# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 20:51:53 2020
#   Inital geometry file: a 59 line input string
#   Ligand name: (3-phenyl-1,2,4-oxadiazol-5-yl)methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCc1onc(n1)c2ccccc2
#
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
 ENK  ENK  (3-phenyl-1,2,4-oxadiazol-5-yl)methanamine  ligand  22  13  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ENK
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
 ENK  N1   N  N     0  -0.458  -1.1328  -0.6577  -0.3004
 ENK  N3   N  NH2   0  -0.795  -4.1609  -0.8557   0.8905
 ENK  C4   C  CR6   0   0.008   1.2301   0.0755  -0.0258
 ENK  C5   C  CR16  0  -0.280   2.1329   1.1273   0.1365
 ENK  C6   C  CR16  0  -0.239   3.4921   0.8705   0.2061
 ENK  C7   C  CR16  0  -0.250   3.9637  -0.4340   0.1129
 ENK  C8   C  CR16  0  -0.239   3.0685  -1.4825  -0.0483
 ENK  C2   C  CR5   0   0.533  -2.2484  -0.0108  -0.2999
 ENK  C3   C  CR5   0   0.323  -0.2085   0.3272  -0.0985
 ENK  C9   C  CR16  0  -0.287   1.7063  -1.2306  -0.1180
 ENK  N2   N  N     0  -0.158  -0.7341   1.5112   0.0190
 ENK  O1   O  O     0  -0.320  -2.0744   1.2909  -0.1145
 ENK  H9   H  HNH2  0   0.356  -4.4753  -0.0099   1.3479
 ENK  H10  H  HNH2  0   0.369  -4.9811  -1.4369   0.7811
 ENK  H3   H  HCR6  0   0.260   1.7752   2.1463   0.2081
 ENK  H4   H  HCR6  0   0.265   4.1864   1.6905   0.3308
 ENK  H5   H  HCR6  0   0.265   5.0266  -0.6300   0.1656
 ENK  H6   H  HCR6  0   0.264   3.4294  -2.5000  -0.1210
 ENK  H1   H  HCH2  0   0.277  -3.5745  -1.4574  -1.0131
 ENK  H2   H  HCH2  0   0.251  -4.2374   0.1708  -1.0059
 ENK  H7   H  HCR6  0   0.262   1.0119  -2.0506  -0.2426
 ENK  C1   C  CH2   0  -0.407  -3.6358  -0.5400  -0.4294

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
 ENK  O1  N2   aromatic  1.365  0.020  1.365
 ENK  O1  C2   aromatic  1.326  0.020  1.326
 ENK  N2  C3   aromatic  1.301  0.020  1.301
 ENK  C2  C1   single    1.491  0.020  1.491
 ENK  C2  N1   aromatic  1.290  0.020  1.290
 ENK  C3  C4   single    1.462  0.020  1.462
 ENK  C3  N1   aromatic  1.366  0.020  1.366
 ENK  C1  N3   single    1.455  0.020  1.455
 ENK  C9  C4   aromatic  1.393  0.020  1.393
 ENK  C9  C8   aromatic  1.387  0.020  1.387
 ENK  C4  C5   aromatic  1.396  0.020  1.396
 ENK  C8  C7   aromatic  1.388  0.020  1.388
 ENK  C5  C6   aromatic  1.385  0.020  1.385
 ENK  C7  C6   aromatic  1.390  0.020  1.390
 ENK  N3  H9   single    0.890  0.020  1.040
 ENK  N3  H10  single    0.890  0.020  1.040
 ENK  C5  H3   single    0.930  0.020  1.080
 ENK  C6  H4   single    0.930  0.020  1.080
 ENK  C7  H5   single    0.930  0.020  1.080
 ENK  C8  H6   single    0.930  0.020  1.080
 ENK  C1  H1   single    0.970  0.020  1.090
 ENK  C1  H2   single    0.970  0.020  1.090
 ENK  C9  H7   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
 ENK  C3   N1  C2  102.92  3.000
 ENK  H10  N3  H9  106.10  3.000
 ENK  H10  N3  C1  108.62  3.000
 ENK  H9   N3  C1  109.93  3.000
 ENK  C9   C4  C3  119.62  3.000
 ENK  C9   C4  C5  119.55  3.000
 ENK  C3   C4  C5  120.83  3.000
 ENK  H3   C5  C6  119.71  3.000
 ENK  H3   C5  C4  120.23  3.000
 ENK  C6   C5  C4  120.06  3.000
 ENK  H4   C6  C7  120.09  3.000
 ENK  H4   C6  C5  119.67  3.000
 ENK  C7   C6  C5  120.23  3.000
 ENK  H5   C7  C8  120.16  3.000
 ENK  H5   C7  C6  119.99  3.000
 ENK  C8   C7  C6  119.85  3.000
 ENK  H6   C8  C9  119.67  3.000
 ENK  H6   C8  C7  120.19  3.000
 ENK  C9   C8  C7  120.14  3.000
 ENK  O1   C2  C1  118.86  3.000
 ENK  C1   C2  N1  128.83  3.000
 ENK  O1   C2  N1  112.27  3.000
 ENK  N2   C3  C4  123.35  3.000
 ENK  C4   C3  N1  123.31  3.000
 ENK  N2   C3  N1  113.34  3.000
 ENK  H7   C9  C8  119.91  3.000
 ENK  H7   C9  C4  119.93  3.000
 ENK  C8   C9  C4  120.17  3.000
 ENK  O1   N2  C3  103.95  3.000
 ENK  N2   O1  C2  107.51  3.000
 ENK  H2   C1  H1  107.19  3.000
 ENK  H2   C1  C2  109.06  3.000
 ENK  H1   C1  C2  107.05  3.000
 ENK  H2   C1  N3  114.84  3.000
 ENK  H1   C1  N3  108.89  3.000
 ENK  C2   C1  N3  109.52  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
 ENK  CONST_01  N2  O1  C2  N1    0.00   0.0  0
 ENK  CONST_02  O1  N2  C3  N1    0.00   0.0  0
 ENK  CONST_03  C9  C4  C3  N1    0.00   0.0  0
 ENK  CONST_04  C5  C4  C3  N1  180.00   0.0  0
 ENK  CONST_05  O1  N2  C3  C4  180.00   0.0  0
 ENK  CONST_06  C2  N1  C3  C4  180.00   0.0  0
 ENK  CONST_07  C7  C8  C9  C4    0.00   0.0  0
 ENK  CONST_08  C7  C6  C5  C4    0.00   0.0  0
 ENK  CONST_09  N2  C3  C4  C5    0.00   0.0  0
 ENK  CONST_10  C8  C9  C4  C5    0.00   0.0  0
 ENK  CONST_11  C8  C7  C6  C5    0.00   0.0  0
 ENK  CONST_12  C3  C4  C5  C6  180.00   0.0  0
 ENK  CONST_13  C9  C4  C5  C6    0.00   0.0  0
 ENK  CONST_14  C9  C8  C7  C6    0.00   0.0  0
 ENK  CONST_15  C3  C4  C9  C8  180.00   0.0  0
 ENK  CONST_16  C3  N2  O1  C2    0.00   0.0  0
 ENK  CONST_17  N2  C3  N1  C2    0.00   0.0  0
 ENK  CONST_18  O1  C2  N1  C3    0.00   0.0  0
 ENK  CONST_19  N2  C3  C4  C9  180.00   0.0  0
 ENK  CONST_20  N2  O1  C2  C1  180.00   0.0  0
 ENK  CONST_21  C3  N1  C2  C1  180.00   0.0  0
 ENK  CONST_22  H6  C8  C9  C4  180.00   0.0  0
 ENK  CONST_23  H4  C6  C5  C4  180.00   0.0  0
 ENK  CONST_24  H7  C9  C4  C5  180.00   0.0  0
 ENK  CONST_25  H5  C7  C6  C5  180.00   0.0  0
 ENK  CONST_26  H3  C5  C6  C7  180.00   0.0  0
 ENK  Var_01    N3  C1  C2  N1   89.55  30.0  2
 ENK  Var_02    H9  N3  C1  C2   79.55  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
 ENK  plan-1  N1  0.020
 ENK  plan-1  C4  0.020
 ENK  plan-1  C2  0.020
 ENK  plan-1  C3  0.020
 ENK  plan-1  N2  0.020
 ENK  plan-1  O1  0.020
 ENK  plan-1  C1  0.020
 ENK  plan-2  C4  0.020
 ENK  plan-2  C5  0.020
 ENK  plan-2  C6  0.020
 ENK  plan-2  C7  0.020
 ENK  plan-2  C8  0.020
 ENK  plan-2  C3  0.020
 ENK  plan-2  C9  0.020
 ENK  plan-2  H3  0.020
 ENK  plan-2  H4  0.020
 ENK  plan-2  H5  0.020
 ENK  plan-2  H6  0.020
 ENK  plan-2  H7  0.020

