# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 01:59:23 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  41  28  .  2021-08-03  2022-11-17
;
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   0.630   1.6240  -0.0306   1.0282
 1O3  C2   C   CR16  0  -0.364   2.3592  -1.1580   0.7178
 1O3  C3   C   CR6   0  -0.090   3.5285  -1.0008  -0.0084
 1O3  C4   C   CR16  0  -0.229   3.9648   0.2522  -0.4193
 1O3  C5   C   CR16  0  -0.206   3.2082   1.3640  -0.0986
 1O3  C6   C   CR6   0  -0.426   2.0297   1.2360   0.6282
 1O3  S7   S   S     0   1.369   1.0540   2.6879   0.9379
 1O3  O8   O   OS    0  -0.624   0.3807   2.5394   2.2093
 1O3  O9   O   OS    0  -0.636   1.8879   3.8446   0.6795
 1O3  N10  N   NC1   0  -0.802  -0.1002   2.6963  -0.2596
 1O3  C11  C   CR6   0   0.232  -1.0218   1.6224  -0.3087
 1O3  C12  C   CR6   0  -0.062  -0.8723   0.5338  -1.1815
 1O3  C13  C   CR16  0  -0.364  -1.8152  -0.4900  -1.1662
 1O3  C14  C   CR6   0   0.384  -2.8839  -0.4469  -0.2853
 1O3  C15  C   CR16  0  -0.322  -3.0238   0.6212   0.5926
 1O3  C16  C   CR16  0  -0.224  -2.0972   1.6464   0.5687
 1O3  C17  C   C     0   0.539   0.2478   0.4811  -2.1584
 1O3  O18  O   OH1   0  -0.577   0.5305  -0.7495  -2.5446
 1O3  O19  O   O     0  -0.438   0.8405   1.4548  -2.5636
 1O3  O20  O   O2    0  -0.508  -3.7425  -1.5000  -0.3046
 1O3  C21  C   CR6   0   0.323  -5.0737  -1.2893  -0.0432
 1O3  C22  C   CR16  0  -0.322  -5.6910  -2.1233   0.8760
 1O3  C23  C   CR16  0  -0.250  -7.0503  -1.9766   1.1200
 1O3  C24  C   CR16  0  -0.261  -7.7816  -0.9981   0.4607
 1O3  C25  C   CR16  0  -0.248  -7.1488  -0.1692  -0.4573
 1O3  C26  C   CR16  0  -0.308  -5.7938  -0.3113  -0.7183
 1O3  F27  F   F     0  -0.280   0.4985  -0.1927   1.7148
 1O3  BR1  BR  BR    0   0.007   4.5410  -2.5200  -0.4432
 1O3  H1   H   HCR6  0   0.318   2.0068  -2.1281   1.0421
 1O3  H2   H   HCR6  0   0.300   4.8789   0.3725  -0.9830
 1O3  H3   H   HCR6  0   0.308   3.5450   2.3391  -0.4214
 1O3  H4   H   HNC1  0   0.425   0.3190   2.9184  -1.1591
 1O3  H5   H   HCR6  0   0.289  -1.7342  -1.3260  -1.8478
 1O3  H6   H   HCR6  0   0.297  -3.8503   0.6664   1.2894
 1O3  H7   H   HCR6  0   0.284  -2.2154   2.4855   1.2392
 1O3  H8   H   HOH1  0   0.494   1.2310  -0.7359  -3.2147
 1O3  H9   H   HCR6  0   0.272  -5.1145  -2.8822   1.3892
 1O3  H10  H   HCR6  0   0.264  -7.5357  -2.6274   1.8355
 1O3  H11  H   HCR6  0   0.260  -8.8389  -0.8830   0.6584
 1O3  H12  H   HCR6  0   0.265  -7.7130   0.5914  -0.9807
 1O3  H13  H   HCR6  0   0.281  -5.3094   0.3308  -1.4440

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    1.877  0.020  1.877
 1O3  C24  C23  aromatic  1.388  0.020  1.388
 1O3  C24  C25  aromatic  1.389  0.020  1.389
 1O3  C23  C22  aromatic  1.389  0.020  1.389
 1O3  C25  C26  aromatic  1.387  0.020  1.387
 1O3  C22  C21  aromatic  1.386  0.020  1.386
 1O3  C3   C4   aromatic  1.389  0.020  1.389
 1O3  C3   C2   aromatic  1.385  0.020  1.385
 1O3  C26  C21  aromatic  1.390  0.020  1.390
 1O3  C21  O20  single    1.373  0.020  1.373
 1O3  C4   C5   aromatic  1.383  0.020  1.383
 1O3  C2   C1   aromatic  1.381  0.020  1.381
 1O3  O20  C14  single    1.359  0.020  1.359
 1O3  O19  C17  double    1.210  0.020  1.210
 1O3  C5   C6   aromatic  1.391  0.020  1.391
 1O3  C13  C14  aromatic  1.386  0.020  1.386
 1O3  C13  C12  aromatic  1.392  0.020  1.392
 1O3  C1   F27  single    1.328  0.020  1.328
 1O3  C1   C6   aromatic  1.389  0.020  1.389
 1O3  C14  C15  aromatic  1.390  0.020  1.390
 1O3  C17  C12  single    1.487  0.020  1.487
 1O3  C17  O18  single    1.320  0.020  1.320
 1O3  C6   S7   single    1.776  0.020  1.776
 1O3  C12  C11  aromatic  1.403  0.020  1.403
 1O3  C15  C16  aromatic  1.382  0.020  1.382
 1O3  C11  C16  aromatic  1.388  0.020  1.388
 1O3  C11  N10  single    1.416  0.020  1.416
 1O3  S7   N10  single    1.663  0.020  1.663
 1O3  S7   O9   double    1.449  0.020  1.449
 1O3  S7   O8   double    1.446  0.020  1.446
 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  O18  H8   single    0.850  0.020  0.980
 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   120.51  3.000
 1O3  C6   C1   C2   121.61  3.000
 1O3  F27  C1   C2   117.88  3.000
 1O3  H1   C2   C3   122.26  3.000
 1O3  H1   C2   C1   119.41  3.000
 1O3  C3   C2   C1   118.32  3.000
 1O3  BR1  C3   C4   119.49  3.000
 1O3  C4   C3   C2   121.50  3.000
 1O3  BR1  C3   C2   119.01  3.000
 1O3  H2   C4   C5   119.63  3.000
 1O3  H2   C4   C3   121.36  3.000
 1O3  C5   C4   C3   119.01  3.000
 1O3  H3   C5   C6   120.21  3.000
 1O3  H3   C5   C4   119.06  3.000
 1O3  C6   C5   C4   120.73  3.000
 1O3  S7   C6   C5   118.78  3.000
 1O3  S7   C6   C1   122.32  3.000
 1O3  C5   C6   C1   118.82  3.000
 1O3  N10  S7   O9   105.48  3.000
 1O3  O9   S7   O8   120.44  3.000
 1O3  N10  S7   O8   108.08  3.000
 1O3  O8   S7   C6   108.97  3.000
 1O3  O9   S7   C6   107.77  3.000
 1O3  N10  S7   C6   105.05  3.000
 1O3  H4   N10  C11  113.79  3.000
 1O3  H4   N10  S7   110.60  3.000
 1O3  C11  N10  S7   118.22  3.000
 1O3  C16  C11  C12  119.28  3.000
 1O3  C16  C11  N10  117.98  3.000
 1O3  C12  C11  N10  122.72  3.000
 1O3  C17  C12  C13  119.43  3.000
 1O3  C17  C12  C11  121.08  3.000
 1O3  C13  C12  C11  119.45  3.000
 1O3  H5   C13  C14  118.85  3.000
 1O3  H5   C13  C12  120.71  3.000
 1O3  C14  C13  C12  120.44  3.000
 1O3  O20  C14  C15  122.75  3.000
 1O3  C15  C14  C13  120.21  3.000
 1O3  O20  C14  C13  117.01  3.000
 1O3  H6   C15  C16  119.49  3.000
 1O3  H6   C15  C14  121.05  3.000
 1O3  C16  C15  C14  119.45  3.000
 1O3  H7   C16  C15  119.47  3.000
 1O3  H7   C16  C11  119.37  3.000
 1O3  C15  C16  C11  121.17  3.000
 1O3  O19  C17  O18  123.18  3.000
 1O3  O18  C17  C12  112.73  3.000
 1O3  O19  C17  C12  124.09  3.000
 1O3  H8   O18  C17  110.11  3.000
 1O3  C21  O20  C14  119.41  3.000
 1O3  C26  C21  C22  120.99  3.000
 1O3  C26  C21  O20  121.20  3.000
 1O3  C22  C21  O20  117.76  3.000
 1O3  H9   C22  C23  120.80  3.000
 1O3  H9   C22  C21  119.93  3.000
 1O3  C23  C22  C21  119.26  3.000
 1O3  H10  C23  C24  120.11  3.000
 1O3  H10  C23  C22  119.45  3.000
 1O3  C24  C23  C22  120.44  3.000
 1O3  H11  C24  C25  120.16  3.000
 1O3  H11  C24  C23  120.21  3.000
 1O3  C25  C24  C23  119.63  3.000
 1O3  H12  C25  C26  119.36  3.000
 1O3  H12  C25  C24  120.10  3.000
 1O3  C26  C25  C24  120.54  3.000
 1O3  H13  C26  C25  120.14  3.000
 1O3  H13  C26  C21  120.73  3.000
 1O3  C25  C26  C21  119.13  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  CONST_47  H8   O18  C17  C12   180.00   0.0  0
 1O3  Var_01    C22  C21  O20  C14  -131.37  30.0  3
 1O3  Var_02    N10  S7   C6   C1    -80.86  30.0  2
 1O3  Var_03    C11  N10  S7   C6     62.63  30.0  3
 1O3  Var_04    O19  C17  C12  C11   -22.93  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
 1O3  plan-5  H8   0.020

