# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 11:25:00 2020
#   Inital geometry file: a 127 line input string
#   Ligand name: 4-[[4-[4-chloranyl-3-(trifluoromethyl)phenoxy]-3-cyano-phenyl]sulfamoyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(cc1)[S](=O)(=O)Nc2ccc(Oc3ccc(Cl)c(c3)C(F)(F)F)c(c2)C#N
#
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
 8U9  8U9  '4-[[4-[4-chloranyl-3-(trifluoromethyl)phenoxy]-3-cyano-phenyl]sulfamoyl]benzoic acid'  ligand  44  33  .  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_8U9
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
 8U9  C4   C   C1     0  -0.278   5.7054   0.7272   0.6372
 8U9  C14  C   CR6    0   0.346  -2.8160  -0.5731   0.9130
 8U9  C5   C   C1     0  -0.225   5.4069  -0.3607  -0.1657
 8U9  C6   C   C      0  -0.216   4.2899  -0.3008  -0.9905
 8U9  C11  C   C      0   0.395  -0.5015  -0.9959   0.8015
 8U9  C8   C   C      0   0.256   1.8000  -2.1128  -0.3095
 8U9  C9   C   C1     0  -0.222   0.6173  -2.0476  -1.0390
 8U9  C10  C   C1     0  -0.337  -0.5252  -1.4839  -0.4972
 8U9  C12  C   C      0  -0.071   0.6815  -1.0674   1.5432
 8U9  C13  C   C1     0  -0.254   1.8333  -1.6079   0.9799
 8U9  N1   N   NC1    0  -0.802   2.9576  -2.6839  -0.8918
 8U9  C3   C   C      0  -0.080   4.9030   1.8664   0.6302
 8U9  C1   C   C1     0  -0.210   3.4742   0.8225  -1.0178
 8U9  C15  C   CR16   0  -0.293  -3.4301  -1.8141   0.9001
 8U9  C16  C   CR16   0  -0.193  -4.7249  -1.9204   0.4247
 8U9  C17  C   CR6    0  -0.069  -5.3973  -0.7943  -0.0232
 8U9  C18  C   CR6    0  -0.122  -4.7810   0.4551  -0.0004
 8U9  C19  C   CR16   0  -0.367  -3.4774   0.5568   0.4677
 8U9  C2   C   C1     0  -0.273   3.7918   1.9000  -0.2066
 8U9  C20  C   CSP    0   0.069   0.7039  -0.5687   2.8767
 8U9  C21  C   CT     0   1.077  -5.5008   1.6865  -0.4722
 8U9  F1   F   F      0  -0.307  -5.8705   1.5859  -1.7529
 8U9  F2   F   F      0  -0.307  -6.6067   1.9172   0.2428
 8U9  F3   F   F      0  -0.296  -4.7384   2.7769  -0.3719
 8U9  O1   O   O      0  -0.584   6.2330   2.9373   2.2586
 8U9  O2   O   OC    -1  -0.584   4.4752   4.0402   1.4397
 8U9  O3   O   OS     0  -0.639   2.9325  -1.3059  -2.9876
 8U9  O4   O   OS     0  -0.647   5.0321  -2.4918  -2.2518
 8U9  S1   S   S      0   1.356   3.8423  -1.7227  -1.9368
 8U9  CL1  CL  CL     0  -0.094  -7.0133  -0.9888  -0.5982
 8U9  H1   H   H      0   0.260   6.5751   0.6903   1.2785
 8U9  H2   H   H      0   0.280   6.0415  -1.2368  -0.1494
 8U9  H3   H   H      0   0.291   0.5814  -2.4486  -2.0420
 8U9  H4   H   H      0   0.305  -1.4249  -1.4396  -1.0952
 8U9  H5   H   H      0   0.298   2.7454  -1.6407   1.5617
 8U9  H6   H   HNC1   0   0.424   3.5636  -3.1645  -0.2338
 8U9  H7   H   H      0   0.280   2.6077   0.8655  -1.6632
 8U9  H8   H   HCR6   0   0.308  -2.9152  -2.6953   1.2601
 8U9  H9   H   HCR6   0   0.303  -5.2148  -2.8839   0.4085
 8U9  H10  H   HCR6   0   0.298  -2.9670   1.5095   0.5001
 8U9  H11  H   H      0   0.259   3.1648   2.7806  -0.2218
 8U9  C7   C   C      0   0.407   5.2353   3.0594   1.5260
 8U9  N2   N   NS     0  -0.240   0.7376  -0.1712   3.9572
 8U9  O5   O   O2     0  -0.498  -1.5524  -0.4204   1.4225

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
 8U9  N2   C20  triple    1.152  0.020  1.152
 8U9  C20  C12  single    1.424  0.020  1.424
 8U9  O4   S1   double    1.451  0.020  1.451
 8U9  F1   C21  single    1.337  0.020  1.337
 8U9  C12  C13  aromatic  1.391  0.020  1.391
 8U9  C12  C11  aromatic  1.398  0.020  1.398
 8U9  C13  C8   aromatic  1.385  0.020  1.385
 8U9  CL1  C17  single    1.726  0.020  1.726
 8U9  C16  C17  aromatic  1.386  0.020  1.386
 8U9  C16  C15  aromatic  1.384  0.020  1.384
 8U9  C17  C18  aromatic  1.393  0.020  1.393
 8U9  C15  C14  aromatic  1.385  0.020  1.385
 8U9  C18  C21  single    1.502  0.020  1.502
 8U9  C18  C19  aromatic  1.389  0.020  1.389
 8U9  C14  C19  aromatic  1.383  0.020  1.383
 8U9  C14  O5   single    1.371  0.020  1.371
 8U9  C21  F3   single    1.334  0.020  1.334
 8U9  C21  F2   single    1.337  0.020  1.337
 8U9  O5   C11  single    1.350  0.020  1.350
 8U9  S1   O3   double    1.451  0.020  1.451
 8U9  S1   N1   single    1.673  0.020  1.673
 8U9  S1   C6   single    1.766  0.020  1.766
 8U9  C11  C10  aromatic  1.388  0.020  1.388
 8U9  C5   C6   aromatic  1.390  0.020  1.390
 8U9  C5   C4   aromatic  1.385  0.020  1.385
 8U9  C8   N1   single    1.416  0.020  1.416
 8U9  C8   C9   aromatic  1.391  0.020  1.391
 8U9  C6   C1   aromatic  1.389  0.020  1.389
 8U9  C4   C3   aromatic  1.393  0.020  1.393
 8U9  C10  C9   aromatic  1.384  0.020  1.384
 8U9  C1   C2   aromatic  1.386  0.020  1.386
 8U9  C3   C2   aromatic  1.391  0.020  1.391
 8U9  C3   C7   single    1.528  0.020  1.528
 8U9  O1   C7   deloc     1.244  0.020  1.244
 8U9  C7   O2   deloc     1.244  0.020  1.244
 8U9  C4   H1   single    0.930  0.020  1.080
 8U9  C5   H2   single    0.930  0.020  1.080
 8U9  C9   H3   single    0.930  0.020  1.080
 8U9  C10  H4   single    0.930  0.020  1.080
 8U9  C13  H5   single    0.930  0.020  1.080
 8U9  N1   H6   single    0.890  0.020  1.040
 8U9  C1   H7   single    0.930  0.020  1.080
 8U9  C15  H8   single    0.930  0.020  1.080
 8U9  C16  H9   single    0.930  0.020  1.080
 8U9  C19  H10  single    0.930  0.020  1.080
 8U9  C2   H11  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
 8U9  H1   C4   C3   119.61  3.000
 8U9  H1   C4   C5   119.38  3.000
 8U9  C3   C4   C5   121.02  3.000
 8U9  O5   C14  C19  118.00  3.000
 8U9  O5   C14  C15  120.80  3.000
 8U9  C19  C14  C15  121.15  3.000
 8U9  H2   C5   C6   121.02  3.000
 8U9  H2   C5   C4   120.07  3.000
 8U9  C6   C5   C4   118.92  3.000
 8U9  S1   C6   C1   119.47  3.000
 8U9  C1   C6   C5   121.25  3.000
 8U9  S1   C6   C5   119.15  3.000
 8U9  O5   C11  C12  115.89  3.000
 8U9  O5   C11  C10  124.57  3.000
 8U9  C12  C11  C10  119.54  3.000
 8U9  N1   C8   C13  120.68  3.000
 8U9  N1   C8   C9   119.89  3.000
 8U9  C13  C8   C9   119.44  3.000
 8U9  H3   C9   C10  119.13  3.000
 8U9  H3   C9   C8   119.84  3.000
 8U9  C10  C9   C8   121.03  3.000
 8U9  H4   C10  C9   119.14  3.000
 8U9  H4   C10  C11  121.16  3.000
 8U9  C9   C10  C11  119.70  3.000
 8U9  C20  C12  C13  120.14  3.000
 8U9  C13  C12  C11  120.37  3.000
 8U9  C20  C12  C11  119.49  3.000
 8U9  H5   C13  C12  119.46  3.000
 8U9  H5   C13  C8   120.63  3.000
 8U9  C12  C13  C8   119.91  3.000
 8U9  H6   N1   S1   111.17  3.000
 8U9  H6   N1   C8   114.35  3.000
 8U9  S1   N1   C8   117.22  3.000
 8U9  C2   C3   C7   120.48  3.000
 8U9  C7   C3   C4   120.66  3.000
 8U9  C2   C3   C4   118.86  3.000
 8U9  H7   C1   C2   120.15  3.000
 8U9  H7   C1   C6   120.98  3.000
 8U9  C2   C1   C6   118.88  3.000
 8U9  H8   C15  C16  119.81  3.000
 8U9  H8   C15  C14  121.04  3.000
 8U9  C16  C15  C14  119.15  3.000
 8U9  H9   C16  C17  119.97  3.000
 8U9  H9   C16  C15  119.85  3.000
 8U9  C17  C16  C15  120.18  3.000
 8U9  CL1  C17  C18  121.37  3.000
 8U9  C18  C17  C16  120.58  3.000
 8U9  CL1  C17  C16  118.05  3.000
 8U9  C21  C18  C19  119.70  3.000
 8U9  C19  C18  C17  119.10  3.000
 8U9  C21  C18  C17  121.20  3.000
 8U9  H10  C19  C18  121.17  3.000
 8U9  H10  C19  C14  118.98  3.000
 8U9  C18  C19  C14  119.84  3.000
 8U9  H11  C2   C1   119.49  3.000
 8U9  H11  C2   C3   119.42  3.000
 8U9  C1   C2   C3   121.09  3.000
 8U9  N2   C20  C12  180.00  3.000
 8U9  F3   C21  F2   106.95  3.000
 8U9  F2   C21  F1   107.25  3.000
 8U9  F3   C21  F1   106.95  3.000
 8U9  F2   C21  C18  111.70  3.000
 8U9  F3   C21  C18  111.87  3.000
 8U9  F1   C21  C18  111.82  3.000
 8U9  O4   S1   O3   120.60  3.000
 8U9  O3   S1   N1   106.61  3.000
 8U9  O4   S1   N1   105.34  3.000
 8U9  N1   S1   C6   105.18  3.000
 8U9  O3   S1   C6   108.41  3.000
 8U9  O4   S1   C6   109.59  3.000
 8U9  O2   C7   O1   127.48  3.000
 8U9  O2   C7   C3   116.23  3.000
 8U9  O1   C7   C3   116.29  3.000
 8U9  C11  O5   C14  119.95  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
 8U9  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 8U9  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 8U9  CONST_03  C17  C16  C15  C14     0.00   0.0  0
 8U9  CONST_04  C17  C18  C19  C14     0.00   0.0  0
 8U9  CONST_05  C2   C1   C6   C5      0.00   0.0  0
 8U9  CONST_06  C2   C3   C4   C5      0.00   0.0  0
 8U9  CONST_07  C3   C4   C5   C6      0.00   0.0  0
 8U9  CONST_08  C3   C2   C1   C6      0.00   0.0  0
 8U9  CONST_09  C8   C13  C12  C11     0.00   0.0  0
 8U9  CONST_10  C8   C9   C10  C11     0.00   0.0  0
 8U9  CONST_11  C12  C13  C8   C9      0.00   0.0  0
 8U9  CONST_12  C12  C11  C10  C9      0.00   0.0  0
 8U9  CONST_13  C13  C12  C11  C10     0.00   0.0  0
 8U9  CONST_14  C13  C8   C9   C10     0.00   0.0  0
 8U9  CONST_15  C18  C17  C16  C15     0.00   0.0  0
 8U9  CONST_16  C18  C19  C14  C15     0.00   0.0  0
 8U9  CONST_17  C19  C18  C17  C16     0.00   0.0  0
 8U9  CONST_18  C19  C14  C15  C16     0.00   0.0  0
 8U9  CONST_19  S1   C6   C5   C4    180.00   0.0  0
 8U9  CONST_20  C21  C18  C19  C14   180.00   0.0  0
 8U9  CONST_21  C7   C3   C4   C5    180.00   0.0  0
 8U9  CONST_22  C1   C2   C3   C7    180.00   0.0  0
 8U9  CONST_23  C20  C12  C13  C8    180.00   0.0  0
 8U9  CONST_24  O5   C11  C10  C9    180.00   0.0  0
 8U9  CONST_25  C20  C12  C11  C10   180.00   0.0  0
 8U9  CONST_26  N1   C8   C9   C10   180.00   0.0  0
 8U9  CONST_27  N1   C8   C13  C12   180.00   0.0  0
 8U9  CONST_28  O5   C11  C12  C13   180.00   0.0  0
 8U9  CONST_29  CL1  C17  C16  C15   180.00   0.0  0
 8U9  CONST_30  C21  C18  C17  C16   180.00   0.0  0
 8U9  CONST_31  O5   C14  C15  C16   180.00   0.0  0
 8U9  CONST_32  O5   C14  C19  C18   180.00   0.0  0
 8U9  CONST_33  CL1  C17  C18  C19   180.00   0.0  0
 8U9  CONST_34  S1   C6   C1   C2    180.00   0.0  0
 8U9  CONST_35  H11  C2   C3   C4    180.00   0.0  0
 8U9  CONST_36  H9   C16  C15  C14   180.00   0.0  0
 8U9  CONST_37  H7   C1   C6   C5    180.00   0.0  0
 8U9  CONST_38  H1   C4   C5   C6    180.00   0.0  0
 8U9  CONST_39  H5   C13  C12  C11   180.00   0.0  0
 8U9  CONST_40  H3   C9   C10  C11   180.00   0.0  0
 8U9  CONST_41  H4   C10  C9   C8    180.00   0.0  0
 8U9  CONST_42  H2   C5   C4   C3    180.00   0.0  0
 8U9  CONST_43  H10  C19  C14  C15   180.00   0.0  0
 8U9  CONST_44  H8   C15  C16  C17   180.00   0.0  0
 8U9  Var_01    C12  C11  O5   C14  -165.11  30.0  2
 8U9  Var_02    C15  C14  O5   C11    66.50  30.0  2
 8U9  Var_03    O1   C7   C3   C4     -1.11  30.0  2
 8U9  Var_04    O4   S1   C6   C5    -29.48  30.0  3
 8U9  Var_05    C8   N1   S1   C6     57.77  30.0  3
 8U9  Var_06    F1   C21  C18  C17   -59.92  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
 8U9  plan-1  C4   0.020
 8U9  plan-1  C5   0.020
 8U9  plan-1  C6   0.020
 8U9  plan-1  C3   0.020
 8U9  plan-1  C1   0.020
 8U9  plan-1  C2   0.020
 8U9  plan-1  S1   0.020
 8U9  plan-1  H1   0.020
 8U9  plan-1  H2   0.020
 8U9  plan-1  H7   0.020
 8U9  plan-1  H11  0.020
 8U9  plan-1  C7   0.020
 8U9  plan-2  C11  0.020
 8U9  plan-2  C8   0.020
 8U9  plan-2  C9   0.020
 8U9  plan-2  C10  0.020
 8U9  plan-2  C12  0.020
 8U9  plan-2  C13  0.020
 8U9  plan-2  N1   0.020
 8U9  plan-2  C20  0.020
 8U9  plan-2  H3   0.020
 8U9  plan-2  H4   0.020
 8U9  plan-2  H5   0.020
 8U9  plan-2  N2   0.020
 8U9  plan-2  O5   0.020
 8U9  plan-3  C14  0.020
 8U9  plan-3  C15  0.020
 8U9  plan-3  C16  0.020
 8U9  plan-3  C17  0.020
 8U9  plan-3  C18  0.020
 8U9  plan-3  C19  0.020
 8U9  plan-3  C21  0.020
 8U9  plan-3  CL1  0.020
 8U9  plan-3  H8   0.020
 8U9  plan-3  H9   0.020
 8U9  plan-3  H10  0.020
 8U9  plan-3  O5   0.020
 8U9  plan-4  C8   0.020
 8U9  plan-4  N1   0.020
 8U9  plan-4  S1   0.020
 8U9  plan-4  H6   0.020
 8U9  plan-5  C3   0.020
 8U9  plan-5  O1   0.020
 8U9  plan-5  O2   0.020
 8U9  plan-5  C7   0.020

