# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 11:17:08 2022
#   Inital geometry file: a 60 line input string
#   Ligand name: 5-(2-fluoranylethoxy)-1~{H}-indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FCCOc1ccc2[nH]ccc2c1
#
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
 EY6  EY6  5-(2-fluoranylethoxy)-1~{H}-indole  ligand  23  13  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EY6
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
 EY6  C01  C  CR16  0  -0.399   2.7936  27.8389  24.8872
 EY6  C02  C  CR16  0  -0.287   2.0350  28.9888  24.7552
 EY6  C03  C  CR56  0   0.331   1.5161  29.2969  23.5044
 EY6  C04  C  CR56  0   0.079   1.7471  28.4675  22.3842
 EY6  C05  C  CR15  0  -0.424   1.0719  29.0733  21.2794
 EY6  C06  C  CR15  0  -0.023   0.4792  30.2079  21.7575
 EY6  C08  C  CR16  0  -0.453   2.5148  27.3094  22.5342
 EY6  C09  C  CR6   0   0.382   3.0317  27.0017  23.7817
 EY6  C11  C  CH2   0  -0.241   4.2655  25.4549  25.1126
 EY6  C12  C  CH2   0  -0.022   4.9946  24.1480  24.8780
 EY6  F13  F  F     0  -0.377   5.4961  23.7088  26.0977
 EY6  N07  N  NR15  0  -0.681   0.7416  30.3453  23.0878
 EY6  O10  O  O2    0  -0.486   3.7694  25.8625  23.8590
 EY6  H1   H  HCR6  0   0.272   3.1987  27.6025  25.8615
 EY6  H2   H  HCR6  0   0.261   1.8581  29.6255  25.6127
 EY6  H3   H  HCR5  0   0.244   1.0291  28.7141  20.2637
 EY6  H4   H  HCR5  0   0.279  -0.1207  30.9396  21.2401
 EY6  H5   H  HCR6  0   0.246   2.7056  26.6537  21.6929
 EY6  H6   H  HCH2  0   0.229   3.4548  25.3034  25.8350
 EY6  H7   H  HCH2  0   0.229   4.9575  26.1952  25.5309
 EY6  H8   H  HCH2  0   0.217   5.8280  24.2791  24.1861
 EY6  H9   H  HCH2  0   0.217   4.3207  23.3852  24.4853
 EY6  H10  H  HNR5  0   0.407   0.4208  31.1038  23.6659

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
 EY6  C05  C06  aromatic  1.366  0.020  1.366
 EY6  C05  C04  aromatic  1.429  0.020  1.429
 EY6  C06  N07  aromatic  1.363  0.020  1.363
 EY6  C04  C08  aromatic  1.398  0.020  1.398
 EY6  C04  C03  aromatic  1.413  0.020  1.413
 EY6  C08  C09  aromatic  1.385  0.020  1.385
 EY6  N07  C03  aromatic  1.368  0.020  1.368
 EY6  C03  C02  aromatic  1.389  0.020  1.389
 EY6  C09  O10  single    1.359  0.020  1.359
 EY6  C09  C01  aromatic  1.407  0.020  1.407
 EY6  F13  C12  single    1.390  0.020  1.390
 EY6  C12  C11  single    1.515  0.020  1.515
 EY6  O10  C11  single    1.409  0.020  1.409
 EY6  C02  C01  aromatic  1.384  0.020  1.384
 EY6  C01  H1   single    0.930  0.020  1.080
 EY6  C02  H2   single    0.930  0.020  1.080
 EY6  C05  H3   single    0.930  0.020  1.080
 EY6  C06  H4   single    0.930  0.020  1.080
 EY6  C08  H5   single    0.930  0.020  1.080
 EY6  C11  H6   single    0.970  0.020  1.090
 EY6  C11  H7   single    0.970  0.020  1.090
 EY6  C12  H8   single    0.970  0.020  1.090
 EY6  C12  H9   single    0.970  0.020  1.090
 EY6  N07  H10  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
 EY6  H1   C01  C09  120.96  3.000
 EY6  H1   C01  C02  118.23  3.000
 EY6  C09  C01  C02  120.81  3.000
 EY6  H2   C02  C03  121.46  3.000
 EY6  H2   C02  C01  120.18  3.000
 EY6  C03  C02  C01  118.36  3.000
 EY6  N07  C03  C04  107.51  3.000
 EY6  N07  C03  C02  130.97  3.000
 EY6  C04  C03  C02  121.52  3.000
 EY6  C08  C04  C05  133.92  3.000
 EY6  C08  C04  C03  119.42  3.000
 EY6  C05  C04  C03  106.67  3.000
 EY6  H3   C05  C06  126.08  3.000
 EY6  H3   C05  C04  127.27  3.000
 EY6  C06  C05  C04  106.64  3.000
 EY6  H4   C06  N07  120.47  3.000
 EY6  H4   C06  C05  129.55  3.000
 EY6  N07  C06  C05  109.98  3.000
 EY6  H5   C08  C09  119.94  3.000
 EY6  H5   C08  C04  120.99  3.000
 EY6  C09  C08  C04  119.07  3.000
 EY6  O10  C09  C08  116.10  3.000
 EY6  O10  C09  C01  123.08  3.000
 EY6  C08  C09  C01  120.82  3.000
 EY6  H7   C11  H6   107.97  3.000
 EY6  H7   C11  O10  111.50  3.000
 EY6  H6   C11  O10  111.47  3.000
 EY6  H7   C11  C12  109.75  3.000
 EY6  H6   C11  C12  109.80  3.000
 EY6  O10  C11  C12  106.34  3.000
 EY6  H9   C12  H8   109.12  3.000
 EY6  H9   C12  F13  108.52  3.000
 EY6  H8   C12  F13  108.60  3.000
 EY6  H9   C12  C11  111.20  3.000
 EY6  H8   C12  C11  111.24  3.000
 EY6  F13  C12  C11  108.08  3.000
 EY6  H10  N07  C06  125.13  3.000
 EY6  H10  N07  C03  125.66  3.000
 EY6  C06  N07  C03  109.21  3.000
 EY6  C11  O10  C09  118.97  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
 EY6  CONST_01  C04  C08  C09  C01     0.00   0.0  0
 EY6  CONST_02  C04  C03  C02  C01     0.00   0.0  0
 EY6  CONST_03  N07  C03  C02  C01   180.00   0.0  0
 EY6  CONST_04  C05  C04  C03  C02   180.00   0.0  0
 EY6  CONST_05  C08  C04  C03  C02     0.00   0.0  0
 EY6  CONST_06  C06  N07  C03  C02   180.00   0.0  0
 EY6  CONST_07  C08  C09  C01  C02     0.00   0.0  0
 EY6  CONST_08  C06  C05  C04  C03     0.00   0.0  0
 EY6  CONST_09  C09  C08  C04  C03     0.00   0.0  0
 EY6  CONST_10  C05  C06  N07  C03     0.00   0.0  0
 EY6  CONST_11  C09  C01  C02  C03     0.00   0.0  0
 EY6  CONST_12  N07  C06  C05  C04     0.00   0.0  0
 EY6  CONST_13  C06  N07  C03  C04     0.00   0.0  0
 EY6  CONST_14  C09  C08  C04  C05   180.00   0.0  0
 EY6  CONST_15  N07  C03  C04  C05     0.00   0.0  0
 EY6  CONST_16  C08  C04  C05  C06   180.00   0.0  0
 EY6  CONST_17  N07  C03  C04  C08   180.00   0.0  0
 EY6  CONST_18  O10  C09  C01  C02   180.00   0.0  0
 EY6  CONST_19  O10  C09  C08  C04   180.00   0.0  0
 EY6  CONST_20  H5   C08  C09  C01   180.00   0.0  0
 EY6  CONST_21  H10  N07  C03  C02     0.00   0.0  0
 EY6  CONST_22  H3   C05  C04  C03   180.00   0.0  0
 EY6  CONST_23  H4   C06  N07  C03   180.00   0.0  0
 EY6  CONST_24  H1   C01  C02  C03   180.00   0.0  0
 EY6  CONST_25  H2   C02  C03  C04   180.00   0.0  0
 EY6  Var_01    C12  C11  O10  C09   178.16  30.0  3
 EY6  Var_02    O10  C11  C12  F13  -179.76  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
 EY6  plan-1  C01  0.020
 EY6  plan-1  C02  0.020
 EY6  plan-1  C03  0.020
 EY6  plan-1  C04  0.020
 EY6  plan-1  C05  0.020
 EY6  plan-1  C06  0.020
 EY6  plan-1  C08  0.020
 EY6  plan-1  C09  0.020
 EY6  plan-1  N07  0.020
 EY6  plan-1  O10  0.020
 EY6  plan-1  H1   0.020
 EY6  plan-1  H2   0.020
 EY6  plan-1  H3   0.020
 EY6  plan-1  H4   0.020
 EY6  plan-1  H5   0.020
 EY6  plan-1  H10  0.020

