# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 06:07:13 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 2-fluoranyl-5-[(4-methoxynaphthalen-1-yl)sulfonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(c2ccccc12)[S](=O)(=O)Nc3ccc(F)c(c3)C(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
 8JO  8JO  '2-fluoranyl-5-[(4-methoxynaphthalen-1-yl)sulfonylamino]benzoic acid'  ligand  39  26  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8JO
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
 8JO  C4   C  CR6    0   0.390   2.5212  -1.3917  -0.9612
 8JO  C14  C  CR6    0  -0.281  -2.4900  -0.7186  -0.0531
 8JO  C5   C  CR66   0  -0.028   2.3912  -1.0086   0.4121
 8JO  C6   C  CR66   0   0.223   1.9080   0.2867   0.7393
 8JO  C11  C  CH3    0  -0.440   3.1517  -3.0795  -2.5009
 8JO  C7   C  CR16   0  -0.273   2.7380  -1.9086   1.4430
 8JO  C8   C  CR16   0  -0.251   2.6125  -1.5513   2.7580
 8JO  C9   C  CR16   0  -0.228   2.1441  -0.2711   3.0882
 8JO  C10  C  CR16   0  -0.356   1.8066   0.6254   2.1090
 8JO  C12  C  CR6    0   0.274  -1.5213   1.5102   0.0414
 8JO  C13  C  CR16   0  -0.287  -1.6558   0.2232   0.5427
 8JO  N1   N  NC1    0  -0.808  -0.6547   2.4437   0.6717
 8JO  C3   C  CR16   0  -0.410   2.1697  -0.5194  -1.9627
 8JO  C1   C  CR6    0  -0.306   1.5447   1.1537  -0.3359
 8JO  C15  C  CR6    0   0.520  -3.1821  -0.3054  -1.1850
 8JO  C16  C  CR16   0  -0.417  -3.0778   0.9763  -1.6973
 8JO  C17  C  CR16   0  -0.250  -2.2446   1.8933  -1.0816
 8JO  C2   C  CR16   0  -0.221   1.6691   0.7468  -1.6370
 8JO  F1   F  F      0  -0.305  -4.0249  -1.1372  -1.8127
 8JO  O1   O  O2     0  -0.450   2.9933  -2.6187  -1.1690
 8JO  O2   O  OS     0  -0.637   0.5380   3.3338  -1.3515
 8JO  O3   O  OS     0  -0.657   1.5885   3.5022   0.9120
 8JO  O4   O  O      0  -0.587  -2.9252  -3.0410  -0.2158
 8JO  O5   O  OC    -1  -0.584  -2.2415  -2.2157   1.7396
 8JO  S1   S  S      0   1.343   0.8168   2.7389  -0.0564
 8JO  H1   H  HCH3   0   0.268   3.5571  -4.0847  -2.4290
 8JO  H2   H  HCH3   0   0.239   2.1964  -3.1174  -3.0288
 8JO  H3   H  HCH3   0   0.238   3.8477  -2.4523  -3.0617
 8JO  H4   H  HCR6   0   0.264   3.1054  -2.8931   1.1912
 8JO  H5   H  HCR6   0   0.264   2.8783  -2.2503   3.5395
 8JO  H6   H  HCR6   0   0.269   2.0534   0.0186   4.1266
 8JO  H7   H  HCR6   0   0.257   1.4838   1.6079   2.4167
 8JO  H8   H  HCR6   0   0.265  -1.1025  -0.0729   1.4257
 8JO  H9   H  HNC1   0   0.418  -0.5634   2.3191   1.6743
 8JO  H10  H  HCR6   0   0.296   2.2570  -0.7833  -3.0066
 8JO  H11  H  HCR6   0   0.277  -3.6570   1.2582  -2.5671
 8JO  H12  H  HCR6   0   0.273  -2.1735   2.9018  -1.4633
 8JO  H13  H  HCR6   0   0.289   1.3793   1.4012  -2.4466
 8JO  C18  C  C      0   0.409  -2.5673  -2.1249   0.5432

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
 8JO  C8   C9   aromatic  1.403  0.020  1.403
 8JO  C8   C7   aromatic  1.368  0.020  1.368
 8JO  C9   C10  aromatic  1.370  0.020  1.370
 8JO  C7   C5   aromatic  1.412  0.020  1.412
 8JO  C10  C6   aromatic  1.415  0.020  1.415
 8JO  C5   C6   aromatic  1.421  0.020  1.421
 8JO  C5   C4   aromatic  1.432  0.020  1.432
 8JO  C6   C1   aromatic  1.428  0.020  1.428
 8JO  O1   C4   single    1.331  0.020  1.331
 8JO  O1   C11  single    1.418  0.020  1.418
 8JO  O2   S1   double    1.452  0.020  1.452
 8JO  C4   C3   aromatic  1.374  0.020  1.374
 8JO  C1   S1   single    1.767  0.020  1.767
 8JO  C1   C2   aromatic  1.369  0.020  1.369
 8JO  S1   N1   single    1.668  0.020  1.668
 8JO  S1   O3   double    1.455  0.020  1.455
 8JO  C3   C2   aromatic  1.400  0.020  1.400
 8JO  N1   C12  single    1.421  0.020  1.421
 8JO  C17  C12  aromatic  1.390  0.020  1.390
 8JO  C17  C16  aromatic  1.384  0.020  1.384
 8JO  C12  C13  aromatic  1.388  0.020  1.388
 8JO  C16  C15  aromatic  1.384  0.020  1.384
 8JO  C13  C14  aromatic  1.392  0.020  1.392
 8JO  C15  C14  aromatic  1.390  0.020  1.390
 8JO  C15  F1   single    1.340  0.020  1.340
 8JO  C14  C18  single    1.529  0.020  1.529
 8JO  C18  O4   deloc     1.242  0.020  1.242
 8JO  C18  O5   deloc     1.243  0.020  1.243
 8JO  C11  H1   single    0.970  0.020  1.090
 8JO  C11  H2   single    0.970  0.020  1.090
 8JO  C11  H3   single    0.970  0.020  1.090
 8JO  C7   H4   single    0.930  0.020  1.080
 8JO  C8   H5   single    0.930  0.020  1.080
 8JO  C9   H6   single    0.930  0.020  1.080
 8JO  C10  H7   single    0.930  0.020  1.080
 8JO  C13  H8   single    0.930  0.020  1.080
 8JO  N1   H9   single    0.890  0.020  1.040
 8JO  C3   H10  single    0.930  0.020  1.080
 8JO  C16  H11  single    0.930  0.020  1.080
 8JO  C17  H12  single    0.930  0.020  1.080
 8JO  C2   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
 8JO  O1   C4   C3   124.22  3.000
 8JO  C3   C4   C5   120.40  3.000
 8JO  O1   C4   C5   115.38  3.000
 8JO  C18  C14  C15  124.46  3.000
 8JO  C18  C14  C13  119.04  3.000
 8JO  C15  C14  C13  116.48  3.000
 8JO  C7   C5   C6   119.78  3.000
 8JO  C6   C5   C4   119.72  3.000
 8JO  C7   C5   C4   120.50  3.000
 8JO  C1   C6   C10  124.42  3.000
 8JO  C1   C6   C5   117.82  3.000
 8JO  C10  C6   C5   117.75  3.000
 8JO  H3   C11  H2   109.22  3.000
 8JO  H3   C11  H1   109.13  3.000
 8JO  H2   C11  H1   109.05  3.000
 8JO  H3   C11  O1   111.52  3.000
 8JO  H2   C11  O1   111.56  3.000
 8JO  H1   C11  O1   106.27  3.000
 8JO  H4   C7   C8   119.54  3.000
 8JO  H4   C7   C5   119.62  3.000
 8JO  C8   C7   C5   120.84  3.000
 8JO  H5   C8   C9   120.12  3.000
 8JO  H5   C8   C7   120.20  3.000
 8JO  C9   C8   C7   119.68  3.000
 8JO  H6   C9   C10  119.35  3.000
 8JO  H6   C9   C8   119.89  3.000
 8JO  C10  C9   C8   120.76  3.000
 8JO  H7   C10  C9   117.77  3.000
 8JO  H7   C10  C6   121.03  3.000
 8JO  C9   C10  C6   121.18  3.000
 8JO  C17  C12  N1   119.65  3.000
 8JO  C17  C12  C13  119.81  3.000
 8JO  N1   C12  C13  120.53  3.000
 8JO  H8   C13  C12  119.90  3.000
 8JO  H8   C13  C14  118.03  3.000
 8JO  C12  C13  C14  122.07  3.000
 8JO  H9   N1   S1   111.95  3.000
 8JO  H9   N1   C12  114.37  3.000
 8JO  S1   N1   C12  117.43  3.000
 8JO  H10  C3   C2   118.34  3.000
 8JO  H10  C3   C4   121.91  3.000
 8JO  C2   C3   C4   119.75  3.000
 8JO  S1   C1   C2   117.03  3.000
 8JO  C2   C1   C6   120.79  3.000
 8JO  S1   C1   C6   122.04  3.000
 8JO  F1   C15  C16  116.66  3.000
 8JO  F1   C15  C14  120.68  3.000
 8JO  C16  C15  C14  122.64  3.000
 8JO  H11  C16  C17  120.48  3.000
 8JO  H11  C16  C15  119.89  3.000
 8JO  C17  C16  C15  119.62  3.000
 8JO  H12  C17  C16  120.06  3.000
 8JO  H12  C17  C12  120.56  3.000
 8JO  C16  C17  C12  119.37  3.000
 8JO  H13  C2   C1   120.51  3.000
 8JO  H13  C2   C3   117.99  3.000
 8JO  C1   C2   C3   121.50  3.000
 8JO  C11  O1   C4   119.06  3.000
 8JO  O3   S1   O2   118.72  3.000
 8JO  O3   S1   C1   110.95  3.000
 8JO  O2   S1   C1   107.79  3.000
 8JO  O3   S1   N1   105.68  3.000
 8JO  C1   S1   N1   105.89  3.000
 8JO  O2   S1   N1   107.01  3.000
 8JO  O5   C18  O4   127.55  3.000
 8JO  O5   C18  C14  115.41  3.000
 8JO  O4   C18  C14  117.03  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
 8JO  CONST_01  C8   C7   C5   C4    180.00   0.0  0
 8JO  CONST_02  C10  C6   C5   C4    180.00   0.0  0
 8JO  CONST_03  C1   C6   C5   C4      0.00   0.0  0
 8JO  CONST_04  C1   C2   C3   C4      0.00   0.0  0
 8JO  CONST_05  C17  C12  C13  C14     0.00   0.0  0
 8JO  CONST_06  C17  C16  C15  C14     0.00   0.0  0
 8JO  CONST_07  C9   C8   C7   C5      0.00   0.0  0
 8JO  CONST_08  C9   C10  C6   C5      0.00   0.0  0
 8JO  CONST_09  C2   C1   C6   C5      0.00   0.0  0
 8JO  CONST_10  C2   C3   C4   C5      0.00   0.0  0
 8JO  CONST_11  C8   C9   C10  C6      0.00   0.0  0
 8JO  CONST_12  C8   C7   C5   C6      0.00   0.0  0
 8JO  CONST_13  C3   C4   C5   C6      0.00   0.0  0
 8JO  CONST_14  C3   C2   C1   C6      0.00   0.0  0
 8JO  CONST_15  C10  C9   C8   C7      0.00   0.0  0
 8JO  CONST_16  C10  C6   C5   C7      0.00   0.0  0
 8JO  CONST_17  C1   C6   C5   C7    180.00   0.0  0
 8JO  CONST_18  C3   C4   C5   C7    180.00   0.0  0
 8JO  CONST_19  C1   C6   C10  C9    180.00   0.0  0
 8JO  CONST_20  C2   C1   C6   C10   180.00   0.0  0
 8JO  CONST_21  C15  C16  C17  C12     0.00   0.0  0
 8JO  CONST_22  C15  C14  C13  C12     0.00   0.0  0
 8JO  CONST_23  C16  C17  C12  C13     0.00   0.0  0
 8JO  CONST_24  C16  C15  C14  C13     0.00   0.0  0
 8JO  CONST_25  N1   C12  C13  C14   180.00   0.0  0
 8JO  CONST_26  S1   C1   C6   C5    180.00   0.0  0
 8JO  CONST_27  O1   C4   C5   C6    180.00   0.0  0
 8JO  CONST_28  O1   C4   C5   C7      0.00   0.0  0
 8JO  CONST_29  S1   C1   C6   C10     0.00   0.0  0
 8JO  CONST_30  C18  C14  C13  C12   180.00   0.0  0
 8JO  CONST_31  F1   C15  C14  C13   180.00   0.0  0
 8JO  CONST_32  C16  C17  C12  N1    180.00   0.0  0
 8JO  CONST_33  S1   C1   C2   C3    180.00   0.0  0
 8JO  CONST_34  C18  C14  C15  C16   180.00   0.0  0
 8JO  CONST_35  F1   C15  C16  C17   180.00   0.0  0
 8JO  CONST_36  O1   C4   C3   C2    180.00   0.0  0
 8JO  CONST_37  H4   C7   C5   C4      0.00   0.0  0
 8JO  CONST_38  H13  C2   C3   C4    180.00   0.0  0
 8JO  CONST_39  H11  C16  C15  C14   180.00   0.0  0
 8JO  CONST_40  H5   C8   C7   C5    180.00   0.0  0
 8JO  CONST_41  H7   C10  C6   C5    180.00   0.0  0
 8JO  CONST_42  H10  C3   C4   C5    180.00   0.0  0
 8JO  CONST_43  H6   C9   C10  C6    180.00   0.0  0
 8JO  CONST_44  H12  C17  C12  C13   180.00   0.0  0
 8JO  CONST_45  H8   C13  C14  C15   180.00   0.0  0
 8JO  Var_01    O2   S1   C1   C6   -178.29  30.0  2
 8JO  Var_02    C3   C4   O1   C11    -0.07  30.0  2
 8JO  Var_03    C1   S1   N1   C12   -51.25  30.0  1
 8JO  Var_04    O4   C18  C14  C13  -156.17  30.0  2
 8JO  Var_05    H1   C11  O1   C4    179.23  30.0  3

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
 8JO  plan-1  C14  0.020
 8JO  plan-1  C12  0.020
 8JO  plan-1  C13  0.020
 8JO  plan-1  N1   0.020
 8JO  plan-1  C15  0.020
 8JO  plan-1  C16  0.020
 8JO  plan-1  C17  0.020
 8JO  plan-1  F1   0.020
 8JO  plan-1  H8   0.020
 8JO  plan-1  H11  0.020
 8JO  plan-1  H12  0.020
 8JO  plan-1  C18  0.020
 8JO  plan-2  C4   0.020
 8JO  plan-2  C5   0.020
 8JO  plan-2  C6   0.020
 8JO  plan-2  C7   0.020
 8JO  plan-2  C8   0.020
 8JO  plan-2  C9   0.020
 8JO  plan-2  C10  0.020
 8JO  plan-2  C3   0.020
 8JO  plan-2  C1   0.020
 8JO  plan-2  C2   0.020
 8JO  plan-2  O1   0.020
 8JO  plan-2  S1   0.020
 8JO  plan-2  H4   0.020
 8JO  plan-2  H5   0.020
 8JO  plan-2  H6   0.020
 8JO  plan-2  H7   0.020
 8JO  plan-2  H10  0.020
 8JO  plan-2  H13  0.020
 8JO  plan-3  C12  0.020
 8JO  plan-3  N1   0.020
 8JO  plan-3  S1   0.020
 8JO  plan-3  H9   0.020
 8JO  plan-4  C14  0.020
 8JO  plan-4  O4   0.020
 8JO  plan-4  O5   0.020
 8JO  plan-4  C18  0.020

