# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 23:32:17 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: (2S)-(4-fluorophenyl)[6-(trifluoromethyl)pyridin-2-yl]ethanenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)[C@H](C#N)c2cccc(n2)C(F)(F)F
#
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
 1OQ  1OQ  (2S)-(4-fluorophenyl)[6-(trifluoromethyl)pyridin-2-yl]ethanenitrile  ligand  28  20  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1OQ
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
 1OQ  F4   F  F     0  -0.293   2.5298  -1.8567   1.2110
 1OQ  C14  C  CT    0   1.042   3.0551  -1.2247   0.1686
 1OQ  F2   F  F     0  -0.312   4.2832  -0.8183   0.5157
 1OQ  F3   F  F     0  -0.313   3.2092  -2.1216  -0.8149
 1OQ  C10  C  CR6   0  -0.016   2.2092  -0.0630  -0.2875
 1OQ  N2   N  N     0  -0.410   1.1241   0.1900   0.4165
 1OQ  C11  C  CR16  0  -0.300   2.6025   0.6748  -1.3949
 1OQ  C12  C  CR16  0  -0.133   1.7995   1.7371  -1.7701
 1OQ  C13  C  CR16  0  -0.328   0.6541   2.0128  -1.0384
 1OQ  C9   C  CR6   0   0.293   0.3567   1.2067   0.0506
 1OQ  C7   C  CH1   0  -0.510  -0.8978   1.3695   0.8891
 1OQ  C8   C  CSP   0   0.144  -1.4494   2.7183   0.8122
 1OQ  N1   N  NS    0  -0.246  -1.8994   3.7749   0.7553
 1OQ  C4   C  CR6   0   0.153  -1.9445   0.3431   0.4934
 1OQ  C3   C  CR16  0  -0.291  -2.2837  -0.6757   1.3733
 1OQ  C2   C  CR16  0  -0.398  -3.2162  -1.6400   1.0154
 1OQ  C5   C  CR16  0  -0.260  -2.5460   0.3933  -0.7602
 1OQ  C6   C  CR16  0  -0.396  -3.4793  -0.5599  -1.1334
 1OQ  C1   C  CR6   0   0.526  -3.7962  -1.5628  -0.2348
 1OQ  F1   F  F     0  -0.311  -4.6989  -2.4880  -0.5910
 1OQ  H1   H  HCR6  0   0.295   3.5014   0.4368  -1.9468
 1OQ  H2   H  HCR6  0   0.293   2.0610   2.3451  -2.6250
 1OQ  H3   H  HCR6  0   0.287   0.0160   2.8401  -1.3195
 1OQ  H4   H  HCH1  0   0.361  -0.6201   1.2056   1.9340
 1OQ  H5   H  HCR6  0   0.275  -1.8240  -0.7230   2.3521
 1OQ  H6   H  HCR6  0   0.287  -3.4862  -2.4315   1.7018
 1OQ  H7   H  HCR6  0   0.273  -2.2945   1.1787  -1.4636
 1OQ  H8   H  HCR6  0   0.288  -3.9503  -0.5228  -2.1071

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
 1OQ  C12  C13  aromatic  1.387  0.020  1.387
 1OQ  C12  C11  aromatic  1.384  0.020  1.384
 1OQ  C13  C9   aromatic  1.387  0.020  1.387
 1OQ  C11  C10  aromatic  1.388  0.020  1.388
 1OQ  C9   C7   single    1.518  0.020  1.518
 1OQ  C9   N2   aromatic  1.325  0.020  1.325
 1OQ  C7   C8   single    1.459  0.020  1.459
 1OQ  C7   C4   single    1.518  0.020  1.518
 1OQ  C10  N2   aromatic  1.318  0.020  1.318
 1OQ  C10  C14  single    1.508  0.020  1.508
 1OQ  F4   C14  single    1.327  0.020  1.327
 1OQ  C8   N1   triple    1.150  0.020  1.150
 1OQ  C14  F2   single    1.339  0.020  1.339
 1OQ  C14  F3   single    1.340  0.020  1.340
 1OQ  C5   C4   aromatic  1.391  0.020  1.391
 1OQ  C5   C6   aromatic  1.385  0.020  1.385
 1OQ  C4   C3   aromatic  1.388  0.020  1.388
 1OQ  C6   C1   aromatic  1.383  0.020  1.383
 1OQ  C3   C2   aromatic  1.388  0.020  1.388
 1OQ  C1   C2   aromatic  1.380  0.020  1.380
 1OQ  C1   F1   single    1.341  0.020  1.341
 1OQ  C11  H1   single    0.930  0.020  1.080
 1OQ  C12  H2   single    0.930  0.020  1.080
 1OQ  C13  H3   single    0.930  0.020  1.080
 1OQ  C7   H4   single    0.970  0.020  1.090
 1OQ  C3   H5   single    0.930  0.020  1.080
 1OQ  C2   H6   single    0.930  0.020  1.080
 1OQ  C5   H7   single    0.930  0.020  1.080
 1OQ  C6   H8   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
 1OQ  C10  C14  F3   110.99  3.000
 1OQ  F3   C14  F2   106.74  3.000
 1OQ  C10  C14  F2   111.04  3.000
 1OQ  F3   C14  F4   107.66  3.000
 1OQ  F2   C14  F4   107.68  3.000
 1OQ  C10  C14  F4   112.48  3.000
 1OQ  C11  C10  N2   123.89  3.000
 1OQ  N2   C10  C14  116.63  3.000
 1OQ  C11  C10  C14  119.48  3.000
 1OQ  C9   N2   C10  118.46  3.000
 1OQ  H1   C11  C12  120.87  3.000
 1OQ  H1   C11  C10  121.73  3.000
 1OQ  C12  C11  C10  117.40  3.000
 1OQ  H2   C12  C13  120.34  3.000
 1OQ  H2   C12  C11  120.38  3.000
 1OQ  C13  C12  C11  119.27  3.000
 1OQ  H3   C13  C9   121.46  3.000
 1OQ  H3   C13  C12  120.14  3.000
 1OQ  C9   C13  C12  118.41  3.000
 1OQ  C7   C9   C13  123.27  3.000
 1OQ  C7   C9   N2   114.11  3.000
 1OQ  C13  C9   N2   122.57  3.000
 1OQ  H4   C7   C4   108.83  3.000
 1OQ  H4   C7   C8   106.55  3.000
 1OQ  C4   C7   C8   110.52  3.000
 1OQ  H4   C7   C9   107.58  3.000
 1OQ  C4   C7   C9   110.69  3.000
 1OQ  C8   C7   C9   112.49  3.000
 1OQ  N1   C8   C7   180.00  3.000
 1OQ  C5   C4   C3   119.47  3.000
 1OQ  C3   C4   C7   119.96  3.000
 1OQ  C5   C4   C7   120.56  3.000
 1OQ  H5   C3   C2   119.21  3.000
 1OQ  H5   C3   C4   120.10  3.000
 1OQ  C2   C3   C4   120.69  3.000
 1OQ  H6   C2   C1   120.71  3.000
 1OQ  H6   C2   C3   120.81  3.000
 1OQ  C1   C2   C3   118.48  3.000
 1OQ  H7   C5   C6   118.69  3.000
 1OQ  H7   C5   C4   120.70  3.000
 1OQ  C6   C5   C4   120.61  3.000
 1OQ  H8   C6   C1   120.63  3.000
 1OQ  H8   C6   C5   120.80  3.000
 1OQ  C1   C6   C5   118.57  3.000
 1OQ  F1   C1   C6   118.81  3.000
 1OQ  F1   C1   C2   119.01  3.000
 1OQ  C6   C1   C2   122.18  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
 1OQ  CONST_01  C13  C12  C11  C10     0.00   0.0  0
 1OQ  CONST_02  C13  C9   N2   C10     0.00   0.0  0
 1OQ  CONST_03  C12  C13  C9   N2      0.00   0.0  0
 1OQ  CONST_04  C12  C11  C10  N2      0.00   0.0  0
 1OQ  CONST_05  C9   C13  C12  C11     0.00   0.0  0
 1OQ  CONST_06  C9   N2   C10  C11     0.00   0.0  0
 1OQ  CONST_07  C1   C6   C5   C4      0.00   0.0  0
 1OQ  CONST_08  C1   C2   C3   C4      0.00   0.0  0
 1OQ  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 1OQ  CONST_10  C6   C1   C2   C3      0.00   0.0  0
 1OQ  CONST_11  C5   C4   C3   C2      0.00   0.0  0
 1OQ  CONST_12  C5   C6   C1   C2      0.00   0.0  0
 1OQ  CONST_13  C12  C11  C10  C14   180.00   0.0  0
 1OQ  CONST_14  C9   N2   C10  C14   180.00   0.0  0
 1OQ  CONST_15  C7   C9   N2   C10   180.00   0.0  0
 1OQ  CONST_16  C7   C9   C13  C12   180.00   0.0  0
 1OQ  CONST_17  C6   C5   C4   C7    180.00   0.0  0
 1OQ  CONST_18  C2   C3   C4   C7    180.00   0.0  0
 1OQ  CONST_19  F1   C1   C2   C3    180.00   0.0  0
 1OQ  CONST_20  F1   C1   C6   C5    180.00   0.0  0
 1OQ  CONST_21  H2   C12  C11  C10   180.00   0.0  0
 1OQ  CONST_22  H3   C13  C9   N2    180.00   0.0  0
 1OQ  CONST_23  H1   C11  C10  N2    180.00   0.0  0
 1OQ  CONST_24  H8   C6   C5   C4    180.00   0.0  0
 1OQ  CONST_25  H6   C2   C3   C4    180.00   0.0  0
 1OQ  CONST_26  H7   C5   C4   C3    180.00   0.0  0
 1OQ  CONST_27  H5   C3   C4   C5    180.00   0.0  0
 1OQ  Var_01    C11  C10  C14  F4   -178.02  30.0  3

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
 1OQ  chir_01  C7  C9  C8  C4  negativ

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
 1OQ  plan-1  C14  0.020
 1OQ  plan-1  C10  0.020
 1OQ  plan-1  N2   0.020
 1OQ  plan-1  C11  0.020
 1OQ  plan-1  C12  0.020
 1OQ  plan-1  C13  0.020
 1OQ  plan-1  C9   0.020
 1OQ  plan-1  C7   0.020
 1OQ  plan-1  H1   0.020
 1OQ  plan-1  H2   0.020
 1OQ  plan-1  H3   0.020
 1OQ  plan-2  C7   0.020
 1OQ  plan-2  C4   0.020
 1OQ  plan-2  C3   0.020
 1OQ  plan-2  C2   0.020
 1OQ  plan-2  C5   0.020
 1OQ  plan-2  C6   0.020
 1OQ  plan-2  C1   0.020
 1OQ  plan-2  F1   0.020
 1OQ  plan-2  H5   0.020
 1OQ  plan-2  H6   0.020
 1OQ  plan-2  H7   0.020
 1OQ  plan-2  H8   0.020

