# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 09:38:13 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1O)C2=C(O)C(=O)c3c(O)c(O)c(O)cc3O2
#
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
 MYU  MYU  2-(3,4-dihydroxyphenyl)-3,5,6,7-tetrahydroxy-4H-chromen-4-one  ligand  33  23  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_MYU
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
 MYU  O20   O  OC    0  -0.493   2.9683  -1.8200   4.9315
 MYU  C11   C  CR6   0   0.452   1.8902  -2.2011   4.4555
 MYU  C12   C  CR6   0   0.130   1.0206  -3.1194   5.1637
 MYU  O19   O  OH1   0  -0.609   1.4955  -3.5452   6.3503
 MYU  C10   C  CR66  0  -0.322   1.4194  -1.7841   3.1602
 MYU  C13   C  CR6   0   0.285   2.1852  -0.9100   2.3579
 MYU  O21   O  OH1   0  -0.640   3.3617  -0.4271   2.7686
 MYU  C9    C  CR66  0   0.393   0.2035  -2.2552   2.6635
 MYU  C16   C  CR16  0  -0.481  -0.2731  -1.8883   1.4176
 MYU  C15   C  CR6   0   0.329   0.4924  -1.0243   0.6472
 MYU  O22   O  OH1   0  -0.617   0.0299  -0.6698  -0.5559
 MYU  C14   C  CR6   0   0.171   1.7238  -0.5334   1.1111
 MYU  O23   O  OH1   0  -0.644   2.4026   0.2965   0.2836
 MYU  O8    O  O     0  -0.458  -0.5538  -3.0859   3.4012
 MYU  C7    C  CR6   0   0.230  -0.1636  -3.4984   4.6228
 MYU  C6    C  CR6   0  -0.015  -1.1211  -4.4175   5.2448
 MYU  C5    C  CR16  0  -0.372  -1.6713  -5.4581   4.4899
 MYU  C4    C  CR6   0   0.318  -2.5717  -6.3401   5.0552
 MYU  O17   O  OH1   0  -0.629  -3.0727  -7.3335   4.2977
 MYU  C3    C  CR6   0   0.264  -2.9427  -6.1844   6.4018
 MYU  O18   O  OH1   0  -0.633  -3.8222  -7.0845   6.8779
 MYU  C2    C  CR16  0  -0.355  -2.4074  -5.1468   7.1455
 MYU  C1    C  CR16  0  -0.323  -1.5007  -4.2637   6.5749
 MYU  HO19  H  HOH1  0   0.476   0.9929  -4.3053   6.6694
 MYU  HO21  H  HOH1  0   0.482   3.5378  -0.8000   3.6647
 MYU  H16   H  HCR6  0   0.289  -1.2201  -2.2601   1.0494
 MYU  HO22  H  HOH1  0   0.482   0.6264  -0.0440  -0.9861
 MYU  HO23  H  HOH1  0   0.483   3.2052   0.6254   0.7050
 MYU  H5    H  HCR6  0   0.274  -1.3878  -5.6006   3.4544
 MYU  HO17  H  HOH1  0   0.476  -3.6619  -7.8958   4.8147
 MYU  HO18  H  HOH1  0   0.487  -4.0349  -6.9117   7.8022
 MYU  H2    H  HCR6  0   0.286  -2.7061  -5.0159   8.1787
 MYU  H1    H  HCR6  0   0.282  -1.1294  -3.4384   7.1684

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
 MYU  C2   C1    aromatic  1.388  0.020  1.388
 MYU  C2   C3    aromatic  1.384  0.020  1.384
 MYU  O18  C3    single    1.346  0.020  1.346
 MYU  C1   C6    aromatic  1.392  0.020  1.392
 MYU  O19  C12   single    1.347  0.020  1.347
 MYU  C3   C4    aromatic  1.405  0.020  1.405
 MYU  C12  C7    aromatic  1.356  0.020  1.356
 MYU  C12  C11   aromatic  1.449  0.020  1.449
 MYU  C6   C7    single    1.466  0.020  1.466
 MYU  C6   C5    aromatic  1.398  0.020  1.398
 MYU  O20  C11   double    1.239  0.020  1.239
 MYU  C4   C5    aromatic  1.381  0.020  1.381
 MYU  C4   O17   single    1.346  0.020  1.346
 MYU  C7   O8    aromatic  1.347  0.020  1.347
 MYU  C11  C10   aromatic  1.440  0.020  1.440
 MYU  O8   C9    aromatic  1.345  0.020  1.345
 MYU  C10  C9    aromatic  1.395  0.020  1.395
 MYU  C10  C13   aromatic  1.412  0.020  1.412
 MYU  O21  C13   single    1.336  0.020  1.336
 MYU  C9   C16   aromatic  1.383  0.020  1.383
 MYU  C13  C14   aromatic  1.382  0.020  1.382
 MYU  C16  C15   aromatic  1.388  0.020  1.388
 MYU  C14  C15   aromatic  1.405  0.020  1.405
 MYU  C14  O23   single    1.354  0.020  1.354
 MYU  C15  O22   single    1.337  0.020  1.337
 MYU  O19  HO19  single    0.850  0.020  0.980
 MYU  O21  HO21  single    0.850  0.020  0.980
 MYU  C16  H16   single    0.930  0.020  1.080
 MYU  O22  HO22  single    0.850  0.020  0.980
 MYU  O23  HO23  single    0.850  0.020  0.980
 MYU  C5   H5    single    0.930  0.020  1.080
 MYU  O17  HO17  single    0.850  0.020  0.980
 MYU  O18  HO18  single    0.850  0.020  0.980
 MYU  C2   H2    single    0.930  0.020  1.080
 MYU  C1   H1    single    0.930  0.020  1.080

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
 MYU  C10   C11  C12  115.27  3.000
 MYU  C10   C11  O20  122.77  3.000
 MYU  C12   C11  O20  121.96  3.000
 MYU  C7    C12  O19  124.81  3.000
 MYU  C7    C12  C11  120.41  3.000
 MYU  O19   C12  C11  114.78  3.000
 MYU  HO19  O19  C12  110.88  3.000
 MYU  C9    C10  C13  118.64  3.000
 MYU  C13   C10  C11  120.86  3.000
 MYU  C9    C10  C11  120.49  3.000
 MYU  C14   C13  O21  118.21  3.000
 MYU  C14   C13  C10  120.02  3.000
 MYU  O21   C13  C10  121.77  3.000
 MYU  HO21  O21  C13  107.44  3.000
 MYU  O8    C9   C16  117.64  3.000
 MYU  C16   C9   C10  122.09  3.000
 MYU  O8    C9   C10  120.27  3.000
 MYU  H16   C16  C15  120.52  3.000
 MYU  H16   C16  C9   121.12  3.000
 MYU  C15   C16  C9   118.36  3.000
 MYU  C14   C15  O22  120.52  3.000
 MYU  O22   C15  C16  118.29  3.000
 MYU  C14   C15  C16  121.19  3.000
 MYU  HO22  O22  C15  111.04  3.000
 MYU  O23   C14  C15  116.86  3.000
 MYU  O23   C14  C13  123.44  3.000
 MYU  C15   C14  C13  119.70  3.000
 MYU  HO23  O23  C14  111.05  3.000
 MYU  C7    O8   C9   121.58  3.000
 MYU  C6    C7   O8   112.81  3.000
 MYU  O8    C7   C12  121.94  3.000
 MYU  C6    C7   C12  125.21  3.000
 MYU  C1    C6   C5   119.40  3.000
 MYU  C5    C6   C7   119.64  3.000
 MYU  C1    C6   C7   120.96  3.000
 MYU  H5    C5   C4   118.55  3.000
 MYU  H5    C5   C6   120.74  3.000
 MYU  C4    C5   C6   120.70  3.000
 MYU  C3    C4   O17  121.52  3.000
 MYU  O17   C4   C5   118.91  3.000
 MYU  C3    C4   C5   119.57  3.000
 MYU  HO17  O17  C4   110.86  3.000
 MYU  C2    C3   O18  124.34  3.000
 MYU  O18   C3   C4   115.94  3.000
 MYU  C2    C3   C4   119.72  3.000
 MYU  HO18  O18  C3   111.32  3.000
 MYU  H2    C2   C1   119.68  3.000
 MYU  H2    C2   C3   119.75  3.000
 MYU  C1    C2   C3   120.57  3.000
 MYU  H1    C1   C2   118.93  3.000
 MYU  H1    C1   C6   120.99  3.000
 MYU  C2    C1   C6   120.04  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
 MYU  CONST_01  C6   C7   C12  C11  180.00  0.0  0
 MYU  CONST_02  O8   C7   C12  C11    0.00  0.0  0
 MYU  CONST_03  O8   C9   C10  C11    0.00  0.0  0
 MYU  CONST_04  C16  C9   C10  C11  180.00  0.0  0
 MYU  CONST_05  C14  C13  C10  C11  180.00  0.0  0
 MYU  CONST_08  C9   O8   C7   C12    0.00  0.0  0
 MYU  CONST_09  C9   C10  C11  C12    0.00  0.0  0
 MYU  CONST_10  C13  C10  C11  C12  180.00  0.0  0
 MYU  CONST_11  C7   C12  C11  C10    0.00  0.0  0
 MYU  CONST_12  C7   O8   C9   C10    0.00  0.0  0
 MYU  CONST_13  C15  C16  C9   C10    0.00  0.0  0
 MYU  CONST_14  C15  C14  C13  C10    0.00  0.0  0
 MYU  CONST_15  O8   C9   C10  C13  180.00  0.0  0
 MYU  CONST_16  C16  C9   C10  C13    0.00  0.0  0
 MYU  CONST_17  C16  C15  C14  C13    0.00  0.0  0
 MYU  CONST_18  C6   C7   O8   C9   180.00  0.0  0
 MYU  CONST_19  C14  C13  C10  C9     0.00  0.0  0
 MYU  CONST_20  C14  C15  C16  C9     0.00  0.0  0
 MYU  CONST_21  C7   O8   C9   C16  180.00  0.0  0
 MYU  CONST_22  O8   C9   C16  C15  180.00  0.0  0
 MYU  CONST_25  C2   C1   C6   C7   180.00  0.0  0
 MYU  CONST_26  C4   C5   C6   C7   180.00  0.0  0
 MYU  CONST_27  C3   C2   C1   C6     0.00  0.0  0
 MYU  CONST_28  C3   C4   C5   C6     0.00  0.0  0
 MYU  CONST_29  C2   C1   C6   C5     0.00  0.0  0
 MYU  CONST_30  C2   C3   C4   C5     0.00  0.0  0
 MYU  CONST_31  C1   C2   C3   C4     0.00  0.0  0
 MYU  CONST_32  C1   C6   C5   C4     0.00  0.0  0
 MYU  CONST_33  C7   C12  C11  O20  180.00  0.0  0
 MYU  CONST_34  C9   C10  C11  O20  180.00  0.0  0
 MYU  CONST_35  C13  C10  C11  O20    0.00  0.0  0
 MYU  CONST_36  O21  C13  C10  C11    0.00  0.0  0
 MYU  CONST_37  C6   C7   C12  O19    0.00  0.0  0
 MYU  CONST_38  O8   C7   C12  O19  180.00  0.0  0
 MYU  CONST_39  C10  C11  C12  O19  180.00  0.0  0
 MYU  CONST_40  O23  C14  C13  C10  180.00  0.0  0
 MYU  CONST_41  O22  C15  C14  C13  180.00  0.0  0
 MYU  CONST_42  C9   C10  C13  O21  180.00  0.0  0
 MYU  CONST_43  C15  C14  C13  O21  180.00  0.0  0
 MYU  CONST_44  O22  C15  C16  C9   180.00  0.0  0
 MYU  CONST_45  O23  C14  C15  C16  180.00  0.0  0
 MYU  CONST_46  O17  C4   C5   C6   180.00  0.0  0
 MYU  CONST_47  O18  C3   C4   C5   180.00  0.0  0
 MYU  CONST_48  C2   C3   C4   O17  180.00  0.0  0
 MYU  CONST_49  C1   C2   C3   O18  180.00  0.0  0
 MYU  CONST_50  H16  C16  C9   C10  180.00  0.0  0
 MYU  CONST_51  H1   C1   C6   C7     0.00  0.0  0
 MYU  CONST_52  H5   C5   C6   C7     0.00  0.0  0
 MYU  CONST_53  H2   C2   C1   C6   180.00  0.0  0

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
 MYU  plan-1  C7   0.020
 MYU  plan-1  C6   0.020
 MYU  plan-1  C5   0.020
 MYU  plan-1  C4   0.020
 MYU  plan-1  O17  0.020
 MYU  plan-1  C3   0.020
 MYU  plan-1  O18  0.020
 MYU  plan-1  C2   0.020
 MYU  plan-1  C1   0.020
 MYU  plan-1  H5   0.020
 MYU  plan-1  H2   0.020
 MYU  plan-1  H1   0.020
 MYU  plan-2  C11  0.020
 MYU  plan-2  C10  0.020
 MYU  plan-2  C13  0.020
 MYU  plan-2  O21  0.020
 MYU  plan-2  C9   0.020
 MYU  plan-2  C16  0.020
 MYU  plan-2  C15  0.020
 MYU  plan-2  O22  0.020
 MYU  plan-2  C14  0.020
 MYU  plan-2  O23  0.020
 MYU  plan-2  O8   0.020
 MYU  plan-2  H16  0.020
 MYU  plan-3  O20  0.020
 MYU  plan-3  C11  0.020
 MYU  plan-3  C12  0.020
 MYU  plan-3  C10  0.020

