# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 03:22:36 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  33  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   C      0   0.344  -3.0231  -0.6783  -0.6205
 85P  C2    C   C1     0  -0.298  -2.4148  -1.9414  -0.6074
 85P  C3    C   C1     0  -0.392  -2.3333   0.4915  -0.5244
 85P  C4    C   CR6    0   0.039  -0.9238   0.4565  -0.4026
 85P  C5    C   C1     0  -0.301  -1.0564  -1.9966  -0.4912
 85P  C6    C   CR6    0   0.191  -0.2849  -0.8147  -0.3828
 85P  C7    C   CR6    0  -0.002  -0.0903   1.6101  -0.2903
 85P  C8    C   CR16   0  -0.380   1.2569   1.4003  -0.1689
 85P  C9    C   CR6    0   0.238   1.8024   0.0959  -0.1606
 85P  C10   C   CR6    0   0.080   3.2607  -0.1244  -0.0482
 85P  C11   C   CR16   0  -0.287   3.8170  -1.3321  -0.4736
 85P  C12   C   CR16   0  -0.330   4.1108   0.8444   0.4842
 85P  C13   C   CR16   0  -0.190   5.4750   0.6226   0.5880
 85P  C14   C   CR6    0  -0.051   5.9992  -0.5821   0.1487
 85P  C15   C   CR16   0  -0.195   5.1781  -1.5650  -0.3839
 85P  CL16  CL  CL     0  -0.122   7.7028  -0.8654   0.2675
 85P  O17   O   OC2    0  -0.587  -4.4152  -0.6331  -0.8055
 85P  C18   C   C      0   0.425  -0.5871   3.0683  -0.3108
 85P  O19   O   OC    -1  -0.570   0.2740   3.9298  -0.0724
 85P  O20   O   O      0  -0.569  -1.7882   3.2647  -0.5666
 85P  S21   S   S      0   1.744  -5.3671  -0.5124   0.4500
 85P  O22   O   OS     0  -0.580  -4.8686   0.4137   1.4165
 85P  O23   O   OS     0  -0.576  -6.6987  -0.4784  -0.0591
 85P  N24   N   N      0  -0.464   1.0489  -0.9687  -0.2672
 85P  H1    H   H      0   0.290  -3.0061  -2.8420  -0.7050
 85P  H2    H   H      0   0.300  -2.8357   1.4455  -0.5599
 85P  H3    H   H      0   0.274  -0.5408  -2.9476  -0.4798
 85P  H4    H   HCR6   0   0.266   1.9071   2.2595  -0.0985
 85P  H5    H   HCR6   0   0.265   3.1779  -2.0994  -0.8887
 85P  H6    H   HCR6   0   0.267   3.7214   1.7858   0.8476
 85P  H7    H   HCR6   0   0.284   6.1173   1.3826   1.0115
 85P  H8    H   HCR6   0   0.283   5.5932  -2.5023  -0.7284
 85P  F1    F   F      0  -0.394  -5.1420  -1.9546   1.0691

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   deloc     1.426  0.020  1.426
 85P  O22  S21   deloc     1.428  0.020  1.428
 85P  S21  O17   single    1.580  0.020  1.580
 85P  O17  C1    single    1.405  0.020  1.405
 85P  C1   C2    aromatic  1.402  0.020  1.402
 85P  C1   C3    aromatic  1.361  0.020  1.361
 85P  C2   C5    aromatic  1.364  0.020  1.364
 85P  C3   C4    aromatic  1.415  0.020  1.415
 85P  C5   C6    aromatic  1.416  0.020  1.416
 85P  C4   C6    aromatic  1.423  0.020  1.423
 85P  C4   C7    aromatic  1.428  0.020  1.428
 85P  C6   N24   aromatic  1.348  0.020  1.348
 85P  O20  C18   deloc     1.244  0.020  1.244
 85P  C7   C18   single    1.541  0.020  1.541
 85P  C7   C8    aromatic  1.369  0.020  1.369
 85P  C18  O19   deloc     1.241  0.020  1.241
 85P  N24  C9    aromatic  1.309  0.020  1.309
 85P  C8   C9    aromatic  1.414  0.020  1.414
 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  1.396  0.020  1.396
 85P  C13  C14   aromatic  1.385  0.020  1.385
 85P  C11  C15   aromatic  1.384  0.020  1.384
 85P  C14  C15   aromatic  1.387  0.020  1.387
 85P  C14  CL16  single    1.731  0.020  1.731
 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  S21  F1    single    1.586  0.020  1.586

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   118.92  3.000
 85P  C3    C1   C2   123.61  3.000
 85P  O17   C1   C2   117.40  3.000
 85P  H1    C2   C5   121.21  3.000
 85P  H1    C2   C1   120.79  3.000
 85P  C5    C2   C1   117.98  3.000
 85P  H2    C3   C4   119.25  3.000
 85P  H2    C3   C1   121.44  3.000
 85P  C4    C3   C1   119.31  3.000
 85P  C7    C4   C6   117.30  3.000
 85P  C7    C4   C3   124.63  3.000
 85P  C6    C4   C3   118.07  3.000
 85P  H3    C5   C6   118.26  3.000
 85P  H3    C5   C2   120.72  3.000
 85P  C6    C5   C2   121.02  3.000
 85P  N24   C6   C5   116.78  3.000
 85P  N24   C6   C4   123.21  3.000
 85P  C5    C6   C4   120.01  3.000
 85P  C18   C7   C8   117.62  3.000
 85P  C8    C7   C4   117.24  3.000
 85P  C18   C7   C4   125.13  3.000
 85P  H4    C8   C9   120.10  3.000
 85P  H4    C8   C7   118.45  3.000
 85P  C9    C8   C7   121.44  3.000
 85P  N24   C9   C10  116.92  3.000
 85P  C10   C9   C8   121.21  3.000
 85P  N24   C9   C8   121.87  3.000
 85P  C12   C10  C11  118.32  3.000
 85P  C11   C10  C9   119.90  3.000
 85P  C12   C10  C9   121.78  3.000
 85P  H5    C11  C15  119.13  3.000
 85P  H5    C11  C10  119.69  3.000
 85P  C15   C11  C10  121.18  3.000
 85P  H6    C12  C13  117.93  3.000
 85P  H6    C12  C10  120.89  3.000
 85P  C13   C12  C10  121.16  3.000
 85P  H7    C13  C14  120.70  3.000
 85P  H7    C13  C12  120.10  3.000
 85P  C14   C13  C12  119.20  3.000
 85P  CL16  C14  C15  119.53  3.000
 85P  CL16  C14  C13  119.54  3.000
 85P  C15   C14  C13  120.93  3.000
 85P  H8    C15  C14  120.62  3.000
 85P  H8    C15  C11  120.18  3.000
 85P  C14   C15  C11  119.20  3.000
 85P  S21   O17  C1   119.65  3.000
 85P  O20   C18  O19  126.87  3.000
 85P  O19   C18  C7   115.51  3.000
 85P  O20   C18  C7   117.62  3.000
 85P  F1    S21  O23  107.08  3.000
 85P  F1    S21  O22  106.02  3.000
 85P  O23   S21  O22  123.50  3.000
 85P  F1    S21  O17   98.93  3.000
 85P  O22   S21  O17  112.14  3.000
 85P  O23   S21  O17  106.30  3.000
 85P  C9    N24  C6   118.94  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_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_28  C13   C12  C10  C11    0.00   0.0  0
 85P  CONST_29  C13   C14  C15  C11    0.00   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  Var_01    O20   C18  C7   C4    -6.95  30.0  2
 85P  Var_02    O23   S21  O17  C1   179.49  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

