2   N1   118.49  3.000
 1SI  C9   O2   C12  107.40  3.000
 1SI  C12  S1   C13  101.36  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
 1SI  CONST_01  C16  C17  C13  N3      0.00   0.0  0
 1SI  CONST_02  C16  C15  C14  N3      0.00   0.0  0
 1SI  CONST_03  C7   C2   C3   C4      0.00   0.0  0
 1SI  CONST_04  C7   C6   C5   C4      0.00   0.0  0
 1SI  CONST_05  C2   C7   C6   C5      0.00   0.0  0
 1SI  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 1SI  CONST_07  C3   C2   C7   C6      0.00   0.0  0
 1SI  CONST_08  C3   C4   C5   C6      0.00   0.0  0
 1SI  CONST_09  O2   C12  C11  C10     0.00   0.0  0
 1SI  CONST_10  C12  O2   C9   C10     0.00   0.0  0
 1SI  CONST_11  C15  C16  C17  C13     0.00   0.0  0
 1SI  CONST_12  C15  C14  N3   C13     0.00   0.0  0
 1SI  CONST_13  C14  C15  C16  C17     0.00   0.0  0
 1SI  CONST_14  C14  N3   C13  C17     0.00   0.0  0
 1SI  CONST_15  C9   O2   C12  C11     0.00   0.0  0
 1SI  CONST_16  O2   C9   C10  C11     0.00   0.0  0
 1SI  CONST_17  C9   C10  C11  C12     0.00   0.0  0
 1SI  CONST_18  C1   C2   C3   C4    180.00   0.0  0
 1SI  CONST_19  C1   C2   C7   C6    180.00   0.0  0
 1SI  CONST_20  F1   C4   C5   C6    180.00   0.0  0
 1SI  CONST_21  C11  C10  C9   C8    180.00   0.0  0
 1SI  CONST_22  C12  O2   C9   C8    180.00   0.0  0
 1SI  CONST_23  S1   C12  C11  C10   180.00   0.0  0
 1SI  CONST_24  S1   C13  N3   C14   180.00   0.0  0
 1SI  CONST_25  S1   C13  C17  C16   180.00   0.0  0
 1SI  CONST_26  F1   C4   C3   C2    180.00   0.0  0
 1SI  CONST_27  S1   C12  O2   C9    180.00   0.0  0
 1SI  CONST_28  H8   C17  C13  N3    180.00   0.0  0
 1SI  CONST_29  H7   C15  C14  N3    180.00   0.0  0
 1SI  CONST_30  H3   C6   C5   C4    180.00   0.0  0
 1SI  CONST_31  H4   C7   C6   C5    180.00   0.0  0
 1SI  CONST_32  H12  C3   C4   C5    180.00   0.0  0
 1SI  CONST_33  H12  C3   C2   C7    180.00   0.0  0
 1SI  CONST_34  H2   C5   C6   C7    180.00   0.0  0
 1SI  CONST_35  H11  C16  C17  C13   180.00   0.0  0
 1SI  CONST_36  H10  C14  N3   C13   180.00   0.0  0
 1SI  CONST_37  H8   C17  C16  C15   180.00   0.0  0
 1SI  CONST_38  H7   C15  C16  C17   180.00   0.0  0
 1SI  CONST_39  H6   C10  C11  C12   180.00   0.0  0
 1SI  CONST_40  H11  C16  C15  C14   180.00   0.0  0
 1SI  CONST_41  H10  C14  C15  C16   180.00   0.0  0
 1SI  CONST_42  H3   C6   C7   C2    180.00   0.0  0
 1SI  CONST_43  H4   C7   C2   C3    180.00   0.0  0
 1SI  CONST_44  H2   C5   C4   C3    180.00   0.0  0
 1SI  CONST_45  H9   C11  C10  C9    180.00   0.0  0
 1SI  CONST_46  H9   C11  C12  O2    180.00   0.0  0
 1SI  CONST_47  H6   C10  C9   O2    180.00   0.0  0
 1SI  CONST_48  N2   N1   C1   C2    180.00   0.0  0
 1SI  CONST_49  H1   N1   C1   C2      0.00   0.0  0
 1SI  CONST_50  O1   C1   N1   N2      0.00   0.0  0
 1SI  CONST_51  H1   N1   C1   O1    180.00   0.0  0
 1SI  Var_01    C12  S1   C13  N3     14.46  30.0  2
 1SI  Var_02    C11  C12  S1   C13  -114.66  30.0  2
 1SI  Var_03    O2   C12  S1   C13    68.95  30.0  2
 1SI  Var_04    C12  S1   C13  C17  -165.88  30.0  2
 1SI  Var_05    C7   C2   C1   N1    -29.60  30.0  2
 1SI  Var_06    C3   C2   C1   N1    152.66  30.0  2
 1SI  Var_07    O1   C1   C2   C7    151.28  30.0  2
 1SI  Var_08    N2   C8   C9   C10   177.94  30.0  2
 1SI  Var_09    O1   C1   C2   C3    -26.46  30.0  2
 1SI  Var_10    O2   C9   C8   N2     -0.16  30.0  1
 1SI  Var_11    H5   C8   C9   C10    -1.29  30.0  2
 1SI  Var_12    H5   C8   C9   O2   -179.39  30.0  2
 1SI  Var_13    C9   C8   N2   N1   -178.77   0.0  2
 1SI  Var_14    C1   N1   N2   C8    176.46  30.0  3
 1SI  Var_15    H5   C8   N2   N1      0.40   0.0  2
 1SI  Var_16    H1   N1   N2   C8      3.37  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
 1SI  plan-1  C8   0.020
 1SI  plan-1  C10  0.020
 1SI  plan-1  C11  0.020
 1SI  plan-1  C12  0.020
 1SI  plan-1  C9   0.020
 1SI  plan-1  O2   0.020
 1SI  plan-1  H6   0.020
 1SI  plan-1  H9   0.020
 1SI  plan-1  S1   0.020
 1SI  plan-2  N3   0.020
 1SI  plan-2  C13  0.020
 1SI  plan-2  C15  0.020
 1SI  plan-2  C17  0.020
 1SI  plan-2  C14  0.020
 1SI  plan-2  C16  0.020
 1SI  plan-2  H7   0.020
 1SI  plan-2  H8   0.020
 1SI  plan-2  H10  0.020
 1SI  plan-2  H11  0.020
 1SI  plan-2  S1   0.020
 1SI  plan-3  C4   0.020
 1SI  plan-3  C5   0.020
 1SI  plan-3  C6   0.020
 1SI  plan-3  C7   0.020
 1SI  plan-3  C1   0.020
 1SI  plan-3  C2   0.020
 1SI  plan-3  C3   0.020
 1SI  plan-3  H2   0.020
 1SI  plan-3  H3   0.020
 1SI  plan-3  H4   0.020
 1SI  plan-3  H12  0.020
 1SI  plan-3  F1   0.020
 1SI  plan-4  N1   0.020
 1SI  plan-4  C1   0.020
 1SI  plan-4  C2   0.020
 1SI  plan-4  N2   0.020
 1SI  plan-4  O1   0.020
 1SI  plan-4  H1   0.020
 1SI  plan-5  N1   0.020
 1SI  plan-5  C8   0.020
 1SI  plan-5  C9   0.020
 1SI  plan-5  N2   0.020
 1SI  plan-5  H5   0.020

