# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 20:08:33 2021
#   Inital geometry file: a 64 line input string
#   Ligand name: 3-azanylnaphthalene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cc2ccccc2cc1C(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
 NYE  NYE  '3-azanylnaphthalene-2-carboxylic acid'  ligand  23  14  .  2022-03-23  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_NYE
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
 NYE  C2   C  CR16  0  -0.274  18.7663  5.5205  -1.2546
 NYE  C3   C  CR16  0  -0.300  19.9128  5.0116  -1.7952
 NYE  C4   C  CR66  0   0.116  20.8707  5.8706  -2.3880
 NYE  C5   C  CR66  0   0.145  20.6391  7.2705  -2.4208
 NYE  C6   C  CR16  0  -0.429  21.5953  8.1096  -3.0078
 NYE  C7   C  CR6   0   0.334  22.7717  7.6317  -3.5676
 NYE  O    O  O     0  -0.441  24.3052  4.3190  -4.1379
 NYE  O1   O  OH1   0  -0.610  25.1816  6.3350  -4.4394
 NYE  C8   C  CR6   0  -0.142  23.0050  6.2131  -3.5247
 NYE  N    N  NH2   0  -0.866  23.6122  8.5138  -4.1828
 NYE  C    C  CR16  0  -0.325  19.4396  7.7689  -1.8490
 NYE  C9   C  CR16  0  -0.337  22.0603  5.3885  -2.9502
 NYE  C1   C  CR16  0  -0.248  18.5336  6.9159  -1.2841
 NYE  H2   H  HCR6  0   0.256  18.0344  4.8646  -0.8025
 NYE  H3   H  HCR6  0   0.256  20.1053  3.9453  -1.7775
 NYE  H4   H  HCR6  0   0.257  21.4048  9.1771  -3.0305
 NYE  H6   H  HOH1  0   0.490  25.9292  5.8187  -4.7769
 NYE  H8   H  HNH2  0   0.388  23.4462  9.4880  -3.9939
 NYE  H7   H  HNH2  0   0.398  24.5812  8.2760  -4.2901
 NYE  H    H  HCR6  0   0.253  19.2498  8.8354  -1.8654
 NYE  H5   H  HCR6  0   0.266  22.2459  4.3220  -2.9256
 NYE  H1   H  HCR6  0   0.259  17.6231  7.3102  -0.8515
 NYE  C10  C  C     0   0.555  24.2031  5.5210  -4.0591

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
 NYE  O1   C10  single    1.328  0.020  1.328
 NYE  N    C7   single    1.365  0.020  1.365
 NYE  O    C10  double    1.209  0.020  1.209
 NYE  C10  C8   single    1.483  0.020  1.483
 NYE  C7   C8   aromatic  1.438  0.020  1.438
 NYE  C7   C6   aromatic  1.388  0.020  1.388
 NYE  C8   C9   aromatic  1.379  0.020  1.379
 NYE  C6   C5   aromatic  1.401  0.020  1.401
 NYE  C9   C4   aromatic  1.401  0.020  1.401
 NYE  C5   C4   aromatic  1.419  0.020  1.419
 NYE  C5   C    aromatic  1.419  0.020  1.419
 NYE  C4   C3   aromatic  1.417  0.020  1.417
 NYE  C    C1   aromatic  1.367  0.020  1.367
 NYE  C3   C2   aromatic  1.366  0.020  1.366
 NYE  C1   C2   aromatic  1.415  0.020  1.415
 NYE  C2   H2   single    0.930  0.020  1.080
 NYE  C3   H3   single    0.930  0.020  1.080
 NYE  C6   H4   single    0.930  0.020  1.080
 NYE  O1   H6   single    0.850  0.020  0.980
 NYE  N    H8   single    0.890  0.020  1.040
 NYE  N    H7   single    0.890  0.020  1.040
 NYE  C    H    single    0.930  0.020  1.080
 NYE  C9   H5   single    0.930  0.020  1.080
 NYE  C1   H1   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
 NYE  H2   C2   C1   119.69  3.000
 NYE  H2   C2   C3   120.49  3.000
 NYE  C1   C2   C3   119.82  3.000
 NYE  H3   C3   C4   118.90  3.000
 NYE  H3   C3   C2   120.62  3.000
 NYE  C4   C3   C2   120.48  3.000
 NYE  C9   C4   C5   117.94  3.000
 NYE  C5   C4   C3   119.83  3.000
 NYE  C9   C4   C3   122.22  3.000
 NYE  C    C5   C6   122.36  3.000
 NYE  C    C5   C4   118.36  3.000
 NYE  C6   C5   C4   119.28  3.000
 NYE  H4   C6   C7   118.65  3.000
 NYE  H4   C6   C5   118.58  3.000
 NYE  C7   C6   C5   122.77  3.000
 NYE  N    C7   C8   123.43  3.000
 NYE  C8   C7   C6   117.72  3.000
 NYE  N    C7   C6   118.77  3.000
 NYE  H6   O1   C10  109.96  3.000
 NYE  C9   C8   C10  115.11  3.000
 NYE  C9   C8   C7   119.40  3.000
 NYE  C10  C8   C7   125.48  3.000
 NYE  H7   N    H8   114.13  3.000
 NYE  H7   N    C7   119.32  3.000
 NYE  H8   N    C7   116.07  3.000
 NYE  H    C    C1   120.31  3.000
 NYE  H    C    C5   119.19  3.000
 NYE  C1   C    C5   120.51  3.000
 NYE  H5   C9   C8   118.74  3.000
 NYE  H5   C9   C4   118.38  3.000
 NYE  C8   C9   C4   122.88  3.000
 NYE  H1   C1   C    119.71  3.000
 NYE  H1   C1   C2   119.29  3.000
 NYE  C    C1   C2   121.01  3.000
 NYE  C8   C10  O1   114.34  3.000
 NYE  C8   C10  O    123.75  3.000
 NYE  O1   C10  O    121.90  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
 NYE  CONST_01  C9   C4   C3   C2  180.00   0.0  0
 NYE  CONST_02  C5   C4   C3   C2    0.00   0.0  0
 NYE  CONST_03  C5   C    C1   C2    0.00   0.0  0
 NYE  CONST_04  C8   C9   C4   C3  180.00   0.0  0
 NYE  CONST_05  C6   C5   C4   C3  180.00   0.0  0
 NYE  CONST_06  C    C5   C4   C3    0.00   0.0  0
 NYE  CONST_07  C    C1   C2   C3    0.00   0.0  0
 NYE  CONST_08  C7   C8   C9   C4    0.00   0.0  0
 NYE  CONST_09  C7   C6   C5   C4    0.00   0.0  0
 NYE  CONST_10  C1   C    C5   C4    0.00   0.0  0
 NYE  CONST_11  C1   C2   C3   C4    0.00   0.0  0
 NYE  CONST_12  C8   C7   C6   C5    0.00   0.0  0
 NYE  CONST_13  C8   C9   C4   C5    0.00   0.0  0
 NYE  CONST_14  C9   C8   C7   C6    0.00   0.0  0
 NYE  CONST_15  C9   C4   C5   C6    0.00   0.0  0
 NYE  CONST_16  C1   C    C5   C6  180.00   0.0  0
 NYE  CONST_17  C    C5   C6   C7  180.00   0.0  0
 NYE  CONST_18  C9   C4   C5   C   180.00   0.0  0
 NYE  CONST_19  C10  C8   C9   C4  180.00   0.0  0
 NYE  CONST_20  N    C7   C6   C5  180.00   0.0  0
 NYE  CONST_21  C10  C8   C7   C6  180.00   0.0  0
 NYE  CONST_22  C9   C8   C7   N   180.00   0.0  0
 NYE  CONST_23  H    C    C1   C2  180.00   0.0  0
 NYE  CONST_24  H5   C9   C4   C3    0.00   0.0  0
 NYE  CONST_25  H1   C1   C2   C3  180.00   0.0  0
 NYE  CONST_26  H4   C6   C5   C4  180.00   0.0  0
 NYE  CONST_27  H2   C2   C3   C4  180.00   0.0  0
 NYE  CONST_28  H3   C3   C4   C5  180.00   0.0  0
 NYE  CONST_29  H8   N    C7   C6    0.00   0.0  0
 NYE  CONST_31  H6   O1   C10  C8  180.00   0.0  0
 NYE  Var_01    O1   C10  C8   C7    9.01  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
 NYE  plan-1  C2   0.020
 NYE  plan-1  C3   0.020
 NYE  plan-1  C4   0.020
 NYE  plan-1  C5   0.020
 NYE  plan-1  C6   0.020
 NYE  plan-1  C7   0.020
 NYE  plan-1  C8   0.020
 NYE  plan-1  N    0.020
 NYE  plan-1  C    0.020
 NYE  plan-1  C9   0.020
 NYE  plan-1  C1   0.020
 NYE  plan-1  H2   0.020
 NYE  plan-1  H3   0.020
 NYE  plan-1  H4   0.020
 NYE  plan-1  H    0.020
 NYE  plan-1  H5   0.020
 NYE  plan-1  H1   0.020
 NYE  plan-1  C10  0.020
 NYE  plan-2  C7   0.020
 NYE  plan-2  N    0.020
 NYE  plan-2  H8   0.020
 NYE  plan-2  H7   0.020
 NYE  plan-3  O    0.020
 NYE  plan-3  O1   0.020
 NYE  plan-3  C8   0.020
 NYE  plan-3  H6   0.020
 NYE  plan-3  C10  0.020

