# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 10:35:39 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 5-aminonaphthalene-2-sulfonic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc2cc(ccc12)[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
 N2M  N2M  '5-aminonaphthalene-2-sulfonic acid'  ligand  23  15  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N2M
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
 N2M  S    S  S      0   1.414   5.5073  -4.7176  -1.2414
 N2M  O1S  O  OS    -1  -0.755   5.3174  -5.5224  -2.4605
 N2M  O2S  O  OS     0  -0.744   6.2150  -3.4485  -1.4804
 N2M  O3S  O  OS     0  -0.755   6.0596  -5.4928  -0.1170
 N2M  C1   C  CR16   0  -0.336   3.4305  -2.9838  -0.6982
 N2M  C2   C  CR6    0  -0.210   3.8504  -4.2822  -0.7294
 N2M  C3   C  CR16   0  -0.251   2.9661  -5.3250  -0.3794
 N2M  C4   C  CR16   0  -0.293   1.6872  -5.0353   0.0027
 N2M  C5   C  C      0   0.258  -0.1128  -3.3726   0.4644
 N2M  C6   C  C1     0  -0.346  -0.5052  -2.0480   0.4504
 N2M  C7   C  C1     0  -0.252   0.3783  -1.0300   0.0602
 N2M  C8   C  C1     0  -0.351   1.6661  -1.3134  -0.3073
 N2M  C9   C  CR6    0   0.123   2.1069  -2.6556  -0.3133
 N2M  C10  C  CR6    0   0.056   1.2196  -3.6993   0.0589
 N2M  N    N  NH2    0  -0.857  -0.9993  -4.3727   0.8047
 N2M  H3   H  HCR6   0   0.265   3.2928  -6.3560  -0.4163
 N2M  H4   H  HCR6   0   0.250   1.0287  -5.8575   0.2513
 N2M  H6   H  H      0   0.257  -1.5121  -1.7896   0.7562
 N2M  H7   H  H      0   0.254   0.0295  -0.0051   0.0674
 N2M  H8   H  H      0   0.247   2.3506  -0.5253  -0.5947
 N2M  HN1  H  HNH2   0   0.385  -0.6134  -5.1640   1.2942
 N2M  HN2  H  HNH2   0   0.382  -1.8367  -4.0498   1.2638
 N2M  H1   H  HCR6   0   0.261   4.1046  -2.1812  -0.9711

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
 N2M  S   O1S  deloc     1.473  0.020  1.473
 N2M  S   O2S  deloc     1.473  0.020  1.473
 N2M  S   O3S  deloc     1.473  0.020  1.473
 N2M  S   C2   single    1.788  0.020  1.788
 N2M  C1  C2   aromatic  1.365  0.020  1.365
 N2M  C1  C9   aromatic  1.417  0.020  1.417
 N2M  C1  H1   single    0.930  0.020  1.080
 N2M  C2  C3   aromatic  1.411  0.020  1.411
 N2M  C3  C4   aromatic  1.366  0.020  1.366
 N2M  C3  H3   single    0.930  0.020  1.080
 N2M  C4  C10  aromatic  1.417  0.020  1.417
 N2M  C4  H4   single    0.930  0.020  1.080
 N2M  C5  C6   aromatic  1.382  0.020  1.382
 N2M  C5  C10  aromatic  1.430  0.020  1.430
 N2M  C5  N    single    1.379  0.020  1.379
 N2M  C6  C7   aromatic  1.403  0.020  1.403
 N2M  C6  H6   single    0.930  0.020  1.080
 N2M  C7  C8   aromatic  1.369  0.020  1.369
 N2M  C7  H7   single    0.930  0.020  1.080
 N2M  C8  C9   aromatic  1.413  0.020  1.413
 N2M  C8  H8   single    0.930  0.020  1.080
 N2M  C9  C10  aromatic  1.420  0.020  1.420
 N2M  N   HN1  single    0.890  0.020  1.040
 N2M  N   HN2  single    0.890  0.020  1.040

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
 N2M  C2   S    O3S  104.89  3.000
 N2M  C2   S    O2S  106.38  3.000
 N2M  O3S  S    O2S  113.41  3.000
 N2M  C2   S    O1S  104.51  3.000
 N2M  O3S  S    O1S  113.11  3.000
 N2M  O2S  S    O1S  113.48  3.000
 N2M  H1   C1   C9   118.56  3.000
 N2M  H1   C1   C2   120.51  3.000
 N2M  C9   C1   C2   120.92  3.000
 N2M  C3   C2   C1   120.29  3.000
 N2M  C3   C2   S    118.14  3.000
 N2M  C1   C2   S    121.55  3.000
 N2M  H3   C3   C4   119.62  3.000
 N2M  H3   C3   C2   120.42  3.000
 N2M  C4   C3   C2   119.96  3.000
 N2M  H4   C4   C10  120.43  3.000
 N2M  H4   C4   C3   118.22  3.000
 N2M  C10  C4   C3   121.35  3.000
 N2M  N    C5   C10  120.20  3.000
 N2M  N    C5   C6   121.01  3.000
 N2M  C10  C5   C6   118.73  3.000
 N2M  H6   C6   C7   119.37  3.000
 N2M  H6   C6   C5   119.32  3.000
 N2M  C7   C6   C5   121.30  3.000
 N2M  H7   C7   C8   120.06  3.000
 N2M  H7   C7   C6   118.82  3.000
 N2M  C8   C7   C6   121.12  3.000
 N2M  H8   C8   C9   119.55  3.000
 N2M  H8   C8   C7   121.02  3.000
 N2M  C9   C8   C7   119.43  3.000
 N2M  C10  C9   C8   120.16  3.000
 N2M  C10  C9   C1   119.00  3.000
 N2M  C8   C9   C1   120.84  3.000
 N2M  C9   C10  C5   119.25  3.000
 N2M  C9   C10  C4   118.47  3.000
 N2M  C5   C10  C4   122.28  3.000
 N2M  HN2  N    HN1  110.40  3.000
 N2M  HN2  N    C5   114.46  3.000
 N2M  HN1  N    C5   116.31  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
 N2M  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 N2M  CONST_02  C7   C8   C9   C1    180.00   0.0  0
 N2M  CONST_03  C4   C10  C9   C1      0.00   0.0  0
 N2M  CONST_04  C5   C10  C9   C1    180.00   0.0  0
 N2M  CONST_05  C8   C9   C1   C2    180.00   0.0  0
 N2M  CONST_06  C10  C9   C1   C2      0.00   0.0  0
 N2M  CONST_07  C10  C4   C3   C2      0.00   0.0  0
 N2M  CONST_08  C9   C1   C2   C3      0.00   0.0  0
 N2M  CONST_09  C5   C10  C4   C3    180.00   0.0  0
 N2M  CONST_10  C9   C10  C4   C3      0.00   0.0  0
 N2M  CONST_11  C6   C5   C10  C4    180.00   0.0  0
 N2M  CONST_12  C8   C9   C10  C4    180.00   0.0  0
 N2M  CONST_13  C8   C7   C6   C5      0.00   0.0  0
 N2M  CONST_14  C8   C9   C10  C5      0.00   0.0  0
 N2M  CONST_15  C9   C10  C5   C6      0.00   0.0  0
 N2M  CONST_16  C9   C8   C7   C6      0.00   0.0  0
 N2M  CONST_17  C10  C5   C6   C7      0.00   0.0  0
 N2M  CONST_18  C10  C9   C8   C7      0.00   0.0  0
 N2M  CONST_19  C9   C1   C2   S     180.00   0.0  0
 N2M  CONST_20  C4   C3   C2   S     180.00   0.0  0
 N2M  CONST_21  N    C5   C10  C4      0.00   0.0  0
 N2M  CONST_22  N    C5   C6   C7    180.00   0.0  0
 N2M  CONST_23  N    C5   C10  C9    180.00   0.0  0
 N2M  CONST_24  H3   C3   C2   C1    180.00   0.0  0
 N2M  CONST_25  H8   C8   C9   C1      0.00   0.0  0
 N2M  CONST_26  H4   C4   C3   C2    180.00   0.0  0
 N2M  CONST_27  H1   C1   C2   C3    180.00   0.0  0
 N2M  CONST_28  H7   C7   C6   C5    180.00   0.0  0
 N2M  CONST_29  H6   C6   C7   C8    180.00   0.0  0
 N2M  Var_01    C1   C2   S    O1S  -116.47  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
 N2M  plan-1  S    0.020
 N2M  plan-1  C1   0.020
 N2M  plan-1  C2   0.020
 N2M  plan-1  C3   0.020
 N2M  plan-1  C4   0.020
 N2M  plan-1  C5   0.020
 N2M  plan-1  C6   0.020
 N2M  plan-1  C7   0.020
 N2M  plan-1  C8   0.020
 N2M  plan-1  C9   0.020
 N2M  plan-1  C10  0.020
 N2M  plan-1  N    0.020
 N2M  plan-1  H3   0.020
 N2M  plan-1  H4   0.020
 N2M  plan-1  H6   0.020
 N2M  plan-1  H7   0.020
 N2M  plan-1  H8   0.020
 N2M  plan-1  H1   0.020
 N2M  plan-2  C5   0.020
 N2M  plan-2  N    0.020
 N2M  plan-2  HN1  0.020
 N2M  plan-2  HN2  0.020

