# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 10:39:15 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: (2Z,4E)-3-fluoro-6-(4-fluorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)\C(O)=C(\F)/C=C/C(=O)c1ccc(F)cc1
#
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
 C0E  C0E  '(2Z,4E)-3-fluoro-6-(4-fluorophenyl)-2-hydroxy-6-oxohexa-2,4-dienoic acid'  ligand  26  18  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C0E
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
 C0E  OA2   O  OH1   0  -0.605  -5.7243  -0.8120  -0.0085
 C0E  CA1   C  C     0   0.502  -4.4039  -0.8957  -0.0293
 C0E  OA1   O  O     0  -0.412  -3.7894  -1.9286  -0.0924
 C0E  CA2   C  C     0   0.079  -3.8123   0.4698   0.0340
 C0E  OA3   O  OH1   0  -0.596  -4.6321   1.5239   0.0828
 C0E  CA3   C  C     0   0.502  -2.4809   0.7066   0.0440
 C0E  FA3   F  F     0  -0.308  -2.1307   2.0016   0.0978
 C0E  CA4   C  C1    0  -0.361  -1.3886  -0.2183   0.0134
 C0E  CA5   C  C1    0  -0.365  -0.1006   0.1651   0.0343
 C0E  CA6   C  C     0   0.366   0.9725  -0.8462   0.0132
 C0E  OA4   O  O     0  -0.410   0.7148  -2.0380   0.0100
 C0E  CB1   C  CR6   0  -0.021   2.3890  -0.3900   0.0053
 C0E  CB6   C  CR16  0  -0.242   3.3955  -1.3548   0.1133
 C0E  CB2   C  CR16  0  -0.285   2.7609   0.9501  -0.1144
 C0E  CB3   C  CR16  0  -0.393   4.0949   1.3238  -0.1271
 C0E  CB4   C  CR6   0   0.538   5.0570   0.3397  -0.0133
 C0E  FB4   F  F     0  -0.304   6.3461   0.6934  -0.0209
 C0E  CB5   C  CR16  0  -0.397   4.7310  -0.9999   0.1086
 C0E  HOA2  H  HOH1  0   0.506  -6.1320  -1.6906  -0.0574
 C0E  HOA3  H  HOH1  0   0.490  -5.5562   1.2456   0.0656
 C0E  HA4   H  H     0   0.305  -1.6338  -1.2692  -0.0278
 C0E  HA5   H  H     0   0.283   0.1588   1.2121   0.0767
 C0E  HB6   H  HCR6  0   0.274   3.1317  -2.3992   0.2070
 C0E  HB2   H  HCR6  0   0.276   2.0227   1.7330  -0.2070
 C0E  HB3   H  HCR6  0   0.291   4.3784   2.3631  -0.2239
 C0E  HB5   H  HCR6  0   0.289   5.5070  -1.7481   0.1979

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
 C0E  OA3  CA2   single    1.336  0.020  1.336
 C0E  CA2  CA3   double    1.352  0.020  1.352
 C0E  CA2  CA1   single    1.490  0.020  1.490
 C0E  OA1  CA1   double    1.203  0.020  1.203
 C0E  FA3  CA3   single    1.343  0.020  1.343
 C0E  CA3  CA4   single    1.432  0.020  1.432
 C0E  CA1  OA2   single    1.323  0.020  1.323
 C0E  CA4  CA5   double    1.344  0.020  1.344
 C0E  CA5  CA6   single    1.475  0.020  1.475
 C0E  OA4  CA6   double    1.219  0.020  1.219
 C0E  CA6  CB1   single    1.488  0.020  1.488
 C0E  CB1  CB6   aromatic  1.398  0.020  1.398
 C0E  CB1  CB2   aromatic  1.396  0.020  1.396
 C0E  CB6  CB5   aromatic  1.382  0.020  1.382
 C0E  CB2  CB3   aromatic  1.385  0.020  1.385
 C0E  CB5  CB4   aromatic  1.384  0.020  1.384
 C0E  CB3  CB4   aromatic  1.381  0.020  1.381
 C0E  CB4  FB4   single    1.337  0.020  1.337
 C0E  OA2  HOA2  single    0.850  0.020  0.980
 C0E  OA3  HOA3  single    0.850  0.020  0.980
 C0E  CA4  HA4   single    0.930  0.020  1.080
 C0E  CA5  HA5   single    0.930  0.020  1.080
 C0E  CB6  HB6   single    0.930  0.020  1.080
 C0E  CB2  HB2   single    0.930  0.020  1.080
 C0E  CB3  HB3   single    0.930  0.020  1.080
 C0E  CB5  HB5   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
 C0E  HOA2  OA2  CA1  111.18  3.000
 C0E  CA2   CA1  OA1  125.89  3.000
 C0E  OA1   CA1  OA2  124.38  3.000
 C0E  CA2   CA1  OA2  109.73  3.000
 C0E  CA3   CA2  OA3  117.75  3.000
 C0E  CA3   CA2  CA1  123.49  3.000
 C0E  OA3   CA2  CA1  118.75  3.000
 C0E  HOA3  OA3  CA2  111.05  3.000
 C0E  CA4   CA3  FA3  115.15  3.000
 C0E  CA4   CA3  CA2  129.64  3.000
 C0E  FA3   CA3  CA2  115.22  3.000
 C0E  HA4   CA4  CA5  119.72  3.000
 C0E  HA4   CA4  CA3  117.14  3.000
 C0E  CA5   CA4  CA3  123.13  3.000
 C0E  HA5   CA5  CA6  119.40  3.000
 C0E  HA5   CA5  CA4  120.50  3.000
 C0E  CA6   CA5  CA4  120.10  3.000
 C0E  CB1   CA6  OA4  120.06  3.000
 C0E  CB1   CA6  CA5  118.85  3.000
 C0E  OA4   CA6  CA5  121.10  3.000
 C0E  CB2   CB1  CB6  118.51  3.000
 C0E  CB2   CB1  CA6  123.25  3.000
 C0E  CB6   CB1  CA6  118.24  3.000
 C0E  HB6   CB6  CB5  118.95  3.000
 C0E  HB6   CB6  CB1  119.84  3.000
 C0E  CB5   CB6  CB1  121.21  3.000
 C0E  HB2   CB2  CB3  117.51  3.000
 C0E  HB2   CB2  CB1  121.41  3.000
 C0E  CB3   CB2  CB1  121.08  3.000
 C0E  HB3   CB3  CB4  120.63  3.000
 C0E  HB3   CB3  CB2  120.82  3.000
 C0E  CB4   CB3  CB2  118.55  3.000
 C0E  CB5   CB4  FB4  118.93  3.000
 C0E  FB4   CB4  CB3  118.87  3.000
 C0E  CB5   CB4  CB3  122.20  3.000
 C0E  HB5   CB5  CB4  120.52  3.000
 C0E  HB5   CB5  CB6  121.02  3.000
 C0E  CB4   CB5  CB6  118.46  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
 C0E  CONST_01  CB4   CB5  CB6  CB1     0.00   0.0  0
 C0E  CONST_02  CB4   CB3  CB2  CB1     0.00   0.0  0
 C0E  CONST_03  CB3   CB2  CB1  CB6     0.00   0.0  0
 C0E  CONST_04  CB3   CB4  CB5  CB6     0.00   0.0  0
 C0E  CONST_05  CB5   CB6  CB1  CB2     0.00   0.0  0
 C0E  CONST_06  CB5   CB4  CB3  CB2     0.00   0.0  0
 C0E  CONST_07  CB5   CB6  CB1  CA6   180.00   0.0  0
 C0E  CONST_08  CB3   CB2  CB1  CA6   180.00   0.0  0
 C0E  CONST_09  FB4   CB4  CB5  CB6   180.00   0.0  0
 C0E  CONST_10  FB4   CB4  CB3  CB2   180.00   0.0  0
 C0E  CONST_11  HB5   CB5  CB6  CB1   180.00   0.0  0
 C0E  CONST_12  HB3   CB3  CB2  CB1   180.00   0.0  0
 C0E  CONST_13  HB2   CB2  CB1  CB6   180.00   0.0  0
 C0E  CONST_14  HB6   CB6  CB1  CB2   180.00   0.0  0
 C0E  CONST_15  HOA2  OA2  CA1  OA1     0.00   0.0  0
 C0E  Var_01    CB6   CB1  CA6  CA5   174.04  30.0  2
 C0E  Var_02    CB1   CA6  CA5  CA4   178.60  30.0  2
 C0E  Var_03    FA3   CA3  CA2  CA1   179.69   0.0  2
 C0E  Var_04    CA6   CA5  CA4  CA3   179.42   0.0  2
 C0E  Var_05    OA3   CA2  CA1  OA2    -0.78  30.0  2
 C0E  Var_06    CA5   CA4  CA3  CA2  -179.70  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
 C0E  plan-1  CA6   0.020
 C0E  plan-1  CB1   0.020
 C0E  plan-1  CB6   0.020
 C0E  plan-1  CB2   0.020
 C0E  plan-1  CB3   0.020
 C0E  plan-1  CB4   0.020
 C0E  plan-1  FB4   0.020
 C0E  plan-1  CB5   0.020
 C0E  plan-1  HB6   0.020
 C0E  plan-1  HB2   0.020
 C0E  plan-1  HB3   0.020
 C0E  plan-1  HB5   0.020
 C0E  plan-2  CA5   0.020
 C0E  plan-2  CA6   0.020
 C0E  plan-2  OA4   0.020
 C0E  plan-2  CB1   0.020
 C0E  plan-3  OA2   0.020
 C0E  plan-3  CA1   0.020
 C0E  plan-3  OA1   0.020
 C0E  plan-3  CA2   0.020
 C0E  plan-3  HOA2  0.020
 C0E  plan-4  CA1   0.020
 C0E  plan-4  CA2   0.020
 C0E  plan-4  OA3   0.020
 C0E  plan-4  CA3   0.020
 C0E  plan-4  FA3   0.020
 C0E  plan-4  CA4   0.020
 C0E  plan-5  CA3   0.020
 C0E  plan-5  CA4   0.020
 C0E  plan-5  CA5   0.020
 C0E  plan-5  CA6   0.020
 C0E  plan-5  HA4   0.020
 C0E  plan-5  HA5   0.020

