# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 04:51:14 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 2,4-di(morpholin-4-yl)aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(cc1N2CCOCC2)N3CCOCC3
#
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
 5KN  5KN  2,4-di(morpholin-4-yl)aniline  ligand  40  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_5KN
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
 5KN  C1   C  CR16  0  -0.317   0.0300   2.6917  -0.0713
 5KN  C2   C  CR16  0  -0.368   1.2550   2.0320  -0.0735
 5KN  C3   C  CR6   0   0.350   1.3147   0.6460   0.0372
 5KN  C8   C  CR16  0  -0.417   0.1006  -0.0494   0.1100
 5KN  C4   C  CH2   0  -0.321   2.6967  -1.1555  -0.8386
 5KN  C5   C  CH2   0  -0.186   3.8900  -2.0037  -0.4456
 5KN  C6   C  CH2   0  -0.183   4.9008  -0.1971   0.5958
 5KN  C7   C  CH2   0  -0.325   3.7411   0.7122   0.2348
 5KN  C10  C  CH2   0  -0.332  -3.1175  -0.1558  -1.0583
 5KN  C    C  CR6   0   0.226  -1.1734   2.0053   0.0132
 5KN  C9   C  CR6   0   0.293  -1.1267   0.5965   0.0855
 5KN  N2   N  NT    0  -0.517  -2.3541  -0.0914   0.1846
 5KN  C13  C  CH2   0  -0.323  -2.3397  -1.3893   0.8308
 5KN  C12  C  CH2   0  -0.183  -3.7688  -1.8314   1.0868
 5KN  O1   O  O2    0  -0.485  -4.5169  -1.8912  -0.1075
 5KN  C11  C  CH2   0  -0.186  -4.5232  -0.6417  -0.7622
 5KN  N1   N  NT    0  -0.523   2.5255  -0.0664   0.1141
 5KN  O    O  O2    0  -0.484   5.0670  -1.2341  -0.3446
 5KN  H1   H  HCR6  0   0.249   0.0181   3.7746  -0.1231
 5KN  H2   H  HCR6  0   0.259   2.1539   2.6286  -0.1461
 5KN  H3   H  HCR6  0   0.259   0.1200  -1.1273   0.2096
 5KN  H4   H  HCH2  0   0.214   2.8300  -0.7708  -1.8619
 5KN  H5   H  HCH2  0   0.252   1.8152  -1.7949  -0.8464
 5KN  H6   H  HCH2  0   0.203   3.6773  -2.5051   0.5090
 5KN  H7   H  HCH2  0   0.239   4.0628  -2.7725  -1.2002
 5KN  H8   H  HCH2  0   0.239   5.8276   0.3782   0.6179
 5KN  H9   H  HCH2  0   0.202   4.7368  -0.6132   1.6000
 5KN  H10  H  HCH2  0   0.251   3.6259   1.4531   1.0283
 5KN  H11  H  HCH2  0   0.209   3.9792   1.2589  -0.6920
 5KN  H12  H  HCH2  0   0.259  -3.1743   0.8335  -1.5141
 5KN  H13  H  HCH2  0   0.220  -2.6319  -0.8267  -1.7835
 5KN  H14  H  HNH2  0   0.372  -2.3419   3.6271   0.2957
 5KN  H15  H  HNH2  0   0.366  -3.1064   2.1724   0.5339
 5KN  H16  H  HCH2  0   0.210  -1.8300  -2.1541   0.2239
 5KN  H17  H  HCH2  0   0.253  -1.8125  -1.3194   1.7843
 5KN  H18  H  HCH2  0   0.238  -3.7765  -2.8300   1.5268
 5KN  H19  H  HCH2  0   0.202  -4.2370  -1.1404   1.8021
 5KN  H20  H  HCH2  0   0.202  -5.0423   0.1096  -0.1496
 5KN  H21  H  HCH2  0   0.238  -5.0808  -0.7631  -1.6920
 5KN  N    N  NH2   0  -0.854  -2.3981   2.6628   0.0055

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
 5KN  C6   O    single    1.410  0.020  1.410
 5KN  C6   C7   single    1.517  0.020  1.517
 5KN  O    C5   single    1.410  0.020  1.410
 5KN  C5   C4   single    1.516  0.020  1.516
 5KN  C7   N1   single    1.449  0.020  1.449
 5KN  N1   C4   single    1.457  0.020  1.457
 5KN  N1   C3   single    1.407  0.020  1.407
 5KN  C3   C8   aromatic  1.401  0.020  1.401
 5KN  C3   C2   aromatic  1.392  0.020  1.392
 5KN  C8   C9   aromatic  1.387  0.020  1.387
 5KN  C13  C12  single    1.518  0.020  1.518
 5KN  C13  N2   single    1.450  0.020  1.450
 5KN  C12  O1   single    1.410  0.020  1.410
 5KN  C2   C1   aromatic  1.391  0.020  1.391
 5KN  C9   N2   single    1.411  0.020  1.411
 5KN  C9   C    aromatic  1.411  0.020  1.411
 5KN  N2   C10  single    1.460  0.020  1.460
 5KN  O1   C11  single    1.411  0.020  1.411
 5KN  C1   C    aromatic  1.388  0.020  1.388
 5KN  C    N    single    1.390  0.020  1.390
 5KN  C10  C11  single    1.516  0.020  1.516
 5KN  C1   H1   single    0.930  0.020  1.080
 5KN  C2   H2   single    0.930  0.020  1.080
 5KN  C8   H3   single    0.930  0.020  1.080
 5KN  C4   H4   single    0.970  0.020  1.090
 5KN  C4   H5   single    0.970  0.020  1.090
 5KN  C5   H6   single    0.970  0.020  1.090
 5KN  C5   H7   single    0.970  0.020  1.090
 5KN  C6   H8   single    0.970  0.020  1.090
 5KN  C6   H9   single    0.970  0.020  1.090
 5KN  C7   H10  single    0.970  0.020  1.090
 5KN  C7   H11  single    0.970  0.020  1.090
 5KN  C10  H12  single    0.970  0.020  1.090
 5KN  C10  H13  single    0.970  0.020  1.090
 5KN  N    H14  single    0.890  0.020  1.040
 5KN  N    H15  single    0.890  0.020  1.040
 5KN  C13  H16  single    0.970  0.020  1.090
 5KN  C13  H17  single    0.970  0.020  1.090
 5KN  C12  H18  single    0.970  0.020  1.090
 5KN  C12  H19  single    0.970  0.020  1.090
 5KN  C11  H20  single    0.970  0.020  1.090
 5KN  C11  H21  single    0.970  0.020  1.090

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
 5KN  H1   C1   C    119.17  3.000
 5KN  H1   C1   C2   118.89  3.000
 5KN  C    C1   C2   121.93  3.000
 5KN  H2   C2   C3   121.27  3.000
 5KN  H2   C2   C1   118.06  3.000
 5KN  C3   C2   C1   120.66  3.000
 5KN  N1   C3   C8   119.45  3.000
 5KN  C8   C3   C2   117.47  3.000
 5KN  N1   C3   C2   123.06  3.000
 5KN  H3   C8   C9   118.75  3.000
 5KN  H3   C8   C3   118.91  3.000
 5KN  C9   C8   C3   122.33  3.000
 5KN  H5   C4   H4   107.24  3.000
 5KN  H5   C4   N1   110.39  3.000
 5KN  H4   C4   N1   111.14  3.000
 5KN  H5   C4   C5   108.09  3.000
 5KN  H4   C4   C5   109.94  3.000
 5KN  N1   C4   C5   109.95  3.000
 5KN  H7   C5   H6   108.05  3.000
 5KN  H7   C5   O    107.58  3.000
 5KN  H6   C5   O    110.39  3.000
 5KN  H7   C5   C4   109.86  3.000
 5KN  H6   C5   C4   109.15  3.000
 5KN  O    C5   C4   111.73  3.000
 5KN  H9   C6   H8   107.92  3.000
 5KN  H9   C6   O    110.40  3.000
 5KN  H8   C6   O    107.53  3.000
 5KN  H9   C6   C7   109.28  3.000
 5KN  H8   C6   C7   109.76  3.000
 5KN  O    C6   C7   111.86  3.000
 5KN  H11  C7   H10  107.30  3.000
 5KN  H11  C7   N1   112.20  3.000
 5KN  H10  C7   N1   109.68  3.000
 5KN  H11  C7   C6   109.40  3.000
 5KN  H10  C7   C6   108.33  3.000
 5KN  N1   C7   C6   109.82  3.000
 5KN  H13  C10  H12  107.48  3.000
 5KN  H13  C10  C11  110.01  3.000
 5KN  H12  C10  C11  108.90  3.000
 5KN  H13  C10  N2   110.92  3.000
 5KN  H12  C10  N2   110.06  3.000
 5KN  C11  C10  N2   109.43  3.000
 5KN  C9   C    N    120.11  3.000
 5KN  N    C    C1   121.97  3.000
 5KN  C9   C    C1   117.91  3.000
 5KN  N2   C9   C    117.49  3.000
 5KN  C    C9   C8   119.67  3.000
 5KN  N2   C9   C8   122.80  3.000
 5KN  C13  N2   C9   117.33  3.000
 5KN  C9   N2   C10  114.63  3.000
 5KN  C13  N2   C10  110.19  3.000
 5KN  H17  C13  H16  107.59  3.000
 5KN  H17  C13  C12  109.03  3.000
 5KN  H16  C13  C12  109.06  3.000
 5KN  H17  C13  N2   109.67  3.000
 5KN  H16  C13  N2   112.37  3.000
 5KN  C12  C13  N2   109.06  3.000
 5KN  H19  C12  H18  108.05  3.000
 5KN  H19  C12  O1   110.59  3.000
 5KN  H18  C12  O1   107.39  3.000
 5KN  H19  C12  C13  109.14  3.000
 5KN  H18  C12  C13  109.95  3.000
 5KN  O1   C12  C13  111.65  3.000
 5KN  C11  O1   C12  110.97  3.000
 5KN  H21  C11  H20  108.03  3.000
 5KN  H21  C11  O1   107.42  3.000
 5KN  H20  C11  O1   110.41  3.000
 5KN  H21  C11  C10  110.06  3.000
 5KN  H20  C11  C10  109.11  3.000
 5KN  O1   C11  C10  111.73  3.000
 5KN  C7   N1   C4   110.96  3.000
 5KN  C4   N1   C3   116.35  3.000
 5KN  C7   N1   C3   117.03  3.000
 5KN  C6   O    C5   110.54  3.000
 5KN  H15  N    H14  110.64  3.000
 5KN  H15  N    C    112.64  3.000
 5KN  H14  N    C    113.68  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
 5KN  CONST_01  C8   C3   C2   C1      0.00   0.0  0
 5KN  CONST_02  C8   C9   C    C1      0.00   0.0  0
 5KN  CONST_03  C9   C8   C3   C2      0.00   0.0  0
 5KN  CONST_04  C9   C    C1   C2      0.00   0.0  0
 5KN  CONST_05  C    C9   C8   C3      0.00   0.0  0
 5KN  CONST_06  C    C1   C2   C3      0.00   0.0  0
 5KN  CONST_07  N1   C3   C2   C1    180.00   0.0  0
 5KN  CONST_08  N2   C9   C    C1    180.00   0.0  0
 5KN  CONST_09  N2   C9   C8   C3    180.00   0.0  0
 5KN  CONST_10  N1   C3   C8   C9    180.00   0.0  0
 5KN  CONST_11  N    C    C1   C2    180.00   0.0  0
 5KN  CONST_12  N    C    C9   C8    180.00   0.0  0
 5KN  CONST_13  N2   C9   C    N       0.00   0.0  0
 5KN  CONST_14  H3   C8   C3   C2    180.00   0.0  0
 5KN  CONST_15  H1   C1   C2   C3    180.00   0.0  0
 5KN  CONST_16  H2   C2   C3   C8    180.00   0.0  0
 5KN  Var_01    C7   N1   C3   C2      7.18  30.0  2
 5KN  Var_02    C6   C7   N1   C3    168.16  30.0  1
 5KN  Var_03    C5   C4   N1   C3   -167.87  30.0  1
 5KN  Var_04    C13  N2   C9   C8     24.00  30.0  2
 5KN  Var_05    C7   C6   O    C5    -58.15  30.0  1
 5KN  Var_06    C12  C13  N2   C10   -57.68  30.0  1
 5KN  Var_07    C11  C10  N2   C9   -167.82  30.0  1
 5KN  Var_08    O1   C12  C13  N2     58.03  30.0  1
 5KN  Var_09    O1   C11  C10  N2    -56.65  30.0  1
 5KN  Var_10    O    C6   C7   N1     56.79  30.0  1
 5KN  Var_11    O    C5   C4   N1    -56.40  30.0  1
 5KN  Var_12    H6   C5   O    C6    -63.70  30.0  1

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
 5KN  plan-1  C1   0.020
 5KN  plan-1  C2   0.020
 5KN  plan-1  C3   0.020
 5KN  plan-1  C8   0.020
 5KN  plan-1  C    0.020
 5KN  plan-1  C9   0.020
 5KN  plan-1  N2   0.020
 5KN  plan-1  N1   0.020
 5KN  plan-1  H1   0.020
 5KN  plan-1  H2   0.020
 5KN  plan-1  H3   0.020
 5KN  plan-1  N    0.020
 5KN  plan-2  C    0.020
 5KN  plan-2  H14  0.020
 5KN  plan-2  H15  0.020
 5KN  plan-2  N    0.020

