# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 21:37:29 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 4-[[3-(5-fluoranyl-2-oxidanyl-phenyl)phenyl]sulfonylamino]-2-oxidanyl-benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(N[S](=O)(=O)c2cccc(c2)c3cc(F)ccc3O)cc1O
#
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
 BWW  BWW  '4-[[3-(5-fluoranyl-2-oxidanyl-phenyl)phenyl]sulfonylamino]-2-oxidanyl-benzoic acid'  ligand  41  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BWW
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
 BWW  F    F  F      0  -0.316  -0.3464  -3.8763   0.7031
 BWW  C13  C  CR6    0   0.517  -1.4051  -3.0605   0.5562
 BWW  C12  C  CR16   0  -0.443  -1.1928  -1.7461   0.2052
 BWW  C14  C  CR16   0  -0.402  -2.6781  -3.5599   0.7532
 BWW  C15  C  CR16   0  -0.319  -3.7588  -2.7070   0.6057
 BWW  C16  C  CR6    0   0.306  -3.5732  -1.3730   0.2525
 BWW  O4   O  OH1    0  -0.619  -4.6783  -0.6052   0.1472
 BWW  C11  C  CR6    0  -0.025  -2.2786  -0.8873   0.0353
 BWW  C7   C  CR6    0   0.037  -2.0277   0.5149  -0.3594
 BWW  C6   C  CR16   0  -0.253  -1.1350   1.2857   0.3796
 BWW  C8   C  CR16   0  -0.290  -2.6249   1.0756  -1.4894
 BWW  C9   C  CR16   0  -0.226  -2.3349   2.3766  -1.8758
 BWW  C10  C  CR16   0  -0.247  -1.4288   3.1379  -1.1547
 BWW  C5   C  CR6    0  -0.182  -0.8399   2.5766  -0.0305
 BWW  S    S  S      0   1.356   0.4242   3.4653   0.8312
 BWW  O2   O  OS     0  -0.646   0.3146   4.8811   0.5315
 BWW  O3   O  OS     0  -0.636   0.4373   3.0094   2.2081
 BWW  N    N  NC1    0  -0.801   1.8461   2.9621   0.1184
 BWW  C4   C  CR6    0   0.272   2.0954   1.5657   0.0371
 BWW  C3   C  CR16   0  -0.284   2.4337   0.8537   1.1859
 BWW  C2   C  CR16   0  -0.280   2.6499  -0.5090   1.0812
 BWW  C17  C  CR16   0  -0.383   1.9901   0.9289  -1.1896
 BWW  C18  C  CR6    0   0.371   2.2329  -0.4431  -1.2911
 BWW  O5   O  OH1    0  -0.655   2.1350  -1.0420  -2.4705
 BWW  C1   C  CR6    0  -0.297   2.5573  -1.1789  -0.1333
 BWW  C    C  C      0   0.500   2.8042  -2.6613  -0.2302
 BWW  O1   O  OC    -1  -0.547   3.1128  -3.2919   0.7821
 BWW  O    O  O      0  -0.632   2.6774  -3.1581  -1.3955
 BWW  H1   H  HCR6   0   0.288  -0.1841  -1.3841   0.0438
 BWW  H2   H  HCR6   0   0.284  -2.8303  -4.5959   1.0257
 BWW  H3   H  HCR6   0   0.278  -4.7623  -3.0753   0.7759
 BWW  H4   H  HOH1   0   0.476  -4.4507   0.3310   0.1000
 BWW  H5   H  HCR6   0   0.291  -0.6764   0.8694   1.2668
 BWW  H6   H  HCR6   0   0.285  -3.2989   0.4831  -2.0957
 BWW  H7   H  HCR6   0   0.279  -2.8067   2.7944  -2.7543
 BWW  H8   H  HCR6   0   0.289  -1.1922   4.1454  -1.4681
 BWW  H9   H  HNC1   0   0.420   2.0009   3.4568  -0.7553
 BWW  H10  H  HCR6   0   0.259   2.5368   1.3580   2.1356
 BWW  H11  H  HCR6   0   0.253   2.9107  -1.0730   1.9673
 BWW  H12  H  HCR6   0   0.261   1.7109   1.4880  -2.0755
 BWW  H13  H  HOH1   0   0.461   2.3379  -2.0316  -2.2463

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
 BWW  O2   S    double    1.451  0.020  1.451
 BWW  F    C13  single    1.345  0.020  1.345
 BWW  C14  C13  aromatic  1.382  0.020  1.382
 BWW  C14  C15  aromatic  1.385  0.020  1.385
 BWW  N    S    single    1.668  0.020  1.668
 BWW  N    C4   single    1.421  0.020  1.421
 BWW  C13  C12  aromatic  1.377  0.020  1.377
 BWW  C3   C4   aromatic  1.393  0.020  1.393
 BWW  C3   C2   aromatic  1.384  0.020  1.384
 BWW  C15  C16  aromatic  1.392  0.020  1.392
 BWW  S    O3   double    1.450  0.020  1.450
 BWW  S    C5   single    1.769  0.020  1.769
 BWW  C12  C11  aromatic  1.395  0.020  1.395
 BWW  C4   C17  aromatic  1.386  0.020  1.386
 BWW  C2   C1   aromatic  1.390  0.020  1.390
 BWW  C16  C11  aromatic  1.400  0.020  1.400
 BWW  C16  O4   single    1.350  0.020  1.350
 BWW  C6   C5   aromatic  1.386  0.020  1.386
 BWW  C6   C7   aromatic  1.392  0.020  1.392
 BWW  C11  C7   single    1.478  0.020  1.478
 BWW  C5   C10  aromatic  1.388  0.020  1.388
 BWW  C7   C8   aromatic  1.396  0.020  1.396
 BWW  C1   C18  aromatic  1.410  0.020  1.410
 BWW  C1   C    single    1.506  0.020  1.506
 BWW  C17  C18  aromatic  1.397  0.020  1.397
 BWW  O    C    deloc     1.273  0.020  1.273
 BWW  C18  O5   single    1.326  0.020  1.326
 BWW  C    O1   deloc     1.232  0.020  1.232
 BWW  C10  C9   aromatic  1.386  0.020  1.386
 BWW  C8   C9   aromatic  1.388  0.020  1.388
 BWW  C12  H1   single    0.930  0.020  1.080
 BWW  C14  H2   single    0.930  0.020  1.080
 BWW  C15  H3   single    0.930  0.020  1.080
 BWW  O4   H4   single    0.850  0.020  0.980
 BWW  C6   H5   single    0.930  0.020  1.080
 BWW  C8   H6   single    0.930  0.020  1.080
 BWW  C9   H7   single    0.930  0.020  1.080
 BWW  C10  H8   single    0.930  0.020  1.080
 BWW  N    H9   single    0.890  0.020  1.040
 BWW  C3   H10  single    0.930  0.020  1.080
 BWW  C2   H11  single    0.930  0.020  1.080
 BWW  C17  H12  single    0.930  0.020  1.080
 BWW  O5   H13  single    0.850  0.020  0.980

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
 BWW  C14  C13  C12  121.57  3.000
 BWW  C12  C13  F    119.05  3.000
 BWW  C14  C13  F    119.38  3.000
 BWW  H1   C12  C11  120.05  3.000
 BWW  H1   C12  C13  120.03  3.000
 BWW  C11  C12  C13  119.92  3.000
 BWW  H2   C14  C15  120.46  3.000
 BWW  H2   C14  C13  120.77  3.000
 BWW  C15  C14  C13  118.77  3.000
 BWW  H3   C15  C16  119.31  3.000
 BWW  H3   C15  C14  119.82  3.000
 BWW  C16  C15  C14  120.87  3.000
 BWW  C11  C16  O4   123.21  3.000
 BWW  O4   C16  C15  117.11  3.000
 BWW  C11  C16  C15  119.68  3.000
 BWW  H4   O4   C16  111.27  3.000
 BWW  C7   C11  C16  121.85  3.000
 BWW  C7   C11  C12  118.98  3.000
 BWW  C16  C11  C12  119.17  3.000
 BWW  C8   C7   C6   118.81  3.000
 BWW  C8   C7   C11  121.64  3.000
 BWW  C6   C7   C11  119.50  3.000
 BWW  H5   C6   C5   120.71  3.000
 BWW  H5   C6   C7   119.61  3.000
 BWW  C5   C6   C7   119.68  3.000
 BWW  H6   C8   C9   119.15  3.000
 BWW  H6   C8   C7   119.98  3.000
 BWW  C9   C8   C7   120.83  3.000
 BWW  H7   C9   C10  119.73  3.000
 BWW  H7   C9   C8   119.82  3.000
 BWW  C10  C9   C8   120.45  3.000
 BWW  H8   C10  C5   121.25  3.000
 BWW  H8   C10  C9   120.27  3.000
 BWW  C5   C10  C9   118.48  3.000
 BWW  S    C5   C10  119.64  3.000
 BWW  C10  C5   C6   121.73  3.000
 BWW  S    C5   C6   118.41  3.000
 BWW  N    S    O3   107.65  3.000
 BWW  O3   S    O2   120.22  3.000
 BWW  N    S    O2   105.69  3.000
 BWW  O3   S    C5   108.12  3.000
 BWW  N    S    C5   104.44  3.000
 BWW  O2   S    C5   109.60  3.000
 BWW  H9   N    C4   113.74  3.000
 BWW  H9   N    S    110.52  3.000
 BWW  C4   N    S    118.06  3.000
 BWW  C17  C4   C3   120.89  3.000
 BWW  C17  C4   N    119.26  3.000
 BWW  C3   C4   N    119.85  3.000
 BWW  H10  C3   C2   120.75  3.000
 BWW  H10  C3   C4   120.63  3.000
 BWW  C2   C3   C4   118.61  3.000
 BWW  H11  C2   C1   118.70  3.000
 BWW  H11  C2   C3   119.27  3.000
 BWW  C1   C2   C3   122.02  3.000
 BWW  H12  C17  C18  119.46  3.000
 BWW  H12  C17  C4   120.39  3.000
 BWW  C18  C17  C4   120.15  3.000
 BWW  C1   C18  O5   120.77  3.000
 BWW  O5   C18  C17  119.69  3.000
 BWW  C1   C18  C17  119.53  3.000
 BWW  H13  O5   C18  102.98  3.000
 BWW  C    C1   C18  119.91  3.000
 BWW  C    C1   C2   121.31  3.000
 BWW  C18  C1   C2   118.78  3.000
 BWW  O    C    O1   125.27  3.000
 BWW  O1   C    C1   119.48  3.000
 BWW  O    C    C1   115.25  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
 BWW  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 BWW  CONST_02  C16  C11  C12  C13     0.00   0.0  0
 BWW  CONST_03  C7   C11  C12  C13   180.00   0.0  0
 BWW  CONST_04  C15  C14  C13  C12     0.00   0.0  0
 BWW  CONST_05  C15  C16  C11  C12     0.00   0.0  0
 BWW  CONST_08  C11  C12  C13  C14     0.00   0.0  0
 BWW  CONST_09  C11  C16  C15  C14     0.00   0.0  0
 BWW  CONST_10  C7   C11  C16  C15   180.00   0.0  0
 BWW  CONST_13  C5   C6   C7   C11   180.00   0.0  0
 BWW  CONST_14  C9   C8   C7   C11   180.00   0.0  0
 BWW  CONST_15  C10  C5   C6   C7      0.00   0.0  0
 BWW  CONST_16  C10  C9   C8   C7      0.00   0.0  0
 BWW  CONST_17  C9   C10  C5   C6      0.00   0.0  0
 BWW  CONST_18  C9   C8   C7   C6      0.00   0.0  0
 BWW  CONST_19  C5   C6   C7   C8      0.00   0.0  0
 BWW  CONST_20  C5   C10  C9   C8      0.00   0.0  0
 BWW  CONST_21  C1   C2   C3   C4      0.00   0.0  0
 BWW  CONST_22  C1   C18  C17  C4      0.00   0.0  0
 BWW  CONST_23  C18  C17  C4   C3      0.00   0.0  0
 BWW  CONST_24  C18  C1   C2   C3      0.00   0.0  0
 BWW  CONST_25  C17  C4   C3   C2      0.00   0.0  0
 BWW  CONST_26  C17  C18  C1   C2      0.00   0.0  0
 BWW  CONST_27  C15  C14  C13  F     180.00   0.0  0
 BWW  CONST_28  C11  C12  C13  F     180.00   0.0  0
 BWW  CONST_29  O4   C16  C11  C12   180.00   0.0  0
 BWW  CONST_30  O4   C16  C15  C14   180.00   0.0  0
 BWW  CONST_31  C7   C11  C16  O4      0.00   0.0  0
 BWW  CONST_32  S    C5   C6   C7    180.00   0.0  0
 BWW  CONST_33  S    C5   C10  C9    180.00   0.0  0
 BWW  CONST_34  C2   C3   C4   N     180.00   0.0  0
 BWW  CONST_35  C18  C17  C4   N     180.00   0.0  0
 BWW  CONST_36  O5   C18  C17  C4    180.00   0.0  0
 BWW  CONST_37  C    C1   C2   C3    180.00   0.0  0
 BWW  CONST_38  O5   C18  C1   C2    180.00   0.0  0
 BWW  CONST_39  C    C1   C18  C17   180.00   0.0  0
 BWW  CONST_40  H3   C15  C14  C13   180.00   0.0  0
 BWW  CONST_41  H2   C14  C13  C12   180.00   0.0  0
 BWW  CONST_42  H1   C12  C13  C14   180.00   0.0  0
 BWW  CONST_43  H5   C6   C7   C11     0.00   0.0  0
 BWW  CONST_44  H6   C8   C7   C11     0.00   0.0  0
 BWW  CONST_45  H7   C9   C8   C7    180.00   0.0  0
 BWW  CONST_46  H8   C10  C5   C6    180.00   0.0  0
 BWW  CONST_47  H11  C2   C3   C4    180.00   0.0  0
 BWW  CONST_48  H12  C17  C4   C3    180.00   0.0  0
 BWW  CONST_49  H10  C3   C4   C17   180.00   0.0  0
 BWW  Var_01    O2   S    C5   C6   -163.35  30.0  3
 BWW  Var_02    C4   N    S    C5    -53.07  30.0  1
 BWW  Var_03    O    C    C1   C2    179.42  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
 BWW  plan-1  F    0.020
 BWW  plan-1  C13  0.020
 BWW  plan-1  C12  0.020
 BWW  plan-1  C14  0.020
 BWW  plan-1  C15  0.020
 BWW  plan-1  C16  0.020
 BWW  plan-1  O4   0.020
 BWW  plan-1  C11  0.020
 BWW  plan-1  C7   0.020
 BWW  plan-1  H1   0.020
 BWW  plan-1  H2   0.020
 BWW  plan-1  H3   0.020
 BWW  plan-2  C11  0.020
 BWW  plan-2  C7   0.020
 BWW  plan-2  C6   0.020
 BWW  plan-2  C8   0.020
 BWW  plan-2  C9   0.020
 BWW  plan-2  C10  0.020
 BWW  plan-2  C5   0.020
 BWW  plan-2  S    0.020
 BWW  plan-2  H5   0.020
 BWW  plan-2  H6   0.020
 BWW  plan-2  H7   0.020
 BWW  plan-2  H8   0.020
 BWW  plan-3  N    0.020
 BWW  plan-3  C4   0.020
 BWW  plan-3  C3   0.020
 BWW  plan-3  C2   0.020
 BWW  plan-3  C17  0.020
 BWW  plan-3  C18  0.020
 BWW  plan-3  O5   0.020
 BWW  plan-3  C1   0.020
 BWW  plan-3  C    0.020
 BWW  plan-3  H10  0.020
 BWW  plan-3  H11  0.020
 BWW  plan-3  H12  0.020
 BWW  plan-4  S    0.020
 BWW  plan-4  N    0.020
 BWW  plan-4  C4   0.020
 BWW  plan-4  H9   0.020
 BWW  plan-5  C1   0.020
 BWW  plan-5  C    0.020
 BWW  plan-5  O1   0.020
 BWW  plan-5  O    0.020

