# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 13:10:27 2020
#   Inital geometry file: a 137 line input string
#   Ligand name: ~{N}-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methyl]-2-(4-methoxy-1~{H}-benzimidazol-2-yl)ethanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1ccccc1c2ccc(CNCCc3[nH]c4cccc(OC)c4n3)cc2Cl
#
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
 AQ8  AQ8  ~{N}-[[3-chloranyl-4-(2-ethylphenyl)phenyl]methyl]-2-(4-methoxy-1~{H}-benzimidazol-2-yl)ethanamine  ligand  56  30  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_AQ8
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
 AQ8  CL   CL  CL    0  -0.128   4.9843   1.5833   2.1727
 AQ8  C24  C   CR6   0  -0.095   3.8509   0.7633   1.1463
 AQ8  C8   C   CR6   0   0.102   4.3058   0.0987   0.0131
 AQ8  C7   C   CR6   0   0.022   5.7369   0.0654  -0.3767
 AQ8  C6   C   CR16  0  -0.271   6.1660   0.8979  -1.4079
 AQ8  C5   C   CR16  0  -0.262   7.4886   0.8927  -1.8257
 AQ8  C4   C   CR16  0  -0.248   8.3961   0.0454  -1.2061
 AQ8  C3   C   CR16  0  -0.302   7.9712  -0.7870  -0.1809
 AQ8  C2   C   CR6   0   0.108   6.6464  -0.7940   0.2508
 AQ8  C1   C   CH2   0  -0.519   6.2206  -1.7615   1.3217
 AQ8  C    C   CH3   0  -0.653   5.7824  -3.1030   0.7365
 AQ8  C23  C   CR16  0  -0.260   2.5062   0.8027   1.4864
 AQ8  C11  C   CR6   0   0.072   1.5649   0.1685   0.6867
 AQ8  C10  C   CR16  0  -0.267   1.9996  -0.4902  -0.4607
 AQ8  C9   C   CR16  0  -0.287   3.3450  -0.5229  -0.7843
 AQ8  C12  C   CH2   0  -0.317   0.1076   0.1830   1.0642
 AQ8  N    N   NH1   0  -0.600  -0.7270   0.5144  -0.0724
 AQ8  C13  C   CH2   0  -0.248  -2.1427   0.4223   0.2210
 AQ8  C14  C   CH2   0  -0.569  -2.9574   0.7581  -1.0222
 AQ8  C15  C   CR5   0   0.474  -4.4206   0.5962  -0.7982
 AQ8  N2   N   NR15  0  -0.709  -5.3251   1.5180  -1.2218
 AQ8  C22  C   CR56  0   0.337  -6.5731   1.0681  -0.8856
 AQ8  C16  C   CR56  0   0.055  -6.3346  -0.1537  -0.2466
 AQ8  N1   N   N     0  -0.467  -4.9881  -0.4202  -0.2071
 AQ8  C21  C   CR16  0  -0.328  -7.8498   1.5961  -1.0714
 AQ8  C20  C   CR16  0  -0.268  -8.8919   0.8339  -0.5843
 AQ8  C19  C   CR16  0  -0.420  -8.6897  -0.3989   0.0606
 AQ8  C17  C   CR6   0   0.292  -7.4122  -0.9096   0.2408
 AQ8  O    O   O2    0  -0.460  -7.1096  -2.0706   0.8446
 AQ8  C18  C   CH3   0  -0.435  -8.1735  -2.8629   1.3337
 AQ8  H1   H   HCR6  0   0.249   5.4544   1.5611  -1.8842
 AQ8  H2   H   HCR6  0   0.255   7.8066   1.5470  -2.6270
 AQ8  H3   H   HCR6  0   0.254   9.4321   0.0312  -1.5194
 AQ8  H4   H   HCR6  0   0.248   8.6819  -1.4513   0.2971
 AQ8  H5   H   HCH2  0   0.244   7.0516  -1.9228   2.0121
 AQ8  H6   H   HCH2  0   0.240   5.4068  -1.3445   1.9160
 AQ8  H7   H   HCH3  0   0.226   6.5977  -3.5779   0.1894
 AQ8  H8   H   HCH3  0   0.232   5.4661  -3.7854   1.5262
 AQ8  H9   H   HCH3  0   0.226   4.9468  -2.9790   0.0467
 AQ8  H10  H   HCR6  0   0.272   2.1912   1.3336   2.3762
 AQ8  H11  H   HCR6  0   0.253   1.2798  -0.9790  -1.1042
 AQ8  H12  H   HCR6  0   0.257   3.6691  -1.0436  -1.6769
 AQ8  H13  H   HCH2  0   0.246  -0.1770  -0.8165   1.4093
 AQ8  H14  H   HCH2  0   0.220  -0.0397   0.8545   1.9229
 AQ8  H15  H   HNH1  0   0.346  -0.5076   1.4566  -0.3752
 AQ8  H17  H   HCH2  0   0.232  -2.3637  -0.6013   0.5322
 AQ8  H18  H   HCH2  0   0.205  -2.4558   1.0748   1.0502
 AQ8  H19  H   HCH2  0   0.259  -2.7499   1.7832  -1.3393
 AQ8  H20  H   HCH2  0   0.268  -2.6429   0.1077  -1.8436
 AQ8  H21  H   HNR5  0   0.417  -5.1096   2.3802  -1.6973
 AQ8  H23  H   HCR6  0   0.260  -8.0178   2.5424  -1.5672
 AQ8  H24  H   HCR6  0   0.255  -9.9074   1.1894  -0.6995
 AQ8  H25  H   HCR6  0   0.275  -9.5582  -0.9387   0.4128
 AQ8  H26  H   HCH3  0   0.228  -8.8471  -3.1781   0.5325
 AQ8  H27  H   HCH3  0   0.258  -7.7234  -3.7451   1.7822
 AQ8  H28  H   HCH3  0   0.228  -8.7561  -2.3383   2.0956

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
 AQ8  C    C1   single    1.528  0.020  1.528
 AQ8  C1   C2   single    1.505  0.020  1.505
 AQ8  C3   C2   aromatic  1.393  0.020  1.393
 AQ8  C3   C4   aromatic  1.387  0.020  1.387
 AQ8  C2   C7   aromatic  1.400  0.020  1.400
 AQ8  C4   C5   aromatic  1.388  0.020  1.388
 AQ8  C9   C10  aromatic  1.384  0.020  1.384
 AQ8  C9   C8   aromatic  1.395  0.020  1.395
 AQ8  C7   C8   single    1.484  0.020  1.484
 AQ8  C7   C6   aromatic  1.393  0.020  1.393
 AQ8  C5   C6   aromatic  1.387  0.020  1.387
 AQ8  C10  C11  aromatic  1.393  0.020  1.393
 AQ8  C8   C24  aromatic  1.390  0.020  1.390
 AQ8  C24  C23  aromatic  1.388  0.020  1.388
 AQ8  C24  CL   single    1.735  0.020  1.735
 AQ8  C11  C23  aromatic  1.388  0.020  1.388
 AQ8  C11  C12  single    1.505  0.020  1.505
 AQ8  C12  N    single    1.448  0.020  1.448
 AQ8  N    C13  single    1.449  0.020  1.449
 AQ8  C13  C14  single    1.524  0.020  1.524
 AQ8  C14  C15  single    1.489  0.020  1.489
 AQ8  C15  N2   aromatic  1.359  0.020  1.359
 AQ8  C15  N1   aromatic  1.306  0.020  1.306
 AQ8  N2   C22  aromatic  1.369  0.020  1.369
 AQ8  N1   C16  aromatic  1.373  0.020  1.373
 AQ8  C22  C16  aromatic  1.399  0.020  1.399
 AQ8  C22  C21  aromatic  1.394  0.020  1.394
 AQ8  C16  C17  aromatic  1.404  0.020  1.404
 AQ8  C21  C20  aromatic  1.380  0.020  1.380
 AQ8  C17  O    single    1.343  0.020  1.343
 AQ8  C17  C19  aromatic  1.388  0.020  1.388
 AQ8  O    C18  single    1.414  0.020  1.414
 AQ8  C20  C19  aromatic  1.406  0.020  1.406
 AQ8  C6   H1   single    0.930  0.020  1.080
 AQ8  C5   H2   single    0.930  0.020  1.080
 AQ8  C4   H3   single    0.930  0.020  1.080
 AQ8  C3   H4   single    0.930  0.020  1.080
 AQ8  C1   H5   single    0.970  0.020  1.090
 AQ8  C1   H6   single    0.970  0.020  1.090
 AQ8  C    H7   single    0.970  0.020  1.090
 AQ8  C    H8   single    0.970  0.020  1.090
 AQ8  C    H9   single    0.970  0.020  1.090
 AQ8  C23  H10  single    0.930  0.020  1.080
 AQ8  C10  H11  single    0.930  0.020  1.080
 AQ8  C9   H12  single    0.930  0.020  1.080
 AQ8  C12  H13  single    0.970  0.020  1.090
 AQ8  C12  H14  single    0.970  0.020  1.090
 AQ8  N    H15  single    0.890  0.020  1.040
 AQ8  C13  H17  single    0.970  0.020  1.090
 AQ8  C13  H18  single    0.970  0.020  1.090
 AQ8  C14  H19  single    0.970  0.020  1.090
 AQ8  C14  H20  single    0.970  0.020  1.090
 AQ8  N2   H21  single    0.860  0.020  1.020
 AQ8  C21  H23  single    0.930  0.020  1.080
 AQ8  C20  H24  single    0.930  0.020  1.080
 AQ8  C19  H25  single    0.930  0.020  1.080
 AQ8  C18  H26  single    0.970  0.020  1.090
 AQ8  C18  H27  single    0.970  0.020  1.090
 AQ8  C18  H28  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
 AQ8  C23  C24  C8   122.04  3.000
 AQ8  C23  C24  CL   118.34  3.000
 AQ8  C8   C24  CL   119.62  3.000
 AQ8  C9   C8   C7   120.29  3.000
 AQ8  C7   C8   C24  122.72  3.000
 AQ8  C9   C8   C24  116.97  3.000
 AQ8  C2   C7   C6   119.91  3.000
 AQ8  C6   C7   C8   118.57  3.000
 AQ8  C2   C7   C8   121.51  3.000
 AQ8  H1   C6   C5   119.75  3.000
 AQ8  H1   C6   C7   119.28  3.000
 AQ8  C5   C6   C7   120.96  3.000
 AQ8  H2   C5   C4   120.51  3.000
 AQ8  H2   C5   C6   120.06  3.000
 AQ8  C4   C5   C6   119.43  3.000
 AQ8  H3   C4   C3   119.95  3.000
 AQ8  H3   C4   C5   120.31  3.000
 AQ8  C3   C4   C5   119.74  3.000
 AQ8  H4   C3   C2   118.93  3.000
 AQ8  H4   C3   C4   119.52  3.000
 AQ8  C2   C3   C4   121.55  3.000
 AQ8  C1   C2   C3   119.53  3.000
 AQ8  C3   C2   C7   118.41  3.000
 AQ8  C1   C2   C7   122.00  3.000
 AQ8  H6   C1   H5   106.24  3.000
 AQ8  H6   C1   C    109.30  3.000
 AQ8  H5   C1   C    109.31  3.000
 AQ8  H6   C1   C2   110.68  3.000
 AQ8  H5   C1   C2   109.23  3.000
 AQ8  C    C1   C2   111.91  3.000
 AQ8  H9   C    H8   107.87  3.000
 AQ8  H9   C    H7   107.76  3.000
 AQ8  H8   C    H7   107.90  3.000
 AQ8  H9   C    C1   111.24  3.000
 AQ8  H8   C    C1   110.81  3.000
 AQ8  H7   C    C1   111.11  3.000
 AQ8  H10  C23  C11  120.00  3.000
 AQ8  H10  C23  C24  119.81  3.000
 AQ8  C11  C23  C24  120.19  3.000
 AQ8  C12  C11  C10  120.88  3.000
 AQ8  C12  C11  C23  120.50  3.000
 AQ8  C10  C11  C23  118.62  3.000
 AQ8  H11  C10  C9   119.79  3.000
 AQ8  H11  C10  C11  119.73  3.000
 AQ8  C9   C10  C11  120.48  3.000
 AQ8  H12  C9   C10  119.66  3.000
 AQ8  H12  C9   C8   118.64  3.000
 AQ8  C10  C9   C8   121.70  3.000
 AQ8  H14  C12  H13  106.04  3.000
 AQ8  H14  C12  N    113.31  3.000
 AQ8  H13  C12  N    107.84  3.000
 AQ8  H14  C12  C11  109.34  3.000
 AQ8  H13  C12  C11  108.77  3.000
 AQ8  N    C12  C11  111.30  3.000
 AQ8  H15  N    C13  109.33  3.000
 AQ8  H15  N    C12  108.80  3.000
 AQ8  C13  N    C12  112.93  3.000
 AQ8  H18  C13  H17  106.45  3.000
 AQ8  H18  C13  C14  109.38  3.000
 AQ8  H17  C13  C14  109.32  3.000
 AQ8  H18  C13  N    113.13  3.000
 AQ8  H17  C13  N    108.35  3.000
 AQ8  C14  C13  N    110.08  3.000
 AQ8  H20  C14  H19  106.57  3.000
 AQ8  H20  C14  C15  109.32  3.000
 AQ8  H19  C14  C15  109.40  3.000
 AQ8  H20  C14  C13  109.14  3.000
 AQ8  H19  C14  C13  109.99  3.000
 AQ8  C15  C14  C13  112.26  3.000
 AQ8  N1   C15  N2   112.33  3.000
 AQ8  N1   C15  C14  125.44  3.000
 AQ8  N2   C15  C14  122.23  3.000
 AQ8  H21  N2   C22  126.31  3.000
 AQ8  H21  N2   C15  125.79  3.000
 AQ8  C22  N2   C15  107.90  3.000
 AQ8  C21  C22  C16  123.21  3.000
 AQ8  C21  C22  N2   132.68  3.000
 AQ8  C16  C22  N2   104.11  3.000
 AQ8  C17  C16  N1   129.66  3.000
 AQ8  C17  C16  C22  119.86  3.000
 AQ8  N1   C16  C22  110.48  3.000
 AQ8  C16  N1   C15  105.19  3.000
 AQ8  H23  C21  C20  121.86  3.000
 AQ8  H23  C21  C22  122.33  3.000
 AQ8  C20  C21  C22  115.81  3.000
 AQ8  H24  C20  C19  118.16  3.000
 AQ8  H24  C20  C21  119.32  3.000
 AQ8  C19  C20  C21  122.52  3.000
 AQ8  H25  C19  C17  120.88  3.000
 AQ8  H25  C19  C20  118.14  3.000
 AQ8  C17  C19  C20  120.98  3.000
 AQ8  O    C17  C19  125.73  3.000
 AQ8  C19  C17  C16  117.62  3.000
 AQ8  O    C17  C16  116.66  3.000
 AQ8  C18  O    C17  118.06  3.000
 AQ8  H28  C18  H27  108.82  3.000
 AQ8  H28  C18  H26  108.71  3.000
 AQ8  H27  C18  H26  108.87  3.000
 AQ8  H28  C18  O    111.91  3.000
 AQ8  H27  C18  O    106.61  3.000
 AQ8  H26  C18  O    111.82  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
 AQ8  CONST_01  C10  C9   C8   C24     0.00   0.0  0
 AQ8  CONST_04  C10  C11  C23  C24     0.00   0.0  0
 AQ8  CONST_05  C11  C10  C9   C8      0.00   0.0  0
 AQ8  CONST_06  C3   C2   C7   C8    180.00   0.0  0
 AQ8  CONST_07  C5   C6   C7   C8    180.00   0.0  0
 AQ8  CONST_08  C11  C23  C24  C8      0.00   0.0  0
 AQ8  CONST_09  C4   C3   C2   C7      0.00   0.0  0
 AQ8  CONST_10  C10  C9   C8   C7    180.00   0.0  0
 AQ8  CONST_11  C23  C24  C8   C7    180.00   0.0  0
 AQ8  CONST_12  C4   C5   C6   C7      0.00   0.0  0
 AQ8  CONST_13  C3   C2   C7   C6      0.00   0.0  0
 AQ8  CONST_15  C3   C4   C5   C6      0.00   0.0  0
 AQ8  CONST_16  C2   C3   C4   C5      0.00   0.0  0
 AQ8  CONST_17  C2   C7   C6   C5      0.00   0.0  0
 AQ8  CONST_19  C9   C8   C24  C23     0.00   0.0  0
 AQ8  CONST_20  C9   C10  C11  C23     0.00   0.0  0
 AQ8  CONST_21  C16  C22  N2   C15     0.00   0.0  0
 AQ8  CONST_22  C21  C22  N2   C15   180.00   0.0  0
 AQ8  CONST_23  C22  C16  N1   C15     0.00   0.0  0
 AQ8  CONST_24  C17  C16  N1   C15   180.00   0.0  0
 AQ8  CONST_25  C16  N1   C15  N2      0.00   0.0  0
 AQ8  CONST_26  N1   C16  C22  N2      0.00   0.0  0
 AQ8  CONST_27  C17  C16  C22  N2    180.00   0.0  0
 AQ8  CONST_28  C20  C21  C22  N2    180.00   0.0  0
 AQ8  CONST_29  N1   C15  N2   C22     0.00   0.0  0
 AQ8  CONST_30  C19  C17  C16  C22     0.00   0.0  0
 AQ8  CONST_31  C19  C20  C21  C22     0.00   0.0  0
 AQ8  CONST_32  C20  C21  C22  C16     0.00   0.0  0
 AQ8  CONST_33  C20  C19  C17  C16     0.00   0.0  0
 AQ8  CONST_34  C21  C22  C16  N1    180.00   0.0  0
 AQ8  CONST_35  C19  C17  C16  N1    180.00   0.0  0
 AQ8  CONST_36  C17  C16  C22  C21     0.00   0.0  0
 AQ8  CONST_37  C17  C19  C20  C21     0.00   0.0  0
 AQ8  CONST_38  C9   C8   C24  CL    180.00   0.0  0
 AQ8  CONST_39  C7   C8   C24  CL      0.00   0.0  0
 AQ8  CONST_40  C11  C23  C24  CL    180.00   0.0  0
 AQ8  CONST_41  C12  C11  C23  C24   180.00   0.0  0
 AQ8  CONST_42  C1   C2   C7   C8      0.00   0.0  0
 AQ8  CONST_43  C1   C2   C7   C6    180.00   0.0  0
 AQ8  CONST_44  C1   C2   C3   C4    180.00   0.0  0
 AQ8  CONST_45  C12  C11  C10  C9    180.00   0.0  0
 AQ8  CONST_46  C22  N2   C15  C14   180.00   0.0  0
 AQ8  CONST_47  C16  N1   C15  C14   180.00   0.0  0
 AQ8  CONST_48  O    C17  C16  C22   180.00   0.0  0
 AQ8  CONST_49  O    C17  C16  N1      0.00   0.0  0
 AQ8  CONST_50  O    C17  C19  C20   180.00   0.0  0
 AQ8  CONST_51  H12  C9   C8   C24   180.00   0.0  0
 AQ8  CONST_52  H11  C10  C9   C8    180.00   0.0  0
 AQ8  CONST_53  H1   C6   C7   C8      0.00   0.0  0
 AQ8  CONST_54  H10  C23  C24  C8    180.00   0.0  0
 AQ8  CONST_55  H4   C3   C2   C7    180.00   0.0  0
 AQ8  CONST_56  H2   C5   C6   C7    180.00   0.0  0
 AQ8  CONST_57  H3   C4   C5   C6    180.00   0.0  0
 AQ8  CONST_58  H23  C21  C22  N2      0.00   0.0  0
 AQ8  CONST_59  H24  C20  C21  C22   180.00   0.0  0
 AQ8  CONST_60  H21  N2   C22  C16   180.00   0.0  0
 AQ8  CONST_61  H25  C19  C17  C16   180.00   0.0  0
 AQ8  Var_01    C    C1   C2   C7     88.78  30.0  2
 AQ8  Var_02    N    C12  C11  C23   133.61  30.0  2
 AQ8  Var_03    N2   C15  C14  C13   135.41  30.0  2
 AQ8  Var_04    C13  N    C12  C11   174.84  30.0  3
 AQ8  Var_05    C15  C14  C13  N     176.44  30.0  3
 AQ8  Var_06    H7   C    C1   C2     60.75  30.0  3
 AQ8  Var_07    H26  C18  O    C17    61.26  30.0  3
 AQ8  Var_08    C14  C13  N    C12  -178.96  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
 AQ8  plan-1  C8   0.020
 AQ8  plan-1  C7   0.020
 AQ8  plan-1  C6   0.020
 AQ8  plan-1  C5   0.020
 AQ8  plan-1  C4   0.020
 AQ8  plan-1  C3   0.020
 AQ8  plan-1  C2   0.020
 AQ8  plan-1  C1   0.020
 AQ8  plan-1  H1   0.020
 AQ8  plan-1  H2   0.020
 AQ8  plan-1  H3   0.020
 AQ8  plan-1  H4   0.020
 AQ8  plan-2  CL   0.020
 AQ8  plan-2  C24  0.020
 AQ8  plan-2  C8   0.020
 AQ8  plan-2  C7   0.020
 AQ8  plan-2  C23  0.020
 AQ8  plan-2  C11  0.020
 AQ8  plan-2  C10  0.020
 AQ8  plan-2  C9   0.020
 AQ8  plan-2  C12  0.020
 AQ8  plan-2  H10  0.020
 AQ8  plan-2  H11  0.020
 AQ8  plan-2  H12  0.020
 AQ8  plan-3  C14  0.020
 AQ8  plan-3  C15  0.020
 AQ8  plan-3  N2   0.020
 AQ8  plan-3  C22  0.020
 AQ8  plan-3  C16  0.020
 AQ8  plan-3  N1   0.020
 AQ8  plan-3  C21  0.020
 AQ8  plan-3  C20  0.020
 AQ8  plan-3  C19  0.020
 AQ8  plan-3  C17  0.020
 AQ8  plan-3  O    0.020
 AQ8  plan-3  H21  0.020
 AQ8  plan-3  H23  0.020
 AQ8  plan-3  H24  0.020
 AQ8  plan-3  H25  0.020

