# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 11:58:44 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 8-(phenylamino)naphthalene-1-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[S](=O)(=O)c1cccc2cccc(Nc3ccccc3)c12
#
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
 2AN  2AN  '8-(phenylamino)naphthalene-1-sulfonic acid'  ligand  33  21  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_2AN
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
 2AN  C1   C  CR6    0   0.263  -0.1520  -1.1195  -0.5191
 2AN  C2   C  CR16   0  -0.322   0.0102  -2.4809  -0.6898
 2AN  C3   C  CR16   0  -0.257  -1.0295  -3.3914  -0.4856
 2AN  C4   C  CR16   0  -0.333  -2.2717  -2.9291  -0.1587
 2AN  C5   C  CR66   0   0.089  -2.4963  -1.5461   0.0095
 2AN  C6   C  CR16   0  -0.308  -3.8095  -1.1232   0.3267
 2AN  C7   C  CR16   0  -0.245  -4.0892   0.1912   0.5322
 2AN  C8   C  CR16   0  -0.262  -3.0497   1.1338   0.4602
 2AN  N    N  NH1    0  -0.824   0.9284  -0.2962  -0.8025
 2AN  C9   C  CR6    0  -0.316  -1.7615   0.7775   0.1519
 2AN  C10  C  CR66   0   0.139  -1.4316  -0.5969  -0.1207
 2AN  C11  C  CR6    0   0.380   2.2052  -0.4195  -0.2970
 2AN  C12  C  CR16   0  -0.352   3.1854   0.4664  -0.7678
 2AN  C13  C  CR16   0  -0.249   4.4854   0.4042  -0.2978
 2AN  C14  C  CR16   0  -0.296   4.8561  -0.5422   0.6513
 2AN  C15  C  CR16   0  -0.248   3.8881  -1.4164   1.1265
 2AN  C16  C  CR16   0  -0.332   2.5798  -1.3618   0.6675
 2AN  O1   O  OS     0  -0.721   0.3971   1.7742   1.2524
 2AN  O2   O  OS     0  -0.746  -0.0127   2.2568  -1.1445
 2AN  O3   O  OS    -1  -0.724  -1.3647   3.3440   0.5714
 2AN  H2   H  HCR6   0   0.274   0.9716  -2.8482  -1.0245
 2AN  H3   H  HCR6   0   0.259  -0.8492  -4.4491  -0.6246
 2AN  H4   H  HCR6   0   0.255  -3.1029  -3.6109  -0.0311
 2AN  H6   H  HCR6   0   0.261  -4.5878  -1.8726   0.3996
 2AN  H7   H  HCR6   0   0.262  -5.0926   0.5180   0.7694
 2AN  H8   H  HCR6   0   0.279  -3.2800   2.1683   0.6661
 2AN  HN   H  HNH1   0   0.405   0.7110   0.6155  -1.1979
 2AN  H12  H  HCR6   0   0.249   2.9181   1.2133  -1.5060
 2AN  H13  H  HCR6   0   0.248   5.2175   1.1038  -0.6816
 2AN  H14  H  HCR6   0   0.243   5.8742  -0.5935   1.0135
 2AN  H15  H  HCR6   0   0.248   4.1465  -2.1561   1.8743
 2AN  H16  H  HCR6   0   0.262   1.8526  -2.0493   1.0773
 2AN  S    S  S      0   1.416  -0.5804   2.1494   0.2247

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
 2AN  C1   C2   aromatic  1.382  0.020  1.382
 2AN  C1   N    single    1.388  0.020  1.388
 2AN  C1   C10  aromatic  1.439  0.020  1.439
 2AN  C2   C3   aromatic  1.397  0.020  1.397
 2AN  C2   H2   single    0.930  0.020  1.080
 2AN  C3   C4   aromatic  1.365  0.020  1.365
 2AN  C3   H3   single    0.930  0.020  1.080
 2AN  C4   C5   aromatic  1.411  0.020  1.411
 2AN  C4   H4   single    0.930  0.020  1.080
 2AN  C5   C6   aromatic  1.416  0.020  1.416
 2AN  C5   C10  aromatic  1.432  0.020  1.432
 2AN  C6   C7   aromatic  1.359  0.020  1.359
 2AN  C6   H6   single    0.930  0.020  1.080
 2AN  C7   C8   aromatic  1.405  0.020  1.405
 2AN  C7   H7   single    0.930  0.020  1.080
 2AN  C8   C9   aromatic  1.372  0.020  1.372
 2AN  C8   H8   single    0.930  0.020  1.080
 2AN  N    C11  single    1.379  0.020  1.379
 2AN  N    HN   single    0.860  0.020  1.020
 2AN  S    C9   single    1.812  0.020  1.812
 2AN  S    O1   deloc     1.467  0.020  1.467
 2AN  S    O2   deloc     1.486  0.020  1.486
 2AN  S    O3   deloc     1.470  0.020  1.470
 2AN  C9   C10  aromatic  1.439  0.020  1.439
 2AN  C11  C12  aromatic  1.403  0.020  1.403
 2AN  C11  C16  aromatic  1.399  0.020  1.399
 2AN  C12  C13  aromatic  1.384  0.020  1.384
 2AN  C12  H12  single    0.930  0.020  1.080
 2AN  C13  C14  aromatic  1.391  0.020  1.391
 2AN  C13  H13  single    0.930  0.020  1.080
 2AN  C14  C15  aromatic  1.388  0.020  1.388
 2AN  C14  H14  single    0.930  0.020  1.080
 2AN  C15  C16  aromatic  1.388  0.020  1.388
 2AN  C15  H15  single    0.930  0.020  1.080
 2AN  C16  H16  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
 2AN  C10  C1   N    122.25  3.000
 2AN  C10  C1   C2   119.78  3.000
 2AN  N    C1   C2   117.91  3.000
 2AN  H2   C2   C3   119.02  3.000
 2AN  H2   C2   C1   118.49  3.000
 2AN  C3   C2   C1   122.46  3.000
 2AN  H3   C3   C4   120.90  3.000
 2AN  H3   C3   C2   119.62  3.000
 2AN  C4   C3   C2   119.44  3.000
 2AN  H4   C4   C5   118.74  3.000
 2AN  H4   C4   C3   120.90  3.000
 2AN  C5   C4   C3   120.35  3.000
 2AN  C10  C5   C6   120.79  3.000
 2AN  C10  C5   C4   121.35  3.000
 2AN  C6   C5   C4   117.85  3.000
 2AN  H6   C6   C7   120.74  3.000
 2AN  H6   C6   C5   118.36  3.000
 2AN  C7   C6   C5   120.91  3.000
 2AN  H7   C7   C8   119.66  3.000
 2AN  H7   C7   C6   121.08  3.000
 2AN  C8   C7   C6   119.26  3.000
 2AN  H8   C8   C9   119.48  3.000
 2AN  H8   C8   C7   118.38  3.000
 2AN  C9   C8   C7   122.14  3.000
 2AN  HN   N    C11  114.87  3.000
 2AN  HN   N    C1   116.41  3.000
 2AN  C11  N    C1   126.38  3.000
 2AN  C10  C9   S    125.53  3.000
 2AN  C10  C9   C8   120.39  3.000
 2AN  S    C9   C8   113.99  3.000
 2AN  C9   C10  C5   116.44  3.000
 2AN  C9   C10  C1   127.10  3.000
 2AN  C5   C10  C1   116.46  3.000
 2AN  C16  C11  C12  118.00  3.000
 2AN  C16  C11  N    124.11  3.000
 2AN  C12  C11  N    117.88  3.000
 2AN  H12  C12  C13  119.61  3.000
 2AN  H12  C12  C11  119.45  3.000
 2AN  C13  C12  C11  120.94  3.000
 2AN  H13  C13  C14  120.08  3.000
 2AN  H13  C13  C12  119.06  3.000
 2AN  C14  C13  C12  120.86  3.000
 2AN  H14  C14  C15  120.78  3.000
 2AN  H14  C14  C13  120.78  3.000
 2AN  C15  C14  C13  118.44  3.000
 2AN  H15  C15  C16  118.70  3.000
 2AN  H15  C15  C14  120.00  3.000
 2AN  C16  C15  C14  121.30  3.000
 2AN  H16  C16  C15  118.93  3.000
 2AN  H16  C16  C11  120.61  3.000
 2AN  C15  C16  C11  120.46  3.000
 2AN  O3   S    O2   111.24  3.000
 2AN  O3   S    O1   113.45  3.000
 2AN  O2   S    O1   114.16  3.000
 2AN  O3   S    C9   106.08  3.000
 2AN  O2   S    C9   105.47  3.000
 2AN  O1   S    C9   105.59  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
 2AN  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 2AN  CONST_02  C4   C5   C10  C1     0.00   0.0  0
 2AN  CONST_03  C6   C5   C10  C1   180.00   0.0  0
 2AN  CONST_04  C8   C9   C10  C1   180.00   0.0  0
 2AN  CONST_05  C5   C10  C1   C2     0.00   0.0  0
 2AN  CONST_06  C9   C10  C1   C2   180.00   0.0  0
 2AN  CONST_07  C5   C4   C3   C2     0.00   0.0  0
 2AN  CONST_08  C10  C1   C2   C3     0.00   0.0  0
 2AN  CONST_09  C6   C5   C4   C3   180.00   0.0  0
 2AN  CONST_10  C10  C5   C4   C3     0.00   0.0  0
 2AN  CONST_11  C7   C6   C5   C4   180.00   0.0  0
 2AN  CONST_12  C9   C10  C5   C4   180.00   0.0  0
 2AN  CONST_13  C8   C7   C6   C5     0.00   0.0  0
 2AN  CONST_14  C8   C9   C10  C5     0.00   0.0  0
 2AN  CONST_15  C9   C10  C5   C6     0.00   0.0  0
 2AN  CONST_16  C9   C8   C7   C6     0.00   0.0  0
 2AN  CONST_17  C10  C5   C6   C7     0.00   0.0  0
 2AN  CONST_18  C10  C9   C8   C7     0.00   0.0  0
 2AN  CONST_19  C14  C13  C12  C11    0.00   0.0  0
 2AN  CONST_20  C14  C15  C16  C11    0.00   0.0  0
 2AN  CONST_21  C15  C16  C11  C12    0.00   0.0  0
 2AN  CONST_22  C15  C14  C13  C12    0.00   0.0  0
 2AN  CONST_23  C16  C11  C12  C13    0.00   0.0  0
 2AN  CONST_24  C16  C15  C14  C13    0.00   0.0  0
 2AN  CONST_25  S    C9   C10  C1     0.00   0.0  0
 2AN  CONST_26  N    C1   C2   C3   180.00   0.0  0
 2AN  CONST_27  N    C1   C10  C5   180.00   0.0  0
 2AN  CONST_28  S    C9   C10  C5   180.00   0.0  0
 2AN  CONST_29  S    C9   C8   C7   180.00   0.0  0
 2AN  CONST_30  C9   C10  C1   N      0.00   0.0  0
 2AN  CONST_31  C13  C12  C11  N    180.00   0.0  0
 2AN  CONST_32  C15  C16  C11  N    180.00   0.0  0
 2AN  CONST_33  H3   C3   C2   C1   180.00   0.0  0
 2AN  CONST_34  H4   C4   C3   C2   180.00   0.0  0
 2AN  CONST_35  H2   C2   C3   C4   180.00   0.0  0
 2AN  CONST_36  H6   C6   C5   C4     0.00   0.0  0
 2AN  CONST_37  H7   C7   C6   C5   180.00   0.0  0
 2AN  CONST_38  H8   C8   C7   C6   180.00   0.0  0
 2AN  CONST_39  H13  C13  C12  C11  180.00   0.0  0
 2AN  CONST_40  H15  C15  C16  C11  180.00   0.0  0
 2AN  CONST_41  H16  C16  C11  C12  180.00   0.0  0
 2AN  CONST_42  H14  C14  C13  C12  180.00   0.0  0
 2AN  CONST_43  H12  C12  C13  C14  180.00   0.0  0
 2AN  Var_01    C12  C11  N    C1   176.19  30.0  2
 2AN  Var_02    C11  N    C1   C2   -52.90  30.0  2
 2AN  Var_03    O1   S    C9   C8   118.91  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
 2AN  plan-1  N    0.020
 2AN  plan-1  C11  0.020
 2AN  plan-1  C12  0.020
 2AN  plan-1  C13  0.020
 2AN  plan-1  C14  0.020
 2AN  plan-1  C15  0.020
 2AN  plan-1  C16  0.020
 2AN  plan-1  H12  0.020
 2AN  plan-1  H13  0.020
 2AN  plan-1  H14  0.020
 2AN  plan-1  H15  0.020
 2AN  plan-1  H16  0.020
 2AN  plan-2  C1   0.020
 2AN  plan-2  C2   0.020
 2AN  plan-2  C3   0.020
 2AN  plan-2  C4   0.020
 2AN  plan-2  C5   0.020
 2AN  plan-2  C6   0.020
 2AN  plan-2  C7   0.020
 2AN  plan-2  C8   0.020
 2AN  plan-2  N    0.020
 2AN  plan-2  C9   0.020
 2AN  plan-2  C10  0.020
 2AN  plan-2  H2   0.020
 2AN  plan-2  H3   0.020
 2AN  plan-2  H4   0.020
 2AN  plan-2  H6   0.020
 2AN  plan-2  H7   0.020
 2AN  plan-2  H8   0.020
 2AN  plan-2  S    0.020

