# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 12:13:42 2021
#   Inital geometry file: a 90 line input string
#   Ligand name: phenyl-(4-sulfamoylphenoxy)phosphinic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[S](=O)(=O)c1ccc(O[P](O)(=O)c2ccccc2)cc1
#
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
 L8N  L8N  'phenyl-(4-sulfamoylphenoxy)phosphinic acid'  ligand  32  20  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L8N
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
 L8N  C1   C  CR6   0  -0.210  16.0771  26.6574   7.0021
 L8N  N1   N  NC2   0  -0.887  14.6810  25.9442   9.1327
 L8N  O1   O  OS    0  -0.649  14.2430  28.2294   7.9911
 L8N  C2   C  CR16  0  -0.229  15.5031  26.8298   5.7523
 L8N  O2   O  OS    0  -0.666  16.2935  27.8100   9.3638
 L8N  C3   C  CR16  0  -0.303  16.1442  26.3212   4.6330
 L8N  C4   C  CR6   0   0.380  17.3534  25.6599   4.7838
 L8N  C5   C  CR16  0  -0.304  17.9286  25.4875   6.0366
 L8N  C6   C  CR16  0  -0.213  17.2886  25.9930   7.1526
 L8N  C7   C  CR6   0  -0.246  18.8403  23.6930   1.6783
 L8N  C8   C  CR16  0  -0.272  18.4371  23.6409   0.3465
 L8N  C9   C  CR16  0  -0.233  19.3874  23.5387  -0.6598
 L8N  C10  C  CR16  0  -0.248  20.7363  23.4903  -0.3374
 L8N  C11  C  CR16  0  -0.239  21.1408  23.5417   0.9917
 L8N  C12  C  CR16  0  -0.262  20.1968  23.6402   2.0008
 L8N  S1   S  S     0   1.363  15.2836  27.3150   8.4397
 L8N  P1   P  P     0   1.394  17.5968  23.8115   2.9531
 L8N  O5   O  O     0  -0.676  16.1977  23.7526   2.4764
 L8N  O4   O  OH1   0  -0.734  17.9875  22.7867   4.1201
 L8N  H1   H  HNC2  0   0.420  14.5381  26.0613  10.1308
 L8N  H2   H  HNC2  0   0.417  13.8334  25.6101   8.6861
 L8N  H3   H  HCR6  0   0.290  14.5665  27.3568   5.6351
 L8N  H4   H  HCR6  0   0.291  15.7130  26.4594   3.6511
 L8N  H5   H  HCR6  0   0.289  18.8745  24.9726   6.1356
 L8N  H6   H  HCR6  0   0.292  17.7368  25.8621   8.1283
 L8N  H7   H  HCR6  0   0.273  17.3859  23.6771   0.0922
 L8N  H8   H  HCR6  0   0.268  19.0738  23.4964  -1.6943
 L8N  H9   H  HCR6  0   0.272  21.4765  23.4108  -1.1227
 L8N  H10  H  HCR6  0   0.269  22.1929  23.5028   1.2404
 L8N  H11  H  HCR6  0   0.272  20.5232  23.6725   3.0328
 L8N  H12  H  HOH1  0   0.501  17.6875  21.8800   3.9679
 L8N  O3   O  O2    0  -0.620  18.0252  25.2004   3.6803

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
 L8N  C9   C10  aromatic  1.388  0.020  1.388
 L8N  C9   C8   aromatic  1.388  0.020  1.388
 L8N  C10  C11  aromatic  1.390  0.020  1.390
 L8N  C8   C7   aromatic  1.393  0.020  1.393
 L8N  C11  C12  aromatic  1.385  0.020  1.385
 L8N  C7   C12  aromatic  1.395  0.020  1.395
 L8N  C7   P1   single    1.785  0.020  1.785
 L8N  O5   P1   double    1.479  0.020  1.479
 L8N  P1   O3   single    1.625  0.020  1.625
 L8N  P1   O4   single    1.602  0.020  1.602
 L8N  O3   C4   single    1.371  0.020  1.371
 L8N  C3   C4   aromatic  1.386  0.020  1.386
 L8N  C3   C2   aromatic  1.387  0.020  1.387
 L8N  C4   C5   aromatic  1.389  0.020  1.389
 L8N  C2   C1   aromatic  1.386  0.020  1.386
 L8N  C5   C6   aromatic  1.382  0.020  1.382
 L8N  C1   C6   aromatic  1.390  0.020  1.390
 L8N  C1   S1   single    1.769  0.020  1.769
 L8N  O1   S1   double    1.456  0.020  1.456
 L8N  S1   O2   double    1.456  0.020  1.456
 L8N  S1   N1   single    1.650  0.020  1.650
 L8N  N1   H1   single    0.890  0.020  1.040
 L8N  N1   H2   single    0.890  0.020  1.040
 L8N  C2   H3   single    0.930  0.020  1.080
 L8N  C3   H4   single    0.930  0.020  1.080
 L8N  C5   H5   single    0.930  0.020  1.080
 L8N  C6   H6   single    0.930  0.020  1.080
 L8N  C8   H7   single    0.930  0.020  1.080
 L8N  C9   H8   single    0.930  0.020  1.080
 L8N  C10  H9   single    0.930  0.020  1.080
 L8N  C11  H10  single    0.930  0.020  1.080
 L8N  C12  H11  single    0.930  0.020  1.080
 L8N  O4   H12  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
 L8N  S1   C1   C6   118.73  3.000
 L8N  S1   C1   C2   120.05  3.000
 L8N  C6   C1   C2   121.21  3.000
 L8N  H2   N1   H1   110.68  3.000
 L8N  H2   N1   S1   113.19  3.000
 L8N  H1   N1   S1   111.62  3.000
 L8N  H3   C2   C3   119.46  3.000
 L8N  H3   C2   C1   121.15  3.000
 L8N  C3   C2   C1   119.39  3.000
 L8N  H4   C3   C4   120.50  3.000
 L8N  H4   C3   C2   120.12  3.000
 L8N  C4   C3   C2   119.37  3.000
 L8N  C5   C4   O3   118.77  3.000
 L8N  C5   C4   C3   121.23  3.000
 L8N  O3   C4   C3   119.97  3.000
 L8N  H5   C5   C6   120.34  3.000
 L8N  H5   C5   C4   120.25  3.000
 L8N  C6   C5   C4   119.40  3.000
 L8N  H6   C6   C5   119.49  3.000
 L8N  H6   C6   C1   121.11  3.000
 L8N  C5   C6   C1   119.40  3.000
 L8N  P1   C7   C12  120.98  3.000
 L8N  P1   C7   C8   118.94  3.000
 L8N  C12  C7   C8   120.08  3.000
 L8N  H7   C8   C9   119.82  3.000
 L8N  H7   C8   C7   120.32  3.000
 L8N  C9   C8   C7   119.86  3.000
 L8N  H8   C9   C10  120.17  3.000
 L8N  H8   C9   C8   119.85  3.000
 L8N  C10  C9   C8   119.98  3.000
 L8N  H9   C10  C11  119.84  3.000
 L8N  H9   C10  C9   119.92  3.000
 L8N  C11  C10  C9   120.24  3.000
 L8N  H10  C11  C12  119.86  3.000
 L8N  H10  C11  C10  120.09  3.000
 L8N  C12  C11  C10  120.05  3.000
 L8N  H11  C12  C11  119.40  3.000
 L8N  H11  C12  C7   120.81  3.000
 L8N  C11  C12  C7   119.79  3.000
 L8N  O2   S1   O1   118.54  3.000
 L8N  O2   S1   N1   105.62  3.000
 L8N  O1   S1   N1   112.96  3.000
 L8N  N1   S1   C1   101.32  3.000
 L8N  O2   S1   C1   109.34  3.000
 L8N  O1   S1   C1   107.68  3.000
 L8N  O4   P1   O5   116.11  3.000
 L8N  O4   P1   C7   107.94  3.000
 L8N  O5   P1   C7   115.22  3.000
 L8N  O4   P1   O3    99.00  3.000
 L8N  O5   P1   O3   115.32  3.000
 L8N  C7   P1   O3   101.11  3.000
 L8N  H12  O4   P1   114.18  3.000
 L8N  P1   O3   C4   121.15  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
 L8N  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 L8N  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 L8N  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 L8N  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 L8N  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 L8N  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 L8N  CONST_07  C10  C9   C8   C7      0.00   0.0  0
 L8N  CONST_08  C10  C11  C12  C7      0.00   0.0  0
 L8N  CONST_09  C11  C10  C9   C8      0.00   0.0  0
 L8N  CONST_10  C11  C12  C7   C8      0.00   0.0  0
 L8N  CONST_11  C12  C11  C10  C9      0.00   0.0  0
 L8N  CONST_12  C12  C7   C8   C9      0.00   0.0  0
 L8N  CONST_13  O3   C4   C3   C2    180.00   0.0  0
 L8N  CONST_14  S1   C1   C2   C3    180.00   0.0  0
 L8N  CONST_15  C6   C5   C4   O3    180.00   0.0  0
 L8N  CONST_16  S1   C1   C6   C5    180.00   0.0  0
 L8N  CONST_17  P1   C7   C8   C9    180.00   0.0  0
 L8N  CONST_18  P1   C7   C12  C11   180.00   0.0  0
 L8N  CONST_19  H4   C3   C2   C1    180.00   0.0  0
 L8N  CONST_20  H5   C5   C6   C1    180.00   0.0  0
 L8N  CONST_21  H6   C6   C1   C2    180.00   0.0  0
 L8N  CONST_22  H3   C2   C3   C4    180.00   0.0  0
 L8N  CONST_23  H8   C9   C8   C7    180.00   0.0  0
 L8N  CONST_24  H10  C11  C12  C7    180.00   0.0  0
 L8N  CONST_25  H9   C10  C9   C8    180.00   0.0  0
 L8N  CONST_26  H11  C12  C7   C8    180.00   0.0  0
 L8N  CONST_27  H7   C8   C9   C10   180.00   0.0  0
 L8N  Var_01    C2   C1   S1   N1    105.90  30.0  3
 L8N  Var_02    C8   C7   P1   O3   -121.06  30.0  2
 L8N  Var_03    C7   P1   O3   C4   -177.19  30.0  1
 L8N  Var_04    H1   N1   S1   C1    156.02  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 L8N  chir_01  P1  O5  O3  O4  both

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
 L8N  plan-1  C1   0.020
 L8N  plan-1  C2   0.020
 L8N  plan-1  C3   0.020
 L8N  plan-1  C4   0.020
 L8N  plan-1  C5   0.020
 L8N  plan-1  C6   0.020
 L8N  plan-1  S1   0.020
 L8N  plan-1  H3   0.020
 L8N  plan-1  H4   0.020
 L8N  plan-1  H5   0.020
 L8N  plan-1  H6   0.020
 L8N  plan-1  O3   0.020
 L8N  plan-2  C7   0.020
 L8N  plan-2  C8   0.020
 L8N  plan-2  C9   0.020
 L8N  plan-2  C10  0.020
 L8N  plan-2  C11  0.020
 L8N  plan-2  C12  0.020
 L8N  plan-2  P1   0.020
 L8N  plan-2  H7   0.020
 L8N  plan-2  H8   0.020
 L8N  plan-2  H9   0.020
 L8N  plan-2  H10  0.020
 L8N  plan-2  H11  0.020

