# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 07:16:24 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 5-bromo-2-{[(4-chlorophenyl)sulfonyl]amino}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(Br)ccc1N[S](=O)(=O)c2ccc(Cl)cc2
#
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
 A19  A19  '5-bromo-2-{[(4-chlorophenyl)sulfonyl]amino}benzoic acid'  ligand  30  21  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A19
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
 A19  CL1   CL  CL    0  -0.099  19.0465  28.0103  22.3109
 A19  C2    C   CR6   0  -0.029  17.7607  28.3160  21.2022
 A19  C3    C   CR16  0  -0.194  17.4104  29.6266  20.9143
 A19  C4    C   CR16  0  -0.229  16.3802  29.8698  20.0213
 A19  C5    C   CR6   0  -0.207  15.7219  28.7983  19.4309
 A19  C6    C   CR16  0  -0.230  16.0760  27.4874  19.7207
 A19  C7    C   CR16  0  -0.198  17.1003  27.2436  20.6186
 A19  S8    S   S     0   1.356  14.4898  29.1113  18.2018
 A19  O9    O   OS    0  -0.639  13.6590  27.9334  18.0483
 A19  O10   O   OS    0  -0.631  13.8991  30.4071  18.4705
 A19  N11   N   NC1   0  -0.801  15.3418  29.2373  16.7681
 A19  C12   C   CR6   0   0.249  16.3128  30.2582  16.6681
 A19  C13   C   CR16  0  -0.234  15.8755  31.5564  16.4358
 A19  C14   C   CR16  0  -0.226  16.7733  32.6046  16.3423
 A19  C15   C   CR6   0  -0.095  18.1296  32.3484  16.4770
 A19  C16   C   CR16  0  -0.246  18.5901  31.0653  16.7103
 A19  C17   C   CR6   0  -0.065  17.6868  30.0089  16.8146
 A19  BR18  BR  BR    0  -0.017  19.3636  33.7633  16.3309
 A19  C19   C   C     0   0.551  18.1977  28.6323  17.0511
 A19  O20   O   OH1   0  -0.576  19.3995  28.6212  17.5940
 A19  O21   O   O     0  -0.439  17.5848  27.6262  16.7744
 A19  H3    H   HCR6  0   0.298  17.9308  30.4530  21.3775
 A19  H4    H   HCR6  0   0.300  16.1016  30.8912  19.8014
 A19  H6    H   HCR6  0   0.298  15.5658  26.6531  19.2597
 A19  H7    H   HCR6  0   0.298  17.3812  26.2275  20.8566
 A19  H11   H   HNC1  0   0.425  15.6921  28.3249  16.4837
 A19  H13   H   HCR6  0   0.290  14.8202  31.7469  16.3061
 A19  H14   H   HCR6  0   0.296  16.4082  33.6042  16.1503
 A19  H16   H   HCR6  0   0.299  19.6504  30.8800  16.8085
 A19  H20   H   HOH1  0   0.496  19.7132  27.7093  17.6950

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
 A19  CL1  C2    single    1.725  0.020  1.725
 A19  C2   C3    aromatic  1.387  0.020  1.387
 A19  C2   C7    aromatic  1.388  0.020  1.388
 A19  C3   C4    aromatic  1.385  0.020  1.385
 A19  C3   H3    single    0.930  0.020  1.080
 A19  C4   C5    aromatic  1.389  0.020  1.389
 A19  C4   H4    single    0.930  0.020  1.080
 A19  C5   C6    aromatic  1.388  0.020  1.388
 A19  C5   S8    single    1.768  0.020  1.768
 A19  C6   C7    aromatic  1.384  0.020  1.384
 A19  C6   H6    single    0.930  0.020  1.080
 A19  C7   H7    single    0.930  0.020  1.080
 A19  S8   O9    double    1.450  0.020  1.450
 A19  S8   O10   double    1.449  0.020  1.449
 A19  S8   N11   single    1.673  0.020  1.673
 A19  N11  C12   single    1.412  0.020  1.412
 A19  N11  H11   single    0.890  0.020  1.040
 A19  C12  C13   aromatic  1.389  0.020  1.389
 A19  C12  C17   aromatic  1.404  0.020  1.404
 A19  C13  C14   aromatic  1.383  0.020  1.383
 A19  C13  H13   single    0.930  0.020  1.080
 A19  C14  C15   aromatic  1.387  0.020  1.387
 A19  C14  H14   single    0.930  0.020  1.080
 A19  C15  C16   aromatic  1.383  0.020  1.383
 A19  C15  BR18  single    1.883  0.020  1.883
 A19  C16  C17   aromatic  1.394  0.020  1.394
 A19  C16  H16   single    0.930  0.020  1.080
 A19  C17  C19   single    1.487  0.020  1.487
 A19  C19  O20   single    1.319  0.020  1.319
 A19  C19  O21   double    1.210  0.020  1.210
 A19  O20  H20   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
 A19  C7    C2   C3   121.51  3.000
 A19  C7    C2   CL1  119.21  3.000
 A19  C3    C2   CL1  119.28  3.000
 A19  H3    C3   C4   120.02  3.000
 A19  H3    C3   C2   120.79  3.000
 A19  C4    C3   C2   119.19  3.000
 A19  H4    C4   C5   121.33  3.000
 A19  H4    C4   C3   119.25  3.000
 A19  C5    C4   C3   119.42  3.000
 A19  S8    C5   C6   119.33  3.000
 A19  S8    C5   C4   119.28  3.000
 A19  C6    C5   C4   121.24  3.000
 A19  H6    C6   C7   119.34  3.000
 A19  H6    C6   C5   121.28  3.000
 A19  C7    C6   C5   119.38  3.000
 A19  H7    C7   C6   120.06  3.000
 A19  H7    C7   C2   120.67  3.000
 A19  C6    C7   C2   119.27  3.000
 A19  N11   S8   O10  107.41  3.000
 A19  N11   S8   O9   105.21  3.000
 A19  O10   S8   O9   120.83  3.000
 A19  N11   S8   C5   104.73  3.000
 A19  O10   S8   C5   108.27  3.000
 A19  O9    S8   C5   109.22  3.000
 A19  H11   N11  C12  113.05  3.000
 A19  H11   N11  S8   110.32  3.000
 A19  C12   N11  S8   117.74  3.000
 A19  C17   C12  C13  119.43  3.000
 A19  C17   C12  N11  122.48  3.000
 A19  C13   C12  N11  118.08  3.000
 A19  H13   C13  C14  119.49  3.000
 A19  H13   C13  C12  119.50  3.000
 A19  C14   C13  C12  121.00  3.000
 A19  H14   C14  C15  121.21  3.000
 A19  H14   C14  C13  119.56  3.000
 A19  C15   C14  C13  119.22  3.000
 A19  BR18  C15  C16  119.47  3.000
 A19  BR18  C15  C14  119.64  3.000
 A19  C16   C15  C14  120.89  3.000
 A19  H16   C16  C17  119.94  3.000
 A19  H16   C16  C15  120.07  3.000
 A19  C17   C16  C15  119.99  3.000
 A19  C19   C17  C16  119.39  3.000
 A19  C19   C17  C12  121.13  3.000
 A19  C16   C17  C12  119.46  3.000
 A19  O21   C19  O20  123.28  3.000
 A19  O21   C19  C17  124.00  3.000
 A19  O20   C19  C17  112.72  3.000
 A19  H20   O20  C19  110.22  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
 A19  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 A19  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 A19  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 A19  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 A19  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 A19  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 A19  CONST_07  C15   C14  C13  C12     0.00   0.0  0
 A19  CONST_08  C15   C16  C17  C12     0.00   0.0  0
 A19  CONST_09  C16   C17  C12  C13     0.00   0.0  0
 A19  CONST_10  C16   C15  C14  C13     0.00   0.0  0
 A19  CONST_11  C17   C12  C13  C14     0.00   0.0  0
 A19  CONST_12  C17   C16  C15  C14     0.00   0.0  0
 A19  CONST_13  C4    C3   C2   CL1   180.00   0.0  0
 A19  CONST_14  C6    C7   C2   CL1   180.00   0.0  0
 A19  CONST_15  S8    C5   C4   C3    180.00   0.0  0
 A19  CONST_16  S8    C5   C6   C7    180.00   0.0  0
 A19  CONST_17  C14   C13  C12  N11   180.00   0.0  0
 A19  CONST_18  C16   C17  C12  N11   180.00   0.0  0
 A19  CONST_19  C19   C17  C12  C13   180.00   0.0  0
 A19  CONST_20  BR18  C15  C14  C13   180.00   0.0  0
 A19  CONST_21  C19   C17  C16  C15   180.00   0.0  0
 A19  CONST_22  BR18  C15  C16  C17   180.00   0.0  0
 A19  CONST_23  H4    C4   C3   C2    180.00   0.0  0
 A19  CONST_24  H6    C6   C7   C2    180.00   0.0  0
 A19  CONST_25  H7    C7   C2   C3    180.00   0.0  0
 A19  CONST_26  H3    C3   C4   C5    180.00   0.0  0
 A19  CONST_27  H14   C14  C13  C12   180.00   0.0  0
 A19  CONST_28  H16   C16  C17  C12   180.00   0.0  0
 A19  CONST_29  H13   C13  C14  C15   180.00   0.0  0
 A19  CONST_33  H20   O20  C19  C17   180.00   0.0  0
 A19  Var_01    O9    S8   C5   C4   -161.78  30.0  2
 A19  Var_02    C12   N11  S8   C5    -60.60  30.0  3
 A19  Var_03    O20   C19  C17  C12  -158.88  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
 A19  plan-1  CL1   0.020
 A19  plan-1  C2    0.020
 A19  plan-1  C3    0.020
 A19  plan-1  C4    0.020
 A19  plan-1  C5    0.020
 A19  plan-1  C6    0.020
 A19  plan-1  C7    0.020
 A19  plan-1  S8    0.020
 A19  plan-1  H3    0.020
 A19  plan-1  H4    0.020
 A19  plan-1  H6    0.020
 A19  plan-1  H7    0.020
 A19  plan-2  N11   0.020
 A19  plan-2  C12   0.020
 A19  plan-2  C13   0.020
 A19  plan-2  C14   0.020
 A19  plan-2  C15   0.020
 A19  plan-2  C16   0.020
 A19  plan-2  C17   0.020
 A19  plan-2  BR18  0.020
 A19  plan-2  C19   0.020
 A19  plan-2  H13   0.020
 A19  plan-2  H14   0.020
 A19  plan-2  H16   0.020
 A19  plan-3  S8    0.020
 A19  plan-3  N11   0.020
 A19  plan-3  C12   0.020
 A19  plan-3  H11   0.020
 A19  plan-4  C17   0.020
 A19  plan-4  C19   0.020
 A19  plan-4  O20   0.020
 A19  plan-4  O21   0.020
 A19  plan-4  H20   0.020

