# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 17:44:24 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 1-[4-(difluoromethoxy)-3-{[(3R)-oxolan-3-yl]oxy}phenyl]-3-methylbutan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CC(=O)c1ccc(OC(F)F)c(O[C@@H]2CCOC2)c1
#
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
 R91  R91  1-[4-(difluoromethoxy)-3-{[(3R)-oxolan-3-yl]oxy}phenyl]-3-methylbutan-1-one  ligand  42  22  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_R91
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
 R91  F2   F  F     0  -0.339  -2.1836   3.7154   1.1332
 R91  C1   C  CH1   0   0.667  -2.6414   3.0101   0.0705
 R91  F1   F  F     0  -0.333  -2.0676   3.5580  -1.0216
 R91  O1   O  O2    0  -0.484  -2.3367   1.6942   0.1800
 R91  C2   C  CR6   0   0.280  -1.0580   1.2198   0.0756
 R91  C3   C  CR6   0   0.355  -0.9818  -0.1405  -0.2770
 R91  O2   O  O2    0  -0.471  -2.1582  -0.7514  -0.4864
 R91  C8   C  CH1   0  -0.052  -2.1852  -2.1412  -0.7931
 R91  C11  C  CH2   0  -0.185  -1.9547  -2.9952   0.4446
 R91  O3   O  O2    0  -0.496  -3.1643  -2.9209   1.1678
 R91  C10  C  CH2   0  -0.150  -4.2465  -2.7513   0.2590
 R91  C9   C  CH2   0  -0.534  -3.6243  -2.5014  -1.1194
 R91  C7   C  CR16  0  -0.323   0.0943   1.9494   0.3027
 R91  C6   C  CR16  0  -0.316   1.3356   1.3379   0.1803
 R91  C5   C  CR6   0   0.004   1.4311  -0.0016  -0.1661
 R91  C4   C  CR16  0  -0.410   0.2621  -0.7346  -0.3901
 R91  C12  C  C     0   0.379   2.7421  -0.6998  -0.3115
 R91  O4   O  O     0  -0.398   2.7735  -1.8708  -0.6290
 R91  C13  C  CH2   0  -0.575   4.0013   0.0982  -0.0809
 R91  C14  C  CH1   0  -0.231   5.3055  -0.6931  -0.1404
 R91  C16  C  CH3   0  -0.655   6.4811   0.2739  -0.2515
 R91  C15  C  CH3   0  -0.656   5.4757  -1.5920   1.0807
 R91  H1   H  HCH1  0   0.242  -3.7233   3.1065   0.0152
 R91  H2   H  HCH1  0   0.270  -1.4979  -2.3713  -1.6117
 R91  H3   H  HCH2  0   0.221  -1.7244  -4.0208   0.1271
 R91  H4   H  HCH2  0   0.247  -1.1389  -2.6524   1.0840
 R91  H5   H  HCH2  0   0.218  -4.8831  -3.6404   0.2503
 R91  H6   H  HCH2  0   0.223  -4.8557  -1.9079   0.5932
 R91  H7   H  HCH2  0   0.270  -4.1338  -1.7259  -1.6900
 R91  H8   H  HCH2  0   0.264  -3.6280  -3.4099  -1.7225
 R91  H9   H  HCR6  0   0.294   0.0594   2.9887   0.5929
 R91  H10  H  HCR6  0   0.269   2.2167   1.9352   0.3660
 R91  H11  H  HCR6  0   0.291   0.3530  -1.7776  -0.6606
 R91  H12  H  HCH2  0   0.279   4.0117   0.9010  -0.8284
 R91  H13  H  HCH2  0   0.263   3.9298   0.6118   0.8845
 R91  H14  H  HCH1  0   0.226   5.2952  -1.3202  -1.0368
 R91  H15  H  HCH3  0   0.229   7.4293  -0.2646  -0.2876
 R91  H16  H  HCH3  0   0.227   6.4118   0.8884  -1.1506
 R91  H17  H  HCH3  0   0.215   6.5160   0.9468   0.6088
 R91  H18  H  HCH3  0   0.227   6.4229  -2.1324   1.0359
 R91  H19  H  HCH3  0   0.213   5.4816  -0.9991   1.9989
 R91  H20  H  HCH3  0   0.233   4.6801  -2.3314   1.1669

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
 R91  C16  C14  single    1.526  0.020  1.526
 R91  C14  C15  single    1.526  0.020  1.526
 R91  C14  C13  single    1.527  0.020  1.527
 R91  C13  C12  single    1.509  0.020  1.509
 R91  O4   C12  double    1.214  0.020  1.214
 R91  C12  C5   single    1.492  0.020  1.492
 R91  C5   C4   aromatic  1.398  0.020  1.398
 R91  C5   C6   aromatic  1.387  0.020  1.387
 R91  C4   C3   aromatic  1.383  0.020  1.383
 R91  C11  C8   single    1.521  0.020  1.521
 R91  C11  O3   single    1.411  0.020  1.411
 R91  C6   C7   aromatic  1.389  0.020  1.389
 R91  C8   O2   single    1.423  0.020  1.423
 R91  C8   C9   single    1.519  0.020  1.519
 R91  C3   O2   single    1.342  0.020  1.342
 R91  C3   C2   aromatic  1.407  0.020  1.407
 R91  O3   C10  single    1.423  0.020  1.423
 R91  C7   C2   aromatic  1.383  0.020  1.383
 R91  C9   C10  single    1.533  0.020  1.533
 R91  C2   O1   single    1.368  0.020  1.368
 R91  O1   C1   single    1.355  0.020  1.355
 R91  F2   C1   single    1.355  0.020  1.355
 R91  C1   F1   single    1.350  0.020  1.350
 R91  C1   H1   single    0.970  0.020  1.090
 R91  C8   H2   single    0.970  0.020  1.090
 R91  C11  H3   single    0.970  0.020  1.090
 R91  C11  H4   single    0.970  0.020  1.090
 R91  C10  H5   single    0.970  0.020  1.090
 R91  C10  H6   single    0.970  0.020  1.090
 R91  C9   H7   single    0.970  0.020  1.090
 R91  C9   H8   single    0.970  0.020  1.090
 R91  C7   H9   single    0.930  0.020  1.080
 R91  C6   H10  single    0.930  0.020  1.080
 R91  C4   H11  single    0.930  0.020  1.080
 R91  C13  H12  single    0.970  0.020  1.090
 R91  C13  H13  single    0.970  0.020  1.090
 R91  C14  H14  single    0.970  0.020  1.090
 R91  C16  H15  single    0.970  0.020  1.090
 R91  C16  H16  single    0.970  0.020  1.090
 R91  C16  H17  single    0.970  0.020  1.090
 R91  C15  H18  single    0.970  0.020  1.090
 R91  C15  H19  single    0.970  0.020  1.090
 R91  C15  H20  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
 R91  H1   C1   O1   108.29  3.000
 R91  H1   C1   F1   110.22  3.000
 R91  O1   C1   F1   111.34  3.000
 R91  H1   C1   F2   109.26  3.000
 R91  F1   C1   F2   106.24  3.000
 R91  O1   C1   F2   111.48  3.000
 R91  C2   O1   C1   122.74  3.000
 R91  C7   C2   C3   120.40  3.000
 R91  C7   C2   O1   125.70  3.000
 R91  C3   C2   O1   113.89  3.000
 R91  C4   C3   O2   125.46  3.000
 R91  O2   C3   C2   115.57  3.000
 R91  C4   C3   C2   118.97  3.000
 R91  C8   O2   C3   119.65  3.000
 R91  H2   C8   C9   112.64  3.000
 R91  H2   C8   C11  113.31  3.000
 R91  C9   C8   C11  100.67  3.000
 R91  H2   C8   O2   110.79  3.000
 R91  C9   C8   O2   107.21  3.000
 R91  C11  C8   O2   111.71  3.000
 R91  H4   C11  H3   107.81  3.000
 R91  H4   C11  O3   108.90  3.000
 R91  H3   C11  O3   112.16  3.000
 R91  H4   C11  C8   114.42  3.000
 R91  H3   C11  C8   108.72  3.000
 R91  O3   C11  C8   104.92  3.000
 R91  C10  O3   C11  109.31  3.000
 R91  H6   C10  H5   107.78  3.000
 R91  H6   C10  C9   112.05  3.000
 R91  H5   C10  C9   111.21  3.000
 R91  H6   C10  O3   108.69  3.000
 R91  H5   C10  O3   110.54  3.000
 R91  C9   C10  O3   106.56  3.000
 R91  H8   C9   H7   107.57  3.000
 R91  H8   C9   C10  111.11  3.000
 R91  H7   C9   C10  113.40  3.000
 R91  H8   C9   C8   108.64  3.000
 R91  H7   C9   C8   112.76  3.000
 R91  C10  C9   C8   103.30  3.000
 R91  H9   C7   C6   118.45  3.000
 R91  H9   C7   C2   121.68  3.000
 R91  C6   C7   C2   119.87  3.000
 R91  H10  C6   C5   121.37  3.000
 R91  H10  C6   C7   118.05  3.000
 R91  C5   C6   C7   120.58  3.000
 R91  C12  C5   C4   118.27  3.000
 R91  C4   C5   C6   119.26  3.000
 R91  C12  C5   C6   122.46  3.000
 R91  H11  C4   C5   118.40  3.000
 R91  H11  C4   C3   120.68  3.000
 R91  C5   C4   C3   120.92  3.000
 R91  C13  C12  O4   121.92  3.000
 R91  O4   C12  C5   119.98  3.000
 R91  C13  C12  C5   118.09  3.000
 R91  H13  C13  H12  104.95  3.000
 R91  H13  C13  C14  109.45  3.000
 R91  H12  C13  C14  110.16  3.000
 R91  H13  C13  C12  109.16  3.000
 R91  H12  C13  C12  106.91  3.000
 R91  C14  C13  C12  115.65  3.000
 R91  H14  C14  C15  108.61  3.000
 R91  H14  C14  C16  108.11  3.000
 R91  C15  C14  C16  110.22  3.000
 R91  H14  C14  C13  108.72  3.000
 R91  C15  C14  C13  111.69  3.000
 R91  C16  C14  C13  109.41  3.000
 R91  H17  C16  H16  107.69  3.000
 R91  H17  C16  H15  107.59  3.000
 R91  H16  C16  H15  107.81  3.000
 R91  H17  C16  C14  110.95  3.000
 R91  H16  C16  C14  111.58  3.000
 R91  H15  C16  C14  111.05  3.000
 R91  H20  C15  H19  107.79  3.000
 R91  H20  C15  H18  107.52  3.000
 R91  H19  C15  H18  107.36  3.000
 R91  H20  C15  C14  112.44  3.000
 R91  H19  C15  C14  110.69  3.000
 R91  H18  C15  C14  110.84  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
 R91  CONST_01  C5   C4   C3   C2      0.00   0.0  0
 R91  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 R91  CONST_03  C6   C5   C4   C3      0.00   0.0  0
 R91  CONST_04  C6   C7   C2   C3      0.00   0.0  0
 R91  CONST_05  C4   C5   C6   C7      0.00   0.0  0
 R91  CONST_06  C4   C3   C2   C7      0.00   0.0  0
 R91  CONST_07  C4   C3   C2   O1    180.00   0.0  0
 R91  CONST_08  C6   C7   C2   O1    180.00   0.0  0
 R91  CONST_09  C12  C5   C4   C3    180.00   0.0  0
 R91  CONST_10  C5   C4   C3   O2    180.00   0.0  0
 R91  CONST_11  C7   C2   C3   O2    180.00   0.0  0
 R91  CONST_12  C12  C5   C6   C7    180.00   0.0  0
 R91  CONST_13  H11  C4   C3   C2    180.00   0.0  0
 R91  CONST_14  H10  C6   C7   C2    180.00   0.0  0
 R91  CONST_15  H9   C7   C2   C3    180.00   0.0  0
 R91  Var_01    O3   C10  C9   C8    -16.41  30.0  1
 R91  Var_02    C9   C10  O3   C11    -8.61  30.0  1
 R91  Var_03    C4   C3   O2   C8      3.09  30.0  3
 R91  Var_04    H3   C11  O3   C10   -87.47  30.0  1
 R91  Var_05    C3   C2   O1   C1   -157.69  30.0  1
 R91  Var_06    C13  C12  C5   C6     -0.51  30.0  2
 R91  Var_07    C14  C13  C12  C5    175.57  30.0  2
 R91  Var_08    H1   C1   O1   C2    170.23  30.0  3
 R91  Var_09    C16  C14  C13  C12   165.50  30.0  2
 R91  Var_10    H15  C16  C14  C13   179.53  30.0  3
 R91  Var_11    H18  C15  C14  C13  -178.61  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
 R91  chir_01  C8  C11  O2  C9  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
 R91  plan-1  O1   0.020
 R91  plan-1  C2   0.020
 R91  plan-1  C3   0.020
 R91  plan-1  O2   0.020
 R91  plan-1  C7   0.020
 R91  plan-1  C6   0.020
 R91  plan-1  C5   0.020
 R91  plan-1  C4   0.020
 R91  plan-1  C12  0.020
 R91  plan-1  H9   0.020
 R91  plan-1  H10  0.020
 R91  plan-1  H11  0.020
 R91  plan-2  C5   0.020
 R91  plan-2  C12  0.020
 R91  plan-2  O4   0.020
 R91  plan-2  C13  0.020

