# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 01:50:54 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: (2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(/O)=C(Cl)\C=C\C(=O)c1ccccc1
#
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
 C1E  C1E  '(2Z,4E)-3-chloro-2-hydroxy-6-oxo-6-phenylhexa-2,4-dienoic acid'  ligand  25  17  .  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_C1E
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
 C1E  OA4   O   O      0  -0.432   1.2826  -2.0097   0.2261
 C1E  CA6   C   C      0   0.346   1.5022  -0.8182   0.0589
 C1E  CA5   C   C1     0  -0.405   0.4264   0.1543  -0.1338
 C1E  CA4   C   C1     0  -0.162  -0.8629  -0.2325  -0.0464
 C1E  CA3   C   C      0  -0.193  -2.0163   0.5893  -0.2140
 C1E  CLA1  CL  CL     0  -0.139  -1.7536   2.2838  -0.5895
 C1E  CA2   C   C      0   0.308  -3.3027   0.1774  -0.0597
 C1E  OA3   O   OH1    0  -0.576  -4.3441   0.9814  -0.1883
 C1E  CA1   C   C      0   0.383  -3.7231  -1.2564   0.3169
 C1E  OA2   O   OC    -1  -0.567  -4.6059  -1.3042   1.1808
 C1E  OA1   O   O      0  -0.571  -3.1550  -2.1792  -0.2828
 C1E  CB1   C   CR6    0  -0.005   2.9140  -0.3302   0.0323
 C1E  CB2   C   CR16   0  -0.270   3.9387  -1.2637  -0.1409
 C1E  CB3   C   CR16   0  -0.241   5.2636  -0.8621  -0.1612
 C1E  CB4   C   CR16   0  -0.251   5.5884   0.4789   0.0093
 C1E  CB5   C   CR16   0  -0.238   4.5800   1.4137   0.1958
 C1E  CB6   C   CR16   0  -0.300   3.2514   1.0132   0.2009
 C1E  HA5   H   H      0   0.261   0.6798   1.1780  -0.3690
 C1E  HA4   H   H      0   0.276  -1.0730  -1.2714   0.1735
 C1E  HOA3  H   HOH1   0   0.469  -4.0712   1.8860  -0.4043
 C1E  HB2   H   HCR6   0   0.259   3.6954  -2.3101  -0.2684
 C1E  HB3   H   HCR6   0   0.262   6.0460  -1.5951  -0.3074
 C1E  HB4   H   HCR6   0   0.264   6.6245   0.7917  -0.0009
 C1E  HB5   H   HCR6   0   0.264   4.8249   2.4579   0.3381
 C1E  HB6   H   HCR6   0   0.260   2.4873   1.7620   0.3584

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
 C1E  OA3   CA2   single    1.322  0.020  1.322
 C1E  CLA1  CA3   single    1.755  0.020  1.755
 C1E  CA2   CA1   single    1.541  0.020  1.541
 C1E  CA2   CA3   double    1.360  0.020  1.360
 C1E  OA1   CA1   deloc     1.239  0.020  1.239
 C1E  CA1   OA2   deloc     1.236  0.020  1.236
 C1E  CA3   CA4   single    1.426  0.020  1.426
 C1E  CA4   CA5   double    1.349  0.020  1.349
 C1E  CA5   CA6   single    1.463  0.020  1.463
 C1E  CA6   OA4   double    1.223  0.020  1.223
 C1E  CA6   CB1   single    1.494  0.020  1.494
 C1E  CB1   CB2   aromatic  1.397  0.020  1.397
 C1E  CB1   CB6   aromatic  1.395  0.020  1.395
 C1E  CB2   CB3   aromatic  1.385  0.020  1.385
 C1E  CB6   CB5   aromatic  1.388  0.020  1.388
 C1E  CB3   CB4   aromatic  1.390  0.020  1.390
 C1E  CB5   CB4   aromatic  1.388  0.020  1.388
 C1E  CA5   HA5   single    0.930  0.020  1.080
 C1E  CA4   HA4   single    0.930  0.020  1.080
 C1E  OA3   HOA3  single    0.850  0.020  0.980
 C1E  CB2   HB2   single    0.930  0.020  1.080
 C1E  CB3   HB3   single    0.930  0.020  1.080
 C1E  CB4   HB4   single    0.930  0.020  1.080
 C1E  CB5   HB5   single    0.930  0.020  1.080
 C1E  CB6   HB6   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
 C1E  CB1   CA6  CA5   118.38  3.000
 C1E  CB1   CA6  OA4   119.36  3.000
 C1E  CA5   CA6  OA4   122.25  3.000
 C1E  HA5   CA5  CA4   120.66  3.000
 C1E  HA5   CA5  CA6   119.08  3.000
 C1E  CA4   CA5  CA6   120.24  3.000
 C1E  HA4   CA4  CA3   114.83  3.000
 C1E  HA4   CA4  CA5   118.29  3.000
 C1E  CA3   CA4  CA5   126.88  3.000
 C1E  CA2   CA3  CLA1  117.28  3.000
 C1E  CA2   CA3  CA4   125.26  3.000
 C1E  CLA1  CA3  CA4   117.41  3.000
 C1E  CA1   CA2  OA3   112.01  3.000
 C1E  CA1   CA2  CA3   124.60  3.000
 C1E  OA3   CA2  CA3   123.37  3.000
 C1E  HOA3  OA3  CA2   111.56  3.000
 C1E  OA1   CA1  OA2   129.58  3.000
 C1E  OA2   CA1  CA2   113.68  3.000
 C1E  OA1   CA1  CA2   116.74  3.000
 C1E  CB6   CB1  CB2   118.76  3.000
 C1E  CB6   CB1  CA6   122.74  3.000
 C1E  CB2   CB1  CA6   118.49  3.000
 C1E  HB2   CB2  CB3   119.61  3.000
 C1E  HB2   CB2  CB1   119.74  3.000
 C1E  CB3   CB2  CB1   120.65  3.000
 C1E  HB3   CB3  CB4   120.07  3.000
 C1E  HB3   CB3  CB2   119.83  3.000
 C1E  CB4   CB3  CB2   120.10  3.000
 C1E  HB4   CB4  CB5   120.14  3.000
 C1E  HB4   CB4  CB3   120.09  3.000
 C1E  CB5   CB4  CB3   119.77  3.000
 C1E  HB5   CB5  CB6   119.65  3.000
 C1E  HB5   CB5  CB4   120.22  3.000
 C1E  CB6   CB5  CB4   120.12  3.000
 C1E  HB6   CB6  CB5   118.50  3.000
 C1E  HB6   CB6  CB1   120.90  3.000
 C1E  CB5   CB6  CB1   120.59  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
 C1E  CONST_01  CB4   CB3  CB2  CB1     0.00   0.0  0
 C1E  CONST_02  CB4   CB5  CB6  CB1     0.00   0.0  0
 C1E  CONST_03  CB5   CB6  CB1  CB2     0.00   0.0  0
 C1E  CONST_04  CB5   CB4  CB3  CB2     0.00   0.0  0
 C1E  CONST_05  CB6   CB1  CB2  CB3     0.00   0.0  0
 C1E  CONST_06  CB6   CB5  CB4  CB3     0.00   0.0  0
 C1E  CONST_07  CB3   CB2  CB1  CA6   180.00   0.0  0
 C1E  CONST_08  CB5   CB6  CB1  CA6   180.00   0.0  0
 C1E  CONST_09  HB3   CB3  CB2  CB1   180.00   0.0  0
 C1E  CONST_10  HB5   CB5  CB6  CB1   180.00   0.0  0
 C1E  CONST_11  HB6   CB6  CB1  CB2   180.00   0.0  0
 C1E  CONST_12  HB4   CB4  CB3  CB2   180.00   0.0  0
 C1E  CONST_13  HB2   CB2  CB3  CB4   180.00   0.0  0
 C1E  Var_01    CB2   CB1  CA6  OA4    16.00  30.0  2
 C1E  Var_02    CB1   CA6  CA5  CA4  -176.48  30.0  2
 C1E  Var_03    CA3   CA4  CA5  CA6  -179.69   0.0  2
 C1E  Var_04    OA3   CA2  CA3  CA4   178.06   0.0  2
 C1E  Var_05    CLA1  CA3  CA4  CA5     0.63  30.0  2
 C1E  Var_06    OA1   CA1  CA2  CA3   -45.13  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
 C1E  plan-1  CA6   0.020
 C1E  plan-1  CB1   0.020
 C1E  plan-1  CB2   0.020
 C1E  plan-1  CB3   0.020
 C1E  plan-1  CB4   0.020
 C1E  plan-1  CB5   0.020
 C1E  plan-1  CB6   0.020
 C1E  plan-1  HB2   0.020
 C1E  plan-1  HB3   0.020
 C1E  plan-1  HB4   0.020
 C1E  plan-1  HB5   0.020
 C1E  plan-1  HB6   0.020
 C1E  plan-2  OA4   0.020
 C1E  plan-2  CA6   0.020
 C1E  plan-2  CA5   0.020
 C1E  plan-2  CB1   0.020
 C1E  plan-3  CA2   0.020
 C1E  plan-3  CA1   0.020
 C1E  plan-3  OA2   0.020
 C1E  plan-3  OA1   0.020
 C1E  plan-4  CA4   0.020
 C1E  plan-4  CA3   0.020
 C1E  plan-4  CLA1  0.020
 C1E  plan-4  CA2   0.020
 C1E  plan-4  OA3   0.020
 C1E  plan-4  CA1   0.020
 C1E  plan-5  CA6   0.020
 C1E  plan-5  CA5   0.020
 C1E  plan-5  CA4   0.020
 C1E  plan-5  CA3   0.020
 C1E  plan-5  HA5   0.020
 C1E  plan-5  HA4   0.020

