# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 22:10:15 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: 2-fluoranyl-3-[(4-methoxynaphthalen-1-yl)sulfonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(c2ccccc12)[S](=O)(=O)Nc3cccc(C(O)=O)c3F
#
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
 8JR  8JR  '2-fluoranyl-3-[(4-methoxynaphthalen-1-yl)sulfonylamino]benzoic acid'  ligand  40  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_8JR
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
 8JR  C13  C  CR16  0  -0.259   2.9636   0.9992  -2.3271
 8JR  C15  C  CR6   0  -0.285   2.6124  -0.7828  -0.7299
 8JR  C21  C  CR66  0   0.235  -1.7631   0.2530   0.9181
 8JR  C22  C  CR16  0  -0.352  -1.5397   0.6073   2.2687
 8JR  C24  C  CR16  0  -0.254  -2.4306  -1.5021   3.0216
 8JR  C26  C  CR66  0  -0.035  -2.3392  -1.0188   0.6546
 8JR  C01  C  CH3   0  -0.441  -3.4034  -3.1069  -2.1495
 8JR  C03  C  CR6   0   0.393  -2.5837  -1.4231  -0.6969
 8JR  C04  C  CR16  0  -0.410  -2.2607  -0.5906  -1.7414
 8JR  C05  C  CR16  0  -0.219  -1.6840   0.6572  -1.4814
 8JR  C06  C  CR6   0  -0.325  -1.4402   1.0812  -0.2011
 8JR  C11  C  CR6   0   0.113   1.6840   1.4340  -0.3379
 8JR  C12  C  CR16  0  -0.246   2.2459   1.8753  -1.5278
 8JR  C14  C  CR16  0  -0.246   3.1433  -0.3145  -1.9340
 8JR  C16  C  C     0   0.552   2.8321  -2.1812  -0.2784
 8JR  C19  C  CR6   0   0.588   1.8794   0.1102   0.0440
 8JR  C23  C  CR16  0  -0.229  -1.8629  -0.2473   3.2886
 8JR  C25  C  CR16  0  -0.272  -2.6658  -1.8773   1.7270
 8JR  F20  F  F     0  -0.276   1.3274  -0.2767   1.1899
 8JR  N10  N  NC1   0  -0.798   0.9224   2.3096   0.4659
 8JR  O17  O  OH1   0  -0.592   3.2929  -2.9496  -1.2555
 8JR  O18  O  O     0  -0.422   2.6280  -2.5826   0.8391
 8JR  S07  S  S     0   1.353  -0.6418   2.6460  -0.0248
 8JR  H1   H  HCR6  0   0.278   3.3965   1.3476  -3.2539
 8JR  H2   H  HCR6  0   0.255  -1.1281   1.5695   2.5300
 8JR  H3   H  HCR6  0   0.264  -2.6836  -2.1677   3.8358
 8JR  H4   H  HCH3  0   0.240  -2.4908  -3.1975  -2.7420
 8JR  H5   H  HCH3  0   0.269  -3.8457  -4.0911  -2.0258
 8JR  H6   H  HCH3  0   0.240  -4.1100  -2.4599  -2.6731
 8JR  H7   H  HCR6  0   0.297  -2.4338  -0.8708  -2.7700
 8JR  H8   H  HCR6  0   0.292  -1.4343   1.2838  -2.3255
 8JR  H9   H  HCR6  0   0.289   2.1234   2.9090  -1.8189
 8JR  H10  H  HCR6  0   0.286   3.7189  -0.9787  -2.5623
 8JR  H11  H  HCR6  0   0.269  -1.6807   0.0550   4.3112
 8JR  H12  H  HCR6  0   0.264  -3.1065  -2.8428   1.5237
 8JR  H13  H  HNC1  0   0.422   0.9978   2.1694   1.4681
 8JR  H14  H  HOH1  0   0.491   3.4521  -3.8451  -0.9211
 8JR  O02  O  O2    0  -0.449  -3.1289  -2.6276  -0.8426
 8JR  O08  O  OS    0  -0.632  -0.5419   3.2441  -1.3431
 8JR  O09  O  OS    0  -0.649  -1.2273   3.4174   1.0580

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
 8JR  C24  C23  aromatic  1.403  0.020  1.403
 8JR  C24  C25  aromatic  1.368  0.020  1.368
 8JR  C23  C22  aromatic  1.369  0.020  1.369
 8JR  C25  C26  aromatic  1.412  0.020  1.412
 8JR  C22  C21  aromatic  1.414  0.020  1.414
 8JR  C26  C21  aromatic  1.421  0.020  1.421
 8JR  C26  C03  aromatic  1.432  0.020  1.432
 8JR  C21  C06  aromatic  1.429  0.020  1.429
 8JR  O08  S07  double    1.451  0.020  1.451
 8JR  O02  C03  single    1.330  0.020  1.330
 8JR  O02  C01  single    1.419  0.020  1.419
 8JR  C03  C04  aromatic  1.374  0.020  1.374
 8JR  C06  S07  single    1.765  0.020  1.765
 8JR  C06  C05  aromatic  1.370  0.020  1.370
 8JR  S07  O09  double    1.453  0.020  1.453
 8JR  S07  N10  single    1.673  0.020  1.673
 8JR  C04  C05  aromatic  1.399  0.020  1.399
 8JR  C12  C13  aromatic  1.386  0.020  1.386
 8JR  C12  C11  aromatic  1.388  0.020  1.388
 8JR  N10  C11  single    1.412  0.020  1.412
 8JR  C13  C14  aromatic  1.383  0.020  1.383
 8JR  C11  C19  aromatic  1.391  0.020  1.391
 8JR  C14  C15  aromatic  1.397  0.020  1.397
 8JR  C19  C15  aromatic  1.391  0.020  1.391
 8JR  C19  F20  single    1.329  0.020  1.329
 8JR  C15  C16  single    1.486  0.020  1.486
 8JR  C16  O18  double    1.205  0.020  1.205
 8JR  C16  O17  single    1.326  0.020  1.326
 8JR  C13  H1   single    0.930  0.020  1.080
 8JR  C22  H2   single    0.930  0.020  1.080
 8JR  C24  H3   single    0.930  0.020  1.080
 8JR  C01  H4   single    0.970  0.020  1.090
 8JR  C01  H5   single    0.970  0.020  1.090
 8JR  C01  H6   single    0.970  0.020  1.090
 8JR  C04  H7   single    0.930  0.020  1.080
 8JR  C05  H8   single    0.930  0.020  1.080
 8JR  C12  H9   single    0.930  0.020  1.080
 8JR  C14  H10  single    0.930  0.020  1.080
 8JR  C23  H11  single    0.930  0.020  1.080
 8JR  C25  H12  single    0.930  0.020  1.080
 8JR  N10  H13  single    0.890  0.020  1.040
 8JR  O17  H14  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
 8JR  H1   C13  C14  119.87  3.000
 8JR  H1   C13  C12  119.88  3.000
 8JR  C14  C13  C12  120.25  3.000
 8JR  C19  C15  C16  120.88  3.000
 8JR  C16  C15  C14  121.42  3.000
 8JR  C19  C15  C14  117.70  3.000
 8JR  C06  C21  C26  117.71  3.000
 8JR  C06  C21  C22  124.54  3.000
 8JR  C26  C21  C22  117.74  3.000
 8JR  H2   C22  C23  117.80  3.000
 8JR  H2   C22  C21  121.01  3.000
 8JR  C23  C22  C21  121.18  3.000
 8JR  H3   C24  C25  120.21  3.000
 8JR  H3   C24  C23  120.12  3.000
 8JR  C25  C24  C23  119.67  3.000
 8JR  C25  C26  C03  120.38  3.000
 8JR  C03  C26  C21  119.81  3.000
 8JR  C25  C26  C21  119.81  3.000
 8JR  H6   C01  H5   109.15  3.000
 8JR  H6   C01  H4   109.27  3.000
 8JR  H5   C01  H4   109.09  3.000
 8JR  H6   C01  O02  111.51  3.000
 8JR  H5   C01  O02  106.26  3.000
 8JR  H4   C01  O02  111.48  3.000
 8JR  O02  C03  C04  124.17  3.000
 8JR  C04  C03  C26  120.42  3.000
 8JR  O02  C03  C26  115.41  3.000
 8JR  H7   C04  C05  118.32  3.000
 8JR  H7   C04  C03  121.95  3.000
 8JR  C05  C04  C03  119.73  3.000
 8JR  H8   C05  C06  120.62  3.000
 8JR  H8   C05  C04  117.85  3.000
 8JR  C06  C05  C04  121.53  3.000
 8JR  S07  C06  C05  116.61  3.000
 8JR  C05  C06  C21  120.80  3.000
 8JR  S07  C06  C21  122.52  3.000
 8JR  N10  C11  C19  120.63  3.000
 8JR  C19  C11  C12  118.75  3.000
 8JR  N10  C11  C12  120.62  3.000
 8JR  H9   C12  C11  119.29  3.000
 8JR  H9   C12  C13  120.52  3.000
 8JR  C11  C12  C13  120.19  3.000
 8JR  H10  C14  C15  119.85  3.000
 8JR  H10  C14  C13  119.20  3.000
 8JR  C15  C14  C13  120.94  3.000
 8JR  O18  C16  O17  123.33  3.000
 8JR  O17  C16  C15  111.89  3.000
 8JR  O18  C16  C15  124.78  3.000
 8JR  F20  C19  C11  117.08  3.000
 8JR  F20  C19  C15  120.77  3.000
 8JR  C11  C19  C15  122.15  3.000
 8JR  H11  C23  C24  119.87  3.000
 8JR  H11  C23  C22  119.33  3.000
 8JR  C24  C23  C22  120.80  3.000
 8JR  H12  C25  C26  119.65  3.000
 8JR  H12  C25  C24  119.55  3.000
 8JR  C26  C25  C24  120.80  3.000
 8JR  H13  N10  S07  112.75  3.000
 8JR  H13  N10  C11  115.88  3.000
 8JR  S07  N10  C11  117.52  3.000
 8JR  H14  O17  C16  109.78  3.000
 8JR  O09  S07  O08  119.08  3.000
 8JR  O09  S07  N10  105.36  3.000
 8JR  O08  S07  N10  106.55  3.000
 8JR  N10  S07  C06  105.89  3.000
 8JR  O09  S07  C06  111.28  3.000
 8JR  O08  S07  C06  107.80  3.000
 8JR  C03  O02  C01  119.08  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
 8JR  CONST_01  C19  C11  C12  C13     0.00   0.0  0
 8JR  CONST_02  C19  C15  C14  C13     0.00   0.0  0
 8JR  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 8JR  CONST_04  C12  C11  C19  C15     0.00   0.0  0
 8JR  CONST_05  C24  C23  C22  C21     0.00   0.0  0
 8JR  CONST_06  C24  C25  C26  C21     0.00   0.0  0
 8JR  CONST_07  C04  C03  C26  C21     0.00   0.0  0
 8JR  CONST_08  C04  C05  C06  C21     0.00   0.0  0
 8JR  CONST_09  C25  C24  C23  C22     0.00   0.0  0
 8JR  CONST_10  C25  C26  C21  C22     0.00   0.0  0
 8JR  CONST_11  C03  C26  C21  C22   180.00   0.0  0
 8JR  CONST_12  C05  C06  C21  C22   180.00   0.0  0
 8JR  CONST_13  C03  C26  C25  C24   180.00   0.0  0
 8JR  CONST_14  C23  C24  C25  C26     0.00   0.0  0
 8JR  CONST_15  C23  C22  C21  C26     0.00   0.0  0
 8JR  CONST_16  C05  C06  C21  C26     0.00   0.0  0
 8JR  CONST_17  C05  C04  C03  C26     0.00   0.0  0
 8JR  CONST_18  C06  C21  C26  C03     0.00   0.0  0
 8JR  CONST_19  C06  C05  C04  C03     0.00   0.0  0
 8JR  CONST_20  C25  C26  C03  C04   180.00   0.0  0
 8JR  CONST_21  C23  C22  C21  C06   180.00   0.0  0
 8JR  CONST_22  C25  C26  C21  C06   180.00   0.0  0
 8JR  CONST_23  C14  C13  C12  C11     0.00   0.0  0
 8JR  CONST_24  C14  C15  C19  C11     0.00   0.0  0
 8JR  CONST_25  N10  C11  C12  C13   180.00   0.0  0
 8JR  CONST_26  C16  C15  C14  C13   180.00   0.0  0
 8JR  CONST_27  N10  C11  C19  C15   180.00   0.0  0
 8JR  CONST_28  O02  C03  C26  C21   180.00   0.0  0
 8JR  CONST_29  S07  C06  C21  C22     0.00   0.0  0
 8JR  CONST_30  S07  C06  C21  C26   180.00   0.0  0
 8JR  CONST_31  S07  C06  C05  C04   180.00   0.0  0
 8JR  CONST_32  O02  C03  C04  C05   180.00   0.0  0
 8JR  CONST_33  C16  C15  C19  C11   180.00   0.0  0
 8JR  CONST_34  F20  C19  C11  C12   180.00   0.0  0
 8JR  CONST_35  F20  C19  C15  C14   180.00   0.0  0
 8JR  CONST_36  O02  C03  C26  C25     0.00   0.0  0
 8JR  CONST_37  H1   C13  C14  C15   180.00   0.0  0
 8JR  CONST_38  H11  C23  C22  C21   180.00   0.0  0
 8JR  CONST_39  H12  C25  C26  C21   180.00   0.0  0
 8JR  CONST_40  H8   C05  C06  C21   180.00   0.0  0
 8JR  CONST_41  H3   C24  C23  C22   180.00   0.0  0
 8JR  CONST_42  H2   C22  C23  C24   180.00   0.0  0
 8JR  CONST_43  H7   C04  C03  C26   180.00   0.0  0
 8JR  CONST_44  H10  C14  C13  C12   180.00   0.0  0
 8JR  CONST_45  H9   C12  C13  C14   180.00   0.0  0
 8JR  CONST_49  H14  O17  C16  C15   180.00   0.0  0
 8JR  Var_01    O08  S07  C06  C21  -176.62  30.0  2
 8JR  Var_02    C04  C03  O02  C01     0.05  30.0  2
 8JR  Var_03    C11  N10  S07  C06    55.01  30.0  3
 8JR  Var_04    O18  C16  C15  C14   165.40  30.0  2
 8JR  Var_05    H4   C01  O02  C03    61.66  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
 8JR  plan-1  C13  0.020
 8JR  plan-1  C15  0.020
 8JR  plan-1  C11  0.020
 8JR  plan-1  C12  0.020
 8JR  plan-1  C14  0.020
 8JR  plan-1  C16  0.020
 8JR  plan-1  C19  0.020
 8JR  plan-1  F20  0.020
 8JR  plan-1  N10  0.020
 8JR  plan-1  H1   0.020
 8JR  plan-1  H9   0.020
 8JR  plan-1  H10  0.020
 8JR  plan-2  C21  0.020
 8JR  plan-2  C22  0.020
 8JR  plan-2  C24  0.020
 8JR  plan-2  C26  0.020
 8JR  plan-2  C03  0.020
 8JR  plan-2  C04  0.020
 8JR  plan-2  C05  0.020
 8JR  plan-2  C06  0.020
 8JR  plan-2  C23  0.020
 8JR  plan-2  C25  0.020
 8JR  plan-2  S07  0.020
 8JR  plan-2  H2   0.020
 8JR  plan-2  H3   0.020
 8JR  plan-2  H7   0.020
 8JR  plan-2  H8   0.020
 8JR  plan-2  H11  0.020
 8JR  plan-2  H12  0.020
 8JR  plan-2  O02  0.020
 8JR  plan-3  C11  0.020
 8JR  plan-3  N10  0.020
 8JR  plan-3  S07  0.020
 8JR  plan-3  H13  0.020
 8JR  plan-4  C15  0.020
 8JR  plan-4  C16  0.020
 8JR  plan-4  O17  0.020
 8JR  plan-4  O18  0.020
 8JR  plan-4  H14  0.020

