# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 11:50:49 2020
#   Inital geometry file: a 72 line input string
#   Ligand name: 2-piperidin-4-yloxy-5-(trifluoromethyl)pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)c1ccc(OC2CCNCC2)nc1
#
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
 80Q  80Q  2-piperidin-4-yloxy-5-(trifluoromethyl)pyridine  ligand  30  17  .  2021-08-06  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_80Q
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
 80Q  C01   C  CH2   0  -0.448  -3.7920  -0.9755  -0.7533
 80Q  C02   C  CH2   0  -0.304  -4.9712  -0.0325  -0.9529
 80Q  N03   N  NH1   0  -0.595  -5.2435   0.6835   0.2794
 80Q  C04   C  CH2   0  -0.301  -4.1190   1.5127   0.6718
 80Q  C05   C  CH2   0  -0.458  -2.9006   0.6387   0.9419
 80Q  C06   C  CH1   0   0.040  -2.5747  -0.1922  -0.2906
 80Q  O07   O  O2    0  -0.483  -1.5459  -1.1557  -0.0142
 80Q  C08   C  CR6   0   0.562  -0.2713  -0.7895   0.0048
 80Q  C09   C  CR16  0  -0.392   0.6694  -1.7958   0.2798
 80Q  C10   C  CR16  0  -0.143   1.9953  -1.4481   0.3014
 80Q  C11   C  CR6   0  -0.335   2.3609  -0.1201   0.0527
 80Q  C12   C  CR16  0  -0.054   1.3550   0.7884  -0.2088
 80Q  N13   N  N     0  -0.461   0.0664   0.4613  -0.2314
 80Q  C14   C  CT    0   1.062   3.7986   0.2661   0.0637
 80Q  F15   F  F     0  -0.315   4.4881  -0.3548  -0.9064
 80Q  F16   F  F     0  -0.303   3.9794   1.5790  -0.1078
 80Q  F17   F  F     0  -0.315   4.3955  -0.0664   1.2183
 80Q  H011  H  HCH2  0   0.228  -4.0545  -1.7259  -0.0022
 80Q  H012  H  HCH2  0   0.242  -3.5743  -1.4990  -1.6868
 80Q  H021  H  HCH2  0   0.192  -4.7531   0.6447  -1.7956
 80Q  H022  H  HCH2  0   0.240  -5.8548  -0.6082  -1.2339
 80Q  H06   H  HCH1  0   0.231  -2.2392   0.4669  -1.0973
 80Q  H03   H  HNH1  0   0.354  -6.0656   1.2607   0.1603
 80Q  H041  H  HCH2  0   0.193  -3.8615   2.2644  -0.0930
 80Q  H042  H  HCH2  0   0.239  -4.3796   2.0624   1.5781
 80Q  H051  H  HCH2  0   0.245  -2.0520   1.2656   1.2199
 80Q  H052  H  HCH2  0   0.227  -3.1130  -0.0291   1.7819
 80Q  H09   H  HCR6  0   0.284   0.3500  -2.8115   0.4671
 80Q  H10   H  HCR6  0   0.290   2.7410  -2.2045   0.5105
 80Q  H12   H  HCR6  0   0.279   1.5750   1.8297  -0.4090

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
 80Q  C01  C02   single    1.523  0.020  1.523
 80Q  C01  C06   single    1.520  0.020  1.520
 80Q  C02  N03   single    1.451  0.020  1.451
 80Q  N03  C04   single    1.451  0.020  1.451
 80Q  C04  C05   single    1.524  0.020  1.524
 80Q  C05  C06   single    1.522  0.020  1.522
 80Q  C06  O07   single    1.436  0.020  1.436
 80Q  O07  C08   single    1.326  0.020  1.326
 80Q  C08  C09   aromatic  1.405  0.020  1.405
 80Q  C08  N13   aromatic  1.317  0.020  1.317
 80Q  C09  C10   aromatic  1.371  0.020  1.371
 80Q  C10  C11   aromatic  1.400  0.020  1.400
 80Q  C11  C12   aromatic  1.380  0.020  1.380
 80Q  C11  C14   single    1.489  0.020  1.489
 80Q  C12  N13   aromatic  1.330  0.020  1.330
 80Q  C14  F15   single    1.342  0.020  1.342
 80Q  C14  F16   single    1.336  0.020  1.336
 80Q  C14  F17   single    1.342  0.020  1.342
 80Q  C01  H011  single    0.970  0.020  1.090
 80Q  C01  H012  single    0.970  0.020  1.090
 80Q  C02  H021  single    0.970  0.020  1.090
 80Q  C02  H022  single    0.970  0.020  1.090
 80Q  C06  H06   single    0.970  0.020  1.090
 80Q  N03  H03   single    0.890  0.020  1.040
 80Q  C04  H041  single    0.970  0.020  1.090
 80Q  C04  H042  single    0.970  0.020  1.090
 80Q  C05  H051  single    0.970  0.020  1.090
 80Q  C05  H052  single    0.970  0.020  1.090
 80Q  C09  H09   single    0.930  0.020  1.080
 80Q  C10  H10   single    0.930  0.020  1.080
 80Q  C12  H12   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
 80Q  H012  C01  H011  107.82  3.000
 80Q  H012  C01  C06   110.34  3.000
 80Q  H011  C01  C06   109.68  3.000
 80Q  H012  C01  C02   109.82  3.000
 80Q  H011  C01  C02   109.21  3.000
 80Q  C06   C01  C02   109.94  3.000
 80Q  H022  C02  H021  106.70  3.000
 80Q  H022  C02  N03   109.09  3.000
 80Q  H021  C02  N03   112.52  3.000
 80Q  H022  C02  C01   109.52  3.000
 80Q  H021  C02  C01   109.10  3.000
 80Q  N03   C02  C01   109.85  3.000
 80Q  H03   N03  C04   109.61  3.000
 80Q  H03   N03  C02   109.51  3.000
 80Q  C04   N03  C02   111.48  3.000
 80Q  H042  C04  H041  106.76  3.000
 80Q  H042  C04  C05   109.43  3.000
 80Q  H041  C04  C05   109.10  3.000
 80Q  H042  C04  N03   109.10  3.000
 80Q  H041  C04  N03   112.51  3.000
 80Q  C05   C04  N03   109.87  3.000
 80Q  H052  C05  H051  107.83  3.000
 80Q  H052  C05  C06   109.28  3.000
 80Q  H051  C05  C06   110.70  3.000
 80Q  H052  C05  C04   109.33  3.000
 80Q  H051  C05  C04   109.73  3.000
 80Q  C06   C05  C04   109.93  3.000
 80Q  H06   C06  O07   109.04  3.000
 80Q  H06   C06  C05   109.50  3.000
 80Q  O07   C06  C05   111.33  3.000
 80Q  H06   C06  C01   109.36  3.000
 80Q  O07   C06  C01   106.65  3.000
 80Q  C05   C06  C01   110.89  3.000
 80Q  C08   O07  C06   120.39  3.000
 80Q  N13   C08  C09   122.94  3.000
 80Q  N13   C08  O07   120.41  3.000
 80Q  C09   C08  O07   116.65  3.000
 80Q  H09   C09  C10   121.42  3.000
 80Q  H09   C09  C08   120.60  3.000
 80Q  C10   C09  C08   117.98  3.000
 80Q  H10   C10  C11   121.15  3.000
 80Q  H10   C10  C09   119.47  3.000
 80Q  C11   C10  C09   119.37  3.000
 80Q  C14   C11  C12   122.30  3.000
 80Q  C14   C11  C10   119.81  3.000
 80Q  C12   C11  C10   117.89  3.000
 80Q  H12   C12  N13   115.49  3.000
 80Q  H12   C12  C11   121.32  3.000
 80Q  N13   C12  C11   123.20  3.000
 80Q  C12   N13  C08   118.63  3.000
 80Q  F17   C14  F16   107.08  3.000
 80Q  F17   C14  F15   106.18  3.000
 80Q  F16   C14  F15   106.99  3.000
 80Q  F17   C14  C11   111.82  3.000
 80Q  F16   C14  C11   112.62  3.000
 80Q  F15   C14  C11   111.76  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
 80Q  CONST_01  C11  C10  C09  C08     0.00   0.0  0
 80Q  CONST_02  C11  C12  N13  C08     0.00   0.0  0
 80Q  CONST_03  C12  N13  C08  C09     0.00   0.0  0
 80Q  CONST_04  C12  C11  C10  C09     0.00   0.0  0
 80Q  CONST_05  N13  C08  C09  C10     0.00   0.0  0
 80Q  CONST_06  N13  C12  C11  C10     0.00   0.0  0
 80Q  CONST_07  C10  C09  C08  O07   180.00   0.0  0
 80Q  CONST_08  C12  N13  C08  O07   180.00   0.0  0
 80Q  CONST_09  C14  C11  C10  C09   180.00   0.0  0
 80Q  CONST_10  C14  C11  C12  N13   180.00   0.0  0
 80Q  CONST_11  H10  C10  C09  C08   180.00   0.0  0
 80Q  CONST_12  H12  C12  N13  C08   180.00   0.0  0
 80Q  CONST_13  H09  C09  C10  C11   180.00   0.0  0
 80Q  Var_01    C04  N03  C02  C01    62.37  30.0  1
 80Q  Var_02    C05  C04  N03  C02   -62.29  30.0  1
 80Q  Var_03    C06  C01  C02  N03   -57.24  30.0  1
 80Q  Var_04    C06  C05  C04  N03    57.05  30.0  1
 80Q  Var_05    C09  C08  O07  C06  -179.83  30.0  2
 80Q  Var_06    F15  C14  C11  C10    63.42  30.0  2

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
 80Q  chir_01  C06  C01  C05  O07  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
 80Q  plan-1  O07  0.020
 80Q  plan-1  C08  0.020
 80Q  plan-1  C09  0.020
 80Q  plan-1  C10  0.020
 80Q  plan-1  C11  0.020
 80Q  plan-1  C12  0.020
 80Q  plan-1  N13  0.020
 80Q  plan-1  C14  0.020
 80Q  plan-1  H09  0.020
 80Q  plan-1  H10  0.020
 80Q  plan-1  H12  0.020

