# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 13:27:40 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (3E,3aR,8bS)-3-({[(2R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl]oxy}methylidene)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=C[C@H](O\C=C2/[C@H]3Cc4ccccc4[C@H]3OC2=O)OC1=O
#
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
 GR2  GR2  (3E,3aR,8bS)-3-({[(2R)-4-methyl-5-oxo-2,5-dihydrofuran-2-yl]oxy}methylidene)-3,3a,4,8b-tetrahydro-2H-indeno[1,2-b]furan-2-one  ligand  36  22  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GR2
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
 GR2  C1   C  CR6   0   0.097   2.8137  -1.2444   0.0871
 GR2  C2   C  CR16  0  -0.312   3.5485  -2.2015  -0.6006
 GR2  C3   C  CR16  0  -0.251   4.9067  -1.9923  -0.8003
 GR2  C4   C  CR16  0  -0.262   5.5281  -0.8427  -0.3172
 GR2  C5   C  CR16  0  -0.296   4.7938   0.1130   0.3715
 GR2  C6   C  CR6   0   0.075   3.4359  -0.0995   0.5625
 GR2  C7   C  CH1   0  -0.030   2.4585   0.7969   1.2591
 GR2  C8   C  CH1   0  -0.374   1.0771   0.1351   1.0159
 GR2  C9   C  CH2   0  -0.478   1.3551  -1.2696   0.4377
 GR2  C10  C  C     0   0.536   1.3317   2.2696  -0.0981
 GR2  C11  C  C     0  -0.191   0.4571   1.1087   0.0670
 GR2  C12  C  C1    0   0.117  -0.7310   1.0552  -0.5344
 GR2  C13  C  CR15  0   0.268  -2.8177   0.0717  -0.9224
 GR2  C14  C  CR15  0  -0.310  -3.3744  -1.3058  -1.0747
 GR2  C15  C  CR5   0  -0.019  -4.4729  -1.4238  -0.3388
 GR2  C16  C  CR5   0   0.547  -4.6821  -0.1238   0.3408
 GR2  C17  C  CH3   0  -0.724  -5.3952  -2.5667  -0.1403
 GR2  O1   O  O     0  -0.438   1.1686   3.2658  -0.7567
 GR2  O2   O  O2    0  -0.447   2.4268   2.0977   0.6502
 GR2  O3   O  O2    0  -0.436  -1.5407   0.0044  -0.3578
 GR2  O4   O  O     0  -0.399  -5.5553   0.2043   1.0903
 GR2  O5   O  O     0  -0.460  -3.6949   0.7215  -0.0253
 GR2  H1   H  HCR6  0   0.254   3.0721  -3.0972  -0.9797
 GR2  H2   H  HCR6  0   0.258   5.4892  -2.7299  -1.3375
 GR2  H3   H  HCR6  0   0.257   6.5876  -0.6950  -0.4812
 GR2  H4   H  HCR6  0   0.258   5.2756   1.0068   0.7488
 GR2  H5   H  HCH1  0   0.280   2.6939   0.9459   2.3135
 GR2  H6   H  HCH1  0   0.297   0.4978   0.0713   1.9388
 GR2  H7   H  HCH2  0   0.263   0.7256  -1.5031  -0.4215
 GR2  H8   H  HCH2  0   0.267   1.1551  -2.0366   1.1892
 GR2  H9   H  H     0   0.290  -1.0717   1.8490  -1.1952
 GR2  H10  H  HCR5  0   0.283  -2.7969   0.6379  -1.8588
 GR2  H12  H  HCH3  0   0.262  -5.4425  -2.8471   0.9126
 GR2  H13  H  HCH3  0   0.262  -6.4075  -2.3041  -0.4497
 GR2  H14  H  HCH3  0   0.261  -5.0739  -3.4339  -0.7124
 GR2  H11  H  HCR5  0   0.297  -2.9134  -2.0485  -1.7095

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
 GR2  C3   C2   aromatic  1.389  0.020  1.389
 GR2  C3   C4   aromatic  1.393  0.020  1.393
 GR2  C2   C1   aromatic  1.389  0.020  1.389
 GR2  C4   C5   aromatic  1.388  0.020  1.388
 GR2  C1   C9   single    1.500  0.020  1.500
 GR2  C1   C6   aromatic  1.387  0.020  1.387
 GR2  C9   C8   single    1.544  0.020  1.544
 GR2  C5   C6   aromatic  1.388  0.020  1.388
 GR2  C6   C7   single    1.498  0.020  1.498
 GR2  C8   C7   single    1.551  0.020  1.551
 GR2  C8   C11  single    1.494  0.020  1.494
 GR2  C7   O2   single    1.437  0.020  1.437
 GR2  O3   C13  single    1.398  0.020  1.398
 GR2  O3   C12  single    1.338  0.020  1.338
 GR2  O5   C13  single    1.413  0.020  1.413
 GR2  O5   C16  single    1.350  0.020  1.350
 GR2  C13  C14  single    1.494  0.020  1.494
 GR2  C11  C12  double    1.333  0.020  1.333
 GR2  C11  C10  single    1.463  0.020  1.463
 GR2  O2   C10  single    1.337  0.020  1.337
 GR2  C16  O4   double    1.197  0.020  1.197
 GR2  C16  C15  single    1.482  0.020  1.482
 GR2  C14  C15  double    1.327  0.020  1.327
 GR2  C10  O1   double    1.205  0.020  1.205
 GR2  C15  C17  single    1.482  0.020  1.482
 GR2  C2   H1   single    0.930  0.020  1.080
 GR2  C3   H2   single    0.930  0.020  1.080
 GR2  C4   H3   single    0.930  0.020  1.080
 GR2  C5   H4   single    0.930  0.020  1.080
 GR2  C7   H5   single    0.970  0.020  1.090
 GR2  C8   H6   single    0.970  0.020  1.090
 GR2  C9   H7   single    0.970  0.020  1.090
 GR2  C9   H8   single    0.970  0.020  1.090
 GR2  C12  H9   single    0.930  0.020  1.080
 GR2  C13  H10  single    0.970  0.020  1.090
 GR2  C14  H11  single    0.930  0.020  1.080
 GR2  C17  H12  single    0.970  0.020  1.090
 GR2  C17  H13  single    0.970  0.020  1.090
 GR2  C17  H14  single    0.970  0.020  1.090

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
 GR2  C9   C1   C6   111.70  3.000
 GR2  C6   C1   C2   120.08  3.000
 GR2  C9   C1   C2   128.21  3.000
 GR2  H1   C2   C3   120.29  3.000
 GR2  H1   C2   C1   120.70  3.000
 GR2  C3   C2   C1   119.01  3.000
 GR2  H2   C3   C4   119.62  3.000
 GR2  H2   C3   C2   119.68  3.000
 GR2  C4   C3   C2   120.70  3.000
 GR2  H3   C4   C5   119.94  3.000
 GR2  H3   C4   C3   119.78  3.000
 GR2  C5   C4   C3   120.28  3.000
 GR2  H4   C5   C6   120.91  3.000
 GR2  H4   C5   C4   120.37  3.000
 GR2  C6   C5   C4   118.72  3.000
 GR2  C7   C6   C5   127.65  3.000
 GR2  C7   C6   C1   111.14  3.000
 GR2  C5   C6   C1   121.21  3.000
 GR2  H5   C7   O2   106.91  3.000
 GR2  H5   C7   C8   113.71  3.000
 GR2  O2   C7   C8   107.48  3.000
 GR2  H5   C7   C6   112.98  3.000
 GR2  O2   C7   C6   111.05  3.000
 GR2  C8   C7   C6   104.65  3.000
 GR2  H6   C8   C11  110.78  3.000
 GR2  H6   C8   C9   111.04  3.000
 GR2  C11  C8   C9   115.44  3.000
 GR2  H6   C8   C7   111.41  3.000
 GR2  C11  C8   C7   101.02  3.000
 GR2  C9   C8   C7   106.65  3.000
 GR2  H8   C9   H7   106.62  3.000
 GR2  H8   C9   C8   110.38  3.000
 GR2  H7   C9   C8   112.70  3.000
 GR2  H8   C9   C1   110.52  3.000
 GR2  H7   C9   C1   112.38  3.000
 GR2  C8   C9   C1   104.32  3.000
 GR2  O2   C10  O1   121.51  3.000
 GR2  O1   C10  C11  129.54  3.000
 GR2  O2   C10  C11  108.93  3.000
 GR2  C12  C11  C10  120.92  3.000
 GR2  C10  C11  C8   109.92  3.000
 GR2  C12  C11  C8   129.08  3.000
 GR2  H9   C12  O3   117.63  3.000
 GR2  H9   C12  C11  121.61  3.000
 GR2  O3   C12  C11  120.75  3.000
 GR2  H10  C13  O5   108.49  3.000
 GR2  H10  C13  O3   110.68  3.000
 GR2  O5   C13  O3   109.44  3.000
 GR2  H10  C13  C14  113.39  3.000
 GR2  O5   C13  C14  104.92  3.000
 GR2  O3   C13  C14  109.71  3.000
 GR2  H11  C14  C15  128.15  3.000
 GR2  H11  C14  C13  122.34  3.000
 GR2  C15  C14  C13  109.51  3.000
 GR2  C17  C15  C16  121.82  3.000
 GR2  C17  C15  C14  131.13  3.000
 GR2  C16  C15  C14  107.04  3.000
 GR2  O5   C16  O4   122.12  3.000
 GR2  O4   C16  C15  129.12  3.000
 GR2  O5   C16  C15  108.76  3.000
 GR2  H14  C17  H13  108.48  3.000
 GR2  H14  C17  H12  108.41  3.000
 GR2  H13  C17  H12  107.19  3.000
 GR2  H14  C17  C15  111.14  3.000
 GR2  H13  C17  C15  110.73  3.000
 GR2  H12  C17  C15  110.77  3.000
 GR2  C10  O2   C7   111.81  3.000
 GR2  C13  O3   C12  117.49  3.000
 GR2  C16  O5   C13  109.76  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
 GR2  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 GR2  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 GR2  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 GR2  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 GR2  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 GR2  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 GR2  CONST_07  H2   C3   C2   C1    180.00   0.0  0
 GR2  CONST_08  H4   C5   C6   C1    180.00   0.0  0
 GR2  CONST_09  H3   C4   C3   C2    180.00   0.0  0
 GR2  CONST_10  H1   C2   C3   C4    180.00   0.0  0
 GR2  Var_01    C8   C9   C1   C2   -172.33  30.0  1
 GR2  Var_02    C11  C10  O2   C7      5.76  30.0  1
 GR2  Var_03    O2   C10  C11  C8      0.32  30.0  1
 GR2  Var_04    C15  C16  O5   C13     0.06  30.0  1
 GR2  Var_05    C16  C15  C14  C13    -0.38  30.0  1
 GR2  Var_06    O5   C16  C15  C14     0.21  30.0  1
 GR2  Var_07    O3   C12  C11  C8     -2.17  30.0  2
 GR2  Var_08    H12  C17  C15  C14   120.82  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
 GR2  chir_01  C7   C6   C8  O2   positiv
 GR2  chir_02  C8   C11  C7  C9   positiv
 GR2  chir_03  C13  O3   O5  C14  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
 GR2  plan-1  C10  0.020
 GR2  plan-1  C11  0.020
 GR2  plan-1  O1   0.020
 GR2  plan-1  O2   0.020
 GR2  plan-2  C1   0.020
 GR2  plan-2  C2   0.020
 GR2  plan-2  C3   0.020
 GR2  plan-2  C4   0.020
 GR2  plan-2  C5   0.020
 GR2  plan-2  C6   0.020
 GR2  plan-2  C7   0.020
 GR2  plan-2  C9   0.020
 GR2  plan-2  H1   0.020
 GR2  plan-2  H2   0.020
 GR2  plan-2  H3   0.020
 GR2  plan-2  H4   0.020
 GR2  plan-3  C15  0.020
 GR2  plan-3  C16  0.020
 GR2  plan-3  O4   0.020
 GR2  plan-3  O5   0.020

