# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 07:34:43 2022
#   Inital geometry file: a 101 line input string
#   Ligand name: [azanyl-[(2~{E})-2-[[2-[(4-chlorophenyl)methoxy]phenyl]methylidene]hydrazinyl]methylidene]azanium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=[NH2+])N/N=C/c1ccccc1OCc2ccc(Cl)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
 UYW  UYW  "[azanyl-[(2E)-2-[[2-[(4-chlorophenyl)methoxy]phenyl]methylidene]hydrazinyl]methylidene]azanium"  ligand  37  21  .  2022-08-11  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UYW
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
 UYW  N1   N   NH1   0  -0.504  44.3943  -39.7451   -5.9047
 UYW  C7   C   CR16  0  -0.239  42.6614  -37.9253  -11.7111
 UYW  C8   C   CR16  0  -0.261  42.2573  -37.4130  -10.4839
 UYW  N2   N   NC2   1  -0.798  43.1035  -38.3645   -4.5995
 UYW  C9   C   CR16  0  -0.277  42.7840  -37.9447   -9.3229
 UYW  C1   C   CR16  0  -0.196  42.1072  -43.4526  -11.2104
 UYW  C5   C   CR6   0   0.384  44.1221  -39.4863  -10.6085
 UYW  C6   C   CR16  0  -0.347  43.5842  -38.9563  -11.7790
 UYW  N3   N   NH2   0  -0.812  44.5074  -39.9071   -3.6188
 UYW  C4   C   CH2   0  -0.248  45.1977  -41.3070  -11.7213
 UYW  C3   C   CR6   0   0.044  43.9645  -42.1243  -11.9993
 UYW  C2   C   CR16  0  -0.279  43.2267  -42.6772  -10.9557
 UYW  N    N   N     0  -0.217  43.8700  -39.1526   -6.9966
 UYW  C    C   CR6   0  -0.050  41.7300  -43.6857  -12.5244
 UYW  O    O   O2    0  -0.483  45.0486  -40.4659  -10.5904
 UYW  C10  C   CR6   0  -0.074  43.7134  -38.9868   -9.3606
 UYW  C11  C   C1    0  -0.030  44.2487  -39.5727   -8.1362
 UYW  C12  C   C     0   0.849  43.9955  -39.3308   -4.6929
 UYW  C13  C   CR16  0  -0.298  43.5624  -42.3672  -13.3066
 UYW  C14  C   CR16  0  -0.195  42.4497  -43.1508  -13.5798
 UYW  CL   CL  CL    0  -0.127  40.3298  -44.6538  -12.8472
 UYW  H11  H   HNH1  0   0.434  45.0690  -40.4993   -5.9894
 UYW  H7   H   HCR6  0   0.267  42.2558  -37.5210  -12.6293
 UYW  H8   H   HCR6  0   0.259  41.5360  -36.6087  -10.4360
 UYW  H1   H   HNC2  0   0.438  42.8013  -38.0177   -3.7041
 UYW  H9   H   HCR6  0   0.266  42.4692  -37.5573   -8.3628
 UYW  H6   H   HCR6  0   0.285  43.8807  -39.3300  -12.7492
 UYW  H12  H   HNH2  0   0.440  44.2261  -39.6231   -2.6946
 UYW  H13  H   HNH2  0   0.438  45.1965  -40.6383   -3.6859
 UYW  H4   H   HCH2  0   0.280  46.0342  -41.9602  -11.4687
 UYW  H5   H   HCH2  0   0.253  45.4968  -40.7410  -12.6088
 UYW  H3   H   HCR6  0   0.267  43.5159  -42.5057   -9.9263
 UYW  H10  H   H     0   0.267  44.9712  -40.3820   -8.2290
 UYW  H14  H   HCR6  0   0.267  44.1175  -41.9358  -14.1311
 UYW  H15  H   HCR6  0   0.280  42.1457  -43.3301  -14.6022
 UYW  H    H   HNC2  0   0.442  42.7305  -37.9412   -5.4341
 UYW  H2   H   HCR6  0   0.279  41.5381  -43.8726  -10.3921

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
 UYW  C14  C13  aromatic  1.388  0.020  1.388
 UYW  C14  C    aromatic  1.385  0.020  1.385
 UYW  CL   C    single    1.733  0.020  1.733
 UYW  C13  C3   aromatic  1.389  0.020  1.389
 UYW  C    C1   aromatic  1.387  0.020  1.387
 UYW  C3   C4   single    1.505  0.020  1.505
 UYW  C3   C2   aromatic  1.393  0.020  1.393
 UYW  C1   C2   aromatic  1.385  0.020  1.385
 UYW  C6   C7   aromatic  1.385  0.020  1.385
 UYW  C6   C5   aromatic  1.393  0.020  1.393
 UYW  C7   C8   aromatic  1.390  0.020  1.390
 UYW  C4   O    single    1.417  0.020  1.417
 UYW  C5   O    single    1.348  0.020  1.348
 UYW  C5   C10  aromatic  1.405  0.020  1.405
 UYW  C8   C9   aromatic  1.381  0.020  1.381
 UYW  C9   C10  aromatic  1.397  0.020  1.397
 UYW  C10  C11  single    1.459  0.020  1.459
 UYW  C11  N    double    1.272  0.020  1.272
 UYW  N    N1   single    1.348  0.020  1.348
 UYW  N1   C12  single    1.341  0.020  1.341
 UYW  C12  N2   double    1.318  0.020  1.318
 UYW  C12  N3   single    1.322  0.020  1.322
 UYW  N1   H11  single    0.860  0.020  1.020
 UYW  C7   H7   single    0.930  0.020  1.080
 UYW  C8   H8   single    0.930  0.020  1.080
 UYW  N2   H1   single    0.860  0.020  1.020
 UYW  C9   H9   single    0.930  0.020  1.080
 UYW  C1   H2   single    0.930  0.020  1.080
 UYW  C6   H6   single    0.930  0.020  1.080
 UYW  N3   H12  single    0.860  0.020  1.020
 UYW  N3   H13  single    0.860  0.020  1.020
 UYW  C4   H4   single    0.970  0.020  1.090
 UYW  C4   H5   single    0.970  0.020  1.090
 UYW  C2   H3   single    0.930  0.020  1.080
 UYW  C11  H10  single    0.930  0.020  1.080
 UYW  C13  H14  single    0.930  0.020  1.080
 UYW  C14  H15  single    0.930  0.020  1.080
 UYW  N2   H    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
 UYW  H11  N1   C12  120.15  3.000
 UYW  H11  N1   N    121.14  3.000
 UYW  C12  N1   N    118.70  3.000
 UYW  H7   C7   C6   119.09  3.000
 UYW  H7   C7   C8   120.17  3.000
 UYW  C6   C7   C8   120.75  3.000
 UYW  H8   C8   C9   120.23  3.000
 UYW  H8   C8   C7   120.47  3.000
 UYW  C9   C8   C7   119.30  3.000
 UYW  H    N2   H1   118.75  3.000
 UYW  H    N2   C12  119.98  3.000
 UYW  H1   N2   C12  121.24  3.000
 UYW  H9   C9   C10  118.98  3.000
 UYW  H9   C9   C8   119.80  3.000
 UYW  C10  C9   C8   121.21  3.000
 UYW  H2   C1   C    120.56  3.000
 UYW  H2   C1   C2   120.23  3.000
 UYW  C    C1   C2   119.21  3.000
 UYW  C10  C5   O    116.50  3.000
 UYW  C10  C5   C6   119.92  3.000
 UYW  O    C5   C6   123.58  3.000
 UYW  H6   C6   C5   121.11  3.000
 UYW  H6   C6   C7   118.94  3.000
 UYW  C5   C6   C7   119.95  3.000
 UYW  H13  N3   H12  117.20  3.000
 UYW  H13  N3   C12  121.83  3.000
 UYW  H12  N3   C12  120.97  3.000
 UYW  H5   C4   H4   106.73  3.000
 UYW  H5   C4   O    111.65  3.000
 UYW  H4   C4   O    104.54  3.000
 UYW  H5   C4   C3   110.80  3.000
 UYW  H4   C4   C3   110.23  3.000
 UYW  O    C4   C3   112.54  3.000
 UYW  C13  C3   C2   118.85  3.000
 UYW  C2   C3   C4   120.75  3.000
 UYW  C13  C3   C4   120.39  3.000
 UYW  H3   C2   C3   120.54  3.000
 UYW  H3   C2   C1   118.63  3.000
 UYW  C3   C2   C1   120.83  3.000
 UYW  C11  N    N1   117.68  3.000
 UYW  CL   C    C14  119.59  3.000
 UYW  CL   C    C1   119.36  3.000
 UYW  C14  C    C1   121.05  3.000
 UYW  C4   O    C5   119.51  3.000
 UYW  C11  C10  C5   119.73  3.000
 UYW  C11  C10  C9   121.41  3.000
 UYW  C5   C10  C9   118.86  3.000
 UYW  H10  C11  C10  118.06  3.000
 UYW  H10  C11  N    121.28  3.000
 UYW  C10  C11  N    120.65  3.000
 UYW  N3   C12  N2   121.60  3.000
 UYW  N3   C12  N1   118.96  3.000
 UYW  N2   C12  N1   119.45  3.000
 UYW  H14  C13  C14  119.05  3.000
 UYW  H14  C13  C3   119.88  3.000
 UYW  C14  C13  C3   121.06  3.000
 UYW  H15  C14  C13  120.33  3.000
 UYW  H15  C14  C    120.67  3.000
 UYW  C13  C14  C    118.99  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
 UYW  CONST_01  C10  C5   C6   C7      0.00   0.0  0
 UYW  CONST_02  C10  C9   C8   C7      0.00   0.0  0
 UYW  CONST_03  C5   C6   C7   C8      0.00   0.0  0
 UYW  CONST_04  C5   C10  C9   C8      0.00   0.0  0
 UYW  CONST_05  C6   C7   C8   C9      0.00   0.0  0
 UYW  CONST_06  C6   C5   C10  C9      0.00   0.0  0
 UYW  CONST_07  C13  C14  C    C1      0.00   0.0  0
 UYW  CONST_08  C13  C3   C2   C1      0.00   0.0  0
 UYW  CONST_09  C    C14  C13  C3      0.00   0.0  0
 UYW  CONST_10  C    C1   C2   C3      0.00   0.0  0
 UYW  CONST_11  C14  C13  C3   C2      0.00   0.0  0
 UYW  CONST_12  C14  C    C1   C2      0.00   0.0  0
 UYW  CONST_13  O    C5   C6   C7    180.00   0.0  0
 UYW  CONST_14  C11  C10  C9   C8    180.00   0.0  0
 UYW  CONST_15  O    C5   C10  C9    180.00   0.0  0
 UYW  CONST_16  C4   C3   C2   C1    180.00   0.0  0
 UYW  CONST_17  C11  C10  C5   C6    180.00   0.0  0
 UYW  CONST_18  C14  C13  C3   C4    180.00   0.0  0
 UYW  CONST_19  CL   C    C1   C2    180.00   0.0  0
 UYW  CONST_20  CL   C    C14  C13   180.00   0.0  0
 UYW  CONST_21  H9   C9   C8   C7    180.00   0.0  0
 UYW  CONST_22  H6   C6   C7   C8    180.00   0.0  0
 UYW  CONST_23  H7   C7   C8   C9    180.00   0.0  0
 UYW  CONST_24  H15  C14  C    C1    180.00   0.0  0
 UYW  CONST_25  H7   C7   C6   C5    180.00   0.0  0
 UYW  CONST_26  H9   C9   C10  C5    180.00   0.0  0
 UYW  CONST_27  H8   C8   C7   C6    180.00   0.0  0
 UYW  CONST_28  H15  C14  C13  C3    180.00   0.0  0
 UYW  CONST_29  H2   C1   C2   C3    180.00   0.0  0
 UYW  CONST_30  H14  C13  C3   C2    180.00   0.0  0
 UYW  CONST_31  H14  C13  C14  C     180.00   0.0  0
 UYW  CONST_32  H3   C2   C1   C     180.00   0.0  0
 UYW  CONST_33  H6   C6   C5   C10   180.00   0.0  0
 UYW  CONST_34  H8   C8   C9   C10   180.00   0.0  0
 UYW  CONST_35  H3   C2   C3   C13   180.00   0.0  0
 UYW  CONST_36  H2   C1   C    C14   180.00   0.0  0
 UYW  CONST_37  N    N1   C12  N2      0.00   0.0  0
 UYW  CONST_38  N    N1   C12  N3    180.00   0.0  0
 UYW  CONST_39  H1   N2   C12  N1    180.00   0.0  0
 UYW  CONST_40  H    N2   C12  N1      0.00   0.0  0
 UYW  CONST_41  H12  N3   C12  N1    180.00   0.0  0
 UYW  CONST_42  H13  N3   C12  N1      0.00   0.0  0
 UYW  CONST_43  H11  N1   C12  N2    180.00   0.0  0
 UYW  CONST_44  H12  N3   C12  N2      0.00   0.0  0
 UYW  CONST_45  H13  N3   C12  N2    180.00   0.0  0
 UYW  CONST_46  H11  N1   C12  N3      0.00   0.0  0
 UYW  CONST_47  H1   N2   C12  N3      0.00   0.0  0
 UYW  CONST_48  H    N2   C12  N3    180.00   0.0  0
 UYW  Var_01    N    C11  C10  C9      0.61  30.0  2
 UYW  Var_02    C3   C4   O    C5    -63.41  30.0  1
 UYW  Var_03    N    C11  C10  C5   -178.54  30.0  2
 UYW  Var_04    C4   O    C5   C6    -21.07  30.0  2
 UYW  Var_05    C10  C5   O    C4    159.73  30.0  1
 UYW  Var_06    O    C4   C3   C2    -39.31  30.0  2
 UYW  Var_07    C13  C3   C4   O     142.30  30.0  3
 UYW  Var_08    H10  C11  C10  C9   -179.94  30.0  2
 UYW  Var_09    H10  C11  C10  C5      0.90  30.0  2
 UYW  Var_10    H4   C4   C3   C2     76.97  30.0  2
 UYW  Var_11    H5   C4   C3   C2   -165.12  30.0  2
 UYW  Var_12    H4   C4   C3   C13  -101.42  30.0  2
 UYW  Var_13    H5   C4   C3   C13    16.49  30.0  2
 UYW  Var_14    C10  C11  N    N1    179.41   0.0  2
 UYW  Var_15    H4   C4   O    C5    176.96  30.0  1
 UYW  Var_16    H5   C4   O    C5     61.93  30.0  1
 UYW  Var_17    C12  N1   N    C11  -179.09  30.0  3
 UYW  Var_18    H10  C11  N    N1     -0.02   0.0  2
 UYW  Var_19    H11  N1   N    C11     0.09  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
 UYW  plan-1  C7   0.020
 UYW  plan-1  C8   0.020
 UYW  plan-1  C9   0.020
 UYW  plan-1  C5   0.020
 UYW  plan-1  C6   0.020
 UYW  plan-1  O    0.020
 UYW  plan-1  C10  0.020
 UYW  plan-1  C11  0.020
 UYW  plan-1  H7   0.020
 UYW  plan-1  H8   0.020
 UYW  plan-1  H9   0.020
 UYW  plan-1  H6   0.020
 UYW  plan-2  C1   0.020
 UYW  plan-2  C4   0.020
 UYW  plan-2  C3   0.020
 UYW  plan-2  C2   0.020
 UYW  plan-2  C    0.020
 UYW  plan-2  C13  0.020
 UYW  plan-2  C14  0.020
 UYW  plan-2  CL   0.020
 UYW  plan-2  H3   0.020
 UYW  plan-2  H14  0.020
 UYW  plan-2  H15  0.020
 UYW  plan-2  H2   0.020
 UYW  plan-3  N1   0.020
 UYW  plan-3  N2   0.020
 UYW  plan-3  N3   0.020
 UYW  plan-3  N    0.020
 UYW  plan-3  C12  0.020
 UYW  plan-3  H11  0.020
 UYW  plan-3  H1   0.020
 UYW  plan-3  H12  0.020
 UYW  plan-3  H13  0.020
 UYW  plan-3  H    0.020
 UYW  plan-4  N1   0.020
 UYW  plan-4  N    0.020
 UYW  plan-4  C10  0.020
 UYW  plan-4  C11  0.020
 UYW  plan-4  H10  0.020

