# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 13:28:02 2020
#   Inital geometry file: a 109 line input string
#   Ligand name: (4R)-2-(4-bromo-2-fluorobenzyl)-6-fluoro-1H,2'H,5'H-spiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'(2H)-tetrone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc2C(=O)N(Cc3ccc(Br)cc3F)C(=O)[C@]4(CC(=O)NC4=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
 BFI  BFI  (4R)-2-(4-bromo-2-fluorobenzyl)-6-fluoro-1H,2'H,5'H-spiro[isoquinoline-4,3'-pyrrolidine]-1,2',3,5'(2H)-tetrone  ligand  39  28  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BFI
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
 BFI  C2    C   CR16  0  -0.479   1.0134  -1.0573  -3.9036
 BFI  C3    C   CR16  0  -0.245   2.9722   0.0175  -2.2536
 BFI  C4    C   CR66  0   0.366   0.6465  -0.2627  -2.8255
 BFI  C5    C   CR6   0   0.577   2.3528  -1.2937  -4.1294
 BFI  C6    C   CR16  0  -0.411   3.3482  -0.7699  -3.3208
 BFI  C7    C   CR66  0  -0.165   1.6236   0.2770  -2.0022
 BFI  C8    C   CR6   0  -0.576  -0.7990   0.0298  -2.5766
 BFI  F9    F   F     0  -0.297   2.7010  -2.0535  -5.1683
 BFI  C11   C   CR6   0   0.592   1.2790   1.1205  -0.8477
 BFI  N14   N   NH1   0  -0.651  -2.5891   0.1926  -4.0851
 BFI  O16   O   O     0  -0.403   2.1174   1.6062  -0.1250
 BFI  N17   N   NR6   0  -0.602  -0.0687   1.3549  -0.5892
 BFI  C18   C   CH2   0  -0.571  -1.7022  -1.2111  -2.4509
 BFI  C21   C   C     0   0.560  -2.9038  -0.9012  -3.3074
 BFI  C22   C   CR6   0   0.698  -1.0994   0.9357  -1.3895
 BFI  C23   C   CH2   0  -0.402  -0.3746   2.1441   0.6079
 BFI  C25   C   CR6   0  -0.077  -0.0460   1.4092   1.8774
 BFI  C27   C   CR6   0  -0.111   0.5213   0.0747   4.2608
 BFI  C28   C   CR16  0  -0.280   0.8354   1.9432   2.8093
 BFI  C29   C   CR6   0   0.553  -0.6243   0.1895   2.1897
 BFI  C30   C   CR16  0  -0.365  -0.3600  -0.4993   3.3573
 BFI  C31   C   CR16  0  -0.228   1.1227   1.2970   4.0019
 BFI  F33   F   F     0  -0.305  -1.4855  -0.3591   1.3195
 BFI  BR36  BR  BR    0  -0.026   0.9032  -0.8310   5.8680
 BFI  C39   C   C     0   0.600  -1.4011   0.7848  -3.7800
 BFI  H2    H   HCR6  0   0.294   0.2764  -1.4880  -4.5710
 BFI  H3    H   HCR6  0   0.284   3.7310   0.4354  -1.6072
 BFI  H6    H   HCR6  0   0.297   4.3899  -0.9749  -3.5260
 BFI  H14   H   HNH1  0   0.436  -3.2129   0.5599  -4.7936
 BFI  H181  H   HCH2  0   0.332  -1.2161  -2.0992  -2.8606
 BFI  H182  H   HCH2  0   0.325  -1.9923  -1.4531  -1.4301
 BFI  H231  H   HCH2  0   0.310  -1.4303   2.3996   0.5736
 BFI  H232  H   HCH2  0   0.302   0.1826   3.0782   0.5703
 BFI  H28   H   HCR6  0   0.279   1.3096   2.8926   2.5972
 BFI  H30   H   HCR6  0   0.303  -0.8384  -1.4516   3.5434
 BFI  H31   H   HCR6  0   0.286   1.8115   1.7447   4.7045
 BFI  O13   O   O     0  -0.414  -2.2487   1.2502  -1.1861
 BFI  O15   O   O     0  -0.404  -3.9413  -1.5058  -3.3581
 BFI  O37   O   O     0  -0.383  -0.9068   1.7365  -4.3200

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
 BFI  C2   C4    aromatic  1.389  0.020  1.389
 BFI  C2   C5    aromatic  1.379  0.020  1.379
 BFI  C2   H2    single    0.930  0.020  1.080
 BFI  C3   C6    aromatic  1.379  0.020  1.379
 BFI  C3   C7    aromatic  1.396  0.020  1.396
 BFI  C3   H3    single    0.930  0.020  1.080
 BFI  C4   C7    aromatic  1.387  0.020  1.387
 BFI  C4   C8    single    1.496  0.020  1.496
 BFI  C5   C6    aromatic  1.385  0.020  1.385
 BFI  C5   F9    single    1.333  0.020  1.333
 BFI  C6   H6    single    0.930  0.020  1.080
 BFI  C7   C11   single    1.471  0.020  1.471
 BFI  C8   C18   single    1.540  0.020  1.540
 BFI  C8   C22   single    1.523  0.020  1.523
 BFI  C8   C39   single    1.543  0.020  1.543
 BFI  C11  O16   double    1.209  0.020  1.209
 BFI  C11  N17   single    1.392  0.020  1.392
 BFI  O13  C22   double    1.209  0.020  1.209
 BFI  N14  C21   single    1.379  0.020  1.379
 BFI  N14  C39   single    1.362  0.020  1.362
 BFI  N14  H14   single    0.860  0.020  1.020
 BFI  O15  C21   double    1.202  0.020  1.202
 BFI  N17  C22   single    1.371  0.020  1.371
 BFI  N17  C23   single    1.466  0.020  1.466
 BFI  C18  C21   single    1.508  0.020  1.508
 BFI  C18  H181  single    0.970  0.020  1.090
 BFI  C18  H182  single    0.970  0.020  1.090
 BFI  C23  C25   single    1.503  0.020  1.503
 BFI  C23  H231  single    0.970  0.020  1.090
 BFI  C23  H232  single    0.970  0.020  1.090
 BFI  C25  C28   aromatic  1.389  0.020  1.389
 BFI  C25  C29   aromatic  1.386  0.020  1.386
 BFI  C27  C30   aromatic  1.387  0.020  1.387
 BFI  C27  C31   aromatic  1.387  0.020  1.387
 BFI  C27  BR36  single    1.884  0.020  1.884
 BFI  C28  C31   aromatic  1.387  0.020  1.387
 BFI  C28  H28   single    0.930  0.020  1.080
 BFI  C29  C30   aromatic  1.381  0.020  1.381
 BFI  C29  F33   single    1.342  0.020  1.342
 BFI  C30  H30   single    0.930  0.020  1.080
 BFI  C31  H31   single    0.930  0.020  1.080
 BFI  O37  C39   double    1.201  0.020  1.201

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
 BFI  H2    C2   C5    119.46  3.000
 BFI  H2    C2   C4    121.73  3.000
 BFI  C5    C2   C4    118.81  3.000
 BFI  H3    C3   C7    119.91  3.000
 BFI  H3    C3   C6    119.50  3.000
 BFI  C7    C3   C6    120.59  3.000
 BFI  C8    C4   C7    120.40  3.000
 BFI  C8    C4   C2    119.77  3.000
 BFI  C7    C4   C2    119.82  3.000
 BFI  F9    C5   C6    118.86  3.000
 BFI  F9    C5   C2    118.62  3.000
 BFI  C6    C5   C2    122.52  3.000
 BFI  H6    C6   C5    120.65  3.000
 BFI  H6    C6   C3    121.19  3.000
 BFI  C5    C6   C3    118.16  3.000
 BFI  C11   C7   C4    121.60  3.000
 BFI  C11   C7   C3    118.31  3.000
 BFI  C4    C7   C3    120.09  3.000
 BFI  C39   C8   C22   103.88  3.000
 BFI  C39   C8   C18   103.24  3.000
 BFI  C22   C8   C18   107.45  3.000
 BFI  C39   C8   C4    110.06  3.000
 BFI  C22   C8   C4    115.89  3.000
 BFI  C18   C8   C4    115.01  3.000
 BFI  N17   C11  O16   119.52  3.000
 BFI  N17   C11  C7    117.98  3.000
 BFI  O16   C11  C7    122.50  3.000
 BFI  H14   N14  C39   122.43  3.000
 BFI  H14   N14  C21   122.80  3.000
 BFI  C39   N14  C21   114.69  3.000
 BFI  C23   N17  C22   118.98  3.000
 BFI  C23   N17  C11   116.37  3.000
 BFI  C22   N17  C11   124.62  3.000
 BFI  H182  C18  H181  106.84  3.000
 BFI  H182  C18  C21   111.47  3.000
 BFI  H181  C18  C21   107.98  3.000
 BFI  H182  C18  C8    114.33  3.000
 BFI  H181  C18  C8    111.32  3.000
 BFI  C21   C18  C8    104.80  3.000
 BFI  C18   C21  O15   127.48  3.000
 BFI  C18   C21  N14   107.55  3.000
 BFI  O15   C21  N14   124.92  3.000
 BFI  N17   C22  O13   122.50  3.000
 BFI  N17   C22  C8    119.25  3.000
 BFI  O13   C22  C8    118.25  3.000
 BFI  H232  C23  H231  107.12  3.000
 BFI  H232  C23  C25   109.69  3.000
 BFI  H231  C23  C25   110.73  3.000
 BFI  H232  C23  N17   109.09  3.000
 BFI  H231  C23  N17   107.66  3.000
 BFI  C25   C23  N17   112.38  3.000
 BFI  C29   C25  C28   116.87  3.000
 BFI  C29   C25  C23   121.97  3.000
 BFI  C28   C25  C23   121.14  3.000
 BFI  BR36  C27  C31   119.68  3.000
 BFI  BR36  C27  C30   119.06  3.000
 BFI  C31   C27  C30   121.26  3.000
 BFI  H28   C28  C31   119.12  3.000
 BFI  H28   C28  C25   118.93  3.000
 BFI  C31   C28  C25   121.95  3.000
 BFI  F33   C29  C30   117.86  3.000
 BFI  F33   C29  C25   118.79  3.000
 BFI  C30   C29  C25   123.35  3.000
 BFI  H30   C30  C29   119.98  3.000
 BFI  H30   C30  C27   122.24  3.000
 BFI  C29   C30  C27   117.78  3.000
 BFI  H31   C31  C28   119.87  3.000
 BFI  H31   C31  C27   121.34  3.000
 BFI  C28   C31  C27   118.79  3.000
 BFI  O37   C39  N14   127.08  3.000
 BFI  O37   C39  C8    125.31  3.000
 BFI  N14   C39  C8    107.60  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
 BFI  CONST_01  C3    C7   C4   C2      0.00   0.0  0
 BFI  CONST_02  C3    C6   C5   C2      0.00   0.0  0
 BFI  CONST_03  C6    C5   C2   C4      0.00   0.0  0
 BFI  CONST_04  C6    C3   C7   C4      0.00   0.0  0
 BFI  CONST_05  C7    C4   C2   C5      0.00   0.0  0
 BFI  CONST_06  C7    C3   C6   C5      0.00   0.0  0
 BFI  CONST_07  C27   C31  C28  C25     0.00   0.0  0
 BFI  CONST_08  C27   C30  C29  C25     0.00   0.0  0
 BFI  CONST_09  C30   C29  C25  C28     0.00   0.0  0
 BFI  CONST_10  C30   C27  C31  C28     0.00   0.0  0
 BFI  CONST_11  C31   C28  C25  C29     0.00   0.0  0
 BFI  CONST_12  C31   C27  C30  C29     0.00   0.0  0
 BFI  CONST_13  C8    C4   C7   C3    180.00   0.0  0
 BFI  CONST_14  C8    C4   C2   C5    180.00   0.0  0
 BFI  CONST_15  C11   C7   C4   C8      0.00   0.0  0
 BFI  CONST_16  C22   N17  C11  C7      0.00   0.0  0
 BFI  CONST_17  C39   N14  C21  C18     0.00   0.0  0
 BFI  CONST_18  F9    C5   C6   C3    180.00   0.0  0
 BFI  CONST_19  F9    C5   C2   C4    180.00   0.0  0
 BFI  CONST_20  C31   C28  C25  C23   180.00   0.0  0
 BFI  CONST_21  C30   C29  C25  C23   180.00   0.0  0
 BFI  CONST_22  F33   C29  C30  C27   180.00   0.0  0
 BFI  CONST_23  F33   C29  C25  C28   180.00   0.0  0
 BFI  CONST_24  BR36  C27  C31  C28   180.00   0.0  0
 BFI  CONST_25  BR36  C27  C30  C29   180.00   0.0  0
 BFI  CONST_26  C23   N17  C11  C7    180.00   0.0  0
 BFI  CONST_27  C39   N14  C21  O15   180.00   0.0  0
 BFI  CONST_28  C22   N17  C11  O16   180.00   0.0  0
 BFI  CONST_29  H6    C6   C5   C2    180.00   0.0  0
 BFI  CONST_30  H3    C3   C7   C4    180.00   0.0  0
 BFI  CONST_31  H2    C2   C5   C6    180.00   0.0  0
 BFI  CONST_32  H31   C31  C28  C25   180.00   0.0  0
 BFI  CONST_33  H30   C30  C29  C25   180.00   0.0  0
 BFI  CONST_34  H28   C28  C31  C27   180.00   0.0  0
 BFI  CONST_35  H14   N14  C21  C18   180.00   0.0  0
 BFI  CONST_36  C23   N17  C11  O16     0.00   0.0  0
 BFI  Var_01    N17   C11  C7   C3   -178.86  30.0  1
 BFI  Var_02    N14   C21  C18  C8     13.49  30.0  1
 BFI  Var_03    C11   N17  C22  C8      6.53  30.0  1
 BFI  Var_04    C21   N14  C39  C8     -2.08  30.0  1
 BFI  Var_05    C25   C23  N17  C11   -68.30  30.0  3
 BFI  Var_06    C28   C25  C23  N17   122.50  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
 BFI  chir_01  C8  C18  C22  C39  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
 BFI  plan-1  C23   0.020
 BFI  plan-1  C25   0.020
 BFI  plan-1  C27   0.020
 BFI  plan-1  C28   0.020
 BFI  plan-1  C29   0.020
 BFI  plan-1  C30   0.020
 BFI  plan-1  C31   0.020
 BFI  plan-1  F33   0.020
 BFI  plan-1  BR36  0.020
 BFI  plan-1  H28   0.020
 BFI  plan-1  H30   0.020
 BFI  plan-1  H31   0.020
 BFI  plan-2  C2    0.020
 BFI  plan-2  C3    0.020
 BFI  plan-2  C4    0.020
 BFI  plan-2  C5    0.020
 BFI  plan-2  C6    0.020
 BFI  plan-2  C7    0.020
 BFI  plan-2  C8    0.020
 BFI  plan-2  F9    0.020
 BFI  plan-2  C11   0.020
 BFI  plan-2  H2    0.020
 BFI  plan-2  H3    0.020
 BFI  plan-2  H6    0.020
 BFI  plan-3  C8    0.020
 BFI  plan-3  N17   0.020
 BFI  plan-3  C22   0.020
 BFI  plan-3  O13   0.020
 BFI  plan-4  C8    0.020
 BFI  plan-4  N14   0.020
 BFI  plan-4  C39   0.020
 BFI  plan-4  O37   0.020
 BFI  plan-5  N14   0.020
 BFI  plan-5  C18   0.020
 BFI  plan-5  C21   0.020
 BFI  plan-5  C39   0.020
 BFI  plan-5  H14   0.020
 BFI  plan-5  O15   0.020
 BFI  plan-6  C7    0.020
 BFI  plan-6  C11   0.020
 BFI  plan-6  O16   0.020
 BFI  plan-6  N17   0.020
 BFI  plan-6  C22   0.020
 BFI  plan-6  C23   0.020

