# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 23:08:43 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: 2-[(2,4-difluorophenyl)amino]-7-{[(2R)-2,3-dihydroxypropyl]oxy}-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC[C@@H](O)COc1ccc2CCc3cc(Nc4ccc(F)cc4F)ccc3C(=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
 3FF  3FF  2-[(2,4-difluorophenyl)amino]-7-{[(2R)-2,3-dihydroxypropyl]oxy}-10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-one  ligand  52  31  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3FF
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
 3FF  OAA   O  O     0  -0.407   0.9603   0.3346  -2.2444
 3FF  OAC   O  OH1   0  -0.653   7.0768  -2.7352   0.1567
 3FF  FAE   F  F     0  -0.297  -6.8704   1.6523   0.0672
 3FF  CAF   C  CR16  0  -0.421  -6.4721  -2.3956  -0.4054
 3FF  CAG   C  CR16  0  -0.335  -2.8353  -0.0442  -0.8281
 3FF  CAH   C  CR16  0  -0.367   4.5096   1.4151   0.9430
 3FF  CAI   C  CR16  0  -0.312   3.4340   2.2654   1.1617
 3FF  CAJ   C  CR16  0  -0.257  -5.4393  -1.6485   0.1375
 3FF  CAK   C  CR16  0  -0.248  -1.5302   0.0731  -1.2398
 3FF  CAL   C  CR16  0  -0.564  -7.8034  -0.3838  -0.6013
 3FF  CAM   C  CR16  0  -0.414  -2.2742   1.2759   1.0943
 3FF  CAN   C  CR16  0  -0.382   3.1328   0.1319  -0.5459
 3FF  CAO   C  CH2   0  -0.163   8.9539  -1.1818   0.2530
 3FF  CAP   C  CH2   0  -0.551   1.0481   2.9752   0.8621
 3FF  CAQ   C  CH2   0  -0.520  -0.0681   2.2249   1.5759
 3FF  CAR   C  CH2   0  -0.195   6.6158  -0.3586   0.3382
 3FF  NAS   N  NH1   0  -0.779  -4.5144   0.5013   0.8441
 3FF  OAT   O  O2    0  -0.473   5.3279  -0.5580  -0.2071
 3FF  CAU   C  C     0   0.303   0.8135   0.7072  -1.0912
 3FF  CAV   C  CR6   0   0.540  -7.6386  -1.7460  -0.7608
 3FF  CAW   C  CR6   0   0.410  -3.2344   0.5588   0.3731
 3FF  CAX   C  CR6   0   0.523  -6.7424   0.3304  -0.0823
 3FF  CAY   C  CR6   0   0.395   4.3578   0.3308   0.0841
 3FF  CAZ   C  CR6   0   0.117   2.1987   2.0669   0.5614
 3FF  CBA   C  CR6   0   0.136  -0.9533   1.3895   0.6882
 3FF  CBB   C  CR6   0   0.121  -5.5471  -0.2697   0.2996
 3FF  CBC   C  CR6   0  -0.099  -0.5479   0.7619  -0.5075
 3FF  CBD   C  CR6   0  -0.034   2.0564   0.9781  -0.3028
 3FF  CBE   C  CH1   0  -0.040   7.5267  -1.4516  -0.1977
 3FF  HOAB  H  HOH1  0   0.456  10.6992  -1.9592  -0.0277
 3FF  HOAC  H  HOH1  0   0.444   7.1690  -2.8436   1.1098
 3FF  HAF   H  HCR6  0   0.290  -6.3747  -3.4650  -0.5320
 3FF  HAG   H  HCR6  0   0.274  -3.5377  -0.5936  -1.4393
 3FF  HAH   H  HCR6  0   0.283   5.4459   1.6158   1.4459
 3FF  HAI   H  HCR6  0   0.257   3.5675   3.1099   1.8270
 3FF  HAJ   H  HCR6  0   0.296  -4.5286  -2.1455   0.4451
 3FF  HAK   H  HCR6  0   0.263  -1.2488  -0.4026  -2.1687
 3FF  HAL   H  HCR6  0   0.308  -8.7219   0.1118  -0.8879
 3FF  HAM   H  HCR6  0   0.260  -2.5783   1.7749   2.0082
 3FF  HAN   H  HCR6  0   0.264   3.0275  -0.7024  -1.2279
 3FF  HAO   H  HCH2  0   0.195   8.9964  -1.2020   1.3527
 3FF  HAOA  H  HCH2  0   0.203   9.2315  -0.1651  -0.0538
 3FF  HAP   H  HCH2  0   0.254   0.6614   3.4444  -0.0476
 3FF  HAPA  H  HCH2  0   0.267   1.3918   3.7895   1.5017
 3FF  HAQ   H  HCH2  0   0.263   0.3673   1.5901   2.3546
 3FF  HAQA  H  HCH2  0   0.263  -0.7022   2.9423   2.0992
 3FF  HAR   H  HCH2  0   0.229   7.0062   0.6252   0.0536
 3FF  HARA  H  HCH2  0   0.226   6.5843  -0.3965   1.4351
 3FF  HNAS  H  HNH1  0   0.406  -4.7352   1.0742   1.6436
 3FF  HBE   H  HCH1  0   0.238   7.4979  -1.4161  -1.2919
 3FF  FAD   F  F     0  -0.308  -8.6507  -2.4544  -1.2764
 3FF  OAB   O  OH1   0  -0.665   9.8019  -2.1466  -0.3169

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
 3FF  OAA  CAU   double    1.221  0.020  1.221
 3FF  OAB  CAO   single    1.405  0.020  1.405
 3FF  OAC  CBE   single    1.406  0.020  1.406
 3FF  FAD  CAV   single    1.339  0.020  1.339
 3FF  FAE  CAX   single    1.336  0.020  1.336
 3FF  CAF  CAJ   aromatic  1.385  0.020  1.385
 3FF  CAF  CAV   aromatic  1.382  0.020  1.382
 3FF  CAG  CAK   aromatic  1.373  0.020  1.373
 3FF  CAG  CAW   aromatic  1.402  0.020  1.402
 3FF  CAH  CAI   aromatic  1.388  0.020  1.388
 3FF  CAH  CAY   aromatic  1.391  0.020  1.391
 3FF  CAI  CAZ   aromatic  1.388  0.020  1.388
 3FF  CAJ  CBB   aromatic  1.393  0.020  1.393
 3FF  CAK  CBC   aromatic  1.406  0.020  1.406
 3FF  CAL  CAV   aromatic  1.381  0.020  1.381
 3FF  CAL  CAX   aromatic  1.380  0.020  1.380
 3FF  CAM  CAW   aromatic  1.399  0.020  1.399
 3FF  CAM  CBA   aromatic  1.387  0.020  1.387
 3FF  CAN  CAY   aromatic  1.392  0.020  1.392
 3FF  CAN  CBD   aromatic  1.391  0.020  1.391
 3FF  CAO  CBE   single    1.521  0.020  1.521
 3FF  CAP  CAQ   single    1.523  0.020  1.523
 3FF  CAP  CAZ   single    1.496  0.020  1.496
 3FF  CAQ  CBA   single    1.506  0.020  1.506
 3FF  CAR  OAT   single    1.413  0.020  1.413
 3FF  CAR  CBE   single    1.520  0.020  1.520
 3FF  NAS  CAW   single    1.365  0.020  1.365
 3FF  NAS  CBB   single    1.399  0.020  1.399
 3FF  OAT  CAY   single    1.348  0.020  1.348
 3FF  CAU  CBC   single    1.482  0.020  1.482
 3FF  CAU  CBD   single    1.497  0.020  1.497
 3FF  CAX  CBB   aromatic  1.391  0.020  1.391
 3FF  CAZ  CBD   aromatic  1.397  0.020  1.397
 3FF  CBA  CBC   aromatic  1.410  0.020  1.410
 3FF  OAB  HOAB  single    0.850  0.020  0.980
 3FF  OAC  HOAC  single    0.850  0.020  0.980
 3FF  CAF  HAF   single    0.930  0.020  1.080
 3FF  CAG  HAG   single    0.930  0.020  1.080
 3FF  CAH  HAH   single    0.930  0.020  1.080
 3FF  CAI  HAI   single    0.930  0.020  1.080
 3FF  CAJ  HAJ   single    0.930  0.020  1.080
 3FF  CAK  HAK   single    0.930  0.020  1.080
 3FF  CAL  HAL   single    0.930  0.020  1.080
 3FF  CAM  HAM   single    0.930  0.020  1.080
 3FF  CAN  HAN   single    0.930  0.020  1.080
 3FF  CAO  HAO   single    0.970  0.020  1.090
 3FF  CAO  HAOA  single    0.970  0.020  1.090
 3FF  CAP  HAP   single    0.970  0.020  1.090
 3FF  CAP  HAPA  single    0.970  0.020  1.090
 3FF  CAQ  HAQ   single    0.970  0.020  1.090
 3FF  CAQ  HAQA  single    0.970  0.020  1.090
 3FF  CAR  HAR   single    0.970  0.020  1.090
 3FF  CAR  HARA  single    0.970  0.020  1.090
 3FF  NAS  HNAS  single    0.860  0.020  1.020
 3FF  CBE  HBE   single    0.970  0.020  1.090

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
 3FF  HOAC  OAC  CBE  108.75  3.000
 3FF  HAF   CAF  CAV  120.73  3.000
 3FF  HAF   CAF  CAJ  120.79  3.000
 3FF  CAV   CAF  CAJ  118.47  3.000
 3FF  HAG   CAG  CAW  121.20  3.000
 3FF  HAG   CAG  CAK  119.42  3.000
 3FF  CAW   CAG  CAK  119.38  3.000
 3FF  HAH   CAH  CAY  121.73  3.000
 3FF  HAH   CAH  CAI  118.93  3.000
 3FF  CAY   CAH  CAI  119.34  3.000
 3FF  HAI   CAI  CAZ  119.14  3.000
 3FF  HAI   CAI  CAH  118.60  3.000
 3FF  CAZ   CAI  CAH  122.26  3.000
 3FF  HAJ   CAJ  CBB  119.13  3.000
 3FF  HAJ   CAJ  CAF  119.42  3.000
 3FF  CBB   CAJ  CAF  121.45  3.000
 3FF  HAK   CAK  CBC  118.78  3.000
 3FF  HAK   CAK  CAG  117.87  3.000
 3FF  CBC   CAK  CAG  123.35  3.000
 3FF  HAL   CAL  CAX  121.00  3.000
 3FF  HAL   CAL  CAV  121.48  3.000
 3FF  CAX   CAL  CAV  117.51  3.000
 3FF  HAM   CAM  CBA  118.43  3.000
 3FF  HAM   CAM  CAW  118.55  3.000
 3FF  CBA   CAM  CAW  123.02  3.000
 3FF  HAN   CAN  CBD  120.24  3.000
 3FF  HAN   CAN  CAY  118.74  3.000
 3FF  CBD   CAN  CAY  121.01  3.000
 3FF  HAOA  CAO  HAO  106.65  3.000
 3FF  HAOA  CAO  CBE  108.59  3.000
 3FF  HAO   CAO  CBE  109.21  3.000
 3FF  HAOA  CAO  OAB  111.71  3.000
 3FF  HAO   CAO  OAB  111.67  3.000
 3FF  CBE   CAO  OAB  108.92  3.000
 3FF  HAPA  CAP  HAP  106.18  3.000
 3FF  HAPA  CAP  CAZ  109.18  3.000
 3FF  HAP   CAP  CAZ  111.40  3.000
 3FF  HAPA  CAP  CAQ  108.90  3.000
 3FF  HAP   CAP  CAQ  110.00  3.000
 3FF  CAZ   CAP  CAQ  111.02  3.000
 3FF  HAQA  CAQ  HAQ  105.74  3.000
 3FF  HAQA  CAQ  CBA  107.80  3.000
 3FF  HAQ   CAQ  CBA  109.34  3.000
 3FF  HAQA  CAQ  CAP  109.08  3.000
 3FF  HAQ   CAQ  CAP  109.12  3.000
 3FF  CBA   CAQ  CAP  115.33  3.000
 3FF  HARA  CAR  HAR  107.49  3.000
 3FF  HARA  CAR  CBE  110.15  3.000
 3FF  HAR   CAR  CBE  109.90  3.000
 3FF  HARA  CAR  OAT  110.76  3.000
 3FF  HAR   CAR  OAT  110.56  3.000
 3FF  CBE   CAR  OAT  107.98  3.000
 3FF  HNAS  NAS  CBB  117.40  3.000
 3FF  HNAS  NAS  CAW  117.07  3.000
 3FF  CBB   NAS  CAW  125.52  3.000
 3FF  CAY   OAT  CAR  118.67  3.000
 3FF  CBD   CAU  CBC  123.27  3.000
 3FF  CBD   CAU  OAA  116.94  3.000
 3FF  CBC   CAU  OAA  119.58  3.000
 3FF  CAL   CAV  CAF  122.32  3.000
 3FF  CAL   CAV  FAD  118.43  3.000
 3FF  CAF   CAV  FAD  119.25  3.000
 3FF  NAS   CAW  CAM  119.17  3.000
 3FF  NAS   CAW  CAG  122.98  3.000
 3FF  CAM   CAW  CAG  117.83  3.000
 3FF  CBB   CAX  CAL  122.73  3.000
 3FF  CBB   CAX  FAE  118.57  3.000
 3FF  CAL   CAX  FAE  118.70  3.000
 3FF  OAT   CAY  CAN  116.20  3.000
 3FF  OAT   CAY  CAH  124.67  3.000
 3FF  CAN   CAY  CAH  119.13  3.000
 3FF  CBD   CAZ  CAP  121.26  3.000
 3FF  CBD   CAZ  CAI  118.01  3.000
 3FF  CAP   CAZ  CAI  120.70  3.000
 3FF  CBC   CBA  CAQ  125.28  3.000
 3FF  CBC   CBA  CAM  119.07  3.000
 3FF  CAQ   CBA  CAM  115.63  3.000
 3FF  CAX   CBB  NAS  120.23  3.000
 3FF  CAX   CBB  CAJ  117.50  3.000
 3FF  NAS   CBB  CAJ  122.26  3.000
 3FF  CBA   CBC  CAU  127.91  3.000
 3FF  CBA   CBC  CAK  117.32  3.000
 3FF  CAU   CBC  CAK  114.75  3.000
 3FF  CAZ   CBD  CAU  123.46  3.000
 3FF  CAZ   CBD  CAN  120.22  3.000
 3FF  CAU   CBD  CAN  116.15  3.000
 3FF  HBE   CBE  CAR  108.25  3.000
 3FF  HBE   CBE  CAO  108.36  3.000
 3FF  CAR   CBE  CAO  109.28  3.000
 3FF  HBE   CBE  OAC  105.85  3.000
 3FF  CAR   CBE  OAC  112.08  3.000
 3FF  CAO   CBE  OAC  112.81  3.000
 3FF  HOAB  OAB  CAO  107.91  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
 3FF  CONST_01  CAX  CBB  CAJ  CAF     0.00   0.0  0
 3FF  CONST_02  CAX  CAL  CAV  CAF     0.00   0.0  0
 3FF  CONST_03  CBA  CAM  CAW  CAG     0.00   0.0  0
 3FF  CONST_04  CBD  CAN  CAY  CAH     0.00   0.0  0
 3FF  CONST_05  CAN  CAY  CAH  CAI     0.00   0.0  0
 3FF  CONST_06  CAL  CAV  CAF  CAJ     0.00   0.0  0
 3FF  CONST_07  CAL  CAX  CBB  CAJ     0.00   0.0  0
 3FF  CONST_08  CAM  CAW  CAG  CAK     0.00   0.0  0
 3FF  CONST_09  CBB  CAJ  CAF  CAV     0.00   0.0  0
 3FF  CONST_10  CBB  CAX  CAL  CAV     0.00   0.0  0
 3FF  CONST_11  CBC  CAK  CAG  CAW     0.00   0.0  0
 3FF  CONST_12  CAZ  CAI  CAH  CAY     0.00   0.0  0
 3FF  CONST_13  CAJ  CAF  CAV  FAD   180.00   0.0  0
 3FF  CONST_14  CAX  CAL  CAV  FAD   180.00   0.0  0
 3FF  CONST_15  CAV  CAL  CAX  FAE   180.00   0.0  0
 3FF  CONST_16  CAJ  CBB  CAX  FAE   180.00   0.0  0
 3FF  CONST_17  NAS  CBB  CAJ  CAF   180.00   0.0  0
 3FF  CONST_18  OAT  CAY  CAH  CAI   180.00   0.0  0
 3FF  CONST_19  NAS  CAW  CAG  CAK   180.00   0.0  0
 3FF  CONST_20  NAS  CBB  CAX  CAL   180.00   0.0  0
 3FF  CONST_21  CBA  CAM  CAW  NAS   180.00   0.0  0
 3FF  CONST_22  CBD  CAN  CAY  OAT   180.00   0.0  0
 3FF  CONST_23  HAL  CAL  CAV  CAF   180.00   0.0  0
 3FF  CONST_24  HAM  CAM  CAW  CAG   180.00   0.0  0
 3FF  CONST_25  HAN  CAN  CAY  CAH   180.00   0.0  0
 3FF  CONST_26  HAF  CAF  CAV  CAL   180.00   0.0  0
 3FF  CONST_27  HAG  CAG  CAW  CAM   180.00   0.0  0
 3FF  CONST_28  HAH  CAH  CAY  CAN   180.00   0.0  0
 3FF  CONST_29  HAJ  CAJ  CAF  CAV   180.00   0.0  0
 3FF  CONST_30  HAK  CAK  CAG  CAW   180.00   0.0  0
 3FF  CONST_31  HAI  CAI  CAH  CAY   180.00   0.0  0
 3FF  Var_01    CBB  NAS  CAW  CAG     7.63  30.0  3
 3FF  Var_02    CAW  NAS  CBB  CAJ    56.37  30.0  2
 3FF  Var_03    CBE  CAR  OAT  CAY  -177.21  30.0  2

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
 3FF  chir_01  CBE  OAC  CAO  CAR  positiv

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
 3FF  plan-1  FAE  0.020
 3FF  plan-1  CAF  0.020
 3FF  plan-1  CAJ  0.020
 3FF  plan-1  CAL  0.020
 3FF  plan-1  NAS  0.020
 3FF  plan-1  CAV  0.020
 3FF  plan-1  CAX  0.020
 3FF  plan-1  CBB  0.020
 3FF  plan-1  HAF  0.020
 3FF  plan-1  HAJ  0.020
 3FF  plan-1  HAL  0.020
 3FF  plan-1  FAD  0.020
 3FF  plan-2  CAG  0.020
 3FF  plan-2  CAK  0.020
 3FF  plan-2  CAM  0.020
 3FF  plan-2  CAQ  0.020
 3FF  plan-2  NAS  0.020
 3FF  plan-2  CAU  0.020
 3FF  plan-2  CAW  0.020
 3FF  plan-2  CBA  0.020
 3FF  plan-2  CBC  0.020
 3FF  plan-2  HAG  0.020
 3FF  plan-2  HAK  0.020
 3FF  plan-2  HAM  0.020
 3FF  plan-3  CAH  0.020
 3FF  plan-3  CAI  0.020
 3FF  plan-3  CAN  0.020
 3FF  plan-3  CAP  0.020
 3FF  plan-3  OAT  0.020
 3FF  plan-3  CAU  0.020
 3FF  plan-3  CAY  0.020
 3FF  plan-3  CAZ  0.020
 3FF  plan-3  CBD  0.020
 3FF  plan-3  HAH  0.020
 3FF  plan-3  HAI  0.020
 3FF  plan-3  HAN  0.020
 3FF  plan-4  OAA  0.020
 3FF  plan-4  CAU  0.020
 3FF  plan-4  CBC  0.020
 3FF  plan-4  CBD  0.020

