# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 05:09:35 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: (2~{R})-2-[3,4-bis(oxidanyl)phenyl]-6-oxidanyl-2,3-dihydrochromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2O[C@H](CC(=O)c2c1)c3ccc(O)c(O)c3
#
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
 6J6  6J6  (2~{R})-2-[3,4-bis(oxidanyl)phenyl]-6-oxidanyl-2,3-dihydrochromen-4-one  ligand  32  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_6J6
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
 6J6  CAN  C  C     0  -0.601  -0.1775   1.4084  -0.7820
 6J6  CAM  C  CR6   0   0.394  -1.6477   1.7010  -0.6363
 6J6  OAO  O  O     0  -0.394  -2.1247   2.7863  -0.8928
 6J6  CAL  C  CR66  0  -0.122  -2.4685   0.5524  -0.2124
 6J6  CAS  C  CR16  0  -0.369  -3.8596   0.6673  -0.1464
 6J6  CAR  C  CR6   0   0.357  -4.6409  -0.4241   0.1820
 6J6  OAT  O  OH1   0  -0.636  -5.9811  -0.2666   0.2257
 6J6  CAQ  C  CR16  0  -0.356  -4.0186  -1.6478   0.4498
 6J6  CAP  C  CR16  0  -0.342  -2.6441  -1.7701   0.3987
 6J6  CAK  C  CR66  0   0.377  -1.8550  -0.6716   0.0688
 6J6  OAJ  O  O     0  -0.479  -0.5185  -0.8484   0.0282
 6J6  CAI  C  CR16  0  -0.051   0.2745   0.3282   0.1886
 6J6  CAC  C  CR6   0   0.107   1.7122  -0.0530  -0.0098
 6J6  CAD  C  CR16  0  -0.443   2.6505   0.2502   0.9716
 6J6  CAE  C  CR6   0   0.279   3.9907  -0.0530   0.7916
 6J6  OAH  O  OH1   0  -0.645   4.9549   0.2178   1.7005
 6J6  CAF  C  CR6   0   0.284   4.4113  -0.6803  -0.3874
 6J6  OAG  O  OH1   0  -0.632   5.7056  -0.9935  -0.6013
 6J6  CAA  C  CR16  0  -0.330   3.4721  -0.9882  -1.3609
 6J6  CAB  C  CR16  0  -0.311   2.1328  -0.6756  -1.1781
 6J6  H1   H  H     0   0.292  -0.0018   1.0867  -1.8156
 6J6  H2   H  H     0   0.292   0.4037   2.3176  -0.6256
 6J6  H3   H  HCR6  0   0.274  -4.3253   1.6193  -0.3695
 6J6  H4   H  HOH1  0   0.475  -6.4086  -1.0905   0.4830
 6J6  H5   H  HCR6  0   0.285  -4.6143  -2.5155   0.7098
 6J6  H6   H  HCR6  0   0.278  -2.1768  -2.7208   0.6209
 6J6  H7   H  HCR6  0   0.264   0.1343   0.6963   1.2137
 6J6  H8   H  HCR6  0   0.275   2.3327   0.7315   1.8908
 6J6  H9   H  HOH1  0   0.483   4.5854   0.6506   2.4781
 6J6  H10  H  HOH1  0   0.473   6.2505  -0.7032   0.1394
 6J6  H11  H  HCR6  0   0.267   3.7999  -1.4745  -2.2713
 6J6  H12  H  HCR6  0   0.254   1.4238  -0.9205  -1.9589

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
 6J6  OAT  CAR  single    1.350  0.020  1.350
 6J6  OAO  CAM  double    1.213  0.020  1.213
 6J6  CAS  CAR  aromatic  1.382  0.020  1.382
 6J6  CAS  CAL  aromatic  1.397  0.020  1.397
 6J6  CAR  CAQ  aromatic  1.399  0.020  1.399
 6J6  CAM  CAL  single    1.474  0.020  1.474
 6J6  CAM  CAN  single    1.506  0.020  1.506
 6J6  CAL  CAK  aromatic  1.398  0.020  1.398
 6J6  CAQ  CAP  aromatic  1.381  0.020  1.381
 6J6  CAN  CAI  single    1.521  0.020  1.521
 6J6  CAK  CAP  aromatic  1.392  0.020  1.392
 6J6  CAK  OAJ  single    1.349  0.020  1.349
 6J6  OAJ  CAI  single    1.428  0.020  1.428
 6J6  CAI  CAC  single    1.501  0.020  1.501
 6J6  CAB  CAC  aromatic  1.389  0.020  1.389
 6J6  CAB  CAA  aromatic  1.387  0.020  1.387
 6J6  CAC  CAD  aromatic  1.391  0.020  1.391
 6J6  CAA  CAF  aromatic  1.387  0.020  1.387
 6J6  CAD  CAE  aromatic  1.386  0.020  1.386
 6J6  CAF  CAE  aromatic  1.400  0.020  1.400
 6J6  CAF  OAG  single    1.349  0.020  1.349
 6J6  CAE  OAH  single    1.352  0.020  1.352
 6J6  CAN  H1   single    0.970  0.020  1.090
 6J6  CAN  H2   single    0.970  0.020  1.090
 6J6  CAS  H3   single    0.930  0.020  1.080
 6J6  OAT  H4   single    0.850  0.020  0.980
 6J6  CAQ  H5   single    0.930  0.020  1.080
 6J6  CAP  H6   single    0.930  0.020  1.080
 6J6  CAI  H7   single    0.970  0.020  1.090
 6J6  CAD  H8   single    0.930  0.020  1.080
 6J6  OAH  H9   single    0.850  0.020  0.980
 6J6  OAG  H10  single    0.850  0.020  0.980
 6J6  CAA  H11  single    0.930  0.020  1.080
 6J6  CAB  H12  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
 6J6  H2   CAN  H1   107.12  3.000
 6J6  H2   CAN  CAI  110.01  3.000
 6J6  H1   CAN  CAI  110.21  3.000
 6J6  H2   CAN  CAM  110.15  3.000
 6J6  H1   CAN  CAM  107.73  3.000
 6J6  CAI  CAN  CAM  111.49  3.000
 6J6  CAL  CAM  OAO  122.62  3.000
 6J6  CAL  CAM  CAN  114.84  3.000
 6J6  OAO  CAM  CAN  122.50  3.000
 6J6  CAK  CAL  CAS  119.96  3.000
 6J6  CAK  CAL  CAM  119.72  3.000
 6J6  CAS  CAL  CAM  120.26  3.000
 6J6  H3   CAS  CAR  120.01  3.000
 6J6  H3   CAS  CAL  119.37  3.000
 6J6  CAR  CAS  CAL  120.61  3.000
 6J6  CAQ  CAR  OAT  122.51  3.000
 6J6  CAQ  CAR  CAS  119.01  3.000
 6J6  OAT  CAR  CAS  118.48  3.000
 6J6  H4   OAT  CAR  110.45  3.000
 6J6  H5   CAQ  CAP  119.01  3.000
 6J6  H5   CAQ  CAR  120.11  3.000
 6J6  CAP  CAQ  CAR  120.88  3.000
 6J6  H6   CAP  CAK  119.80  3.000
 6J6  H6   CAP  CAQ  120.00  3.000
 6J6  CAK  CAP  CAQ  120.20  3.000
 6J6  OAJ  CAK  CAP  117.73  3.000
 6J6  OAJ  CAK  CAL  122.93  3.000
 6J6  CAP  CAK  CAL  119.33  3.000
 6J6  CAI  OAJ  CAK  116.03  3.000
 6J6  H7   CAI  CAC  109.32  3.000
 6J6  H7   CAI  OAJ  108.07  3.000
 6J6  CAC  CAI  OAJ  107.93  3.000
 6J6  H7   CAI  CAN  108.65  3.000
 6J6  CAC  CAI  CAN  112.38  3.000
 6J6  OAJ  CAI  CAN  110.39  3.000
 6J6  CAB  CAC  CAD  119.13  3.000
 6J6  CAD  CAC  CAI  119.84  3.000
 6J6  CAB  CAC  CAI  121.01  3.000
 6J6  H8   CAD  CAE  119.36  3.000
 6J6  H8   CAD  CAC  119.78  3.000
 6J6  CAE  CAD  CAC  120.86  3.000
 6J6  CAF  CAE  OAH  116.19  3.000
 6J6  OAH  CAE  CAD  123.95  3.000
 6J6  CAF  CAE  CAD  119.86  3.000
 6J6  H9   OAH  CAE  111.03  3.000
 6J6  CAA  CAF  OAG  119.13  3.000
 6J6  OAG  CAF  CAE  121.73  3.000
 6J6  CAA  CAF  CAE  119.14  3.000
 6J6  H10  OAG  CAF  110.52  3.000
 6J6  H11  CAA  CAB  120.28  3.000
 6J6  H11  CAA  CAF  118.99  3.000
 6J6  CAB  CAA  CAF  120.74  3.000
 6J6  H12  CAB  CAA  119.09  3.000
 6J6  H12  CAB  CAC  120.64  3.000
 6J6  CAA  CAB  CAC  120.27  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
 6J6  CONST_01  CAQ  CAR  CAS  CAL     0.00   0.0  0
 6J6  CONST_02  CAQ  CAP  CAK  CAL     0.00   0.0  0
 6J6  CONST_03  CAP  CAQ  CAR  CAS     0.00   0.0  0
 6J6  CONST_04  CAP  CAK  CAL  CAS     0.00   0.0  0
 6J6  CONST_05  CAK  CAL  CAS  CAR     0.00   0.0  0
 6J6  CONST_06  CAK  CAP  CAQ  CAR     0.00   0.0  0
 6J6  CONST_07  CAF  CAA  CAB  CAC     0.00   0.0  0
 6J6  CONST_08  CAF  CAE  CAD  CAC     0.00   0.0  0
 6J6  CONST_09  CAA  CAB  CAC  CAD     0.00   0.0  0
 6J6  CONST_10  CAA  CAF  CAE  CAD     0.00   0.0  0
 6J6  CONST_11  CAB  CAC  CAD  CAE     0.00   0.0  0
 6J6  CONST_12  CAB  CAA  CAF  CAE     0.00   0.0  0
 6J6  CONST_13  CAA  CAB  CAC  CAI   180.00   0.0  0
 6J6  CONST_14  CAE  CAD  CAC  CAI   180.00   0.0  0
 6J6  CONST_15  OAT  CAR  CAS  CAL   180.00   0.0  0
 6J6  CONST_16  CAP  CAQ  CAR  OAT   180.00   0.0  0
 6J6  CONST_17  OAH  CAE  CAD  CAC   180.00   0.0  0
 6J6  CONST_18  OAG  CAF  CAE  CAD   180.00   0.0  0
 6J6  CONST_19  CAA  CAF  CAE  OAH   180.00   0.0  0
 6J6  CONST_20  CAB  CAA  CAF  OAG   180.00   0.0  0
 6J6  CONST_21  H3   CAS  CAL  CAM     0.00   0.0  0
 6J6  CONST_22  H6   CAP  CAK  CAL   180.00   0.0  0
 6J6  CONST_23  H5   CAQ  CAR  CAS   180.00   0.0  0
 6J6  CONST_24  H12  CAB  CAC  CAI     0.00   0.0  0
 6J6  CONST_25  H8   CAD  CAC  CAI     0.00   0.0  0
 6J6  CONST_26  H11  CAA  CAB  CAC   180.00   0.0  0
 6J6  Var_01    CAS  CAL  CAM  CAN  -174.80  30.0  1
 6J6  Var_02    CAI  CAN  CAM  CAL   -30.80  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 6J6  chir_01  CAI  CAN  OAJ  CAC  negativ

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
 6J6  plan-1  CAI  0.020
 6J6  plan-1  CAC  0.020
 6J6  plan-1  CAD  0.020
 6J6  plan-1  CAE  0.020
 6J6  plan-1  OAH  0.020
 6J6  plan-1  CAF  0.020
 6J6  plan-1  OAG  0.020
 6J6  plan-1  CAA  0.020
 6J6  plan-1  CAB  0.020
 6J6  plan-1  H8   0.020
 6J6  plan-1  H11  0.020
 6J6  plan-1  H12  0.020
 6J6  plan-2  CAM  0.020
 6J6  plan-2  CAL  0.020
 6J6  plan-2  CAS  0.020
 6J6  plan-2  CAR  0.020
 6J6  plan-2  OAT  0.020
 6J6  plan-2  CAQ  0.020
 6J6  plan-2  CAP  0.020
 6J6  plan-2  CAK  0.020
 6J6  plan-2  OAJ  0.020
 6J6  plan-2  H3   0.020
 6J6  plan-2  H5   0.020
 6J6  plan-2  H6   0.020
 6J6  plan-3  CAN  0.020
 6J6  plan-3  CAM  0.020
 6J6  plan-3  OAO  0.020
 6J6  plan-3  CAL  0.020

