# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 03:34:29 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 4-[5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl]phenyl sulfurofluoridate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1c(Cl)cc(cc1Cl)c2oc(nn2)c3ccc(O[S](F)(=O)=O)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
 2WN  2WN  '4-[5-(3,5-dichloro-4-hydroxyphenyl)-1,3,4-oxadiazol-2-yl]phenyl sulfurofluoridate'  ligand  32  25  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2WN
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
 2WN  O1   O   OH1   0  -0.576  -6.8373   1.0867  -0.0655
 2WN  C2   C   CR6   0   0.498  -5.5976   0.6182  -0.0152
 2WN  C3   C   CR6   0  -0.130  -5.4044  -0.7654  -0.0876
 2WN  C4   C   CR16  0  -0.221  -4.1464  -1.3228  -0.0381
 2WN  C5   C   CR6   0  -0.077  -3.0271  -0.5007   0.0862
 2WN  C6   C   CR16  0  -0.245  -3.1886   0.8789   0.1577
 2WN  C7   C   CR6   0  -0.153  -4.4589   1.4175   0.1063
 2WN  CL8  CL  CL    0  -0.085  -4.6717   3.1309   0.1947
 2WN  CL9  CL  CL    0  -0.078  -6.7912  -1.7749  -0.2412
 2WN  C10  C   CR5   0   0.523  -1.7141  -1.1093   0.1412
 2WN  O11  O   O     0  -0.426  -0.6213  -0.3441   0.2756
 2WN  C12  C   CR5   0   0.514   0.3859  -1.2313   0.2926
 2WN  N13  N   N     0  -0.300  -0.0512  -2.4381   0.1786
 2WN  N14  N   N     0  -0.309  -1.4071  -2.3606   0.0808
 2WN  C15  C   CR6   0  -0.029   1.7576  -0.7758   0.4254
 2WN  C16  C   CR16  0  -0.262   2.7798  -1.7235   0.4812
 2WN  C17  C   CR16  0  -0.272   4.0972  -1.3225   0.6024
 2WN  C18  C   CR6   0   0.311   4.3723   0.0315   0.6702
 2WN  C19  C   CR16  0  -0.266   3.3812   0.9925   0.6216
 2WN  C20  C   CR16  0  -0.285   2.0641   0.5820   0.5008
 2WN  O21  O   OC2   0  -0.582   5.6993   0.4343   0.8522
 2WN  S22  S   S     0   1.747   6.5758   0.8157  -0.4119
 2WN  O23  O   OS    0  -0.578   5.8092   1.5148  -1.3932
 2WN  O25  O   OS    0  -0.569   7.8275   1.2729   0.0919
 2WN  F26  F   F     0  -0.390   6.8096  -0.6397  -0.9904
 2WN  H1   H   HOH1  0   0.484  -6.8563   2.0522  -0.0099
 2WN  H2   H   HCR6  0   0.295  -4.0337  -2.3967  -0.0956
 2WN  H3   H   HCR6  0   0.296  -2.3399   1.5419   0.2528
 2WN  H4   H   HCR6  0   0.283   2.5491  -2.7786   0.4296
 2WN  H5   H   HCR6  0   0.301   4.8894  -2.0562   0.6584
 2WN  H6   H   HCR6  0   0.302   3.6211   2.0447   0.6908
 2WN  H7   H   HCR6  0   0.281   1.2873   1.3328   0.4649

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
 2WN  O23  S22  deloc     1.428  0.020  1.428
 2WN  O25  S22  deloc     1.425  0.020  1.425
 2WN  S22  F26  single    1.584  0.020  1.584
 2WN  S22  O21  single    1.585  0.020  1.585
 2WN  O21  C18  single    1.399  0.020  1.399
 2WN  C18  C17  aromatic  1.383  0.020  1.383
 2WN  C18  C19  aromatic  1.381  0.020  1.381
 2WN  C17  C16  aromatic  1.382  0.020  1.382
 2WN  C19  C20  aromatic  1.385  0.020  1.385
 2WN  C16  C15  aromatic  1.395  0.020  1.395
 2WN  C20  C15  aromatic  1.394  0.020  1.394
 2WN  C15  C12  single    1.451  0.020  1.451
 2WN  C12  N13  aromatic  1.289  0.020  1.289
 2WN  C12  O11  aromatic  1.342  0.020  1.342
 2WN  N13  N14  aromatic  1.362  0.020  1.362
 2WN  O11  C10  aromatic  1.341  0.020  1.341
 2WN  N14  C10  aromatic  1.290  0.020  1.290
 2WN  C10  C5   single    1.448  0.020  1.448
 2WN  C5   C4   aromatic  1.394  0.020  1.394
 2WN  C5   C6   aromatic  1.391  0.020  1.391
 2WN  C4   C3   aromatic  1.377  0.020  1.377
 2WN  C6   C7   aromatic  1.381  0.020  1.381
 2WN  C3   CL9  single    1.722  0.020  1.722
 2WN  C3   C2   aromatic  1.399  0.020  1.399
 2WN  C7   C2   aromatic  1.397  0.020  1.397
 2WN  C7   CL8  single    1.729  0.020  1.729
 2WN  C2   O1   single    1.326  0.020  1.326
 2WN  O1   H1   single    0.850  0.020  0.980
 2WN  C4   H2   single    0.930  0.020  1.080
 2WN  C6   H3   single    0.930  0.020  1.080
 2WN  C16  H4   single    0.930  0.020  1.080
 2WN  C17  H5   single    0.930  0.020  1.080
 2WN  C19  H6   single    0.930  0.020  1.080
 2WN  C20  H7   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
 2WN  H1   O1   C2   111.65  3.000
 2WN  C7   C2   C3   117.26  3.000
 2WN  C7   C2   O1   124.28  3.000
 2WN  C3   C2   O1   118.46  3.000
 2WN  CL9  C3   C4   120.11  3.000
 2WN  CL9  C3   C2   118.24  3.000
 2WN  C4   C3   C2   121.65  3.000
 2WN  H2   C4   C5   120.44  3.000
 2WN  H2   C4   C3   119.70  3.000
 2WN  C5   C4   C3   119.86  3.000
 2WN  C10  C5   C6   121.34  3.000
 2WN  C6   C5   C4   119.75  3.000
 2WN  C10  C5   C4   118.90  3.000
 2WN  H3   C6   C7   119.10  3.000
 2WN  H3   C6   C5   121.44  3.000
 2WN  C7   C6   C5   119.46  3.000
 2WN  CL8  C7   C6   119.86  3.000
 2WN  CL8  C7   C2   118.12  3.000
 2WN  C6   C7   C2   122.02  3.000
 2WN  N14  C10  O11  111.37  3.000
 2WN  N14  C10  C5   128.44  3.000
 2WN  O11  C10  C5   120.19  3.000
 2WN  C12  O11  C10  103.63  3.000
 2WN  C15  C12  N13  128.51  3.000
 2WN  N13  C12  O11  111.30  3.000
 2WN  C15  C12  O11  120.19  3.000
 2WN  N14  N13  C12  106.91  3.000
 2WN  N13  N14  C10  106.79  3.000
 2WN  C20  C15  C16  119.90  3.000
 2WN  C20  C15  C12  121.23  3.000
 2WN  C16  C15  C12  118.87  3.000
 2WN  H4   C16  C17  119.37  3.000
 2WN  H4   C16  C15  120.31  3.000
 2WN  C17  C16  C15  120.32  3.000
 2WN  H5   C17  C18  121.06  3.000
 2WN  H5   C17  C16  120.40  3.000
 2WN  C18  C17  C16  118.54  3.000
 2WN  O21  C18  C19  119.01  3.000
 2WN  C19  C18  C17  122.44  3.000
 2WN  O21  C18  C17  118.49  3.000
 2WN  H6   C19  C20  120.33  3.000
 2WN  H6   C19  C18  121.02  3.000
 2WN  C20  C19  C18  118.64  3.000
 2WN  H7   C20  C19  118.72  3.000
 2WN  H7   C20  C15  121.11  3.000
 2WN  C19  C20  C15  120.17  3.000
 2WN  S22  O21  C18  119.36  3.000
 2WN  F26  S22  O25  107.12  3.000
 2WN  F26  S22  O23  106.15  3.000
 2WN  O25  S22  O23  123.89  3.000
 2WN  F26  S22  O21   98.73  3.000
 2WN  O25  S22  O21  106.33  3.000
 2WN  O23  S22  O21  111.66  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
 2WN  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 2WN  CONST_02  C5   C6   C7   C2     0.00   0.0  0
 2WN  CONST_03  C10  C5   C4   C3   180.00   0.0  0
 2WN  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 2WN  CONST_05  C6   C7   C2   C3     0.00   0.0  0
 2WN  CONST_06  O11  C10  C5   C4   180.00   0.0  0
 2WN  CONST_07  N14  C10  C5   C4     0.00   0.0  0
 2WN  CONST_08  C7   C6   C5   C4     0.00   0.0  0
 2WN  CONST_09  C7   C2   C3   C4     0.00   0.0  0
 2WN  CONST_10  C12  O11  C10  C5   180.00   0.0  0
 2WN  CONST_11  N13  N14  C10  C5   180.00   0.0  0
 2WN  CONST_12  O11  C10  C5   C6     0.00   0.0  0
 2WN  CONST_13  N14  C10  C5   C6   180.00   0.0  0
 2WN  CONST_14  C10  C5   C6   C7   180.00   0.0  0
 2WN  CONST_15  C15  C12  O11  C10  180.00   0.0  0
 2WN  CONST_16  N13  C12  O11  C10    0.00   0.0  0
 2WN  CONST_17  C12  N13  N14  C10    0.00   0.0  0
 2WN  CONST_18  C16  C15  C12  O11  180.00   0.0  0
 2WN  CONST_19  C20  C15  C12  O11    0.00   0.0  0
 2WN  CONST_20  N14  N13  C12  O11    0.00   0.0  0
 2WN  CONST_21  N13  N14  C10  O11    0.00   0.0  0
 2WN  CONST_22  C17  C16  C15  C12  180.00   0.0  0
 2WN  CONST_23  C19  C20  C15  C12  180.00   0.0  0
 2WN  CONST_24  N14  C10  O11  C12    0.00   0.0  0
 2WN  CONST_25  C16  C15  C12  N13    0.00   0.0  0
 2WN  CONST_26  C20  C15  C12  N13  180.00   0.0  0
 2WN  CONST_27  C15  C12  N13  N14  180.00   0.0  0
 2WN  CONST_28  C18  C17  C16  C15    0.00   0.0  0
 2WN  CONST_29  C18  C19  C20  C15    0.00   0.0  0
 2WN  CONST_30  C19  C18  C17  C16    0.00   0.0  0
 2WN  CONST_31  C19  C20  C15  C16    0.00   0.0  0
 2WN  CONST_32  C20  C19  C18  C17    0.00   0.0  0
 2WN  CONST_33  C20  C15  C16  C17    0.00   0.0  0
 2WN  CONST_34  C4   C3   C2   O1   180.00   0.0  0
 2WN  CONST_35  C6   C7   C2   O1   180.00   0.0  0
 2WN  CONST_36  CL8  C7   C2   C3   180.00   0.0  0
 2WN  CONST_37  CL9  C3   C4   C5   180.00   0.0  0
 2WN  CONST_38  CL8  C7   C6   C5   180.00   0.0  0
 2WN  CONST_39  CL9  C3   C2   C7   180.00   0.0  0
 2WN  CONST_40  O21  C18  C17  C16  180.00   0.0  0
 2WN  CONST_41  O21  C18  C19  C20  180.00   0.0  0
 2WN  CONST_42  H2   C4   C3   C2   180.00   0.0  0
 2WN  CONST_43  H3   C6   C7   C2   180.00   0.0  0
 2WN  CONST_44  H4   C16  C15  C12    0.00   0.0  0
 2WN  CONST_45  H7   C20  C15  C12    0.00   0.0  0
 2WN  CONST_46  H5   C17  C16  C15  180.00   0.0  0
 2WN  CONST_47  H6   C19  C20  C15  180.00   0.0  0
 2WN  Var_01    O23  S22  O21  C18   37.96  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
 2WN  plan-1  C5   0.020
 2WN  plan-1  C10  0.020
 2WN  plan-1  O11  0.020
 2WN  plan-1  C12  0.020
 2WN  plan-1  N13  0.020
 2WN  plan-1  N14  0.020
 2WN  plan-1  C15  0.020
 2WN  plan-2  O1   0.020
 2WN  plan-2  C2   0.020
 2WN  plan-2  C3   0.020
 2WN  plan-2  C4   0.020
 2WN  plan-2  C5   0.020
 2WN  plan-2  C6   0.020
 2WN  plan-2  C7   0.020
 2WN  plan-2  CL8  0.020
 2WN  plan-2  CL9  0.020
 2WN  plan-2  C10  0.020
 2WN  plan-2  H2   0.020
 2WN  plan-2  H3   0.020
 2WN  plan-3  C12  0.020
 2WN  plan-3  C15  0.020
 2WN  plan-3  C16  0.020
 2WN  plan-3  C17  0.020
 2WN  plan-3  C18  0.020
 2WN  plan-3  C19  0.020
 2WN  plan-3  C20  0.020
 2WN  plan-3  O21  0.020
 2WN  plan-3  H4   0.020
 2WN  plan-3  H5   0.020
 2WN  plan-3  H6   0.020
 2WN  plan-3  H7   0.020

