# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 19:57:36 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: (3E,5R)-5-fluoro-6-(2-fluorophenyl)-2,6-dioxohex-3-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(=O)\C=C\[C@@H](F)C(=O)c1ccccc1F
#
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
 22J  22J  '(3E,5R)-5-fluoro-6-(2-fluorophenyl)-2,6-dioxohex-3-enoic acid'  ligand  25  18  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_22J
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
 22J  OA1  O  O      0  -0.571   4.1334   1.0999   1.1995
 22J  CA1  C  C      0   0.352   4.3827   0.4858   0.1475
 22J  OA2  O  OC    -1  -0.579   5.3903   0.5438  -0.5677
 22J  CA2  C  C      0   0.192   3.2751  -0.4928  -0.3375
 22J  OA3  O  O      0  -0.391   3.4378  -1.1731  -1.3265
 22J  CA3  C  C1     0  -0.345   2.0259  -0.5499   0.4595
 22J  CA4  C  C1     0  -0.238   1.0306  -1.3622   0.1115
 22J  CA5  C  CH1    0   0.054  -0.2587  -1.4965   0.8459
 22J  FA5  F  F      0  -0.342  -0.3103  -0.6731   1.9485
 22J  CA6  C  C      0   0.312  -1.4336  -1.2144  -0.0951
 22J  OA4  O  O      0  -0.358  -1.7803  -2.0836  -0.8559
 22J  CB1  C  CR6    0  -0.221  -2.0840   0.1163  -0.0464
 22J  CB6  C  CR16   0  -0.239  -1.3379   1.2910   0.0768
 22J  CB3  C  CR16   0  -0.259  -1.9523   2.5303   0.0301
 22J  CB4  C  CR16   0  -0.228  -3.3317   2.6137  -0.1111
 22J  CB5  C  CR16   0  -0.405  -4.0976   1.4625  -0.2190
 22J  CB2  C  CR6    0   0.558  -3.4621   0.2375  -0.1983
 22J  FB2  F  F      0  -0.295  -4.2103  -0.8655  -0.2934
 22J  H3   H  H      0   0.277   1.9597   0.0898   1.3274
 22J  H5   H  H      0   0.300   1.1200  -2.0056  -0.7585
 22J  H6   H  HCH1   0   0.302  -0.3747  -2.5316   1.1874
 22J  H7   H  HCR6   0   0.280  -0.2621   1.2426   0.1720
 22J  H8   H  HCR6   0   0.273  -1.3561   3.4285   0.1096
 22J  H9   H  HCR6   0   0.280  -3.8186   3.5792  -0.1373
 22J  H10  H  HCR6   0   0.289  -5.1735   1.5125  -0.3199

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
 22J  OA1  CA1  deloc     1.243  0.020  1.243
 22J  CA1  OA2  deloc     1.237  0.020  1.237
 22J  CA1  CA2  single    1.556  0.020  1.556
 22J  FA5  CA5  single    1.377  0.020  1.377
 22J  CA3  CA2  single    1.483  0.020  1.483
 22J  CA3  CA4  double    1.331  0.020  1.331
 22J  CA2  OA3  double    1.211  0.020  1.211
 22J  CB6  CB3  aromatic  1.384  0.020  1.384
 22J  CB6  CB1  aromatic  1.397  0.020  1.397
 22J  CB3  CB4  aromatic  1.389  0.020  1.389
 22J  CA5  CA6  single    1.532  0.020  1.532
 22J  CA5  CA4  single    1.490  0.020  1.490
 22J  CA6  CB1  single    1.482  0.020  1.482
 22J  CA6  OA4  double    1.206  0.020  1.206
 22J  CB1  CB2  aromatic  1.392  0.020  1.392
 22J  CB4  CB5  aromatic  1.387  0.020  1.387
 22J  CB2  CB5  aromatic  1.380  0.020  1.380
 22J  CB2  FB2  single    1.336  0.020  1.336
 22J  CA3  H3   single    0.930  0.020  1.080
 22J  CA4  H5   single    0.930  0.020  1.080
 22J  CA5  H6   single    0.970  0.020  1.090
 22J  CB6  H7   single    0.930  0.020  1.080
 22J  CB3  H8   single    0.930  0.020  1.080
 22J  CB4  H9   single    0.930  0.020  1.080
 22J  CB5  H10  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
 22J  CA2  CA1  OA2  115.42  3.000
 22J  CA2  CA1  OA1  115.58  3.000
 22J  OA2  CA1  OA1  129.00  3.000
 22J  CA3  CA2  OA3  122.03  3.000
 22J  OA3  CA2  CA1  120.81  3.000
 22J  CA3  CA2  CA1  117.16  3.000
 22J  H3   CA3  CA4  121.71  3.000
 22J  H3   CA3  CA2  117.43  3.000
 22J  CA4  CA3  CA2  120.86  3.000
 22J  H5   CA4  CA5  114.38  3.000
 22J  H5   CA4  CA3  120.63  3.000
 22J  CA5  CA4  CA3  124.98  3.000
 22J  H6   CA5  CA6  106.51  3.000
 22J  H6   CA5  FA5  108.14  3.000
 22J  CA6  CA5  FA5  110.67  3.000
 22J  H6   CA5  CA4  109.29  3.000
 22J  CA6  CA5  CA4  110.15  3.000
 22J  FA5  CA5  CA4  111.91  3.000
 22J  CB1  CA6  OA4  122.80  3.000
 22J  OA4  CA6  CA5  118.38  3.000
 22J  CB1  CA6  CA5  118.81  3.000
 22J  CB2  CB1  CB6  117.72  3.000
 22J  CB2  CB1  CA6  120.61  3.000
 22J  CB6  CB1  CA6  121.57  3.000
 22J  H7   CB6  CB3  119.00  3.000
 22J  H7   CB6  CB1  120.10  3.000
 22J  CB3  CB6  CB1  120.86  3.000
 22J  H8   CB3  CB4  120.35  3.000
 22J  H8   CB3  CB6  119.78  3.000
 22J  CB4  CB3  CB6  119.87  3.000
 22J  H9   CB4  CB5  119.37  3.000
 22J  H9   CB4  CB3  120.20  3.000
 22J  CB5  CB4  CB3  120.43  3.000
 22J  H10  CB5  CB2  120.03  3.000
 22J  H10  CB5  CB4  121.20  3.000
 22J  CB2  CB5  CB4  118.77  3.000
 22J  FB2  CB2  CB5  118.28  3.000
 22J  FB2  CB2  CB1  119.37  3.000
 22J  CB5  CB2  CB1  122.33  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
 22J  CONST_01  CB4  CB3  CB6  CB1     0.00   0.0  0
 22J  CONST_02  CB4  CB5  CB2  CB1     0.00   0.0  0
 22J  CONST_03  CB5  CB4  CB3  CB6     0.00   0.0  0
 22J  CONST_04  CB5  CB2  CB1  CB6     0.00   0.0  0
 22J  CONST_05  CB2  CB1  CB6  CB3     0.00   0.0  0
 22J  CONST_06  CB2  CB5  CB4  CB3     0.00   0.0  0
 22J  CONST_07  CB3  CB6  CB1  CA6   180.00   0.0  0
 22J  CONST_08  CB5  CB2  CB1  CA6   180.00   0.0  0
 22J  CONST_09  FB2  CB2  CB1  CB6   180.00   0.0  0
 22J  CONST_10  FB2  CB2  CB5  CB4   180.00   0.0  0
 22J  CONST_11  H8   CB3  CB6  CB1   180.00   0.0  0
 22J  CONST_12  H10  CB5  CB2  CB1   180.00   0.0  0
 22J  CONST_13  H9   CB4  CB3  CB6   180.00   0.0  0
 22J  CONST_14  H7   CB6  CB3  CB4   180.00   0.0  0
 22J  Var_01    CB6  CB1  CA6  CA5    41.25  30.0  2
 22J  Var_02    CA5  CA4  CA3  CA2   179.77   0.0  2
 22J  Var_03    CA3  CA2  CA1  OA1     2.60  30.0  2
 22J  Var_04    CA4  CA3  CA2  CA1  -179.95  30.0  1

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
 22J  chir_01  CA5  FA5  CA6  CA4  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
 22J  plan-1  CA6  0.020
 22J  plan-1  CB1  0.020
 22J  plan-1  CB6  0.020
 22J  plan-1  CB3  0.020
 22J  plan-1  CB4  0.020
 22J  plan-1  CB5  0.020
 22J  plan-1  CB2  0.020
 22J  plan-1  FB2  0.020
 22J  plan-1  H7   0.020
 22J  plan-1  H8   0.020
 22J  plan-1  H9   0.020
 22J  plan-1  H10  0.020
 22J  plan-2  CA1  0.020
 22J  plan-2  CA2  0.020
 22J  plan-2  OA3  0.020
 22J  plan-2  CA3  0.020
 22J  plan-3  CA5  0.020
 22J  plan-3  CA6  0.020
 22J  plan-3  OA4  0.020
 22J  plan-3  CB1  0.020
 22J  plan-4  OA1  0.020
 22J  plan-4  CA1  0.020
 22J  plan-4  OA2  0.020
 22J  plan-4  CA2  0.020
 22J  plan-5  CA2  0.020
 22J  plan-5  CA3  0.020
 22J  plan-5  CA4  0.020
 22J  plan-5  CA5  0.020
 22J  plan-5  H3   0.020
 22J  plan-5  H5   0.020

