# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 23:45:13 2020
#   Inital geometry file: a 98 line input string
#   Ligand name: 5-{[(4-chlorophenyl)sulfonyl]amino}-2-methyl-1-benzofuran-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc2ccc(N[S](=O)(=O)c3ccc(Cl)cc3)cc2c1C(O)=O
#
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
 VWS  VWS  '5-{[(4-chlorophenyl)sulfonyl]amino}-2-methyl-1-benzofuran-3-carboxylic acid'  ligand  35  24  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_VWS
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
 VWS  CL1  CL  CL     0  -0.105   2.2986  -3.9759  -0.3932
 VWS  C5   C   CR6    0  -0.026   2.3325  -2.2530  -0.2906
 VWS  C4   C   CR16   0  -0.198   2.7762  -1.5181  -1.3809
 VWS  C3   C   CR16   0  -0.239   2.7971  -0.1364  -1.3010
 VWS  C6   C   CR16   0  -0.196   1.9176  -1.6348   0.8789
 VWS  C2   C   CR16   0  -0.216   1.9400  -0.2523   0.9575
 VWS  C1   C   CR6    0  -0.197   2.3805   0.4864  -0.1319
 VWS  S1   S   S      0   1.360   2.3045   2.2534  -0.0781
 VWS  O1   O   OS     0  -0.641   2.3357   2.6624   1.3135
 VWS  O2   O   OS     0  -0.652   3.2650   2.7932  -1.0246
 VWS  N1   N   NC1    0  -0.795   0.8049   2.6548  -0.6758
 VWS  C12  C   CR6    0   0.248  -0.3323   2.0857  -0.0298
 VWS  C7   C   CR16   0  -0.271  -0.8225   2.7031   1.1272
 VWS  C8   C   CR16   0  -0.350  -1.9116   2.1758   1.8009
 VWS  C11  C   CR16   0  -0.380  -0.9173   0.9408  -0.5501
 VWS  C10  C   CR56   0   0.093  -2.0267   0.4105   0.1031
 VWS  C13  C   CR5    0  -0.244  -2.8850  -0.7337  -0.0915
 VWS  C15  C   C      0   0.353  -2.8007  -1.7198  -1.2252
 VWS  O4   O   O      0  -0.584  -2.0257  -1.4112  -2.1509
 VWS  O5   O   OC    -1  -0.591  -3.5016  -2.7487  -1.1522
 VWS  C9   C   CR56   0   0.344  -2.4814   1.0364   1.2635
 VWS  O3   O   O      0  -0.462  -3.5397   0.3636   1.7631
 VWS  C14  C   CR5    0   0.349  -3.7689  -0.7023   0.9415
 VWS  C16  C   CH3    0  -0.759  -4.9064  -1.5623   1.3358
 VWS  H1   H   HCR6   0   0.295   3.1038  -2.0132  -2.2841
 VWS  H2   H   HCR6   0   0.294   3.1428   0.4360  -2.1510
 VWS  H3   H   HCR6   0   0.294   1.5772  -2.2189   1.7222
 VWS  H4   H   HCR6   0   0.292   1.6131   0.2309   1.8674
 VWS  H5   H   HNC1   0   0.417   0.7881   2.5810  -1.6885
 VWS  H6   H   HCR6   0   0.264  -0.3483   3.6047   1.4887
 VWS  H7   H   HCR6   0   0.270  -2.2968   2.6415   2.6983
 VWS  H8   H   HCR6   0   0.259  -0.5240   0.4633  -1.4366
 VWS  H10  H   HCH3   0   0.253  -4.7448  -1.9966   2.3247
 VWS  H11  H   HCH3   0   0.253  -5.8348  -0.9892   1.3794
 VWS  H12  H   HCH3   0   0.268  -5.0200  -2.3664   0.6175

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
 VWS  O1   S1   double    1.451  0.020  1.451
 VWS  O2   S1   double    1.453  0.020  1.453
 VWS  S1   C1   single    1.769  0.020  1.769
 VWS  S1   N1   single    1.663  0.020  1.663
 VWS  C1   C3   aromatic  1.389  0.020  1.389
 VWS  C1   C2   aromatic  1.388  0.020  1.388
 VWS  C3   C4   aromatic  1.384  0.020  1.384
 VWS  C2   C6   aromatic  1.385  0.020  1.385
 VWS  N1   C12  single    1.426  0.020  1.426
 VWS  C4   C5   aromatic  1.388  0.020  1.388
 VWS  C6   C5   aromatic  1.386  0.020  1.386
 VWS  C5   CL1  single    1.726  0.020  1.726
 VWS  C12  C7   aromatic  1.400  0.020  1.400
 VWS  C12  C11  aromatic  1.387  0.020  1.387
 VWS  C7   C8   aromatic  1.385  0.020  1.385
 VWS  C11  C10  aromatic  1.392  0.020  1.392
 VWS  C8   C9   aromatic  1.383  0.020  1.383
 VWS  C10  C9   aromatic  1.395  0.020  1.395
 VWS  C10  C13  aromatic  1.443  0.020  1.443
 VWS  C9   O3   aromatic  1.350  0.020  1.350
 VWS  O4   C15  deloc     1.246  0.020  1.246
 VWS  C13  C15  single    1.505  0.020  1.505
 VWS  C13  C14  aromatic  1.360  0.020  1.360
 VWS  O3   C14  aromatic  1.365  0.020  1.365
 VWS  C15  O5   deloc     1.247  0.020  1.247
 VWS  C14  C16  single    1.479  0.020  1.479
 VWS  C4   H1   single    0.930  0.020  1.080
 VWS  C3   H2   single    0.930  0.020  1.080
 VWS  C6   H3   single    0.930  0.020  1.080
 VWS  C2   H4   single    0.930  0.020  1.080
 VWS  N1   H5   single    0.890  0.020  1.040
 VWS  C7   H6   single    0.930  0.020  1.080
 VWS  C8   H7   single    0.930  0.020  1.080
 VWS  C11  H8   single    0.930  0.020  1.080
 VWS  C16  H10  single    0.970  0.020  1.090
 VWS  C16  H11  single    0.970  0.020  1.090
 VWS  C16  H12  single    0.970  0.020  1.090

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
 VWS  C6   C5   C4   121.49  3.000
 VWS  C6   C5   CL1  119.29  3.000
 VWS  C4   C5   CL1  119.22  3.000
 VWS  H1   C4   C3   120.06  3.000
 VWS  H1   C4   C5   120.73  3.000
 VWS  C3   C4   C5   119.22  3.000
 VWS  H2   C3   C1   121.34  3.000
 VWS  H2   C3   C4   119.20  3.000
 VWS  C1   C3   C4   119.46  3.000
 VWS  H3   C6   C2   120.02  3.000
 VWS  H3   C6   C5   120.76  3.000
 VWS  C2   C6   C5   119.22  3.000
 VWS  H4   C2   C1   121.26  3.000
 VWS  H4   C2   C6   119.28  3.000
 VWS  C1   C2   C6   119.46  3.000
 VWS  S1   C1   C2   119.60  3.000
 VWS  C2   C1   C3   121.15  3.000
 VWS  S1   C1   C3   119.11  3.000
 VWS  N1   S1   O2   105.81  3.000
 VWS  N1   S1   O1   107.22  3.000
 VWS  O2   S1   O1   120.40  3.000
 VWS  N1   S1   C1   105.59  3.000
 VWS  O2   S1   C1   108.84  3.000
 VWS  O1   S1   C1   108.04  3.000
 VWS  H5   N1   C12  114.18  3.000
 VWS  H5   N1   S1   110.83  3.000
 VWS  C12  N1   S1   117.37  3.000
 VWS  C11  C12  C7   121.76  3.000
 VWS  C11  C12  N1   119.72  3.000
 VWS  C7   C12  N1   118.52  3.000
 VWS  H6   C7   C8   119.99  3.000
 VWS  H6   C7   C12  119.38  3.000
 VWS  C8   C7   C12  120.63  3.000
 VWS  H7   C8   C9   122.03  3.000
 VWS  H7   C8   C7   121.31  3.000
 VWS  C9   C8   C7   116.66  3.000
 VWS  H8   C11  C10  120.42  3.000
 VWS  H8   C11  C12  121.25  3.000
 VWS  C10  C11  C12  118.33  3.000
 VWS  C9   C10  C13  105.91  3.000
 VWS  C13  C10  C11  135.43  3.000
 VWS  C9   C10  C11  118.63  3.000
 VWS  C14  C13  C15  128.60  3.000
 VWS  C14  C13  C10  105.41  3.000
 VWS  C15  C13  C10  125.99  3.000
 VWS  O5   C15  O4   126.68  3.000
 VWS  O5   C15  C13  117.71  3.000
 VWS  O4   C15  C13  115.61  3.000
 VWS  O3   C9   C10  109.87  3.000
 VWS  O3   C9   C8   126.15  3.000
 VWS  C10  C9   C8   123.98  3.000
 VWS  C14  O3   C9   107.34  3.000
 VWS  C16  C14  O3   115.00  3.000
 VWS  C16  C14  C13  133.53  3.000
 VWS  O3   C14  C13  111.47  3.000
 VWS  H12  C16  H11  109.06  3.000
 VWS  H12  C16  H10  108.69  3.000
 VWS  H11  C16  H10  107.36  3.000
 VWS  H12  C16  C14  109.58  3.000
 VWS  H11  C16  C14  111.06  3.000
 VWS  H10  C16  C14  111.02  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
 VWS  CONST_01  C1   C3   C4   C5      0.00   0.0  0
 VWS  CONST_02  C1   C2   C6   C5      0.00   0.0  0
 VWS  CONST_03  C2   C1   C3   C4      0.00   0.0  0
 VWS  CONST_04  C2   C6   C5   C4      0.00   0.0  0
 VWS  CONST_05  C6   C2   C1   C3      0.00   0.0  0
 VWS  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 VWS  CONST_07  C9   C8   C7   C12     0.00   0.0  0
 VWS  CONST_08  C9   C10  C11  C12     0.00   0.0  0
 VWS  CONST_09  C13  C10  C11  C12   180.00   0.0  0
 VWS  CONST_10  C10  C11  C12  C7      0.00   0.0  0
 VWS  CONST_11  C10  C9   C8   C7      0.00   0.0  0
 VWS  CONST_12  O3   C9   C8   C7    180.00   0.0  0
 VWS  CONST_13  C11  C12  C7   C8      0.00   0.0  0
 VWS  CONST_14  C11  C10  C9   C8      0.00   0.0  0
 VWS  CONST_15  C13  C10  C9   C8    180.00   0.0  0
 VWS  CONST_16  C14  O3   C9   C8    180.00   0.0  0
 VWS  CONST_17  O3   C9   C10  C11   180.00   0.0  0
 VWS  CONST_18  C14  C13  C10  C11   180.00   0.0  0
 VWS  CONST_19  C14  O3   C9   C10     0.00   0.0  0
 VWS  CONST_20  O3   C14  C13  C10     0.00   0.0  0
 VWS  CONST_21  O3   C9   C10  C13     0.00   0.0  0
 VWS  CONST_22  C9   O3   C14  C13     0.00   0.0  0
 VWS  CONST_23  C14  C13  C10  C9      0.00   0.0  0
 VWS  CONST_24  C3   C4   C5   CL1   180.00   0.0  0
 VWS  CONST_25  C2   C6   C5   CL1   180.00   0.0  0
 VWS  CONST_26  S1   C1   C3   C4    180.00   0.0  0
 VWS  CONST_27  S1   C1   C2   C6    180.00   0.0  0
 VWS  CONST_28  C8   C7   C12  N1    180.00   0.0  0
 VWS  CONST_29  C10  C11  C12  N1    180.00   0.0  0
 VWS  CONST_30  C15  C13  C10  C11     0.00   0.0  0
 VWS  CONST_31  C16  C14  C13  C10   180.00   0.0  0
 VWS  CONST_32  C9   C10  C13  C15   180.00   0.0  0
 VWS  CONST_33  O3   C14  C13  C15   180.00   0.0  0
 VWS  CONST_34  C16  C14  O3   C9    180.00   0.0  0
 VWS  CONST_35  H2   C3   C4   C5    180.00   0.0  0
 VWS  CONST_36  H4   C2   C6   C5    180.00   0.0  0
 VWS  CONST_37  H3   C6   C5   C4    180.00   0.0  0
 VWS  CONST_38  H1   C4   C5   C6    180.00   0.0  0
 VWS  CONST_39  H7   C8   C7   C12   180.00   0.0  0
 VWS  CONST_40  H8   C11  C12  C7    180.00   0.0  0
 VWS  CONST_41  H6   C7   C12  C11   180.00   0.0  0
 VWS  Var_01    O1   S1   C1   C3   -159.25  30.0  2
 VWS  Var_02    C12  N1   S1   C1     56.35  30.0  3
 VWS  Var_03    O4   C15  C13  C10    -9.37  30.0  2
 VWS  Var_04    H10  C16  C14  C13   119.71  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
 VWS  plan-1  CL1  0.020
 VWS  plan-1  C5   0.020
 VWS  plan-1  C4   0.020
 VWS  plan-1  C3   0.020
 VWS  plan-1  C6   0.020
 VWS  plan-1  C2   0.020
 VWS  plan-1  C1   0.020
 VWS  plan-1  S1   0.020
 VWS  plan-1  H1   0.020
 VWS  plan-1  H2   0.020
 VWS  plan-1  H3   0.020
 VWS  plan-1  H4   0.020
 VWS  plan-2  N1   0.020
 VWS  plan-2  C12  0.020
 VWS  plan-2  C7   0.020
 VWS  plan-2  C8   0.020
 VWS  plan-2  C11  0.020
 VWS  plan-2  C10  0.020
 VWS  plan-2  C13  0.020
 VWS  plan-2  C15  0.020
 VWS  plan-2  C9   0.020
 VWS  plan-2  O3   0.020
 VWS  plan-2  C14  0.020
 VWS  plan-2  C16  0.020
 VWS  plan-2  H6   0.020
 VWS  plan-2  H7   0.020
 VWS  plan-2  H8   0.020
 VWS  plan-3  S1   0.020
 VWS  plan-3  N1   0.020
 VWS  plan-3  C12  0.020
 VWS  plan-3  H5   0.020
 VWS  plan-4  C13  0.020
 VWS  plan-4  C15  0.020
 VWS  plan-4  O4   0.020
 VWS  plan-4  O5   0.020

