# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 21 17:28:04 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 2-[(3-chloranyl-4-fluoranyl-phenyl)methyl]-6,7-bis(oxidanyl)-3H-isoindol-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc2CN(Cc3ccc(F)c(Cl)c3)C(=O)c2c1O
#
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
 19C  19C  2-[(3-chloranyl-4-fluoranyl-phenyl)methyl]-6,7-bis(oxidanyl)-3H-isoindol-1-one  ligand  32  21  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_19C
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
 19C  OAA   O   O     0  -0.504   1.6427  -2.2721   1.2056
 19C  OAB   O   OH1   0  -0.629   5.8580  -0.0439  -1.1558
 19C  OAC   O   OH1   0  -0.615   4.2723  -1.9027  -0.1022
 19C  CAF   C   CR16  0  -0.371   4.2487   1.6867  -0.6589
 19C  CAG   C   CR16  0  -0.401  -2.8077  -1.3954  -1.0039
 19C  CAH   C   CR16  0  -0.266  -1.7808  -1.4421  -0.0768
 19C  CAI   C   CR16  0  -0.347   3.0179   2.0773  -0.1281
 19C  CAJ   C   CR16  0  -0.262  -2.8107   0.3196   1.1831
 19C  CAK   C   CH2   0  -0.404  -0.6325  -0.6342   2.0104
 19C  CAL   C   CH2   0  -0.266   0.8585   1.1657   1.0521
 19C  CAM   C   CR5   0   0.602   1.6075  -1.0554   1.0505
 19C  CAN   C   CR6   0   0.279   4.6747   0.3628  -0.6524
 19C  CAO   C   CR6   0   0.601  -3.8332  -0.4865  -0.8270
 19C  CAP   C   CR6   0   0.266   3.8518  -0.6297  -0.0984
 19C  CAQ   C   CR6   0  -0.214  -3.8453   0.3693   0.2595
 19C  CAR   C   CR6   0   0.109  -1.7719  -0.5871   1.0225
 19C  CAS   C   CR56  0   0.037   2.2145   1.1008   0.4164
 19C  CAT   C   CR56  0  -0.186   2.6387  -0.2205   0.4267
 19C  NAU   N   NR5   0  -0.499   0.6125  -0.2168   1.4171
 19C  HOAB  H   HOH1  0   0.477   6.3449   0.7076  -1.5118
 19C  HOAC  H   HOH1  0   0.474   3.5913  -2.4639   0.3001
 19C  HAF   H   HCR6  0   0.279   4.8990   2.4393  -1.0916
 19C  HAG   H   HCR6  0   0.293  -2.8202  -2.0591  -1.8582
 19C  HAH   H   HCR6  0   0.271  -0.9827  -2.1612  -0.2116
 19C  HAI   H   HCR6  0   0.260   2.7222   3.1175  -0.1537
 19C  HAJ   H   HCR6  0   0.289  -2.8199   0.9967   2.0280
 19C  HAK   H   HCH2  0   0.281  -0.8528   0.0026   2.8695
 19C  HAKA  H   HCH2  0   0.287  -0.5021  -1.6480   2.3901
 19C  HAL1  H   HCH2  0   0.275   0.8385   1.8102   1.9352
 19C  HAL2  H   HCH2  0   0.271   0.0948   1.5306   0.3587
 19C  FAD   F   F     0  -0.294  -4.8284  -0.4295  -1.7140
 19C  CLA   CL  CL    0  -0.091  -5.1420   1.4879   0.4455

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
 19C  OAA  CAM   double    1.227  0.020  1.227
 19C  OAB  CAN   single    1.349  0.020  1.349
 19C  OAC  CAP   single    1.341  0.020  1.341
 19C  FAD  CAO   single    1.334  0.020  1.334
 19C  CLA  CAQ   single    1.723  0.020  1.723
 19C  CAF  CAI   aromatic  1.396  0.020  1.396
 19C  CAF  CAN   aromatic  1.391  0.020  1.391
 19C  CAG  CAH   aromatic  1.384  0.020  1.384
 19C  CAG  CAO   aromatic  1.382  0.020  1.382
 19C  CAH  CAR   aromatic  1.393  0.020  1.393
 19C  CAI  CAS   aromatic  1.377  0.020  1.377
 19C  CAJ  CAQ   aromatic  1.388  0.020  1.388
 19C  CAJ  CAR   aromatic  1.388  0.020  1.388
 19C  CAK  CAR   single    1.509  0.020  1.509
 19C  CAK  NAU   single    1.441  0.020  1.441
 19C  CAL  CAS   single    1.499  0.020  1.499
 19C  CAL  NAU   single    1.451  0.020  1.451
 19C  CAM  CAT   single    1.466  0.020  1.466
 19C  CAM  NAU   single    1.352  0.020  1.352
 19C  CAN  CAP   aromatic  1.403  0.020  1.403
 19C  CAO  CAQ   aromatic  1.383  0.020  1.383
 19C  CAP  CAT   aromatic  1.384  0.020  1.384
 19C  CAS  CAT   aromatic  1.388  0.020  1.388
 19C  OAB  HOAB  single    0.850  0.020  0.980
 19C  OAC  HOAC  single    0.850  0.020  0.980
 19C  CAF  HAF   single    0.930  0.020  1.080
 19C  CAG  HAG   single    0.930  0.020  1.080
 19C  CAH  HAH   single    0.930  0.020  1.080
 19C  CAI  HAI   single    0.930  0.020  1.080
 19C  CAJ  HAJ   single    0.930  0.020  1.080
 19C  CAK  HAK   single    0.970  0.020  1.090
 19C  CAK  HAKA  single    0.970  0.020  1.090
 19C  CAL  HAL1  single    0.970  0.020  1.090
 19C  CAL  HAL2  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
 19C  HOAB  OAB  CAN   110.24  3.000
 19C  HOAC  OAC  CAP   109.15  3.000
 19C  HAF   CAF  CAN   118.60  3.000
 19C  HAF   CAF  CAI   119.09  3.000
 19C  CAN   CAF  CAI   122.31  3.000
 19C  HAG   CAG  CAO   119.74  3.000
 19C  HAG   CAG  CAH   121.11  3.000
 19C  CAO   CAG  CAH   119.14  3.000
 19C  HAH   CAH  CAR   120.09  3.000
 19C  HAH   CAH  CAG   119.07  3.000
 19C  CAR   CAH  CAG   120.84  3.000
 19C  HAI   CAI  CAS   122.13  3.000
 19C  HAI   CAI  CAF   120.07  3.000
 19C  CAS   CAI  CAF   117.80  3.000
 19C  HAJ   CAJ  CAR   120.34  3.000
 19C  HAJ   CAJ  CAQ   119.38  3.000
 19C  CAR   CAJ  CAQ   120.28  3.000
 19C  HAKA  CAK  HAK   107.00  3.000
 19C  HAKA  CAK  NAU   108.02  3.000
 19C  HAK   CAK  NAU   109.23  3.000
 19C  HAKA  CAK  CAR   110.33  3.000
 19C  HAK   CAK  CAR   110.16  3.000
 19C  NAU   CAK  CAR   111.96  3.000
 19C  HAL2  CAL  HAL1  107.61  3.000
 19C  HAL2  CAL  NAU   111.03  3.000
 19C  HAL1  CAL  NAU   110.81  3.000
 19C  HAL2  CAL  CAS   112.16  3.000
 19C  HAL1  CAL  CAS   112.61  3.000
 19C  NAU   CAL  CAS   102.64  3.000
 19C  NAU   CAM  CAT   106.25  3.000
 19C  NAU   CAM  OAA   127.00  3.000
 19C  CAT   CAM  OAA   126.75  3.000
 19C  CAP   CAN  CAF   119.70  3.000
 19C  CAP   CAN  OAB   116.65  3.000
 19C  CAF   CAN  OAB   123.64  3.000
 19C  CAQ   CAO  CAG   120.94  3.000
 19C  CAQ   CAO  FAD   119.29  3.000
 19C  CAG   CAO  FAD   119.77  3.000
 19C  CAT   CAP  CAN   117.05  3.000
 19C  CAT   CAP  OAC   123.84  3.000
 19C  CAN   CAP  OAC   119.11  3.000
 19C  CAO   CAQ  CAJ   119.61  3.000
 19C  CAO   CAQ  CLA   119.55  3.000
 19C  CAJ   CAQ  CLA   120.84  3.000
 19C  CAK   CAR  CAJ   120.64  3.000
 19C  CAK   CAR  CAH   120.16  3.000
 19C  CAJ   CAR  CAH   119.18  3.000
 19C  CAT   CAS  CAL   108.34  3.000
 19C  CAT   CAS  CAI   119.98  3.000
 19C  CAL   CAS  CAI   131.68  3.000
 19C  CAS   CAT  CAP   123.15  3.000
 19C  CAS   CAT  CAM   109.29  3.000
 19C  CAP   CAT  CAM   127.56  3.000
 19C  CAM   NAU  CAL   113.46  3.000
 19C  CAM   NAU  CAK   124.60  3.000
 19C  CAL   NAU  CAK   121.74  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
 19C  CONST_01  CAT   CAS  CAI  CAF    0.00   0.0  0
 19C  CONST_02  CAT   CAP  CAN  CAF    0.00   0.0  0
 19C  CONST_03  CAJ   CAR  CAH  CAG    0.00   0.0  0
 19C  CONST_04  CAJ   CAQ  CAO  CAG    0.00   0.0  0
 19C  CONST_05  CAQ   CAO  CAG  CAH    0.00   0.0  0
 19C  CONST_06  CAQ   CAJ  CAR  CAH    0.00   0.0  0
 19C  CONST_07  CAP   CAN  CAF  CAI    0.00   0.0  0
 19C  CONST_08  CAP   CAT  CAS  CAI    0.00   0.0  0
 19C  CONST_09  CAS   CAI  CAF  CAN    0.00   0.0  0
 19C  CONST_10  CAS   CAT  CAP  CAN    0.00   0.0  0
 19C  CONST_11  CAR   CAH  CAG  CAO    0.00   0.0  0
 19C  CONST_12  CAR   CAJ  CAQ  CAO    0.00   0.0  0
 19C  CONST_13  CAT   CAM  NAU  CAL    0.00   0.0  0
 19C  CONST_14  CAI   CAF  CAN  OAB  180.00   0.0  0
 19C  CONST_15  CAT   CAP  CAN  OAB  180.00   0.0  0
 19C  CONST_16  CAF   CAN  CAP  OAC  180.00   0.0  0
 19C  CONST_17  CAM   CAT  CAP  OAC    0.00   0.0  0
 19C  CONST_18  CAS   CAT  CAP  OAC  180.00   0.0  0
 19C  CONST_19  CAH   CAG  CAO  FAD  180.00   0.0  0
 19C  CONST_20  CAJ   CAQ  CAO  FAD  180.00   0.0  0
 19C  CONST_21  CAR   CAJ  CAQ  CLA  180.00   0.0  0
 19C  CONST_22  CAG   CAO  CAQ  CLA  180.00   0.0  0
 19C  CONST_23  CAK   CAR  CAH  CAG  180.00   0.0  0
 19C  CONST_24  CAQ   CAJ  CAR  CAK  180.00   0.0  0
 19C  CONST_25  CAL   NAU  CAM  OAA  180.00   0.0  0
 19C  CONST_26  CAT   CAM  NAU  CAK  180.00   0.0  0
 19C  CONST_27  HAJ   CAJ  CAR  CAH  180.00   0.0  0
 19C  CONST_28  HAH   CAH  CAR  CAJ  180.00   0.0  0
 19C  CONST_29  HAI   CAI  CAS  CAL    0.00   0.0  0
 19C  CONST_30  HAF   CAF  CAN  CAP  180.00   0.0  0
 19C  CONST_31  HAG   CAG  CAO  CAQ  180.00   0.0  0
 19C  CONST_32  CAK   NAU  CAM  OAA    0.00   0.0  0
 19C  Var_01    NAU   CAK  CAR  CAH   65.73  30.0  2
 19C  Var_02    CAR   CAK  NAU  CAL   70.51  30.0  2
 19C  Var_03    HAL1  CAL  CAS  CAI  -60.11  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
 19C  plan-1  CAG  0.020
 19C  plan-1  CAH  0.020
 19C  plan-1  CAJ  0.020
 19C  plan-1  CAK  0.020
 19C  plan-1  CAO  0.020
 19C  plan-1  CAQ  0.020
 19C  plan-1  CAR  0.020
 19C  plan-1  HAG  0.020
 19C  plan-1  HAH  0.020
 19C  plan-1  HAJ  0.020
 19C  plan-1  FAD  0.020
 19C  plan-1  CLA  0.020
 19C  plan-2  OAA  0.020
 19C  plan-2  OAB  0.020
 19C  plan-2  OAC  0.020
 19C  plan-2  CAF  0.020
 19C  plan-2  CAI  0.020
 19C  plan-2  CAK  0.020
 19C  plan-2  CAL  0.020
 19C  plan-2  CAM  0.020
 19C  plan-2  CAN  0.020
 19C  plan-2  CAP  0.020
 19C  plan-2  CAS  0.020
 19C  plan-2  CAT  0.020
 19C  plan-2  NAU  0.020
 19C  plan-2  HAF  0.020
 19C  plan-2  HAI  0.020

