# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 18:05:10 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 2-{[(4-bromo-2-fluorophenyl)sulfonyl]amino}-5-phenoxybenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(Oc2ccccc2)ccc1N[S](=O)(=O)c3ccc(Br)cc3F
#
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
 1O3  1O3  '2-{[(4-bromo-2-fluorophenyl)sulfonyl]amino}-5-phenoxybenzoic acid'  ligand  40  28  .  2021-08-03  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_1O3
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
 1O3  C1   C   CR6    0   0.638   1.6729   0.1778   1.1341
 1O3  C2   C   CR16   0  -0.370   2.2210  -1.0681   0.8979
 1O3  C3   C   CR6    0  -0.089   3.1858  -1.1847  -0.0890
 1O3  C4   C   CR16   0  -0.232   3.6006  -0.0869  -0.8307
 1O3  C5   C   CR16   0  -0.207   3.0326   1.1477  -0.5743
 1O3  C6   C   CR6    0  -0.416   2.0677   1.2970   0.4151
 1O3  S7   S   S      0   1.359   1.3379   2.9010   0.6620
 1O3  O8   O   OS     0  -0.637   1.0381   3.0671   2.0705
 1O3  O9   O   OS     0  -0.651   2.1926   3.8690  -0.0031
 1O3  N10  N   NC1    0  -0.800  -0.0691   2.8820  -0.2084
 1O3  C11  C   C      0   0.205  -1.0229   1.8822   0.1171
 1O3  C12  C   C      0  -0.134  -1.1874   0.7841  -0.7395
 1O3  C13  C   C1     0  -0.354  -2.1119  -0.1935  -0.3917
 1O3  C14  C   C      0   0.332  -2.8581  -0.0781   0.7674
 1O3  C15  C   C1     0  -0.325  -2.7162   1.0246   1.5954
 1O3  C16  C   C1     0  -0.240  -1.7937   2.0027   1.2671
 1O3  C17  C   C      0   0.478  -0.4218   0.6391  -2.0524
 1O3  O18  O   OC    -1  -0.547  -0.4975  -0.4465  -2.6343
 1O3  O19  O   O      0  -0.600   0.2057   1.6556  -2.4545
 1O3  O20  O   O2     0  -0.515  -3.7251  -1.0779   1.1316
 1O3  C21  C   CR6    0   0.363  -4.9217  -1.1978   0.4910
 1O3  C22  C   CR16   0  -0.330  -5.6716  -2.3282   0.8053
 1O3  C23  C   CR16   0  -0.246  -6.9088  -2.5185   0.2117
 1O3  C24  C   CR16   0  -0.274  -7.4078  -1.5926  -0.6973
 1O3  C25  C   CR16   0  -0.246  -6.6525  -0.4700  -1.0016
 1O3  C26  C   CR16   0  -0.342  -5.4103  -0.2615  -0.4133
 1O3  F27  F   F      0  -0.282   0.7431   0.2763   2.0780
 1O3  BR1  BR  BR     0  -0.002   3.9476  -2.8691  -0.4228
 1O3  H1   H   HCR6   0   0.312   1.8865  -1.9153   1.4817
 1O3  H2   H   HCR6   0   0.296   4.3559  -0.1787  -1.5979
 1O3  H3   H   HCR6   0   0.302   3.3544   2.0025  -1.1517
 1O3  H4   H   HNC1   0   0.419   0.1712   2.7209  -1.2209
 1O3  H5   H   H      0   0.272  -2.2367  -1.0526  -1.0385
 1O3  H6   H   H      0   0.274  -3.3192   1.1162   2.4897
 1O3  H7   H   H      0   0.268  -1.6809   2.8690   1.9037
 1O3  H9   H   HCR6   0   0.267  -5.2828  -3.0506   1.5120
 1O3  H10  H   HCR6   0   0.260  -7.4858  -3.3987   0.4646
 1O3  H11  H   HCR6   0   0.255  -8.3727  -1.7456  -1.1614
 1O3  H12  H   HCR6   0   0.261  -7.0289   0.2622  -1.7041
 1O3  H13  H   HCR6   0   0.278  -4.8430   0.6247  -0.6663

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
 1O3  BR1  C3   single    1.879  0.020  1.879
 1O3  C24  C23  aromatic  1.390  0.020  1.390
 1O3  C24  C25  aromatic  1.387  0.020  1.387
 1O3  C23  C22  aromatic  1.385  0.020  1.385
 1O3  C25  C26  aromatic  1.390  0.020  1.390
 1O3  C22  C21  aromatic  1.392  0.020  1.392
 1O3  C3   C4   aromatic  1.388  0.020  1.388
 1O3  C3   C2   aromatic  1.385  0.020  1.385
 1O3  C26  C21  aromatic  1.390  0.020  1.390
 1O3  C21  O20  single    1.363  0.020  1.363
 1O3  C4   C5   aromatic  1.383  0.020  1.383
 1O3  C2   C1   aromatic  1.381  0.020  1.381
 1O3  O20  C14  single    1.373  0.020  1.373
 1O3  O19  C17  deloc     1.260  0.020  1.260
 1O3  C5   C6   aromatic  1.390  0.020  1.390
 1O3  C13  C14  aromatic  1.383  0.020  1.383
 1O3  C13  C12  aromatic  1.390  0.020  1.390
 1O3  C1   F27  single    1.329  0.020  1.329
 1O3  C1   C6   aromatic  1.388  0.020  1.388
 1O3  C14  C15  aromatic  1.386  0.020  1.386
 1O3  C17  C12  single    1.527  0.020  1.527
 1O3  C17  O18  deloc     1.234  0.020  1.234
 1O3  C6   S7   single    1.779  0.020  1.779
 1O3  C12  C11  aromatic  1.402  0.020  1.402
 1O3  C15  C16  aromatic  1.384  0.020  1.384
 1O3  C11  C16  aromatic  1.390  0.020  1.390
 1O3  C11  N10  single    1.420  0.020  1.420
 1O3  S7   N10  single    1.655  0.020  1.655
 1O3  S7   O9   double    1.453  0.020  1.453
 1O3  S7   O8   double    1.450  0.020  1.450
 1O3  C2   H1   single    0.930  0.020  1.080
 1O3  C4   H2   single    0.930  0.020  1.080
 1O3  C5   H3   single    0.930  0.020  1.080
 1O3  N10  H4   single    0.890  0.020  1.040
 1O3  C13  H5   single    0.930  0.020  1.080
 1O3  C15  H6   single    0.930  0.020  1.080
 1O3  C16  H7   single    0.930  0.020  1.080
 1O3  C22  H9   single    0.930  0.020  1.080
 1O3  C23  H10  single    0.930  0.020  1.080
 1O3  C24  H11  single    0.930  0.020  1.080
 1O3  C25  H12  single    0.930  0.020  1.080
 1O3  C26  H13  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
 1O3  F27  C1   C6   120.49  3.000
 1O3  C6   C1   C2   121.73  3.000
 1O3  F27  C1   C2   117.77  3.000
 1O3  H1   C2   C3   122.27  3.000
 1O3  H1   C2   C1   119.42  3.000
 1O3  C3   C2   C1   118.30  3.000
 1O3  BR1  C3   C4   119.53  3.000
 1O3  C4   C3   C2   121.48  3.000
 1O3  BR1  C3   C2   118.98  3.000
 1O3  H2   C4   C5   119.65  3.000
 1O3  H2   C4   C3   121.40  3.000
 1O3  C5   C4   C3   118.96  3.000
 1O3  H3   C5   C6   120.14  3.000
 1O3  H3   C5   C4   119.00  3.000
 1O3  C6   C5   C4   120.86  3.000
 1O3  S7   C6   C5   118.70  3.000
 1O3  S7   C6   C1   122.58  3.000
 1O3  C5   C6   C1   118.66  3.000
 1O3  N10  S7   O9   105.50  3.000
 1O3  O9   S7   O8   119.36  3.000
 1O3  N10  S7   O8   109.67  3.000
 1O3  O8   S7   C6   108.84  3.000
 1O3  O9   S7   C6   107.21  3.000
 1O3  N10  S7   C6   105.39  3.000
 1O3  H4   N10  C11  105.43  3.000
 1O3  H4   N10  S7   108.27  3.000
 1O3  C11  N10  S7   117.31  3.000
 1O3  C16  C11  C12  120.55  3.000
 1O3  C16  C11  N10  120.09  3.000
 1O3  C12  C11  N10  119.35  3.000
 1O3  C17  C12  C13  118.81  3.000
 1O3  C17  C12  C11  122.74  3.000
 1O3  C13  C12  C11  118.43  3.000
 1O3  H5   C13  C14  120.30  3.000
 1O3  H5   C13  C12  119.05  3.000
 1O3  C14  C13  C12  120.65  3.000
 1O3  O20  C14  C15  119.05  3.000
 1O3  C15  C14  C13  120.78  3.000
 1O3  O20  C14  C13  120.15  3.000
 1O3  H6   C15  C16  120.50  3.000
 1O3  H6   C15  C14  120.25  3.000
 1O3  C16  C15  C14  119.25  3.000
 1O3  H7   C16  C15  119.75  3.000
 1O3  H7   C16  C11  119.94  3.000
 1O3  C15  C16  C11  120.31  3.000
 1O3  O19  C17  O18  126.12  3.000
 1O3  O18  C17  C12  117.28  3.000
 1O3  O19  C17  C12  116.58  3.000
 1O3  C21  O20  C14  119.60  3.000
 1O3  C26  C21  C22  120.28  3.000
 1O3  C26  C21  O20  123.72  3.000
 1O3  C22  C21  O20  115.99  3.000
 1O3  H9   C22  C23  120.58  3.000
 1O3  H9   C22  C21  119.70  3.000
 1O3  C23  C22  C21  119.72  3.000
 1O3  H10  C23  C24  120.20  3.000
 1O3  H10  C23  C22  119.19  3.000
 1O3  C24  C23  C22  120.61  3.000
 1O3  H11  C24  C25  120.41  3.000
 1O3  H11  C24  C23  120.43  3.000
 1O3  C25  C24  C23  119.15  3.000
 1O3  H12  C25  C26  118.94  3.000
 1O3  H12  C25  C24  120.04  3.000
 1O3  C26  C25  C24  121.01  3.000
 1O3  H13  C26  C25  119.50  3.000
 1O3  H13  C26  C21  121.28  3.000
 1O3  C25  C26  C21  119.22  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
 1O3  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 1O3  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 1O3  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 1O3  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 1O3  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 1O3  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 1O3  CONST_07  C14  C13  C12  C11    0.00   0.0  0
 1O3  CONST_08  C14  C15  C16  C11    0.00   0.0  0
 1O3  CONST_09  C15  C14  C13  C12    0.00   0.0  0
 1O3  CONST_10  C15  C16  C11  C12    0.00   0.0  0
 1O3  CONST_11  C16  C15  C14  C13    0.00   0.0  0
 1O3  CONST_12  C16  C11  C12  C13    0.00   0.0  0
 1O3  CONST_13  C24  C23  C22  C21    0.00   0.0  0
 1O3  CONST_14  C24  C25  C26  C21    0.00   0.0  0
 1O3  CONST_15  C25  C24  C23  C22    0.00   0.0  0
 1O3  CONST_16  C25  C26  C21  C22    0.00   0.0  0
 1O3  CONST_17  C26  C25  C24  C23    0.00   0.0  0
 1O3  CONST_18  C26  C21  C22  C23    0.00   0.0  0
 1O3  CONST_19  BR1  C3   C2   C1   180.00   0.0  0
 1O3  CONST_20  S7   C6   C1   C2   180.00   0.0  0
 1O3  CONST_21  F27  C1   C2   C3   180.00   0.0  0
 1O3  CONST_22  S7   C6   C5   C4   180.00   0.0  0
 1O3  CONST_23  BR1  C3   C4   C5   180.00   0.0  0
 1O3  CONST_24  F27  C1   C6   C5   180.00   0.0  0
 1O3  CONST_25  C13  C12  C11  N10  180.00   0.0  0
 1O3  CONST_26  C15  C16  C11  N10  180.00   0.0  0
 1O3  CONST_27  O20  C14  C13  C12  180.00   0.0  0
 1O3  CONST_28  C17  C12  C13  C14  180.00   0.0  0
 1O3  CONST_29  O20  C14  C15  C16  180.00   0.0  0
 1O3  CONST_30  C17  C12  C11  C16  180.00   0.0  0
 1O3  CONST_31  C23  C22  C21  O20  180.00   0.0  0
 1O3  CONST_32  C25  C26  C21  O20  180.00   0.0  0
 1O3  CONST_33  H3   C5   C6   C1   180.00   0.0  0
 1O3  CONST_34  H2   C4   C3   C2   180.00   0.0  0
 1O3  CONST_35  H1   C2   C3   C4   180.00   0.0  0
 1O3  CONST_36  H5   C13  C12  C11  180.00   0.0  0
 1O3  CONST_37  H6   C15  C16  C11  180.00   0.0  0
 1O3  CONST_38  H7   C16  C11  C12  180.00   0.0  0
 1O3  CONST_39  H10  C23  C22  C21  180.00   0.0  0
 1O3  CONST_40  H12  C25  C26  C21  180.00   0.0  0
 1O3  CONST_41  H11  C24  C23  C22  180.00   0.0  0
 1O3  CONST_42  H13  C26  C21  C22  180.00   0.0  0
 1O3  CONST_43  H9   C22  C23  C24  180.00   0.0  0
 1O3  Var_01    C22  C21  O20  C14  172.55  30.0  3
 1O3  Var_02    N10  S7   C6   C1   -81.39  30.0  2
 1O3  Var_03    C11  N10  S7   C6    58.37  30.0  3
 1O3  Var_04    O19  C17  C12  C11  -11.57  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
 1O3  plan-1  C1   0.020
 1O3  plan-1  C2   0.020
 1O3  plan-1  C3   0.020
 1O3  plan-1  C4   0.020
 1O3  plan-1  C5   0.020
 1O3  plan-1  C6   0.020
 1O3  plan-1  S7   0.020
 1O3  plan-1  F27  0.020
 1O3  plan-1  BR1  0.020
 1O3  plan-1  H1   0.020
 1O3  plan-1  H2   0.020
 1O3  plan-1  H3   0.020
 1O3  plan-2  N10  0.020
 1O3  plan-2  C11  0.020
 1O3  plan-2  C12  0.020
 1O3  plan-2  C13  0.020
 1O3  plan-2  C14  0.020
 1O3  plan-2  C15  0.020
 1O3  plan-2  C16  0.020
 1O3  plan-2  C17  0.020
 1O3  plan-2  O20  0.020
 1O3  plan-2  H5   0.020
 1O3  plan-2  H6   0.020
 1O3  plan-2  H7   0.020
 1O3  plan-3  O20  0.020
 1O3  plan-3  C21  0.020
 1O3  plan-3  C22  0.020
 1O3  plan-3  C23  0.020
 1O3  plan-3  C24  0.020
 1O3  plan-3  C25  0.020
 1O3  plan-3  C26  0.020
 1O3  plan-3  H9   0.020
 1O3  plan-3  H10  0.020
 1O3  plan-3  H11  0.020
 1O3  plan-3  H12  0.020
 1O3  plan-3  H13  0.020
 1O3  plan-4  S7   0.020
 1O3  plan-4  N10  0.020
 1O3  plan-4  C11  0.020
 1O3  plan-4  H4   0.020
 1O3  plan-5  C12  0.020
 1O3  plan-5  C17  0.020
 1O3  plan-5  O18  0.020
 1O3  plan-5  O19  0.020

