# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 06:35:33 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 3,6-dihydroxy-2-(3-hydroxyphenyl)-4H-1-benzopyran-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(c1)C2=C(O)C(=O)c3cc(O)ccc3O2
#
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
 6JO  6JO  3,6-dihydroxy-2-(3-hydroxyphenyl)-4H-1-benzopyran-4-one  ligand  30  20  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6JO
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
 6JO  CAN  C  CR16  0  -0.430  -3.0281  -0.4343  -0.4157
 6JO  CAO  C  CR6   0   0.387  -4.3466   0.0059  -0.3769
 6JO  OAQ  O  OH1   0  -0.631  -5.3540  -0.6875  -0.9402
 6JO  CAP  C  CR16  0  -0.338  -4.6608   1.2076   0.2541
 6JO  CAK  C  CR16  0  -0.230  -3.6506   1.9604   0.8292
 6JO  CAL  C  CR16  0  -0.314  -2.3306   1.5374   0.7901
 6JO  CAM  C  CR6   0   0.062  -2.0169   0.3264   0.1711
 6JO  CAJ  C  CR6   0   0.218  -0.6211  -0.1244   0.1307
 6JO  OAG  O  O     0  -0.455   0.2451   0.8948  -0.0192
 6JO  CAE  C  CR66  0   0.343   1.5744   0.6913  -0.0390
 6JO  CAF  C  CR16  0  -0.315   2.3942   1.8069  -0.1969
 6JO  CAA  C  CR16  0  -0.370   3.7590   1.6396  -0.2238
 6JO  CAB  C  CR6   0   0.377   4.3335   0.3633  -0.0933
 6JO  OAT  O  OH1   0  -0.629   5.6654   0.1742  -0.1113
 6JO  CAC  C  CR16  0  -0.394   3.5159  -0.7373   0.0586
 6JO  CAD  C  CR66  0  -0.095   2.1260  -0.5798   0.0855
 6JO  CAH  C  CR6   0   0.365   1.2365  -1.7170   0.2494
 6JO  OAS  O  O     0  -0.451   1.6105  -2.8796   0.3788
 6JO  CAI  C  CR6   0   0.167  -0.1800  -1.3999   0.2696
 6JO  OAR  O  OH1   0  -0.626  -1.0298  -2.4226   0.4559
 6JO  H1   H  HCR6  0   0.276  -2.7909  -1.3604  -0.9234
 6JO  H2   H  HOH1  0   0.476  -5.0252  -1.5001  -1.3409
 6JO  H3   H  HCR6  0   0.270  -5.6887   1.5458   0.2885
 6JO  H4   H  HCR6  0   0.265  -3.8983   2.8933   1.3180
 6JO  H5   H  HCR6  0   0.260  -1.5619   2.1403   1.2533
 6JO  H6   H  HCR6  0   0.290   1.9596   2.7928  -0.2977
 6JO  H7   H  HCR6  0   0.292   4.3943   2.5090  -0.3474
 6JO  H8   H  HOH1  0   0.479   6.1285   1.0112  -0.2268
 6JO  H9   H  HCR6  0   0.277   3.9430  -1.7269   0.1592
 6JO  H10  H  HOH1  0   0.472  -0.4990  -3.2309   0.5284

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
 6JO  OAR  CAI  single    1.343  0.020  1.343
 6JO  OAS  CAH  double    1.228  0.020  1.228
 6JO  CAH  CAI  single    1.452  0.020  1.452
 6JO  CAH  CAD  single    1.453  0.020  1.453
 6JO  CAI  CAJ  double    1.357  0.020  1.357
 6JO  CAC  CAD  aromatic  1.399  0.020  1.399
 6JO  CAC  CAB  aromatic  1.379  0.020  1.379
 6JO  CAD  CAE  aromatic  1.391  0.020  1.391
 6JO  CAJ  CAM  single    1.467  0.020  1.467
 6JO  CAJ  OAG  single    1.346  0.020  1.346
 6JO  CAB  OAT  single    1.345  0.020  1.345
 6JO  CAB  CAA  aromatic  1.406  0.020  1.406
 6JO  CAM  CAL  aromatic  1.396  0.020  1.396
 6JO  CAM  CAN  aromatic  1.395  0.020  1.395
 6JO  CAL  CAK  aromatic  1.387  0.020  1.387
 6JO  CAE  OAG  single    1.345  0.020  1.345
 6JO  CAE  CAF  aromatic  1.393  0.020  1.393
 6JO  CAN  CAO  aromatic  1.391  0.020  1.391
 6JO  CAK  CAP  aromatic  1.385  0.020  1.385
 6JO  CAO  CAP  aromatic  1.393  0.020  1.393
 6JO  CAO  OAQ  single    1.347  0.020  1.347
 6JO  CAA  CAF  aromatic  1.375  0.020  1.375
 6JO  CAN  H1   single    0.930  0.020  1.080
 6JO  OAQ  H2   single    0.850  0.020  0.980
 6JO  CAP  H3   single    0.930  0.020  1.080
 6JO  CAK  H4   single    0.930  0.020  1.080
 6JO  CAL  H5   single    0.930  0.020  1.080
 6JO  CAF  H6   single    0.930  0.020  1.080
 6JO  CAA  H7   single    0.930  0.020  1.080
 6JO  OAT  H8   single    0.850  0.020  0.980
 6JO  CAC  H9   single    0.930  0.020  1.080
 6JO  OAR  H10  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
 6JO  H1   CAN  CAM  120.33  3.000
 6JO  H1   CAN  CAO  119.46  3.000
 6JO  CAM  CAN  CAO  120.19  3.000
 6JO  CAP  CAO  OAQ  117.70  3.000
 6JO  OAQ  CAO  CAN  122.32  3.000
 6JO  CAP  CAO  CAN  119.97  3.000
 6JO  H2   OAQ  CAO  110.66  3.000
 6JO  H3   CAP  CAK  120.63  3.000
 6JO  H3   CAP  CAO  119.87  3.000
 6JO  CAK  CAP  CAO  119.50  3.000
 6JO  H4   CAK  CAL  119.59  3.000
 6JO  H4   CAK  CAP  119.30  3.000
 6JO  CAL  CAK  CAP  121.12  3.000
 6JO  H5   CAL  CAM  120.92  3.000
 6JO  H5   CAL  CAK  119.65  3.000
 6JO  CAM  CAL  CAK  119.42  3.000
 6JO  CAJ  CAM  CAL  119.51  3.000
 6JO  CAL  CAM  CAN  119.79  3.000
 6JO  CAJ  CAM  CAN  120.69  3.000
 6JO  CAI  CAJ  OAG  120.93  3.000
 6JO  OAG  CAJ  CAM  112.50  3.000
 6JO  CAI  CAJ  CAM  126.53  3.000
 6JO  CAE  OAG  CAJ  121.55  3.000
 6JO  CAD  CAE  CAF  120.56  3.000
 6JO  CAF  CAE  OAG  117.52  3.000
 6JO  CAD  CAE  OAG  121.92  3.000
 6JO  H6   CAF  CAA  120.50  3.000
 6JO  H6   CAF  CAE  120.25  3.000
 6JO  CAA  CAF  CAE  119.25  3.000
 6JO  H7   CAA  CAB  119.95  3.000
 6JO  H7   CAA  CAF  119.10  3.000
 6JO  CAB  CAA  CAF  120.94  3.000
 6JO  CAC  CAB  OAT  118.43  3.000
 6JO  OAT  CAB  CAA  122.07  3.000
 6JO  CAC  CAB  CAA  119.50  3.000
 6JO  H8   OAT  CAB  110.81  3.000
 6JO  H9   CAC  CAD  119.54  3.000
 6JO  H9   CAC  CAB  120.39  3.000
 6JO  CAD  CAC  CAB  120.07  3.000
 6JO  CAH  CAD  CAC  121.48  3.000
 6JO  CAC  CAD  CAE  119.67  3.000
 6JO  CAH  CAD  CAE  118.85  3.000
 6JO  CAI  CAH  OAS  120.16  3.000
 6JO  CAI  CAH  CAD  115.33  3.000
 6JO  OAS  CAH  CAD  124.50  3.000
 6JO  OAR  CAI  CAH  116.94  3.000
 6JO  CAH  CAI  CAJ  121.41  3.000
 6JO  OAR  CAI  CAJ  121.64  3.000
 6JO  H10  OAR  CAI  107.39  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
 6JO  CONST_01  CAK  CAL  CAM  CAN     0.00   0.0  0
 6JO  CONST_02  CAK  CAP  CAO  CAN     0.00   0.0  0
 6JO  CONST_03  CAL  CAM  CAN  CAO     0.00   0.0  0
 6JO  CONST_04  CAL  CAK  CAP  CAO     0.00   0.0  0
 6JO  CONST_05  CAM  CAL  CAK  CAP     0.00   0.0  0
 6JO  CONST_06  CAM  CAN  CAO  CAP     0.00   0.0  0
 6JO  CONST_07  CAB  CAC  CAD  CAE     0.00   0.0  0
 6JO  CONST_08  CAB  CAA  CAF  CAE     0.00   0.0  0
 6JO  CONST_09  CAC  CAD  CAE  CAF     0.00   0.0  0
 6JO  CONST_10  CAC  CAB  CAA  CAF     0.00   0.0  0
 6JO  CONST_11  CAD  CAC  CAB  CAA     0.00   0.0  0
 6JO  CONST_12  CAD  CAE  CAF  CAA     0.00   0.0  0
 6JO  CONST_13  CAJ  CAM  CAN  CAO   180.00   0.0  0
 6JO  CONST_14  CAJ  CAM  CAL  CAK   180.00   0.0  0
 6JO  CONST_15  CAM  CAN  CAO  OAQ   180.00   0.0  0
 6JO  CONST_16  CAK  CAP  CAO  OAQ   180.00   0.0  0
 6JO  CONST_17  OAT  CAB  CAA  CAF   180.00   0.0  0
 6JO  CONST_18  CAD  CAC  CAB  OAT   180.00   0.0  0
 6JO  CONST_19  H5   CAL  CAM  CAN   180.00   0.0  0
 6JO  CONST_20  H3   CAP  CAO  CAN   180.00   0.0  0
 6JO  CONST_21  H4   CAK  CAP  CAO   180.00   0.0  0
 6JO  CONST_22  H1   CAN  CAO  CAP   180.00   0.0  0
 6JO  CONST_23  H6   CAF  CAE  OAG     0.00   0.0  0
 6JO  CONST_24  H9   CAC  CAD  CAE   180.00   0.0  0
 6JO  CONST_25  H7   CAA  CAF  CAE   180.00   0.0  0
 6JO  Var_01    CAI  CAJ  CAM  CAN   -38.89  30.0  3
 6JO  Var_02    CAH  CAI  CAJ  CAM  -178.19  30.0  1
 6JO  Var_03    CAD  CAH  CAI  CAJ     0.59  30.0  1
 6JO  Var_04    CAD  CAE  OAG  CAJ     0.40  30.0  1
 6JO  Var_05    CAI  CAH  CAD  CAE    -0.12  30.0  1

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
 6JO  plan-1  CAN  0.020
 6JO  plan-1  CAO  0.020
 6JO  plan-1  OAQ  0.020
 6JO  plan-1  CAP  0.020
 6JO  plan-1  CAK  0.020
 6JO  plan-1  CAL  0.020
 6JO  plan-1  CAM  0.020
 6JO  plan-1  CAJ  0.020
 6JO  plan-1  H1   0.020
 6JO  plan-1  H3   0.020
 6JO  plan-1  H4   0.020
 6JO  plan-1  H5   0.020
 6JO  plan-2  OAG  0.020
 6JO  plan-2  CAE  0.020
 6JO  plan-2  CAF  0.020
 6JO  plan-2  CAA  0.020
 6JO  plan-2  CAB  0.020
 6JO  plan-2  OAT  0.020
 6JO  plan-2  CAC  0.020
 6JO  plan-2  CAD  0.020
 6JO  plan-2  CAH  0.020
 6JO  plan-2  H6   0.020
 6JO  plan-2  H7   0.020
 6JO  plan-2  H9   0.020
 6JO  plan-3  CAD  0.020
 6JO  plan-3  CAH  0.020
 6JO  plan-3  OAS  0.020
 6JO  plan-3  CAI  0.020

