# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 04:51:25 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: {3-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenyl}methanol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1oc(nc1COc2cccc(CO)c2)c3ccccc3
#
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
 BPK  BPK  {3-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]phenyl}methanol  ligand  39  22  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BPK
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
 BPK  C5    C  CR16  0  -0.253  -6.1917   1.7790  -0.4300
 BPK  C4    C  CR16  0  -0.240  -6.0948   0.5010  -0.9641
 BPK  C6    C  CR16  0  -0.239  -5.1161   2.3193   0.2650
 BPK  C19   C  CR16  0  -0.230   4.7903  -0.3109   1.8012
 BPK  C3    C  CR16  0  -0.289  -4.9318  -0.2378  -0.8075
 BPK  C7    C  CR16  0  -0.283  -3.9512   1.5883   0.4240
 BPK  C18   C  CR16  0  -0.314   5.4850   0.5046   0.9247
 BPK  C20   C  CR16  0  -0.391   3.4426  -0.5932   1.6044
 BPK  C16   C  CR16  0  -0.386   3.4866   0.7799  -0.3758
 BPK  C2    C  CR6   0  -0.026  -3.8498   0.3030  -0.1115
 BPK  C17   C  CR6   0   0.106   4.8290   1.0595  -0.1736
 BPK  C15   C  CR6   0   0.403   2.7855  -0.0430   0.5072
 BPK  C9    C  CR5   0   0.090  -0.6647  -1.1213   0.5507
 BPK  C10   C  CR5   0   0.318  -1.2885  -2.1370  -0.0917
 BPK  C1    C  CR5   0   0.508  -2.6117  -0.4411   0.0689
 BPK  C13   C  CH2   0  -0.303   0.7156  -1.0659   1.0856
 BPK  N8    N  N     0  -0.434  -1.5258  -0.0494   0.6414
 BPK  O11   O  O     0  -0.430  -2.5357  -1.6985  -0.3954
 BPK  O22   O  OH1   0  -0.668   6.0993   1.0465  -2.1626
 BPK  O14   O  O2    0  -0.471   1.4846  -0.2497   0.2145
 BPK  H5    H  HCR6  0   0.264  -7.1013   2.3520  -0.5537
 BPK  H4    H  HCR6  0   0.264  -6.9282   0.0751  -1.5068
 BPK  H6    H  HCR6  0   0.264  -5.1863   3.3138   0.6854
 BPK  H19   H  HCR6  0   0.259   5.2962  -0.7395   2.6565
 BPK  H3    H  HCR6  0   0.260  -4.8749  -1.2314  -1.2316
 BPK  H7    H  HCR6  0   0.260  -3.1163   2.0111   0.9667
 BPK  H18   H  HCR6  0   0.248   6.5332   0.7176   1.0939
 BPK  H20   H  HCR6  0   0.283   2.9320  -1.2339   2.3105
 BPK  H16   H  HCR6  0   0.256   2.9630   1.2047  -1.2250
 BPK  H12   H  HCH3  0   0.266  -1.5505  -4.2539  -0.0231
 BPK  H12A  H  HCH3  0   0.267  -0.9634  -3.6407  -1.5695
 BPK  H12B  H  HCH3  0   0.261   0.1183  -3.7103  -0.1801
 BPK  H21   H  HCH2  0   0.208   4.9054   2.6538  -1.5937
 BPK  H21A  H  HCH2  0   0.210   6.3794   2.4466  -0.6483
 BPK  H13   H  HCH2  0   0.247   0.7088  -0.6448   2.0965
 BPK  H13A  H  HCH2  0   0.244   1.1389  -2.0733   1.1512
 BPK  HO22  H  HOH1  0   0.455   6.6088   1.5859  -2.7754
 BPK  C12   C  CH3   0  -0.753  -0.9049  -3.5075  -0.4883
 BPK  C21   C  CH2   0  -0.230   5.5794   1.9028  -1.1647

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
 BPK  C5   C4    aromatic  1.388  0.020  1.388
 BPK  C5   C6    aromatic  1.390  0.020  1.390
 BPK  C4   C3    aromatic  1.387  0.020  1.387
 BPK  C6   C7    aromatic  1.384  0.020  1.384
 BPK  C19  C18   aromatic  1.384  0.020  1.384
 BPK  C19  C20   aromatic  1.391  0.020  1.391
 BPK  C3   C2    aromatic  1.396  0.020  1.396
 BPK  C7   C2    aromatic  1.396  0.020  1.396
 BPK  C18  C17   aromatic  1.394  0.020  1.394
 BPK  C20  C15   aromatic  1.392  0.020  1.392
 BPK  C16  C17   aromatic  1.386  0.020  1.386
 BPK  C16  C15   aromatic  1.396  0.020  1.396
 BPK  C2   C1    single    1.456  0.020  1.456
 BPK  C17  C21   single    1.502  0.020  1.502
 BPK  C15  O14   single    1.349  0.020  1.349
 BPK  C9   C10   aromatic  1.354  0.020  1.354
 BPK  C9   C13   single    1.481  0.020  1.481
 BPK  C9   N8    aromatic  1.378  0.020  1.378
 BPK  C10  C12   single    1.477  0.020  1.477
 BPK  C10  O11   aromatic  1.356  0.020  1.356
 BPK  C1   N8    aromatic  1.289  0.020  1.289
 BPK  C1   O11   aromatic  1.343  0.020  1.343
 BPK  C21  O22   single    1.414  0.020  1.414
 BPK  C13  O14   single    1.420  0.020  1.420
 BPK  C5   H5    single    0.930  0.020  1.080
 BPK  C4   H4    single    0.930  0.020  1.080
 BPK  C6   H6    single    0.930  0.020  1.080
 BPK  C19  H19   single    0.930  0.020  1.080
 BPK  C3   H3    single    0.930  0.020  1.080
 BPK  C7   H7    single    0.930  0.020  1.080
 BPK  C18  H18   single    0.930  0.020  1.080
 BPK  C20  H20   single    0.930  0.020  1.080
 BPK  C16  H16   single    0.930  0.020  1.080
 BPK  C12  H12   single    0.970  0.020  1.090
 BPK  C12  H12A  single    0.970  0.020  1.090
 BPK  C12  H12B  single    0.970  0.020  1.090
 BPK  C21  H21   single    0.970  0.020  1.090
 BPK  C21  H21A  single    0.970  0.020  1.090
 BPK  C13  H13   single    0.970  0.020  1.090
 BPK  C13  H13A  single    0.970  0.020  1.090
 BPK  O22  HO22  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
 BPK  H5    C5   C6    120.11  3.000
 BPK  H5    C5   C4    120.14  3.000
 BPK  C6    C5   C4    119.74  3.000
 BPK  H4    C4   C3    119.53  3.000
 BPK  H4    C4   C5    120.10  3.000
 BPK  C3    C4   C5    120.36  3.000
 BPK  H6    C6   C7    119.69  3.000
 BPK  H6    C6   C5    120.09  3.000
 BPK  C7    C6   C5    120.22  3.000
 BPK  H19   C19  C20   118.97  3.000
 BPK  H19   C19  C18   119.94  3.000
 BPK  C20   C19  C18   121.09  3.000
 BPK  H3    C3   C2    120.71  3.000
 BPK  H3    C3   C4    119.28  3.000
 BPK  C2    C3   C4    120.01  3.000
 BPK  H7    C7   C2    119.75  3.000
 BPK  H7    C7   C6    120.04  3.000
 BPK  C2    C7   C6    120.21  3.000
 BPK  H18   C18  C17   120.01  3.000
 BPK  H18   C18  C19   120.18  3.000
 BPK  C17   C18  C19   119.81  3.000
 BPK  H20   C20  C15   121.72  3.000
 BPK  H20   C20  C19   119.03  3.000
 BPK  C15   C20  C19   119.25  3.000
 BPK  H16   C16  C15   118.93  3.000
 BPK  H16   C16  C17   120.19  3.000
 BPK  C15   C16  C17   120.87  3.000
 BPK  C1    C2   C7    119.00  3.000
 BPK  C1    C2   C3    121.55  3.000
 BPK  C7    C2   C3    119.46  3.000
 BPK  C21   C17  C16   120.05  3.000
 BPK  C21   C17  C18   120.53  3.000
 BPK  C16   C17  C18   119.36  3.000
 BPK  O14   C15  C16   115.93  3.000
 BPK  O14   C15  C20   124.44  3.000
 BPK  C16   C15  C20   119.63  3.000
 BPK  N8    C9   C13   121.97  3.000
 BPK  N8    C9   C10   109.08  3.000
 BPK  C13   C9   C10   128.95  3.000
 BPK  O11   C10  C12   118.59  3.000
 BPK  O11   C10  C9    106.70  3.000
 BPK  C12   C10  C9    134.71  3.000
 BPK  O11   C1   N8    112.99  3.000
 BPK  O11   C1   C2    118.95  3.000
 BPK  N8    C1   C2    128.06  3.000
 BPK  H13A  C13  H13   107.52  3.000
 BPK  H13A  C13  O14   110.87  3.000
 BPK  H13   C13  O14   110.40  3.000
 BPK  H13A  C13  C9    110.34  3.000
 BPK  H13   C13  C9    109.99  3.000
 BPK  O14   C13  C9    107.73  3.000
 BPK  C1    N8   C9    105.13  3.000
 BPK  C1    O11  C10   106.10  3.000
 BPK  HO22  O22  C21   107.74  3.000
 BPK  C13   O14  C15   118.49  3.000
 BPK  H12B  C12  H12A  107.97  3.000
 BPK  H12B  C12  H12   107.95  3.000
 BPK  H12A  C12  H12   107.90  3.000
 BPK  H12B  C12  C10   109.95  3.000
 BPK  H12A  C12  C10   111.43  3.000
 BPK  H12   C12  C10   111.50  3.000
 BPK  H21A  C21  H21   107.04  3.000
 BPK  H21A  C21  O22   111.37  3.000
 BPK  H21   C21  O22   111.39  3.000
 BPK  H21A  C21  C17   109.40  3.000
 BPK  H21   C21  C17   109.61  3.000
 BPK  O22   C21  C17   108.02  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
 BPK  CONST_01  C2   C3   C4   C5     0.00   0.0  0
 BPK  CONST_02  C2   C7   C6   C5     0.00   0.0  0
 BPK  CONST_03  C7   C6   C5   C4     0.00   0.0  0
 BPK  CONST_04  C7   C2   C3   C4     0.00   0.0  0
 BPK  CONST_05  C1   C2   C3   C4   180.00   0.0  0
 BPK  CONST_06  C3   C4   C5   C6     0.00   0.0  0
 BPK  CONST_07  C3   C2   C7   C6     0.00   0.0  0
 BPK  CONST_08  C1   C2   C7   C6   180.00   0.0  0
 BPK  CONST_09  C16  C17  C18  C19    0.00   0.0  0
 BPK  CONST_10  C16  C15  C20  C19    0.00   0.0  0
 BPK  CONST_11  N8   C1   C2   C3   180.00   0.0  0
 BPK  CONST_12  O11  C1   C2   C3     0.00   0.0  0
 BPK  CONST_13  N8   C1   C2   C7     0.00   0.0  0
 BPK  CONST_14  O11  C1   C2   C7   180.00   0.0  0
 BPK  CONST_15  C15  C20  C19  C18    0.00   0.0  0
 BPK  CONST_16  C15  C16  C17  C18    0.00   0.0  0
 BPK  CONST_17  C17  C18  C19  C20    0.00   0.0  0
 BPK  CONST_18  C17  C16  C15  C20    0.00   0.0  0
 BPK  CONST_19  C9   N8   C1   C2   180.00   0.0  0
 BPK  CONST_20  C10  O11  C1   C2   180.00   0.0  0
 BPK  CONST_21  C1   O11  C10  C9     0.00   0.0  0
 BPK  CONST_22  O11  C1   N8   C9     0.00   0.0  0
 BPK  CONST_23  C1   N8   C9   C10    0.00   0.0  0
 BPK  CONST_24  N8   C1   O11  C10    0.00   0.0  0
 BPK  CONST_25  O11  C10  C9   N8     0.00   0.0  0
 BPK  CONST_26  C21  C17  C18  C19  180.00   0.0  0
 BPK  CONST_27  O14  C15  C20  C19  180.00   0.0  0
 BPK  CONST_28  O14  C15  C16  C17  180.00   0.0  0
 BPK  CONST_29  C21  C17  C16  C15  180.00   0.0  0
 BPK  CONST_30  C13  C9   N8   C1   180.00   0.0  0
 BPK  CONST_31  C12  C10  O11  C1   180.00   0.0  0
 BPK  CONST_32  N8   C9   C10  C12  180.00   0.0  0
 BPK  CONST_33  O11  C10  C9   C13  180.00   0.0  0
 BPK  CONST_34  H3   C3   C4   C5   180.00   0.0  0
 BPK  CONST_35  H7   C7   C6   C5   180.00   0.0  0
 BPK  CONST_36  H6   C6   C5   C4   180.00   0.0  0
 BPK  CONST_37  H4   C4   C5   C6   180.00   0.0  0
 BPK  CONST_38  H5   C5   C4   C3   180.00   0.0  0
 BPK  CONST_39  H20  C20  C19  C18  180.00   0.0  0
 BPK  CONST_40  H16  C16  C17  C18  180.00   0.0  0
 BPK  CONST_41  H18  C18  C19  C20  180.00   0.0  0
 BPK  CONST_42  H19  C19  C18  C17  180.00   0.0  0
 BPK  Var_01    O22  C21  C17  C18   88.94  30.0  2
 BPK  Var_02    C9   C13  O14  C15  179.51  30.0  2
 BPK  Var_03    O14  C13  C9   C10  105.51  30.0  2
 BPK  Var_04    H12  C12  C10  C9   119.50  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
 BPK  plan-1  C2   0.020
 BPK  plan-1  C9   0.020
 BPK  plan-1  C10  0.020
 BPK  plan-1  C1   0.020
 BPK  plan-1  C13  0.020
 BPK  plan-1  N8   0.020
 BPK  plan-1  O11  0.020
 BPK  plan-1  C12  0.020
 BPK  plan-2  C5   0.020
 BPK  plan-2  C4   0.020
 BPK  plan-2  C6   0.020
 BPK  plan-2  C3   0.020
 BPK  plan-2  C7   0.020
 BPK  plan-2  C2   0.020
 BPK  plan-2  C1   0.020
 BPK  plan-2  H5   0.020
 BPK  plan-2  H4   0.020
 BPK  plan-2  H6   0.020
 BPK  plan-2  H3   0.020
 BPK  plan-2  H7   0.020
 BPK  plan-3  C19  0.020
 BPK  plan-3  C18  0.020
 BPK  plan-3  C20  0.020
 BPK  plan-3  C16  0.020
 BPK  plan-3  C17  0.020
 BPK  plan-3  C15  0.020
 BPK  plan-3  O14  0.020
 BPK  plan-3  H19  0.020
 BPK  plan-3  H18  0.020
 BPK  plan-3  H20  0.020
 BPK  plan-3  H16  0.020
 BPK  plan-3  C21  0.020

