# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 09:23:09 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 2-(3,4-dihydroxyphenyl)-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1O)C2=CC(=O)c3ccccc3O2
#
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
 16S  16S  2-(3,4-dihydroxyphenyl)-4H-chromen-4-one  ligand  29  19  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_16S
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
 16S  CAM  C  CR16  0  -0.412  -1.9511   0.8858  -0.0096
 16S  CAL  C  CR6   0   0.321  -3.3247   1.0334  -0.0216
 16S  OAR  O  OH1   0  -0.625  -3.9443   2.2287  -0.0484
 16S  CAP  C  CR6   0   0.289  -4.1473  -0.1042  -0.0065
 16S  OAS  O  OH1   0  -0.613  -5.4719   0.1010  -0.0202
 16S  CAO  C  CR16  0  -0.356  -3.5595  -1.3608   0.0202
 16S  CAN  C  CR16  0  -0.334  -2.1827  -1.5040   0.0312
 16S  CAK  C  CR6   0   0.010  -1.3568  -0.3832   0.0163
 16S  CAJ  C  CR6   0   0.430   0.1005  -0.5223   0.0239
 16S  OAG  O  O     0  -0.473   0.7303   0.6586  -0.0270
 16S  CAF  C  CR66  0   0.371   2.0800   0.7330  -0.0318
 16S  CAA  C  CR16  0  -0.328   2.6373   2.0071  -0.0872
 16S  CAB  C  CR16  0  -0.251   4.0117   2.1286  -0.0964
 16S  CAC  C  CR16  0  -0.245   4.8294   0.9959  -0.0512
 16S  CAD  C  CR16  0  -0.295   4.2621  -0.2589   0.0043
 16S  CAE  C  CR66  0  -0.132   2.8719  -0.4095   0.0148
 16S  CAH  C  CR6   0   0.472   2.2295  -1.7292   0.0748
 16S  OAQ  O  O     0  -0.450   2.8736  -2.7709   0.1223
 16S  CAI  C  CR16  0  -0.541   0.7886  -1.6884   0.0748
 16S  H1   H  HCR6  0   0.280  -1.3405   1.7800  -0.0208
 16S  H2   H  HOH1  0   0.477  -3.2957   2.9413  -0.0663
 16S  H3   H  HOH1  0   0.481  -5.9431  -0.7404  -0.0149
 16S  H4   H  HCR6  0   0.284  -4.1878  -2.2437   0.0309
 16S  H5   H  HCR6  0   0.265  -1.7747  -2.5045   0.0487
 16S  H6   H  HCR6  0   0.285   1.9963   2.8783  -0.1226
 16S  H7   H  HCR6  0   0.275   4.4564   3.1139  -0.1401
 16S  H8   H  HCR6  0   0.268   5.9051   1.1064  -0.0597
 16S  H9   H  HCR6  0   0.270   4.8861  -1.1417   0.0399
 16S  H10  H  HCR6  0   0.278   0.2553  -2.6267   0.1198

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
 16S  OAS  CAP  single    1.340  0.020  1.340
 16S  CAP  CAO  aromatic  1.388  0.020  1.388
 16S  CAP  CAL  aromatic  1.404  0.020  1.404
 16S  OAR  CAL  single    1.347  0.020  1.347
 16S  CAO  CAN  aromatic  1.384  0.020  1.384
 16S  CAL  CAM  aromatic  1.381  0.020  1.381
 16S  CAN  CAK  aromatic  1.392  0.020  1.392
 16S  CAM  CAK  aromatic  1.402  0.020  1.402
 16S  CAK  CAJ  single    1.464  0.020  1.464
 16S  CAJ  OAG  single    1.339  0.020  1.339
 16S  CAJ  CAI  double    1.355  0.020  1.355
 16S  OAG  CAF  single    1.352  0.020  1.352
 16S  CAI  CAH  single    1.442  0.020  1.442
 16S  CAF  CAA  aromatic  1.392  0.020  1.392
 16S  CAF  CAE  aromatic  1.391  0.020  1.391
 16S  CAA  CAB  aromatic  1.380  0.020  1.380
 16S  CAH  CAE  single    1.469  0.020  1.469
 16S  CAH  OAQ  double    1.226  0.020  1.226
 16S  CAE  CAD  aromatic  1.398  0.020  1.398
 16S  CAB  CAC  aromatic  1.398  0.020  1.398
 16S  CAD  CAC  aromatic  1.378  0.020  1.378
 16S  CAM  H1   single    0.930  0.020  1.080
 16S  OAR  H2   single    0.850  0.020  0.980
 16S  OAS  H3   single    0.850  0.020  0.980
 16S  CAO  H4   single    0.930  0.020  1.080
 16S  CAN  H5   single    0.930  0.020  1.080
 16S  CAA  H6   single    0.930  0.020  1.080
 16S  CAB  H7   single    0.930  0.020  1.080
 16S  CAC  H8   single    0.930  0.020  1.080
 16S  CAD  H9   single    0.930  0.020  1.080
 16S  CAI  H10  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
 16S  H1   CAM  CAK  120.58  3.000
 16S  H1   CAM  CAL  118.18  3.000
 16S  CAK  CAM  CAL  121.24  3.000
 16S  CAP  CAL  OAR  116.73  3.000
 16S  OAR  CAL  CAM  123.54  3.000
 16S  CAP  CAL  CAM  119.73  3.000
 16S  H2   OAR  CAL  110.30  3.000
 16S  CAO  CAP  OAS  123.88  3.000
 16S  CAO  CAP  CAL  119.07  3.000
 16S  OAS  CAP  CAL  117.06  3.000
 16S  H3   OAS  CAP  110.44  3.000
 16S  H4   CAO  CAN  119.49  3.000
 16S  H4   CAO  CAP  119.50  3.000
 16S  CAN  CAO  CAP  121.01  3.000
 16S  H5   CAN  CAK  121.43  3.000
 16S  H5   CAN  CAO  118.13  3.000
 16S  CAK  CAN  CAO  120.44  3.000
 16S  CAJ  CAK  CAN  120.93  3.000
 16S  CAJ  CAK  CAM  120.55  3.000
 16S  CAN  CAK  CAM  118.52  3.000
 16S  CAI  CAJ  OAG  121.43  3.000
 16S  CAI  CAJ  CAK  125.98  3.000
 16S  OAG  CAJ  CAK  112.59  3.000
 16S  CAF  OAG  CAJ  121.21  3.000
 16S  CAE  CAF  CAA  121.69  3.000
 16S  CAE  CAF  OAG  121.54  3.000
 16S  CAA  CAF  OAG  116.77  3.000
 16S  H6   CAA  CAB  121.25  3.000
 16S  H6   CAA  CAF  120.08  3.000
 16S  CAB  CAA  CAF  118.67  3.000
 16S  H7   CAB  CAC  119.93  3.000
 16S  H7   CAB  CAA  119.33  3.000
 16S  CAC  CAB  CAA  120.74  3.000
 16S  H8   CAC  CAD  120.19  3.000
 16S  H8   CAC  CAB  119.92  3.000
 16S  CAD  CAC  CAB  119.89  3.000
 16S  H9   CAD  CAE  119.03  3.000
 16S  H9   CAD  CAC  120.46  3.000
 16S  CAE  CAD  CAC  120.50  3.000
 16S  CAH  CAE  CAD  122.13  3.000
 16S  CAD  CAE  CAF  118.51  3.000
 16S  CAH  CAE  CAF  119.37  3.000
 16S  CAI  CAH  OAQ  123.32  3.000
 16S  OAQ  CAH  CAE  122.37  3.000
 16S  CAI  CAH  CAE  114.31  3.000
 16S  H10  CAI  CAH  117.96  3.000
 16S  H10  CAI  CAJ  119.90  3.000
 16S  CAH  CAI  CAJ  122.14  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
 16S  CONST_01  CAO  CAP  CAL  CAM    0.00   0.0  0
 16S  CONST_02  CAO  CAN  CAK  CAM    0.00   0.0  0
 16S  CONST_03  CAN  CAO  CAP  CAL    0.00   0.0  0
 16S  CONST_04  CAN  CAK  CAM  CAL    0.00   0.0  0
 16S  CONST_05  CAK  CAN  CAO  CAP    0.00   0.0  0
 16S  CONST_06  CAK  CAM  CAL  CAP    0.00   0.0  0
 16S  CONST_07  CAC  CAB  CAA  CAF    0.00   0.0  0
 16S  CONST_08  CAC  CAD  CAE  CAF    0.00   0.0  0
 16S  CONST_09  CAD  CAE  CAF  CAA    0.00   0.0  0
 16S  CONST_10  CAD  CAC  CAB  CAA    0.00   0.0  0
 16S  CONST_11  CAE  CAF  CAA  CAB    0.00   0.0  0
 16S  CONST_12  CAE  CAD  CAC  CAB    0.00   0.0  0
 16S  CONST_13  CAJ  CAK  CAM  CAL  180.00   0.0  0
 16S  CONST_14  CAJ  CAK  CAN  CAO  180.00   0.0  0
 16S  CONST_15  OAS  CAP  CAL  CAM  180.00   0.0  0
 16S  CONST_16  CAO  CAP  CAL  OAR  180.00   0.0  0
 16S  CONST_17  CAK  CAM  CAL  OAR  180.00   0.0  0
 16S  CONST_18  CAN  CAO  CAP  OAS  180.00   0.0  0
 16S  CONST_19  H5   CAN  CAK  CAM  180.00   0.0  0
 16S  CONST_20  H4   CAO  CAP  CAL  180.00   0.0  0
 16S  CONST_21  H1   CAM  CAL  CAP  180.00   0.0  0
 16S  CONST_22  H6   CAA  CAF  OAG    0.00   0.0  0
 16S  CONST_23  H7   CAB  CAA  CAF  180.00   0.0  0
 16S  CONST_24  H9   CAD  CAE  CAF  180.00   0.0  0
 16S  CONST_25  H8   CAC  CAB  CAA  180.00   0.0  0
 16S  Var_01    OAG  CAJ  CAK  CAM   -1.43  30.0  2
 16S  Var_02    CAH  CAI  CAJ  CAK  179.84  30.0  1
 16S  Var_03    CAA  CAF  OAG  CAJ  179.97  30.0  1
 16S  Var_04    CAE  CAH  CAI  CAJ   -0.02  30.0  1
 16S  Var_05    CAI  CAH  CAE  CAF    0.17  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
 16S  plan-1  CAM  0.020
 16S  plan-1  CAL  0.020
 16S  plan-1  OAR  0.020
 16S  plan-1  CAP  0.020
 16S  plan-1  OAS  0.020
 16S  plan-1  CAO  0.020
 16S  plan-1  CAN  0.020
 16S  plan-1  CAK  0.020
 16S  plan-1  CAJ  0.020
 16S  plan-1  H1   0.020
 16S  plan-1  H4   0.020
 16S  plan-1  H5   0.020
 16S  plan-2  OAG  0.020
 16S  plan-2  CAF  0.020
 16S  plan-2  CAA  0.020
 16S  plan-2  CAB  0.020
 16S  plan-2  CAC  0.020
 16S  plan-2  CAD  0.020
 16S  plan-2  CAE  0.020
 16S  plan-2  CAH  0.020
 16S  plan-2  H6   0.020
 16S  plan-2  H7   0.020
 16S  plan-2  H8   0.020
 16S  plan-2  H9   0.020
 16S  plan-3  CAE  0.020
 16S  plan-3  CAH  0.020
 16S  plan-3  OAQ  0.020
 16S  plan-3  CAI  0.020

