# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 12:00:26 2022
#   Inital geometry file: a 76 line input string
#   Ligand name: 2-(4-fluorophenoxy)-1-(pyrrolidin-1-yl)ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(OCC(=O)N2CCCC2)cc1
#
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
 I8G  I8G  "2-(4-fluorophenoxy)-1-(pyrrolidin-1-yl)ethan-1-one"
  ligand  30  16  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_I8G
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
 I8G  N1   N  NT    0  -0.474  14.3505  24.3861  21.2208
 I8G  C4   C  CR6   0   0.379  12.7003  21.5797  24.6767
 I8G  C5   C  CH2   0  -0.310  13.7219  23.0109  23.0989
 I8G  C6   C  C     0   0.520  13.5020  23.4456  21.6566
 I8G  C7   C  CH2   0  -0.279  15.4277  24.9976  21.9959
 I8G  C8   C  CH2   0  -0.472  16.2536  25.7137  20.9344
 I8G  C10  C  CH2   0  -0.257  14.2602  24.9297  19.8687
 I8G  C1   C  CR6   0   0.500  12.4868  20.4175  27.1756
 I8G  C2   C  CR16  0  -0.392  11.5488  20.1097  26.2059
 I8G  C3   C  CR16  0  -0.329  11.6590  20.6932  24.9571
 I8G  O1   O  O2    0  -0.463  12.7166  22.0939  23.4286
 I8G  O2   O  O     0  -0.484  12.6197  22.9660  20.9621
 I8G  C9   C  CH2   0  -0.485  15.2080  26.1236  19.9025
 I8G  C11  C  CR16  0  -0.359  13.6333  21.8746  25.6665
 I8G  C12  C  CR16  0  -0.395  13.5238  21.2878  26.9235
 I8G  H3   H  HCH2  0   0.259  13.6972  23.8895  23.7570
 I8G  H4   H  HCH2  0   0.260  14.7200  22.5638  23.1976
 I8G  H5   H  HCH2  0   0.246  15.0259  25.7056  22.7272
 I8G  H6   H  HCH2  0   0.257  16.0130  24.2525  22.5366
 I8G  H7   H  HCH2  0   0.254  16.8102  26.5545  21.3458
 I8G  H8   H  HCH2  0   0.241  16.9722  25.0210  20.4913
 I8G  H11  H  HCH2  0   0.248  13.2355  25.2125  19.6270
 I8G  H12  H  HCH2  0   0.238  14.5815  24.1836  19.1364
 I8G  H1   H  HCR6  0   0.280  10.7408  19.4225  26.4208
 I8G  H2   H  HCR6  0   0.273  10.9332  20.4634  24.1875
 I8G  H9   H  HCH2  0   0.240  14.6770  27.0170  20.2373
 I8G  H10  H  HCH2  0   0.253  15.6322  26.3375  18.9224
 I8G  H13  H  HCR6  0   0.289  14.4541  22.5553  25.4880
 I8G  H14  H  HCR6  0   0.281  14.2490  21.5171  27.6931
 I8G  F1   F  F     0  -0.320  12.3804  19.8518  28.3917

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
 I8G  F1   C1   single    1.345  0.020  1.345
 I8G  C1   C2   aromatic  1.384  0.020  1.384
 I8G  C2   C3   aromatic  1.383  0.020  1.383
 I8G  C3   C4   aromatic  1.396  0.020  1.396
 I8G  C4   O1   single    1.350  0.020  1.350
 I8G  O1   C5   single    1.400  0.020  1.400
 I8G  C5   C6   single    1.522  0.020  1.522
 I8G  C6   O2   double    1.221  0.020  1.221
 I8G  C6   N1   single    1.340  0.020  1.340
 I8G  N1   C7   single    1.461  0.020  1.461
 I8G  C7   C8   single    1.524  0.020  1.524
 I8G  C8   C9   single    1.525  0.020  1.525
 I8G  C9   C10  single    1.525  0.020  1.525
 I8G  C4   C11  aromatic  1.392  0.020  1.392
 I8G  C11  C12  aromatic  1.392  0.020  1.392
 I8G  C1   C12  aromatic  1.377  0.020  1.377
 I8G  N1   C10  single    1.460  0.020  1.460
 I8G  C5   H3   single    0.970  0.020  1.090
 I8G  C5   H4   single    0.970  0.020  1.090
 I8G  C7   H5   single    0.970  0.020  1.090
 I8G  C7   H6   single    0.970  0.020  1.090
 I8G  C8   H7   single    0.970  0.020  1.090
 I8G  C8   H8   single    0.970  0.020  1.090
 I8G  C10  H11  single    0.970  0.020  1.090
 I8G  C10  H12  single    0.970  0.020  1.090
 I8G  C2   H1   single    0.930  0.020  1.080
 I8G  C3   H2   single    0.930  0.020  1.080
 I8G  C9   H9   single    0.970  0.020  1.090
 I8G  C9   H10  single    0.970  0.020  1.090
 I8G  C11  H13  single    0.930  0.020  1.080
 I8G  C12  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
 I8G  C10  N1   C7   112.40  3.000
 I8G  C10  N1   C6   121.57  3.000
 I8G  C7   N1   C6   126.03  3.000
 I8G  C11  C4   O1   124.66  3.000
 I8G  C11  C4   C3   119.45  3.000
 I8G  O1   C4   C3   115.89  3.000
 I8G  H4   C5   H3   107.00  3.000
 I8G  H4   C5   O1   111.39  3.000
 I8G  H3   C5   O1   111.52  3.000
 I8G  H4   C5   C6   109.43  3.000
 I8G  H3   C5   C6   109.64  3.000
 I8G  O1   C5   C6   107.84  3.000
 I8G  O2   C6   C5   122.08  3.000
 I8G  O2   C6   N1   123.26  3.000
 I8G  C5   C6   N1   114.66  3.000
 I8G  H6   C7   H5   107.92  3.000
 I8G  H6   C7   C8   112.05  3.000
 I8G  H5   C7   C8   111.13  3.000
 I8G  H6   C7   N1   111.88  3.000
 I8G  H5   C7   N1   110.77  3.000
 I8G  C8   C7   N1   103.11  3.000
 I8G  H8   C8   H7   107.87  3.000
 I8G  H8   C8   C9   110.31  3.000
 I8G  H7   C8   C9   113.48  3.000
 I8G  H8   C8   C7   109.95  3.000
 I8G  H7   C8   C7   112.13  3.000
 I8G  C9   C8   C7   103.06  3.000
 I8G  H12  C10  H11  107.74  3.000
 I8G  H12  C10  C9   111.49  3.000
 I8G  H11  C10  C9   112.71  3.000
 I8G  H12  C10  N1   110.36  3.000
 I8G  H11  C10  N1   111.10  3.000
 I8G  C9   C10  N1   103.45  3.000
 I8G  C12  C1   C2   121.52  3.000
 I8G  C12  C1   F1   119.39  3.000
 I8G  C2   C1   F1   119.09  3.000
 I8G  H1   C2   C3   120.45  3.000
 I8G  H1   C2   C1   120.55  3.000
 I8G  C3   C2   C1   119.01  3.000
 I8G  H2   C3   C2   119.93  3.000
 I8G  H2   C3   C4   119.48  3.000
 I8G  C2   C3   C4   120.58  3.000
 I8G  C5   O1   C4   118.42  3.000
 I8G  H10  C9   H9   107.74  3.000
 I8G  H10  C9   C10  112.08  3.000
 I8G  H9   C9   C10  110.19  3.000
 I8G  H10  C9   C8   113.24  3.000
 I8G  H9   C9   C8   110.23  3.000
 I8G  C10  C9   C8   103.34  3.000
 I8G  H13  C11  C12  118.32  3.000
 I8G  H13  C11  C4   121.66  3.000
 I8G  C12  C11  C4   120.02  3.000
 I8G  H14  C12  C11  120.02  3.000
 I8G  H14  C12  C1   120.56  3.000
 I8G  C11  C12  C1   119.41  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
 I8G  CONST_01  C1   C2   C3   C4      0.00   0.0  0
 I8G  CONST_02  C1   C12  C11  C4      0.00   0.0  0
 I8G  CONST_03  C11  C12  C1   C2      0.00   0.0  0
 I8G  CONST_04  C11  C4   C3   C2      0.00   0.0  0
 I8G  CONST_05  C12  C1   C2   C3      0.00   0.0  0
 I8G  CONST_06  C12  C11  C4   C3      0.00   0.0  0
 I8G  CONST_07  C3   C2   C1   F1    180.00   0.0  0
 I8G  CONST_08  C11  C12  C1   F1    180.00   0.0  0
 I8G  CONST_09  O1   C4   C3   C2    180.00   0.0  0
 I8G  CONST_10  C12  C11  C4   O1    180.00   0.0  0
 I8G  CONST_11  H1   C2   C3   C4    180.00   0.0  0
 I8G  CONST_12  H14  C12  C11  C4    180.00   0.0  0
 I8G  CONST_13  H2   C3   C2   C1    180.00   0.0  0
 I8G  CONST_14  H13  C11  C12  C1    180.00   0.0  0
 I8G  CONST_15  H14  C12  C1   C2    180.00   0.0  0
 I8G  CONST_16  H13  C11  C4   C3    180.00   0.0  0
 I8G  CONST_17  H2   C3   C4   C11   180.00   0.0  0
 I8G  CONST_18  H1   C2   C1   C12   180.00   0.0  0
 I8G  CONST_19  C7   N1   C6   C5      0.00   0.0  0
 I8G  CONST_20  C10  N1   C6   C5    180.00   0.0  0
 I8G  CONST_21  O2   C6   N1   C7    180.00   0.0  0
 I8G  CONST_22  O2   C6   N1   C10     0.00   0.0  0
 I8G  Var_01    C9   C8   C7   N1     32.17  30.0  1
 I8G  Var_02    C8   C9   C10  N1     29.62  30.0  1
 I8G  Var_03    C9   C10  N1   C7     -9.72  30.0  1
 I8G  Var_04    C10  C9   C8   C7    -38.51  30.0  1
 I8G  Var_05    C10  N1   C7   C8    -14.20  30.0  1
 I8G  Var_06    C8   C7   N1   C6    166.72  30.0  1
 I8G  Var_07    C9   C10  N1   C6    169.40  30.0  1
 I8G  Var_08    H7   C8   C7   N1    154.58  30.0  1
 I8G  Var_09    H8   C8   C7   N1    -85.43  30.0  1
 I8G  Var_10    H9   C9   C10  N1    -88.15  30.0  1
 I8G  Var_11    H10  C9   C10  N1    151.89  30.0  1
 I8G  Var_12    H11  C10  N1   C7   -130.91  30.0  1
 I8G  Var_13    H12  C10  N1   C7    109.65  30.0  1
 I8G  Var_14    H9   C9   C8   C7     79.23  30.0  1
 I8G  Var_15    H10  C9   C8   C7   -160.00  30.0  1
 I8G  Var_16    H11  C10  C9   C8    149.71  30.0  1
 I8G  Var_17    H12  C10  C9   C8    -88.97  30.0  1
 I8G  Var_18    H7   C8   C9   C10  -160.01  30.0  1
 I8G  Var_19    H8   C8   C9   C10    78.83  30.0  1
 I8G  Var_20    H5   C7   N1   C10   104.75  30.0  1
 I8G  Var_21    H6   C7   N1   C10  -134.79  30.0  1
 I8G  Var_22    H5   C7   C8   C9    -86.53  30.0  1
 I8G  Var_23    H6   C7   C8   C9    152.64  30.0  1
 I8G  Var_24    C3   C4   O1   C5    178.67  30.0  2
 I8G  Var_25    C11  C4   O1   C5     -1.35  30.0  2
 I8G  Var_26    H5   C7   N1   C6    -74.33  30.0  1
 I8G  Var_27    H6   C7   N1   C6     46.13  30.0  1
 I8G  Var_28    H11  C10  N1   C6     48.22  30.0  1
 I8G  Var_29    H12  C10  N1   C6    -71.22  30.0  1
 I8G  Var_30    O1   C5   C6   N1    176.45  30.0  2
 I8G  Var_31    C6   C5   O1   C4   -179.20  30.0  3
 I8G  Var_32    H3   C5   C6   N1     54.85  30.0  2
 I8G  Var_33    H4   C5   C6   N1    -62.22  30.0  2
 I8G  Var_34    H3   C5   O1   C4    -58.77  30.0  3
 I8G  Var_35    H4   C5   O1   C4     60.70  30.0  3
 I8G  Var_36    O2   C6   C5   O1     -3.64  30.0  3
 I8G  Var_37    H3   C5   C6   O2   -125.25  30.0  2
 I8G  Var_38    H4   C5   C6   O2    117.68  30.0  2

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
 I8G  plan-1  C4   0.020
 I8G  plan-1  C1   0.020
 I8G  plan-1  C2   0.020
 I8G  plan-1  C3   0.020
 I8G  plan-1  O1   0.020
 I8G  plan-1  C11  0.020
 I8G  plan-1  C12  0.020
 I8G  plan-1  H1   0.020
 I8G  plan-1  H2   0.020
 I8G  plan-1  H13  0.020
 I8G  plan-1  H14  0.020
 I8G  plan-1  F1   0.020
 I8G  plan-2  N1   0.020
 I8G  plan-2  C5   0.020
 I8G  plan-2  C6   0.020
 I8G  plan-2  C7   0.020
 I8G  plan-2  C10  0.020
 I8G  plan-2  O2   0.020

