# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 03:00:01 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: amino{[2-(2-{[(4-{[amino(iminio)methyl]amino}butyl)amino]methyl}-4-methoxyphenoxy)ethyl]amino}methaniminium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(OCCNC(N)=[NH2+])c(CNCCCCNC(N)=[NH2+])c1
#
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
 P14  P14  amino{[2-(2-{[(4-{[amino(iminio)methyl]amino}butyl)amino]methyl}-4-methoxyphenoxy)ethyl]amino}methaniminium  ligand  56  25  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_P14
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
 P14  C1    C  CR6   0   0.339   3.2948  -4.6611  -4.2446
 P14  C2    C  CR6   0   0.033   2.7841  -3.9554  -3.1438
 P14  C3    C  CR16  0  -0.389   3.4677  -4.0073  -1.9437
 P14  C4    C  CR6   0   0.377   4.6535  -4.7338  -1.8040
 P14  C5    C  CR16  0  -0.382   5.1557  -5.4138  -2.9024
 P14  C6    C  CR16  0  -0.363   4.4753  -5.3742  -4.1193
 P14  OA    O  O2    0  -0.475   2.5646  -4.5798  -5.3831
 P14  CB    C  CH2   0  -0.206   3.0073  -5.2497  -6.5400
 P14  CG    C  CH2   0  -0.319   1.9256  -5.1133  -7.5867
 P14  ND    N  NH1   0  -0.626   0.7247  -5.8101  -7.1678
 P14  CE    C  C     0   0.822  -0.5247  -5.4423  -7.4118
 P14  NZ1   N  NC2   1  -0.804  -0.8022  -4.3804  -8.1512
 P14  NZ2   N  NH2   0  -0.832  -1.5233  -6.1292  -6.8571
 P14  CA    C  CH2   0  -0.340   1.5202  -3.1484  -3.2707
 P14  NB    N  NH1   0  -0.594   0.3297  -3.9863  -3.3024
 P14  CG1   C  CH2   0  -0.252  -0.8767  -3.1886  -3.4227
 P14  CD    C  CH2   0  -0.468  -2.1231  -4.0552  -3.5098
 P14  CE1   C  CH2   0  -0.423  -3.3864  -3.2063  -3.5711
 P14  CZ    C  CH2   0  -0.338  -4.6788  -3.9982  -3.7074
 P14  NH    N  NH1   0  -0.607  -4.7964  -4.6889  -4.9818
 P14  CI    C  C     0   0.796  -4.5589  -5.9661  -5.2250
 P14  NJ1   N  NC2   1  -0.801  -4.1285  -6.7942  -4.2872
 P14  NJ2   N  NH2   0  -0.827  -4.7096  -6.4256  -6.4758
 P14  O1    O  O2    0  -0.478   5.2290  -4.7098  -0.5815
 P14  C11   C  CH3   0  -0.435   6.4361  -5.4190  -0.3999
 P14  H3    H  HCR6  0   0.258   3.0796  -3.4639  -1.0893
 P14  H5    H  HCR6  0   0.281   6.0730  -5.9842  -2.8478
 P14  H6    H  HCR6  0   0.281   4.8999  -5.9140  -4.9549
 P14  HB1   H  HCH2  0   0.254   3.9324  -4.8104  -6.9272
 P14  HB2   H  HCH2  0   0.240   3.2043  -6.3094  -6.3387
 P14  HG1   H  HCH2  0   0.271   1.7085  -4.0565  -7.7406
 P14  HG2   H  HCH2  0   0.282   2.2953  -5.5176  -8.5309
 P14  HD    H  HNH1  0   0.429   0.8535  -6.7157  -6.7417
 P14  HZ11  H  HNC2  0   0.445  -0.1080  -3.9243  -8.7177
 P14  HZ12  H  HNC2  0   0.434  -1.7534  -4.0751  -8.2714
 P14  HZ21  H  HNH2  0   0.428  -2.4571  -6.0657  -7.2334
 P14  HZ22  H  HNH2  0   0.431  -1.3235  -6.9519  -6.3117
 P14  HA1   H  HCH2  0   0.242   1.4409  -2.4884  -2.4035
 P14  HA2   H  HCH2  0   0.211   1.5901  -2.4901  -4.1498
 P14  HB11  H  HNH1  0   0.336   0.3910  -4.6061  -4.1023
 P14  HG11  H  HCH2  0   0.190  -0.8489  -2.5124  -4.2936
 P14  HG12  H  HCH2  0   0.221  -0.9478  -2.5431  -2.5409
 P14  HD1   H  HCH2  0   0.229  -2.1612  -4.7219  -2.6425
 P14  HD2   H  HCH2  0   0.216  -2.0501  -4.6939  -4.3970
 P14  HE1   H  HCH2  0   0.235  -3.3187  -2.4963  -4.4006
 P14  HE2   H  HCH2  0   0.244  -3.4669  -2.6067  -2.6603
 P14  HZ1   H  HCH2  0   0.291  -5.5322  -3.3249  -3.6386
 P14  HZ2   H  HCH2  0   0.259  -4.7949  -4.7115  -2.8899
 P14  HH    H  HNH1  0   0.430  -5.0739  -4.1226  -5.7693
 P14  HJ11  H  HNC2  0   0.440  -3.9221  -6.4920  -3.3509
 P14  HJ12  H  HNC2  0   0.440  -4.0398  -7.7796  -4.4712
 P14  HJ21  H  HNH2  0   0.433  -4.7207  -7.4221  -6.6276
 P14  HJ22  H  HNH2  0   0.432  -5.2785  -5.8990  -7.1205
 P14  H11   H  HCH3  0   0.225   7.2350  -5.0403  -1.0438
 P14  H12   H  HCH3  0   0.225   6.3163  -6.4901  -0.5854
 P14  H13   H  HCH3  0   0.258   6.7277  -5.2764   0.6379

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
 P14  C1   C2    aromatic  1.404  0.020  1.404
 P14  C1   C6    aromatic  1.385  0.020  1.385
 P14  C1   OA    single    1.355  0.020  1.355
 P14  C2   C3    aromatic  1.382  0.020  1.382
 P14  C2   CA    single    1.505  0.020  1.505
 P14  C3   C4    aromatic  1.398  0.020  1.398
 P14  C3   H3    single    0.930  0.020  1.080
 P14  C4   C5    aromatic  1.386  0.020  1.386
 P14  C4   O1    single    1.351  0.020  1.351
 P14  C5   C6    aromatic  1.395  0.020  1.395
 P14  C5   H5    single    0.930  0.020  1.080
 P14  C6   H6    single    0.930  0.020  1.080
 P14  OA   CB    single    1.408  0.020  1.408
 P14  CB   CG    single    1.511  0.020  1.511
 P14  CB   HB1   single    0.970  0.020  1.090
 P14  CB   HB2   single    0.970  0.020  1.090
 P14  CG   ND    single    1.450  0.020  1.450
 P14  CG   HG1   single    0.970  0.020  1.090
 P14  CG   HG2   single    0.970  0.020  1.090
 P14  ND   CE    single    1.325  0.020  1.325
 P14  ND   HD    single    0.860  0.020  1.020
 P14  CE   NZ1   double    1.323  0.020  1.323
 P14  CE   NZ2   single    1.333  0.020  1.333
 P14  NZ1  HZ11  single    0.860  0.020  1.020
 P14  NZ1  HZ12  single    0.860  0.020  1.020
 P14  NZ2  HZ21  single    0.890  0.020  1.040
 P14  NZ2  HZ22  single    0.890  0.020  1.040
 P14  CA   NB    single    1.456  0.020  1.456
 P14  CA   HA1   single    0.970  0.020  1.090
 P14  CA   HA2   single    0.970  0.020  1.090
 P14  NB   CG1   single    1.451  0.020  1.451
 P14  NB   HB11  single    0.890  0.020  1.040
 P14  CG1  CD    single    1.521  0.020  1.521
 P14  CG1  HG11  single    0.970  0.020  1.090
 P14  CG1  HG12  single    0.970  0.020  1.090
 P14  CD   CE1   single    1.523  0.020  1.523
 P14  CD   HD1   single    0.970  0.020  1.090
 P14  CD   HD2   single    0.970  0.020  1.090
 P14  CE1  CZ    single    1.522  0.020  1.522
 P14  CE1  HE1   single    0.970  0.020  1.090
 P14  CE1  HE2   single    0.970  0.020  1.090
 P14  CZ   NH    single    1.454  0.020  1.454
 P14  CZ   HZ1   single    0.970  0.020  1.090
 P14  CZ   HZ2   single    0.970  0.020  1.090
 P14  NH   CI    single    1.322  0.020  1.322
 P14  NH   HH    single    0.860  0.020  1.020
 P14  CI   NJ1   double    1.323  0.020  1.323
 P14  CI   NJ2   single    1.341  0.020  1.341
 P14  NJ1  HJ11  single    0.860  0.020  1.020
 P14  NJ1  HJ12  single    0.860  0.020  1.020
 P14  NJ2  HJ21  single    0.890  0.020  1.040
 P14  NJ2  HJ22  single    0.890  0.020  1.040
 P14  O1   C11   single    1.412  0.020  1.412
 P14  C11  H11   single    0.970  0.020  1.090
 P14  C11  H12   single    0.970  0.020  1.090
 P14  C11  H13   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
 P14  OA    C1   C6    124.49  3.000
 P14  OA    C1   C2    115.64  3.000
 P14  C6    C1   C2    119.87  3.000
 P14  CA    C2   C3    120.58  3.000
 P14  CA    C2   C1    120.60  3.000
 P14  C3    C2   C1    118.82  3.000
 P14  H3    C3   C4    119.04  3.000
 P14  H3    C3   C2    119.23  3.000
 P14  C4    C3   C2    121.73  3.000
 P14  O1    C4   C5    124.84  3.000
 P14  O1    C4   C3    116.26  3.000
 P14  C5    C4   C3    118.89  3.000
 P14  H5    C5   C6    118.22  3.000
 P14  H5    C5   C4    121.74  3.000
 P14  C6    C5   C4    120.05  3.000
 P14  H6    C6   C5    117.93  3.000
 P14  H6    C6   C1    121.45  3.000
 P14  C5    C6   C1    120.63  3.000
 P14  CB    OA   C1    119.49  3.000
 P14  HB2   CB   HB1   107.52  3.000
 P14  HB2   CB   CG    110.06  3.000
 P14  HB1   CB   CG    108.88  3.000
 P14  HB2   CB   OA    111.43  3.000
 P14  HB1   CB   OA    111.42  3.000
 P14  CG    CB   OA    107.51  3.000
 P14  HG2   CG   HG1   107.73  3.000
 P14  HG2   CG   ND    110.63  3.000
 P14  HG1   CG   ND    109.99  3.000
 P14  HG2   CG   CB    108.85  3.000
 P14  HG1   CG   CB    109.15  3.000
 P14  ND    CG   CB    110.44  3.000
 P14  HD    ND   CE    116.56  3.000
 P14  HD    ND   CG    116.59  3.000
 P14  CE    ND   CG    126.45  3.000
 P14  NZ2   CE   NZ1   119.27  3.000
 P14  NZ2   CE   ND    119.13  3.000
 P14  NZ1   CE   ND    121.56  3.000
 P14  HZ12  NZ1  HZ11  116.60  3.000
 P14  HZ12  NZ1  CE    120.56  3.000
 P14  HZ11  NZ1  CE    122.28  3.000
 P14  HZ22  NZ2  HZ21  115.92  3.000
 P14  HZ22  NZ2  CE    119.85  3.000
 P14  HZ21  NZ2  CE    120.39  3.000
 P14  HA2   CA   HA1   106.10  3.000
 P14  HA2   CA   NB    112.25  3.000
 P14  HA1   CA   NB    107.79  3.000
 P14  HA2   CA   C2    109.56  3.000
 P14  HA1   CA   C2    108.54  3.000
 P14  NB    CA   C2    112.33  3.000
 P14  HB11  NB   CG1   108.72  3.000
 P14  HB11  NB   CA    108.63  3.000
 P14  CG1   NB   CA    111.42  3.000
 P14  HG12  CG1  HG11  106.03  3.000
 P14  HG12  CG1  CD    109.20  3.000
 P14  HG11  CG1  CD    108.96  3.000
 P14  HG12  CG1  NB    108.13  3.000
 P14  HG11  CG1  NB    112.42  3.000
 P14  CD    CG1  NB    111.89  3.000
 P14  HD2   CD   HD1   106.79  3.000
 P14  HD2   CD   CE1   110.34  3.000
 P14  HD1   CD   CE1   110.02  3.000
 P14  HD2   CD   CG1   108.91  3.000
 P14  HD1   CD   CG1   109.28  3.000
 P14  CE1   CD   CG1   111.38  3.000
 P14  HE2   CE1  HE1   106.27  3.000
 P14  HE2   CE1  CZ    107.31  3.000
 P14  HE1   CE1  CZ    108.81  3.000
 P14  HE2   CE1  CD    109.46  3.000
 P14  HE1   CE1  CD    109.93  3.000
 P14  CZ    CE1  CD    114.70  3.000
 P14  HZ2   CZ   HZ1   105.86  3.000
 P14  HZ2   CZ   NH    109.73  3.000
 P14  HZ1   CZ   NH    106.59  3.000
 P14  HZ2   CZ   CE1   111.31  3.000
 P14  HZ1   CZ   CE1   109.76  3.000
 P14  NH    CZ   CE1   113.22  3.000
 P14  HH    NH   CI    116.63  3.000
 P14  HH    NH   CZ    116.09  3.000
 P14  CI    NH   CZ    127.27  3.000
 P14  NJ2   CI   NJ1   118.89  3.000
 P14  NJ2   CI   NH    118.85  3.000
 P14  NJ1   CI   NH    122.20  3.000
 P14  HJ12  NJ1  HJ11  116.52  3.000
 P14  HJ12  NJ1  CI    120.80  3.000
 P14  HJ11  NJ1  CI    122.60  3.000
 P14  HJ22  NJ2  HJ21  114.45  3.000
 P14  HJ22  NJ2  CI    118.74  3.000
 P14  HJ21  NJ2  CI    118.71  3.000
 P14  C11   O1   C4    118.13  3.000
 P14  H13   C11  H12   108.64  3.000
 P14  H13   C11  H11   108.70  3.000
 P14  H12   C11  H11   108.62  3.000
 P14  H13   C11  O1    106.63  3.000
 P14  H12   C11  O1    112.12  3.000
 P14  H11   C11  O1    112.02  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
 P14  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 P14  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 P14  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 P14  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 P14  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 P14  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 P14  CONST_07  O1    C4   C3   C2   180.00   0.0  0
 P14  CONST_08  OA    C1   C2   C3   180.00   0.0  0
 P14  CONST_09  CA    C2   C3   C4   180.00   0.0  0
 P14  CONST_10  OA    C1   C6   C5   180.00   0.0  0
 P14  CONST_11  CA    C2   C1   C6   180.00   0.0  0
 P14  CONST_12  O1    C4   C5   C6   180.00   0.0  0
 P14  CONST_13  H3    C3   C2   C1   180.00   0.0  0
 P14  CONST_14  H5    C5   C6   C1   180.00   0.0  0
 P14  CONST_15  H6    C6   C1   C2   180.00   0.0  0
 P14  CONST_16  NZ1   CE   ND   CG     0.00   0.0  0
 P14  CONST_17  NZ2   CE   ND   CG   180.00   0.0  0
 P14  CONST_18  NJ1   CI   NH   CZ     0.00   0.0  0
 P14  CONST_19  NJ2   CI   NH   CZ   180.00   0.0  0
 P14  CONST_20  HZ11  NZ1  CE   ND     0.00   0.0  0
 P14  CONST_21  HZ12  NZ1  CE   ND   180.00   0.0  0
 P14  CONST_23  HZ22  NZ2  CE   ND     0.00   0.0  0
 P14  CONST_24  HD    ND   CE   NZ1  180.00   0.0  0
 P14  CONST_25  HJ11  NJ1  CI   NH     0.00   0.0  0
 P14  CONST_26  HJ12  NJ1  CI   NH   180.00   0.0  0
 P14  CONST_27  HJ21  NJ2  CI   NH   180.00   0.0  0
 P14  CONST_29  HH    NH   CI   NJ1  180.00   0.0  0
 P14  Var_01    NB    CA   C2   C1    75.28  30.0  2
 P14  Var_02    CG    CB   OA   C1   173.56  30.0  3
 P14  Var_03    CG1   NB   CA   C2   179.90  30.0  3
 P14  Var_04    H11   C11  O1   C4    61.34  30.0  3
 P14  Var_05    ND    CG   CB   OA   -65.25  30.0  3
 P14  Var_06    CE    ND   CG   CB   145.34  30.0  3
 P14  Var_07    CD    CG1  NB   CA   177.84  30.0  3
 P14  Var_08    CE1   CD   CG1  NB   177.38  30.0  3
 P14  Var_09    CZ    CE1  CD   CG1  178.03  30.0  3
 P14  Var_10    NH    CZ   CE1  CD   -66.93  30.0  3
 P14  Var_11    CI    NH   CZ   CE1  100.07  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
 P14  plan-1  C1    0.020
 P14  plan-1  C2    0.020
 P14  plan-1  C3    0.020
 P14  plan-1  C4    0.020
 P14  plan-1  C5    0.020
 P14  plan-1  C6    0.020
 P14  plan-1  OA    0.020
 P14  plan-1  CA    0.020
 P14  plan-1  O1    0.020
 P14  plan-1  H3    0.020
 P14  plan-1  H5    0.020
 P14  plan-1  H6    0.020
 P14  plan-2  CG    0.020
 P14  plan-2  ND    0.020
 P14  plan-2  CE    0.020
 P14  plan-2  NZ1   0.020
 P14  plan-2  NZ2   0.020
 P14  plan-2  HD    0.020
 P14  plan-2  HZ11  0.020
 P14  plan-2  HZ12  0.020
 P14  plan-2  HZ21  0.020
 P14  plan-2  HZ22  0.020
 P14  plan-3  CZ    0.020
 P14  plan-3  NH    0.020
 P14  plan-3  CI    0.020
 P14  plan-3  NJ1   0.020
 P14  plan-3  NJ2   0.020
 P14  plan-3  HH    0.020
 P14  plan-3  HJ11  0.020
 P14  plan-3  HJ12  0.020
 P14  plan-3  HJ21  0.020
 P14  plan-3  HJ22  0.020

