# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 07:42:41 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1
#
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
 RHN  RHN  '4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid'  ligand  28  21  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_RHN
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
 RHN  OAA   O  O      0  -0.580  -4.6197   1.8887  -0.1789
 RHN  OAB   O  O      0  -0.377   0.2085   2.8245   0.0630
 RHN  OAC   O  O      0  -0.448   1.2503  -2.4314   0.0150
 RHN  OAD   O  OC    -1  -0.581  -5.3360  -0.2241  -0.2322
 RHN  OAE   O  OH1    0  -0.586   3.7918  -1.9432   0.1389
 RHN  OAF   O  OH1    0  -0.624  -1.2233  -2.9696  -0.1134
 RHN  CAG   C  CR16   0  -0.217   4.1767   1.6608   0.2313
 RHN  CAH   C  CR16   0  -0.375   4.4855   0.3183   0.2167
 RHN  CAI   C  CR16   0  -0.304   2.8535   2.0781   0.1769
 RHN  CAJ   C  C1     0  -0.384  -2.7286  -1.1851  -0.1483
 RHN  CAK   C  C1     0  -0.360  -1.9572   1.0825  -0.0725
 RHN  CAL   C  C      0   0.416  -4.4586   0.6556  -0.1881
 RHN  CAM   C  C      0  -0.064  -3.0098   0.1668  -0.1360
 RHN  CAN   C  CR6    0   0.378   3.4770  -0.6484   0.1494
 RHN  CAO   C  C      0   0.401  -1.4123  -1.6536  -0.0977
 RHN  CAP   C  C      0   0.316   0.4416   1.6328   0.0510
 RHN  CAQ   C  C      0   0.430   1.0318  -1.2207   0.0254
 RHN  CAR   C  CR6    0  -0.034   1.8421   1.1363   0.1084
 RHN  CAS   C  C      0  -0.001  -0.6503   0.6396  -0.0200
 RHN  CAT   C  CR6    0  -0.129   2.1295  -0.2431   0.0939
 RHN  CAU   C  C      0  -0.210  -0.3495  -0.7328  -0.0313
 RHN  HOAE  H  HOH1   0   0.483   4.7501  -2.0475   0.1887
 RHN  HOAF  H  HOH1   0   0.481  -0.2505  -3.1235  -0.0679
 RHN  HAG   H  HCR6   0   0.282   4.9728   2.3906   0.2855
 RHN  HAH   H  HCR6   0   0.291   5.5217   0.0018   0.2597
 RHN  HAI   H  HCR6   0   0.271   2.6172   3.1322   0.1883
 RHN  HAJ   H  H      0   0.269  -3.5361  -1.9043  -0.1965
 RHN  HAK   H  H      0   0.255  -2.1699   2.1419  -0.0633

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
 RHN  OAA  CAL   deloc     1.244  0.020  1.244
 RHN  CAP  OAB   double    1.214  0.020  1.214
 RHN  OAC  CAQ   double    1.230  0.020  1.230
 RHN  CAL  OAD   deloc     1.243  0.020  1.243
 RHN  OAE  CAN   single    1.333  0.020  1.333
 RHN  OAE  HOAE  single    0.850  0.020  0.980
 RHN  OAF  CAO   single    1.330  0.020  1.330
 RHN  OAF  HOAF  single    0.850  0.020  0.980
 RHN  CAH  CAG   aromatic  1.378  0.020  1.378
 RHN  CAG  CAI   aromatic  1.389  0.020  1.389
 RHN  CAG  HAG   single    0.930  0.020  1.080
 RHN  CAN  CAH   aromatic  1.399  0.020  1.399
 RHN  CAH  HAH   single    0.930  0.020  1.080
 RHN  CAR  CAI   aromatic  1.384  0.020  1.384
 RHN  CAI  HAI   single    0.930  0.020  1.080
 RHN  CAO  CAJ   aromatic  1.398  0.020  1.398
 RHN  CAJ  CAM   aromatic  1.381  0.020  1.381
 RHN  CAJ  HAJ   single    0.930  0.020  1.080
 RHN  CAS  CAK   aromatic  1.381  0.020  1.381
 RHN  CAM  CAK   aromatic  1.397  0.020  1.397
 RHN  CAK  HAK   single    0.930  0.020  1.080
 RHN  CAM  CAL   single    1.530  0.020  1.530
 RHN  CAN  CAT   aromatic  1.408  0.020  1.408
 RHN  CAO  CAU   aromatic  1.408  0.020  1.408
 RHN  CAR  CAP   single    1.487  0.020  1.487
 RHN  CAS  CAP   single    1.478  0.020  1.478
 RHN  CAQ  CAT   single    1.471  0.020  1.471
 RHN  CAQ  CAU   single    1.466  0.020  1.466
 RHN  CAT  CAR   aromatic  1.409  0.020  1.409
 RHN  CAU  CAS   aromatic  1.405  0.020  1.405

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
 RHN  HOAE  OAE  CAN  109.82  3.000
 RHN  HOAF  OAF  CAO  107.11  3.000
 RHN  HAG   CAG  CAI  120.05  3.000
 RHN  HAG   CAG  CAH  119.55  3.000
 RHN  CAI   CAG  CAH  120.40  3.000
 RHN  HAH   CAH  CAN  119.29  3.000
 RHN  HAH   CAH  CAG  119.88  3.000
 RHN  CAN   CAH  CAG  120.83  3.000
 RHN  HAI   CAI  CAR  120.32  3.000
 RHN  HAI   CAI  CAG  120.09  3.000
 RHN  CAR   CAI  CAG  119.60  3.000
 RHN  HAJ   CAJ  CAO  118.77  3.000
 RHN  HAJ   CAJ  CAM  119.93  3.000
 RHN  CAO   CAJ  CAM  121.30  3.000
 RHN  HAK   CAK  CAS  120.02  3.000
 RHN  HAK   CAK  CAM  119.67  3.000
 RHN  CAS   CAK  CAM  120.31  3.000
 RHN  CAM   CAL  OAD  116.32  3.000
 RHN  CAM   CAL  OAA  116.05  3.000
 RHN  OAD   CAL  OAA  127.62  3.000
 RHN  CAL   CAM  CAK  120.38  3.000
 RHN  CAL   CAM  CAJ  120.35  3.000
 RHN  CAK   CAM  CAJ  119.27  3.000
 RHN  CAT   CAN  CAH  119.54  3.000
 RHN  CAT   CAN  OAE  120.36  3.000
 RHN  CAH   CAN  OAE  120.11  3.000
 RHN  CAU   CAO  CAJ  119.56  3.000
 RHN  CAU   CAO  OAF  122.73  3.000
 RHN  CAJ   CAO  OAF  117.71  3.000
 RHN  CAS   CAP  CAR  118.26  3.000
 RHN  CAS   CAP  OAB  121.21  3.000
 RHN  CAR   CAP  OAB  120.54  3.000
 RHN  CAU   CAQ  CAT  118.92  3.000
 RHN  CAU   CAQ  OAC  119.64  3.000
 RHN  CAT   CAQ  OAC  121.45  3.000
 RHN  CAT   CAR  CAP  121.23  3.000
 RHN  CAT   CAR  CAI  121.18  3.000
 RHN  CAP   CAR  CAI  117.58  3.000
 RHN  CAU   CAS  CAP  119.91  3.000
 RHN  CAU   CAS  CAK  121.04  3.000
 RHN  CAP   CAS  CAK  119.05  3.000
 RHN  CAR   CAT  CAQ  119.91  3.000
 RHN  CAR   CAT  CAN  118.45  3.000
 RHN  CAQ   CAT  CAN  121.63  3.000
 RHN  CAS   CAU  CAQ  121.77  3.000
 RHN  CAS   CAU  CAO  118.53  3.000
 RHN  CAQ   CAU  CAO  119.70  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
 RHN  CONST_01  CAT  CAN  CAH  CAG     0.00   0.0  0
 RHN  CONST_02  CAT  CAR  CAI  CAG     0.00   0.0  0
 RHN  CONST_03  CAR  CAI  CAG  CAH     0.00   0.0  0
 RHN  CONST_04  CAR  CAT  CAN  CAH     0.00   0.0  0
 RHN  CONST_05  CAN  CAH  CAG  CAI     0.00   0.0  0
 RHN  CONST_06  CAN  CAT  CAR  CAI     0.00   0.0  0
 RHN  CONST_07  CAS  CAU  CAO  CAJ     0.00   0.0  0
 RHN  CONST_08  CAS  CAK  CAM  CAJ     0.00   0.0  0
 RHN  CONST_09  CAO  CAU  CAS  CAK     0.00   0.0  0
 RHN  CONST_10  CAO  CAJ  CAM  CAK     0.00   0.0  0
 RHN  CONST_11  CAU  CAO  CAJ  CAM     0.00   0.0  0
 RHN  CONST_12  CAU  CAS  CAK  CAM     0.00   0.0  0
 RHN  CONST_13  CAG  CAH  CAN  OAE   180.00   0.0  0
 RHN  CONST_14  CAQ  CAT  CAN  OAE     0.00   0.0  0
 RHN  CONST_15  CAR  CAT  CAN  OAE   180.00   0.0  0
 RHN  CONST_16  CAM  CAJ  CAO  OAF   180.00   0.0  0
 RHN  CONST_17  CAQ  CAU  CAO  OAF     0.00   0.0  0
 RHN  CONST_18  CAS  CAU  CAO  OAF   180.00   0.0  0
 RHN  CONST_19  CAO  CAJ  CAM  CAL   180.00   0.0  0
 RHN  CONST_20  CAS  CAK  CAM  CAL   180.00   0.0  0
 RHN  CONST_21  HAI  CAI  CAG  CAH   180.00   0.0  0
 RHN  CONST_22  HAH  CAH  CAG  CAI   180.00   0.0  0
 RHN  CONST_23  HAK  CAK  CAM  CAJ   180.00   0.0  0
 RHN  CONST_24  HAJ  CAJ  CAM  CAK   180.00   0.0  0
 RHN  CONST_25  HAG  CAG  CAH  CAN   180.00   0.0  0
 RHN  Var_01    CAJ  CAM  CAL  OAA  -179.69  30.0  2

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
 RHN  plan-1  OAB  0.020
 RHN  plan-1  OAC  0.020
 RHN  plan-1  OAE  0.020
 RHN  plan-1  OAF  0.020
 RHN  plan-1  CAG  0.020
 RHN  plan-1  CAH  0.020
 RHN  plan-1  CAI  0.020
 RHN  plan-1  CAJ  0.020
 RHN  plan-1  CAK  0.020
 RHN  plan-1  CAL  0.020
 RHN  plan-1  CAM  0.020
 RHN  plan-1  CAN  0.020
 RHN  plan-1  CAO  0.020
 RHN  plan-1  CAP  0.020
 RHN  plan-1  CAQ  0.020
 RHN  plan-1  CAR  0.020
 RHN  plan-1  CAS  0.020
 RHN  plan-1  CAT  0.020
 RHN  plan-1  CAU  0.020
 RHN  plan-1  HAG  0.020
 RHN  plan-1  HAH  0.020
 RHN  plan-1  HAI  0.020
 RHN  plan-1  HAJ  0.020
 RHN  plan-1  HAK  0.020
 RHN  plan-2  OAA  0.020
 RHN  plan-2  OAD  0.020
 RHN  plan-2  CAL  0.020
 RHN  plan-2  CAM  0.020

