# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 03:40:55 2020
#   Inital geometry file: a 108 line input string
#   Ligand name: N'-[(E)-(2,4-dihydroxy-6-methylphenyl)methylidene]-2-(3-methoxyphenyl)acetohydrazide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cccc(CC(=O)N/N=C/c2c(C)cc(O)cc2O)c1
#
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
 S69  S69  N'-[(E)-(2,4-dihydroxy-6-methylphenyl)methylidene]-2-(3-methoxyphenyl)acetohydrazide  ligand  41  23  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_S69
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
 S69  C1    C  CR6   0   0.154  -3.5115   0.8772   0.1945
 S69  C2    C  CH2   0  -0.691  -2.2960   1.4283   0.8840
 S69  C3    C  C     0   0.569  -1.1063   0.5011   0.7309
 S69  O4    O  O     0  -0.451  -1.1894  -0.7070   0.8230
 S69  N5    N  NH1   0  -0.506   0.0666   1.1450   0.5072
 S69  N6    N  N     0  -0.311   1.2095   0.4425   0.4099
 S69  C7    C  C1    0   0.034   2.3104   1.0623   0.2129
 S69  C8    C  CR6   0  -0.162   3.5596   0.3380   0.1037
 S69  C9    C  CR16  0  -0.317  -3.7784   1.2114  -1.1329
 S69  C10   C  CR16  0  -0.228  -4.8868   0.6748  -1.7650
 S69  C11   C  CR16  0  -0.395  -5.7446  -0.1950  -1.1003
 S69  C12   C  CR6   0   0.395  -5.4803  -0.5270   0.2260
 S69  O13   O  O2    0  -0.473  -6.2429  -1.3515   0.9700
 S69  C14   C  CH3   0  -0.436  -7.3941  -1.9214   0.3809
 S69  C15   C  CR16  0  -0.394  -4.3604   0.0110   0.8635
 S69  C16   C  CR6   0   0.098   4.7692   1.0292  -0.1191
 S69  C17   C  CH3   0  -0.765   4.7963   2.5261  -0.2506
 S69  C18   C  CR16  0  -0.421   5.9574   0.3320  -0.2180
 S69  C19   C  CR6   0   0.394   5.9733  -1.0606  -0.0984
 S69  O20   O  OH1   0  -0.625   7.1623  -1.6728  -0.2035
 S69  C21   C  CR16  0  -0.497   4.7968  -1.7603   0.1180
 S69  C22   C  CR6   0   0.379   3.5924  -1.0706   0.2194
 S69  O23   O  OH1   0  -0.636   2.4917  -1.7931   0.4282
 S69  H2    H  HCH2  0   0.283  -2.0638   2.4279   0.5126
 S69  H2A   H  HCH2  0   0.304  -2.4816   1.5316   1.9571
 S69  HN5   H  HNH1  0   0.416   0.0937   2.1549   0.4311
 S69  H7    H  H     0   0.266   2.3311   2.1481   0.1257
 S69  H9    H  HCR6  0   0.249  -3.1247   1.8911  -1.6653
 S69  H10   H  HCR6  0   0.259  -5.0978   0.9348  -2.7942
 S69  H11   H  HCR6  0   0.278  -6.6029  -0.5919  -1.6252
 S69  H14   H  HCH3  0   0.259  -7.8597  -2.5386   1.1454
 S69  H14A  H  HCH3  0   0.228  -8.1097  -1.1591   0.0612
 S69  H14B  H  HCH3  0   0.228  -7.1456  -2.5525  -0.4766
 S69  H15   H  HCR6  0   0.256  -4.1683  -0.2506   1.8976
 S69  H17   H  HCH3  0   0.255   4.4573   3.0198   0.6618
 S69  H17A  H  HCH3  0   0.263   5.8074   2.8732  -0.4537
 S69  H17B  H  HCH3  0   0.253   4.1612   2.8779  -1.0650
 S69  H18   H  HCR6  0   0.258   6.8860   0.8613  -0.3934
 S69  HO20  H  HOH1  0   0.478   7.0633  -2.6272  -0.1094
 S69  H21   H  HCR6  0   0.277   4.7979  -2.8408   0.2093
 S69  HO23  H  HOH1  0   0.476   1.7133  -1.1874   0.4805

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
 S69  C1   C15   aromatic  1.385  0.020  1.385
 S69  C2   C1    single    1.502  0.020  1.502
 S69  C2   C3    single    1.516  0.020  1.516
 S69  C2   H2    single    0.970  0.020  1.090
 S69  C2   H2A   single    0.970  0.020  1.090
 S69  C3   O4    double    1.214  0.020  1.214
 S69  N5   C3    single    1.357  0.020  1.357
 S69  N5   N6    single    1.345  0.020  1.345
 S69  N5   HN5   single    0.860  0.020  1.020
 S69  C7   N6    double    1.279  0.020  1.279
 S69  C7   H7    single    0.930  0.020  1.080
 S69  C8   C7    single    1.448  0.020  1.448
 S69  C8   C22   aromatic  1.414  0.020  1.414
 S69  C9   C1    aromatic  1.395  0.020  1.395
 S69  C9   C10   aromatic  1.384  0.020  1.384
 S69  C9   H9    single    0.930  0.020  1.080
 S69  C10  C11   aromatic  1.391  0.020  1.391
 S69  C10  H10   single    0.930  0.020  1.080
 S69  C11  C12   aromatic  1.393  0.020  1.393
 S69  C11  H11   single    0.930  0.020  1.080
 S69  C12  O13   single    1.347  0.020  1.347
 S69  O13  C14   single    1.413  0.020  1.413
 S69  C14  H14   single    0.970  0.020  1.090
 S69  C14  H14A  single    0.970  0.020  1.090
 S69  C14  H14B  single    0.970  0.020  1.090
 S69  C15  C12   aromatic  1.396  0.020  1.396
 S69  C15  H15   single    0.930  0.020  1.080
 S69  C16  C8    aromatic  1.411  0.020  1.411
 S69  C17  C16   single    1.503  0.020  1.503
 S69  C17  H17   single    0.970  0.020  1.090
 S69  C17  H17A  single    0.970  0.020  1.090
 S69  C17  H17B  single    0.970  0.020  1.090
 S69  C18  C16   aromatic  1.381  0.020  1.381
 S69  C18  C19   aromatic  1.398  0.020  1.398
 S69  C18  H18   single    0.930  0.020  1.080
 S69  C19  C21   aromatic  1.386  0.020  1.386
 S69  O20  C19   single    1.342  0.020  1.342
 S69  O20  HO20  single    0.850  0.020  0.980
 S69  C21  C22   aromatic  1.392  0.020  1.392
 S69  C21  H21   single    0.930  0.020  1.080
 S69  C22  O23   single    1.333  0.020  1.333
 S69  O23  HO23  single    0.850  0.020  0.980

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
 S69  C15   C1   C9    119.50  3.000
 S69  C9    C1   C2    120.25  3.000
 S69  C15   C1   C2    120.24  3.000
 S69  H2A   C2   H2    106.47  3.000
 S69  H2A   C2   C3    106.86  3.000
 S69  H2    C2   C3    111.03  3.000
 S69  H2A   C2   C1    110.34  3.000
 S69  H2    C2   C1    110.61  3.000
 S69  C3    C2   C1    111.36  3.000
 S69  N5    C3   O4    122.94  3.000
 S69  N5    C3   C2    113.88  3.000
 S69  O4    C3   C2    123.16  3.000
 S69  HN5   N5   N6    119.50  3.000
 S69  HN5   N5   C3    120.57  3.000
 S69  N6    N5   C3    119.92  3.000
 S69  C7    N6   N5    119.32  3.000
 S69  H7    C7   C8    118.42  3.000
 S69  C8    C7   N6    120.79  3.000
 S69  H7    C7   N6    120.78  3.000
 S69  C22   C8   C16   118.76  3.000
 S69  C16   C8   C7    120.43  3.000
 S69  C22   C8   C7    120.81  3.000
 S69  H9    C9   C10   120.14  3.000
 S69  H9    C9   C1    120.19  3.000
 S69  C10   C9   C1    119.67  3.000
 S69  H10   C10  C11   118.98  3.000
 S69  H10   C10  C9    119.81  3.000
 S69  C11   C10  C9    121.21  3.000
 S69  H11   C11  C12   121.69  3.000
 S69  H11   C11  C10   119.15  3.000
 S69  C12   C11  C10   119.16  3.000
 S69  C15   C12  O13   115.95  3.000
 S69  C15   C12  C11   119.68  3.000
 S69  O13   C12  C11   124.37  3.000
 S69  C14   O13  C12   118.54  3.000
 S69  H14B  C14  H14A  108.78  3.000
 S69  H14B  C14  H14   108.73  3.000
 S69  H14A  C14  H14   108.73  3.000
 S69  H14B  C14  O13   112.00  3.000
 S69  H14A  C14  O13   111.96  3.000
 S69  H14   C14  O13   106.54  3.000
 S69  H15   C15  C12   119.00  3.000
 S69  H15   C15  C1    120.21  3.000
 S69  C12   C15  C1    120.79  3.000
 S69  C18   C16  C17   118.75  3.000
 S69  C18   C16  C8    120.10  3.000
 S69  C17   C16  C8    121.15  3.000
 S69  H17B  C17  H17A  107.38  3.000
 S69  H17B  C17  H17   107.30  3.000
 S69  H17A  C17  H17   107.48  3.000
 S69  H17B  C17  C16   112.09  3.000
 S69  H17A  C17  C16   110.53  3.000
 S69  H17   C17  C16   111.83  3.000
 S69  H18   C18  C19   119.41  3.000
 S69  H18   C18  C16   120.16  3.000
 S69  C19   C18  C16   120.43  3.000
 S69  C21   C19  O20   122.29  3.000
 S69  O20   C19  C18   117.26  3.000
 S69  C21   C19  C18   120.45  3.000
 S69  HO20  O20  C19   110.68  3.000
 S69  H21   C21  C22   119.25  3.000
 S69  H21   C21  C19   121.03  3.000
 S69  C22   C21  C19   119.72  3.000
 S69  O23   C22  C21   117.22  3.000
 S69  O23   C22  C8    122.26  3.000
 S69  C21   C22  C8    120.53  3.000
 S69  HO23  O23  C22   109.06  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
 S69  CONST_01  C11  C12  C15  C1      0.00   0.0  0
 S69  CONST_02  C11  C10  C9   C1      0.00   0.0  0
 S69  CONST_03  C19  C21  C22  C8      0.00   0.0  0
 S69  CONST_04  C19  C18  C16  C8      0.00   0.0  0
 S69  CONST_05  C12  C15  C1   C9      0.00   0.0  0
 S69  CONST_06  C12  C11  C10  C9      0.00   0.0  0
 S69  CONST_07  C15  C1   C9   C10     0.00   0.0  0
 S69  CONST_08  C15  C12  C11  C10     0.00   0.0  0
 S69  CONST_09  C21  C22  C8   C16     0.00   0.0  0
 S69  CONST_10  C21  C19  C18  C16     0.00   0.0  0
 S69  CONST_11  C22  C8   C16  C18     0.00   0.0  0
 S69  CONST_12  C22  C21  C19  C18     0.00   0.0  0
 S69  CONST_13  O13  C12  C15  C1    180.00   0.0  0
 S69  CONST_14  C12  C15  C1   C2    180.00   0.0  0
 S69  CONST_15  C10  C9   C1   C2    180.00   0.0  0
 S69  CONST_16  C21  C22  C8   C7    180.00   0.0  0
 S69  CONST_17  C18  C16  C8   C7    180.00   0.0  0
 S69  CONST_18  O13  C12  C11  C10   180.00   0.0  0
 S69  CONST_19  O23  C22  C8   C16   180.00   0.0  0
 S69  CONST_20  O20  C19  C18  C16   180.00   0.0  0
 S69  CONST_21  C22  C8   C16  C17   180.00   0.0  0
 S69  CONST_22  C19  C18  C16  C17   180.00   0.0  0
 S69  CONST_23  O23  C22  C21  C19   180.00   0.0  0
 S69  CONST_24  C22  C21  C19  O20   180.00   0.0  0
 S69  CONST_25  H10  C10  C9   C1    180.00   0.0  0
 S69  CONST_26  H21  C21  C22  C8    180.00   0.0  0
 S69  CONST_27  H18  C18  C16  C8    180.00   0.0  0
 S69  CONST_28  H15  C15  C1   C9    180.00   0.0  0
 S69  CONST_29  H11  C11  C10  C9    180.00   0.0  0
 S69  CONST_30  H9   C9   C10  C11   180.00   0.0  0
 S69  CONST_31  N6   N5   C3   C2    180.00   0.0  0
 S69  CONST_32  N6   N5   C3   O4      0.00   0.0  0
 S69  CONST_33  HN5  N5   C3   C2      0.00   0.0  0
 S69  Var_01    C15  C1   C2   C3     87.43  30.0  2
 S69  Var_02    C22  C8   C7   N6     -0.33  30.0  2
 S69  Var_03    C15  C12  O13  C14   179.68  30.0  2
 S69  Var_04    H17  C17  C16  C8     62.32  30.0  2
 S69  Var_05    C8   C7   N6   N5    179.97   0.0  2
 S69  Var_06    O4   C3   C2   C1    -41.41  30.0  3
 S69  Var_07    H14  C14  O13  C12  -179.64  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
 S69  plan-1  C1   0.020
 S69  plan-1  C2   0.020
 S69  plan-1  C9   0.020
 S69  plan-1  C10  0.020
 S69  plan-1  C11  0.020
 S69  plan-1  C12  0.020
 S69  plan-1  O13  0.020
 S69  plan-1  C15  0.020
 S69  plan-1  H9   0.020
 S69  plan-1  H10  0.020
 S69  plan-1  H11  0.020
 S69  plan-1  H15  0.020
 S69  plan-2  C7   0.020
 S69  plan-2  C8   0.020
 S69  plan-2  C16  0.020
 S69  plan-2  C17  0.020
 S69  plan-2  C18  0.020
 S69  plan-2  C19  0.020
 S69  plan-2  O20  0.020
 S69  plan-2  C21  0.020
 S69  plan-2  C22  0.020
 S69  plan-2  O23  0.020
 S69  plan-2  H18  0.020
 S69  plan-2  H21  0.020
 S69  plan-3  C2   0.020
 S69  plan-3  C3   0.020
 S69  plan-3  O4   0.020
 S69  plan-3  N5   0.020
 S69  plan-3  N6   0.020
 S69  plan-3  HN5  0.020
 S69  plan-4  N5   0.020
 S69  plan-4  N6   0.020
 S69  plan-4  C7   0.020
 S69  plan-4  C8   0.020
 S69  plan-4  H7   0.020

