# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 08:36:30 2020
#   Inital geometry file: a 133 line input string
#   Ligand name: [4-[[2-methoxy-4-(3-methoxyphenyl)phenyl]amino]phenyl]methyl-dimethyl-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(c1)c2ccc(Nc3ccc(C[NH+](C)C)cc3)c(OC)c2
#
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
 F8K  F8K  '[4-[[2-methoxy-4-(3-methoxyphenyl)phenyl]amino]phenyl]methyl-dimethyl-azanium'  ligand  54  27  .  2021-08-09  2021-08-09  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F8K
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
 F8K  C1   C  CR16  0  -0.338   5.0298   0.9829  -0.2667
 F8K  C2   C  CR16  0  -0.226   6.3536   0.6252  -0.0877
 F8K  C3   C  CR16  0  -0.396   6.7162  -0.6850   0.2042
 F8K  C4   C  CR6   0   0.407   5.7207  -1.6524   0.3164
 F8K  C5   C  CR16  0  -0.417   4.3838  -1.2952   0.1367
 F8K  C6   C  CR6   0   0.108   4.0249   0.0159  -0.1556
 F8K  C7   C  CR6   0   0.096   2.6063   0.3766  -0.3448
 F8K  C8   C  CR16  0  -0.338   1.7178  -0.4874  -0.9742
 F8K  C9   C  CR16  0  -0.301   0.3904  -0.1282  -1.1578
 F8K  C10  C  CR6   0   0.258  -0.0975   1.0862  -0.6920
 F8K  C11  C  CR6   0   0.349   0.8007   1.9684  -0.0582
 F8K  C12  C  CR16  0  -0.455   2.1300   1.6136   0.1016
 F8K  O13  O  O2    0  -0.473   5.9505  -2.9479   0.6045
 F8K  C14  C  CH3   0  -0.436   7.2773  -3.3546   0.8738
 F8K  O15  O  O2    0  -0.473   0.2685   3.1336   0.3576
 F8K  C16  C  CH3   0  -0.438   1.1212   4.1034   0.9330
 F8K  N17  N  NH1   0  -0.784  -1.4139   1.4949  -0.8640
 F8K  C18  C  CR6   0   0.373  -2.5558   0.7333  -0.8045
 F8K  C19  C  CR16  0  -0.321  -2.5941  -0.5700  -0.2913
 F8K  C20  C  CR16  0  -0.278  -3.7894  -1.2645  -0.2423
 F8K  C21  C  CR6   0   0.053  -4.9832  -0.6956  -0.6778
 F8K  C22  C  CR16  0  -0.270  -4.9433   0.6033  -1.1805
 F8K  C23  C  CR16  0  -0.343  -3.7566   1.3049  -1.2506
 F8K  C24  C  CH2   0  -0.402  -6.2646  -1.4574  -0.5920
 F8K  N25  N  NT1   1  -0.503  -6.8229  -1.4800   0.8074
 F8K  C26  C  CH3   0  -0.539  -7.1460  -0.1254   1.3148
 F8K  C27  C  CH3   0  -0.538  -8.0011  -2.3774   0.8902
 F8K  H1   H  HCR6  0   0.248   4.7790   2.0058  -0.5156
 F8K  H2   H  HCR6  0   0.260   7.1286   1.3746  -0.1824
 F8K  H3   H  HCR6  0   0.280   7.7616  -0.9260   0.3389
 F8K  H4   H  HCR6  0   0.258   3.6228  -2.0574   0.2546
 F8K  H5   H  HCR6  0   0.253   2.0612  -1.4354  -1.3674
 F8K  H6   H  HCR6  0   0.279  -0.2672  -0.7993  -1.6940
 F8K  H7   H  HCR6  0   0.279   2.8092   2.2821   0.6145
 F8K  H8   H  HCH3  0   0.228   7.9330  -3.2176   0.0100
 F8K  H9   H  HCH3  0   0.228   7.7020  -2.8186   1.7264
 F8K  H10  H  HCH3  0   0.259   7.2331  -4.4142   1.1132
 F8K  H11  H  HCH3  0   0.231   1.5790   3.7450   1.8585
 F8K  H12  H  HCH3  0   0.231   1.9114   4.4113   0.2433
 F8K  H13  H  HCH3  0   0.264   0.4987   4.9648   1.1609
 F8K  H14  H  HNH1  0   0.401  -1.5583   2.4854  -0.9797
 F8K  H15  H  HCR6  0   0.280  -1.6982  -1.0439   0.0834
 F8K  H16  H  HCR6  0   0.262  -3.7850  -2.2744   0.1527
 F8K  H17  H  HCR6  0   0.264  -5.8538   1.0744  -1.5318
 F8K  H18  H  HCR6  0   0.268  -3.7514   2.3099  -1.6557
 F8K  H19  H  HCH2  0   0.312  -7.0409  -1.0276  -1.2251
 F8K  H20  H  HCH2  0   0.315  -6.1305  -2.5011  -0.8741
 F8K  H21  H  HNT1  0   0.467  -6.1013  -1.8706   1.4153
 F8K  H22  H  HCH3  0   0.287  -7.9167   0.3071   0.6828
 F8K  H23  H  HCH3  0   0.298  -7.5068  -0.2132   2.3348
 F8K  H24  H  HCH3  0   0.296  -6.2542   0.4921   1.2934
 F8K  H25  H  HCH3  0   0.294  -7.7112  -3.3731   0.5687
 F8K  H26  H  HCH3  0   0.295  -8.3502  -2.4070   1.9177
 F8K  H27  H  HCH3  0   0.289  -8.7833  -1.9884   0.2442

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
 F8K  C3   C2   aromatic  1.390  0.020  1.390
 F8K  C3   C4   aromatic  1.393  0.020  1.393
 F8K  C2   C1   aromatic  1.383  0.020  1.383
 F8K  O13  C4   single    1.347  0.020  1.347
 F8K  O13  C14  single    1.414  0.020  1.414
 F8K  C4   C5   aromatic  1.395  0.020  1.395
 F8K  C1   C6   aromatic  1.399  0.020  1.399
 F8K  C5   C6   aromatic  1.390  0.020  1.390
 F8K  C6   C7   single    1.476  0.020  1.476
 F8K  C8   C7   aromatic  1.390  0.020  1.390
 F8K  C8   C9   aromatic  1.387  0.020  1.387
 F8K  C7   C12  aromatic  1.399  0.020  1.399
 F8K  C9   C10  aromatic  1.389  0.020  1.389
 F8K  C12  C11  aromatic  1.385  0.020  1.385
 F8K  C10  C11  aromatic  1.410  0.020  1.410
 F8K  C10  N17  single    1.389  0.020  1.389
 F8K  C20  C19  aromatic  1.383  0.020  1.383
 F8K  C20  C21  aromatic  1.392  0.020  1.392
 F8K  C11  O15  single    1.347  0.020  1.347
 F8K  C19  C18  aromatic  1.401  0.020  1.401
 F8K  C24  C21  single    1.493  0.020  1.493
 F8K  C24  N25  single    1.507  0.020  1.507
 F8K  C21  C22  aromatic  1.393  0.020  1.393
 F8K  C18  N17  single    1.374  0.020  1.374
 F8K  C18  C23  aromatic  1.403  0.020  1.403
 F8K  C22  C23  aromatic  1.380  0.020  1.380
 F8K  C27  N25  single    1.483  0.020  1.483
 F8K  O15  C16  single    1.414  0.020  1.414
 F8K  N25  C26  single    1.482  0.020  1.482
 F8K  C1   H1   single    0.930  0.020  1.080
 F8K  C2   H2   single    0.930  0.020  1.080
 F8K  C3   H3   single    0.930  0.020  1.080
 F8K  C5   H4   single    0.930  0.020  1.080
 F8K  C8   H5   single    0.930  0.020  1.080
 F8K  C9   H6   single    0.930  0.020  1.080
 F8K  C12  H7   single    0.930  0.020  1.080
 F8K  C14  H8   single    0.970  0.020  1.090
 F8K  C14  H9   single    0.970  0.020  1.090
 F8K  C14  H10  single    0.970  0.020  1.090
 F8K  C16  H11  single    0.970  0.020  1.090
 F8K  C16  H12  single    0.970  0.020  1.090
 F8K  C16  H13  single    0.970  0.020  1.090
 F8K  N17  H14  single    0.860  0.020  1.020
 F8K  C19  H15  single    0.930  0.020  1.080
 F8K  C20  H16  single    0.930  0.020  1.080
 F8K  C22  H17  single    0.930  0.020  1.080
 F8K  C23  H18  single    0.930  0.020  1.080
 F8K  C24  H19  single    0.970  0.020  1.090
 F8K  C24  H20  single    0.970  0.020  1.090
 F8K  N25  H21  single    0.890  0.020  1.040
 F8K  C26  H22  single    0.970  0.020  1.090
 F8K  C26  H23  single    0.970  0.020  1.090
 F8K  C26  H24  single    0.970  0.020  1.090
 F8K  C27  H25  single    0.970  0.020  1.090
 F8K  C27  H26  single    0.970  0.020  1.090
 F8K  C27  H27  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
 F8K  H1   C1   C6   120.34  3.000
 F8K  H1   C1   C2   119.74  3.000
 F8K  C6   C1   C2   119.90  3.000
 F8K  H2   C2   C3   118.96  3.000
 F8K  H2   C2   C1   119.67  3.000
 F8K  C3   C2   C1   121.37  3.000
 F8K  H3   C3   C4   121.76  3.000
 F8K  H3   C3   C2   119.22  3.000
 F8K  C4   C3   C2   119.02  3.000
 F8K  O13  C4   C5   115.93  3.000
 F8K  C5   C4   C3   119.78  3.000
 F8K  O13  C4   C3   124.29  3.000
 F8K  H4   C5   C6   120.33  3.000
 F8K  H4   C5   C4   118.60  3.000
 F8K  C6   C5   C4   121.05  3.000
 F8K  C7   C6   C5   120.36  3.000
 F8K  C7   C6   C1   120.75  3.000
 F8K  C5   C6   C1   118.89  3.000
 F8K  C12  C7   C8   118.47  3.000
 F8K  C12  C7   C6   120.17  3.000
 F8K  C8   C7   C6   121.36  3.000
 F8K  H5   C8   C9   118.84  3.000
 F8K  H5   C8   C7   120.41  3.000
 F8K  C9   C8   C7   120.70  3.000
 F8K  H6   C9   C10  119.67  3.000
 F8K  H6   C9   C8   119.12  3.000
 F8K  C10  C9   C8   121.20  3.000
 F8K  N17  C10  C11  118.39  3.000
 F8K  N17  C10  C9   123.27  3.000
 F8K  C11  C10  C9   118.30  3.000
 F8K  O15  C11  C12  124.42  3.000
 F8K  O15  C11  C10  115.38  3.000
 F8K  C12  C11  C10  120.21  3.000
 F8K  H7   C12  C11  119.92  3.000
 F8K  H7   C12  C7   118.94  3.000
 F8K  C11  C12  C7   121.10  3.000
 F8K  C14  O13  C4   118.53  3.000
 F8K  H10  C14  H9   108.79  3.000
 F8K  H10  C14  H8   108.70  3.000
 F8K  H9   C14  H8   108.77  3.000
 F8K  H10  C14  O13  106.51  3.000
 F8K  H9   C14  O13  111.85  3.000
 F8K  H8   C14  O13  112.11  3.000
 F8K  C16  O15  C11  118.74  3.000
 F8K  H13  C16  H12  108.85  3.000
 F8K  H13  C16  H11  108.79  3.000
 F8K  H12  C16  H11  108.90  3.000
 F8K  H13  C16  O15  106.47  3.000
 F8K  H12  C16  O15  111.87  3.000
 F8K  H11  C16  O15  111.86  3.000
 F8K  H14  N17  C18  115.52  3.000
 F8K  H14  N17  C10  116.05  3.000
 F8K  C18  N17  C10  128.26  3.000
 F8K  C23  C18  C19  118.17  3.000
 F8K  C23  C18  N17  118.16  3.000
 F8K  C19  C18  N17  123.65  3.000
 F8K  H15  C19  C20  118.94  3.000
 F8K  H15  C19  C18  120.81  3.000
 F8K  C20  C19  C18  120.24  3.000
 F8K  H16  C20  C21  119.86  3.000
 F8K  H16  C20  C19  118.49  3.000
 F8K  C21  C20  C19  121.64  3.000
 F8K  C24  C21  C22  121.39  3.000
 F8K  C22  C21  C20  117.98  3.000
 F8K  C24  C21  C20  120.62  3.000
 F8K  H17  C22  C23  119.01  3.000
 F8K  H17  C22  C21  119.88  3.000
 F8K  C23  C22  C21  121.11  3.000
 F8K  H18  C23  C22  119.63  3.000
 F8K  H18  C23  C18  119.52  3.000
 F8K  C22  C23  C18  120.84  3.000
 F8K  H20  C24  H19  108.36  3.000
 F8K  H20  C24  N25  105.77  3.000
 F8K  H19  C24  N25  106.35  3.000
 F8K  H20  C24  C21  111.61  3.000
 F8K  H19  C24  C21  112.12  3.000
 F8K  N25  C24  C21  112.27  3.000
 F8K  H21  N25  C27  107.26  3.000
 F8K  H21  N25  C26  107.45  3.000
 F8K  C27  N25  C26  111.14  3.000
 F8K  H21  N25  C24  107.26  3.000
 F8K  C26  N25  C24  112.64  3.000
 F8K  C27  N25  C24  110.81  3.000
 F8K  H24  C26  H23  109.75  3.000
 F8K  H24  C26  H22  110.19  3.000
 F8K  H23  C26  H22  110.06  3.000
 F8K  H24  C26  N25  109.53  3.000
 F8K  H23  C26  N25  108.67  3.000
 F8K  H22  C26  N25  108.62  3.000
 F8K  H27  C27  H26  109.94  3.000
 F8K  H27  C27  H25  110.16  3.000
 F8K  H26  C27  H25  109.95  3.000
 F8K  H27  C27  N25  108.78  3.000
 F8K  H26  C27  N25  108.95  3.000
 F8K  H25  C27  N25  109.04  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
 F8K  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 F8K  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 F8K  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 F8K  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 F8K  CONST_07  C7   C6   C1   C2    180.00   0.0  0
 F8K  CONST_08  C6   C1   C2   C3      0.00   0.0  0
 F8K  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 F8K  CONST_10  C7   C6   C5   C4    180.00   0.0  0
 F8K  CONST_13  C9   C8   C7   C6    180.00   0.0  0
 F8K  CONST_14  C11  C12  C7   C6    180.00   0.0  0
 F8K  CONST_15  C10  C9   C8   C7      0.00   0.0  0
 F8K  CONST_16  C10  C11  C12  C7      0.00   0.0  0
 F8K  CONST_17  C11  C12  C7   C8      0.00   0.0  0
 F8K  CONST_18  C11  C10  C9   C8      0.00   0.0  0
 F8K  CONST_19  C12  C7   C8   C9      0.00   0.0  0
 F8K  CONST_20  C12  C11  C10  C9      0.00   0.0  0
 F8K  CONST_21  C21  C20  C19  C18     0.00   0.0  0
 F8K  CONST_22  C21  C22  C23  C18     0.00   0.0  0
 F8K  CONST_23  C22  C21  C20  C19     0.00   0.0  0
 F8K  CONST_24  C22  C23  C18  C19     0.00   0.0  0
 F8K  CONST_25  C23  C18  C19  C20     0.00   0.0  0
 F8K  CONST_26  C23  C22  C21  C20     0.00   0.0  0
 F8K  CONST_27  O13  C4   C3   C2    180.00   0.0  0
 F8K  CONST_28  O13  C4   C5   C6    180.00   0.0  0
 F8K  CONST_29  O15  C11  C12  C7    180.00   0.0  0
 F8K  CONST_30  N17  C10  C9   C8    180.00   0.0  0
 F8K  CONST_31  O15  C11  C10  C9    180.00   0.0  0
 F8K  CONST_32  N17  C10  C11  C12   180.00   0.0  0
 F8K  CONST_33  C20  C19  C18  N17   180.00   0.0  0
 F8K  CONST_34  C22  C23  C18  N17   180.00   0.0  0
 F8K  CONST_35  C24  C21  C20  C19   180.00   0.0  0
 F8K  CONST_36  C24  C21  C22  C23   180.00   0.0  0
 F8K  CONST_37  H3   C3   C2   C1    180.00   0.0  0
 F8K  CONST_38  H4   C5   C6   C1    180.00   0.0  0
 F8K  CONST_39  H1   C1   C2   C3    180.00   0.0  0
 F8K  CONST_40  H2   C2   C3   C4    180.00   0.0  0
 F8K  CONST_41  H5   C8   C7   C6      0.00   0.0  0
 F8K  CONST_42  H7   C12  C7   C6      0.00   0.0  0
 F8K  CONST_43  H6   C9   C8   C7    180.00   0.0  0
 F8K  CONST_44  H16  C20  C19  C18   180.00   0.0  0
 F8K  CONST_45  H17  C22  C23  C18   180.00   0.0  0
 F8K  CONST_46  H18  C23  C18  C19   180.00   0.0  0
 F8K  CONST_47  H15  C19  C20  C21   180.00   0.0  0
 F8K  Var_01    C18  N17  C10  C9     37.94  30.0  2
 F8K  Var_02    C19  C18  N17  C10    13.23  30.0  3
 F8K  Var_03    N25  C24  C21  C20    77.53  30.0  2
 F8K  Var_04    C27  N25  C24  C21  -173.13  30.0  3
 F8K  Var_05    H8   C14  O13  C4    -63.20  30.0  3
 F8K  Var_06    H11  C16  O15  C11   -63.22  30.0  3
 F8K  Var_07    H25  C27  N25  C24    57.40  30.0  3
 F8K  Var_08    H22  C26  N25  C24    62.32  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
 F8K  plan-1  C1   0.020
 F8K  plan-1  C2   0.020
 F8K  plan-1  C3   0.020
 F8K  plan-1  C4   0.020
 F8K  plan-1  C5   0.020
 F8K  plan-1  C6   0.020
 F8K  plan-1  C7   0.020
 F8K  plan-1  O13  0.020
 F8K  plan-1  H1   0.020
 F8K  plan-1  H2   0.020
 F8K  plan-1  H3   0.020
 F8K  plan-1  H4   0.020
 F8K  plan-2  C6   0.020
 F8K  plan-2  C7   0.020
 F8K  plan-2  C8   0.020
 F8K  plan-2  C9   0.020
 F8K  plan-2  C10  0.020
 F8K  plan-2  C11  0.020
 F8K  plan-2  C12  0.020
 F8K  plan-2  O15  0.020
 F8K  plan-2  N17  0.020
 F8K  plan-2  H5   0.020
 F8K  plan-2  H6   0.020
 F8K  plan-2  H7   0.020
 F8K  plan-3  N17  0.020
 F8K  plan-3  C18  0.020
 F8K  plan-3  C19  0.020
 F8K  plan-3  C20  0.020
 F8K  plan-3  C21  0.020
 F8K  plan-3  C22  0.020
 F8K  plan-3  C23  0.020
 F8K  plan-3  C24  0.020
 F8K  plan-3  H15  0.020
 F8K  plan-3  H16  0.020
 F8K  plan-3  H17  0.020
 F8K  plan-3  H18  0.020

