# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 15:47:44 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: N-phenylnaphthalen-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N(c1ccccc1)c2cccc3ccccc23
#
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
 FNA  FNA  N-phenylnaphthalen-1-amine  ligand  30  17  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FNA
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
 FNA  C1    C  CR16  0  -0.247   3.8970   0.6710   1.0087
 FNA  N1    N  NH1   0  -0.802   0.7156  -0.6511  -0.3370
 FNA  C2    C  CR16  0  -0.327   2.5360   0.5311   0.7844
 FNA  C3    C  CR16  0  -0.285   4.8177  -0.1501   0.3702
 FNA  C4    C  CR6   0   0.368   2.0655  -0.4369  -0.1091
 FNA  C5    C  CR16  0  -0.243   4.3518  -1.1252  -0.5023
 FNA  C6    C  CR16  0  -0.356   2.9951  -1.2651  -0.7470
 FNA  C7    C  CR66  0   0.032  -1.6402  -0.1841  -0.0465
 FNA  C8    C  CR66  0   0.105  -2.7110   0.7501  -0.0478
 FNA  C9    C  CR6   0   0.312  -0.3087   0.2861  -0.2832
 FNA  C10   C  CR16  0  -0.342  -2.4449   2.1257  -0.2373
 FNA  C11   C  CR16  0  -0.331  -0.0940   1.6330  -0.4744
 FNA  C12   C  CR16  0  -0.254  -1.1604   2.5485  -0.4348
 FNA  C13   C  CR16  0  -0.256  -4.2853  -1.0440   0.3694
 FNA  C14   C  CR16  0  -0.314  -4.0308   0.2830   0.1581
 FNA  C15   C  CR16  0  -0.304  -1.9340  -1.5472   0.1959
 FNA  C16   C  CR16  0  -0.253  -3.2221  -1.9673   0.3957
 FNA  H1    H  HCR6  0   0.255   4.2381   1.4294   1.7023
 FNA  HN1   H  HNH1  0   0.401   0.4990  -1.5082  -0.8201
 FNA  H2    H  HCR6  0   0.272   1.8431   1.1680   1.3175
 FNA  H3    H  HCR6  0   0.250   5.8775  -0.0350   0.5537
 FNA  H5    H  HCR6  0   0.255   5.0485  -1.7820  -1.0075
 FNA  H6    H  HCR6  0   0.260   2.6479  -2.0261  -1.4367
 FNA  H110  H  HCR6  0   0.251  -3.2657   2.8314  -0.2233
 FNA  H11   H  HCR6  0   0.275   0.9020   2.0007  -0.6805
 FNA  H112  H  HCR6  0   0.257  -0.9499   3.5993  -0.5859
 FNA  H13   H  HCR6  0   0.258  -5.2998  -1.3866   0.5264
 FNA  H14   H  HCR6  0   0.256  -4.8420   1.0009   0.1477
 FNA  H15   H  HCR6  0   0.248  -1.1377  -2.2778   0.2427
 FNA  H16   H  HCR6  0   0.259  -3.4239  -3.0136   0.5834

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
 FNA  C1   C3    aromatic  1.389  0.020  1.389
 FNA  C1   H1    single    0.930  0.020  1.080
 FNA  N1   C4    single    1.386  0.020  1.386
 FNA  N1   HN1   single    0.890  0.020  1.040
 FNA  C2   C1    aromatic  1.386  0.020  1.386
 FNA  C2   H2    single    0.930  0.020  1.080
 FNA  C3   H3    single    0.930  0.020  1.080
 FNA  C4   C6    aromatic  1.399  0.020  1.399
 FNA  C4   C2    aromatic  1.399  0.020  1.399
 FNA  C5   C3    aromatic  1.389  0.020  1.389
 FNA  C5   H5    single    0.930  0.020  1.080
 FNA  C6   C5    aromatic  1.386  0.020  1.386
 FNA  C6   H6    single    0.930  0.020  1.080
 FNA  C7   C15   aromatic  1.415  0.020  1.415
 FNA  C8   C7    aromatic  1.421  0.020  1.421
 FNA  C8   C14   aromatic  1.415  0.020  1.415
 FNA  C9   N1    single    1.389  0.020  1.389
 FNA  C9   C7    aromatic  1.432  0.020  1.432
 FNA  C10  C8    aromatic  1.414  0.020  1.414
 FNA  C10  H110  single    0.930  0.020  1.080
 FNA  C11  C9    aromatic  1.377  0.020  1.377
 FNA  C11  H11   single    0.930  0.020  1.080
 FNA  C12  C11   aromatic  1.406  0.020  1.406
 FNA  C12  C10   aromatic  1.367  0.020  1.367
 FNA  C12  H112  single    0.930  0.020  1.080
 FNA  C13  C16   aromatic  1.408  0.020  1.408
 FNA  C13  H13   single    0.930  0.020  1.080
 FNA  C14  C13   aromatic  1.368  0.020  1.368
 FNA  C14  H14   single    0.930  0.020  1.080
 FNA  C15  C16   aromatic  1.370  0.020  1.370
 FNA  C15  H15   single    0.930  0.020  1.080
 FNA  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
 FNA  H1    C1   C3   119.97  3.000
 FNA  H1    C1   C2   118.92  3.000
 FNA  C3    C1   C2   121.11  3.000
 FNA  HN1   N1   C9   115.72  3.000
 FNA  C9    N1   C4   127.41  3.000
 FNA  HN1   N1   C4   114.82  3.000
 FNA  H2    C2   C4   120.45  3.000
 FNA  C4    C2   C1   120.22  3.000
 FNA  H2    C2   C1   119.32  3.000
 FNA  H3    C3   C5   120.66  3.000
 FNA  C5    C3   C1   118.78  3.000
 FNA  H3    C3   C1   120.56  3.000
 FNA  C6    C4   C2   118.52  3.000
 FNA  C2    C4   N1   122.66  3.000
 FNA  C6    C4   N1   118.74  3.000
 FNA  H5    C5   C6   119.11  3.000
 FNA  C6    C5   C3   120.68  3.000
 FNA  H5    C5   C3   120.21  3.000
 FNA  H6    C6   C5   119.79  3.000
 FNA  H6    C6   C4   119.53  3.000
 FNA  C5    C6   C4   120.69  3.000
 FNA  C15   C7   C9   122.52  3.000
 FNA  C9    C7   C8   118.99  3.000
 FNA  C15   C7   C8   118.48  3.000
 FNA  C14   C8   C10  121.08  3.000
 FNA  C10   C8   C7   119.86  3.000
 FNA  C14   C8   C7   119.06  3.000
 FNA  C11   C9   C7   119.28  3.000
 FNA  C11   C9   N1   122.64  3.000
 FNA  C7    C9   N1   118.07  3.000
 FNA  H110  C10  C12  120.86  3.000
 FNA  C12   C10  C8   119.82  3.000
 FNA  H110  C10  C8   119.33  3.000
 FNA  H11   C11  C12  118.84  3.000
 FNA  C12   C11  C9   120.98  3.000
 FNA  H11   C11  C9   120.17  3.000
 FNA  H112  C12  C11  118.74  3.000
 FNA  H112  C12  C10  120.22  3.000
 FNA  C11   C12  C10  121.03  3.000
 FNA  H13   C13  C16  119.83  3.000
 FNA  H13   C13  C14  120.27  3.000
 FNA  C16   C13  C14  119.90  3.000
 FNA  H14   C14  C13  120.34  3.000
 FNA  H14   C14  C8   118.57  3.000
 FNA  C13   C14  C8   121.09  3.000
 FNA  H15   C15  C16  118.62  3.000
 FNA  H15   C15  C7   120.33  3.000
 FNA  C16   C15  C7   121.04  3.000
 FNA  H16   C16  C15  119.82  3.000
 FNA  H16   C16  C13  119.76  3.000
 FNA  C15   C16  C13  120.42  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
 FNA  CONST_01  C6    C5   C3   C1      0.00   0.0  0
 FNA  CONST_02  C6    C4   C2   C1      0.00   0.0  0
 FNA  CONST_03  C5    C3   C1   C2      0.00   0.0  0
 FNA  CONST_04  C5    C6   C4   C2      0.00   0.0  0
 FNA  CONST_05  C4    C2   C1   C3      0.00   0.0  0
 FNA  CONST_06  C4    C6   C5   C3      0.00   0.0  0
 FNA  CONST_07  C13   C16  C15  C7      0.00   0.0  0
 FNA  CONST_08  C13   C14  C8   C7      0.00   0.0  0
 FNA  CONST_09  C12   C10  C8   C7      0.00   0.0  0
 FNA  CONST_10  C12   C11  C9   C7      0.00   0.0  0
 FNA  CONST_11  C16   C15  C7   C8      0.00   0.0  0
 FNA  CONST_12  C11   C9   C7   C8      0.00   0.0  0
 FNA  CONST_13  C16   C13  C14  C8      0.00   0.0  0
 FNA  CONST_14  C11   C12  C10  C8      0.00   0.0  0
 FNA  CONST_15  C16   C15  C7   C9    180.00   0.0  0
 FNA  CONST_16  C14   C8   C7   C9    180.00   0.0  0
 FNA  CONST_17  C10   C8   C7   C9      0.00   0.0  0
 FNA  CONST_18  C10   C12  C11  C9      0.00   0.0  0
 FNA  CONST_19  C15   C7   C8   C10   180.00   0.0  0
 FNA  CONST_20  C13   C14  C8   C10   180.00   0.0  0
 FNA  CONST_21  C15   C7   C9   C11   180.00   0.0  0
 FNA  CONST_22  C14   C8   C10  C12   180.00   0.0  0
 FNA  CONST_23  C15   C7   C8   C14     0.00   0.0  0
 FNA  CONST_24  C15   C16  C13  C14     0.00   0.0  0
 FNA  CONST_25  N1    C4   C2   C1    180.00   0.0  0
 FNA  CONST_26  C5    C6   C4   N1    180.00   0.0  0
 FNA  CONST_27  C15   C7   C9   N1      0.00   0.0  0
 FNA  CONST_28  C8    C7   C9   N1    180.00   0.0  0
 FNA  CONST_29  C12   C11  C9   N1    180.00   0.0  0
 FNA  CONST_30  H5    C5   C3   C1    180.00   0.0  0
 FNA  CONST_31  H3    C3   C1   C2    180.00   0.0  0
 FNA  CONST_32  H6    C6   C4   C2    180.00   0.0  0
 FNA  CONST_33  H2    C2   C1   C3    180.00   0.0  0
 FNA  CONST_34  H1    C1   C2   C4    180.00   0.0  0
 FNA  CONST_35  H16   C16  C15  C7    180.00   0.0  0
 FNA  CONST_36  H14   C14  C8   C7    180.00   0.0  0
 FNA  CONST_37  H110  C10  C8   C7    180.00   0.0  0
 FNA  CONST_38  H11   C11  C9   C7    180.00   0.0  0
 FNA  CONST_39  H15   C15  C7   C8    180.00   0.0  0
 FNA  CONST_40  H13   C13  C14  C8    180.00   0.0  0
 FNA  CONST_41  H112  C12  C10  C8    180.00   0.0  0
 FNA  Var_01    C9    N1   C4   C2     31.28  30.0  2
 FNA  Var_02    C7    C9   N1   C4   -156.69  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
 FNA  plan-1  C1    0.020
 FNA  plan-1  N1    0.020
 FNA  plan-1  C2    0.020
 FNA  plan-1  C3    0.020
 FNA  plan-1  C4    0.020
 FNA  plan-1  C5    0.020
 FNA  plan-1  C6    0.020
 FNA  plan-1  H1    0.020
 FNA  plan-1  H2    0.020
 FNA  plan-1  H3    0.020
 FNA  plan-1  H5    0.020
 FNA  plan-1  H6    0.020
 FNA  plan-2  N1    0.020
 FNA  plan-2  C7    0.020
 FNA  plan-2  C8    0.020
 FNA  plan-2  C9    0.020
 FNA  plan-2  C10   0.020
 FNA  plan-2  C11   0.020
 FNA  plan-2  C12   0.020
 FNA  plan-2  C13   0.020
 FNA  plan-2  C14   0.020
 FNA  plan-2  C15   0.020
 FNA  plan-2  C16   0.020
 FNA  plan-2  H110  0.020
 FNA  plan-2  H11   0.020
 FNA  plan-2  H112  0.020
 FNA  plan-2  H13   0.020
 FNA  plan-2  H14   0.020
 FNA  plan-2  H15   0.020
 FNA  plan-2  H16   0.020

