# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 11:02:00 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: [4-[(3-chloranyl-4-imidazolidin-2-ylideneazaniumyl-phenyl)carbamoyl]phenyl]-imidazolidin-2-ylidene-azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1cc(NC(=O)c2ccc(cc2)[NH+]=C3NCCN3)ccc1[NH+]=C4NCCN4
#
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
 EZK  EZK  '[4-[(3-chloranyl-4-imidazolidin-2-ylideneazaniumyl-phenyl)carbamoyl]phenyl]-imidazolidin-2-ylidene-azanium'  ligand  50  28  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EZK
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
 EZK  N1   N   NH1   0  -0.646  -6.7299  -0.9082   1.1299
 EZK  N3   N   NH1   0  -0.767  -0.0135   0.1412   0.1169
 EZK  C4   C   CR6   0   0.320  -4.9580   0.3362  -0.8510
 EZK  C5   C   CR16  0  -0.289  -4.1420  -0.7260  -0.4794
 EZK  C6   C   CR16  0  -0.285  -2.7699  -0.5473  -0.4197
 EZK  C7   C   CR6   0  -0.039  -2.1944   0.6748  -0.7569
 EZK  C8   C   CR16  0  -0.255  -3.0217   1.7157  -1.1741
 EZK  C10  C   C     0   0.543  -0.7220   0.9183  -0.7466
 EZK  C13  C   CR16  0  -0.243   3.1778  -1.0096   1.4649
 EZK  C15  C   CR6   0  -0.045   3.6299   0.7719  -0.0580
 EZK  C17  C   C     0   0.885   6.3281  -0.9018   0.2691
 EZK  C1   C   CH2   0  -0.294  -9.0098  -1.3095   0.9101
 EZK  C2   C   CH2   0  -0.294  -7.8838  -1.2740   1.9481
 EZK  C3   C   C     0   0.890  -7.1364  -0.3828  -0.0194
 EZK  N2   N   NH1   0  -0.654  -8.4485  -0.4964  -0.1613
 EZK  C9   C   CR16  0  -0.281  -4.3936   1.5569  -1.2063
 EZK  C11  C   CR6   0   0.404   1.3629   0.0828   0.3122
 EZK  O1   O   O     0  -0.447  -0.2205   1.7677  -1.4590
 EZK  C12  C   CR16  0  -0.355   1.8281  -0.8767   1.2166
 EZK  C14  C   CR6   0   0.278   4.1010  -0.1885   0.8311
 EZK  C16  C   CR16  0  -0.286   2.2795   0.9150  -0.3313
 EZK  N4   N   NC1   1  -0.732   5.4816  -0.3181   1.1067
 EZK  N5   N   NH1   0  -0.639   5.9857  -1.4400  -0.8940
 EZK  C18  C   CH2   0  -0.294   7.1201  -2.1551  -1.4689
 EZK  C19  C   CH2   0  -0.294   8.2947  -1.5356  -0.7050
 EZK  N6   N   NH1   0  -0.656   7.6305  -1.0233   0.4879
 EZK  N7   N   NC1   1  -0.752  -6.3563   0.1936  -0.9302
 EZK  H1   H   HNH1  0   0.438  -5.8463  -0.6652   1.5520
 EZK  H3   H   HNH1  0   0.430  -0.5439  -0.4648   0.7239
 EZK  H4   H   HCR6  0   0.301  -4.5585  -1.7007  -0.2631
 EZK  H5   H   HCR6  0   0.274  -2.1634  -1.4023  -0.1496
 EZK  H6   H   HCR6  0   0.276  -2.5944   2.6673  -1.4588
 EZK  H7   H   HCR6  0   0.290   3.5283  -1.7620   2.1586
 EZK  H8   H   HCH2  0   0.277  -9.2070  -2.3216   0.5542
 EZK  H9   H   HCH2  0   0.283  -9.9352  -0.8801   1.2845
 EZK  H10  H   HCH2  0   0.283  -7.7307  -2.2352   2.4313
 EZK  H11  H   HCH2  0   0.278  -8.0570  -0.5154   2.7123
 EZK  H13  H   HNH1  0   0.435  -8.9089  -0.3838  -1.0511
 EZK  H15  H   HCR6  0   0.289  -5.0271   2.3822  -1.5045
 EZK  H16  H   HCR6  0   0.290   1.1285  -1.5299   1.7228
 EZK  H17  H   HCR6  0   0.312   1.9580   1.6718  -1.0264
 EZK  H18  H   HNH1  0   0.433   5.0331  -1.6740  -1.1267
 EZK  H19  H   HCH2  0   0.275   7.0295  -3.2257  -1.2792
 EZK  H20  H   HCH2  0   0.282   7.1856  -1.9889  -2.5409
 EZK  H21  H   HCH2  0   0.282   9.0579  -2.2657  -0.4491
 EZK  H22  H   HCH2  0   0.274   8.7569  -0.7204  -1.2636
 EZK  H23  H   HNH1  0   0.432   8.1153  -0.4756   1.1814
 EZK  H2   H   HNC1  0   0.442  -6.8243   0.6578  -1.6956
 EZK  H12  H   HNC1  0   0.439   5.8471   0.0711   1.9645
 EZK  CL1  CL  CL    0  -0.087   4.7472   1.8216  -0.8473

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
 EZK  C19  C18  single    1.532  0.020  1.532
 EZK  C19  N6   single    1.458  0.020  1.458
 EZK  C18  N5   single    1.459  0.020  1.459
 EZK  N6   C17  single    1.326  0.020  1.326
 EZK  N5   C17  single    1.327  0.020  1.327
 EZK  C17  N4   double    1.326  0.020  1.326
 EZK  N4   C14  single    1.414  0.020  1.414
 EZK  CL1  C15  single    1.724  0.020  1.724
 EZK  C14  C13  aromatic  1.389  0.020  1.389
 EZK  C14  C15  aromatic  1.391  0.020  1.391
 EZK  C13  C12  aromatic  1.379  0.020  1.379
 EZK  C15  C16  aromatic  1.385  0.020  1.385
 EZK  C12  C11  aromatic  1.398  0.020  1.398
 EZK  C16  C11  aromatic  1.395  0.020  1.395
 EZK  C11  N3   single    1.391  0.020  1.391
 EZK  N3   C10  single    1.361  0.020  1.361
 EZK  O1   C10  double    1.217  0.020  1.217
 EZK  C10  C7   single    1.492  0.020  1.492
 EZK  C7   C8   aromatic  1.394  0.020  1.394
 EZK  C7   C6   aromatic  1.392  0.020  1.392
 EZK  C8   C9   aromatic  1.381  0.020  1.381
 EZK  C6   C5   aromatic  1.385  0.020  1.385
 EZK  C9   C4   aromatic  1.391  0.020  1.391
 EZK  C5   C4   aromatic  1.390  0.020  1.390
 EZK  C4   N7   single    1.408  0.020  1.408
 EZK  N7   C3   double    1.331  0.020  1.331
 EZK  C3   N2   single    1.325  0.020  1.325
 EZK  C3   N1   single    1.327  0.020  1.327
 EZK  N2   C1   single    1.457  0.020  1.457
 EZK  N1   C2   single    1.461  0.020  1.461
 EZK  C1   C2   single    1.532  0.020  1.532
 EZK  N1   H1   single    0.890  0.020  1.040
 EZK  N3   H3   single    0.860  0.020  1.020
 EZK  C5   H4   single    0.930  0.020  1.080
 EZK  C6   H5   single    0.930  0.020  1.080
 EZK  C8   H6   single    0.930  0.020  1.080
 EZK  C13  H7   single    0.930  0.020  1.080
 EZK  C1   H8   single    0.970  0.020  1.090
 EZK  C1   H9   single    0.970  0.020  1.090
 EZK  C2   H10  single    0.970  0.020  1.090
 EZK  C2   H11  single    0.970  0.020  1.090
 EZK  N2   H13  single    0.890  0.020  1.040
 EZK  C9   H15  single    0.930  0.020  1.080
 EZK  C12  H16  single    0.930  0.020  1.080
 EZK  C16  H17  single    0.930  0.020  1.080
 EZK  N5   H18  single    0.890  0.020  1.040
 EZK  C18  H19  single    0.970  0.020  1.090
 EZK  C18  H20  single    0.970  0.020  1.090
 EZK  C19  H21  single    0.970  0.020  1.090
 EZK  C19  H22  single    0.970  0.020  1.090
 EZK  N6   H23  single    0.890  0.020  1.040
 EZK  N7   H2   single    0.860  0.020  1.020
 EZK  N4   H12  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
 EZK  H1   N1   C3   122.35  3.000
 EZK  H1   N1   C2   121.17  3.000
 EZK  C3   N1   C2   110.00  3.000
 EZK  H3   N3   C11  114.24  3.000
 EZK  H3   N3   C10  116.83  3.000
 EZK  C11  N3   C10  128.91  3.000
 EZK  N7   C4   C9   118.52  3.000
 EZK  N7   C4   C5   121.38  3.000
 EZK  C9   C4   C5   120.05  3.000
 EZK  H4   C5   C6   119.28  3.000
 EZK  H4   C5   C4   121.06  3.000
 EZK  C6   C5   C4   119.63  3.000
 EZK  H5   C6   C7   121.48  3.000
 EZK  H5   C6   C5   117.64  3.000
 EZK  C7   C6   C5   120.82  3.000
 EZK  C10  C7   C8   117.77  3.000
 EZK  C8   C7   C6   118.87  3.000
 EZK  C10  C7   C6   123.32  3.000
 EZK  H6   C8   C9   119.17  3.000
 EZK  H6   C8   C7   120.11  3.000
 EZK  C9   C8   C7   120.71  3.000
 EZK  O1   C10  C7   121.10  3.000
 EZK  C7   C10  N3   115.15  3.000
 EZK  O1   C10  N3   123.75  3.000
 EZK  H7   C13  C14  119.24  3.000
 EZK  H7   C13  C12  119.99  3.000
 EZK  C14  C13  C12  120.77  3.000
 EZK  CL1  C15  C16  118.59  3.000
 EZK  C16  C15  C14  121.84  3.000
 EZK  CL1  C15  C14  119.57  3.000
 EZK  N6   C17  N5   111.16  3.000
 EZK  N5   C17  N4   124.58  3.000
 EZK  N6   C17  N4   124.26  3.000
 EZK  H9   C1   H8   108.97  3.000
 EZK  H9   C1   N2   111.15  3.000
 EZK  H8   C1   N2   110.33  3.000
 EZK  H9   C1   C2   112.55  3.000
 EZK  H8   C1   C2   112.05  3.000
 EZK  N2   C1   C2   101.66  3.000
 EZK  H11  C2   H10  109.03  3.000
 EZK  H11  C2   C1   111.97  3.000
 EZK  H10  C2   C1   112.61  3.000
 EZK  H11  C2   N1   110.10  3.000
 EZK  H10  C2   N1   111.05  3.000
 EZK  C1   C2   N1   101.94  3.000
 EZK  N7   C3   N2   122.99  3.000
 EZK  N2   C3   N1   111.24  3.000
 EZK  N7   C3   N1   125.77  3.000
 EZK  H13  N2   C3   122.51  3.000
 EZK  H13  N2   C1   122.36  3.000
 EZK  C3   N2   C1   110.52  3.000
 EZK  H15  C9   C8   120.01  3.000
 EZK  H15  C9   C4   120.14  3.000
 EZK  C8   C9   C4   119.85  3.000
 EZK  C16  C11  C12  119.28  3.000
 EZK  C16  C11  N3   124.06  3.000
 EZK  C12  C11  N3   116.66  3.000
 EZK  H16  C12  C11  120.10  3.000
 EZK  H16  C12  C13  119.35  3.000
 EZK  C11  C12  C13  120.56  3.000
 EZK  N4   C14  C15  121.24  3.000
 EZK  C15  C14  C13  118.35  3.000
 EZK  N4   C14  C13  120.40  3.000
 EZK  H17  C16  C11  121.39  3.000
 EZK  H17  C16  C15  119.41  3.000
 EZK  C11  C16  C15  119.20  3.000
 EZK  H12  N4   C14  118.91  3.000
 EZK  H12  N4   C17  118.35  3.000
 EZK  C14  N4   C17  122.72  3.000
 EZK  H18  N5   C18  122.00  3.000
 EZK  H18  N5   C17  122.71  3.000
 EZK  C18  N5   C17  110.10  3.000
 EZK  H20  C18  H19  109.06  3.000
 EZK  H20  C18  C19  112.57  3.000
 EZK  H19  C18  C19  111.95  3.000
 EZK  H20  C18  N5   111.14  3.000
 EZK  H19  C18  N5   110.35  3.000
 EZK  C19  C18  N5   101.62  3.000
 EZK  H22  C19  H21  108.97  3.000
 EZK  H22  C19  N6   110.44  3.000
 EZK  H21  C19  N6   111.30  3.000
 EZK  H22  C19  C18  111.82  3.000
 EZK  H21  C19  C18  112.59  3.000
 EZK  N6   C19  C18  101.58  3.000
 EZK  H23  N6   C19  122.33  3.000
 EZK  H23  N6   C17  122.41  3.000
 EZK  C19  N6   C17  110.15  3.000
 EZK  H2   N7   C3   116.50  3.000
 EZK  H2   N7   C4   117.14  3.000
 EZK  C3   N7   C4   126.00  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
 EZK  CONST_01  C7   C8   C9   C4      0.00   0.0  0
 EZK  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 EZK  CONST_03  C8   C7   C6   C5      0.00   0.0  0
 EZK  CONST_04  C8   C9   C4   C5      0.00   0.0  0
 EZK  CONST_05  C9   C8   C7   C6      0.00   0.0  0
 EZK  CONST_06  C9   C4   C5   C6      0.00   0.0  0
 EZK  CONST_07  C16  C15  C14  C13     0.00   0.0  0
 EZK  CONST_08  C16  C11  C12  C13     0.00   0.0  0
 EZK  CONST_09  C12  C13  C14  C15     0.00   0.0  0
 EZK  CONST_10  C12  C11  C16  C15     0.00   0.0  0
 EZK  CONST_11  C14  C13  C12  C11     0.00   0.0  0
 EZK  CONST_12  C14  C15  C16  C11     0.00   0.0  0
 EZK  CONST_13  C1   N2   C3   N1      0.00   0.0  0
 EZK  CONST_18  N2   C3   N1   C2      0.00   0.0  0
 EZK  CONST_21  C19  N6   C17  N5      0.00   0.0  0
 EZK  CONST_22  N6   C17  N5   C18     0.00   0.0  0
 EZK  CONST_23  C13  C12  C11  N3    180.00   0.0  0
 EZK  CONST_24  C15  C16  C11  N3    180.00   0.0  0
 EZK  CONST_25  C10  C7   C6   C5    180.00   0.0  0
 EZK  CONST_26  N7   C4   C5   C6    180.00   0.0  0
 EZK  CONST_27  N7   C4   C9   C8    180.00   0.0  0
 EZK  CONST_28  C9   C8   C7   C10   180.00   0.0  0
 EZK  CONST_29  CL1  C15  C14  C13   180.00   0.0  0
 EZK  CONST_30  CL1  C15  C16  C11   180.00   0.0  0
 EZK  CONST_31  N4   C14  C13  C12   180.00   0.0  0
 EZK  CONST_32  N4   C14  C15  C16   180.00   0.0  0
 EZK  CONST_33  C4   N7   C3   N1      0.00   0.0  0
 EZK  CONST_34  N2   C3   N7   C4    180.00   0.0  0
 EZK  CONST_39  N6   C17  N4   C14   180.00   0.0  0
 EZK  CONST_40  N5   C17  N4   C14     0.00   0.0  0
 EZK  CONST_41  N7   C3   N2   C1    180.00   0.0  0
 EZK  CONST_42  N7   C3   N1   C2    180.00   0.0  0
 EZK  CONST_43  C19  N6   C17  N4    180.00   0.0  0
 EZK  CONST_44  C18  N5   C17  N4    180.00   0.0  0
 EZK  CONST_45  H6   C8   C9   C4    180.00   0.0  0
 EZK  CONST_46  H5   C6   C5   C4    180.00   0.0  0
 EZK  CONST_47  H15  C9   C4   C5    180.00   0.0  0
 EZK  CONST_48  H4   C5   C6   C7    180.00   0.0  0
 EZK  CONST_49  H7   C13  C14  C15   180.00   0.0  0
 EZK  CONST_50  H17  C16  C11  C12   180.00   0.0  0
 EZK  CONST_51  H16  C12  C13  C14   180.00   0.0  0
 EZK  CONST_53  H1   N1   C2   C1    180.00   0.0  0
 EZK  CONST_55  H18  N5   C18  C19   180.00   0.0  0
 EZK  CONST_56  C11  N3   C10  C7    180.00   0.0  0
 EZK  CONST_57  C12  C11  N3   C10   180.00   0.0  0
 EZK  CONST_58  C16  C11  N3   C10     0.00   0.0  0
 EZK  CONST_61  H3   N3   C11  C12     0.00   0.0  0
 EZK  CONST_62  O1   C10  N3   C11     0.00   0.0  0
 EZK  Var_01    H8   C1   C2   N1     97.27  30.0  1
 EZK  Var_02    H21  C19  N6   C17  -139.48  30.0  1
 EZK  Var_03    H19  C18  N5   C17    99.65  30.0  1
 EZK  Var_04    H10  C2   N1   C3    138.36  30.0  1
 EZK  Var_05    C8   C7   C10  N3    155.31  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
 EZK  plan-1  C4   0.020
 EZK  plan-1  C5   0.020
 EZK  plan-1  C6   0.020
 EZK  plan-1  C7   0.020
 EZK  plan-1  C8   0.020
 EZK  plan-1  C10  0.020
 EZK  plan-1  C9   0.020
 EZK  plan-1  N7   0.020
 EZK  plan-1  H4   0.020
 EZK  plan-1  H5   0.020
 EZK  plan-1  H6   0.020
 EZK  plan-1  H15  0.020
 EZK  plan-2  N3   0.020
 EZK  plan-2  C13  0.020
 EZK  plan-2  C15  0.020
 EZK  plan-2  C11  0.020
 EZK  plan-2  C12  0.020
 EZK  plan-2  C14  0.020
 EZK  plan-2  C16  0.020
 EZK  plan-2  N4   0.020
 EZK  plan-2  H7   0.020
 EZK  plan-2  H16  0.020
 EZK  plan-2  H17  0.020
 EZK  plan-2  CL1  0.020
 EZK  plan-3  C17  0.020
 EZK  plan-3  C14  0.020
 EZK  plan-3  N4   0.020
 EZK  plan-3  N5   0.020
 EZK  plan-3  C18  0.020
 EZK  plan-3  C19  0.020
 EZK  plan-3  N6   0.020
 EZK  plan-3  H18  0.020
 EZK  plan-3  H23  0.020
 EZK  plan-3  H12  0.020
 EZK  plan-4  N1   0.020
 EZK  plan-4  C4   0.020
 EZK  plan-4  C1   0.020
 EZK  plan-4  C2   0.020
 EZK  plan-4  C3   0.020
 EZK  plan-4  N2   0.020
 EZK  plan-4  N7   0.020
 EZK  plan-4  H1   0.020
 EZK  plan-4  H13  0.020
 EZK  plan-4  H2   0.020
 EZK  plan-5  N3   0.020
 EZK  plan-5  C7   0.020
 EZK  plan-5  C10  0.020
 EZK  plan-5  C11  0.020
 EZK  plan-5  O1   0.020
 EZK  plan-5  H3   0.020

