# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr  5 00:11:40 2020
#   Inital geometry file: a 155 line input string
#   Ligand name: (4E,6Z)-7-(3-{[3,4-bis(hydroxymethyl)benzyl]oxy}phenyl)-3-ethylnona-4,6-dien-3-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC/C(=C/C=C\C(O)(CC)CC)c1cccc(OCc2ccc(CO)c(CO)c2)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
 0VO  0VO  (4E,6Z)-7-(3-{[3,4-bis(hydroxymethyl)benzyl]oxy}phenyl)-3-ethylnona-4,6-dien-3-ol  ligand  64  30  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_0VO
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
 0VO  C1   C  CR16  0  -0.287   5.0407   1.1566   0.9895
 0VO  C5   C  CR6   0   0.114   3.2001   1.1957  -0.5618
 0VO  C6   C  CR16  0  -0.300   4.0061   1.8397   0.3636
 0VO  C9   C  CH2   0  -0.496  -4.5770   3.2222   0.9974
 0VO  C10  C  CH2   0  -0.273   2.0604   1.9118  -1.2180
 0VO  C11  C  C1    0  -0.289  -4.1918   0.7820   0.7563
 0VO  C12  C  C1    0  -0.251  -3.5949  -0.4449   0.2595
 0VO  C16  C  C1    0  -0.241  -3.9791  -1.6557   0.6727
 0VO  C18  C  CR6   0   0.071  -2.6531   2.3499  -0.3981
 0VO  C19  C  CR16  0  -0.329  -2.7936   3.1833  -1.5126
 0VO  C24  C  CT    0   0.195  -3.4261  -2.9725   0.1918
 0VO  C25  C  CH2   0  -0.434  -2.6499  -3.6377   1.3383
 0VO  C2   C  CR6   0   0.007   5.2844  -0.1804   0.7043
 0VO  C3   C  CR6   0   0.033   4.4713  -0.8405  -0.2305
 0VO  C4   C  CR16  0  -0.342   3.4422  -0.1450  -0.8485
 0VO  C48  C  CH2   0  -0.190   4.7352  -2.2872  -0.5499
 0VO  O49  O  OH1   0  -0.664   3.8080  -2.7608  -1.4884
 0VO  C52  C  CH2   0  -0.191   6.3980  -0.9348   1.3777
 0VO  O53  O  OH1   0  -0.664   7.1380  -0.0835   2.2095
 0VO  O1   O  O2    0  -0.470   0.8882   1.6281  -0.4642
 0VO  C14  C  CR6   0   0.406  -0.2822   2.1612  -0.8695
 0VO  C17  C  CR16  0  -0.398  -1.3945   1.8539  -0.0839
 0VO  C20  C  CR16  0  -0.225  -1.6919   3.4808  -2.2933
 0VO  C21  C  CR16  0  -0.397  -0.4309   2.9795  -1.9856
 0VO  C26  C  CH2   0  -0.442  -4.6185  -3.8466  -0.2492
 0VO  O2   O  OH1   0  -0.674  -2.5157  -2.8060  -0.8749
 0VO  C28  C  CH3   0  -0.674  -4.2569  -5.2324  -0.7669
 0VO  C29  C  CH3   0  -0.657  -1.4236  -2.8668   1.8082
 0VO  C8   C  CH3   0  -0.656  -3.7233   4.0972   1.9126
 0VO  H1   H  HCR6  0   0.256   5.6590   1.6801   1.7049
 0VO  H2   H  HCR6  0   0.249   3.8332   2.8828   0.6007
 0VO  H4   H  HCH2  0   0.233  -4.9457   3.8309   0.1653
 0VO  H5   H  HCH2  0   0.239  -5.4618   2.8751   1.5357
 0VO  H6   H  HCH2  0   0.240   2.2458   2.9911  -1.2406
 0VO  H7   H  HCH2  0   0.238   1.9362   1.5727  -2.2518
 0VO  H8   H  H     0   0.232  -5.0422   0.6575   1.4219
 0VO  H10  H  H     0   0.243  -2.8048  -0.3599  -0.4779
 0VO  H12  H  H     0   0.244  -4.7586  -1.7348   1.4275
 0VO  H14  H  HCR6  0   0.246  -3.7645   3.5830  -1.7759
 0VO  H15  H  HCH2  0   0.222  -3.3402  -3.7753   2.1751
 0VO  H16  H  HCH2  0   0.234  -2.3447  -4.6403   1.0282
 0VO  H17  H  HCR6  0   0.252   2.8163  -0.6475  -1.5748
 0VO  H18  H  HCH2  0   0.216   5.7658  -2.3863  -0.9217
 0VO  H19  H  HCH2  0   0.216   4.6942  -2.8714   0.3809
 0VO  H20  H  HOH1  0   0.464   4.0190  -3.6794  -1.6776
 0VO  H21  H  HCH2  0   0.219   5.9655  -1.7714   1.9460
 0VO  H22  H  HCH2  0   0.214   7.0355  -1.3936   0.6076
 0VO  H23  H  HOH1  0   0.464   7.8185  -0.6075   2.6412
 0VO  H24  H  HCR6  0   0.255  -1.2617   1.2268   0.7897
 0VO  H25  H  HCR6  0   0.258  -1.8047   4.1168  -3.1620
 0VO  H26  H  HCR6  0   0.280   0.4072   3.2406  -2.6177
 0VO  H27  H  HCH2  0   0.224  -5.3180  -3.9391   0.5866
 0VO  H28  H  HCH2  0   0.229  -5.1637  -3.3032  -1.0295
 0VO  H29  H  HOH1  0   0.443  -2.9904  -2.4307  -1.6247
 0VO  H30  H  HCH3  0   0.232  -5.1470  -5.7359  -1.1453
 0VO  H31  H  HCH3  0   0.221  -3.5371  -5.1823  -1.5837
 0VO  H32  H  HCH3  0   0.225  -3.8359  -5.8680   0.0121
 0VO  H33  H  HCH3  0   0.225  -0.9548  -3.3830   2.6467
 0VO  H34  H  HCH3  0   0.222  -0.6775  -2.7759   1.0195
 0VO  H35  H  HCH3  0   0.222  -1.6791  -1.8601   2.1401
 0VO  H36  H  HCH3  0   0.231  -4.2864   4.9663   2.2537
 0VO  H37  H  HCH3  0   0.224  -3.3987   3.5406   2.7925
 0VO  H38  H  HCH3  0   0.227  -2.8320   4.4583   1.3989
 0VO  C7   C  C     0   0.083  -3.8220   2.0380   0.4558

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
 0VO  C29  C25  single    1.523  0.020  1.523
 0VO  C26  C28  single    1.523  0.020  1.523
 0VO  C26  C24  single    1.543  0.020  1.543
 0VO  C25  C24  single    1.536  0.020  1.536
 0VO  C24  C16  single    1.507  0.020  1.507
 0VO  C24  O2   single    1.412  0.020  1.412
 0VO  C16  C12  double    1.336  0.020  1.336
 0VO  C12  C11  single    1.452  0.020  1.452
 0VO  C11  C7   double    1.343  0.020  1.343
 0VO  C17  C18  aromatic  1.389  0.020  1.389
 0VO  C17  C14  aromatic  1.396  0.020  1.396
 0VO  C18  C7   single    1.481  0.020  1.481
 0VO  C18  C19  aromatic  1.399  0.020  1.399
 0VO  C7   C9   single    1.505  0.020  1.505
 0VO  C6   C1   aromatic  1.389  0.020  1.389
 0VO  C6   C5   aromatic  1.386  0.020  1.386
 0VO  O1   C14  single    1.348  0.020  1.348
 0VO  O1   C10  single    1.422  0.020  1.422
 0VO  C1   C2   aromatic  1.389  0.020  1.389
 0VO  C5   C4   aromatic  1.392  0.020  1.392
 0VO  C5   C10  single    1.497  0.020  1.497
 0VO  O53  C52  single    1.402  0.020  1.402
 0VO  C14  C21  aromatic  1.392  0.020  1.392
 0VO  C2   C52  single    1.504  0.020  1.504
 0VO  C2   C3   aromatic  1.404  0.020  1.404
 0VO  C4   C3   aromatic  1.387  0.020  1.387
 0VO  C19  C20  aromatic  1.383  0.020  1.383
 0VO  C3   C48  single    1.505  0.020  1.505
 0VO  C9   C8   single    1.527  0.020  1.527
 0VO  C48  O49  single    1.402  0.020  1.402
 0VO  C21  C20  aromatic  1.391  0.020  1.391
 0VO  C1   H1   single    0.930  0.020  1.080
 0VO  C6   H2   single    0.930  0.020  1.080
 0VO  C9   H4   single    0.970  0.020  1.090
 0VO  C9   H5   single    0.970  0.020  1.090
 0VO  C10  H6   single    0.970  0.020  1.090
 0VO  C10  H7   single    0.970  0.020  1.090
 0VO  C11  H8   single    0.930  0.020  1.080
 0VO  C12  H10  single    0.930  0.020  1.080
 0VO  C16  H12  single    0.930  0.020  1.080
 0VO  C19  H14  single    0.930  0.020  1.080
 0VO  C25  H15  single    0.970  0.020  1.090
 0VO  C25  H16  single    0.970  0.020  1.090
 0VO  C4   H17  single    0.930  0.020  1.080
 0VO  C48  H18  single    0.970  0.020  1.090
 0VO  C48  H19  single    0.970  0.020  1.090
 0VO  O49  H20  single    0.850  0.020  0.980
 0VO  C52  H21  single    0.970  0.020  1.090
 0VO  C52  H22  single    0.970  0.020  1.090
 0VO  O53  H23  single    0.850  0.020  0.980
 0VO  C17  H24  single    0.930  0.020  1.080
 0VO  C20  H25  single    0.930  0.020  1.080
 0VO  C21  H26  single    0.930  0.020  1.080
 0VO  C26  H27  single    0.970  0.020  1.090
 0VO  C26  H28  single    0.970  0.020  1.090
 0VO  O2   H29  single    0.850  0.020  0.980
 0VO  C28  H30  single    0.970  0.020  1.090
 0VO  C28  H31  single    0.970  0.020  1.090
 0VO  C28  H32  single    0.970  0.020  1.090
 0VO  C29  H33  single    0.970  0.020  1.090
 0VO  C29  H34  single    0.970  0.020  1.090
 0VO  C29  H35  single    0.970  0.020  1.090
 0VO  C8   H36  single    0.970  0.020  1.090
 0VO  C8   H37  single    0.970  0.020  1.090
 0VO  C8   H38  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
 0VO  H1   C1   C2   120.13  3.000
 0VO  H1   C1   C6   119.09  3.000
 0VO  C2   C1   C6   120.78  3.000
 0VO  C4   C5   C10  120.17  3.000
 0VO  C10  C5   C6   120.86  3.000
 0VO  C4   C5   C6   118.94  3.000
 0VO  H2   C6   C5   120.04  3.000
 0VO  H2   C6   C1   119.59  3.000
 0VO  C5   C6   C1   120.37  3.000
 0VO  H5   C9   H4   106.17  3.000
 0VO  H5   C9   C8   109.85  3.000
 0VO  H4   C9   C8   108.97  3.000
 0VO  H5   C9   C7   109.49  3.000
 0VO  H4   C9   C7   109.44  3.000
 0VO  C8   C9   C7   112.70  3.000
 0VO  H7   C10  H6   107.75  3.000
 0VO  H7   C10  O1   110.18  3.000
 0VO  H6   C10  O1   110.31  3.000
 0VO  H7   C10  C5   110.60  3.000
 0VO  H6   C10  C5   110.58  3.000
 0VO  O1   C10  C5   107.44  3.000
 0VO  H8   C11  C12  115.74  3.000
 0VO  H8   C11  C7   117.35  3.000
 0VO  C12  C11  C7   126.89  3.000
 0VO  H10  C12  C16  119.42  3.000
 0VO  H10  C12  C11  117.78  3.000
 0VO  C16  C12  C11  122.81  3.000
 0VO  H12  C16  C24  114.89  3.000
 0VO  H12  C16  C12  119.11  3.000
 0VO  C24  C16  C12  126.00  3.000
 0VO  C17  C18  C19  118.95  3.000
 0VO  C19  C18  C7   120.38  3.000
 0VO  C17  C18  C7   120.64  3.000
 0VO  H14  C19  C20  119.86  3.000
 0VO  H14  C19  C18  120.26  3.000
 0VO  C20  C19  C18  119.87  3.000
 0VO  O2   C24  C26  110.43  3.000
 0VO  O2   C24  C25  106.80  3.000
 0VO  C26  C24  C25  111.01  3.000
 0VO  O2   C24  C16  112.00  3.000
 0VO  C25  C24  C16  109.01  3.000
 0VO  C26  C24  C16  107.62  3.000
 0VO  H16  C25  H15  106.14  3.000
 0VO  H16  C25  C29  109.09  3.000
 0VO  H15  C25  C29  109.63  3.000
 0VO  H16  C25  C24  109.07  3.000
 0VO  H15  C25  C24  107.85  3.000
 0VO  C29  C25  C24  114.71  3.000
 0VO  C52  C2   C3   119.41  3.000
 0VO  C3   C2   C1   119.20  3.000
 0VO  C52  C2   C1   121.39  3.000
 0VO  C48  C3   C4   121.16  3.000
 0VO  C48  C3   C2   119.46  3.000
 0VO  C4   C3   C2   119.38  3.000
 0VO  H17  C4   C3   119.68  3.000
 0VO  H17  C4   C5   118.99  3.000
 0VO  C3   C4   C5   121.33  3.000
 0VO  H19  C48  H18  105.85  3.000
 0VO  H19  C48  O49  111.25  3.000
 0VO  H18  C48  O49  111.29  3.000
 0VO  H19  C48  C3   108.94  3.000
 0VO  H18  C48  C3   108.82  3.000
 0VO  O49  C48  C3   110.54  3.000
 0VO  H20  O49  C48  108.03  3.000
 0VO  H22  C52  H21  105.81  3.000
 0VO  H22  C52  O53  111.28  3.000
 0VO  H21  C52  O53  111.28  3.000
 0VO  H22  C52  C2   108.96  3.000
 0VO  H21  C52  C2   108.76  3.000
 0VO  O53  C52  C2   110.61  3.000
 0VO  H23  O53  C52  108.01  3.000
 0VO  C14  O1   C10  118.51  3.000
 0VO  C21  C14  C17  119.70  3.000
 0VO  C21  C14  O1   124.48  3.000
 0VO  C17  C14  O1   115.81  3.000
 0VO  H24  C17  C14  118.91  3.000
 0VO  H24  C17  C18  120.01  3.000
 0VO  C14  C17  C18  121.08  3.000
 0VO  H25  C20  C21  118.92  3.000
 0VO  H25  C20  C19  119.77  3.000
 0VO  C21  C20  C19  121.31  3.000
 0VO  H26  C21  C20  119.08  3.000
 0VO  H26  C21  C14  121.85  3.000
 0VO  C20  C21  C14  119.07  3.000
 0VO  H28  C26  H27  105.53  3.000
 0VO  H28  C26  C28  109.10  3.000
 0VO  H27  C26  C28  109.55  3.000
 0VO  H28  C26  C24  107.88  3.000
 0VO  H27  C26  C24  108.89  3.000
 0VO  C28  C26  C24  115.42  3.000
 0VO  H29  O2   C24  108.42  3.000
 0VO  H32  C28  H31  107.90  3.000
 0VO  H32  C28  H30  107.10  3.000
 0VO  H31  C28  H30  107.47  3.000
 0VO  H32  C28  C26  112.30  3.000
 0VO  H31  C28  C26  111.70  3.000
 0VO  H30  C28  C26  110.14  3.000
 0VO  H35  C29  H34  107.69  3.000
 0VO  H35  C29  H33  107.68  3.000
 0VO  H34  C29  H33  107.56  3.000
 0VO  H35  C29  C25  111.88  3.000
 0VO  H34  C29  C25  111.73  3.000
 0VO  H33  C29  C25  110.11  3.000
 0VO  H38  C8   H37  107.81  3.000
 0VO  H38  C8   H36  107.79  3.000
 0VO  H37  C8   H36  107.95  3.000
 0VO  H38  C8   C9   111.37  3.000
 0VO  H37  C8   C9   110.95  3.000
 0VO  H36  C8   C9   110.82  3.000
 0VO  C18  C7   C11  122.90  3.000
 0VO  C18  C7   C9   115.96  3.000
 0VO  C11  C7   C9   121.13  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
 0VO  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 0VO  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 0VO  CONST_03  C2   C1   C6   C5      0.00   0.0  0
 0VO  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 0VO  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 0VO  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 0VO  CONST_07  C21  C14  C17  C18     0.00   0.0  0
 0VO  CONST_08  C21  C20  C19  C18     0.00   0.0  0
 0VO  CONST_09  C14  C17  C18  C19     0.00   0.0  0
 0VO  CONST_10  C14  C21  C20  C19     0.00   0.0  0
 0VO  CONST_11  C20  C19  C18  C17     0.00   0.0  0
 0VO  CONST_12  C20  C21  C14  C17     0.00   0.0  0
 0VO  CONST_13  C10  C5   C6   C1    180.00   0.0  0
 0VO  CONST_14  C48  C3   C2   C1    180.00   0.0  0
 0VO  CONST_15  C48  C3   C4   C5    180.00   0.0  0
 0VO  CONST_16  C52  C2   C1   C6    180.00   0.0  0
 0VO  CONST_17  C14  C17  C18  C7    180.00   0.0  0
 0VO  CONST_18  C20  C19  C18  C7    180.00   0.0  0
 0VO  CONST_19  C3   C4   C5   C10   180.00   0.0  0
 0VO  CONST_20  O1   C14  C17  C18   180.00   0.0  0
 0VO  CONST_21  C52  C2   C3   C4    180.00   0.0  0
 0VO  CONST_22  C20  C21  C14  O1    180.00   0.0  0
 0VO  CONST_23  H1   C1   C6   C5    180.00   0.0  0
 0VO  CONST_24  H17  C4   C5   C6    180.00   0.0  0
 0VO  CONST_25  H25  C20  C19  C18   180.00   0.0  0
 0VO  CONST_26  H24  C17  C18  C19   180.00   0.0  0
 0VO  CONST_27  H26  C21  C20  C19   180.00   0.0  0
 0VO  CONST_28  H2   C6   C1   C2    180.00   0.0  0
 0VO  CONST_29  H14  C19  C18  C17   180.00   0.0  0
 0VO  Var_01    O53  C52  C2   C1     -3.67  30.0  2
 0VO  Var_02    O1   C10  C5   C6    -94.51  30.0  2
 0VO  Var_03    C17  C18  C7   C9    123.86  30.0  3
 0VO  Var_04    C17  C14  O1   C10  -179.57  30.0  2
 0VO  Var_05    O49  C48  C3   C2    179.27  30.0  2
 0VO  Var_06    C18  C7   C11  C12    -3.89   0.0  2
 0VO  Var_07    C8   C9   C7   C18   -62.32  30.0  3
 0VO  Var_08    C24  C16  C12  C11   179.01   0.0  2
 0VO  Var_09    C16  C12  C11  C7    176.03  30.0  2
 0VO  Var_10    C26  C24  C16  C12  -127.51  30.0  2
 0VO  Var_11    C28  C26  C24  C16  -179.78  30.0  1
 0VO  Var_12    C29  C25  C24  C16   -63.63  30.0  2
 0VO  Var_13    H36  C8   C9   C7    177.65  30.0  3
 0VO  Var_14    H30  C28  C26  C24  -174.38  30.0  3
 0VO  Var_15    H33  C29  C25  C24   177.69  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
 0VO  plan-1  C1   0.020
 0VO  plan-1  C5   0.020
 0VO  plan-1  C6   0.020
 0VO  plan-1  C10  0.020
 0VO  plan-1  C2   0.020
 0VO  plan-1  C3   0.020
 0VO  plan-1  C4   0.020
 0VO  plan-1  C48  0.020
 0VO  plan-1  C52  0.020
 0VO  plan-1  H1   0.020
 0VO  plan-1  H2   0.020
 0VO  plan-1  H17  0.020
 0VO  plan-2  C18  0.020
 0VO  plan-2  C19  0.020
 0VO  plan-2  O1   0.020
 0VO  plan-2  C14  0.020
 0VO  plan-2  C17  0.020
 0VO  plan-2  C20  0.020
 0VO  plan-2  C21  0.020
 0VO  plan-2  H14  0.020
 0VO  plan-2  H24  0.020
 0VO  plan-2  H25  0.020
 0VO  plan-2  H26  0.020
 0VO  plan-2  C7   0.020
 0VO  plan-3  C11  0.020
 0VO  plan-3  C12  0.020
 0VO  plan-3  C16  0.020
 0VO  plan-3  C24  0.020
 0VO  plan-3  H10  0.020
 0VO  plan-3  H12  0.020
 0VO  plan-4  C9   0.020
 0VO  plan-4  C11  0.020
 0VO  plan-4  C12  0.020
 0VO  plan-4  C18  0.020
 0VO  plan-4  H8   0.020
 0VO  plan-4  C7   0.020

