# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 23 02:45:58 2020
#   Inital geometry file: a 100 line input string
#   Ligand name: 3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[(R)-hydroxy(phenyl)methyl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2cc(O)cc(c2)[C@H](O)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
 1H2  1H2  3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[(R)-hydroxy(phenyl)methyl]phenol  ligand  39  22  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1H2
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
 1H2  C4   C  CR16  0  -0.379  -0.0667  -0.2938  -0.5063
 1H2  C14  C  CR16  0  -0.239   3.4779   1.5819   1.3750
 1H2  C5   C  CR6   0   0.083   0.9497  -1.2222  -0.7209
 1H2  C6   C  CR16  0  -0.424   0.7537  -2.5468  -0.3708
 1H2  C11  C  CR16  0  -0.322   3.2242   1.5736  -1.3856
 1H2  C7   C  CR6   0   0.402  -0.4516  -2.9410   0.2127
 1H2  C8   C  CR16  0  -0.468  -1.4553  -2.0112   0.4456
 1H2  C9   C  CH1   0  -0.057   2.2414  -0.7499  -1.3630
 1H2  C10  C  CR6   0   0.094   2.7938   0.4713  -0.6569
 1H2  C12  C  CR16  0  -0.241   3.7731   2.6766  -0.7427
 1H2  C13  C  CR16  0  -0.264   3.9022   2.6819   0.6387
 1H2  C3   C  CR6   0   0.091  -1.2644  -0.6764   0.0841
 1H2  O1   O  OH1   0  -0.646   3.2141  -1.7624  -1.4653
 1H2  C15  C  CR16  0  -0.276   2.9257   0.4852   0.7305
 1H2  O    O  OH1   0  -0.633  -0.5807  -4.2416   0.5404
 1H2  C2   C  CR5   0  -0.188  -2.3062   0.3191   0.3453
 1H2  C16  C  CR5   0   0.421  -2.1670   1.5497   0.9089
 1H2  C17  C  CH3   0  -0.764  -1.0073   2.2863   1.4612
 1H2  O2   O  O     0  -0.345  -3.3591   2.1482   0.9525
 1H2  N    N  N     0  -0.181  -4.3119   1.3312   0.4147
 1H2  C1   C  CR5   0   0.250  -3.7018   0.2407   0.0557
 1H2  C    C  CH3   0  -0.749  -4.4420  -0.8739  -0.5931
 1H2  H1   H  HCR6  0   0.248   0.0775   0.7370  -0.8063
 1H2  H3   H  HCR6  0   0.258   1.5223  -3.2900  -0.5412
 1H2  H4   H  HCR6  0   0.253   3.1241   1.5748  -2.4649
 1H2  H5   H  HCR6  0   0.263  -2.3755  -2.3206   0.9287
 1H2  H6   H  HCH1  0   0.270   2.0089  -0.4681  -2.3953
 1H2  H7   H  HCR6  0   0.256   4.0994   3.5311  -1.3215
 1H2  H8   H  HCR6  0   0.257   4.3274   3.5409   1.1412
 1H2  H9   H  HOH1  0   0.450   3.5646  -1.9494  -0.5870
 1H2  H10  H  HCR6  0   0.253   2.5798  -0.3580   1.3180
 1H2  H11  H  HOH1  0   0.475  -1.4454  -4.4067   0.9324
 1H2  H12  H  HCH3  0   0.274  -1.2387   2.7049   2.4408
 1H2  H13  H  HCH3  0   0.265  -0.1515   1.6225   1.5638
 1H2  H14  H  HCH3  0   0.272  -0.7140   3.1106   0.8089
 1H2  H15  H  HCH3  0   0.260  -4.5086  -1.7391   0.0664
 1H2  H16  H  HCH3  0   0.265  -5.4530  -0.5680  -0.8541
 1H2  H17  H  HCH3  0   0.259  -3.9299  -1.1948  -1.4998
 1H2  H2   H  HCR6  0   0.256   3.5732   1.5817   2.4531

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
 1H2  C12  C13  aromatic  1.387  0.020  1.387
 1H2  C12  C11  aromatic  1.390  0.020  1.390
 1H2  C13  C14  aromatic  1.390  0.020  1.390
 1H2  C11  C10  aromatic  1.390  0.020  1.390
 1H2  C14  C15  aromatic  1.387  0.020  1.387
 1H2  C10  C15  aromatic  1.394  0.020  1.394
 1H2  C10  C9   single    1.515  0.020  1.515
 1H2  O1   C9   single    1.408  0.020  1.408
 1H2  C9   C5   single    1.518  0.020  1.518
 1H2  C5   C4   aromatic  1.393  0.020  1.393
 1H2  C5   C6   aromatic  1.384  0.020  1.384
 1H2  C4   C3   aromatic  1.389  0.020  1.389
 1H2  C17  C16  single    1.481  0.020  1.481
 1H2  C6   C7   aromatic  1.396  0.020  1.396
 1H2  C16  O2   aromatic  1.335  0.020  1.335
 1H2  C16  C2   aromatic  1.361  0.020  1.361
 1H2  O2   N    aromatic  1.366  0.020  1.366
 1H2  C3   C2   single    1.464  0.020  1.464
 1H2  C3   C8   aromatic  1.396  0.020  1.396
 1H2  C2   C1   aromatic  1.427  0.020  1.427
 1H2  N    C1   aromatic  1.300  0.020  1.300
 1H2  C1   C    single    1.487  0.020  1.487
 1H2  C7   C8   aromatic  1.388  0.020  1.388
 1H2  C7   O    single    1.348  0.020  1.348
 1H2  C4   H1   single    0.930  0.020  1.080
 1H2  C14  H2   single    0.930  0.020  1.080
 1H2  C6   H3   single    0.930  0.020  1.080
 1H2  C11  H4   single    0.930  0.020  1.080
 1H2  C8   H5   single    0.930  0.020  1.080
 1H2  C9   H6   single    0.970  0.020  1.090
 1H2  C12  H7   single    0.930  0.020  1.080
 1H2  C13  H8   single    0.930  0.020  1.080
 1H2  O1   H9   single    0.850  0.020  0.980
 1H2  C15  H10  single    0.930  0.020  1.080
 1H2  O    H11  single    0.850  0.020  0.980
 1H2  C17  H12  single    0.970  0.020  1.090
 1H2  C17  H13  single    0.970  0.020  1.090
 1H2  C17  H14  single    0.970  0.020  1.090
 1H2  C    H15  single    0.970  0.020  1.090
 1H2  C    H16  single    0.970  0.020  1.090
 1H2  C    H17  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
 1H2  H1   C4   C3   119.65  3.000
 1H2  H1   C4   C5   119.63  3.000
 1H2  C3   C4   C5   120.73  3.000
 1H2  H2   C14  C15  119.86  3.000
 1H2  H2   C14  C13  120.06  3.000
 1H2  C15  C14  C13  120.08  3.000
 1H2  C9   C5   C6   121.69  3.000
 1H2  C6   C5   C4   119.70  3.000
 1H2  C9   C5   C4   118.60  3.000
 1H2  H3   C6   C7   119.01  3.000
 1H2  H3   C6   C5   121.11  3.000
 1H2  C7   C6   C5   119.88  3.000
 1H2  H4   C11  C12  119.75  3.000
 1H2  H4   C11  C10  119.63  3.000
 1H2  C12  C11  C10  120.62  3.000
 1H2  O    C7   C8   122.45  3.000
 1H2  O    C7   C6   117.19  3.000
 1H2  C8   C7   C6   120.36  3.000
 1H2  H5   C8   C3   120.28  3.000
 1H2  H5   C8   C7   119.82  3.000
 1H2  C3   C8   C7   119.88  3.000
 1H2  H6   C9   O1   105.27  3.000
 1H2  H6   C9   C10  108.03  3.000
 1H2  O1   C9   C10  111.20  3.000
 1H2  H6   C9   C5   107.35  3.000
 1H2  O1   C9   C5   113.26  3.000
 1H2  C10  C9   C5   111.34  3.000
 1H2  C15  C10  C9   120.44  3.000
 1H2  C9   C10  C11  120.52  3.000
 1H2  C15  C10  C11  118.99  3.000
 1H2  H7   C12  C13  120.09  3.000
 1H2  H7   C12  C11  119.88  3.000
 1H2  C13  C12  C11  120.02  3.000
 1H2  H8   C13  C12  120.12  3.000
 1H2  H8   C13  C14  120.14  3.000
 1H2  C12  C13  C14  119.73  3.000
 1H2  C2   C3   C8   120.43  3.000
 1H2  C8   C3   C4   119.43  3.000
 1H2  C2   C3   C4   120.13  3.000
 1H2  H9   O1   C9   108.93  3.000
 1H2  H10  C15  C10  120.09  3.000
 1H2  H10  C15  C14  119.35  3.000
 1H2  C10  C15  C14  120.55  3.000
 1H2  H11  O    C7   110.49  3.000
 1H2  C1   C2   C16  103.51  3.000
 1H2  C1   C2   C3   128.46  3.000
 1H2  C16  C2   C3   128.02  3.000
 1H2  O2   C16  C17  117.66  3.000
 1H2  O2   C16  C2   109.14  3.000
 1H2  C17  C16  C2   133.20  3.000
 1H2  H14  C17  H13  107.81  3.000
 1H2  H14  C17  H12  107.70  3.000
 1H2  H13  C17  H12  108.45  3.000
 1H2  H14  C17  C16  111.30  3.000
 1H2  H13  C17  C16  110.35  3.000
 1H2  H12  C17  C16  111.10  3.000
 1H2  N    O2   C16  110.00  3.000
 1H2  C1   N    O2   106.44  3.000
 1H2  C    C1   N    121.03  3.000
 1H2  C    C1   C2   128.05  3.000
 1H2  N    C1   C2   110.90  3.000
 1H2  H17  C    H16  108.65  3.000
 1H2  H17  C    H15  107.37  3.000
 1H2  H16  C    H15  108.15  3.000
 1H2  H17  C    C1   110.48  3.000
 1H2  H16  C    C1   110.89  3.000
 1H2  H15  C    C1   111.19  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
 1H2  CONST_01  C7   C6   C5   C4      0.00   0.0  0
 1H2  CONST_04  C7   C8   C3   C4      0.00   0.0  0
 1H2  CONST_05  C11  C12  C13  C14     0.00   0.0  0
 1H2  CONST_06  C11  C10  C15  C14     0.00   0.0  0
 1H2  CONST_07  C2   C3   C4   C5    180.00   0.0  0
 1H2  CONST_08  C8   C3   C4   C5      0.00   0.0  0
 1H2  CONST_09  C8   C7   C6   C5      0.00   0.0  0
 1H2  CONST_10  C3   C4   C5   C6      0.00   0.0  0
 1H2  CONST_11  C3   C8   C7   C6      0.00   0.0  0
 1H2  CONST_12  C2   C3   C8   C7    180.00   0.0  0
 1H2  CONST_15  C13  C12  C11  C10     0.00   0.0  0
 1H2  CONST_16  C13  C14  C15  C10     0.00   0.0  0
 1H2  CONST_17  C15  C14  C13  C12     0.00   0.0  0
 1H2  CONST_18  C15  C10  C11  C12     0.00   0.0  0
 1H2  CONST_19  O2   C16  C2   C3    180.00   0.0  0
 1H2  CONST_20  N    C1   C2   C3    180.00   0.0  0
 1H2  CONST_21  N    O2   C16  C2      0.00   0.0  0
 1H2  CONST_22  O2   N    C1   C2      0.00   0.0  0
 1H2  CONST_23  C1   N    O2   C16     0.00   0.0  0
 1H2  CONST_24  N    C1   C2   C16     0.00   0.0  0
 1H2  CONST_25  C1   C2   C16  O2      0.00   0.0  0
 1H2  CONST_26  C9   C10  C15  C14   180.00   0.0  0
 1H2  CONST_27  O    C7   C6   C5    180.00   0.0  0
 1H2  CONST_28  C9   C5   C6   C7    180.00   0.0  0
 1H2  CONST_29  C12  C11  C10  C9    180.00   0.0  0
 1H2  CONST_30  C3   C4   C5   C9    180.00   0.0  0
 1H2  CONST_31  C17  C16  C2   C3      0.00   0.0  0
 1H2  CONST_32  C    C1   C2   C3      0.00   0.0  0
 1H2  CONST_33  O    C7   C8   C3    180.00   0.0  0
 1H2  CONST_34  C    C1   C2   C16   180.00   0.0  0
 1H2  CONST_35  N    O2   C16  C17   180.00   0.0  0
 1H2  CONST_36  C1   C2   C16  C17   180.00   0.0  0
 1H2  CONST_37  C    C1   N    O2    180.00   0.0  0
 1H2  CONST_38  H3   C6   C5   C4    180.00   0.0  0
 1H2  CONST_39  H5   C8   C3   C4    180.00   0.0  0
 1H2  CONST_40  H7   C12  C13  C14   180.00   0.0  0
 1H2  CONST_41  H1   C4   C5   C6    180.00   0.0  0
 1H2  CONST_42  H8   C13  C12  C11   180.00   0.0  0
 1H2  CONST_43  H10  C15  C10  C11   180.00   0.0  0
 1H2  CONST_44  H2   C14  C15  C10   180.00   0.0  0
 1H2  CONST_45  H4   C11  C12  C13   180.00   0.0  0
 1H2  Var_01    H12  C17  C16  C2   -131.58  30.0  2
 1H2  Var_02    H15  C    C1   C2     70.74  30.0  2

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
 1H2  chir_01  C9  C10  O1  C5  negativ

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
 1H2  plan-1  C3   0.020
 1H2  plan-1  C2   0.020
 1H2  plan-1  C16  0.020
 1H2  plan-1  C17  0.020
 1H2  plan-1  O2   0.020
 1H2  plan-1  N    0.020
 1H2  plan-1  C1   0.020
 1H2  plan-1  C    0.020
 1H2  plan-2  C4   0.020
 1H2  plan-2  C5   0.020
 1H2  plan-2  C6   0.020
 1H2  plan-2  C7   0.020
 1H2  plan-2  C8   0.020
 1H2  plan-2  C9   0.020
 1H2  plan-2  C3   0.020
 1H2  plan-2  O    0.020
 1H2  plan-2  C2   0.020
 1H2  plan-2  H1   0.020
 1H2  plan-2  H3   0.020
 1H2  plan-2  H5   0.020
 1H2  plan-3  C14  0.020
 1H2  plan-3  C11  0.020
 1H2  plan-3  C9   0.020
 1H2  plan-3  C10  0.020
 1H2  plan-3  C12  0.020
 1H2  plan-3  C13  0.020
 1H2  plan-3  C15  0.020
 1H2  plan-3  H4   0.020
 1H2  plan-3  H7   0.020
 1H2  plan-3  H8   0.020
 1H2  plan-3  H10  0.020
 1H2  plan-3  H2   0.020

