# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 14:09:55 2020
#   Inital geometry file: a 75 line input string
#   Ligand name: ~{N}-[2-(5-fluoranyl-1~{H}-indol-3-yl)ethyl]ethanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)NCCc1c[nH]c2ccc(F)cc12
#
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
 HWH  HWH  ~{N}-[2-(5-fluoranyl-1~{H}-indol-3-yl)ethyl]ethanamide  ligand  29  16  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HWH
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
 HWH  N1   N  NH1   0  -0.635  -3.2659   0.0220   0.3933
 HWH  C4   C  CH2   0  -0.585  -1.1202  -0.9714   1.0026
 HWH  C5   C  CR5   0   0.010   0.2551  -1.3112   0.5357
 HWH  C6   C  CR15  0  -0.077   0.7500  -2.5570   0.2640
 HWH  C7   C  CR56  0   0.348   2.4184  -1.1600  -0.1962
 HWH  C8   C  CR56  0   0.045   1.3158  -0.3952   0.2462
 HWH  C10  C  CR6   0   0.524   2.6332   1.5538  -0.0361
 HWH  C1   C  CH3   0  -0.776  -5.4780   0.9884   0.3618
 HWH  C11  C  CR16  0  -0.439   3.7258   0.8046  -0.4808
 HWH  C12  C  CR16  0  -0.283   3.6258  -0.5708  -0.5631
 HWH  C2   C  C     0   0.520  -4.1391   0.7687  -0.2982
 HWH  C3   C  CH2   0  -0.233  -1.9471  -0.3132  -0.0995
 HWH  C9   C  CR16  0  -0.545   1.4321   0.9988   0.3288
 HWH  F1   F  F     0  -0.330   2.7792   2.8941   0.0339
 HWH  N2   N  NR15  0  -0.686   2.0392  -2.4709  -0.1723
 HWH  O1   O  O     0  -0.512  -3.8739   1.2419  -1.3968
 HWH  H1   H  HNH1  0   0.402  -3.5553  -0.3725   1.2732
 HWH  H2   H  HCH2  0   0.257  -1.6255  -1.8794   1.3423
 HWH  H3   H  HCH2  0   0.248  -1.0726  -0.2978   1.8644
 HWH  H4   H  HCR5  0   0.284   0.2657  -3.5167   0.3580
 HWH  H5   H  HCH3  0   0.263  -5.6857   2.0567   0.4156
 HWH  H6   H  HCH3  0   0.265  -6.2598   0.5369  -0.2498
 HWH  H7   H  HCH3  0   0.247  -5.5462   0.5727   1.3655
 HWH  H8   H  HCR6  0   0.272   4.6430   1.3059  -0.7601
 HWH  H9   H  HCR6  0   0.271   4.4645  -1.1629  -0.9052
 HWH  H10  H  HCH2  0   0.235  -2.0142  -0.9904  -0.9558
 HWH  H11  H  HCH2  0   0.238  -1.4488   0.5935  -0.4494
 HWH  H12  H  HCR6  0   0.262   0.6129   1.6211   0.6682
 HWH  H13  H  HNR5  0   0.411   2.6168  -3.2553  -0.4239

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
 HWH  F1   C10  single    1.350  0.020  1.350
 HWH  C9   C10  aromatic  1.373  0.020  1.373
 HWH  C9   C8   aromatic  1.401  0.020  1.401
 HWH  C10  C11  aromatic  1.397  0.020  1.397
 HWH  C4   C3   single    1.527  0.020  1.527
 HWH  C4   C5   single    1.492  0.020  1.492
 HWH  C3   N1   single    1.447  0.020  1.447
 HWH  C8   C5   aromatic  1.431  0.020  1.431
 HWH  C8   C7   aromatic  1.413  0.020  1.413
 HWH  C11  C12  aromatic  1.381  0.020  1.381
 HWH  C5   C6   aromatic  1.368  0.020  1.368
 HWH  N1   C2   single    1.341  0.020  1.341
 HWH  C7   C12  aromatic  1.393  0.020  1.393
 HWH  C7   N2   aromatic  1.365  0.020  1.365
 HWH  C2   C1   single    1.509  0.020  1.509
 HWH  C2   O1   double    1.225  0.020  1.225
 HWH  C6   N2   aromatic  1.364  0.020  1.364
 HWH  N1   H1   single    0.860  0.020  1.020
 HWH  C4   H2   single    0.970  0.020  1.090
 HWH  C4   H3   single    0.970  0.020  1.090
 HWH  C6   H4   single    0.930  0.020  1.080
 HWH  C1   H5   single    0.970  0.020  1.090
 HWH  C1   H6   single    0.970  0.020  1.090
 HWH  C1   H7   single    0.970  0.020  1.090
 HWH  C11  H8   single    0.930  0.020  1.080
 HWH  C12  H9   single    0.930  0.020  1.080
 HWH  C3   H10  single    0.970  0.020  1.090
 HWH  C3   H11  single    0.970  0.020  1.090
 HWH  C9   H12  single    0.930  0.020  1.080
 HWH  N2   H13  single    0.860  0.020  1.020

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
 HWH  H1   N1   C3   117.96  3.000
 HWH  H1   N1   C2   118.80  3.000
 HWH  C3   N1   C2   123.14  3.000
 HWH  H3   C4   H2   106.65  3.000
 HWH  H3   C4   C3   109.06  3.000
 HWH  H2   C4   C3   109.39  3.000
 HWH  H3   C4   C5   110.27  3.000
 HWH  H2   C4   C5   109.52  3.000
 HWH  C3   C4   C5   111.81  3.000
 HWH  C8   C5   C6   105.94  3.000
 HWH  C6   C5   C4   127.10  3.000
 HWH  C8   C5   C4   126.94  3.000
 HWH  H4   C6   N2   120.55  3.000
 HWH  H4   C6   C5   129.08  3.000
 HWH  N2   C6   C5   110.37  3.000
 HWH  N2   C7   C12  130.68  3.000
 HWH  N2   C7   C8   107.31  3.000
 HWH  C12  C7   C8   122.01  3.000
 HWH  C9   C8   C7   119.48  3.000
 HWH  C7   C8   C5   107.18  3.000
 HWH  C9   C8   C5   133.34  3.000
 HWH  F1   C10  C9   118.84  3.000
 HWH  C9   C10  C11  123.50  3.000
 HWH  F1   C10  C11  117.66  3.000
 HWH  H7   C1   H6   108.30  3.000
 HWH  H7   C1   H5   108.47  3.000
 HWH  H6   C1   H5   107.28  3.000
 HWH  H7   C1   C2   113.79  3.000
 HWH  H6   C1   C2   109.31  3.000
 HWH  H5   C1   C2   109.49  3.000
 HWH  H8   C11  C12  120.48  3.000
 HWH  H8   C11  C10  119.77  3.000
 HWH  C12  C11  C10  119.75  3.000
 HWH  H9   C12  C11  120.50  3.000
 HWH  H9   C12  C7   121.58  3.000
 HWH  C11  C12  C7   117.92  3.000
 HWH  O1   C2   C1   121.87  3.000
 HWH  O1   C2   N1   122.45  3.000
 HWH  C1   C2   N1   115.68  3.000
 HWH  H11  C3   H10  106.93  3.000
 HWH  H11  C3   C4   110.00  3.000
 HWH  H10  C3   C4   109.36  3.000
 HWH  H11  C3   N1   109.42  3.000
 HWH  H10  C3   N1   110.74  3.000
 HWH  C4   C3   N1   110.34  3.000
 HWH  H12  C9   C10  120.85  3.000
 HWH  H12  C9   C8   121.82  3.000
 HWH  C10  C9   C8   117.34  3.000
 HWH  H13  N2   C7   125.80  3.000
 HWH  H13  N2   C6   125.00  3.000
 HWH  C7   N2   C6   109.20  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
 HWH  CONST_01  C10  C9   C8   C5    180.00   0.0  0
 HWH  CONST_02  C12  C7   C8   C5    180.00   0.0  0
 HWH  CONST_03  N2   C7   C8   C5      0.00   0.0  0
 HWH  CONST_04  C7   N2   C6   C5      0.00   0.0  0
 HWH  CONST_05  C9   C8   C5   C6    180.00   0.0  0
 HWH  CONST_06  C7   C8   C5   C6      0.00   0.0  0
 HWH  CONST_07  C8   C7   N2   C6      0.00   0.0  0
 HWH  CONST_08  C12  C7   N2   C6    180.00   0.0  0
 HWH  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 HWH  CONST_10  C10  C11  C12  C7      0.00   0.0  0
 HWH  CONST_11  C11  C10  C9   C8      0.00   0.0  0
 HWH  CONST_12  N2   C6   C5   C8      0.00   0.0  0
 HWH  CONST_13  C11  C12  C7   C8      0.00   0.0  0
 HWH  CONST_14  N2   C7   C12  C11   180.00   0.0  0
 HWH  CONST_15  C9   C10  C11  C12     0.00   0.0  0
 HWH  CONST_16  C9   C8   C7   C12     0.00   0.0  0
 HWH  CONST_17  N2   C7   C8   C9    180.00   0.0  0
 HWH  CONST_18  C9   C8   C5   C4      0.00   0.0  0
 HWH  CONST_19  C7   C8   C5   C4    180.00   0.0  0
 HWH  CONST_20  N2   C6   C5   C4    180.00   0.0  0
 HWH  CONST_21  F1   C10  C9   C8    180.00   0.0  0
 HWH  CONST_22  F1   C10  C11  C12   180.00   0.0  0
 HWH  CONST_23  H12  C9   C8   C5      0.00   0.0  0
 HWH  CONST_24  H13  N2   C6   C5    180.00   0.0  0
 HWH  CONST_25  H8   C11  C12  C7    180.00   0.0  0
 HWH  CONST_26  H4   C6   N2   C7    180.00   0.0  0
 HWH  CONST_27  H9   C12  C7   C8    180.00   0.0  0
 HWH  CONST_28  C3   N1   C2   C1    180.00   0.0  0
 HWH  CONST_29  O1   C2   N1   C3      0.00   0.0  0
 HWH  CONST_30  H1   N1   C2   C1      0.00   0.0  0
 HWH  Var_01    C3   C4   C5   C6   -107.36  30.0  3
 HWH  Var_02    C5   C4   C3   N1   -179.08  30.0  2
 HWH  Var_03    C2   N1   C3   C4    170.72  30.0  3
 HWH  Var_04    H5   C1   C2   N1    126.05  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
 HWH  plan-1  C4   0.020
 HWH  plan-1  C5   0.020
 HWH  plan-1  C6   0.020
 HWH  plan-1  C7   0.020
 HWH  plan-1  C8   0.020
 HWH  plan-1  C10  0.020
 HWH  plan-1  C11  0.020
 HWH  plan-1  C12  0.020
 HWH  plan-1  C9   0.020
 HWH  plan-1  F1   0.020
 HWH  plan-1  N2   0.020
 HWH  plan-1  H4   0.020
 HWH  plan-1  H8   0.020
 HWH  plan-1  H9   0.020
 HWH  plan-1  H12  0.020
 HWH  plan-1  H13  0.020
 HWH  plan-2  N1   0.020
 HWH  plan-2  C1   0.020
 HWH  plan-2  C2   0.020
 HWH  plan-2  C3   0.020
 HWH  plan-2  O1   0.020
 HWH  plan-2  H1   0.020

