# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 09:38:41 2022
#   Inital geometry file: a 96 line input string
#   Ligand name: 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(O)c2C(=O)C(=C(Oc2c1)c3ccc(O)c(O)c3)O
#
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
 J8G  J8G  2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one  ligand  35  23  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_J8G
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
 J8G  C1   C  CR16  0  -0.546  -4.2226  -0.0635   0.0340
 J8G  C2   C  CR6   0   0.407  -3.3690  -1.1506  -0.0503
 J8G  C3   C  CR66  0  -0.278  -1.9671  -0.9692  -0.0963
 J8G  C4   C  CR66  0   0.411  -1.4963   0.3527  -0.0510
 J8G  C5   C  CR16  0  -0.480  -2.3327   1.4508   0.0322
 J8G  C6   C  CR6   0   0.425  -3.7045   1.2350   0.0754
 J8G  C19  C  CR16  0  -0.426   3.1955  -0.4963   0.3553
 J8G  C18  C  CR6   0   0.291   4.4723   0.0303   0.3178
 J8G  O23  O  OH1   0  -0.645   5.5543  -0.5820   0.8475
 J8G  C17  C  CR6   0   0.294   4.7050   1.2753  -0.2844
 J8G  O24  O  OH1   0  -0.625   5.9354   1.8147  -0.3415
 J8G  C16  C  CR16  0  -0.331   3.6354   1.9680  -0.8303
 J8G  C15  C  CR16  0  -0.299   2.3533   1.4437  -0.7874
 J8G  C14  C  CR6   0   0.034   2.1172   0.2006  -0.2013
 J8G  C11  C  CR6   0   0.221   0.7607  -0.3447  -0.1586
 J8G  O12  O  O     0  -0.469  -0.1830   0.6221  -0.0792
 J8G  O29  O  O2    0  -0.462  -4.4664   2.3273   0.1587
 J8G  C01  C  CH3   0  -0.444  -5.8774   2.1926   0.2035
 J8G  O30  O  OH1   0  -0.595  -3.8416  -2.3968  -0.0892
 J8G  C9   C  CR6   0   0.399  -1.0094  -2.0480  -0.1942
 J8G  O13  O  O     0  -0.456  -1.2642  -3.2486  -0.2652
 J8G  C10  C  CR6   0   0.155   0.3932  -1.6427  -0.2247
 J8G  O27  O  OH1   0  -0.630   1.2891  -2.6359  -0.3424
 J8G  H1   H  HCR6  0   0.301  -5.2903  -0.2378   0.0687
 J8G  H2   H  HCR6  0   0.284  -1.9265   2.4531   0.0660
 J8G  H3   H  HCR6  0   0.278   3.0403  -1.4480   0.8462
 J8G  H4   H  HOH1  0   0.484   5.3138  -1.4254   1.2470
 J8G  H5   H  HOH1  0   0.476   6.5800   1.2426   0.0922
 J8G  H6   H  HCR6  0   0.271   3.8138   2.9286  -1.2966
 J8G  H7   H  HCR6  0   0.260   1.5458   2.0111  -1.2288
 J8G  H8   H  HCH3  0   0.238  -6.2662   1.7065  -0.6939
 J8G  H9   H  HCH3  0   0.238  -6.2033   1.6346   1.0840
 J8G  H10  H  HCH3  0   0.268  -6.2767   3.2015   0.2591
 J8G  H11  H  HOH1  0   0.483  -4.8063  -2.3888  -0.0587
 J8G  H12  H  HOH1  0   0.468   0.7794  -3.4626  -0.3729

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
 J8G  O30  C2   single    1.333  0.020  1.333
 J8G  C1   C2   aromatic  1.385  0.020  1.385
 J8G  C1   C6   aromatic  1.399  0.020  1.399
 J8G  C2   C3   aromatic  1.414  0.020  1.414
 J8G  O13  C9   double    1.229  0.020  1.229
 J8G  C01  O29  single    1.418  0.020  1.418
 J8G  C3   C9   single    1.446  0.020  1.446
 J8G  C3   C4   aromatic  1.404  0.020  1.404
 J8G  C6   O29  single    1.334  0.020  1.334
 J8G  C6   C5   aromatic  1.389  0.020  1.389
 J8G  C9   C10  single    1.460  0.020  1.460
 J8G  C4   C5   aromatic  1.383  0.020  1.383
 J8G  C4   O12  single    1.341  0.020  1.341
 J8G  C10  O27  single    1.343  0.020  1.343
 J8G  C10  C11  double    1.351  0.020  1.351
 J8G  O12  C11  single    1.353  0.020  1.353
 J8G  C11  C14  single    1.463  0.020  1.463
 J8G  C14  C15  aromatic  1.394  0.020  1.394
 J8G  C14  C19  aromatic  1.399  0.020  1.399
 J8G  C15  C16  aromatic  1.386  0.020  1.386
 J8G  C19  C18  aromatic  1.382  0.020  1.382
 J8G  C16  C17  aromatic  1.386  0.020  1.386
 J8G  C18  C17  aromatic  1.402  0.020  1.402
 J8G  C18  O23  single    1.351  0.020  1.351
 J8G  C17  O24  single    1.345  0.020  1.345
 J8G  C1   H1   single    0.930  0.020  1.080
 J8G  C5   H2   single    0.930  0.020  1.080
 J8G  C19  H3   single    0.930  0.020  1.080
 J8G  O23  H4   single    0.850  0.020  0.980
 J8G  O24  H5   single    0.850  0.020  0.980
 J8G  C16  H6   single    0.930  0.020  1.080
 J8G  C15  H7   single    0.930  0.020  1.080
 J8G  C01  H8   single    0.970  0.020  1.090
 J8G  C01  H9   single    0.970  0.020  1.090
 J8G  C01  H10  single    0.970  0.020  1.090
 J8G  O30  H11  single    0.850  0.020  0.980
 J8G  O27  H12  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
 J8G  H1   C1   C6   120.93  3.000
 J8G  H1   C1   C2   118.92  3.000
 J8G  C6   C1   C2   120.16  3.000
 J8G  O30  C2   C3   118.05  3.000
 J8G  C3   C2   C1   120.82  3.000
 J8G  O30  C2   C1   121.14  3.000
 J8G  C9   C3   C4   118.86  3.000
 J8G  C4   C3   C2   116.87  3.000
 J8G  C9   C3   C2   124.27  3.000
 J8G  O12  C4   C5   115.73  3.000
 J8G  O12  C4   C3   121.12  3.000
 J8G  C5   C4   C3   123.15  3.000
 J8G  H2   C5   C6   120.90  3.000
 J8G  H2   C5   C4   120.69  3.000
 J8G  C6   C5   C4   118.41  3.000
 J8G  O29  C6   C5   116.02  3.000
 J8G  C5   C6   C1   120.59  3.000
 J8G  O29  C6   C1   123.39  3.000
 J8G  H3   C19  C14  120.53  3.000
 J8G  H3   C19  C18  118.69  3.000
 J8G  C14  C19  C18  120.76  3.000
 J8G  C17  C18  O23  115.96  3.000
 J8G  O23  C18  C19  123.82  3.000
 J8G  C17  C18  C19  120.22  3.000
 J8G  H4   O23  C18  111.05  3.000
 J8G  C16  C17  O24  119.26  3.000
 J8G  O24  C17  C18  121.75  3.000
 J8G  C16  C17  C18  118.99  3.000
 J8G  H5   O24  C17  110.75  3.000
 J8G  H6   C16  C15  120.10  3.000
 J8G  H6   C16  C17  119.07  3.000
 J8G  C15  C16  C17  120.84  3.000
 J8G  H7   C15  C14  120.86  3.000
 J8G  H7   C15  C16  118.68  3.000
 J8G  C14  C15  C16  120.46  3.000
 J8G  C11  C14  C15  120.11  3.000
 J8G  C15  C14  C19  118.73  3.000
 J8G  C11  C14  C19  121.16  3.000
 J8G  C10  C11  O12  119.98  3.000
 J8G  O12  C11  C14  112.47  3.000
 J8G  C10  C11  C14  127.53  3.000
 J8G  C11  O12  C4   122.73  3.000
 J8G  C01  O29  C6   119.50  3.000
 J8G  H10  C01  H9   108.87  3.000
 J8G  H10  C01  H8   108.94  3.000
 J8G  H9   C01  H8   109.20  3.000
 J8G  H10  C01  O29  106.20  3.000
 J8G  H9   C01  O29  111.77  3.000
 J8G  H8   C01  O29  111.75  3.000
 J8G  H11  O30  C2   110.22  3.000
 J8G  C10  C9   O13  117.97  3.000
 J8G  C10  C9   C3   115.50  3.000
 J8G  O13  C9   C3   126.53  3.000
 J8G  O27  C10  C9   115.93  3.000
 J8G  O27  C10  C11  122.25  3.000
 J8G  C9   C10  C11  121.81  3.000
 J8G  H12  O27  C10  106.38  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
 J8G  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 J8G  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 J8G  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 J8G  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 J8G  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 J8G  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 J8G  CONST_07  C16  C15  C14  C19     0.00   0.0  0
 J8G  CONST_08  C16  C17  C18  C19     0.00   0.0  0
 J8G  CONST_09  C15  C14  C19  C18     0.00   0.0  0
 J8G  CONST_10  C15  C16  C17  C18     0.00   0.0  0
 J8G  CONST_11  C14  C15  C16  C17     0.00   0.0  0
 J8G  CONST_12  C14  C19  C18  C17     0.00   0.0  0
 J8G  CONST_13  C11  C14  C19  C18   180.00   0.0  0
 J8G  CONST_14  C11  C14  C15  C16   180.00   0.0  0
 J8G  CONST_15  O29  C6   C1   C2    180.00   0.0  0
 J8G  CONST_16  O30  C2   C3   C4    180.00   0.0  0
 J8G  CONST_17  O29  C6   C5   C4    180.00   0.0  0
 J8G  CONST_18  O30  C2   C1   C6    180.00   0.0  0
 J8G  CONST_19  O24  C17  C18  C19   180.00   0.0  0
 J8G  CONST_20  C14  C19  C18  O23   180.00   0.0  0
 J8G  CONST_21  C16  C17  C18  O23   180.00   0.0  0
 J8G  CONST_22  C15  C16  C17  O24   180.00   0.0  0
 J8G  CONST_23  C9   C3   C2   O30     0.00   0.0  0
 J8G  CONST_24  H2   C5   C6   C1    180.00   0.0  0
 J8G  CONST_25  H1   C1   C2   C3    180.00   0.0  0
 J8G  CONST_26  H7   C15  C14  C19   180.00   0.0  0
 J8G  CONST_27  H6   C16  C17  C18   180.00   0.0  0
 J8G  CONST_28  H3   C19  C18  C17   180.00   0.0  0
 J8G  Var_01    C10  C9   C3   C2   -179.86  30.0  1
 J8G  Var_02    C11  C10  C9   C3      0.31  30.0  1
 J8G  Var_03    C10  C11  O12  C4      0.57  30.0  1
 J8G  Var_04    C9   C10  C11  C14  -178.87  30.0  1
 J8G  Var_05    H8   C01  O29  C6    -60.77  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
 J8G  plan-1  C19  0.020
 J8G  plan-1  C18  0.020
 J8G  plan-1  O23  0.020
 J8G  plan-1  C17  0.020
 J8G  plan-1  O24  0.020
 J8G  plan-1  C16  0.020
 J8G  plan-1  C15  0.020
 J8G  plan-1  C14  0.020
 J8G  plan-1  C11  0.020
 J8G  plan-1  H3   0.020
 J8G  plan-1  H6   0.020
 J8G  plan-1  H7   0.020
 J8G  plan-2  C1   0.020
 J8G  plan-2  C2   0.020
 J8G  plan-2  C3   0.020
 J8G  plan-2  C4   0.020
 J8G  plan-2  C5   0.020
 J8G  plan-2  C6   0.020
 J8G  plan-2  O12  0.020
 J8G  plan-2  O29  0.020
 J8G  plan-2  O30  0.020
 J8G  plan-2  C9   0.020
 J8G  plan-2  H1   0.020
 J8G  plan-2  H2   0.020
 J8G  plan-3  C3   0.020
 J8G  plan-3  C9   0.020
 J8G  plan-3  O13  0.020
 J8G  plan-3  C10  0.020

