# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 09:19:26 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 5-fluoranyl-1-(2-phenylethyl)indole-2,3-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc2N(CCc3ccccc3)C(=O)C(=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
 73H  73H  5-fluoranyl-1-(2-phenylethyl)indole-2,3-dione  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_73H
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
 73H  O11  O  O     0  -0.407   0.2650  -3.0815   0.3091
 73H  C8   C  CR5   0   0.458   0.8793  -2.0456   0.2617
 73H  C9   C  CR5   0   0.267   2.3968  -1.9029  -0.0157
 73H  O12  O  O     0  -0.328   3.1352  -2.8311  -0.2027
 73H  C1   C  CR56  0  -0.073   2.6484  -0.4678   0.0060
 73H  C2   C  CR16  0  -0.434   3.8144   0.2533  -0.1792
 73H  C3   C  CR6   0   0.530   3.7147   1.6280  -0.0880
 73H  F10  F  F     0  -0.311   4.8156   2.3739  -0.2613
 73H  C4   C  CR16  0  -0.392   2.5132   2.2658   0.1755
 73H  C5   C  CR16  0  -0.283   1.3446   1.5317   0.3602
 73H  C6   C  CR56  0   0.439   1.4284   0.1563   0.2726
 73H  N7   N  NR5   0  -0.619   0.4054  -0.7844   0.4337
 73H  C13  C  CH2   0  -0.328  -0.9863  -0.4509   0.6429
 73H  C14  C  CH2   0  -0.535  -1.7109  -0.1310  -0.6673
 73H  C15  C  CR6   0   0.129  -3.1408   0.2471  -0.4018
 73H  C16  C  CR16  0  -0.307  -3.4968   1.5777  -0.1949
 73H  C17  C  CR16  0  -0.240  -4.8101   1.9264   0.0906
 73H  C18  C  CR16  0  -0.270  -5.7882   0.9441   0.1762
 73H  C19  C  CR16  0  -0.240  -5.4437  -0.3864  -0.0251
 73H  C20  C  CR16  0  -0.304  -4.1293  -0.7304  -0.3107
 73H  H3   H  HCR6  0   0.299   4.7582  -0.2343  -0.3872
 73H  H4   H  HCR6  0   0.302   2.4833   3.3456   0.2377
 73H  H5   H  HCR6  0   0.291   0.4162   2.0447   0.5700
 73H  H6   H  HCH2  0   0.285  -1.4611  -1.2948   1.1429
 73H  H7   H  HCH2  0   0.278  -1.0419   0.3937   1.3317
 73H  H8   H  HCH2  0   0.262  -1.1974   0.6835  -1.1848
 73H  H9   H  HCH2  0   0.267  -1.6617  -1.0034  -1.3222
 73H  H10  H  HCR6  0   0.248  -2.7400   2.3511  -0.2623
 73H  H11  H  HCR6  0   0.256  -5.0700   2.9660   0.2434
 73H  H12  H  HCR6  0   0.256  -6.8131   1.2141   0.3951
 73H  H13  H  HCR6  0   0.256  -6.2000  -1.1581   0.0367
 73H  H14  H  HCR6  0   0.250  -3.8701  -1.7706  -0.4713

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
 73H  F10  C3   single    1.341  0.020  1.341
 73H  C4   C3   aromatic  1.386  0.020  1.386
 73H  C4   C5   aromatic  1.392  0.020  1.392
 73H  C3   C2   aromatic  1.381  0.020  1.381
 73H  C5   C6   aromatic  1.381  0.020  1.381
 73H  C2   C1   aromatic  1.383  0.020  1.383
 73H  C19  C20  aromatic  1.388  0.020  1.388
 73H  C19  C18  aromatic  1.389  0.020  1.389
 73H  C20  C15  aromatic  1.393  0.020  1.393
 73H  C6   C1   aromatic  1.396  0.020  1.396
 73H  C6   N7   single    1.399  0.020  1.399
 73H  C1   C9   single    1.457  0.020  1.457
 73H  C18  C17  aromatic  1.389  0.020  1.389
 73H  N7   C13  single    1.446  0.020  1.446
 73H  N7   C8   single    1.358  0.020  1.358
 73H  C13  C14  single    1.531  0.020  1.531
 73H  C15  C14  single    1.503  0.020  1.503
 73H  C15  C16  aromatic  1.393  0.020  1.393
 73H  C9   O12  double    1.201  0.020  1.201
 73H  C9   C8   single    1.549  0.020  1.549
 73H  C8   O11  double    1.205  0.020  1.205
 73H  C17  C16  aromatic  1.389  0.020  1.389
 73H  C2   H3   single    0.930  0.020  1.080
 73H  C4   H4   single    0.930  0.020  1.080
 73H  C5   H5   single    0.930  0.020  1.080
 73H  C13  H6   single    0.970  0.020  1.090
 73H  C13  H7   single    0.970  0.020  1.090
 73H  C14  H8   single    0.970  0.020  1.090
 73H  C14  H9   single    0.970  0.020  1.090
 73H  C16  H10  single    0.930  0.020  1.080
 73H  C17  H11  single    0.930  0.020  1.080
 73H  C18  H12  single    0.930  0.020  1.080
 73H  C19  H13  single    0.930  0.020  1.080
 73H  C20  H14  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
 73H  N7   C8   C9   106.20  3.000
 73H  C9   C8   O11  125.83  3.000
 73H  N7   C8   O11  127.97  3.000
 73H  C1   C9   O12  131.10  3.000
 73H  O12  C9   C8   123.99  3.000
 73H  C1   C9   C8   104.90  3.000
 73H  C6   C1   C2   121.94  3.000
 73H  C6   C1   C9   106.99  3.000
 73H  C2   C1   C9   131.06  3.000
 73H  H3   C2   C3   121.60  3.000
 73H  H3   C2   C1   121.72  3.000
 73H  C3   C2   C1   116.68  3.000
 73H  C4   C3   F10  118.71  3.000
 73H  C4   C3   C2   122.22  3.000
 73H  F10  C3   C2   119.06  3.000
 73H  H4   C4   C5   119.70  3.000
 73H  H4   C4   C3   119.61  3.000
 73H  C5   C4   C3   120.69  3.000
 73H  H5   C5   C6   122.48  3.000
 73H  H5   C5   C4   119.75  3.000
 73H  C6   C5   C4   117.77  3.000
 73H  N7   C6   C5   128.18  3.000
 73H  N7   C6   C1   111.12  3.000
 73H  C5   C6   C1   120.69  3.000
 73H  C13  N7   C6   124.42  3.000
 73H  C13  N7   C8   124.62  3.000
 73H  C6   N7   C8   110.77  3.000
 73H  H7   C13  H6   106.71  3.000
 73H  H7   C13  C14  110.75  3.000
 73H  H6   C13  C14  110.38  3.000
 73H  H7   C13  N7   108.59  3.000
 73H  H6   C13  N7   107.88  3.000
 73H  C14  C13  N7   112.32  3.000
 73H  H9   C14  H8   106.87  3.000
 73H  H9   C14  C15  110.48  3.000
 73H  H8   C14  C15  110.07  3.000
 73H  H9   C14  C13  108.96  3.000
 73H  H8   C14  C13  109.79  3.000
 73H  C15  C14  C13  110.59  3.000
 73H  C20  C15  C16  118.63  3.000
 73H  C16  C15  C14  120.65  3.000
 73H  C20  C15  C14  120.67  3.000
 73H  H10  C16  C17  119.60  3.000
 73H  H10  C16  C15  119.59  3.000
 73H  C17  C16  C15  120.81  3.000
 73H  H11  C17  C18  120.10  3.000
 73H  H11  C17  C16  119.82  3.000
 73H  C18  C17  C16  120.08  3.000
 73H  H12  C18  C19  120.21  3.000
 73H  H12  C18  C17  120.19  3.000
 73H  C19  C18  C17  119.59  3.000
 73H  H13  C19  C20  119.78  3.000
 73H  H13  C19  C18  120.09  3.000
 73H  C20  C19  C18  120.13  3.000
 73H  H14  C20  C19  119.64  3.000
 73H  H14  C20  C15  119.60  3.000
 73H  C19  C20  C15  120.75  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
 73H  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 73H  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 73H  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 73H  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 73H  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 73H  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 73H  CONST_07  C18  C19  C20  C15     0.00   0.0  0
 73H  CONST_08  C18  C17  C16  C15     0.00   0.0  0
 73H  CONST_09  C19  C20  C15  C16     0.00   0.0  0
 73H  CONST_10  C19  C18  C17  C16     0.00   0.0  0
 73H  CONST_11  C20  C19  C18  C17     0.00   0.0  0
 73H  CONST_12  C20  C15  C16  C17     0.00   0.0  0
 73H  CONST_13  C6   N7   C8   C9      0.00   0.0  0
 73H  CONST_14  F10  C3   C2   C1    180.00   0.0  0
 73H  CONST_15  C5   C4   C3   F10   180.00   0.0  0
 73H  CONST_16  C19  C20  C15  C14   180.00   0.0  0
 73H  CONST_17  C17  C16  C15  C14   180.00   0.0  0
 73H  CONST_18  C6   N7   C8   O11   180.00   0.0  0
 73H  CONST_19  C13  N7   C8   C9    180.00   0.0  0
 73H  CONST_20  H3   C2   C1   C9      0.00   0.0  0
 73H  CONST_21  H5   C5   C6   C1    180.00   0.0  0
 73H  CONST_22  H4   C4   C3   C2    180.00   0.0  0
 73H  CONST_23  H13  C19  C20  C15   180.00   0.0  0
 73H  CONST_24  H11  C17  C16  C15   180.00   0.0  0
 73H  CONST_25  H14  C20  C15  C16   180.00   0.0  0
 73H  CONST_26  H12  C18  C17  C16   180.00   0.0  0
 73H  CONST_27  H10  C16  C17  C18   180.00   0.0  0
 73H  CONST_28  C13  N7   C8   O11     0.00   0.0  0
 73H  Var_01    C14  C13  N7   C8    -92.64  30.0  3
 73H  Var_02    C15  C14  C13  N7   -178.40  30.0  3
 73H  Var_03    C20  C15  C14  C13   -86.71  30.0  3

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
 73H  plan-1  C14  0.020
 73H  plan-1  C15  0.020
 73H  plan-1  C16  0.020
 73H  plan-1  C17  0.020
 73H  plan-1  C18  0.020
 73H  plan-1  C19  0.020
 73H  plan-1  C20  0.020
 73H  plan-1  H10  0.020
 73H  plan-1  H11  0.020
 73H  plan-1  H12  0.020
 73H  plan-1  H13  0.020
 73H  plan-1  H14  0.020
 73H  plan-2  O11  0.020
 73H  plan-2  C8   0.020
 73H  plan-2  C9   0.020
 73H  plan-2  O12  0.020
 73H  plan-2  C1   0.020
 73H  plan-2  C2   0.020
 73H  plan-2  C3   0.020
 73H  plan-2  F10  0.020
 73H  plan-2  C4   0.020
 73H  plan-2  C5   0.020
 73H  plan-2  C6   0.020
 73H  plan-2  N7   0.020
 73H  plan-2  C13  0.020
 73H  plan-2  H3   0.020
 73H  plan-2  H4   0.020
 73H  plan-2  H5   0.020

