# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 12:13:52 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  29  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  -0.104  18.6816  28.7939  22.8401
 A19  C2    C   C      0  -0.032  17.5173  28.8607  21.5668
 A19  C3    C   C1     0  -0.196  16.6252  29.9195  21.5179
 A19  C4    C   C1     0  -0.241  15.6919  29.9718  20.4932
 A19  C5    C   C      0  -0.183  15.6668  28.9638  19.5430
 A19  C6    C   C1     0  -0.234  16.5663  27.9055  19.5924
 A19  C7    C   C1     0  -0.197  17.4991  27.8518  20.6120
 A19  S8    S   S      0   1.358  14.4970  29.0156  18.2117
 A19  O9    O   OS     0  -0.656  13.8749  27.7085  18.0821
 A19  O10   O   OS     0  -0.647  13.6523  30.1825  18.4098
 A19  N11   N   NC1    0  -0.848  15.4007  29.2005  16.8513
 A19  C12   C   CR6    0   0.303  16.4042  30.1799  16.7580
 A19  C13   C   CR16   0  -0.284  16.1668  31.5147  17.0812
 A19  C14   C   CR16   0  -0.230  17.1694  32.4599  16.9537
 A19  C15   C   CR6    0  -0.106  18.4144  32.0700  16.4847
 A19  C16   C   CR16   0  -0.265  18.6627  30.7514  16.1515
 A19  C17   C   CR6    0  -0.179  17.6692  29.7874  16.2885
 A19  BR18  BR  BR     0  -0.054  19.7851  33.3578  16.2951
 A19  C19   C   C      0   0.492  18.0068  28.3469  15.9186
 A19  O20   O   OC    -1  -0.543  19.1702  28.0987  15.5941
 A19  O21   O   O      0  -0.602  17.0622  27.5094  15.9702
 A19  H3    H   H      0   0.295  16.6521  30.6994  22.2658
 A19  H4    H   H      0   0.292  14.9948  30.7966  20.4524
 A19  H6    H   H      0   0.291  16.5606  27.1252  18.8422
 A19  H7    H   H      0   0.296  18.2045  27.0342  20.6601
 A19  H11   H   HNC1   0   0.432  15.8194  28.2930  16.4927
 A19  H13   H   HCR6   0   0.285  15.1935  31.8339  17.4236
 A19  H14   H   HCR6   0   0.283  16.9623  33.4903  17.2092
 A19  H16   H   HCR6   0   0.276  19.6333  30.4422  15.7886

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    1.727  0.020  1.727
 A19  C2   C3    aromatic  1.385  0.020  1.385
 A19  C2   C7    aromatic  1.389  0.020  1.389
 A19  C3   C4    aromatic  1.387  0.020  1.387
 A19  C3   H3    single    0.930  0.020  1.080
 A19  C4   C5    aromatic  1.386  0.020  1.386
 A19  C4   H4    single    0.930  0.020  1.080
 A19  C5   C6    aromatic  1.390  0.020  1.390
 A19  C5   S8    single    1.773  0.020  1.773
 A19  C6   C7    aromatic  1.383  0.020  1.383
 A19  C6   H6    single    0.930  0.020  1.080
 A19  C7   H7    single    0.930  0.020  1.080
 A19  S8   O9    double    1.453  0.020  1.453
 A19  S8   O10   double    1.454  0.020  1.454
 A19  S8   N11   single    1.644  0.020  1.644
 A19  N11  C12   single    1.405  0.020  1.405
 A19  N11  H11   single    0.890  0.020  1.040
 A19  C12  C13   aromatic  1.394  0.020  1.394
 A19  C12  C17   aromatic  1.405  0.020  1.405
 A19  C13  C14   aromatic  1.384  0.020  1.384
 A19  C13  H13   single    0.930  0.020  1.080
 A19  C14  C15   aromatic  1.386  0.020  1.386
 A19  C14  H14   single    0.930  0.020  1.080
 A19  C15  C16   aromatic  1.383  0.020  1.383
 A19  C15  BR18  single    1.890  0.020  1.890
 A19  C16  C17   aromatic  1.391  0.020  1.391
 A19  C16  H16   single    0.930  0.020  1.080
 A19  C17  C19   single    1.525  0.020  1.525
 A19  C19  O20   deloc     1.233  0.020  1.233
 A19  C19  O21   deloc     1.263  0.020  1.263

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   121.49  3.000
 A19  C7    C2   CL1  119.18  3.000
 A19  C3    C2   CL1  119.33  3.000
 A19  H3    C3   C4   120.05  3.000
 A19  H3    C3   C2   120.73  3.000
 A19  C4    C3   C2   119.22  3.000
 A19  H4    C4   C5   121.18  3.000
 A19  H4    C4   C3   119.39  3.000
 A19  C5    C4   C3   119.43  3.000
 A19  S8    C5   C6   118.42  3.000
 A19  S8    C5   C4   120.38  3.000
 A19  C6    C5   C4   121.19  3.000
 A19  H6    C6   C7   119.12  3.000
 A19  H6    C6   C5   121.39  3.000
 A19  C7    C6   C5   119.49  3.000
 A19  H7    C7   C6   120.15  3.000
 A19  H7    C7   C2   120.68  3.000
 A19  C6    C7   C2   119.17  3.000
 A19  N11   S8   O10  109.99  3.000
 A19  N11   S8   O9   105.23  3.000
 A19  O10   S8   O9   119.02  3.000
 A19  N11   S8   C5   105.19  3.000
 A19  O10   S8   C5   107.73  3.000
 A19  O9    S8   C5   108.85  3.000
 A19  H11   N11  C12  106.95  3.000
 A19  H11   N11  S8   113.59  3.000
 A19  C12   N11  S8   121.73  3.000
 A19  C17   C12  C13  119.89  3.000
 A19  C17   C12  N11  118.06  3.000
 A19  C13   C12  N11  122.03  3.000
 A19  H13   C13  C14  118.70  3.000
 A19  H13   C13  C12  120.66  3.000
 A19  C14   C13  C12  120.63  3.000
 A19  H14   C14  C15  121.32  3.000
 A19  H14   C14  C13  119.36  3.000
 A19  C15   C14  C13  119.32  3.000
 A19  BR18  C15  C16  119.69  3.000
 A19  BR18  C15  C14  119.57  3.000
 A19  C16   C15  C14  120.73  3.000
 A19  H16   C16  C17  118.42  3.000
 A19  H16   C16  C15  120.98  3.000
 A19  C17   C16  C15  120.59  3.000
 A19  C19   C17  C16  118.20  3.000
 A19  C19   C17  C12  122.97  3.000
 A19  C16   C17  C12  118.84  3.000
 A19  O21   C19  O20  125.65  3.000
 A19  O21   C19  C17  116.79  3.000
 A19  O20   C19  C17  117.57  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_32  H11   N11  C12  C13   180.00   0.0  0
 A19  Var_01    O9    S8   C5   C4   -133.29  30.0  2
 A19  Var_02    C12   N11  S8   C5    -48.98  30.0  3
 A19  Var_03    O20   C19  C17  C12  -175.73  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

