# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 22:58:56 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  25  18  .  2021-08-07  2021-08-07  
;
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  OC    -1  -0.595  -5.7484  -0.7558   0.1845
 C0E  CA1   C  C      0   0.409  -4.5037  -0.8677   0.1847
 C0E  OA1   O  O      0  -0.541  -3.8196  -1.8796   0.3546
 C0E  CA2   C  C      0   0.048  -3.8344   0.4900  -0.0722
 C0E  OA3   O  OH1    0  -0.602  -4.7163   1.4651  -0.2344
 C0E  CA3   C  C      0   0.417  -2.5118   0.7640  -0.1475
 C0E  FA3   F  F      0  -0.332  -2.1738   2.0547  -0.3956
 C0E  CA4   C  C1     0  -0.344  -1.4262  -0.1388   0.0054
 C0E  CA5   C  C1     0  -0.399  -0.1227   0.2059  -0.0774
 C0E  CA6   C  C      0   0.356   0.9219  -0.8033   0.0882
 C0E  OA4   O  O      0  -0.432   0.6620  -1.9888   0.2416
 C0E  CB1   C  CR6    0  -0.020   2.3492  -0.3656   0.0551
 C0E  CB6   C  CR16   0  -0.249   3.3435  -1.3443  -0.0256
 C0E  CB2   C  CR16   0  -0.285   2.7383   0.9729   0.1220
 C0E  CB3   C  CR16   0  -0.394   4.0767   1.3320   0.1082
 C0E  CB4   C  CR6    0   0.533   5.0266   0.3337   0.0187
 C0E  FB4   F  F      0  -0.307   6.3211   0.6727  -0.0002
 C0E  CB5   C  CR16   0  -0.397   4.6840  -1.0048  -0.0505
 C0E  HOA3  H  HOH1   0   0.461  -5.5756   0.9902  -0.1362
 C0E  HA4   H  H      0   0.293  -1.7029  -1.1648   0.2063
 C0E  HA5   H  H      0   0.265   0.1589   1.2281  -0.2829
 C0E  HB6   H  HCR6   0   0.270   3.0660  -2.3887  -0.0753
 C0E  HB2   H  HCR6   0   0.272   2.0072   1.7641   0.2008
 C0E  HB3   H  HCR6   0   0.287   4.3725   2.3709   0.1667
 C0E  HB5   H  HCR6   0   0.286   5.4504  -1.7651  -0.1202

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    1.325  0.020  1.325
 C0E  CA2  CA3   double    1.353  0.020  1.353
 C0E  CA2  CA1   single    1.535  0.020  1.535
 C0E  OA1  CA1   deloc     1.233  0.020  1.233
 C0E  FA3  CA3   single    1.357  0.020  1.357
 C0E  CA3  CA4   single    1.420  0.020  1.420
 C0E  CA1  OA2   deloc     1.250  0.020  1.250
 C0E  CA4  CA5   double    1.351  0.020  1.351
 C0E  CA5  CA6   single    1.462  0.020  1.462
 C0E  OA4  CA6   double    1.223  0.020  1.223
 C0E  CA6  CB1   single    1.493  0.020  1.493
 C0E  CB1  CB6   aromatic  1.397  0.020  1.397
 C0E  CB1  CB2   aromatic  1.395  0.020  1.395
 C0E  CB6  CB5   aromatic  1.383  0.020  1.383
 C0E  CB2  CB3   aromatic  1.386  0.020  1.386
 C0E  CB5  CB4   aromatic  1.383  0.020  1.383
 C0E  CB3  CB4   aromatic  1.381  0.020  1.381
 C0E  CB4  FB4   single    1.338  0.020  1.338
 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  CA2   CA1  OA1  120.45  3.000
 C0E  OA1   CA1  OA2  128.76  3.000
 C0E  CA2   CA1  OA2  110.79  3.000
 C0E  CA3   CA2  OA3  119.67  3.000
 C0E  CA3   CA2  CA1  127.93  3.000
 C0E  OA3   CA2  CA1  112.40  3.000
 C0E  HOA3  OA3  CA2  102.32  3.000
 C0E  CA4   CA3  FA3  115.71  3.000
 C0E  CA4   CA3  CA2  127.78  3.000
 C0E  FA3   CA3  CA2  116.50  3.000
 C0E  HA4   CA4  CA5  120.03  3.000
 C0E  HA4   CA4  CA3  115.31  3.000
 C0E  CA5   CA4  CA3  124.67  3.000
 C0E  HA5   CA5  CA6  119.25  3.000
 C0E  HA5   CA5  CA4  120.32  3.000
 C0E  CA6   CA5  CA4  120.42  3.000
 C0E  CB1   CA6  OA4  119.34  3.000
 C0E  CB1   CA6  CA5  118.56  3.000
 C0E  OA4   CA6  CA5  122.10  3.000
 C0E  CB2   CB1  CB6  118.43  3.000
 C0E  CB2   CB1  CA6  123.13  3.000
 C0E  CB6   CB1  CA6  118.43  3.000
 C0E  HB6   CB6  CB5  118.99  3.000
 C0E  HB6   CB6  CB1  119.76  3.000
 C0E  CB5   CB6  CB1  121.25  3.000
 C0E  HB2   CB2  CB3  117.68  3.000
 C0E  HB2   CB2  CB1  121.16  3.000
 C0E  CB3   CB2  CB1  121.16  3.000
 C0E  HB3   CB3  CB4  120.64  3.000
 C0E  HB3   CB3  CB2  120.82  3.000
 C0E  CB4   CB3  CB2  118.53  3.000
 C0E  CB5   CB4  FB4  118.94  3.000
 C0E  FB4   CB4  CB3  118.90  3.000
 C0E  CB5   CB4  CB3  122.16  3.000
 C0E  HB5   CB5  CB4  120.51  3.000
 C0E  HB5   CB5  CB6  121.02  3.000
 C0E  CB4   CB5  CB6  118.47  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  Var_01    CB6  CB1  CA6  CA5  -168.81  30.0  2
 C0E  Var_02    CB1  CA6  CA5  CA4  -177.06  30.0  2
 C0E  Var_03    FA3  CA3  CA2  CA1   179.55   0.0  2
 C0E  Var_04    CA6  CA5  CA4  CA3  -179.66   0.0  2
 C0E  Var_05    OA3  CA2  CA1  OA2     0.01  30.0  2
 C0E  Var_06    CA5  CA4  CA3  CA2  -179.72  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-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

