# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 01:51:43 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 3,7-dihydroxy-2-phenyl-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2C(=O)C(=C(Oc2c1)c3ccccc3)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
 HHF  HHF  3,7-dihydroxy-2-phenyl-4H-chromen-4-one  ligand  29  19  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HHF
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
 HHF  CAG  C  CR16  0  -0.288  -3.2567   0.3283   0.7384
 HHF  CAE  C  CR16  0  -0.238  -4.5306  -0.2191   0.7460
 HHF  CAD  C  CR16  0  -0.256  -4.7993  -1.3818   0.0367
 HHF  CAF  C  CR16  0  -0.240  -3.7814  -2.0021  -0.6758
 HHF  CAH  C  CR16  0  -0.285  -2.5044  -1.4641  -0.6825
 HHF  CAN  C  CR6   0   0.047  -2.2296  -0.2868   0.0193
 HHF  CAP  C  CR6   0   0.210  -0.8725   0.2673   0.0082
 HHF  OAL  O  O     0  -0.461   0.0784  -0.6953  -0.0013
 HHF  CAR  C  CR66  0   0.392   1.3851  -0.3982  -0.0359
 HHF  CAK  C  CR16  0  -0.480   2.2718  -1.4705  -0.0425
 HHF  CAM  C  CR6   0   0.384   3.6308  -1.2092  -0.0712
 HHF  OAB  O  OH1   0  -0.613   4.5510  -2.1780  -0.0795
 HHF  CAI  C  CR16  0  -0.331   4.1033   0.1179  -0.0936
 HHF  CAJ  C  CR16  0  -0.273   3.2118   1.1566  -0.0873
 HHF  CAS  C  CR66  0  -0.143   1.8272   0.9233  -0.0575
 HHF  CAQ  C  CR6   0   0.370   0.8608   1.9969  -0.0573
 HHF  OAA  O  O     0  -0.456   1.1373   3.1942  -0.0901
 HHF  CAO  C  CR6   0   0.168  -0.5336   1.5773  -0.0278
 HHF  OAC  O  OH1   0  -0.625  -1.4597   2.5478  -0.0597
 HHF  H1   H  HCR6  0   0.262  -3.0647   1.2232   1.3127
 HHF  H2   H  HCR6  0   0.264  -5.3132   0.2632   1.3164
 HHF  H3   H  HCR6  0   0.263  -5.7956  -1.8040   0.0415
 HHF  H4   H  HCR6  0   0.263  -3.9809  -2.9094  -1.2305
 HHF  H5   H  HCR6  0   0.262  -1.7274  -1.9583  -1.2505
 HHF  H6   H  HCR6  0   0.298   1.8925  -2.4857  -0.0233
 HHF  H7   H  HOH1  0   0.484   4.1373  -3.0494  -0.0701
 HHF  H8   H  HCR6  0   0.279   5.1693   0.3017  -0.1165
 HHF  H9   H  HCR6  0   0.274   3.5722   2.1765  -0.1065
 HHF  H10  H  HOH1  0   0.471  -0.9864   3.3942  -0.0842

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
 HHF  OAA  CAQ  double    1.229  0.020  1.229
 HHF  CAJ  CAI  aromatic  1.369  0.020  1.369
 HHF  CAJ  CAS  aromatic  1.404  0.020  1.404
 HHF  CAI  CAM  aromatic  1.409  0.020  1.409
 HHF  CAQ  CAS  single    1.444  0.020  1.444
 HHF  CAQ  CAO  single    1.456  0.020  1.456
 HHF  CAS  CAR  aromatic  1.394  0.020  1.394
 HHF  CAM  OAB  single    1.336  0.020  1.336
 HHF  CAM  CAK  aromatic  1.384  0.020  1.384
 HHF  OAC  CAO  single    1.342  0.020  1.342
 HHF  CAO  CAP  double    1.354  0.020  1.354
 HHF  CAR  CAK  aromatic  1.391  0.020  1.391
 HHF  CAR  OAL  single    1.341  0.020  1.341
 HHF  CAP  OAL  single    1.353  0.020  1.353
 HHF  CAP  CAN  single    1.466  0.020  1.466
 HHF  CAN  CAH  aromatic  1.398  0.020  1.398
 HHF  CAN  CAG  aromatic  1.397  0.020  1.397
 HHF  CAH  CAF  aromatic  1.386  0.020  1.386
 HHF  CAG  CAE  aromatic  1.387  0.020  1.387
 HHF  CAF  CAD  aromatic  1.389  0.020  1.389
 HHF  CAE  CAD  aromatic  1.388  0.020  1.388
 HHF  CAG  H1   single    0.930  0.020  1.080
 HHF  CAE  H2   single    0.930  0.020  1.080
 HHF  CAD  H3   single    0.930  0.020  1.080
 HHF  CAF  H4   single    0.930  0.020  1.080
 HHF  CAH  H5   single    0.930  0.020  1.080
 HHF  CAK  H6   single    0.930  0.020  1.080
 HHF  OAB  H7   single    0.850  0.020  0.980
 HHF  CAI  H8   single    0.930  0.020  1.080
 HHF  CAJ  H9   single    0.930  0.020  1.080
 HHF  OAC  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
 HHF  H1   CAG  CAN  120.52  3.000
 HHF  H1   CAG  CAE  119.16  3.000
 HHF  CAN  CAG  CAE  120.31  3.000
 HHF  H2   CAE  CAD  120.18  3.000
 HHF  H2   CAE  CAG  119.44  3.000
 HHF  CAD  CAE  CAG  120.38  3.000
 HHF  H3   CAD  CAF  120.19  3.000
 HHF  H3   CAD  CAE  120.18  3.000
 HHF  CAF  CAD  CAE  119.62  3.000
 HHF  H4   CAF  CAH  119.54  3.000
 HHF  H4   CAF  CAD  120.16  3.000
 HHF  CAH  CAF  CAD  120.30  3.000
 HHF  H5   CAH  CAN  120.47  3.000
 HHF  H5   CAH  CAF  119.14  3.000
 HHF  CAN  CAH  CAF  120.38  3.000
 HHF  CAP  CAN  CAH  119.77  3.000
 HHF  CAH  CAN  CAG  119.01  3.000
 HHF  CAP  CAN  CAG  121.22  3.000
 HHF  CAO  CAP  OAL  120.83  3.000
 HHF  OAL  CAP  CAN  112.44  3.000
 HHF  CAO  CAP  CAN  126.71  3.000
 HHF  CAR  OAL  CAP  121.84  3.000
 HHF  CAS  CAR  CAK  121.91  3.000
 HHF  CAK  CAR  OAL  116.78  3.000
 HHF  CAS  CAR  OAL  121.32  3.000
 HHF  H6   CAK  CAM  121.38  3.000
 HHF  H6   CAK  CAR  119.92  3.000
 HHF  CAM  CAK  CAR  118.70  3.000
 HHF  CAI  CAM  OAB  116.87  3.000
 HHF  OAB  CAM  CAK  122.64  3.000
 HHF  CAI  CAM  CAK  120.49  3.000
 HHF  H7   OAB  CAM  111.07  3.000
 HHF  H8   CAI  CAJ  120.86  3.000
 HHF  H8   CAI  CAM  119.39  3.000
 HHF  CAJ  CAI  CAM  119.75  3.000
 HHF  H9   CAJ  CAS  119.04  3.000
 HHF  H9   CAJ  CAI  119.89  3.000
 HHF  CAS  CAJ  CAI  121.08  3.000
 HHF  CAQ  CAS  CAJ  122.42  3.000
 HHF  CAQ  CAS  CAR  119.51  3.000
 HHF  CAJ  CAS  CAR  118.07  3.000
 HHF  CAO  CAQ  OAA  119.77  3.000
 HHF  CAO  CAQ  CAS  115.24  3.000
 HHF  OAA  CAQ  CAS  124.99  3.000
 HHF  OAC  CAO  CAQ  116.87  3.000
 HHF  OAC  CAO  CAP  121.86  3.000
 HHF  CAQ  CAO  CAP  121.27  3.000
 HHF  H10  OAC  CAO  107.15  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
 HHF  CONST_01  CAF  CAH  CAN  CAG     0.00   0.0  0
 HHF  CONST_02  CAF  CAD  CAE  CAG     0.00   0.0  0
 HHF  CONST_03  CAH  CAN  CAG  CAE     0.00   0.0  0
 HHF  CONST_04  CAH  CAF  CAD  CAE     0.00   0.0  0
 HHF  CONST_05  CAN  CAH  CAF  CAD     0.00   0.0  0
 HHF  CONST_06  CAN  CAG  CAE  CAD     0.00   0.0  0
 HHF  CONST_07  CAI  CAJ  CAS  CAR     0.00   0.0  0
 HHF  CONST_08  CAI  CAM  CAK  CAR     0.00   0.0  0
 HHF  CONST_09  CAJ  CAI  CAM  CAK     0.00   0.0  0
 HHF  CONST_10  CAJ  CAS  CAR  CAK     0.00   0.0  0
 HHF  CONST_11  CAS  CAJ  CAI  CAM     0.00   0.0  0
 HHF  CONST_12  CAS  CAR  CAK  CAM     0.00   0.0  0
 HHF  CONST_13  CAP  CAN  CAG  CAE   180.00   0.0  0
 HHF  CONST_14  CAP  CAN  CAH  CAF   180.00   0.0  0
 HHF  CONST_15  OAB  CAM  CAK  CAR   180.00   0.0  0
 HHF  CONST_16  CAJ  CAI  CAM  OAB   180.00   0.0  0
 HHF  CONST_17  H5   CAH  CAN  CAG   180.00   0.0  0
 HHF  CONST_18  H3   CAD  CAE  CAG   180.00   0.0  0
 HHF  CONST_19  H4   CAF  CAD  CAE   180.00   0.0  0
 HHF  CONST_20  H1   CAG  CAE  CAD   180.00   0.0  0
 HHF  CONST_21  H2   CAE  CAD  CAF   180.00   0.0  0
 HHF  CONST_22  H6   CAK  CAR  OAL     0.00   0.0  0
 HHF  CONST_23  H9   CAJ  CAS  CAR   180.00   0.0  0
 HHF  CONST_24  H8   CAI  CAM  CAK   180.00   0.0  0
 HHF  Var_01    CAO  CAP  CAN  CAG   -38.27  30.0  3
 HHF  Var_02    CAQ  CAO  CAP  CAN  -178.97  30.0  1
 HHF  Var_03    CAS  CAQ  CAO  CAP     0.54  30.0  1
 HHF  Var_04    CAS  CAR  OAL  CAP     0.31  30.0  1
 HHF  Var_05    CAO  CAQ  CAS  CAR     0.26  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
 HHF  plan-1  CAG  0.020
 HHF  plan-1  CAE  0.020
 HHF  plan-1  CAD  0.020
 HHF  plan-1  CAF  0.020
 HHF  plan-1  CAH  0.020
 HHF  plan-1  CAN  0.020
 HHF  plan-1  CAP  0.020
 HHF  plan-1  H1   0.020
 HHF  plan-1  H2   0.020
 HHF  plan-1  H3   0.020
 HHF  plan-1  H4   0.020
 HHF  plan-1  H5   0.020
 HHF  plan-2  OAL  0.020
 HHF  plan-2  CAR  0.020
 HHF  plan-2  CAK  0.020
 HHF  plan-2  CAM  0.020
 HHF  plan-2  OAB  0.020
 HHF  plan-2  CAI  0.020
 HHF  plan-2  CAJ  0.020
 HHF  plan-2  CAS  0.020
 HHF  plan-2  CAQ  0.020
 HHF  plan-2  H6   0.020
 HHF  plan-2  H8   0.020
 HHF  plan-2  H9   0.020
 HHF  plan-3  CAS  0.020
 HHF  plan-3  CAQ  0.020
 HHF  plan-3  OAA  0.020
 HHF  plan-3  CAO  0.020

