# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 16:40:20 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (5R)-4-hydroxy-5-methyl-5-[(1E)-2-methylbuta-1,3-dien-1-yl]-3-(trifluoroacetyl)thiophen-2(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C\C(C=C)=C/[C@@]1(C)SC(=O)C(=C1O)C(=O)C(F)(F)F
#
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
 TLH  TLH  (5R)-4-hydroxy-5-methyl-5-[(1E)-2-methylbuta-1,3-dien-1-yl]-3-(trifluoroacetyl)thiophen-2(5H)-one  ligand  30  19  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_TLH
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
 TLH  F2    F  F     0  -0.298  -3.7048  -1.3034   0.7121
 TLH  C10   C  CT    0   1.006  -3.3964  -0.1099   0.2130
 TLH  F     F  F     0  -0.292  -4.4018   0.2824  -0.5573
 TLH  F1    F  F     0  -0.299  -3.2792   0.7646   1.2088
 TLH  C9    C  C     0   0.226  -2.0977  -0.1768  -0.6097
 TLH  O1    O  O     0  -0.420  -2.1697   0.1425  -1.7854
 TLH  C8    C  CR5   0  -0.274  -0.8554  -0.5949  -0.0115
 TLH  C7    C  CR5   0   0.193  -0.6022  -0.9670   1.3783
 TLH  O     O  O     0  -0.381  -1.3822  -1.0189   2.2926
 TLH  S     S  S2    0   0.102   1.1248  -1.3322   1.6030
 TLH  C11   C  CR5   0   0.527   0.2744  -0.6454  -0.7993
 TLH  O2    O  OH1   0  -0.523   0.3430  -0.3328  -2.0478
 TLH  C5    C  CR5   0  -0.425   1.5368  -1.1718  -0.1773
 TLH  C6    C  CH3   0  -0.634   1.7860  -2.5740  -0.7569
 TLH  C4    C  C1    0  -0.230   2.7437  -0.3015  -0.4074
 TLH  C2    C  C     0   0.140   2.8726   1.0173  -0.2022
 TLH  C3    C  CH3   0  -0.753   1.8026   1.9158   0.3319
 TLH  C1    C  C1    0  -0.214   4.1647   1.6251  -0.5292
 TLH  C     C  C2    0  -0.539   4.4623   2.9190  -0.4072
 TLH  H2    H  HOH1  0   0.505  -0.5578  -0.0603  -2.3569
 TLH  H61C  H  HCH3  0   0.265   0.9186  -3.2190  -0.6269
 TLH  H62C  H  HCH3  0   0.264   2.0208  -2.5064  -1.8192
 TLH  H63C  H  HCH3  0   0.274   2.6350  -3.0300  -0.2500
 TLH  H4    H  H     0   0.267   3.6049  -0.8394  -0.7893
 TLH  H31C  H  HCH3  0   0.263   2.1496   2.4292   1.2302
 TLH  H32C  H  HCH3  0   0.260   1.5486   2.6867  -0.3977
 TLH  H33C  H  HCH3  0   0.240   0.8867   1.3963   0.5960
 TLH  H1    H  H     0   0.250   4.9252   0.9481  -0.9056
 TLH  HC1   H  H     0   0.252   5.4427   3.2877  -0.6764
 TLH  HC2   H  H     0   0.248   3.7541   3.6531  -0.0448

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
 TLH  F2   C10   single  1.330  0.020  1.330
 TLH  C10  F     single  1.326  0.020  1.326
 TLH  C10  F1    single  1.330  0.020  1.330
 TLH  C10  C9    single  1.539  0.020  1.539
 TLH  C9   O1    double  1.220  0.020  1.220
 TLH  C9   C8    single  1.441  0.020  1.441
 TLH  C8   C7    single  1.461  0.020  1.461
 TLH  C8   C11   double  1.378  0.020  1.378
 TLH  C7   O     double  1.203  0.020  1.203
 TLH  C7   S     single  1.779  0.020  1.779
 TLH  S    C5    single  1.834  0.020  1.834
 TLH  C11  O2    single  1.289  0.020  1.289
 TLH  C11  C5    single  1.503  0.020  1.503
 TLH  C5   C6    single  1.538  0.020  1.538
 TLH  C5   C4    single  1.506  0.020  1.506
 TLH  C4   C2    double  1.341  0.020  1.341
 TLH  C2   C3    single  1.496  0.020  1.496
 TLH  C2   C1    single  1.465  0.020  1.465
 TLH  C1   C     double  1.333  0.020  1.333
 TLH  O2   H2    single  0.850  0.020  0.980
 TLH  C6   H61C  single  0.970  0.020  1.090
 TLH  C6   H62C  single  0.970  0.020  1.090
 TLH  C6   H63C  single  0.970  0.020  1.090
 TLH  C4   H4    single  0.930  0.020  1.080
 TLH  C3   H31C  single  0.970  0.020  1.090
 TLH  C3   H32C  single  0.970  0.020  1.090
 TLH  C3   H33C  single  0.970  0.020  1.090
 TLH  C1   H1    single  0.930  0.020  1.080
 TLH  C    HC1   single  0.930  0.020  1.080
 TLH  C    HC2   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
 TLH  C9    C10  F1    110.76  3.000
 TLH  C9    C10  F     110.01  3.000
 TLH  F1    C10  F     107.89  3.000
 TLH  C9    C10  F2    110.94  3.000
 TLH  F1    C10  F2    109.23  3.000
 TLH  F     C10  F2    107.92  3.000
 TLH  C8    C9   O1    121.78  3.000
 TLH  C8    C9   C10   121.22  3.000
 TLH  O1    C9   C10   117.00  3.000
 TLH  C11   C8   C7    113.10  3.000
 TLH  C11   C8   C9    118.70  3.000
 TLH  C7    C8   C9    128.20  3.000
 TLH  S     C7   O     121.63  3.000
 TLH  S     C7   C8    109.92  3.000
 TLH  O     C7   C8    128.43  3.000
 TLH  C5    S    C7     94.44  3.000
 TLH  C5    C11  O2    116.18  3.000
 TLH  C5    C11  C8    117.71  3.000
 TLH  O2    C11  C8    126.04  3.000
 TLH  H2    O2   C11   108.70  3.000
 TLH  C4    C5   C6    109.85  3.000
 TLH  C4    C5   C11   114.06  3.000
 TLH  C6    C5   C11   107.44  3.000
 TLH  C4    C5   S     112.26  3.000
 TLH  C6    C5   S     108.82  3.000
 TLH  C11   C5   S     104.10  3.000
 TLH  H63C  C6   H62C  108.16  3.000
 TLH  H63C  C6   H61C  108.51  3.000
 TLH  H62C  C6   H61C  108.95  3.000
 TLH  H63C  C6   C5    109.44  3.000
 TLH  H62C  C6   C5    110.23  3.000
 TLH  H61C  C6   C5    111.48  3.000
 TLH  H4    C4   C2    117.72  3.000
 TLH  H4    C4   C5    113.80  3.000
 TLH  C2    C4   C5    128.48  3.000
 TLH  C1    C2   C3    117.48  3.000
 TLH  C1    C2   C4    117.30  3.000
 TLH  C3    C2   C4    125.21  3.000
 TLH  H33C  C3   H32C  107.72  3.000
 TLH  H33C  C3   H31C  107.05  3.000
 TLH  H32C  C3   H31C  106.98  3.000
 TLH  H33C  C3   C2    113.76  3.000
 TLH  H32C  C3   C2    110.61  3.000
 TLH  H31C  C3   C2    110.42  3.000
 TLH  H1    C1   C     118.72  3.000
 TLH  H1    C1   C2    115.89  3.000
 TLH  C     C1   C2    125.39  3.000
 TLH  HC2   C    HC1   116.43  3.000
 TLH  HC2   C    C1    122.87  3.000
 TLH  HC1   C    C1    120.70  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
 TLH  Var_01  C5    C11  C8   C7      5.11  30.0  1
 TLH  Var_02  C11   C8   C7   S       1.35  30.0  1
 TLH  Var_03  C7    C8   C9   C10    -1.76  30.0  2
 TLH  Var_04  C3    C2   C4   C5      0.75   0.0  2
 TLH  Var_05  C8    C9   C10  F2    -59.82  30.0  3
 TLH  Var_06  C     C1   C2   C4    178.99  30.0  2
 TLH  Var_07  HC1   C    C1   C2   -179.70   0.0  2
 TLH  Var_08  H31C  C3   C2   C4    123.08  30.0  3

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
 TLH  chir_01  C5  C11  S  C4  positiv

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
 TLH  plan-1  C10  0.020
 TLH  plan-1  C9   0.020
 TLH  plan-1  O1   0.020
 TLH  plan-1  C8   0.020
 TLH  plan-2  C8   0.020
 TLH  plan-2  C7   0.020
 TLH  plan-2  O    0.020
 TLH  plan-2  S    0.020
 TLH  plan-3  C5   0.020
 TLH  plan-3  C4   0.020
 TLH  plan-3  C2   0.020
 TLH  plan-3  C3   0.020
 TLH  plan-3  C1   0.020
 TLH  plan-3  H4   0.020
 TLH  plan-4  C2   0.020
 TLH  plan-4  C1   0.020
 TLH  plan-4  C    0.020
 TLH  plan-4  H1   0.020
 TLH  plan-4  HC1  0.020
 TLH  plan-4  HC2  0.020

