# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 03:59:26 2022
#   Inital geometry file: a 66 line input string
#   Ligand name: methyl (~{E})-3-(4-hydroxyphenyl)prop-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)/C=C/c1ccc(O)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
 HF6  HF6  "methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate"  ligand  23  13  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HF6
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
 HF6  C1   C  CR6   0   0.124  -3.6920  -6.3658  6.6720
 HF6  C2   C  CR16  0  -0.287  -3.9149  -7.4774  5.8529
 HF6  C3   C  CR16  0  -0.324  -3.1318  -8.6129  5.9375
 HF6  C4   C  CR6   0   0.358  -2.0864  -8.6646  6.8576
 HF6  C5   C  CR16  0  -0.358  -1.8466  -7.5638  7.6847
 HF6  C6   C  CR16  0  -0.296  -2.6388  -6.4376  7.5898
 HF6  C8   C  C1    0  -0.217  -4.5566  -5.2052  6.5292
 HF6  C9   C  C1    0  -0.434  -4.5044  -4.0733  7.2463
 HF6  C10  C  C     0   0.592  -5.3978  -2.9268  7.0505
 HF6  C13  C  CH3   0  -0.420  -7.2099  -2.0386  5.8366
 HF6  O7   O  OH1   0  -0.618  -1.3486  -9.7839  6.9064
 HF6  O11  O  O     0  -0.465  -5.3088  -1.9056  7.6947
 HF6  O12  O  O2    0  -0.459  -6.3104  -3.1111  6.1007
 HF6  H1   H  HCR6  0   0.262  -4.7237  -7.4507  5.1323
 HF6  H2   H  HCR6  0   0.268  -3.3252  -9.4607  5.2926
 HF6  H3   H  HCR6  0   0.277  -1.0353  -7.5912  8.4034
 HF6  H4   H  HCR6  0   0.261  -2.4230  -5.6045  8.2466
 HF6  H5   H  H     0   0.268  -5.3089  -5.2970  5.7528
 HF6  H6   H  H     0   0.273  -3.7721  -3.9331  8.0323
 HF6  H7   H  HCH3  0   0.248  -7.8577  -2.3825  5.0354
 HF6  H8   H  HCH3  0   0.235  -7.8159  -1.7980  6.7103
 HF6  H9   H  HCH3  0   0.235  -6.6817  -1.1423  5.5114
 HF6  H10  H  HOH1  0   0.477  -0.6550  -9.7109  7.5730

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
 HF6  C13  O12  single    1.424  0.020  1.424
 HF6  C2   C3   aromatic  1.382  0.020  1.382
 HF6  C2   C1   aromatic  1.399  0.020  1.399
 HF6  C3   C4   aromatic  1.394  0.020  1.394
 HF6  O12  C10  single    1.330  0.020  1.330
 HF6  C8   C1   single    1.454  0.020  1.454
 HF6  C8   C9   double    1.341  0.020  1.341
 HF6  C1   C6   aromatic  1.399  0.020  1.399
 HF6  C4   O7   single    1.342  0.020  1.342
 HF6  C4   C5   aromatic  1.398  0.020  1.398
 HF6  C10  C9   single    1.467  0.020  1.467
 HF6  C10  O11  double    1.211  0.020  1.211
 HF6  C6   C5   aromatic  1.380  0.020  1.380
 HF6  C2   H1   single    0.930  0.020  1.080
 HF6  C3   H2   single    0.930  0.020  1.080
 HF6  C5   H3   single    0.930  0.020  1.080
 HF6  C6   H4   single    0.930  0.020  1.080
 HF6  C8   H5   single    0.930  0.020  1.080
 HF6  C9   H6   single    0.930  0.020  1.080
 HF6  C13  H7   single    0.970  0.020  1.090
 HF6  C13  H8   single    0.970  0.020  1.090
 HF6  C13  H9   single    0.970  0.020  1.090
 HF6  O7   H10  single    0.850  0.020  0.980

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
 HF6  C8   C1   C6   123.58  3.000
 HF6  C6   C1   C2   117.61  3.000
 HF6  C8   C1   C2   118.82  3.000
 HF6  H1   C2   C3   118.94  3.000
 HF6  H1   C2   C1   119.27  3.000
 HF6  C3   C2   C1   121.80  3.000
 HF6  H2   C3   C4   119.89  3.000
 HF6  H2   C3   C2   120.38  3.000
 HF6  C4   C3   C2   119.73  3.000
 HF6  O7   C4   C5   122.77  3.000
 HF6  C5   C4   C3   119.36  3.000
 HF6  O7   C4   C3   117.87  3.000
 HF6  H3   C5   C6   119.72  3.000
 HF6  H3   C5   C4   120.05  3.000
 HF6  C6   C5   C4   120.23  3.000
 HF6  H4   C6   C5   118.15  3.000
 HF6  H4   C6   C1   120.57  3.000
 HF6  C5   C6   C1   121.28  3.000
 HF6  H5   C8   C9   118.76  3.000
 HF6  H5   C8   C1   114.52  3.000
 HF6  C9   C8   C1   126.72  3.000
 HF6  H6   C9   C10  114.04  3.000
 HF6  H6   C9   C8   121.58  3.000
 HF6  C10  C9   C8   124.38  3.000
 HF6  O12  C10  O11  123.18  3.000
 HF6  O11  C10  C9   122.92  3.000
 HF6  O12  C10  C9   113.90  3.000
 HF6  H9   C13  H8   109.09  3.000
 HF6  H9   C13  H7   109.22  3.000
 HF6  H8   C13  H7   109.24  3.000
 HF6  H9   C13  O12  111.62  3.000
 HF6  H8   C13  O12  111.63  3.000
 HF6  H7   C13  O12  105.97  3.000
 HF6  H10  O7   C4   110.94  3.000
 HF6  C13  O12  C10  117.48  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
 HF6  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 HF6  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 HF6  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 HF6  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 HF6  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 HF6  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 HF6  CONST_07  O7   C4   C3   C2    180.00   0.0  0
 HF6  CONST_08  C8   C1   C2   C3    180.00   0.0  0
 HF6  CONST_09  C8   C1   C6   C5    180.00   0.0  0
 HF6  CONST_10  O7   C4   C5   C6    180.00   0.0  0
 HF6  CONST_11  H2   C3   C2   C1    180.00   0.0  0
 HF6  CONST_12  H3   C5   C6   C1    180.00   0.0  0
 HF6  CONST_13  H4   C6   C1   C2    180.00   0.0  0
 HF6  CONST_14  H3   C5   C4   C3    180.00   0.0  0
 HF6  CONST_15  H1   C2   C3   C4    180.00   0.0  0
 HF6  CONST_16  H4   C6   C5   C4    180.00   0.0  0
 HF6  CONST_17  H2   C3   C4   C5    180.00   0.0  0
 HF6  CONST_18  H1   C2   C1   C6    180.00   0.0  0
 HF6  Var_01    C9   C8   C1   C2    178.47  30.0  3
 HF6  Var_02    C9   C8   C1   C6     -1.54  30.0  3
 HF6  Var_03    H5   C8   C1   C2     -1.64  30.0  3
 HF6  Var_04    H5   C8   C1   C6    178.35  30.0  3
 HF6  Var_05    C10  C9   C8   C1    179.46   0.0  2
 HF6  Var_06    H6   C9   C8   C1     -0.12   0.0  2
 HF6  Var_07    O12  C10  C9   C8      1.49  30.0  2
 HF6  Var_08    O11  C10  C9   C8   -178.38  30.0  2
 HF6  Var_09    C13  O12  C10  C9   -179.33  30.0  1
 HF6  Var_10    O11  C10  O12  C13     0.53  30.0  3
 HF6  Var_11    H5   C8   C9   C10    -0.43   0.0  2
 HF6  Var_12    H7   C13  O12  C10   179.52  30.0  3
 HF6  Var_13    H8   C13  O12  C10   -61.65  30.0  3
 HF6  Var_14    H9   C13  O12  C10    60.72  30.0  3
 HF6  Var_15    H6   C9   C10  O11     1.23  30.0  2
 HF6  Var_16    H6   C9   C10  O12  -178.90  30.0  2
 HF6  Var_17    H6   C9   C8   H5    179.99   0.0  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
 HF6  plan-1  C1   0.020
 HF6  plan-1  C2   0.020
 HF6  plan-1  C3   0.020
 HF6  plan-1  C4   0.020
 HF6  plan-1  C5   0.020
 HF6  plan-1  C6   0.020
 HF6  plan-1  C8   0.020
 HF6  plan-1  O7   0.020
 HF6  plan-1  H1   0.020
 HF6  plan-1  H2   0.020
 HF6  plan-1  H3   0.020
 HF6  plan-1  H4   0.020
 HF6  plan-2  C1   0.020
 HF6  plan-2  C8   0.020
 HF6  plan-2  C9   0.020
 HF6  plan-2  C10  0.020
 HF6  plan-2  H5   0.020
 HF6  plan-2  H6   0.020
 HF6  plan-3  C9   0.020
 HF6  plan-3  C10  0.020
 HF6  plan-3  O11  0.020
 HF6  plan-3  O12  0.020

