# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:58:40 2022
#   Inital geometry file: a 84 line input string
#   Ligand name: 3-[[2-(trifluoromethyl)phenyl]methylamino]pyrazine-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1nccnc1NCc2ccccc2C(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
 1FI  1FI  3-[[2-(trifluoromethyl)phenyl]methylamino]pyrazine-2-carboxamide  ligand  32  21  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_1FI
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
 1FI  N1   N  N     0  -0.370  7.3856  36.4131  28.5722
 1FI  C2   C  CR6   0   0.003  6.1711  36.8751  28.8016
 1FI  C3   C  CR6   0   0.521  5.1957  36.0562  29.4372
 1FI  C11  C  CH2   0  -0.351  2.9422  35.6174  30.2673
 1FI  C12  C  CR6   0   0.100  2.4037  34.5745  29.2993
 1FI  C13  C  CR6   0  -0.247  1.7007  33.4349  29.7191
 1FI  C14  C  CR16  0  -0.283  1.2120  32.5258  28.7859
 1FI  C15  C  CR16  0  -0.252  1.4055  32.7309  27.4292
 1FI  C16  C  CR16  0  -0.230  2.0873  33.8576  27.0037
 1FI  C17  C  CR16  0  -0.285  2.5748  34.7644  27.9327
 1FI  C18  C  CT    0   1.056  1.4607  33.1622  31.1765
 1FI  C5   C  CR16  0  -0.082  6.7409  34.3831  29.5512
 1FI  C6   C  CR16  0  -0.159  7.6958  35.1802  28.9360
 1FI  C7   C  C     0   0.520  5.8817  38.2707  28.3555
 1FI  F19  F  F     0  -0.315  2.5997  32.9285  31.8479
 1FI  F20  F  F     0  -0.317  0.8596  34.1932  31.7917
 1FI  F21  F  F     0  -0.299  0.6852  32.0935  31.3780
 1FI  N10  N  NH1   0  -0.684  3.9467  36.4748  29.7016
 1FI  N4   N  N     0  -0.416  5.5165  34.8086  29.7934
 1FI  N9   N  NH2   0  -0.800  6.9042  38.8992  27.7716
 1FI  O8   O  O     0  -0.489  4.7770  38.7855  28.5187
 1FI  H1   H  HCH2  0   0.288  2.1248  36.2637  30.5892
 1FI  H2   H  HCH2  0   0.258  3.3415  35.1451  31.1632
 1FI  H3   H  HCR6  0   0.270  0.6744  31.6442  29.1051
 1FI  H4   H  HCR6  0   0.265  1.0225  32.0142  26.7156
 1FI  H5   H  HCR6  0   0.264  2.2426  34.0369  25.9478
 1FI  H6   H  HCR6  0   0.259  3.1010  35.6418  27.5810
 1FI  H7   H  HCR6  0   0.275  6.9783  33.3686  29.8509
 1FI  H8   H  HCR6  0   0.270  8.6971  34.8223  28.7359
 1FI  H9   H  HNH1  0   0.416  3.7050  37.4019  29.3834
 1FI  H10  H  HNH2  0   0.405  6.7968  39.8430  27.4389
 1FI  H11  H  HNH2  0   0.411  7.7918  38.4393  27.6557

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
 1FI  C16  C15  aromatic  1.384  0.020  1.384
 1FI  C16  C17  aromatic  1.387  0.020  1.387
 1FI  C15  C14  aromatic  1.386  0.020  1.386
 1FI  N9   C7   single    1.335  0.020  1.335
 1FI  C17  C12  aromatic  1.390  0.020  1.390
 1FI  C7   O8   double    1.230  0.020  1.230
 1FI  C7   C2   single    1.493  0.020  1.493
 1FI  C14  C13  aromatic  1.391  0.020  1.391
 1FI  C2   N1   aromatic  1.319  0.020  1.319
 1FI  C2   C3   aromatic  1.423  0.020  1.423
 1FI  N1   C6   aromatic  1.322  0.020  1.322
 1FI  C12  C13  aromatic  1.403  0.020  1.403
 1FI  C12  C11  single    1.521  0.020  1.521
 1FI  C6   C5   aromatic  1.388  0.020  1.388
 1FI  C3   N10  single    1.344  0.020  1.344
 1FI  C3   N4   aromatic  1.337  0.020  1.337
 1FI  N10  C11  single    1.437  0.020  1.437
 1FI  C13  C18  single    1.502  0.020  1.502
 1FI  C5   N4   aromatic  1.319  0.020  1.319
 1FI  C18  F21  single    1.336  0.020  1.336
 1FI  C18  F19  single    1.343  0.020  1.343
 1FI  C18  F20  single    1.343  0.020  1.343
 1FI  C11  H1   single    0.970  0.020  1.090
 1FI  C11  H2   single    0.970  0.020  1.090
 1FI  C14  H3   single    0.930  0.020  1.080
 1FI  C15  H4   single    0.930  0.020  1.080
 1FI  C16  H5   single    0.930  0.020  1.080
 1FI  C17  H6   single    0.930  0.020  1.080
 1FI  C5   H7   single    0.930  0.020  1.080
 1FI  C6   H8   single    0.930  0.020  1.080
 1FI  N10  H9   single    0.860  0.020  1.020
 1FI  N9   H10  single    0.860  0.020  1.020
 1FI  N9   H11  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
 1FI  C6   N1   C2   119.64  3.000
 1FI  C7   C2   C3   122.56  3.000
 1FI  C3   C2   N1   120.46  3.000
 1FI  C7   C2   N1   116.97  3.000
 1FI  N4   C3   N10  117.49  3.000
 1FI  N4   C3   C2   119.44  3.000
 1FI  N10  C3   C2   123.07  3.000
 1FI  H2   C11  H1   106.80  3.000
 1FI  H2   C11  N10  109.06  3.000
 1FI  H1   C11  N10  106.66  3.000
 1FI  H2   C11  C12  110.86  3.000
 1FI  H1   C11  C12  109.19  3.000
 1FI  N10  C11  C12  113.95  3.000
 1FI  C17  C12  C13  117.82  3.000
 1FI  C13  C12  C11  122.93  3.000
 1FI  C17  C12  C11  119.22  3.000
 1FI  C18  C13  C14  118.42  3.000
 1FI  C18  C13  C12  121.19  3.000
 1FI  C14  C13  C12  120.39  3.000
 1FI  H3   C14  C15  118.64  3.000
 1FI  H3   C14  C13  120.64  3.000
 1FI  C15  C14  C13  120.72  3.000
 1FI  H4   C15  C16  120.74  3.000
 1FI  H4   C15  C14  119.90  3.000
 1FI  C16  C15  C14  119.36  3.000
 1FI  H5   C16  C17  119.66  3.000
 1FI  H5   C16  C15  120.37  3.000
 1FI  C17  C16  C15  119.97  3.000
 1FI  H6   C17  C16  118.91  3.000
 1FI  H6   C17  C12  119.36  3.000
 1FI  C16  C17  C12  121.73  3.000
 1FI  F21  C18  F20  106.58  3.000
 1FI  F20  C18  F19  106.51  3.000
 1FI  F21  C18  F19  106.13  3.000
 1FI  F20  C18  C13  112.13  3.000
 1FI  F19  C18  C13  112.41  3.000
 1FI  F21  C18  C13  112.61  3.000
 1FI  H7   C5   N4   117.03  3.000
 1FI  H7   C5   C6   120.62  3.000
 1FI  N4   C5   C6   122.35  3.000
 1FI  H8   C6   C5   121.92  3.000
 1FI  H8   C6   N1   118.34  3.000
 1FI  C5   C6   N1   119.74  3.000
 1FI  O8   C7   N9   123.31  3.000
 1FI  O8   C7   C2   121.71  3.000
 1FI  N9   C7   C2   114.98  3.000
 1FI  H9   N10  C11  120.31  3.000
 1FI  H9   N10  C3   116.53  3.000
 1FI  C11  N10  C3   122.79  3.000
 1FI  C5   N4   C3   118.37  3.000
 1FI  H11  N9   H10  118.99  3.000
 1FI  H11  N9   C7   120.72  3.000
 1FI  H10  N9   C7   120.30  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
 1FI  CONST_01  N4   C3   C2   N1     0.00   0.0  0
 1FI  CONST_02  N4   C5   C6   N1     0.00   0.0  0
 1FI  CONST_03  C5   C6   N1   C2     0.00   0.0  0
 1FI  CONST_04  C5   N4   C3   C2     0.00   0.0  0
 1FI  CONST_05  C6   N1   C2   C3     0.00   0.0  0
 1FI  CONST_06  C6   C5   N4   C3     0.00   0.0  0
 1FI  CONST_07  C15  C16  C17  C12    0.00   0.0  0
 1FI  CONST_08  C15  C14  C13  C12    0.00   0.0  0
 1FI  CONST_09  C16  C15  C14  C13    0.00   0.0  0
 1FI  CONST_10  C16  C17  C12  C13    0.00   0.0  0
 1FI  CONST_11  C17  C16  C15  C14    0.00   0.0  0
 1FI  CONST_12  C17  C12  C13  C14    0.00   0.0  0
 1FI  CONST_13  N10  C3   C2   N1   180.00   0.0  0
 1FI  CONST_14  C16  C17  C12  C11  180.00   0.0  0
 1FI  CONST_15  C14  C13  C12  C11  180.00   0.0  0
 1FI  CONST_16  C18  C13  C14  C15  180.00   0.0  0
 1FI  CONST_17  C18  C13  C12  C17  180.00   0.0  0
 1FI  CONST_18  N10  C3   N4   C5   180.00   0.0  0
 1FI  CONST_19  C7   C2   N1   C6   180.00   0.0  0
 1FI  CONST_20  N4   C3   C2   C7   180.00   0.0  0
 1FI  CONST_21  H7   C5   C6   N1   180.00   0.0  0
 1FI  CONST_22  H8   C6   N1   C2   180.00   0.0  0
 1FI  CONST_23  H5   C16  C17  C12  180.00   0.0  0
 1FI  CONST_24  H3   C14  C13  C12  180.00   0.0  0
 1FI  CONST_25  H4   C15  C14  C13  180.00   0.0  0
 1FI  CONST_26  H6   C17  C12  C13  180.00   0.0  0
 1FI  CONST_27  C11  N10  C3   C2   180.00   0.0  0
 1FI  CONST_28  N4   C3   N10  C11    0.00   0.0  0
 1FI  CONST_29  H9   N10  C3   C2     0.00   0.0  0
 1FI  CONST_30  H10  N9   C7   C2   180.00   0.0  0
 1FI  CONST_31  H11  N9   C7   C2     0.00   0.0  0
 1FI  Var_01    N9   C7   C2   N1    -0.24  30.0  2
 1FI  Var_02    C12  C11  N10  C3   -72.61  30.0  3
 1FI  Var_03    F21  C18  C13  C12  174.96  30.0  2
 1FI  Var_04    N10  C11  C12  C13  162.61  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
 1FI  plan-1  N1   0.020
 1FI  plan-1  C2   0.020
 1FI  plan-1  C3   0.020
 1FI  plan-1  C5   0.020
 1FI  plan-1  C6   0.020
 1FI  plan-1  C7   0.020
 1FI  plan-1  N10  0.020
 1FI  plan-1  N4   0.020
 1FI  plan-1  H7   0.020
 1FI  plan-1  H8   0.020
 1FI  plan-2  C11  0.020
 1FI  plan-2  C12  0.020
 1FI  plan-2  C13  0.020
 1FI  plan-2  C14  0.020
 1FI  plan-2  C15  0.020
 1FI  plan-2  C16  0.020
 1FI  plan-2  C17  0.020
 1FI  plan-2  C18  0.020
 1FI  plan-2  H3   0.020
 1FI  plan-2  H4   0.020
 1FI  plan-2  H5   0.020
 1FI  plan-2  H6   0.020
 1FI  plan-3  C2   0.020
 1FI  plan-3  C7   0.020
 1FI  plan-3  N9   0.020
 1FI  plan-3  O8   0.020
 1FI  plan-3  H10  0.020
 1FI  plan-3  H11  0.020
 1FI  plan-4  C3   0.020
 1FI  plan-4  C11  0.020
 1FI  plan-4  N10  0.020
 1FI  plan-4  H9   0.020

