# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 15:54:17 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: 2-(acetylamino)naphthalene-1,5-disulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1ccc2c(cccc2[S](O)(=O)=O)c1[S](O)(=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
 TK4  TK4  '2-(acetylamino)naphthalene-1,5-disulfonic acid'  ligand  31  22  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TK4
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
 TK4  C1    C  CR6    0  -0.415  -0.3846   0.0055   1.2106
 TK4  C2    C  CR6    0   0.389   0.9892   0.0389   1.4356
 TK4  C3    C  CR16   0  -0.318   1.8607   0.0351   0.3178
 TK4  C4    C  CR16   0  -0.324   1.3865   0.0038  -0.9542
 TK4  C5    C  C      0  -0.278  -0.5074  -0.0567  -2.5642
 TK4  C6    C  C1     0  -0.292  -1.8541  -0.0907  -2.7935
 TK4  C7    C  C1     0  -0.228  -2.7433  -0.0976  -1.7076
 TK4  C8    C  C1     0  -0.338  -2.2896  -0.0679  -0.4205
 TK4  C9    C  CR6    0   0.186  -0.8983  -0.0300  -0.1278
 TK4  C10   C  CR6    0   0.133   0.0011  -0.0277  -1.2335
 TK4  S1    S  S      0   1.435  -1.5994   0.0068   2.5585
 TK4  O11   O  OS    -1  -0.730  -2.4085   1.2158   2.3557
 TK4  O12   O  OS     0  -0.730  -2.3423  -1.2519   2.4154
 TK4  O13   O  OS     0  -0.739  -0.8418   0.0598   3.8342
 TK4  N2    N  NH1    0  -0.768   1.5050   0.0764   2.7245
 TK4  C21   C  C      0   0.509   2.7928   0.1109   3.1661
 TK4  O2    O  O      0  -0.468   3.7835   0.1099   2.4574
 TK4  C22   C  CH3    0  -0.795   2.8798   0.1552   4.6735
 TK4  S5    S  S      0   1.420   0.5921  -0.0483  -3.9915
 TK4  O51   O  OS    -1  -0.752   1.3686   1.1987  -3.8771
 TK4  O52   O  OS     0  -0.753   1.4126  -1.2648  -3.8566
 TK4  O53   O  OS     0  -0.733  -0.2901  -0.0740  -5.1692
 TK4  H3    H  HCR6   0   0.294   2.9248   0.0588   0.4769
 TK4  H4    H  HCR6   0   0.260   2.1092   0.0031  -1.7536
 TK4  H6    H  H      0   0.270  -2.2402  -0.1129  -3.8024
 TK4  H7    H  H      0   0.262  -3.8089  -0.1261  -1.8938
 TK4  H8    H  H      0   0.261  -3.0264  -0.0742   0.3634
 TK4  HN2   H  HNH1   0   0.438   0.7773   0.0807   3.4428
 TK4  H221  H  HCH3   0   0.266   3.9192   0.1661   4.9908
 TK4  H222  H  HCH3   0   0.269   2.3856   1.0472   5.0616
 TK4  H223  H  HCH3   0   0.268   2.3865  -0.7107   5.1175

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
 TK4  C1   C2    aromatic  1.393  0.020  1.393
 TK4  C1   C9    aromatic  1.434  0.020  1.434
 TK4  C1   S1    single    1.815  0.020  1.815
 TK4  C2   C3    aromatic  1.417  0.020  1.417
 TK4  C2   N2    single    1.389  0.020  1.389
 TK4  C3   C4    aromatic  1.358  0.020  1.358
 TK4  C3   H3    single    0.930  0.020  1.080
 TK4  C4   C10   aromatic  1.414  0.020  1.414
 TK4  C4   H4    single    0.930  0.020  1.080
 TK4  C5   C6    aromatic  1.366  0.020  1.366
 TK4  C5   C10   aromatic  1.425  0.020  1.425
 TK4  C5   S5    single    1.802  0.020  1.802
 TK4  C6   C7    aromatic  1.404  0.020  1.404
 TK4  C6   H6    single    0.930  0.020  1.080
 TK4  C7   C8    aromatic  1.365  0.020  1.365
 TK4  C7   H7    single    0.930  0.020  1.080
 TK4  C8   C9    aromatic  1.422  0.020  1.422
 TK4  C8   H8    single    0.930  0.020  1.080
 TK4  C9   C10   aromatic  1.425  0.020  1.425
 TK4  S1   O11   deloc     1.469  0.020  1.469
 TK4  S1   O12   deloc     1.469  0.020  1.469
 TK4  S1   O13   deloc     1.485  0.020  1.485
 TK4  N2   C21   single    1.362  0.020  1.362
 TK4  N2   HN2   single    0.860  0.020  1.020
 TK4  C21  O2    double    1.218  0.020  1.218
 TK4  C21  C22   single    1.511  0.020  1.511
 TK4  C22  H221  single    0.970  0.020  1.090
 TK4  C22  H222  single    0.970  0.020  1.090
 TK4  C22  H223  single    0.970  0.020  1.090
 TK4  S5   O51   deloc     1.473  0.020  1.473
 TK4  S5   O52   deloc     1.474  0.020  1.474
 TK4  S5   O53   deloc     1.472  0.020  1.472

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
 TK4  S1    C1   C9    116.97  3.000
 TK4  S1    C1   C2    122.71  3.000
 TK4  C9    C1   C2    120.32  3.000
 TK4  N2    C2   C3    120.24  3.000
 TK4  N2    C2   C1    121.13  3.000
 TK4  C3    C2   C1    118.63  3.000
 TK4  H3    C3   C4    118.97  3.000
 TK4  H3    C3   C2    119.42  3.000
 TK4  C4    C3   C2    121.61  3.000
 TK4  H4    C4   C10   120.71  3.000
 TK4  H4    C4   C3    117.43  3.000
 TK4  C10   C4   C3    121.86  3.000
 TK4  S5    C5   C10   121.46  3.000
 TK4  S5    C5   C6    117.94  3.000
 TK4  C10   C5   C6    120.60  3.000
 TK4  H6    C6   C7    119.73  3.000
 TK4  H6    C6   C5    120.63  3.000
 TK4  C7    C6   C5    119.65  3.000
 TK4  H7    C7   C8    119.35  3.000
 TK4  H7    C7   C6    119.40  3.000
 TK4  C8    C7   C6    121.25  3.000
 TK4  H8    C8   C9    121.34  3.000
 TK4  H8    C8   C7    117.35  3.000
 TK4  C9    C8   C7    121.32  3.000
 TK4  C10   C9   C8    117.24  3.000
 TK4  C10   C9   C1    119.86  3.000
 TK4  C8    C9   C1    122.90  3.000
 TK4  C9    C10  C5    119.95  3.000
 TK4  C9    C10  C4    117.72  3.000
 TK4  C5    C10  C4    122.33  3.000
 TK4  O13   S1   O12   111.87  3.000
 TK4  O13   S1   O11   111.74  3.000
 TK4  O12   S1   O11   114.41  3.000
 TK4  O13   S1   C1    107.26  3.000
 TK4  O12   S1   C1    105.41  3.000
 TK4  O11   S1   C1    105.47  3.000
 TK4  HN2   N2   C21   116.43  3.000
 TK4  HN2   N2   C2    112.81  3.000
 TK4  C21   N2   C2    130.76  3.000
 TK4  C22   C21  O2    122.26  3.000
 TK4  C22   C21  N2    112.26  3.000
 TK4  O2    C21  N2    125.48  3.000
 TK4  H223  C22  H222  107.42  3.000
 TK4  H223  C22  H221  108.76  3.000
 TK4  H222  C22  H221  108.73  3.000
 TK4  H223  C22  C21   110.90  3.000
 TK4  H222  C22  C21   110.66  3.000
 TK4  H221  C22  C21   110.29  3.000
 TK4  O53   S5   O52   113.12  3.000
 TK4  O53   S5   O51   113.13  3.000
 TK4  O52   S5   O51   113.46  3.000
 TK4  O53   S5   C5    105.55  3.000
 TK4  O52   S5   C5    105.28  3.000
 TK4  O51   S5   C5    105.31  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
 TK4  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 TK4  CONST_02  C7    C8   C9   C1   180.00   0.0  0
 TK4  CONST_03  C4    C10  C9   C1     0.00   0.0  0
 TK4  CONST_04  C5    C10  C9   C1   180.00   0.0  0
 TK4  CONST_05  C8    C9   C1   C2   180.00   0.0  0
 TK4  CONST_06  C10   C9   C1   C2     0.00   0.0  0
 TK4  CONST_07  C10   C4   C3   C2     0.00   0.0  0
 TK4  CONST_08  C9    C1   C2   C3     0.00   0.0  0
 TK4  CONST_09  C5    C10  C4   C3   180.00   0.0  0
 TK4  CONST_10  C9    C10  C4   C3     0.00   0.0  0
 TK4  CONST_11  C6    C5   C10  C4   180.00   0.0  0
 TK4  CONST_12  C8    C9   C10  C4   180.00   0.0  0
 TK4  CONST_13  C8    C7   C6   C5     0.00   0.0  0
 TK4  CONST_14  C8    C9   C10  C5     0.00   0.0  0
 TK4  CONST_15  C9    C10  C5   C6     0.00   0.0  0
 TK4  CONST_16  C9    C8   C7   C6     0.00   0.0  0
 TK4  CONST_17  C10   C5   C6   C7     0.00   0.0  0
 TK4  CONST_18  C10   C9   C8   C7     0.00   0.0  0
 TK4  CONST_19  S1    C1   C2   C3   180.00   0.0  0
 TK4  CONST_20  N2    C2   C3   C4   180.00   0.0  0
 TK4  CONST_21  S5    C5   C10  C4     0.00   0.0  0
 TK4  CONST_22  S5    C5   C6   C7   180.00   0.0  0
 TK4  CONST_23  S1    C1   C9   C8     0.00   0.0  0
 TK4  CONST_24  N2    C2   C1   C9   180.00   0.0  0
 TK4  CONST_25  S5    C5   C10  C9   180.00   0.0  0
 TK4  CONST_26  S1    C1   C9   C10  180.00   0.0  0
 TK4  CONST_27  H3    C3   C2   C1   180.00   0.0  0
 TK4  CONST_28  H8    C8   C9   C1     0.00   0.0  0
 TK4  CONST_29  H4    C4   C3   C2   180.00   0.0  0
 TK4  CONST_30  H7    C7   C6   C5   180.00   0.0  0
 TK4  CONST_31  H6    C6   C7   C8   180.00   0.0  0
 TK4  CONST_32  C21   N2   C2   C1   180.00   0.0  0
 TK4  CONST_33  C21   N2   C2   C3     0.00   0.0  0
 TK4  CONST_34  HN2   N2   C2   C1     0.00   0.0  0
 TK4  CONST_35  O2    C21  N2   C2     0.00   0.0  0
 TK4  CONST_36  C22   C21  N2   C2   180.00   0.0  0
 TK4  Var_01    O11   S1   C1   C2   119.71  30.0  2
 TK4  Var_02    O51   S5   C5   C6   120.28  30.0  2
 TK4  Var_03    H221  C22  C21  N2   179.11  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
 TK4  plan-1  C1   0.020
 TK4  plan-1  C2   0.020
 TK4  plan-1  C3   0.020
 TK4  plan-1  C4   0.020
 TK4  plan-1  C5   0.020
 TK4  plan-1  C6   0.020
 TK4  plan-1  C7   0.020
 TK4  plan-1  C8   0.020
 TK4  plan-1  C9   0.020
 TK4  plan-1  C10  0.020
 TK4  plan-1  S1   0.020
 TK4  plan-1  N2   0.020
 TK4  plan-1  S5   0.020
 TK4  plan-1  H3   0.020
 TK4  plan-1  H4   0.020
 TK4  plan-1  H6   0.020
 TK4  plan-1  H7   0.020
 TK4  plan-1  H8   0.020
 TK4  plan-2  C2   0.020
 TK4  plan-2  N2   0.020
 TK4  plan-2  C21  0.020
 TK4  plan-2  O2   0.020
 TK4  plan-2  C22  0.020
 TK4  plan-2  HN2  0.020

