# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 10:21:27 2021
#   Inital geometry file: a 55 line input string
#   Ligand name: 5-methyl-~{N}-[2,2,2-tris(fluoranyl)ethyl]-1,2-oxazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(c1)C(=O)NCC(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
 L5Q  L5Q  5-methyl-~{N}-[2,2,2-tris(fluoranyl)ethyl]-1,2-oxazole-3-carboxamide  ligand  21  14  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L5Q
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
 L5Q  C4  C  C     0   0.529   8.1165  39.5319  -3.9682
 L5Q  C5  C  CH2   0  -0.484  10.1821  38.5147  -3.1585
 L5Q  C6  C  CT    0   0.978  10.1768  38.3755  -1.6505
 L5Q  N1  N  NH1   0  -0.661   9.4050  39.6404  -3.5913
 L5Q  N   N  N     0  -0.149   6.1997  40.8819  -4.4758
 L5Q  O   O  O     0  -0.324   5.9150  42.1278  -4.9119
 L5Q  C1  C  CR5   0   0.439   7.0416  42.8187  -5.1258
 L5Q  C2  C  CR15  0  -0.522   8.0995  42.0280  -4.8223
 L5Q  C3  C  CR5   0   0.161   7.4992  40.8116  -4.4172
 L5Q  F   F  F     0  -0.300   8.9408  38.2573  -1.1540
 L5Q  F1  F  F     0  -0.309  10.7330  39.4371  -1.0506
 L5Q  F2  F  F     0  -0.306  10.8689  37.2953  -1.2693
 L5Q  O1  O  O     0  -0.455   7.4882  38.4916  -3.9660
 L5Q  H1  H  HCH2  0   0.298   9.7932  37.5983  -3.6005
 L5Q  H2  H  HCH2  0   0.314  11.2128  38.6346  -3.4938
 L5Q  H3  H  HNH1  0   0.426   9.8496  40.5442  -3.5829
 L5Q  H4  H  HCH3  0   0.274   6.4334  44.8448  -4.8782
 L5Q  H5  H  HCH3  0   0.271   7.9102  44.6147  -5.8168
 L5Q  H6  H  HCH3  0   0.273   6.3378  44.2530  -6.5363
 L5Q  H7  H  HCR5  0   0.294   9.1432  42.2814  -4.9016
 L5Q  C   C  CH3   0  -0.747   6.9221  44.2084  -5.6168

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
 L5Q  C   C1  single    1.479  0.020  1.479
 L5Q  C1  C2  aromatic  1.355  0.020  1.355
 L5Q  C1  O   aromatic  1.339  0.020  1.339
 L5Q  C2  C3  aromatic  1.416  0.020  1.416
 L5Q  O   N   aromatic  1.350  0.020  1.350
 L5Q  C3  N   aromatic  1.303  0.020  1.303
 L5Q  C3  C4  single    1.490  0.020  1.490
 L5Q  O1  C4  double    1.215  0.020  1.215
 L5Q  C4  N1  single    1.347  0.020  1.347
 L5Q  N1  C5  single    1.435  0.020  1.435
 L5Q  C5  C6  single    1.514  0.020  1.514
 L5Q  C6  F2  single    1.338  0.020  1.338
 L5Q  C6  F   single    1.337  0.020  1.337
 L5Q  C6  F1  single    1.340  0.020  1.340
 L5Q  C5  H1  single    0.970  0.020  1.090
 L5Q  C5  H2  single    0.970  0.020  1.090
 L5Q  N1  H3  single    0.860  0.020  1.020
 L5Q  C   H4  single    0.970  0.020  1.090
 L5Q  C   H5  single    0.970  0.020  1.090
 L5Q  C   H6  single    0.970  0.020  1.090
 L5Q  C2  H7  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
 L5Q  O1  C4  C3  121.43  3.000
 L5Q  O1  C4  N1  124.27  3.000
 L5Q  C3  C4  N1  114.29  3.000
 L5Q  H2  C5  H1  107.77  3.000
 L5Q  H2  C5  N1  109.45  3.000
 L5Q  H1  C5  N1  110.14  3.000
 L5Q  H2  C5  C6  108.64  3.000
 L5Q  H1  C5  C6  108.99  3.000
 L5Q  N1  C5  C6  111.76  3.000
 L5Q  F2  C6  F1  107.29  3.000
 L5Q  F1  C6  F   106.71  3.000
 L5Q  F2  C6  F   107.51  3.000
 L5Q  F1  C6  C5  111.80  3.000
 L5Q  F   C6  C5  112.40  3.000
 L5Q  F2  C6  C5  110.85  3.000
 L5Q  H3  N1  C5  117.54  3.000
 L5Q  H3  N1  C4  119.80  3.000
 L5Q  C5  N1  C4  122.64  3.000
 L5Q  C3  N   O   105.94  3.000
 L5Q  C1  O   N   110.51  3.000
 L5Q  C2  C1  O   108.66  3.000
 L5Q  O   C1  C   118.04  3.000
 L5Q  C2  C1  C   133.30  3.000
 L5Q  H7  C2  C3  129.36  3.000
 L5Q  H7  C2  C1  127.07  3.000
 L5Q  C3  C2  C1  103.55  3.000
 L5Q  C2  C3  N   111.33  3.000
 L5Q  N   C3  C4  118.24  3.000
 L5Q  C2  C3  C4  130.43  3.000
 L5Q  H6  C   H5  108.47  3.000
 L5Q  H6  C   H4  107.89  3.000
 L5Q  H5  C   H4  108.29  3.000
 L5Q  H6  C   C1  111.21  3.000
 L5Q  H5  C   C1  109.81  3.000
 L5Q  H4  C   C1  111.08  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
 L5Q  CONST_01  C2  C1  O   N     0.00   0.0  0
 L5Q  CONST_02  C1  C2  C3  N     0.00   0.0  0
 L5Q  CONST_03  C3  C2  C1  O     0.00   0.0  0
 L5Q  CONST_04  C2  C3  N   O     0.00   0.0  0
 L5Q  CONST_05  C3  N   O   C1    0.00   0.0  0
 L5Q  CONST_06  C1  C2  C3  C4  180.00   0.0  0
 L5Q  CONST_07  O   N   C3  C4  180.00   0.0  0
 L5Q  CONST_08  C   C1  O   N   180.00   0.0  0
 L5Q  CONST_09  C3  C2  C1  C   180.00   0.0  0
 L5Q  CONST_10  H7  C2  C3  N   180.00   0.0  0
 L5Q  CONST_11  C3  C4  N1  C5  180.00   0.0  0
 L5Q  CONST_12  H3  N1  C4  C3    0.00   0.0  0
 L5Q  CONST_13  O1  C4  N1  C5    0.00   0.0  0
 L5Q  Var_01    C2  C3  C4  N1   17.52  30.0  2
 L5Q  Var_02    H4  C   C1  O    64.60  30.0  2
 L5Q  Var_03    C6  C5  N1  C4  -94.98  30.0  3
 L5Q  Var_04    F2  C6  C5  N1  177.91  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
 L5Q  plan-1  C4  0.020
 L5Q  plan-1  N   0.020
 L5Q  plan-1  O   0.020
 L5Q  plan-1  C1  0.020
 L5Q  plan-1  C2  0.020
 L5Q  plan-1  C3  0.020
 L5Q  plan-1  H7  0.020
 L5Q  plan-1  C   0.020
 L5Q  plan-2  C4  0.020
 L5Q  plan-2  C5  0.020
 L5Q  plan-2  N1  0.020
 L5Q  plan-2  C3  0.020
 L5Q  plan-2  O1  0.020
 L5Q  plan-2  H3  0.020

