# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 05:59:53 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: 3-[(~{R})-cyclopropyl(oxidanyl)methyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1onc(C)c1c2cc(O)cc(c2)[C@H](O)C3CC3
#
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
 E5T  E5T  3-[(~{R})-cyclopropyl(oxidanyl)methyl]-5-(3,5-dimethyl-1,2-oxazol-4-yl)phenol  ligand  36  19  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_E5T
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
 E5T  C4   C  CH3   0  -0.759   2.9833  -0.6940  -2.3805
 E5T  C14  C  CH2   0  -0.489  -4.2709   2.2365  -0.3881
 E5T  C6   C  CR6   0   0.093   0.7012  -0.5094  -0.0198
 E5T  C11  C  CR16  0  -0.479   0.6900  -1.8992  -0.1394
 E5T  C7   C  CR16  0  -0.380  -0.4856   0.1647   0.2440
 E5T  C8   C  CR6   0   0.125  -1.6841  -0.5320   0.3879
 E5T  C9   C  CR16  0  -0.430  -1.6883  -1.9131   0.2707
 E5T  C10  C  CR6   0   0.402  -0.5032  -2.5953  -0.0015
 E5T  C12  C  CH1   0  -0.009  -2.9645   0.2438   0.6452
 E5T  C13  C  CH1   0  -0.286  -3.3121   1.0986  -0.5513
 E5T  N1   N  N     0  -0.181   3.6497   1.6437   0.2684
 E5T  C3   C  CR5   0   0.250   2.4998   1.2211   0.7035
 E5T  O1   O  O     0  -0.346   3.8960   0.9665  -0.8914
 E5T  C1   C  CR5   0   0.419   2.8941   0.1233  -1.1495
 E5T  C2   C  CR5   0  -0.189   1.9583   0.2290  -0.1680
 E5T  O2   O  OH1   0  -0.634  -0.5703  -3.9377  -0.1063
 E5T  O3   O  OH1   0  -0.659  -4.0358  -0.5873   1.0205
 E5T  C15  C  CH2   0  -0.484  -2.8217   2.5102  -0.6475
 E5T  H1   H  HCH3  0   0.273   3.1758  -0.0698  -3.2536
 E5T  H2   H  HCH3  0   0.271   3.7889  -1.4266  -2.3114
 E5T  H3   H  HCH3  0   0.264   2.0510  -1.2301  -2.5428
 E5T  H5   H  HCH2  0   0.248  -4.6520   2.4367   0.6061
 E5T  H6   H  HCH3  0   0.260   1.1187   2.4579   1.7684
 E5T  H7   H  HCH3  0   0.257   1.4917   0.9361   2.5598
 E5T  H8   H  HCH3  0   0.265   2.6770   2.2510   2.5630
 E5T  H9   H  HCR6  0   0.269   1.6153  -2.4362  -0.3163
 E5T  H10  H  HCR6  0   0.234  -0.4801   1.2447   0.3187
 E5T  H11  H  HCR6  0   0.253  -2.6009  -2.4817   0.3951
 E5T  H12  H  HCH1  0   0.244  -2.7890   0.9068   1.5008
 E5T  H13  H  HCH1  0   0.266  -3.3678   0.5497  -1.4881
 E5T  H14  H  HOH1  0   0.474   0.2981  -4.3019  -0.3101
 E5T  H15  H  HOH1  0   0.451  -4.4310  -0.9614   0.2261
 E5T  H16  H  HCH2  0   0.254  -2.5267   2.8787  -1.6210
 E5T  H17  H  HCH2  0   0.246  -2.2315   2.9034   0.1716
 E5T  C5   C  CH3   0  -0.748   1.9191   1.7450   1.9684
 E5T  H4   H  HCH2  0   0.254  -4.9831   2.4221  -1.1815

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
 E5T  C15  C14  single    1.497  0.020  1.497
 E5T  C15  C13  single    1.497  0.020  1.497
 E5T  C14  C13  single    1.497  0.020  1.497
 E5T  O3   C12  single    1.407  0.020  1.407
 E5T  C13  C12  single    1.511  0.020  1.511
 E5T  C12  C8   single    1.519  0.020  1.519
 E5T  C4   C1   single    1.480  0.020  1.480
 E5T  C8   C7   aromatic  1.394  0.020  1.394
 E5T  C8   C9   aromatic  1.386  0.020  1.386
 E5T  C7   C6   aromatic  1.390  0.020  1.390
 E5T  C1   O1   aromatic  1.335  0.020  1.335
 E5T  C1   C2   aromatic  1.360  0.020  1.360
 E5T  C9   C10  aromatic  1.394  0.020  1.394
 E5T  C6   C2   single    1.465  0.020  1.465
 E5T  C6   C11  aromatic  1.395  0.020  1.395
 E5T  O1   N1   aromatic  1.365  0.020  1.365
 E5T  C2   C3   aromatic  1.427  0.020  1.427
 E5T  N1   C3   aromatic  1.300  0.020  1.300
 E5T  C3   C5   single    1.487  0.020  1.487
 E5T  C10  C11  aromatic  1.388  0.020  1.388
 E5T  C10  O2   single    1.348  0.020  1.348
 E5T  C4   H1   single    0.970  0.020  1.090
 E5T  C4   H2   single    0.970  0.020  1.090
 E5T  C4   H3   single    0.970  0.020  1.090
 E5T  C14  H4   single    0.970  0.020  1.090
 E5T  C14  H5   single    0.970  0.020  1.090
 E5T  C5   H6   single    0.970  0.020  1.090
 E5T  C5   H7   single    0.970  0.020  1.090
 E5T  C5   H8   single    0.970  0.020  1.090
 E5T  C11  H9   single    0.930  0.020  1.080
 E5T  C7   H10  single    0.930  0.020  1.080
 E5T  C9   H11  single    0.930  0.020  1.080
 E5T  C12  H12  single    0.970  0.020  1.090
 E5T  C13  H13  single    0.970  0.020  1.090
 E5T  O2   H14  single    0.850  0.020  0.980
 E5T  O3   H15  single    0.850  0.020  0.980
 E5T  C15  H16  single    0.970  0.020  1.090
 E5T  C15  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
 E5T  H3   C4   H2   108.14  3.000
 E5T  H3   C4   H1   108.30  3.000
 E5T  H2   C4   H1   107.74  3.000
 E5T  H3   C4   C1   110.16  3.000
 E5T  H2   C4   C1   111.25  3.000
 E5T  H1   C4   C1   111.13  3.000
 E5T  H5   C14  H4   114.18  3.000
 E5T  H5   C14  C15  117.75  3.000
 E5T  H4   C14  C15  118.59  3.000
 E5T  H5   C14  C13  117.77  3.000
 E5T  H4   C14  C13  118.16  3.000
 E5T  C15  C14  C13   60.01  3.000
 E5T  C2   C6   C7   120.47  3.000
 E5T  C2   C6   C11  120.02  3.000
 E5T  C7   C6   C11  119.51  3.000
 E5T  H9   C11  C10  120.09  3.000
 E5T  H9   C11  C6   120.03  3.000
 E5T  C10  C11  C6   119.86  3.000
 E5T  H10  C7   C8   119.73  3.000
 E5T  H10  C7   C6   119.51  3.000
 E5T  C8   C7   C6   120.75  3.000
 E5T  C12  C8   C9   121.38  3.000
 E5T  C9   C8   C7   119.47  3.000
 E5T  C12  C8   C7   119.14  3.000
 E5T  H11  C9   C10  118.82  3.000
 E5T  H11  C9   C8   121.08  3.000
 E5T  C10  C9   C8   120.10  3.000
 E5T  O2   C10  C9   117.39  3.000
 E5T  O2   C10  C11  122.30  3.000
 E5T  C9   C10  C11  120.31  3.000
 E5T  H12  C12  O3   105.71  3.000
 E5T  H12  C12  C13  108.21  3.000
 E5T  O3   C12  C13  111.73  3.000
 E5T  H12  C12  C8   107.83  3.000
 E5T  C13  C12  C8   110.41  3.000
 E5T  O3   C12  C8   112.67  3.000
 E5T  H13  C13  C15  115.93  3.000
 E5T  H13  C13  C12  114.11  3.000
 E5T  C15  C13  C12  120.59  3.000
 E5T  H13  C13  C14  116.42  3.000
 E5T  C12  C13  C14  119.41  3.000
 E5T  C15  C13  C14   60.01  3.000
 E5T  O1   N1   C3   106.42  3.000
 E5T  C2   C3   N1   110.93  3.000
 E5T  N1   C3   C5   121.03  3.000
 E5T  C2   C3   C5   128.03  3.000
 E5T  C1   O1   N1   110.00  3.000
 E5T  C2   C1   O1   109.14  3.000
 E5T  C2   C1   C4   133.19  3.000
 E5T  O1   C1   C4   117.67  3.000
 E5T  C1   C2   C3   103.51  3.000
 E5T  C3   C2   C6   127.88  3.000
 E5T  C1   C2   C6   128.60  3.000
 E5T  H14  O2   C10  110.36  3.000
 E5T  H15  O3   C12  108.78  3.000
 E5T  H17  C15  H16  114.08  3.000
 E5T  H17  C15  C13  118.16  3.000
 E5T  H16  C15  C13  117.92  3.000
 E5T  H17  C15  C14  117.55  3.000
 E5T  H16  C15  C14  118.82  3.000
 E5T  C13  C15  C14   59.98  3.000
 E5T  H8   C5   H7   108.78  3.000
 E5T  H8   C5   H6   107.91  3.000
 E5T  H7   C5   H6   107.28  3.000
 E5T  H8   C5   C3   110.89  3.000
 E5T  H7   C5   C3   110.69  3.000
 E5T  H6   C5   C3   111.16  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
 E5T  CONST_01  C9   C8   C7   C6      0.00   0.0  0
 E5T  CONST_02  O1   C1   C2   C6    180.00   0.0  0
 E5T  CONST_03  N1   C3   C2   C6    180.00   0.0  0
 E5T  CONST_04  C9   C10  C11  C6      0.00   0.0  0
 E5T  CONST_05  C8   C7   C6   C11     0.00   0.0  0
 E5T  CONST_08  C8   C9   C10  C11     0.00   0.0  0
 E5T  CONST_09  C10  C9   C8   C7      0.00   0.0  0
 E5T  CONST_12  C10  C11  C6   C7      0.00   0.0  0
 E5T  CONST_13  C2   C6   C7   C8    180.00   0.0  0
 E5T  CONST_14  C2   C6   C11  C10   180.00   0.0  0
 E5T  CONST_15  C2   C1   O1   N1      0.00   0.0  0
 E5T  CONST_16  C1   C2   C3   N1      0.00   0.0  0
 E5T  CONST_17  O1   C1   C2   C3      0.00   0.0  0
 E5T  CONST_18  C1   O1   N1   C3      0.00   0.0  0
 E5T  CONST_19  C2   C3   N1   O1      0.00   0.0  0
 E5T  CONST_20  N1   O1   C1   C4    180.00   0.0  0
 E5T  CONST_21  C6   C2   C1   C4      0.00   0.0  0
 E5T  CONST_22  C3   C2   C1   C4    180.00   0.0  0
 E5T  CONST_23  C1   C2   C3   C5    180.00   0.0  0
 E5T  CONST_24  C6   C2   C3   C5      0.00   0.0  0
 E5T  CONST_25  O1   N1   C3   C5    180.00   0.0  0
 E5T  CONST_26  C12  C8   C7   C6    180.00   0.0  0
 E5T  CONST_27  O2   C10  C11  C6    180.00   0.0  0
 E5T  CONST_28  O2   C10  C9   C8    180.00   0.0  0
 E5T  CONST_29  C12  C8   C9   C10   180.00   0.0  0
 E5T  CONST_30  H10  C7   C6   C11   180.00   0.0  0
 E5T  CONST_31  H11  C9   C10  C11   180.00   0.0  0
 E5T  CONST_32  H9   C11  C6   C7    180.00   0.0  0
 E5T  Var_01    C12  C13  C15  C14  -108.51  30.0  1
 E5T  Var_02    H4   C14  C15  C13  -107.83  30.0  1
 E5T  Var_03    H6   C5   C3   N1    103.70  30.0  2
 E5T  Var_04    H1   C4   C1   O1    -52.16  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
 E5T  chir_01  C12  O3   C13  C8   positiv
 E5T  chir_02  C13  C15  C14  C12  both

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
 E5T  plan-1  C4   0.020
 E5T  plan-1  C6   0.020
 E5T  plan-1  N1   0.020
 E5T  plan-1  C3   0.020
 E5T  plan-1  O1   0.020
 E5T  plan-1  C1   0.020
 E5T  plan-1  C2   0.020
 E5T  plan-1  C5   0.020
 E5T  plan-2  C6   0.020
 E5T  plan-2  C11  0.020
 E5T  plan-2  C7   0.020
 E5T  plan-2  C8   0.020
 E5T  plan-2  C9   0.020
 E5T  plan-2  C10  0.020
 E5T  plan-2  C12  0.020
 E5T  plan-2  C2   0.020
 E5T  plan-2  O2   0.020
 E5T  plan-2  H9   0.020
 E5T  plan-2  H10  0.020
 E5T  plan-2  H11  0.020

