# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 04:45:54 2020
#   Inital geometry file: a 95 line input string
#   Ligand name: 2-(4-chlorophenyl)-6-[(fluorosulfonyl)oxy]quinoline-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(nc2ccc(O[S](F)(=O)=O)cc12)c3ccc(Cl)cc3
#
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
 85P  85P  '2-(4-chlorophenyl)-6-[(fluorosulfonyl)oxy]quinoline-4-carboxylic acid'  ligand  34  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_85P
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
 85P  C1    C   CR6   0   0.343  -3.0400  -0.6024  -0.6581
 85P  C2    C   CR16  0  -0.297  -2.4330  -1.8648  -0.7103
 85P  C3    C   CR16  0  -0.381  -2.3426   0.5610  -0.5240
 85P  C4    C   CR66  0   0.092  -0.9355   0.5065  -0.4299
 85P  C5    C   CR16  0  -0.291  -1.0739  -1.9341  -0.6023
 85P  C6    C   CR66  0   0.204  -0.2982  -0.7621  -0.4490
 85P  C7    C   CR6   0   0.071  -0.0837   1.6362  -0.2771
 85P  C8    C   CR16  0  -0.353   1.2603   1.4417  -0.1282
 85P  C9    C   CR6   0   0.252   1.8010   0.1309  -0.1661
 85P  C10   C   CR6   0   0.077   3.2548  -0.1080  -0.0410
 85P  C11   C   CR16  0  -0.278   3.7721  -1.3768  -0.3144
 85P  C12   C   CR16  0  -0.341   4.1397   0.8963   0.3505
 85P  C13   C   CR16  0  -0.185   5.4991   0.6507   0.4618
 85P  C14   C   CR6   0  -0.051   5.9838  -0.6136   0.1722
 85P  C15   C   CR16  0  -0.192   5.1264  -1.6343  -0.2139
 85P  CL16  CL  CL    0  -0.116   7.6797  -0.9276   0.2997
 85P  O17   O   OC2   0  -0.585  -4.4308  -0.5326  -0.8003
 85P  C18   C   C     0   0.506  -0.6136   3.0312  -0.3455
 85P  O19   O   OH1   0  -0.579   0.0832   3.8638   0.4054
 85P  O20   O   O     0  -0.421  -1.5560   3.3565  -1.0216
 85P  S21   S   S     0   1.746  -5.3470  -0.5697   0.4927
 85P  O22   O   OS    0  -0.579  -4.7215   0.0811   1.5994
 85P  O23   O   OS    0  -0.570  -6.6738  -0.2933   0.0532
 85P  N24   N   N     0  -0.460   1.0345  -0.9150  -0.3293
 85P  H1    H   HCR6  0   0.298  -3.0245  -2.7604  -0.8434
 85P  H2    H   HCR6  0   0.295  -2.8739   1.5000  -0.4948
 85P  H3    H   HCR6  0   0.285  -0.5660  -2.8886  -0.6275
 85P  H4    H   HCR6  0   0.292   1.9158   2.2930  -0.0253
 85P  H5    H   HCR6  0   0.270   3.1022  -2.1758  -0.5996
 85P  H6    H   HCR6  0   0.268   3.7917   1.8909   0.5935
 85P  H7    H   HCR6  0   0.287   6.1684   1.4431   0.7673
 85P  H8    H   HCR6  0   0.285   5.5128  -2.6184  -0.4411
 85P  H9    H   HOH1  0   0.496  -0.2509   4.7689   0.3062
 85P  F1    F   F     0  -0.390  -5.2723  -2.1227   0.7964

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
 85P  O23  S21   double    1.425  0.020  1.425
 85P  O22  S21   double    1.428  0.020  1.428
 85P  S21  O17   single    1.585  0.020  1.585
 85P  O17  C1    single    1.400  0.020  1.400
 85P  C1   C2    aromatic  1.402  0.020  1.402
 85P  C1   C3    aromatic  1.363  0.020  1.363
 85P  C2   C5    aromatic  1.365  0.020  1.365
 85P  C3   C4    aromatic  1.411  0.020  1.411
 85P  C5   C6    aromatic  1.414  0.020  1.414
 85P  C4   C6    aromatic  1.420  0.020  1.420
 85P  C4   C7    aromatic  1.423  0.020  1.423
 85P  C6   N24   aromatic  1.347  0.020  1.347
 85P  O20  C18   double    1.205  0.020  1.205
 85P  C7   C18   single    1.494  0.020  1.494
 85P  C7   C8    aromatic  1.366  0.020  1.366
 85P  C18  O19   single    1.320  0.020  1.320
 85P  N24  C9    aromatic  1.307  0.020  1.307
 85P  C8   C9    aromatic  1.419  0.020  1.419
 85P  C9   C10   single    1.479  0.020  1.479
 85P  C12  C10   aromatic  1.395  0.020  1.395
 85P  C12  C13   aromatic  1.386  0.020  1.386
 85P  C10  C11   aromatic  1.397  0.020  1.397
 85P  C13  C14   aromatic  1.385  0.020  1.385
 85P  C11  C15   aromatic  1.382  0.020  1.382
 85P  C14  C15   aromatic  1.388  0.020  1.388
 85P  C14  CL16  single    1.729  0.020  1.729
 85P  C2   H1    single    0.930  0.020  1.080
 85P  C3   H2    single    0.930  0.020  1.080
 85P  C5   H3    single    0.930  0.020  1.080
 85P  C8   H4    single    0.930  0.020  1.080
 85P  C11  H5    single    0.930  0.020  1.080
 85P  C12  H6    single    0.930  0.020  1.080
 85P  C13  H7    single    0.930  0.020  1.080
 85P  C15  H8    single    0.930  0.020  1.080
 85P  O19  H9    single    0.850  0.020  0.980
 85P  S21  F1    single    1.584  0.020  1.584

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
 85P  O17   C1   C3   118.41  3.000
 85P  C3    C1   C2   123.42  3.000
 85P  O17   C1   C2   118.12  3.000
 85P  H1    C2   C5   120.81  3.000
 85P  H1    C2   C1   120.90  3.000
 85P  C5    C2   C1   118.29  3.000
 85P  H2    C3   C4   121.51  3.000
 85P  H2    C3   C1   119.56  3.000
 85P  C4    C3   C1   118.93  3.000
 85P  C7    C4   C6   116.24  3.000
 85P  C7    C4   C3   124.98  3.000
 85P  C6    C4   C3   118.76  3.000
 85P  H3    C5   C6   118.46  3.000
 85P  H3    C5   C2   120.70  3.000
 85P  C6    C5   C2   120.85  3.000
 85P  N24   C6   C5   117.29  3.000
 85P  N24   C6   C4   122.98  3.000
 85P  C5    C6   C4   119.73  3.000
 85P  C18   C7   C8   119.14  3.000
 85P  C8    C7   C4   119.18  3.000
 85P  C18   C7   C4   121.61  3.000
 85P  H4    C8   C9   119.99  3.000
 85P  H4    C8   C7   119.71  3.000
 85P  C9    C8   C7   120.24  3.000
 85P  N24   C9   C10  117.26  3.000
 85P  C10   C9   C8   121.46  3.000
 85P  N24   C9   C8   121.28  3.000
 85P  C12   C10  C11  118.29  3.000
 85P  C11   C10  C9   119.62  3.000
 85P  C12   C10  C9   122.09  3.000
 85P  H5    C11  C15  119.25  3.000
 85P  H5    C11  C10  119.56  3.000
 85P  C15   C11  C10  121.18  3.000
 85P  H6    C12  C13  117.42  3.000
 85P  H6    C12  C10  121.42  3.000
 85P  C13   C12  C10  121.16  3.000
 85P  H7    C13  C14  120.77  3.000
 85P  H7    C13  C12  120.00  3.000
 85P  C14   C13  C12  119.23  3.000
 85P  CL16  C14  C15  119.53  3.000
 85P  CL16  C14  C13  119.58  3.000
 85P  C15   C14  C13  120.90  3.000
 85P  H8    C15  C14  120.47  3.000
 85P  H8    C15  C11  120.29  3.000
 85P  C14   C15  C11  119.24  3.000
 85P  S21   O17  C1   119.36  3.000
 85P  O20   C18  O19  124.19  3.000
 85P  O19   C18  C7   112.07  3.000
 85P  O20   C18  C7   123.73  3.000
 85P  H9    O19  C18  110.40  3.000
 85P  F1    S21  O23  107.06  3.000
 85P  F1    S21  O22  106.12  3.000
 85P  O23   S21  O22  123.95  3.000
 85P  F1    S21  O17   98.75  3.000
 85P  O22   S21  O17  111.60  3.000
 85P  O23   S21  O17  106.38  3.000
 85P  C9    N24  C6   120.04  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
 85P  CONST_01  C6    C5   C2   C1     0.00   0.0  0
 85P  CONST_02  C6    C4   C3   C1     0.00   0.0  0
 85P  CONST_03  C7    C4   C3   C1   180.00   0.0  0
 85P  CONST_04  C4    C3   C1   C2     0.00   0.0  0
 85P  CONST_05  C4    C6   C5   C2     0.00   0.0  0
 85P  CONST_06  N24   C6   C5   C2   180.00   0.0  0
 85P  CONST_07  C5    C2   C1   C3     0.00   0.0  0
 85P  CONST_08  C5    C6   C4   C3     0.00   0.0  0
 85P  CONST_09  N24   C6   C4   C3   180.00   0.0  0
 85P  CONST_10  C8    C7   C4   C3   180.00   0.0  0
 85P  CONST_11  C9    N24  C6   C4     0.00   0.0  0
 85P  CONST_12  C9    C8   C7   C4     0.00   0.0  0
 85P  CONST_13  C7    C4   C6   C5   180.00   0.0  0
 85P  CONST_14  C9    N24  C6   C5   180.00   0.0  0
 85P  CONST_15  C8    C7   C4   C6     0.00   0.0  0
 85P  CONST_16  C8    C9   N24  C6     0.00   0.0  0
 85P  CONST_17  C10   C9   N24  C6   180.00   0.0  0
 85P  CONST_18  N24   C6   C4   C7     0.00   0.0  0
 85P  CONST_19  N24   C9   C8   C7     0.00   0.0  0
 85P  CONST_20  C10   C9   C8   C7   180.00   0.0  0
 85P  CONST_21  C12   C10  C9   C8     0.00   0.0  0
 85P  CONST_22  C11   C10  C9   C8   180.00   0.0  0
 85P  CONST_23  C13   C12  C10  C9   180.00   0.0  0
 85P  CONST_24  C15   C11  C10  C9   180.00   0.0  0
 85P  CONST_25  C14   C13  C12  C10    0.00   0.0  0
 85P  CONST_26  C14   C15  C11  C10    0.00   0.0  0
 85P  CONST_27  N24   C9   C10  C11    0.00   0.0  0
 85P  CONST_28  C13   C12  C10  C11    0.00   0.0  0
 85P  CONST_29  C13   C14  C15  C11    0.00   0.0  0
 85P  CONST_30  N24   C9   C10  C12  180.00   0.0  0
 85P  CONST_31  C15   C11  C10  C12    0.00   0.0  0
 85P  CONST_32  C15   C14  C13  C12    0.00   0.0  0
 85P  CONST_33  C18   C7   C4   C3     0.00   0.0  0
 85P  CONST_34  O17   C1   C3   C4   180.00   0.0  0
 85P  CONST_35  O17   C1   C2   C5   180.00   0.0  0
 85P  CONST_36  C18   C7   C4   C6   180.00   0.0  0
 85P  CONST_37  C18   C7   C8   C9   180.00   0.0  0
 85P  CONST_38  CL16  C14  C15  C11  180.00   0.0  0
 85P  CONST_39  CL16  C14  C13  C12  180.00   0.0  0
 85P  CONST_40  H3    C5   C2   C1   180.00   0.0  0
 85P  CONST_41  H2    C3   C1   C2   180.00   0.0  0
 85P  CONST_42  H1    C2   C1   C3   180.00   0.0  0
 85P  CONST_43  H4    C8   C7   C4   180.00   0.0  0
 85P  CONST_44  H6    C12  C10  C9     0.00   0.0  0
 85P  CONST_45  H5    C11  C10  C9     0.00   0.0  0
 85P  CONST_46  H7    C13  C12  C10  180.00   0.0  0
 85P  CONST_47  H8    C15  C11  C10  180.00   0.0  0
 85P  CONST_48  H9    O19  C18  C7   180.00   0.0  0
 85P  Var_01    O20   C18  C7   C4   -31.29  30.0  2
 85P  Var_02    O23   S21  O17  C1   171.96  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
 85P  plan-1  C9    0.020
 85P  plan-1  C10   0.020
 85P  plan-1  C11   0.020
 85P  plan-1  C12   0.020
 85P  plan-1  C13   0.020
 85P  plan-1  C14   0.020
 85P  plan-1  C15   0.020
 85P  plan-1  CL16  0.020
 85P  plan-1  H5    0.020
 85P  plan-1  H6    0.020
 85P  plan-1  H7    0.020
 85P  plan-1  H8    0.020
 85P  plan-2  C1    0.020
 85P  plan-2  C2    0.020
 85P  plan-2  C3    0.020
 85P  plan-2  C4    0.020
 85P  plan-2  C5    0.020
 85P  plan-2  C6    0.020
 85P  plan-2  C7    0.020
 85P  plan-2  C8    0.020
 85P  plan-2  C9    0.020
 85P  plan-2  C10   0.020
 85P  plan-2  O17   0.020
 85P  plan-2  C18   0.020
 85P  plan-2  N24   0.020
 85P  plan-2  H1    0.020
 85P  plan-2  H2    0.020
 85P  plan-2  H3    0.020
 85P  plan-2  H4    0.020
 85P  plan-3  C7    0.020
 85P  plan-3  C18   0.020
 85P  plan-3  O19   0.020
 85P  plan-3  O20   0.020
 85P  plan-3  H9    0.020

