# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:00:00 2022
#   Inital geometry file: a 81 line input string
#   Ligand name: (2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(/O)=C(C#N)/C(=O)Nc1ccc(cc1)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
 A26  A26  (2Z)-2-cyano-3-hydroxy-N-[4-(trifluoromethyl)phenyl]but-2-enamide  ligand  28  19  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A26
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
 A26  C1    C  CR16  0  -0.227  -0.8532   0.9096  -0.3816
 A26  C2    C  CR16  0  -0.208  -2.2435   0.9058  -0.3854
 A26  C3    C  CR6   0  -0.175  -2.9744  -0.1989  -0.0034
 A26  C4    C  CR16  0  -0.254  -2.3034  -1.3464   0.3999
 A26  C5    C  CR16  0  -0.297  -0.9292  -1.3580   0.4359
 A26  C6    C  CR6   0   0.254  -0.1755  -0.2386   0.0339
 A26  C11   C  CT    0   1.026  -4.4654  -0.1864  -0.0750
 A26  F12   F  F     0  -0.393  -4.9181  -0.7560  -1.2060
 A26  F13   F  F     0  -0.259  -5.0233  -0.8636   0.9354
 A26  F14   F  F     0  -0.389  -4.9646   1.0554  -0.0426
 A26  N15   N  NH1   0  -0.776   1.2068  -0.3843   0.0547
 A26  C16   C  C     0   0.614   2.1812   0.5457  -0.1672
 A26  C17   C  C     0  -0.235   3.5622   0.0090  -0.0636
 A26  C18   C  CSP   0  -0.004   3.7620  -1.3927  -0.1064
 A26  C19   C  C     0   0.410   4.6717   0.8080   0.0408
 A26  O20   O  OH1   0  -0.470   4.5342   2.1112   0.1015
 A26  C21   C  CH3   0  -0.767   6.0667   0.2920   0.1201
 A26  O25   O  O     0  -0.418   1.9457   1.7064  -0.4331
 A26  N26   N  NS    0  -0.313   3.8695  -2.5426  -0.1423
 A26  H11   H  HCR6  0   0.268  -0.3330   1.7877  -0.7220
 A26  H21   H  HCR6  0   0.264  -2.7239   1.8155  -0.7202
 A26  H41   H  HCR6  0   0.263  -2.8308  -2.2385   0.7099
 A26  H51   H  HCR6  0   0.269  -0.4164  -2.2551   0.7624
 A26  HN11  H  HNH1  0   0.418   1.5077  -1.3064   0.3350
 A26  HO20  H  HOH1  0   0.520   5.3922   2.5434   0.2047
 A26  H211  H  HCH3  0   0.249   6.1331  -0.7885   0.0396
 A26  H212  H  HCH3  0   0.326   6.6631   0.7253  -0.6854
 A26  H213  H  HCH3  0   0.306   6.5193   0.5905   1.0683

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
 A26  C1   C2    aromatic  1.390  0.020  1.390
 A26  C1   C6    aromatic  1.397  0.020  1.397
 A26  C1   H11   single    0.930  0.020  1.080
 A26  C2   C3    aromatic  1.378  0.020  1.378
 A26  C2   H21   single    0.930  0.020  1.080
 A26  C3   C4    aromatic  1.389  0.020  1.389
 A26  C3   C11   single    1.493  0.020  1.493
 A26  C4   C5    aromatic  1.375  0.020  1.375
 A26  C4   H41   single    0.930  0.020  1.080
 A26  C5   C6    aromatic  1.408  0.020  1.408
 A26  C5   H51   single    0.930  0.020  1.080
 A26  C6   N15   single    1.390  0.020  1.390
 A26  C11  F12   single    1.345  0.020  1.345
 A26  C11  F13   single    1.338  0.020  1.338
 A26  C11  F14   single    1.339  0.020  1.339
 A26  N15  C16   single    1.365  0.020  1.365
 A26  N15  HN11  single    0.860  0.020  1.020
 A26  C16  C17   single    1.485  0.020  1.485
 A26  C16  O25   double    1.214  0.020  1.214
 A26  C17  C18   single    1.416  0.020  1.416
 A26  C17  C19   double    1.371  0.020  1.371
 A26  C18  N26   triple    1.155  0.020  1.155
 A26  C19  O20   single    1.312  0.020  1.312
 A26  C19  C21   single    1.490  0.020  1.490
 A26  O20  HO20  single    0.850  0.020  0.980
 A26  C21  H211  single    0.970  0.020  1.090
 A26  C21  H212  single    0.970  0.020  1.090
 A26  C21  H213  single    0.970  0.020  1.090

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
 A26  H11   C1   C6    122.04  3.000
 A26  H11   C1   C2    119.01  3.000
 A26  C6    C1   C2    118.93  3.000
 A26  H21   C2   C3    121.61  3.000
 A26  H21   C2   C1    116.26  3.000
 A26  C3    C2   C1    122.12  3.000
 A26  C11   C3   C4    120.22  3.000
 A26  C11   C3   C2    120.63  3.000
 A26  C4    C3   C2    119.10  3.000
 A26  H41   C4   C5    118.23  3.000
 A26  H41   C4   C3    121.94  3.000
 A26  C5    C4   C3    119.83  3.000
 A26  H51   C5   C6    119.39  3.000
 A26  H51   C5   C4    119.20  3.000
 A26  C6    C5   C4    121.39  3.000
 A26  N15   C6   C5    116.41  3.000
 A26  N15   C6   C1    124.97  3.000
 A26  C5    C6   C1    118.61  3.000
 A26  F14   C11  F13   107.20  3.000
 A26  F14   C11  F12   106.72  3.000
 A26  F13   C11  F12   106.27  3.000
 A26  F14   C11  C3    112.28  3.000
 A26  F13   C11  C3    112.08  3.000
 A26  F12   C11  C3    111.91  3.000
 A26  HN11  N15  C16   117.04  3.000
 A26  HN11  N15  C6    113.34  3.000
 A26  C16   N15  C6    129.49  3.000
 A26  O25   C16  C17   122.77  3.000
 A26  O25   C16  N15   123.26  3.000
 A26  C17   C16  N15   113.97  3.000
 A26  C19   C17  C18   117.69  3.000
 A26  C19   C17  C16   123.17  3.000
 A26  C18   C17  C16   119.12  3.000
 A26  N26   C18  C17   180.00  3.000
 A26  C21   C19  O20   116.09  3.000
 A26  C21   C19  C17   124.06  3.000
 A26  O20   C19  C17   119.84  3.000
 A26  HO20  O20  C19   110.87  3.000
 A26  H213  C21  H212  107.80  3.000
 A26  H213  C21  H211  108.12  3.000
 A26  H212  C21  H211  107.88  3.000
 A26  H213  C21  C19   109.85  3.000
 A26  H212  C21  C19   109.56  3.000
 A26  H211  C21  C19   113.46  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
 A26  CONST_01  C4    C3   C2   C1     0.00   0.0  0
 A26  CONST_02  C4    C5   C6   C1     0.00   0.0  0
 A26  CONST_03  C5    C6   C1   C2     0.00   0.0  0
 A26  CONST_04  C5    C4   C3   C2     0.00   0.0  0
 A26  CONST_05  C6    C1   C2   C3     0.00   0.0  0
 A26  CONST_06  C6    C5   C4   C3     0.00   0.0  0
 A26  CONST_07  C11   C3   C2   C1   180.00   0.0  0
 A26  CONST_08  N15   C6   C1   C2   180.00   0.0  0
 A26  CONST_09  N15   C6   C5   C4   180.00   0.0  0
 A26  CONST_10  C11   C3   C4   C5   180.00   0.0  0
 A26  CONST_11  H51   C5   C6   C1   180.00   0.0  0
 A26  CONST_12  H41   C4   C3   C2   180.00   0.0  0
 A26  CONST_13  H11   C1   C2   C3   180.00   0.0  0
 A26  CONST_14  H21   C2   C3   C4   180.00   0.0  0
 A26  CONST_15  C16   N15  C6   C1     0.00   0.0  0
 A26  CONST_16  C16   N15  C6   C5   180.00   0.0  0
 A26  CONST_17  HN11  N15  C6   C1   180.00   0.0  0
 A26  CONST_18  C17   C16  N15  C6   180.00   0.0  0
 A26  CONST_19  O25   C16  N15  C6     0.00   0.0  0
 A26  Var_01    F12   C11  C3   C2    96.82  30.0  2
 A26  Var_02    O20   C19  C17  C16    2.48   0.0  2
 A26  Var_03    C18   C17  C16  N15   16.30  30.0  2
 A26  Var_04    H211  C21  C19  C17    2.76  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
 A26  plan-1  C1    0.020
 A26  plan-1  C2    0.020
 A26  plan-1  C3    0.020
 A26  plan-1  C4    0.020
 A26  plan-1  C5    0.020
 A26  plan-1  C6    0.020
 A26  plan-1  C11   0.020
 A26  plan-1  N15   0.020
 A26  plan-1  H11   0.020
 A26  plan-1  H21   0.020
 A26  plan-1  H41   0.020
 A26  plan-1  H51   0.020
 A26  plan-2  C6    0.020
 A26  plan-2  N15   0.020
 A26  plan-2  C16   0.020
 A26  plan-2  C17   0.020
 A26  plan-2  O25   0.020
 A26  plan-2  HN11  0.020
 A26  plan-3  C16   0.020
 A26  plan-3  C17   0.020
 A26  plan-3  C18   0.020
 A26  plan-3  C19   0.020
 A26  plan-3  O20   0.020
 A26  plan-3  C21   0.020

