# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 15:28:16 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: N-(1H-imidazol-2-yl)-N'-[4-(1H-imidazol-2-ylamino)phenyl]benzene-1,4-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: [nH]1ccnc1Nc2ccc(Nc3ccc(Nc4[nH]ccn4)cc3)cc2
#
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
 OWL  OWL  N-(1H-imidazol-2-yl)-N'-[4-(1H-imidazol-2-ylamino)phenyl]benzene-1,4-diamine  ligand  42  25  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OWL
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
 OWL  C1   C  CR6   0   0.339   3.8403  -0.2856   0.2923
 OWL  C2   C  CR6   0   0.337   1.2514   0.8460   0.1157
 OWL  C3   C  CR16  0  -0.350   2.7128  -0.9708   0.7549
 OWL  C4   C  CR16  0  -0.316   3.6518   0.9839  -0.2559
 OWL  C5   C  CR16  0  -0.338   2.3782   1.5248  -0.3478
 OWL  C6   C  CR16  0  -0.315   1.4482  -0.4177   0.6805
 OWL  C7   C  CR16  0  -0.336  -2.3723   1.5416   0.3583
 OWL  C8   C  CR16  0  -0.350  -2.6851  -0.9684  -0.7165
 OWL  C9   C  CR6   0   0.333  -1.2345   0.8501  -0.0579
 OWL  C10  C  CR16  0  -0.316  -3.6451   1.0062   0.2338
 OWL  C11  C  CR6   0   0.339  -3.8232  -0.2718  -0.2994
 OWL  C12  C  CR16  0  -0.313  -1.4203  -0.4199  -0.6111
 OWL  N1   N  NH1   0  -0.802   0.0083   1.4593   0.0522
 OWL  C13  C  CR5   0   0.702  -6.2893  -0.4446  -0.0756
 OWL  N2   N  NR15  0  -0.653  -7.3989  -1.1717  -0.3433
 OWL  N3   N  N     0  -0.509  -6.5820   0.6642   0.5586
 OWL  C14  C  CR5   0   0.702   6.3023  -0.4607   0.0279
 OWL  N4   N  NR15  0  -0.653   7.4172  -1.1800   0.2951
 OWL  N5   N  N     0  -0.509   6.5853   0.6426  -0.6196
 OWL  N6   N  NH1   0  -0.801   5.0742  -0.9122   0.4192
 OWL  N7   N  NH1   0  -0.801  -5.0567  -0.8932  -0.4557
 OWL  C15  C  CR15  0  -0.122  -8.4767  -0.4760   0.1564
 OWL  C16  C  CR15  0  -0.187  -7.9496   0.6478   0.7043
 OWL  C17  C  CR15  0  -0.122   8.4879  -0.4857  -0.2217
 OWL  C18  C  CR15  0  -0.186   7.9516   0.6302  -0.7769
 OWL  H3   H  HCR6  0   0.262   2.8256  -1.9527   1.2009
 OWL  H4   H  HCR6  0   0.281   4.4962   1.5455  -0.6251
 OWL  H5   H  HCR6  0   0.256   2.2619   2.5070  -0.7917
 OWL  H6   H  HCR6  0   0.269   0.6138  -0.9766   1.0830
 OWL  H7   H  HCR6  0   0.256  -2.2642   2.5298   0.7901
 OWL  H8   H  HCR6  0   0.262  -2.7890  -1.9567  -1.1505
 OWL  H10  H  HCR6  0   0.281  -4.4976   1.5772   0.5678
 OWL  H12  H  HCR6  0   0.269  -0.5769  -0.9903  -0.9773
 OWL  HN1  H  HNH1  0   0.391   0.0128   2.4650   0.0092
 OWL  HN6  H  HNH1  0   0.408   5.0611  -1.8078   0.8798
 OWL  HN7  H  HNH1  0   0.408  -5.0352  -1.7975  -0.8988
 OWL  H15  H  HCR5  0   0.281  -9.4840  -0.8449   0.0727
 OWL  H16  H  HCR5  0   0.245  -8.4704   1.4517   1.2005
 OWL  H17  H  HCR5  0   0.281   9.4976  -0.8487  -0.1413
 OWL  H18  H  HCR5  0   0.245   8.4648   1.4317  -1.2845
 OWL  HN2  H  HNR5  0   0.416  -7.4422  -2.0526  -0.8309
 OWL  HN4  H  HNR5  0   0.416   7.4682  -2.0561   0.7894

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
 OWL  N6   C1   single    1.390  0.020  1.390
 OWL  C4   C1   aromatic  1.396  0.020  1.396
 OWL  C1   C3   aromatic  1.398  0.020  1.398
 OWL  C5   C2   aromatic  1.395  0.020  1.395
 OWL  C6   C2   aromatic  1.398  0.020  1.398
 OWL  C2   N1   single    1.388  0.020  1.388
 OWL  C3   C6   aromatic  1.382  0.020  1.382
 OWL  C3   H3   single    0.930  0.020  1.080
 OWL  C4   C5   aromatic  1.387  0.020  1.387
 OWL  C4   H4   single    0.930  0.020  1.080
 OWL  C5   H5   single    0.930  0.020  1.080
 OWL  C6   H6   single    0.930  0.020  1.080
 OWL  C9   C7   aromatic  1.395  0.020  1.395
 OWL  C7   C10  aromatic  1.386  0.020  1.386
 OWL  C7   H7   single    0.930  0.020  1.080
 OWL  C12  C8   aromatic  1.383  0.020  1.383
 OWL  C8   C11  aromatic  1.398  0.020  1.398
 OWL  C8   H8   single    0.930  0.020  1.080
 OWL  N1   C9   single    1.388  0.020  1.388
 OWL  C9   C12  aromatic  1.398  0.020  1.398
 OWL  C10  C11  aromatic  1.396  0.020  1.396
 OWL  C10  H10  single    0.930  0.020  1.080
 OWL  C11  N7   single    1.390  0.020  1.390
 OWL  C12  H12  single    0.930  0.020  1.080
 OWL  N1   HN1  single    0.860  0.020  1.020
 OWL  N7   C13  single    1.366  0.020  1.366
 OWL  N2   C13  aromatic  1.353  0.020  1.353
 OWL  C13  N3   aromatic  1.310  0.020  1.310
 OWL  N2   C15  aromatic  1.377  0.020  1.377
 OWL  N3   C16  aromatic  1.375  0.020  1.375
 OWL  N5   C14  aromatic  1.310  0.020  1.310
 OWL  N6   C14  single    1.366  0.020  1.366
 OWL  C14  N4   aromatic  1.353  0.020  1.353
 OWL  C17  N4   aromatic  1.377  0.020  1.377
 OWL  N5   C18  aromatic  1.375  0.020  1.375
 OWL  N6   HN6  single    0.860  0.020  1.020
 OWL  N7   HN7  single    0.860  0.020  1.020
 OWL  C15  C16  aromatic  1.357  0.020  1.357
 OWL  C15  H15  single    0.930  0.020  1.080
 OWL  C16  H16  single    0.930  0.020  1.080
 OWL  C18  C17  aromatic  1.357  0.020  1.357
 OWL  C17  H17  single    0.930  0.020  1.080
 OWL  C18  H18  single    0.930  0.020  1.080
 OWL  N2   HN2  single    0.860  0.020  1.020
 OWL  N4   HN4  single    0.860  0.020  1.020

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
 OWL  N6   C1   C4   124.47  3.000
 OWL  C4   C1   C3   117.82  3.000
 OWL  N6   C1   C3   117.70  3.000
 OWL  N1   C2   C6   122.96  3.000
 OWL  N1   C2   C5   119.57  3.000
 OWL  C6   C2   C5   117.41  3.000
 OWL  H3   C3   C6   118.67  3.000
 OWL  H3   C3   C1   119.73  3.000
 OWL  C6   C3   C1   121.60  3.000
 OWL  H4   C4   C5   119.54  3.000
 OWL  H4   C4   C1   120.13  3.000
 OWL  C5   C4   C1   120.33  3.000
 OWL  H5   C5   C4   118.62  3.000
 OWL  H5   C5   C2   119.37  3.000
 OWL  C4   C5   C2   122.01  3.000
 OWL  H6   C6   C3   118.61  3.000
 OWL  H6   C6   C2   120.57  3.000
 OWL  C3   C6   C2   120.81  3.000
 OWL  H7   C7   C10  118.65  3.000
 OWL  H7   C7   C9   119.31  3.000
 OWL  C10  C7   C9   122.04  3.000
 OWL  H8   C8   C12  118.67  3.000
 OWL  H8   C8   C11  119.71  3.000
 OWL  C12  C8   C11  121.62  3.000
 OWL  N1   C9   C12  123.30  3.000
 OWL  C12  C9   C7   117.40  3.000
 OWL  N1   C9   C7   119.27  3.000
 OWL  H10  C10  C11  120.12  3.000
 OWL  H10  C10  C7   119.54  3.000
 OWL  C11  C10  C7   120.33  3.000
 OWL  N7   C11  C10  124.43  3.000
 OWL  N7   C11  C8   117.78  3.000
 OWL  C10  C11  C8   117.79  3.000
 OWL  H12  C12  C9   120.62  3.000
 OWL  H12  C12  C8   118.56  3.000
 OWL  C9   C12  C8   120.81  3.000
 OWL  HN1  N1   C9   116.04  3.000
 OWL  HN1  N1   C2   116.07  3.000
 OWL  C9   N1   C2   127.71  3.000
 OWL  N7   C13  N3   127.89  3.000
 OWL  N3   C13  N2   111.54  3.000
 OWL  N7   C13  N2   120.56  3.000
 OWL  HN2  N2   C15  125.70  3.000
 OWL  HN2  N2   C13  126.91  3.000
 OWL  C15  N2   C13  107.37  3.000
 OWL  C16  N3   C13  105.26  3.000
 OWL  N6   C14  N5   127.89  3.000
 OWL  N6   C14  N4   120.57  3.000
 OWL  N5   C14  N4   111.54  3.000
 OWL  HN4  N4   C17  125.69  3.000
 OWL  HN4  N4   C14  126.94  3.000
 OWL  C17  N4   C14  107.37  3.000
 OWL  C18  N5   C14  105.28  3.000
 OWL  HN6  N6   C14  115.89  3.000
 OWL  HN6  N6   C1   115.54  3.000
 OWL  C14  N6   C1   128.55  3.000
 OWL  HN7  N7   C13  115.89  3.000
 OWL  HN7  N7   C11  115.59  3.000
 OWL  C13  N7   C11  128.52  3.000
 OWL  H15  C15  C16  132.77  3.000
 OWL  H15  C15  N2   122.11  3.000
 OWL  C16  C15  N2   105.12  3.000
 OWL  H16  C16  C15  127.98  3.000
 OWL  H16  C16  N3   121.32  3.000
 OWL  C15  C16  N3   110.69  3.000
 OWL  H17  C17  C18  132.77  3.000
 OWL  H17  C17  N4   122.11  3.000
 OWL  C18  C17  N4   105.12  3.000
 OWL  H18  C18  C17  127.99  3.000
 OWL  H18  C18  N5   121.32  3.000
 OWL  C17  C18  N5   110.69  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
 OWL  CONST_01  C2   C5   C4   C1     0.00   0.0  0
 OWL  CONST_02  C2   C6   C3   C1     0.00   0.0  0
 OWL  CONST_03  C5   C4   C1   C3     0.00   0.0  0
 OWL  CONST_04  C5   C2   C6   C3     0.00   0.0  0
 OWL  CONST_05  C6   C3   C1   C4     0.00   0.0  0
 OWL  CONST_06  C6   C2   C5   C4     0.00   0.0  0
 OWL  CONST_07  C8   C12  C9   C7     0.00   0.0  0
 OWL  CONST_08  C8   C11  C10  C7     0.00   0.0  0
 OWL  CONST_09  C11  C10  C7   C9     0.00   0.0  0
 OWL  CONST_10  C11  C8   C12  C9     0.00   0.0  0
 OWL  CONST_11  C12  C9   C7   C10    0.00   0.0  0
 OWL  CONST_12  C12  C8   C11  C10    0.00   0.0  0
 OWL  CONST_13  C16  C15  N2   C13    0.00   0.0  0
 OWL  CONST_14  C15  C16  N3   C13    0.00   0.0  0
 OWL  CONST_15  C16  N3   C13  N2     0.00   0.0  0
 OWL  CONST_16  N3   C16  C15  N2     0.00   0.0  0
 OWL  CONST_17  C15  N2   C13  N3     0.00   0.0  0
 OWL  CONST_18  C17  C18  N5   C14    0.00   0.0  0
 OWL  CONST_19  C18  C17  N4   C14    0.00   0.0  0
 OWL  CONST_20  C18  N5   C14  N4     0.00   0.0  0
 OWL  CONST_21  N5   C18  C17  N4     0.00   0.0  0
 OWL  CONST_22  C17  N4   C14  N5     0.00   0.0  0
 OWL  CONST_23  N1   C2   C6   C3   180.00   0.0  0
 OWL  CONST_24  N1   C2   C5   C4   180.00   0.0  0
 OWL  CONST_25  N6   C1   C4   C5   180.00   0.0  0
 OWL  CONST_26  N6   C1   C3   C6   180.00   0.0  0
 OWL  CONST_27  N7   C11  C10  C7   180.00   0.0  0
 OWL  CONST_28  N1   C9   C12  C8   180.00   0.0  0
 OWL  CONST_29  N1   C9   C7   C10  180.00   0.0  0
 OWL  CONST_30  N7   C11  C8   C12  180.00   0.0  0
 OWL  CONST_31  C18  N5   C14  N6   180.00   0.0  0
 OWL  CONST_32  C17  N4   C14  N6   180.00   0.0  0
 OWL  CONST_33  C15  N2   C13  N7   180.00   0.0  0
 OWL  CONST_34  C16  N3   C13  N7   180.00   0.0  0
 OWL  CONST_35  H5   C5   C4   C1   180.00   0.0  0
 OWL  CONST_36  H6   C6   C3   C1   180.00   0.0  0
 OWL  CONST_37  H4   C4   C5   C2   180.00   0.0  0
 OWL  CONST_38  H3   C3   C6   C2   180.00   0.0  0
 OWL  CONST_39  H12  C12  C9   C7   180.00   0.0  0
 OWL  CONST_40  H10  C10  C11  C8   180.00   0.0  0
 OWL  CONST_41  H8   C8   C12  C9   180.00   0.0  0
 OWL  CONST_42  H7   C7   C10  C11  180.00   0.0  0
 OWL  CONST_43  H15  C15  N2   C13  180.00   0.0  0
 OWL  CONST_44  H16  C16  N3   C13  180.00   0.0  0
 OWL  CONST_45  HN2  N2   C13  N3   180.00   0.0  0
 OWL  CONST_46  H18  C18  N5   C14  180.00   0.0  0
 OWL  CONST_47  H17  C17  N4   C14  180.00   0.0  0
 OWL  CONST_48  HN4  N4   C14  N5   180.00   0.0  0
 OWL  Var_01    N5   C14  N6   C1    -3.78  30.0  2
 OWL  Var_02    C7   C9   N1   C2   157.39  30.0  2
 OWL  Var_03    C14  N6   C1   C3   178.89  30.0  2
 OWL  Var_04    C9   N1   C2   C5   152.17  30.0  2
 OWL  Var_05    C13  N7   C11  C8   176.89  30.0  2
 OWL  Var_06    N2   C13  N7   C11  178.12  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
 OWL  plan-1  C13  0.020
 OWL  plan-1  N2   0.020
 OWL  plan-1  N3   0.020
 OWL  plan-1  N7   0.020
 OWL  plan-1  C15  0.020
 OWL  plan-1  C16  0.020
 OWL  plan-1  H15  0.020
 OWL  plan-1  H16  0.020
 OWL  plan-1  HN2  0.020
 OWL  plan-2  C14  0.020
 OWL  plan-2  N4   0.020
 OWL  plan-2  N5   0.020
 OWL  plan-2  N6   0.020
 OWL  plan-2  C17  0.020
 OWL  plan-2  C18  0.020
 OWL  plan-2  H17  0.020
 OWL  plan-2  H18  0.020
 OWL  plan-2  HN4  0.020
 OWL  plan-3  C1   0.020
 OWL  plan-3  C2   0.020
 OWL  plan-3  C3   0.020
 OWL  plan-3  C4   0.020
 OWL  plan-3  C5   0.020
 OWL  plan-3  C6   0.020
 OWL  plan-3  N1   0.020
 OWL  plan-3  N6   0.020
 OWL  plan-3  H3   0.020
 OWL  plan-3  H4   0.020
 OWL  plan-3  H5   0.020
 OWL  plan-3  H6   0.020
 OWL  plan-4  C7   0.020
 OWL  plan-4  C8   0.020
 OWL  plan-4  C9   0.020
 OWL  plan-4  C10  0.020
 OWL  plan-4  C11  0.020
 OWL  plan-4  C12  0.020
 OWL  plan-4  N1   0.020
 OWL  plan-4  N7   0.020
 OWL  plan-4  H7   0.020
 OWL  plan-4  H8   0.020
 OWL  plan-4  H10  0.020
 OWL  plan-4  H12  0.020

