# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 23:11:14 2022
#   Inital geometry file: a 90 line input string
#   Ligand name: (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O[C@@H]1[C@H](Oc2cc(O)cc(O)c2C1=O)c3ccc(O)c(O)c3
#
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
 DQH  DQH  (2R,3R)-2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-4H-chromen-4-one  ligand  34  22  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DQH
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
 DQH  C1   C  CR16  0  -0.464  -0.5191   0.0447   4.5803
 DQH  C2   C  CR6   0   0.410   0.6000  -0.2078   3.8072
 DQH  C3   C  CR66  0  -0.336   0.5066  -0.2345   2.3926
 DQH  C4   C  CR66  0   0.440  -0.7418   0.0263   1.7966
 DQH  C5   C  CR16  0  -0.527  -1.8628   0.2821   2.5598
 DQH  C6   C  CR6   0   0.412  -1.7415   0.2778   3.9519
 DQH  C9   C  CR6   0   0.398   1.6381  -0.5807   1.5761
 DQH  C10  C  CR16  0  -0.052   1.3674  -0.7448   0.0924
 DQH  C11  C  CR16  0  -0.080   0.2849   0.2452  -0.3258
 DQH  C14  C  CR6   0   0.118  -0.1036   0.1127  -1.7672
 DQH  C15  C  CR16  0  -0.307  -0.6329  -1.0731  -2.2593
 DQH  C16  C  CR16  0  -0.361  -0.9821  -1.1759  -3.5983
 DQH  C17  C  CR6   0   0.251  -0.8048  -0.1020  -4.4580
 DQH  C18  C  CR6   0   0.310  -0.2758   1.0980  -3.9671
 DQH  C19  C  CR16  0  -0.412   0.0663   1.1918  -2.6271
 DQH  O12  O  O     0  -0.474  -0.8867   0.0279   0.4632
 DQH  O13  O  O     0  -0.459   2.7639  -0.7822   2.0262
 DQH  O23  O  OH1   0  -0.634  -0.0876   2.1703  -4.7640
 DQH  O24  O  OH1   0  -0.640  -1.1184  -0.1229  -5.7716
 DQH  O27  O  OH1   0  -0.651   2.4951  -0.5054  -0.6858
 DQH  O29  O  OH1   0  -0.612  -2.7906   0.5123   4.7419
 DQH  O30  O  OH1   0  -0.621   1.7588  -0.4307   4.4159
 DQH  H1   H  HCR6  0   0.279  -0.4468   0.0614   5.6600
 DQH  H5   H  HCR6  0   0.288  -2.8113   0.4919   2.0803
 DQH  H10  H  HCR6  0   0.262   0.9790  -1.7706  -0.0360
 DQH  H11  H  HCR6  0   0.277   0.6540   1.2620  -0.1369
 DQH  H15  H  HCR6  0   0.258  -0.7779  -1.9277  -1.6107
 DQH  H16  H  HCR6  0   0.278  -1.3910  -2.1050  -3.9792
 DQH  H19  H  HCR6  0   0.267   0.4739   2.1255  -2.2576
 DQH  H23  H  HOH1  0   0.473  -0.3831   1.9821  -5.6623
 DQH  H24  H  HOH1  0   0.483  -1.4870  -0.9762  -6.0254
 DQH  H27  H  HOH1  0   0.462   3.2267  -1.0291  -0.3399
 DQH  H29  H  HOH1  0   0.485  -3.5830   0.6854   4.2198
 DQH  H30  H  HOH1  0   0.479   2.4422  -0.6012   3.7314

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
 DQH  C1   C2   aromatic  1.383  0.020  1.383
 DQH  C1   C6   aromatic  1.394  0.020  1.394
 DQH  C1   H1   single    0.930  0.020  1.080
 DQH  C2   C3   aromatic  1.418  0.020  1.418
 DQH  C2   O30  single    1.328  0.020  1.328
 DQH  C3   C4   aromatic  1.408  0.020  1.408
 DQH  C3   C9   single    1.438  0.020  1.438
 DQH  C4   C5   aromatic  1.380  0.020  1.380
 DQH  C4   O12  single    1.341  0.020  1.341
 DQH  C5   C6   aromatic  1.397  0.020  1.397
 DQH  C5   H5   single    0.930  0.020  1.080
 DQH  C6   O29  single    1.334  0.020  1.334
 DQH  C9   C10  single    1.517  0.020  1.517
 DQH  C9   O13  double    1.229  0.020  1.229
 DQH  C10  C11  single    1.525  0.020  1.525
 DQH  C10  O27  single    1.391  0.020  1.391
 DQH  C10  H10  single    0.970  0.020  1.090
 DQH  C11  C14  single    1.499  0.020  1.499
 DQH  C11  O12  single    1.429  0.020  1.429
 DQH  C11  H11  single    0.970  0.020  1.090
 DQH  C14  C15  aromatic  1.389  0.020  1.389
 DQH  C14  C19  aromatic  1.390  0.020  1.390
 DQH  C15  C16  aromatic  1.388  0.020  1.388
 DQH  C15  H15  single    0.930  0.020  1.080
 DQH  C16  C17  aromatic  1.387  0.020  1.387
 DQH  C16  H16  single    0.930  0.020  1.080
 DQH  C17  C18  aromatic  1.400  0.020  1.400
 DQH  C17  O24  single    1.351  0.020  1.351
 DQH  C18  C19  aromatic  1.386  0.020  1.386
 DQH  C18  O23  single    1.349  0.020  1.349
 DQH  C19  H19  single    0.930  0.020  1.080
 DQH  O23  H23  single    0.850  0.020  0.980
 DQH  O24  H24  single    0.850  0.020  0.980
 DQH  O27  H27  single    0.850  0.020  0.980
 DQH  O29  H29  single    0.850  0.020  0.980
 DQH  O30  H30  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
 DQH  H1   C1   C6   120.37  3.000
 DQH  H1   C1   C2   120.42  3.000
 DQH  C6   C1   C2   119.21  3.000
 DQH  O30  C2   C3   120.78  3.000
 DQH  O30  C2   C1   118.72  3.000
 DQH  C3   C2   C1   120.51  3.000
 DQH  C9   C3   C4   120.14  3.000
 DQH  C9   C3   C2   121.28  3.000
 DQH  C4   C3   C2   118.51  3.000
 DQH  O12  C4   C5   117.51  3.000
 DQH  O12  C4   C3   121.12  3.000
 DQH  C5   C4   C3   121.37  3.000
 DQH  H5   C5   C6   121.16  3.000
 DQH  H5   C5   C4   120.16  3.000
 DQH  C6   C5   C4   118.68  3.000
 DQH  O29  C6   C5   121.41  3.000
 DQH  O29  C6   C1   116.87  3.000
 DQH  C5   C6   C1   121.71  3.000
 DQH  O13  C9   C10  120.25  3.000
 DQH  O13  C9   C3   123.53  3.000
 DQH  C10  C9   C3   116.17  3.000
 DQH  H10  C10  O27  112.34  3.000
 DQH  H10  C10  C11  108.74  3.000
 DQH  O27  C10  C11  108.07  3.000
 DQH  H10  C10  C9   106.08  3.000
 DQH  O27  C10  C9   112.58  3.000
 DQH  C11  C10  C9   108.93  3.000
 DQH  H11  C11  O12  108.75  3.000
 DQH  H11  C11  C14  109.54  3.000
 DQH  O12  C11  C14  107.76  3.000
 DQH  H11  C11  C10  108.38  3.000
 DQH  O12  C11  C10  109.37  3.000
 DQH  C14  C11  C10  112.97  3.000
 DQH  C19  C14  C15  119.35  3.000
 DQH  C19  C14  C11  119.64  3.000
 DQH  C15  C14  C11  121.01  3.000
 DQH  H15  C15  C16  119.07  3.000
 DQH  H15  C15  C14  120.85  3.000
 DQH  C16  C15  C14  120.08  3.000
 DQH  H16  C16  C17  119.60  3.000
 DQH  H16  C16  C15  119.83  3.000
 DQH  C17  C16  C15  120.57  3.000
 DQH  O24  C17  C18  116.23  3.000
 DQH  O24  C17  C16  124.14  3.000
 DQH  C18  C17  C16  119.63  3.000
 DQH  O23  C18  C19  118.87  3.000
 DQH  O23  C18  C17  121.78  3.000
 DQH  C19  C18  C17  119.35  3.000
 DQH  H19  C19  C18  118.74  3.000
 DQH  H19  C19  C14  120.25  3.000
 DQH  C18  C19  C14  121.01  3.000
 DQH  C11  O12  C4   117.42  3.000
 DQH  H23  O23  C18  110.63  3.000
 DQH  H24  O24  C17  111.02  3.000
 DQH  H27  O27  C10  108.72  3.000
 DQH  H29  O29  C6   110.91  3.000
 DQH  H30  O30  C2   108.47  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
 DQH  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 DQH  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 DQH  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 DQH  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 DQH  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 DQH  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 DQH  CONST_07  C17  C16  C15  C14    0.00   0.0  0
 DQH  CONST_08  C17  C18  C19  C14    0.00   0.0  0
 DQH  CONST_09  C18  C19  C14  C15    0.00   0.0  0
 DQH  CONST_10  C18  C17  C16  C15    0.00   0.0  0
 DQH  CONST_11  C19  C14  C15  C16    0.00   0.0  0
 DQH  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 DQH  CONST_13  C16  C15  C14  C11  180.00   0.0  0
 DQH  CONST_14  C18  C19  C14  C11  180.00   0.0  0
 DQH  CONST_15  O29  C6   C1   C2   180.00   0.0  0
 DQH  CONST_16  O30  C2   C3   C4   180.00   0.0  0
 DQH  CONST_17  O29  C6   C5   C4   180.00   0.0  0
 DQH  CONST_18  O30  C2   C1   C6   180.00   0.0  0
 DQH  CONST_19  O30  C2   C3   C9     0.00   0.0  0
 DQH  CONST_20  O23  C18  C19  C14  180.00   0.0  0
 DQH  CONST_21  O24  C17  C16  C15  180.00   0.0  0
 DQH  CONST_22  O23  C18  C17  C16  180.00   0.0  0
 DQH  CONST_23  O24  C17  C18  C19  180.00   0.0  0
 DQH  CONST_24  H5   C5   C6   C1   180.00   0.0  0
 DQH  CONST_25  H1   C1   C2   C3   180.00   0.0  0
 DQH  CONST_26  H15  C15  C14  C11    0.00   0.0  0
 DQH  CONST_27  H19  C19  C14  C11    0.00   0.0  0
 DQH  CONST_28  H16  C16  C15  C14  180.00   0.0  0
 DQH  Var_01    C10  C9   C3   C2   172.51  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 DQH  chir_01  C10  C9   C11  O27  negativ
 DQH  chir_02  C11  O12  C10  C14  negativ

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
 DQH  plan-1  C11  0.020
 DQH  plan-1  C14  0.020
 DQH  plan-1  C15  0.020
 DQH  plan-1  C16  0.020
 DQH  plan-1  C17  0.020
 DQH  plan-1  C18  0.020
 DQH  plan-1  C19  0.020
 DQH  plan-1  O23  0.020
 DQH  plan-1  O24  0.020
 DQH  plan-1  H15  0.020
 DQH  plan-1  H16  0.020
 DQH  plan-1  H19  0.020
 DQH  plan-2  C1   0.020
 DQH  plan-2  C2   0.020
 DQH  plan-2  C3   0.020
 DQH  plan-2  C4   0.020
 DQH  plan-2  C5   0.020
 DQH  plan-2  C6   0.020
 DQH  plan-2  C9   0.020
 DQH  plan-2  O12  0.020
 DQH  plan-2  O29  0.020
 DQH  plan-2  O30  0.020
 DQH  plan-2  H1   0.020
 DQH  plan-2  H5   0.020
 DQH  plan-3  C3   0.020
 DQH  plan-3  C9   0.020
 DQH  plan-3  C10  0.020
 DQH  plan-3  O13  0.020

