# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 04:25:39 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: naphthalene-2,6-disulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[S](=O)(=O)c1ccc2cc(ccc2c1)[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
 BIH  BIH  'naphthalene-2,6-disulfonic acid'  ligand  26  18  .  2021-08-06  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_BIH
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
 BIH  O31  O  OS    0  -0.634   4.8415  -0.9367   0.9189
 BIH  S3   S  S     0   1.476   4.2080   0.1517   0.2026
 BIH  O32  O  OS    0  -0.630   4.4478   1.5103   0.6422
 BIH  O3   O  OS    0  -0.713   4.5522   0.0252  -1.3540
 BIH  C2   C  CR6   0  -0.231   2.4740  -0.1479   0.0825
 BIH  C1   C  CR16  0  -0.223   2.0300  -1.4795  -0.0543
 BIH  C    C  CR16  0  -0.292   0.6905  -1.7243  -0.1377
 BIH  C8A  C  CR66  0   0.146  -0.2418  -0.6623  -0.0834
 BIH  C5   C  CR16  0  -0.282  -1.6313  -0.9019  -0.1639
 BIH  C4A  C  CR66  0   0.146   0.2208   0.6693   0.0574
 BIH  C4   C  CR16  0  -0.281   1.6101   0.9089   0.1392
 BIH  C9   C  CR16  0  -0.291  -0.7115   1.7315   0.1116
 BIH  C8   C  CR16  0  -0.223  -2.0511   1.4865   0.0297
 BIH  C7   C  CR6   0  -0.231  -2.4951   0.1548  -0.1060
 BIH  S6   S  S     0   1.476  -4.2298  -0.1440  -0.2200
 BIH  O6   O  OS    0  -0.713  -4.5718  -0.0038   1.3357
 BIH  O61  O  OS    0  -0.635  -4.8654   0.9381  -0.9441
 BIH  O1   O  OS    0  -0.630  -4.4694  -1.5066  -0.6467
 BIH  HO3  H  H     0   0.508   5.5140   0.0306  -1.5090
 BIH  H1   H  HCR6  0   0.296   2.7360  -2.2975  -0.0865
 BIH  H    H  HCR6  0   0.282   0.3322  -2.7401  -0.2417
 BIH  H5   H  HCR6  0   0.296  -1.9874  -1.9181  -0.2723
 BIH  H4   H  HCR6  0   0.296   1.9658   1.9251   0.2492
 BIH  H9   H  HCR6  0   0.282  -0.3530   2.7472   0.2152
 BIH  H8   H  HCR6  0   0.296  -2.7570   2.3046   0.0629
 BIH  HO6  H  H     0   0.508  -5.5321   0.0576   1.4874

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
 BIH  O31  S3   double    1.449  0.020  1.449
 BIH  S3   O32  double    1.448  0.020  1.448
 BIH  S3   O3   single    1.599  0.020  1.599
 BIH  S3   C2   single    1.764  0.020  1.764
 BIH  O3   HO3  single    0.850  0.020  0.980
 BIH  C2   C1   aromatic  1.410  0.020  1.410
 BIH  C2   C4   aromatic  1.366  0.020  1.366
 BIH  C1   C    aromatic  1.364  0.020  1.364
 BIH  C1   H1   single    0.930  0.020  1.080
 BIH  C    C8A  aromatic  1.414  0.020  1.414
 BIH  C    H    single    0.930  0.020  1.080
 BIH  C8A  C5   aromatic  1.412  0.020  1.412
 BIH  C8A  C4A  aromatic  1.417  0.020  1.417
 BIH  C5   C7   aromatic  1.366  0.020  1.366
 BIH  C5   H5   single    0.930  0.020  1.080
 BIH  C4A  C4   aromatic  1.412  0.020  1.412
 BIH  C4A  C9   aromatic  1.414  0.020  1.414
 BIH  C4   H4   single    0.930  0.020  1.080
 BIH  C9   C8   aromatic  1.364  0.020  1.364
 BIH  C9   H9   single    0.930  0.020  1.080
 BIH  C8   C7   aromatic  1.410  0.020  1.410
 BIH  C8   H8   single    0.930  0.020  1.080
 BIH  C7   S6   single    1.764  0.020  1.764
 BIH  S6   O6   single    1.599  0.020  1.599
 BIH  S6   O61  double    1.449  0.020  1.449
 BIH  S6   O1   double    1.448  0.020  1.448
 BIH  O6   HO6  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
 BIH  C2   S3   O3    97.58  3.000
 BIH  C2   S3   O32  110.05  3.000
 BIH  O3   S3   O32  109.52  3.000
 BIH  C2   S3   O31  109.63  3.000
 BIH  O3   S3   O31  109.13  3.000
 BIH  O32  S3   O31  118.84  3.000
 BIH  HO3  O3   S3   111.52  3.000
 BIH  C4   C2   C1   122.37  3.000
 BIH  C4   C2   S3   119.18  3.000
 BIH  C1   C2   S3   118.45  3.000
 BIH  H1   C1   C    120.24  3.000
 BIH  H1   C1   C2   120.78  3.000
 BIH  C    C1   C2   118.98  3.000
 BIH  H    C    C8A  119.36  3.000
 BIH  H    C    C1   119.96  3.000
 BIH  C8A  C    C1   120.67  3.000
 BIH  C4A  C8A  C5   119.10  3.000
 BIH  C4A  C8A  C    119.63  3.000
 BIH  C5   C8A  C    121.27  3.000
 BIH  H5   C5   C7   121.50  3.000
 BIH  H5   C5   C8A  119.26  3.000
 BIH  C7   C5   C8A  119.24  3.000
 BIH  C9   C4A  C4   121.26  3.000
 BIH  C9   C4A  C8A  119.63  3.000
 BIH  C4   C4A  C8A  119.11  3.000
 BIH  H4   C4   C4A  119.25  3.000
 BIH  H4   C4   C2   121.51  3.000
 BIH  C4A  C4   C2   119.24  3.000
 BIH  H9   C9   C8   119.98  3.000
 BIH  H9   C9   C4A  119.35  3.000
 BIH  C8   C9   C4A  120.67  3.000
 BIH  H8   C8   C7   120.79  3.000
 BIH  H8   C8   C9   120.23  3.000
 BIH  C7   C8   C9   118.98  3.000
 BIH  S6   C7   C8   118.41  3.000
 BIH  S6   C7   C5   119.22  3.000
 BIH  C8   C7   C5   122.37  3.000
 BIH  O1   S6   O61  118.88  3.000
 BIH  O1   S6   O6   109.50  3.000
 BIH  O61  S6   O6   109.08  3.000
 BIH  O1   S6   C7   109.95  3.000
 BIH  O61  S6   C7   109.71  3.000
 BIH  O6   S6   C7    97.62  3.000
 BIH  HO6  O6   S6   111.59  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
 BIH  CONST_01  C8A  C    C1   C2     0.00   0.0  0
 BIH  CONST_02  C8A  C4A  C4   C2     0.00   0.0  0
 BIH  CONST_03  C9   C4A  C4   C2   180.00   0.0  0
 BIH  CONST_04  C4A  C4   C2   C1     0.00   0.0  0
 BIH  CONST_05  C5   C8A  C    C1   180.00   0.0  0
 BIH  CONST_06  C4A  C8A  C    C1     0.00   0.0  0
 BIH  CONST_07  C4   C2   C1   C      0.00   0.0  0
 BIH  CONST_08  C7   C5   C8A  C    180.00   0.0  0
 BIH  CONST_09  C4   C4A  C8A  C      0.00   0.0  0
 BIH  CONST_10  C9   C4A  C8A  C    180.00   0.0  0
 BIH  CONST_11  C8   C7   C5   C8A    0.00   0.0  0
 BIH  CONST_12  C8   C9   C4A  C8A    0.00   0.0  0
 BIH  CONST_13  C4   C4A  C8A  C5   180.00   0.0  0
 BIH  CONST_14  C9   C4A  C8A  C5     0.00   0.0  0
 BIH  CONST_15  C9   C8   C7   C5     0.00   0.0  0
 BIH  CONST_16  C7   C5   C8A  C4A    0.00   0.0  0
 BIH  CONST_17  C7   C8   C9   C4A    0.00   0.0  0
 BIH  CONST_18  C8   C9   C4A  C4   180.00   0.0  0
 BIH  CONST_19  C    C1   C2   S3   180.00   0.0  0
 BIH  CONST_20  C4A  C4   C2   S3   180.00   0.0  0
 BIH  CONST_21  S6   C7   C5   C8A  180.00   0.0  0
 BIH  CONST_22  S6   C7   C8   C9   180.00   0.0  0
 BIH  CONST_23  H    C    C1   C2   180.00   0.0  0
 BIH  CONST_24  H4   C4   C2   C1   180.00   0.0  0
 BIH  CONST_25  H5   C5   C8A  C      0.00   0.0  0
 BIH  CONST_26  H1   C1   C    C8A  180.00   0.0  0
 BIH  CONST_27  H9   C9   C4A  C8A  180.00   0.0  0
 BIH  CONST_28  H8   C8   C7   C5   180.00   0.0  0
 BIH  Var_01    C1   C2   S3   O31  -34.35  30.0  2
 BIH  Var_02    O6   S6   C7   C5   101.98  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
 BIH  plan-1  S3   0.020
 BIH  plan-1  C2   0.020
 BIH  plan-1  C1   0.020
 BIH  plan-1  C    0.020
 BIH  plan-1  C8A  0.020
 BIH  plan-1  C5   0.020
 BIH  plan-1  C4A  0.020
 BIH  plan-1  C4   0.020
 BIH  plan-1  C9   0.020
 BIH  plan-1  C8   0.020
 BIH  plan-1  C7   0.020
 BIH  plan-1  S6   0.020
 BIH  plan-1  H1   0.020
 BIH  plan-1  H    0.020
 BIH  plan-1  H5   0.020
 BIH  plan-1  H4   0.020
 BIH  plan-1  H9   0.020
 BIH  plan-1  H8   0.020

