# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 18:04:19 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-(3,4-dihydroxyphenyl)-5-hydroxy-4H-1-benzopyran-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1O)C2=CC(=O)c3c(O)cccc3O2
#
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
 6BK  6BK  2-(3,4-dihydroxyphenyl)-5-hydroxy-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_6BK
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
 6BK  OAI  O  OH1   0  -0.630   4.2244  -2.1395   0.3257
 6BK  CAG  C  CR6   0   0.319   3.6166  -0.9606   0.0913
 6BK  CAH  C  CR16  0  -0.373   2.2381  -0.8954   0.1571
 6BK  CAF  C  CR6   0   0.268   4.3512   0.1959  -0.2164
 6BK  OAJ  O  OH1   0  -0.630   5.6870   0.0536  -0.2643
 6BK  CAE  C  CR16  0  -0.357   3.6864   1.3896  -0.4518
 6BK  CAD  C  CR16  0  -0.313   2.3051   1.4516  -0.3782
 6BK  CAC  C  CR6   0   0.016   1.5678   0.3122  -0.0676
 6BK  CAB  C  CR6   0   0.410   0.1103   0.3799   0.0212
 6BK  OAK  O  O     0  -0.464  -0.4785  -0.8064  -0.1652
 6BK  CAA  C  CR16  0  -0.516  -0.6070   1.5013   0.2732
 6BK  CAR  C  CR6   0   0.529  -2.0400   1.4686   0.3281
 6BK  OAS  O  O     0  -0.504  -2.7320   2.4753   0.5438
 6BK  CAQ  C  CR66  0  -0.323  -2.6400   0.1600   0.1256
 6BK  CAL  C  CR66  0   0.397  -1.8221  -0.9453  -0.1111
 6BK  CAM  C  CR16  0  -0.368  -2.3369  -2.2162  -0.3083
 6BK  CAN  C  CR16  0  -0.238  -3.7133  -2.3669  -0.2635
 6BK  CAO  C  CR16  0  -0.357  -4.5667  -1.2960  -0.0289
 6BK  CAP  C  CR6   0   0.383  -4.0398  -0.0263   0.1688
 6BK  OAT  O  OH1   0  -0.629  -4.8555   0.9995   0.3964
 6BK  H1   H  HOH1  0   0.476   5.1822  -2.0516   0.2548
 6BK  H2   H  HCR6  0   0.274   1.6960  -1.7989   0.4048
 6BK  H3   H  HOH1  0   0.488   6.1198   0.8830  -0.4973
 6BK  H4   H  HCR6  0   0.286   4.2512   2.2788  -0.7053
 6BK  H5   H  HCR6  0   0.267   1.8134   2.3907  -0.5915
 6BK  H6   H  HCR6  0   0.284  -0.0989   2.4369   0.4574
 6BK  H7   H  HCR6  0   0.280  -1.6812  -3.0559  -0.4927
 6BK  H8   H  HCR6  0   0.277  -4.1377  -3.3502  -0.4175
 6BK  H9   H  HCR6  0   0.273  -5.6384  -1.4420   0.0007
 6BK  H10  H  HOH1  0   0.476  -4.2954   1.8053   0.5066

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
 6BK  CAN  CAM  aromatic  1.385  0.020  1.385
 6BK  CAN  CAO  aromatic  1.389  0.020  1.389
 6BK  CAM  CAL  aromatic  1.385  0.020  1.385
 6BK  CAO  CAP  aromatic  1.389  0.020  1.389
 6BK  CAL  OAK  single    1.352  0.020  1.352
 6BK  CAL  CAQ  aromatic  1.395  0.020  1.395
 6BK  OAK  CAB  single    1.337  0.020  1.337
 6BK  CAD  CAE  aromatic  1.385  0.020  1.385
 6BK  CAD  CAC  aromatic  1.392  0.020  1.392
 6BK  CAE  CAF  aromatic  1.387  0.020  1.387
 6BK  CAP  CAQ  aromatic  1.413  0.020  1.413
 6BK  CAP  OAT  single    1.330  0.020  1.330
 6BK  CAQ  CAR  single    1.454  0.020  1.454
 6BK  CAB  CAC  single    1.462  0.020  1.462
 6BK  CAB  CAA  double    1.355  0.020  1.355
 6BK  CAC  CAH  aromatic  1.399  0.020  1.399
 6BK  CAF  OAJ  single    1.344  0.020  1.344
 6BK  CAF  CAG  aromatic  1.404  0.020  1.404
 6BK  CAR  CAA  single    1.434  0.020  1.434
 6BK  CAR  OAS  double    1.240  0.020  1.240
 6BK  CAH  CAG  aromatic  1.382  0.020  1.382
 6BK  CAG  OAI  single    1.347  0.020  1.347
 6BK  OAI  H1   single    0.850  0.020  0.980
 6BK  CAH  H2   single    0.930  0.020  1.080
 6BK  OAJ  H3   single    0.850  0.020  0.980
 6BK  CAE  H4   single    0.930  0.020  1.080
 6BK  CAD  H5   single    0.930  0.020  1.080
 6BK  CAA  H6   single    0.930  0.020  1.080
 6BK  CAM  H7   single    0.930  0.020  1.080
 6BK  CAN  H8   single    0.930  0.020  1.080
 6BK  CAO  H9   single    0.930  0.020  1.080
 6BK  OAT  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
 6BK  H1   OAI  CAG  110.83  3.000
 6BK  CAF  CAG  CAH  119.58  3.000
 6BK  CAH  CAG  OAI  118.90  3.000
 6BK  CAF  CAG  OAI  121.52  3.000
 6BK  H2   CAH  CAC  121.14  3.000
 6BK  H2   CAH  CAG  118.12  3.000
 6BK  CAC  CAH  CAG  120.73  3.000
 6BK  CAE  CAF  OAJ  124.17  3.000
 6BK  OAJ  CAF  CAG  116.14  3.000
 6BK  CAE  CAF  CAG  119.70  3.000
 6BK  H3   OAJ  CAF  111.32  3.000
 6BK  H4   CAE  CAD  119.72  3.000
 6BK  H4   CAE  CAF  119.75  3.000
 6BK  CAD  CAE  CAF  120.52  3.000
 6BK  H5   CAD  CAC  120.93  3.000
 6BK  H5   CAD  CAE  118.82  3.000
 6BK  CAC  CAD  CAE  120.23  3.000
 6BK  CAB  CAC  CAD  120.24  3.000
 6BK  CAB  CAC  CAH  120.52  3.000
 6BK  CAD  CAC  CAH  119.24  3.000
 6BK  CAA  CAB  OAK  121.81  3.000
 6BK  CAA  CAB  CAC  125.28  3.000
 6BK  OAK  CAB  CAC  112.91  3.000
 6BK  CAL  OAK  CAB  121.54  3.000
 6BK  H6   CAA  CAR  118.88  3.000
 6BK  H6   CAA  CAB  119.96  3.000
 6BK  CAR  CAA  CAB  121.14  3.000
 6BK  CAQ  CAR  OAS  121.64  3.000
 6BK  OAS  CAR  CAA  123.05  3.000
 6BK  CAQ  CAR  CAA  115.31  3.000
 6BK  CAP  CAQ  CAL  118.78  3.000
 6BK  CAP  CAQ  CAR  121.56  3.000
 6BK  CAL  CAQ  CAR  119.66  3.000
 6BK  CAM  CAL  CAQ  122.22  3.000
 6BK  CAQ  CAL  OAK  120.53  3.000
 6BK  CAM  CAL  OAK  117.25  3.000
 6BK  H7   CAM  CAN  121.56  3.000
 6BK  H7   CAM  CAL  120.76  3.000
 6BK  CAN  CAM  CAL  117.67  3.000
 6BK  H8   CAN  CAO  118.92  3.000
 6BK  H8   CAN  CAM  118.95  3.000
 6BK  CAO  CAN  CAM  122.13  3.000
 6BK  H9   CAO  CAP  119.69  3.000
 6BK  H9   CAO  CAN  120.60  3.000
 6BK  CAP  CAO  CAN  119.72  3.000
 6BK  OAT  CAP  CAO  119.79  3.000
 6BK  OAT  CAP  CAQ  120.73  3.000
 6BK  CAO  CAP  CAQ  119.48  3.000
 6BK  H10  OAT  CAP  107.49  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
 6BK  CONST_01  CAD  CAE  CAF  CAG     0.00   0.0  0
 6BK  CONST_02  CAD  CAC  CAH  CAG     0.00   0.0  0
 6BK  CONST_03  CAE  CAD  CAC  CAH     0.00   0.0  0
 6BK  CONST_04  CAE  CAF  CAG  CAH     0.00   0.0  0
 6BK  CONST_05  CAC  CAD  CAE  CAF     0.00   0.0  0
 6BK  CONST_06  CAC  CAH  CAG  CAF     0.00   0.0  0
 6BK  CONST_07  CAN  CAM  CAL  CAQ     0.00   0.0  0
 6BK  CONST_08  CAN  CAO  CAP  CAQ     0.00   0.0  0
 6BK  CONST_09  CAO  CAN  CAM  CAL     0.00   0.0  0
 6BK  CONST_10  CAO  CAP  CAQ  CAL     0.00   0.0  0
 6BK  CONST_11  CAP  CAO  CAN  CAM     0.00   0.0  0
 6BK  CONST_12  CAP  CAQ  CAL  CAM     0.00   0.0  0
 6BK  CONST_13  CAB  CAC  CAH  CAG   180.00   0.0  0
 6BK  CONST_14  CAB  CAC  CAD  CAE   180.00   0.0  0
 6BK  CONST_15  CAE  CAF  CAG  OAI   180.00   0.0  0
 6BK  CONST_16  CAC  CAH  CAG  OAI   180.00   0.0  0
 6BK  CONST_17  OAJ  CAF  CAG  CAH   180.00   0.0  0
 6BK  CONST_18  CAD  CAE  CAF  OAJ   180.00   0.0  0
 6BK  CONST_19  OAT  CAP  CAQ  CAR     0.00   0.0  0
 6BK  CONST_20  OAT  CAP  CAQ  CAL   180.00   0.0  0
 6BK  CONST_21  OAT  CAP  CAO  CAN   180.00   0.0  0
 6BK  CONST_22  H4   CAE  CAF  CAG   180.00   0.0  0
 6BK  CONST_23  H5   CAD  CAC  CAH   180.00   0.0  0
 6BK  CONST_24  H2   CAH  CAG  CAF   180.00   0.0  0
 6BK  CONST_25  H7   CAM  CAL  OAK     0.00   0.0  0
 6BK  CONST_26  H9   CAO  CAP  CAQ   180.00   0.0  0
 6BK  CONST_27  H8   CAN  CAM  CAL   180.00   0.0  0
 6BK  Var_01    OAK  CAB  CAC  CAH   -23.07  30.0  3
 6BK  Var_02    CAR  CAA  CAB  CAC   179.39  30.0  1
 6BK  Var_03    CAM  CAL  OAK  CAB  -179.57  30.0  1
 6BK  Var_04    CAQ  CAR  CAA  CAB     1.29  30.0  1
 6BK  Var_05    CAL  CAQ  CAR  CAA    -0.45  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
 6BK  plan-1  OAI  0.020
 6BK  plan-1  CAG  0.020
 6BK  plan-1  CAH  0.020
 6BK  plan-1  CAF  0.020
 6BK  plan-1  OAJ  0.020
 6BK  plan-1  CAE  0.020
 6BK  plan-1  CAD  0.020
 6BK  plan-1  CAC  0.020
 6BK  plan-1  CAB  0.020
 6BK  plan-1  H2   0.020
 6BK  plan-1  H4   0.020
 6BK  plan-1  H5   0.020
 6BK  plan-2  OAK  0.020
 6BK  plan-2  CAR  0.020
 6BK  plan-2  CAQ  0.020
 6BK  plan-2  CAL  0.020
 6BK  plan-2  CAM  0.020
 6BK  plan-2  CAN  0.020
 6BK  plan-2  CAO  0.020
 6BK  plan-2  CAP  0.020
 6BK  plan-2  OAT  0.020
 6BK  plan-2  H7   0.020
 6BK  plan-2  H8   0.020
 6BK  plan-2  H9   0.020
 6BK  plan-3  CAA  0.020
 6BK  plan-3  CAR  0.020
 6BK  plan-3  OAS  0.020
 6BK  plan-3  CAQ  0.020

