# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 19 01:45:01 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 1,1,1,3,3,3-hexafluoropropan-2-yl 3-(3-phenyl-1,2,4-oxadiazol-5-yl)azetidine-1-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: FC(F)(F)C(OC(=O)N1CC(C1)c2onc(n2)c3ccccc3)C(F)(F)F
#
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
 C0S  C0S  '1,1,1,3,3,3-hexafluoropropan-2-yl 3-(3-phenyl-1,2,4-oxadiazol-5-yl)azetidine-1-carboxylate'  ligand  38  27  .  2021-08-07  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_C0S
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
 C0S  N3   N  N     0  -0.481   0.8078  -1.2952  -0.5296
 C0S  C4   C  CR6   0   0.004  -5.6089   0.3604   0.0797
 C0S  N2   N  N     0  -0.152  -3.3887   0.9849  -0.6941
 C0S  C7   C  CR5   0   0.323  -4.1787   0.1298  -0.1153
 C0S  C6   C  CR16  0  -0.239  -7.7408  -0.3970   0.9074
 C0S  C9   C  C     0  -0.488  -1.1518  -1.6846   0.0826
 C0S  C8   C  CR5   0   0.597  -2.3226  -0.8005  -0.0764
 C0S  C1   C  CR16  0  -0.249  -8.3363   0.7722   0.4547
 C0S  C2   C  CR16  0  -0.239  -7.5673   1.7371  -0.1859
 C0S  C3   C  CR16  0  -0.280  -6.2103   1.5353  -0.3735
 C0S  C5   C  CR16  0  -0.287  -6.3820  -0.6045   0.7217
 C0S  N1   N  N     0  -0.462  -3.5404  -1.0099   0.2894
 C0S  O1   O  O     0  -0.325  -2.1668   0.3752  -0.6701
 C0S  C10  C  C     0  -0.237  -0.3082  -1.9337  -1.1978
 C0S  C11  C  C     0  -0.238   0.1102  -1.0399   0.7187
 C0S  C12  C  C     0   0.752   2.0607  -1.1439  -0.9334
 C0S  O2   O  O     0  -0.490   2.5074  -1.4725  -2.0074
 C0S  H5   H  HCR6  0   0.265  -8.3338  -1.1515   1.4069
 C0S  H6   H  H     0   0.326  -1.4740  -2.5964   0.5783
 C0S  H1   H  HCR6  0   0.265  -9.3963   0.9332   0.6005
 C0S  H2   H  HCR6  0   0.266  -8.0265   2.6495  -0.5424
 C0S  H3   H  HCR6  0   0.262  -5.6211   2.2925  -0.8743
 C0S  H4   H  HCR6  0   0.263  -5.9226  -1.5168   1.0774
 C0S  H8   H  H     0   0.272  -0.6421  -1.4188  -2.0990
 C0S  H7   H  H     0   0.278  -0.1493  -2.9881  -1.4223
 C0S  H10  H  H     0   0.279   0.5019  -1.5926   1.5719
 C0S  H9   H  H     0   0.273   0.0281   0.0154   0.9796
 C0S  O3   O  O2    0  -0.497   2.7916  -0.5466   0.0482
 C0S  C13  C  CH1   0  -0.361   4.1371  -0.2669  -0.2150
 C0S  C14  C  CT    0   1.005   4.3004   1.2514  -0.1429
 C0S  C15  C  CT    0   1.005   4.9626  -1.0511   0.8044
 C0S  F3   F  F     0  -0.295   4.7409  -2.3553   0.6371
 C0S  F1   F  F     0  -0.292   6.2673  -0.8332   0.6478
 C0S  F2   F  F     0  -0.292   4.6441  -0.7491   2.0616
 C0S  F4   F  F     0  -0.293   3.9708   1.7475   1.0485
 C0S  F6   F  F     0  -0.292   5.5517   1.6200  -0.4098
 C0S  F5   F  F     0  -0.295   3.5021   1.8195  -1.0474
 C0S  H12  H  HCH1  0   0.350   4.4411  -0.5918  -1.2171

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
 C0S  O2   C12  double    1.209  0.020  1.209
 C0S  C12  N3   single    1.325  0.020  1.325
 C0S  C11  C9   single    1.553  0.020  1.553
 C0S  C11  N3   single    1.453  0.020  1.453
 C0S  C9   C10  single    1.553  0.020  1.553
 C0S  C9   C8   single    1.476  0.020  1.476
 C0S  C10  N3   single    1.449  0.020  1.449
 C0S  O1   C8   aromatic  1.326  0.020  1.326
 C0S  O1   N2   aromatic  1.366  0.020  1.366
 C0S  C8   N1   aromatic  1.289  0.020  1.289
 C0S  N2   C7   aromatic  1.300  0.020  1.300
 C0S  N1   C7   aromatic  1.368  0.020  1.368
 C0S  C7   C4   single    1.462  0.020  1.462
 C0S  C4   C3   aromatic  1.396  0.020  1.396
 C0S  C4   C5   aromatic  1.393  0.020  1.393
 C0S  C3   C2   aromatic  1.385  0.020  1.385
 C0S  C5   C6   aromatic  1.387  0.020  1.387
 C0S  C2   C1   aromatic  1.390  0.020  1.390
 C0S  C6   C1   aromatic  1.388  0.020  1.388
 C0S  C6   H5   single    0.930  0.020  1.080
 C0S  C9   H6   single    0.970  0.020  1.090
 C0S  C1   H1   single    0.930  0.020  1.080
 C0S  C2   H2   single    0.930  0.020  1.080
 C0S  C3   H3   single    0.930  0.020  1.080
 C0S  C5   H4   single    0.930  0.020  1.080
 C0S  C10  H8   single    0.970  0.020  1.090
 C0S  C10  H7   single    0.970  0.020  1.090
 C0S  C11  H10  single    0.970  0.020  1.090
 C0S  C11  H9   single    0.970  0.020  1.090
 C0S  C12  O3   single    1.362  0.020  1.362
 C0S  O3   C13  single    1.399  0.020  1.399
 C0S  C13  C14  single    1.529  0.020  1.529
 C0S  C13  C15  single    1.528  0.020  1.528
 C0S  C15  F3   single    1.334  0.020  1.334
 C0S  C15  F1   single    1.332  0.020  1.332
 C0S  C15  F2   single    1.332  0.020  1.332
 C0S  C14  F4   single    1.332  0.020  1.332
 C0S  C14  F6   single    1.332  0.020  1.332
 C0S  C14  F5   single    1.333  0.020  1.333
 C0S  C13  H12  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
 C0S  C12  N3   C11  134.10  3.000
 C0S  C11  N3   C10   95.96  3.000
 C0S  C12  N3   C10  129.64  3.000
 C0S  C5   C4   C3   119.58  3.000
 C0S  C5   C4   C7   119.68  3.000
 C0S  C3   C4   C7   120.74  3.000
 C0S  O1   N2   C7   104.02  3.000
 C0S  N1   C7   N2   113.34  3.000
 C0S  N1   C7   C4   123.28  3.000
 C0S  N2   C7   C4   123.38  3.000
 C0S  H5   C6   C5   119.63  3.000
 C0S  H5   C6   C1   120.19  3.000
 C0S  C5   C6   C1   120.17  3.000
 C0S  H6   C9   C11  113.72  3.000
 C0S  H6   C9   C10  113.73  3.000
 C0S  C11  C9   C10   87.87  3.000
 C0S  H6   C9   C8   108.45  3.000
 C0S  C10  C9   C8   115.99  3.000
 C0S  C11  C9   C8   116.11  3.000
 C0S  O1   C8   N1   112.46  3.000
 C0S  N1   C8   C9   128.45  3.000
 C0S  O1   C8   C9   119.08  3.000
 C0S  H1   C1   C2   120.04  3.000
 C0S  H1   C1   C6   120.11  3.000
 C0S  C2   C1   C6   119.85  3.000
 C0S  H2   C2   C3   119.62  3.000
 C0S  H2   C2   C1   120.16  3.000
 C0S  C3   C2   C1   120.22  3.000
 C0S  H3   C3   C2   119.62  3.000
 C0S  H3   C3   C4   120.31  3.000
 C0S  C2   C3   C4   120.07  3.000
 C0S  H4   C5   C6   119.88  3.000
 C0S  H4   C5   C4   120.00  3.000
 C0S  C6   C5   C4   120.11  3.000
 C0S  C8   N1   C7   102.81  3.000
 C0S  C8   O1   N2   107.37  3.000
 C0S  H7   C10  H8   109.35  3.000
 C0S  H7   C10  C9   113.84  3.000
 C0S  H8   C10  C9   116.05  3.000
 C0S  H7   C10  N3   114.15  3.000
 C0S  H8   C10  N3   114.14  3.000
 C0S  C9   C10  N3    88.14  3.000
 C0S  H9   C11  H10  109.31  3.000
 C0S  H9   C11  C9   116.01  3.000
 C0S  H10  C11  C9   113.73  3.000
 C0S  H9   C11  N3   114.32  3.000
 C0S  H10  C11  N3   114.28  3.000
 C0S  C9   C11  N3    88.01  3.000
 C0S  O3   C12  O2   124.15  3.000
 C0S  O3   C12  N3   109.75  3.000
 C0S  O2   C12  N3   126.10  3.000
 C0S  C13  O3   C12  117.92  3.000
 C0S  H12  C13  C15  107.92  3.000
 C0S  H12  C13  C14  107.93  3.000
 C0S  C15  C13  C14  114.87  3.000
 C0S  H12  C13  O3   112.29  3.000
 C0S  C15  C13  O3   106.94  3.000
 C0S  C14  C13  O3   107.00  3.000
 C0S  F5   C14  F6   107.98  3.000
 C0S  F5   C14  F4   107.46  3.000
 C0S  F6   C14  F4   107.98  3.000
 C0S  F5   C14  C13  109.10  3.000
 C0S  F6   C14  C13  111.46  3.000
 C0S  F4   C14  C13  112.68  3.000
 C0S  F2   C15  F1   107.95  3.000
 C0S  F2   C15  F3   107.48  3.000
 C0S  F1   C15  F3   107.95  3.000
 C0S  F2   C15  C13  112.59  3.000
 C0S  F1   C15  C13  111.52  3.000
 C0S  F3   C15  C13  109.17  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
 C0S  CONST_01  O1   N2   C7   C4   180.00   0.0  0
 C0S  CONST_02  C8   N1   C7   C4   180.00   0.0  0
 C0S  CONST_03  C1   C2   C3   C4     0.00   0.0  0
 C0S  CONST_04  C1   C6   C5   C4     0.00   0.0  0
 C0S  CONST_05  N1   C8   O1   N2     0.00   0.0  0
 C0S  CONST_06  C8   N1   C7   N2     0.00   0.0  0
 C0S  CONST_07  C3   C4   C7   N2     0.00   0.0  0
 C0S  CONST_08  C5   C4   C7   N2   180.00   0.0  0
 C0S  CONST_09  C8   O1   N2   C7     0.00   0.0  0
 C0S  CONST_10  O1   C8   N1   C7     0.00   0.0  0
 C0S  CONST_11  C2   C3   C4   C7   180.00   0.0  0
 C0S  CONST_12  C6   C5   C4   C7   180.00   0.0  0
 C0S  CONST_13  C3   C4   C5   C6     0.00   0.0  0
 C0S  CONST_14  C3   C2   C1   C6     0.00   0.0  0
 C0S  CONST_15  C5   C4   C3   C2     0.00   0.0  0
 C0S  CONST_16  C5   C6   C1   C2     0.00   0.0  0
 C0S  CONST_17  N1   C7   C4   C3   180.00   0.0  0
 C0S  CONST_18  N1   C7   C4   C5     0.00   0.0  0
 C0S  CONST_19  O1   N2   C7   N1     0.00   0.0  0
 C0S  CONST_20  C9   C8   O1   N2   180.00   0.0  0
 C0S  CONST_21  C9   C8   N1   C7   180.00   0.0  0
 C0S  CONST_22  H2   C2   C3   C4   180.00   0.0  0
 C0S  CONST_23  H5   C6   C5   C4   180.00   0.0  0
 C0S  CONST_24  H3   C3   C4   C7     0.00   0.0  0
 C0S  CONST_25  H4   C5   C4   C7     0.00   0.0  0
 C0S  CONST_26  H1   C1   C2   C3   180.00   0.0  0
 C0S  Var_01    C10  N3   C11  C9    -1.00  30.0  1
 C0S  Var_02    O2   C12  N3   C10    3.75  30.0  2
 C0S  Var_03    C14  C13  O3   C12  117.49  30.0  3
 C0S  Var_04    F4   C14  C13  O3    59.76  30.0  3
 C0S  Var_05    F3   C15  C13  O3    61.76  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
 C0S  chir_01  C9  C11  C10  C8  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
 C0S  plan-1  C4   0.020
 C0S  plan-1  N2   0.020
 C0S  plan-1  C7   0.020
 C0S  plan-1  C9   0.020
 C0S  plan-1  C8   0.020
 C0S  plan-1  N1   0.020
 C0S  plan-1  O1   0.020
 C0S  plan-2  N3   0.020
 C0S  plan-2  C12  0.020
 C0S  plan-2  O2   0.020
 C0S  plan-2  O3   0.020
 C0S  plan-3  C4   0.020
 C0S  plan-3  C7   0.020
 C0S  plan-3  C6   0.020
 C0S  plan-3  C1   0.020
 C0S  plan-3  C2   0.020
 C0S  plan-3  C3   0.020
 C0S  plan-3  C5   0.020
 C0S  plan-3  H5   0.020
 C0S  plan-3  H1   0.020
 C0S  plan-3  H2   0.020
 C0S  plan-3  H3   0.020
 C0S  plan-3  H4   0.020

