# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 18:12:40 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 5-[[3,5-bis(chloranyl)phenyl]sulfonylamino]-2-[(5-bromanyl-4-fluoranyl-2-methyl-phenyl)sulfamoyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(F)c(Br)cc1N[S](=O)(=O)c2ccc(N[S](=O)(=O)c3cc(Cl)cc(Cl)c3)cc2C(O)=O
#
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
 8L9  8L9  '5-[[3,5-bis(chloranyl)phenyl]sulfonylamino]-2-[(5-bromanyl-4-fluoranyl-2-methyl-phenyl)sulfamoyl]benzoic acid'  ligand  47  34  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_8L9
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
 8L9  C17  C   CR6    0   0.278   0.9343  -1.1397   0.1787
 8L9  C18  C   CR16   0  -0.248   0.0831  -1.1380  -0.9173
 8L9  C20  C   CR16   0  -0.237  -0.7142  -0.0315  -1.1488
 8L9  C22  C   CR6    0  -0.255  -0.6870   1.0452  -0.2717
 8L9  C23  C   CR6    0   0.021   0.1487   1.0530   0.8490
 8L9  C24  C   CR16   0  -0.319   0.9802  -0.0444   1.0316
 8L9  C26  C   C      0   0.396   0.2003   2.1423   1.9195
 8L9  C01  C   CR16   0  -0.174   5.4250   1.3507   0.2734
 8L9  C03  C   CR6    0  -0.044   5.6643   0.2148   1.0313
 8L9  C04  C   CR16   0  -0.224   4.9940  -0.9735   0.7926
 8L9  C06  C   CR6    0  -0.215   4.0729  -0.9989  -0.2430
 8L9  C07  C   CR16   0  -0.195   3.8065   0.1119  -1.0289
 8L9  C09  C   CR6    0  -0.027   4.4933   1.2818  -0.7500
 8L9  CL1  CL  CL     0  -0.106   4.1845   2.6858  -1.7008
 8L9  S12  S   S      0   1.359   3.1192  -2.4740  -0.5044
 8L9  N13  N   NC1    0  -0.820   1.7596  -2.2632   0.4307
 8L9  O15  O   OS     0  -0.635   2.6941  -2.4871  -1.8890
 8L9  O16  O   OS     0  -0.644   3.8238  -3.5998   0.0742
 8L9  O27  O   OC    -1  -0.538   1.3229   2.4842   2.2938
 8L9  O29  O   O      0  -0.598  -0.9019   2.5399   2.3672
 8L9  S30  S   S      0   1.355  -1.7616   2.4187  -0.6316
 8L9  O31  O   OS     0  -0.658  -1.0063   3.6493  -0.4818
 8L9  O32  O   OS     0  -0.652  -2.4310   2.1435  -1.8926
 8L9  N33  N   NC1    0  -0.813  -2.9098   2.4128   0.5711
 8L9  C35  C   CR6    0   0.193  -3.8345   1.3341   0.5596
 8L9  C36  C   CR16   0  -0.220  -3.5159   0.1534   1.2217
 8L9  C38  C   CR6    0  -0.342  -4.4139  -0.9008   1.2461
 8L9  C39  C   CR6    0   0.617  -5.6256  -0.7579   0.5949
 8L9  C40  C   CR16   0  -0.502  -5.9547   0.4159  -0.0532
 8L9  C42  C   CR6    0   0.116  -5.0706   1.4883  -0.0771
 8L9  C43  C   CH3    0  -0.769  -5.4642   2.7755  -0.7323
 8L9  F1   F   F      0  -0.297  -6.5027  -1.7633   0.6022
 8L9  BR1  BR  BR     0  -0.018  -4.0032  -2.4988   2.1377
 8L9  H1   H   HCR6   0   0.267   0.0295  -1.9919  -1.5768
 8L9  H2   H   HCR6   0   0.285  -1.3690  -0.0265  -2.0084
 8L9  H3   H   HCR6   0   0.328   1.6697  -0.0452   1.8666
 8L9  H4   H   HCR6   0   0.336   5.9562   2.2706   0.4753
 8L9  H5   H   HCR6   0   0.353   5.1944  -1.8482   1.3957
 8L9  H6   H   HCR6   0   0.340   3.0907   0.0776  -1.8380
 8L9  H7   H   HNC1   0   0.469   1.9597  -2.4231   1.4137
 8L9  H9   H   HNC1   0   0.443  -2.3675   2.4952   1.4549
 8L9  H10  H   HCR6   0   0.312  -2.5638   0.0693   1.7307
 8L9  H11  H   HCR6   0   0.317  -6.9224   0.4941  -0.5333
 8L9  H12  H   HCH3   0   0.279  -4.8612   2.9786  -1.6156
 8L9  H13  H   HCH3   0   0.271  -6.5086   2.7505  -1.0373
 8L9  H14  H   HCH3   0   0.270  -5.3273   3.6150  -0.0505
 8L9  CL2  CL  CL     0  -0.057   6.8290   0.2858   2.3005

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
 8L9  CL1  C09  single    1.724  0.020  1.724
 8L9  C01  C09  aromatic  1.386  0.020  1.386
 8L9  C01  C03  aromatic  1.386  0.020  1.386
 8L9  C09  C07  aromatic  1.385  0.020  1.385
 8L9  CL2  C03  single    1.724  0.020  1.724
 8L9  C03  C04  aromatic  1.385  0.020  1.385
 8L9  O29  C26  deloc     1.254  0.020  1.254
 8L9  C07  C06  aromatic  1.387  0.020  1.387
 8L9  C04  C06  aromatic  1.386  0.020  1.386
 8L9  C26  O27  deloc     1.232  0.020  1.232
 8L9  C26  C23  single    1.528  0.020  1.528
 8L9  C06  S12  single    1.776  0.020  1.776
 8L9  O31  S30  double    1.452  0.020  1.452
 8L9  C24  C23  aromatic  1.389  0.020  1.389
 8L9  C24  C17  aromatic  1.389  0.020  1.389
 8L9  C23  C22  aromatic  1.398  0.020  1.398
 8L9  N13  C17  single    1.417  0.020  1.417
 8L9  N13  S12  single    1.664  0.020  1.664
 8L9  C17  C18  aromatic  1.388  0.020  1.388
 8L9  S12  O15  double    1.448  0.020  1.448
 8L9  S12  O16  double    1.449  0.020  1.449
 8L9  C22  S30  single    1.781  0.020  1.781
 8L9  C22  C20  aromatic  1.389  0.020  1.389
 8L9  S30  N33  single    1.663  0.020  1.663
 8L9  S30  O32  double    1.454  0.020  1.454
 8L9  C18  C20  aromatic  1.383  0.020  1.383
 8L9  N33  C35  single    1.421  0.020  1.421
 8L9  C35  C36  aromatic  1.391  0.020  1.391
 8L9  C35  C42  aromatic  1.399  0.020  1.399
 8L9  C43  C42  single    1.497  0.020  1.497
 8L9  C36  C38  aromatic  1.385  0.020  1.385
 8L9  C42  C40  aromatic  1.390  0.020  1.390
 8L9  C38  BR1  single    1.875  0.020  1.875
 8L9  C38  C39  aromatic  1.383  0.020  1.383
 8L9  C40  C39  aromatic  1.381  0.020  1.381
 8L9  C39  F1   single    1.334  0.020  1.334
 8L9  C18  H1   single    0.930  0.020  1.080
 8L9  C20  H2   single    0.930  0.020  1.080
 8L9  C24  H3   single    0.930  0.020  1.080
 8L9  C01  H4   single    0.930  0.020  1.080
 8L9  C04  H5   single    0.930  0.020  1.080
 8L9  C07  H6   single    0.930  0.020  1.080
 8L9  N13  H7   single    0.890  0.020  1.040
 8L9  N33  H9   single    0.890  0.020  1.040
 8L9  C36  H10  single    0.930  0.020  1.080
 8L9  C40  H11  single    0.930  0.020  1.080
 8L9  C43  H12  single    0.970  0.020  1.090
 8L9  C43  H13  single    0.970  0.020  1.090
 8L9  C43  H14  single    0.970  0.020  1.090

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
 8L9  N13  C17  C24  119.79  3.000
 8L9  N13  C17  C18  119.92  3.000
 8L9  C24  C17  C18  120.29  3.000
 8L9  H1   C18  C20  120.10  3.000
 8L9  H1   C18  C17  120.77  3.000
 8L9  C20  C18  C17  119.12  3.000
 8L9  H2   C20  C22  120.70  3.000
 8L9  H2   C20  C18  119.09  3.000
 8L9  C22  C20  C18  120.20  3.000
 8L9  S30  C22  C23  121.23  3.000
 8L9  S30  C22  C20  117.29  3.000
 8L9  C23  C22  C20  121.48  3.000
 8L9  C26  C23  C24  116.80  3.000
 8L9  C24  C23  C22  117.32  3.000
 8L9  C26  C23  C22  125.85  3.000
 8L9  H3   C24  C23  118.89  3.000
 8L9  H3   C24  C17  119.60  3.000
 8L9  C23  C24  C17  121.50  3.000
 8L9  O29  C26  O27  127.18  3.000
 8L9  O27  C26  C23  116.20  3.000
 8L9  O29  C26  C23  116.51  3.000
 8L9  H4   C01  C09  120.70  3.000
 8L9  H4   C01  C03  120.67  3.000
 8L9  C09  C01  C03  118.62  3.000
 8L9  CL2  C03  C04  119.29  3.000
 8L9  C04  C03  C01  121.68  3.000
 8L9  CL2  C03  C01  119.03  3.000
 8L9  H5   C04  C06  121.67  3.000
 8L9  H5   C04  C03  120.54  3.000
 8L9  C06  C04  C03  117.78  3.000
 8L9  S12  C06  C07  118.61  3.000
 8L9  S12  C06  C04  118.82  3.000
 8L9  C07  C06  C04  122.44  3.000
 8L9  H6   C07  C09  120.40  3.000
 8L9  H6   C07  C06  121.74  3.000
 8L9  C09  C07  C06  117.86  3.000
 8L9  CL1  C09  C07  119.22  3.000
 8L9  C07  C09  C01  121.61  3.000
 8L9  CL1  C09  C01  119.17  3.000
 8L9  O16  S12  O15  121.17  3.000
 8L9  O16  S12  N13  105.75  3.000
 8L9  O15  S12  N13  107.38  3.000
 8L9  O16  S12  C06  108.99  3.000
 8L9  O15  S12  C06  107.81  3.000
 8L9  N13  S12  C06  104.53  3.000
 8L9  H7   N13  S12  111.29  3.000
 8L9  H7   N13  C17  114.31  3.000
 8L9  S12  N13  C17  118.46  3.000
 8L9  N33  S30  O32  107.98  3.000
 8L9  O32  S30  O31  119.31  3.000
 8L9  N33  S30  O31  106.72  3.000
 8L9  O32  S30  C22  107.89  3.000
 8L9  N33  S30  C22  105.53  3.000
 8L9  O31  S30  C22  108.61  3.000
 8L9  H9   N33  C35  113.98  3.000
 8L9  H9   N33  S30  104.73  3.000
 8L9  C35  N33  S30  116.50  3.000
 8L9  C42  C35  C36  120.85  3.000
 8L9  C42  C35  N33  119.67  3.000
 8L9  C36  C35  N33  119.44  3.000
 8L9  H10  C36  C38  120.18  3.000
 8L9  H10  C36  C35  119.42  3.000
 8L9  C38  C36  C35  120.40  3.000
 8L9  BR1  C38  C39  120.25  3.000
 8L9  C39  C38  C36  118.76  3.000
 8L9  BR1  C38  C36  120.99  3.000
 8L9  F1   C39  C40  119.11  3.000
 8L9  F1   C39  C38  119.70  3.000
 8L9  C40  C39  C38  121.18  3.000
 8L9  H11  C40  C42  120.33  3.000
 8L9  H11  C40  C39  118.84  3.000
 8L9  C42  C40  C39  120.82  3.000
 8L9  C43  C42  C40  120.24  3.000
 8L9  C40  C42  C35  117.98  3.000
 8L9  C43  C42  C35  121.76  3.000
 8L9  H14  C43  H13  108.26  3.000
 8L9  H14  C43  H12  107.11  3.000
 8L9  H13  C43  H12  107.97  3.000
 8L9  H14  C43  C42  110.82  3.000
 8L9  H13  C43  C42  110.81  3.000
 8L9  H12  C43  C42  111.71  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
 8L9  CONST_01  C22  C23  C24  C17     0.00   0.0  0
 8L9  CONST_02  C22  C20  C18  C17     0.00   0.0  0
 8L9  CONST_03  C23  C24  C17  C18     0.00   0.0  0
 8L9  CONST_04  C23  C22  C20  C18     0.00   0.0  0
 8L9  CONST_05  C24  C23  C22  C20     0.00   0.0  0
 8L9  CONST_06  C24  C17  C18  C20     0.00   0.0  0
 8L9  CONST_07  C06  C07  C09  C01     0.00   0.0  0
 8L9  CONST_08  C06  C04  C03  C01     0.00   0.0  0
 8L9  CONST_09  C07  C09  C01  C03     0.00   0.0  0
 8L9  CONST_10  C07  C06  C04  C03     0.00   0.0  0
 8L9  CONST_11  C09  C01  C03  C04     0.00   0.0  0
 8L9  CONST_12  C09  C07  C06  C04     0.00   0.0  0
 8L9  CONST_13  C39  C38  C36  C35     0.00   0.0  0
 8L9  CONST_14  C39  C40  C42  C35     0.00   0.0  0
 8L9  CONST_15  C40  C42  C35  C36     0.00   0.0  0
 8L9  CONST_16  C40  C39  C38  C36     0.00   0.0  0
 8L9  CONST_17  C42  C35  C36  C38     0.00   0.0  0
 8L9  CONST_18  C42  C40  C39  C38     0.00   0.0  0
 8L9  CONST_19  C26  C23  C24  C17   180.00   0.0  0
 8L9  CONST_20  S30  C22  C20  C18   180.00   0.0  0
 8L9  CONST_21  C26  C23  C22  C20   180.00   0.0  0
 8L9  CONST_22  N13  C17  C18  C20   180.00   0.0  0
 8L9  CONST_23  N13  C17  C24  C23   180.00   0.0  0
 8L9  CONST_24  S30  C22  C23  C24   180.00   0.0  0
 8L9  CONST_25  CL1  C09  C01  C03   180.00   0.0  0
 8L9  CONST_26  S12  C06  C04  C03   180.00   0.0  0
 8L9  CONST_27  CL1  C09  C07  C06   180.00   0.0  0
 8L9  CONST_28  CL2  C03  C04  C06   180.00   0.0  0
 8L9  CONST_29  CL2  C03  C01  C09   180.00   0.0  0
 8L9  CONST_30  S12  C06  C07  C09   180.00   0.0  0
 8L9  CONST_31  C38  C36  C35  N33   180.00   0.0  0
 8L9  CONST_32  C40  C42  C35  N33   180.00   0.0  0
 8L9  CONST_33  BR1  C38  C36  C35   180.00   0.0  0
 8L9  CONST_34  C43  C42  C35  C36   180.00   0.0  0
 8L9  CONST_35  F1   C39  C38  C36   180.00   0.0  0
 8L9  CONST_36  C43  C42  C40  C39   180.00   0.0  0
 8L9  CONST_37  BR1  C38  C39  C40   180.00   0.0  0
 8L9  CONST_38  F1   C39  C40  C42   180.00   0.0  0
 8L9  CONST_39  H2   C20  C18  C17   180.00   0.0  0
 8L9  CONST_40  H3   C24  C17  C18   180.00   0.0  0
 8L9  CONST_41  H1   C18  C20  C22   180.00   0.0  0
 8L9  CONST_42  H6   C07  C09  C01   180.00   0.0  0
 8L9  CONST_43  H5   C04  C03  C01   180.00   0.0  0
 8L9  CONST_44  H4   C01  C03  C04   180.00   0.0  0
 8L9  CONST_45  H11  C40  C42  C35   180.00   0.0  0
 8L9  CONST_46  H10  C36  C38  C39   180.00   0.0  0
 8L9  Var_01    C06  S12  N13  C17    58.92  30.0  3
 8L9  Var_02    O31  S30  C22  C20  -134.10  30.0  2
 8L9  Var_03    O29  C26  C23  C22    46.55  30.0  2
 8L9  Var_04    C35  N33  S30  C22   -68.88  30.0  3
 8L9  Var_05    N13  S12  C06  C04    89.99  30.0  2
 8L9  Var_06    H12  C43  C42  C35    68.12  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
 8L9  plan-1  C17  0.020
 8L9  plan-1  C18  0.020
 8L9  plan-1  C20  0.020
 8L9  plan-1  C22  0.020
 8L9  plan-1  C23  0.020
 8L9  plan-1  C24  0.020
 8L9  plan-1  C26  0.020
 8L9  plan-1  N13  0.020
 8L9  plan-1  S30  0.020
 8L9  plan-1  H1   0.020
 8L9  plan-1  H2   0.020
 8L9  plan-1  H3   0.020
 8L9  plan-2  C01  0.020
 8L9  plan-2  C03  0.020
 8L9  plan-2  C04  0.020
 8L9  plan-2  C06  0.020
 8L9  plan-2  C07  0.020
 8L9  plan-2  C09  0.020
 8L9  plan-2  CL1  0.020
 8L9  plan-2  S12  0.020
 8L9  plan-2  H4   0.020
 8L9  plan-2  H5   0.020
 8L9  plan-2  H6   0.020
 8L9  plan-2  CL2  0.020
 8L9  plan-3  N33  0.020
 8L9  plan-3  C35  0.020
 8L9  plan-3  C36  0.020
 8L9  plan-3  C38  0.020
 8L9  plan-3  C39  0.020
 8L9  plan-3  C40  0.020
 8L9  plan-3  C42  0.020
 8L9  plan-3  C43  0.020
 8L9  plan-3  F1   0.020
 8L9  plan-3  BR1  0.020
 8L9  plan-3  H10  0.020
 8L9  plan-3  H11  0.020
 8L9  plan-4  C17  0.020
 8L9  plan-4  S12  0.020
 8L9  plan-4  N13  0.020
 8L9  plan-4  H7   0.020
 8L9  plan-5  S30  0.020
 8L9  plan-5  N33  0.020
 8L9  plan-5  C35  0.020
 8L9  plan-5  H9   0.020
 8L9  plan-6  C23  0.020
 8L9  plan-6  C26  0.020
 8L9  plan-6  O27  0.020
 8L9  plan-6  O29  0.020

