# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 01:31:22 2022
#   Inital geometry file: a 100 line input string
#   Ligand name: 5-bromanyl-2-(naphthalen-2-ylsulfonylamino)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(Br)ccc1N[S](=O)(=O)c2ccc3ccccc3c2
#
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
 QEN  QEN  '5-bromanyl-2-(naphthalen-2-ylsulfonylamino)benzoic acid'  ligand  35  24  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QEN
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
 QEN  CAO  C   C1     0  -0.297   3.0245   7.9963  -26.0840
 QEN  CAW  C   C      0   0.128   1.7136   7.4859  -25.9825
 QEN  CAL  C   C1     0  -0.301   1.2264   6.9349  -24.7736
 QEN  CAG  C   C1     0  -0.252  -0.0477   6.4451  -24.7008
 QEN  CAF  C   C1     0  -0.246  -0.8923   6.4850  -25.8314
 QEN  CAK  C   C1     0  -0.306  -0.4472   7.0103  -27.0133
 QEN  CAV  C   C      0   0.125   0.8662   7.5233  -27.1205
 QEN  CAM  C   C1     0  -0.299   1.3601   8.0664  -28.3284
 QEN  CAJ  C   C1     0  -0.238   2.6352   8.5510  -28.4139
 QEN  CAS  C   C      0  -0.205   3.4643   8.5090  -27.2746
 QEN  SAX  S   S      0   1.353   5.1097   9.1687  -27.3546
 QEN  OAB  O   OS     0  -0.652   5.9859   8.3471  -26.5357
 QEN  OAC  O   OS     0  -0.645   5.4347   9.3764  -28.7565
 QEN  NAP  N   NC1    0  -0.831   5.0329  10.6282  -26.5849
 QEN  CAT  C   CR6    0   0.272   4.0127  11.5404  -26.9190
 QEN  CAI  C   CR16   0  -0.270   3.8525  12.0083  -28.2219
 QEN  CAH  C   CR16   0  -0.233   2.8423  12.9014  -28.5325
 QEN  CAR  C   CR6    0  -0.103   1.9966  13.3428  -27.5265
 QEN  BR1  BR  BR     0  -0.055   0.6069  14.5551  -27.9452
 QEN  CAN  C   CR16   0  -0.267   2.1612  12.9112  -26.2230
 QEN  CAU  C   CR6    0  -0.173   3.1649  12.0033  -25.8990
 QEN  CAQ  C   C      0   0.488   3.3067  11.5680  -24.4409
 QEN  OAD  O   O      0  -0.597   4.2831  10.8146  -24.1691
 QEN  OAA  O   OC    -1  -0.536   2.4708  11.9890  -23.6388
 QEN  H1   H   H      0   0.282   3.6662   7.9628  -25.2118
 QEN  H2   H   H      0   0.263   1.8786   6.9063  -23.9092
 QEN  H3   H   H      0   0.264  -0.4153   6.0241  -23.7744
 QEN  H4   H   H      0   0.264  -1.8986   6.0940  -25.7586
 QEN  H5   H   H      0   0.262  -1.0942   7.0393  -27.8815
 QEN  H6   H   H      0   0.267   0.7136   8.0923  -29.1969
 QEN  H7   H   H      0   0.278   3.0016   8.9601  -29.3447
 QEN  H8   H   HNC1   0   0.427   4.9959  10.5173  -25.5297
 QEN  H9   H   HCR6   0   0.280   4.5253  11.6888  -29.0043
 QEN  H10  H   HCR6   0   0.281   2.7319  13.2489  -29.5510
 QEN  H11  H   HCR6   0   0.274   1.5091  13.2614  -25.4345

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
 QEN  OAC  SAX  double    1.454  0.020  1.454
 QEN  CAJ  CAM  aromatic  1.367  0.020  1.367
 QEN  CAJ  CAS  aromatic  1.410  0.020  1.410
 QEN  CAM  CAV  aromatic  1.413  0.020  1.413
 QEN  CAH  CAI  aromatic  1.384  0.020  1.384
 QEN  CAH  CAR  aromatic  1.386  0.020  1.386
 QEN  CAI  CAT  aromatic  1.394  0.020  1.394
 QEN  SAX  CAS  single    1.775  0.020  1.775
 QEN  SAX  OAB  double    1.454  0.020  1.454
 QEN  SAX  NAP  single    1.652  0.020  1.652
 QEN  CAS  CAO  aromatic  1.369  0.020  1.369
 QEN  CAV  CAK  aromatic  1.414  0.020  1.414
 QEN  CAV  CAW  aromatic  1.419  0.020  1.419
 QEN  CAK  CAF  aromatic  1.368  0.020  1.368
 QEN  BR1  CAR  single    1.891  0.020  1.891
 QEN  CAR  CAN  aromatic  1.383  0.020  1.383
 QEN  CAT  NAP  single    1.409  0.020  1.409
 QEN  CAT  CAU  aromatic  1.405  0.020  1.405
 QEN  CAO  CAW  aromatic  1.410  0.020  1.410
 QEN  CAW  CAL  aromatic  1.415  0.020  1.415
 QEN  CAF  CAG  aromatic  1.412  0.020  1.412
 QEN  CAN  CAU  aromatic  1.392  0.020  1.392
 QEN  CAU  CAQ  single    1.528  0.020  1.528
 QEN  CAL  CAG  aromatic  1.367  0.020  1.367
 QEN  CAQ  OAD  deloc     1.263  0.020  1.263
 QEN  CAQ  OAA  deloc     1.233  0.020  1.233
 QEN  CAO  H1   single    0.930  0.020  1.080
 QEN  CAL  H2   single    0.930  0.020  1.080
 QEN  CAG  H3   single    0.930  0.020  1.080
 QEN  CAF  H4   single    0.930  0.020  1.080
 QEN  CAK  H5   single    0.930  0.020  1.080
 QEN  CAM  H6   single    0.930  0.020  1.080
 QEN  CAJ  H7   single    0.930  0.020  1.080
 QEN  NAP  H8   single    0.890  0.020  1.040
 QEN  CAI  H9   single    0.930  0.020  1.080
 QEN  CAH  H10  single    0.930  0.020  1.080
 QEN  CAN  H11  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
 QEN  H1   CAO  CAS  121.44  3.000
 QEN  H1   CAO  CAW  118.77  3.000
 QEN  CAS  CAO  CAW  119.79  3.000
 QEN  CAV  CAW  CAL  119.32  3.000
 QEN  CAL  CAW  CAO  121.50  3.000
 QEN  CAV  CAW  CAO  119.18  3.000
 QEN  H2   CAL  CAG  120.61  3.000
 QEN  H2   CAL  CAW  118.99  3.000
 QEN  CAG  CAL  CAW  120.40  3.000
 QEN  H3   CAG  CAF  119.57  3.000
 QEN  H3   CAG  CAL  120.12  3.000
 QEN  CAF  CAG  CAL  120.32  3.000
 QEN  H4   CAF  CAK  119.97  3.000
 QEN  H4   CAF  CAG  119.48  3.000
 QEN  CAK  CAF  CAG  120.54  3.000
 QEN  H5   CAK  CAV  118.97  3.000
 QEN  H5   CAK  CAF  120.56  3.000
 QEN  CAV  CAK  CAF  120.47  3.000
 QEN  CAM  CAV  CAK  121.92  3.000
 QEN  CAK  CAV  CAW  118.96  3.000
 QEN  CAM  CAV  CAW  119.13  3.000
 QEN  H6   CAM  CAJ  119.89  3.000
 QEN  H6   CAM  CAV  119.07  3.000
 QEN  CAJ  CAM  CAV  121.04  3.000
 QEN  H7   CAJ  CAS  120.53  3.000
 QEN  H7   CAJ  CAM  120.29  3.000
 QEN  CAS  CAJ  CAM  119.18  3.000
 QEN  SAX  CAS  CAJ  119.86  3.000
 QEN  SAX  CAS  CAO  118.45  3.000
 QEN  CAJ  CAS  CAO  121.68  3.000
 QEN  NAP  SAX  OAC  109.48  3.000
 QEN  NAP  SAX  OAB  105.36  3.000
 QEN  OAC  SAX  OAB  119.28  3.000
 QEN  NAP  SAX  CAS  105.33  3.000
 QEN  OAB  SAX  CAS  108.87  3.000
 QEN  OAC  SAX  CAS  107.69  3.000
 QEN  H8   NAP  CAT  106.14  3.000
 QEN  H8   NAP  SAX  111.87  3.000
 QEN  CAT  NAP  SAX  119.69  3.000
 QEN  CAU  CAT  CAI  119.92  3.000
 QEN  CAU  CAT  NAP  118.57  3.000
 QEN  CAI  CAT  NAP  121.49  3.000
 QEN  H9   CAI  CAH  118.88  3.000
 QEN  H9   CAI  CAT  120.42  3.000
 QEN  CAH  CAI  CAT  120.70  3.000
 QEN  H10  CAH  CAR  121.24  3.000
 QEN  H10  CAH  CAI  119.55  3.000
 QEN  CAR  CAH  CAI  119.20  3.000
 QEN  CAN  CAR  BR1  119.75  3.000
 QEN  CAN  CAR  CAH  120.79  3.000
 QEN  BR1  CAR  CAH  119.45  3.000
 QEN  H11  CAN  CAU  118.45  3.000
 QEN  H11  CAN  CAR  120.95  3.000
 QEN  CAU  CAN  CAR  120.59  3.000
 QEN  CAQ  CAU  CAN  118.35  3.000
 QEN  CAQ  CAU  CAT  122.88  3.000
 QEN  CAN  CAU  CAT  118.76  3.000
 QEN  OAA  CAQ  OAD  126.02  3.000
 QEN  OAA  CAQ  CAU  117.43  3.000
 QEN  OAD  CAQ  CAU  116.55  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
 QEN  CONST_01  CAM  CAJ  CAS  CAO    0.00   0.0  0
 QEN  CONST_02  CAM  CAV  CAW  CAO    0.00   0.0  0
 QEN  CONST_03  CAK  CAV  CAW  CAO  180.00   0.0  0
 QEN  CONST_04  CAG  CAL  CAW  CAO  180.00   0.0  0
 QEN  CONST_05  CAJ  CAM  CAV  CAW    0.00   0.0  0
 QEN  CONST_06  CAF  CAK  CAV  CAW    0.00   0.0  0
 QEN  CONST_07  CAJ  CAS  CAO  CAW    0.00   0.0  0
 QEN  CONST_08  CAF  CAG  CAL  CAW    0.00   0.0  0
 QEN  CONST_09  CAM  CAV  CAW  CAL  180.00   0.0  0
 QEN  CONST_10  CAK  CAV  CAW  CAL    0.00   0.0  0
 QEN  CONST_11  CAS  CAO  CAW  CAL  180.00   0.0  0
 QEN  CONST_12  CAK  CAF  CAG  CAL    0.00   0.0  0
 QEN  CONST_13  CAV  CAK  CAF  CAG    0.00   0.0  0
 QEN  CONST_14  CAV  CAW  CAL  CAG    0.00   0.0  0
 QEN  CONST_15  CAM  CAV  CAK  CAF  180.00   0.0  0
 QEN  CONST_16  CAJ  CAM  CAV  CAK  180.00   0.0  0
 QEN  CONST_17  CAS  CAJ  CAM  CAV    0.00   0.0  0
 QEN  CONST_18  CAS  CAO  CAW  CAV    0.00   0.0  0
 QEN  CONST_19  CAR  CAH  CAI  CAT    0.00   0.0  0
 QEN  CONST_20  CAR  CAN  CAU  CAT    0.00   0.0  0
 QEN  CONST_21  CAN  CAR  CAH  CAI    0.00   0.0  0
 QEN  CONST_22  CAN  CAU  CAT  CAI    0.00   0.0  0
 QEN  CONST_23  CAU  CAT  CAI  CAH    0.00   0.0  0
 QEN  CONST_24  CAU  CAN  CAR  CAH    0.00   0.0  0
 QEN  CONST_25  SAX  CAS  CAO  CAW  180.00   0.0  0
 QEN  CONST_26  SAX  CAS  CAJ  CAM  180.00   0.0  0
 QEN  CONST_27  CAH  CAI  CAT  NAP  180.00   0.0  0
 QEN  CONST_28  CAN  CAU  CAT  NAP  180.00   0.0  0
 QEN  CONST_29  BR1  CAR  CAH  CAI  180.00   0.0  0
 QEN  CONST_30  CAQ  CAU  CAT  CAI  180.00   0.0  0
 QEN  CONST_31  CAQ  CAU  CAN  CAR  180.00   0.0  0
 QEN  CONST_32  CAU  CAN  CAR  BR1  180.00   0.0  0
 QEN  CONST_33  H7   CAJ  CAS  CAO  180.00   0.0  0
 QEN  CONST_34  H2   CAL  CAW  CAO    0.00   0.0  0
 QEN  CONST_35  H6   CAM  CAV  CAW  180.00   0.0  0
 QEN  CONST_36  H5   CAK  CAV  CAW  180.00   0.0  0
 QEN  CONST_37  H3   CAG  CAL  CAW  180.00   0.0  0
 QEN  CONST_38  H1   CAO  CAW  CAL    0.00   0.0  0
 QEN  CONST_39  H4   CAF  CAG  CAL  180.00   0.0  0
 QEN  CONST_40  H10  CAH  CAI  CAT  180.00   0.0  0
 QEN  CONST_41  H11  CAN  CAU  CAT  180.00   0.0  0
 QEN  CONST_42  H9   CAI  CAH  CAR  180.00   0.0  0
 QEN  CONST_45  H8   NAP  CAT  CAI  180.00   0.0  0
 QEN  Var_01    OAC  SAX  CAS  CAO  167.93  30.0  3
 QEN  Var_02    CAT  NAP  SAX  CAS  -48.88  30.0  3
 QEN  Var_03    OAD  CAQ  CAU  CAT    3.79  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
 QEN  plan-1  NAP  0.020
 QEN  plan-1  CAT  0.020
 QEN  plan-1  CAI  0.020
 QEN  plan-1  CAH  0.020
 QEN  plan-1  CAR  0.020
 QEN  plan-1  BR1  0.020
 QEN  plan-1  CAN  0.020
 QEN  plan-1  CAU  0.020
 QEN  plan-1  CAQ  0.020
 QEN  plan-1  H9   0.020
 QEN  plan-1  H10  0.020
 QEN  plan-1  H11  0.020
 QEN  plan-2  CAO  0.020
 QEN  plan-2  CAW  0.020
 QEN  plan-2  CAL  0.020
 QEN  plan-2  CAG  0.020
 QEN  plan-2  CAF  0.020
 QEN  plan-2  CAK  0.020
 QEN  plan-2  CAV  0.020
 QEN  plan-2  CAM  0.020
 QEN  plan-2  CAJ  0.020
 QEN  plan-2  CAS  0.020
 QEN  plan-2  SAX  0.020
 QEN  plan-2  H1   0.020
 QEN  plan-2  H2   0.020
 QEN  plan-2  H3   0.020
 QEN  plan-2  H4   0.020
 QEN  plan-2  H5   0.020
 QEN  plan-2  H6   0.020
 QEN  plan-2  H7   0.020
 QEN  plan-3  SAX  0.020
 QEN  plan-3  NAP  0.020
 QEN  plan-3  CAT  0.020
 QEN  plan-3  H8   0.020
 QEN  plan-4  CAU  0.020
 QEN  plan-4  CAQ  0.020
 QEN  plan-4  OAD  0.020
 QEN  plan-4  OAA  0.020

