# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Aug  1 08:54:32 2022
#   Inital geometry file: a 73 line input string
#   Ligand name: 2,3,5,6-tetrakis(fluoranyl)-4-(2-hydroxyethylsulfanyl)-~{N}-methyl-benzenesulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN[S](=O)(=O)c1c(F)c(F)c(SCCO)c(F)c1F
#
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
 R8N  R8N  "2,3,5,6-tetrakis(fluoranyl)-4-(2-hydroxyethylsulfanyl)-~{N}-methyl-benzenesulfonamide"
  ligand  28  19  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R8N
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
 R8N  O3   O  OS    0  -0.624  -3.4533   1.3410  16.7415
 R8N  C5   C  CH3   0  -0.533  -6.2757   0.3180  17.0905
 R8N  C6   C  CR6   0   0.499  -5.2786   3.3367  15.4498
 R8N  C7   C  CR6   0   0.481  -5.9048   4.3882  14.8059
 R8N  C8   C  CR6   0  -0.553  -6.2285   4.3265  13.4600
 R8N  C9   C  CR6   0   0.514  -5.9246   3.1518  12.7870
 R8N  C10  C  CR6   0   0.507  -5.2899   2.1002  13.4163
 R8N  C11  C  CR6   0  -0.649  -4.9457   2.1748  14.7629
 R8N  C13  C  CH2   0  -0.575  -5.9878   6.0528  11.2879
 R8N  C14  C  CH2   0  -0.152  -6.0873   7.5387  11.0324
 R8N  F18  F  F     0  -0.275  -5.0232   3.4801  16.7417
 R8N  S2   S  S     0   1.400  -4.1272   0.7986  15.5832
 R8N  O4   O  OS    0  -0.624  -3.3742   0.0712  14.5866
 R8N  N1   N  NC1   0  -0.702  -5.3237  -0.1809  16.1051
 R8N  F16  F  F     0  -0.283  -6.2531   3.0224  11.5067
 R8N  F17  F  F     0  -0.279  -6.1945   5.4769  15.5077
 R8N  S12  S  S2    0   0.094  -7.0812   5.6612  12.7058
 R8N  O15  O  OH1   0  -0.662  -7.4485   7.8518  10.8588
 R8N  H1   H  HCH3  0   0.278  -6.9129  -0.5137  17.3779
 R8N  H2   H  HCH3  0   0.265  -5.7512   0.6623  17.9775
 R8N  H3   H  HCH3  0   0.244  -6.9112   1.1204  16.7082
 R8N  H4   H  HCH2  0   0.285  -6.3012   5.4828  10.4149
 R8N  H5   H  HCH2  0   0.293  -4.9624   5.7859  11.5392
 R8N  H6   H  HCH2  0   0.226  -5.4913   7.7716  10.1405
 R8N  H7   H  HCH2  0   0.217  -5.6455   8.0844  11.8732
 R8N  H8   H  HNC1  0   0.424  -5.7425  -0.7122  15.3484
 R8N  H9   H  HOH1  0   0.460  -7.5502   8.8078  10.8739
 R8N  F19  F  F     0  -0.275  -5.0551   1.0062  12.7070

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
 R8N  O15  C14  single    1.407  0.020  1.407
 R8N  C14  C13  single    1.511  0.020  1.511
 R8N  F16  C9   single    1.328  0.020  1.328
 R8N  C13  S12  single    1.833  0.020  1.833
 R8N  F19  C10  single    1.325  0.020  1.325
 R8N  C9   C10  aromatic  1.380  0.020  1.380
 R8N  C9   C8   aromatic  1.388  0.020  1.388
 R8N  S12  C8   single    1.754  0.020  1.754
 R8N  C10  C11  aromatic  1.392  0.020  1.392
 R8N  C8   C7   aromatic  1.386  0.020  1.386
 R8N  O4   S2   double    1.445  0.020  1.445
 R8N  C11  C6   aromatic  1.390  0.020  1.390
 R8N  C11  S2   single    1.799  0.020  1.799
 R8N  C7   C6   aromatic  1.383  0.020  1.383
 R8N  C7   F17  single    1.327  0.020  1.327
 R8N  C6   F18  single    1.325  0.020  1.325
 R8N  S2   N1   single    1.632  0.020  1.632
 R8N  S2   O3   double    1.446  0.020  1.446
 R8N  N1   C5   single    1.458  0.020  1.458
 R8N  C5   H1   single    0.970  0.020  1.090
 R8N  C5   H2   single    0.970  0.020  1.090
 R8N  C5   H3   single    0.970  0.020  1.090
 R8N  C13  H4   single    0.970  0.020  1.090
 R8N  C13  H5   single    0.970  0.020  1.090
 R8N  C14  H6   single    0.970  0.020  1.090
 R8N  C14  H7   single    0.970  0.020  1.090
 R8N  N1   H8   single    0.890  0.020  1.040
 R8N  O15  H9   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
 R8N  H3   C5   H2   109.50  3.000
 R8N  H3   C5   H1   108.28  3.000
 R8N  H2   C5   H1   108.05  3.000
 R8N  H3   C5   N1   113.24  3.000
 R8N  H2   C5   N1   110.18  3.000
 R8N  H1   C5   N1   107.44  3.000
 R8N  F18  C6   C11  121.74  3.000
 R8N  F18  C6   C7   117.33  3.000
 R8N  C11  C6   C7   120.93  3.000
 R8N  F17  C7   C8   119.94  3.000
 R8N  F17  C7   C6   118.45  3.000
 R8N  C8   C7   C6   121.61  3.000
 R8N  S12  C8   C9   122.82  3.000
 R8N  S12  C8   C7   119.82  3.000
 R8N  C9   C8   C7   117.24  3.000
 R8N  F16  C9   C10  118.63  3.000
 R8N  C10  C9   C8   121.64  3.000
 R8N  F16  C9   C8   119.73  3.000
 R8N  F19  C10  C11  121.23  3.000
 R8N  C11  C10  C9   120.93  3.000
 R8N  F19  C10  C9   117.81  3.000
 R8N  S2   C11  C10  120.84  3.000
 R8N  S2   C11  C6   121.54  3.000
 R8N  C10  C11  C6   117.62  3.000
 R8N  H5   C13  H4   109.13  3.000
 R8N  H5   C13  S12  109.32  3.000
 R8N  H4   C13  S12  109.68  3.000
 R8N  H5   C13  C14  110.00  3.000
 R8N  H4   C13  C14  111.12  3.000
 R8N  S12  C13  C14  107.56  3.000
 R8N  H7   C14  H6   107.40  3.000
 R8N  H7   C14  O15  111.96  3.000
 R8N  H6   C14  O15  112.19  3.000
 R8N  H7   C14  C13  109.49  3.000
 R8N  H6   C14  C13  108.07  3.000
 R8N  O15  C14  C13  107.66  3.000
 R8N  N1   S2   O4   107.48  3.000
 R8N  N1   S2   C11  105.75  3.000
 R8N  O4   S2   C11  107.91  3.000
 R8N  N1   S2   O3   108.10  3.000
 R8N  C11  S2   O3   106.88  3.000
 R8N  O4   S2   O3   119.89  3.000
 R8N  H8   N1   S2   112.22  3.000
 R8N  H8   N1   C5   114.43  3.000
 R8N  S2   N1   C5   119.30  3.000
 R8N  C13  S12  C8   101.84  3.000
 R8N  H9   O15  C14  108.76  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
 R8N  CONST_01  C9   C10  C11  C6      0.00   0.0  0
 R8N  CONST_02  C9   C8   C7   C6      0.00   0.0  0
 R8N  CONST_03  C10  C9   C8   C7      0.00   0.0  0
 R8N  CONST_04  C10  C11  C6   C7      0.00   0.0  0
 R8N  CONST_05  C11  C10  C9   C8      0.00   0.0  0
 R8N  CONST_06  C11  C6   C7   C8      0.00   0.0  0
 R8N  CONST_07  F19  C10  C11  C6    180.00   0.0  0
 R8N  CONST_08  S12  C8   C7   C6    180.00   0.0  0
 R8N  CONST_09  F16  C9   C8   C7    180.00   0.0  0
 R8N  CONST_10  S2   C11  C6   C7    180.00   0.0  0
 R8N  CONST_11  F19  C10  C9   C8    180.00   0.0  0
 R8N  CONST_12  F18  C6   C7   C8    180.00   0.0  0
 R8N  CONST_13  S2   C11  C10  C9    180.00   0.0  0
 R8N  CONST_14  F17  C7   C8   C9    180.00   0.0  0
 R8N  CONST_15  S12  C8   C9   C10   180.00   0.0  0
 R8N  CONST_16  F18  C6   C11  C10   180.00   0.0  0
 R8N  CONST_17  F16  C9   C10  C11   180.00   0.0  0
 R8N  CONST_18  F17  C7   C6   C11   180.00   0.0  0
 R8N  Var_01    C10  C11  S2   O3    157.98  30.0  2
 R8N  Var_02    C6   C11  S2   O3    -23.20  30.0  2
 R8N  Var_03    O4   S2   C11  C6   -153.40  30.0  2
 R8N  Var_04    N1   S2   C11  C6     91.82  30.0  2
 R8N  Var_05    C13  S12  C8   C7    126.12  30.0  2
 R8N  Var_06    C13  S12  C8   C9    -57.97  30.0  2
 R8N  Var_07    O4   S2   C11  C10    27.78  30.0  2
 R8N  Var_08    N1   S2   C11  C10   -87.00  30.0  2
 R8N  Var_09    C11  S2   N1   C5    -62.81  30.0  2
 R8N  Var_10    C14  C13  S12  C8   -147.96  30.0  1
 R8N  Var_11    H4   C13  S12  C8     91.07  30.0  1
 R8N  Var_12    H5   C13  S12  C8    -28.55  30.0  1
 R8N  Var_13    H8   N1   S2   C11    75.05  30.0  3
 R8N  Var_14    C5   N1   S2   O3     51.36  30.0  3
 R8N  Var_15    O4   S2   N1   C5   -177.89  30.0  2
 R8N  Var_16    O15  C14  C13  S12   -54.66  30.0  3
 R8N  Var_17    H8   N1   S2   O3   -170.77  30.0  3
 R8N  Var_18    H1   C5   N1   S2   -173.97  30.0  3
 R8N  Var_19    H2   C5   N1   S2    -56.49  30.0  3
 R8N  Var_20    H3   C5   N1   S2     66.52  30.0  3
 R8N  Var_21    H8   N1   S2   O4    -40.03  30.0  3
 R8N  Var_22    H6   C14  C13  S12  -176.05  30.0  3
 R8N  Var_23    H7   C14  C13  S12    67.27  30.0  3
 R8N  Var_24    H4   C13  C14  O15    65.39  30.0  3
 R8N  Var_25    H5   C13  C14  O15  -173.64  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
 R8N  plan-1  C6   0.020
 R8N  plan-1  C7   0.020
 R8N  plan-1  C8   0.020
 R8N  plan-1  C9   0.020
 R8N  plan-1  C10  0.020
 R8N  plan-1  C11  0.020
 R8N  plan-1  F18  0.020
 R8N  plan-1  S2   0.020
 R8N  plan-1  F16  0.020
 R8N  plan-1  F17  0.020
 R8N  plan-1  S12  0.020
 R8N  plan-1  F19  0.020

