# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 19:15:29 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: ~{N}-[3-[5-chloranyl-2,4-bis(oxidanyl)phenyl]-4-(4-methoxyphenyl)-1,2-oxazol-5-yl]propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC(=O)Nc1onc(c2cc(Cl)c(O)cc2O)c1c3ccc(OC)cc3
#
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
 8CF  8CF  ~{N}-[3-[5-chloranyl-2,4-bis(oxidanyl)phenyl]-4-(4-methoxyphenyl)-1,2-oxazol-5-yl]propanamide  ligand  44  27  .  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_8CF
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
 8CF  C03  C   CR5   0   0.677   2.2615  -0.8031  -0.0457
 8CF  C04  C   CR5   0  -0.223   0.9727  -0.3534  -0.0947
 8CF  C05  C   CR5   0   0.403   0.2251  -1.5636  -0.1150
 8CF  C06  C   CR6   0  -0.155  -1.2193  -1.7774  -0.1345
 8CF  N08  N   NH1   0  -0.746   3.4124  -0.0766   0.0279
 8CF  C09  C   CR16  0  -0.275   0.8333   1.9094  -1.1311
 8CF  C10  C   CR16  0  -0.327   0.4378   3.2330  -1.1061
 8CF  C11  C   CR6   0   0.381  -0.2736   3.7336  -0.0136
 8CF  C13  C   CR16  0  -0.264  -0.1581   1.5632   1.0182
 8CF  N01  N   N     0  -0.286   1.0239  -2.6014  -0.0855
 8CF  O02  O   O     0  -0.319   2.3041  -2.1261  -0.0350
 8CF  C07  C   CR6   0  -0.065   0.5419   1.0502  -0.0693
 8CF  C12  C   CR16  0  -0.364  -0.5705   2.8871   1.0539
 8CF  C14  C   CR16  0  -0.260  -2.0868  -0.7632  -0.5429
 8CF  C15  C   CR6   0  -0.158  -3.4518  -0.9332  -0.5293
 8CF  C16  C   CR6   0   0.440  -4.0078  -2.1414  -0.0959
 8CF  C17  C   CR16  0  -0.487  -3.1594  -3.1664   0.2931
 8CF  C18  C   CR6   0   0.374  -1.7767  -3.0088   0.2649
 8CF  O19  O   OH1   0  -0.626  -1.0445  -4.0613   0.6377
 8CF  O20  O   OH1   0  -0.603  -5.3375  -2.2528  -0.0856
 8CF  CL1  CL  CL    0  -0.112  -4.4996   0.3418  -1.0462
 8CF  C23  C   CH3   0  -0.439  -1.3266   5.5958   1.0147
 8CF  C24  C   C     0   0.549   4.7108  -0.5392  -0.0235
 8CF  C25  C   CH2   0  -0.599   5.7322   0.5620   0.1176
 8CF  O26  O   O     0  -0.429   4.9796  -1.7089  -0.1662
 8CF  C27  C   CH3   0  -0.660   7.1646   0.0658   0.0635
 8CF  H1   H   HNH1  0   0.434   3.2752   0.9208   0.1227
 8CF  H2   H   HCR6  0   0.261   1.3669   1.5340  -1.9960
 8CF  H3   H   HCR6  0   0.267   0.6705   3.8877  -1.9365
 8CF  H4   H   HCR6  0   0.260  -0.3905   0.9198   1.8576
 8CF  H5   H   HCR6  0   0.283  -1.1132   3.2390   1.9204
 8CF  H6   H   HCR6  0   0.287  -1.6872   0.1793  -0.8881
 8CF  H7   H   HCR6  0   0.291  -3.5706  -4.1155   0.6176
 8CF  H8   H   HOH1  0   0.477  -0.0927  -3.8773   0.5041
 8CF  H9   H   HOH1  0   0.487  -5.6041  -3.1199   0.2429
 8CF  H10  H   HCH3  0   0.262  -1.5102   6.6352   0.7550
 8CF  H11  H   HCH3  0   0.231  -2.2863   5.1024   1.1879
 8CF  H12  H   HCH3  0   0.231  -0.7402   5.5611   1.9364
 8CF  H13  H   HCH2  0   0.280   5.5517   1.3005  -0.6694
 8CF  H14  H   HCH2  0   0.281   5.5419   1.0853   1.0596
 8CF  H15  H   HCH3  0   0.233   7.3685  -0.6641   0.8458
 8CF  H16  H   HCH3  0   0.233   7.3959  -0.3943  -0.8963
 8CF  H17  H   HCH3  0   0.241   7.8476   0.9022   0.2036
 8CF  O22  O   O2    0  -0.467  -0.6273   5.0279  -0.0762

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
 8CF  C23  O22  single    1.415  0.020  1.415
 8CF  O20  C16  single    1.334  0.020  1.334
 8CF  O22  C11  single    1.343  0.020  1.343
 8CF  C16  C17  aromatic  1.386  0.020  1.386
 8CF  C16  C15  aromatic  1.399  0.020  1.399
 8CF  CL1  C15  single    1.729  0.020  1.729
 8CF  C17  C18  aromatic  1.392  0.020  1.392
 8CF  C10  C11  aromatic  1.397  0.020  1.397
 8CF  C10  C09  aromatic  1.382  0.020  1.382
 8CF  C15  C14  aromatic  1.376  0.020  1.376
 8CF  C11  C12  aromatic  1.394  0.020  1.394
 8CF  C09  C07  aromatic  1.397  0.020  1.397
 8CF  C18  O19  single    1.335  0.020  1.335
 8CF  C18  C06  aromatic  1.409  0.020  1.409
 8CF  C14  C06  aromatic  1.396  0.020  1.396
 8CF  C12  C13  aromatic  1.387  0.020  1.387
 8CF  C06  C05  single    1.460  0.020  1.460
 8CF  C07  C13  aromatic  1.391  0.020  1.391
 8CF  C07  C04  single    1.468  0.020  1.468
 8CF  C27  C25  single    1.517  0.020  1.517
 8CF  C05  C04  aromatic  1.423  0.020  1.423
 8CF  C05  N01  aromatic  1.310  0.020  1.310
 8CF  C04  C03  aromatic  1.366  0.020  1.366
 8CF  C25  C24  single    1.509  0.020  1.509
 8CF  N01  O02  aromatic  1.367  0.020  1.367
 8CF  C03  O02  aromatic  1.324  0.020  1.324
 8CF  C03  N08  single    1.363  0.020  1.363
 8CF  C24  N08  single    1.379  0.020  1.379
 8CF  C24  O26  double    1.209  0.020  1.209
 8CF  N08  H1   single    0.860  0.020  1.020
 8CF  C09  H2   single    0.930  0.020  1.080
 8CF  C10  H3   single    0.930  0.020  1.080
 8CF  C13  H4   single    0.930  0.020  1.080
 8CF  C12  H5   single    0.930  0.020  1.080
 8CF  C14  H6   single    0.930  0.020  1.080
 8CF  C17  H7   single    0.930  0.020  1.080
 8CF  O19  H8   single    0.850  0.020  0.980
 8CF  O20  H9   single    0.850  0.020  0.980
 8CF  C23  H10  single    0.970  0.020  1.090
 8CF  C23  H11  single    0.970  0.020  1.090
 8CF  C23  H12  single    0.970  0.020  1.090
 8CF  C25  H13  single    0.970  0.020  1.090
 8CF  C25  H14  single    0.970  0.020  1.090
 8CF  C27  H15  single    0.970  0.020  1.090
 8CF  C27  H16  single    0.970  0.020  1.090
 8CF  C27  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
 8CF  O02  C03  N08  120.34  3.000
 8CF  N08  C03  C04  128.55  3.000
 8CF  O02  C03  C04  111.08  3.000
 8CF  C07  C04  C05  131.24  3.000
 8CF  C05  C04  C03  102.49  3.000
 8CF  C07  C04  C03  126.22  3.000
 8CF  N01  C05  C06  119.18  3.000
 8CF  N01  C05  C04  110.68  3.000
 8CF  C06  C05  C04  130.13  3.000
 8CF  C18  C06  C14  118.17  3.000
 8CF  C14  C06  C05  120.82  3.000
 8CF  C18  C06  C05  121.02  3.000
 8CF  H1   N08  C24  117.52  3.000
 8CF  H1   N08  C03  114.59  3.000
 8CF  C24  N08  C03  127.89  3.000
 8CF  H2   C09  C07  119.77  3.000
 8CF  H2   C09  C10  119.17  3.000
 8CF  C07  C09  C10  121.05  3.000
 8CF  H3   C10  C11  119.52  3.000
 8CF  H3   C10  C09  120.26  3.000
 8CF  C11  C10  C09  120.22  3.000
 8CF  O22  C11  C12  124.37  3.000
 8CF  C12  C11  C10  119.33  3.000
 8CF  O22  C11  C10  116.30  3.000
 8CF  H4   C13  C12  118.90  3.000
 8CF  H4   C13  C07  119.66  3.000
 8CF  C12  C13  C07  121.44  3.000
 8CF  O02  N01  C05  107.25  3.000
 8CF  N01  O02  C03  108.49  3.000
 8CF  C13  C07  C09  118.19  3.000
 8CF  C13  C07  C04  120.90  3.000
 8CF  C09  C07  C04  120.91  3.000
 8CF  H5   C12  C13  118.71  3.000
 8CF  H5   C12  C11  121.52  3.000
 8CF  C13  C12  C11  119.77  3.000
 8CF  H6   C14  C15  118.56  3.000
 8CF  H6   C14  C06  119.84  3.000
 8CF  C15  C14  C06  121.60  3.000
 8CF  CL1  C15  C16  119.25  3.000
 8CF  CL1  C15  C14  120.47  3.000
 8CF  C16  C15  C14  120.29  3.000
 8CF  O20  C16  C17  123.09  3.000
 8CF  C17  C16  C15  118.83  3.000
 8CF  O20  C16  C15  118.07  3.000
 8CF  H7   C17  C18  118.81  3.000
 8CF  H7   C17  C16  119.95  3.000
 8CF  C18  C17  C16  121.24  3.000
 8CF  O19  C18  C17  116.73  3.000
 8CF  O19  C18  C06  123.43  3.000
 8CF  C17  C18  C06  119.83  3.000
 8CF  H8   O19  C18  110.31  3.000
 8CF  H9   O20  C16  110.68  3.000
 8CF  H12  C23  H11  108.85  3.000
 8CF  H12  C23  H10  108.81  3.000
 8CF  H11  C23  H10  108.74  3.000
 8CF  H12  C23  O22  111.86  3.000
 8CF  H11  C23  O22  112.03  3.000
 8CF  H10  C23  O22  106.45  3.000
 8CF  O26  C24  C25  124.53  3.000
 8CF  O26  C24  N08  122.57  3.000
 8CF  C25  C24  N08  112.90  3.000
 8CF  H14  C25  H13  105.53  3.000
 8CF  H14  C25  C27  110.57  3.000
 8CF  H13  C25  C27  110.54  3.000
 8CF  H14  C25  C24  108.17  3.000
 8CF  H13  C25  C24  108.28  3.000
 8CF  C27  C25  C24  113.41  3.000
 8CF  H17  C27  H16  107.74  3.000
 8CF  H17  C27  H15  107.75  3.000
 8CF  H16  C27  H15  108.07  3.000
 8CF  H17  C27  C25  109.66  3.000
 8CF  H16  C27  C25  111.72  3.000
 8CF  H15  C27  C25  111.73  3.000
 8CF  C23  O22  C11  118.75  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
 8CF  CONST_03  C06  C05  C04  C03   180.00   0.0  0
 8CF  CONST_04  N01  C05  C04  C03     0.00   0.0  0
 8CF  CONST_05  C05  N01  O02  C03     0.00   0.0  0
 8CF  CONST_06  C10  C09  C07  C04   180.00   0.0  0
 8CF  CONST_07  C12  C13  C07  C04   180.00   0.0  0
 8CF  CONST_10  O02  N01  C05  C04     0.00   0.0  0
 8CF  CONST_11  N01  O02  C03  C04     0.00   0.0  0
 8CF  CONST_12  C17  C18  C06  C05   180.00   0.0  0
 8CF  CONST_13  C15  C14  C06  C05   180.00   0.0  0
 8CF  CONST_16  O02  C03  C04  C05     0.00   0.0  0
 8CF  CONST_17  C16  C17  C18  C06     0.00   0.0  0
 8CF  CONST_18  C16  C15  C14  C06     0.00   0.0  0
 8CF  CONST_19  C07  C04  C05  C06     0.00   0.0  0
 8CF  CONST_20  O02  N01  C05  C06   180.00   0.0  0
 8CF  CONST_21  C12  C11  C10  C09     0.00   0.0  0
 8CF  CONST_22  C12  C13  C07  C09     0.00   0.0  0
 8CF  CONST_23  C13  C12  C11  C10     0.00   0.0  0
 8CF  CONST_24  C13  C07  C09  C10     0.00   0.0  0
 8CF  CONST_25  C07  C09  C10  C11     0.00   0.0  0
 8CF  CONST_26  C07  C13  C12  C11     0.00   0.0  0
 8CF  CONST_29  C07  C04  C05  N01   180.00   0.0  0
 8CF  CONST_30  C07  C04  C03  O02   180.00   0.0  0
 8CF  CONST_31  C17  C16  C15  C14     0.00   0.0  0
 8CF  CONST_32  C17  C18  C06  C14     0.00   0.0  0
 8CF  CONST_33  C18  C17  C16  C15     0.00   0.0  0
 8CF  CONST_34  C18  C06  C14  C15     0.00   0.0  0
 8CF  CONST_35  O19  C18  C06  C05     0.00   0.0  0
 8CF  CONST_36  N08  C03  C04  C05   180.00   0.0  0
 8CF  CONST_37  CL1  C15  C14  C06   180.00   0.0  0
 8CF  CONST_38  C07  C04  C03  N08     0.00   0.0  0
 8CF  CONST_39  N01  O02  C03  N08   180.00   0.0  0
 8CF  CONST_40  O22  C11  C10  C09   180.00   0.0  0
 8CF  CONST_41  O22  C11  C12  C13   180.00   0.0  0
 8CF  CONST_42  O20  C16  C15  C14   180.00   0.0  0
 8CF  CONST_43  O19  C18  C06  C14   180.00   0.0  0
 8CF  CONST_44  O19  C18  C17  C16   180.00   0.0  0
 8CF  CONST_45  CL1  C15  C16  C17   180.00   0.0  0
 8CF  CONST_46  O20  C16  C17  C18   180.00   0.0  0
 8CF  CONST_47  H2   C09  C07  C04     0.00   0.0  0
 8CF  CONST_48  H4   C13  C07  C04     0.00   0.0  0
 8CF  CONST_49  H6   C14  C06  C05     0.00   0.0  0
 8CF  CONST_50  H7   C17  C18  C06   180.00   0.0  0
 8CF  CONST_51  H5   C12  C11  C10   180.00   0.0  0
 8CF  CONST_52  H3   C10  C09  C07   180.00   0.0  0
 8CF  CONST_53  C24  N08  C03  C04   180.00   0.0  0
 8CF  CONST_54  C24  N08  C03  O02     0.00   0.0  0
 8CF  CONST_55  H1   N08  C03  C04     0.00   0.0  0
 8CF  CONST_56  C25  C24  N08  C03   180.00   0.0  0
 8CF  CONST_57  O26  C24  N08  C03     0.00   0.0  0
 8CF  Var_01    H10  C23  O22  C11  -179.93  30.0  3
 8CF  Var_02    C27  C25  C24  N08   179.97  30.0  1
 8CF  Var_03    H15  C27  C25  C24   -58.74  30.0  3

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
 8CF  plan-1  C03  0.020
 8CF  plan-1  C04  0.020
 8CF  plan-1  C05  0.020
 8CF  plan-1  C06  0.020
 8CF  plan-1  N08  0.020
 8CF  plan-1  N01  0.020
 8CF  plan-1  O02  0.020
 8CF  plan-1  C07  0.020
 8CF  plan-2  C04  0.020
 8CF  plan-2  C09  0.020
 8CF  plan-2  C10  0.020
 8CF  plan-2  C11  0.020
 8CF  plan-2  C13  0.020
 8CF  plan-2  C07  0.020
 8CF  plan-2  C12  0.020
 8CF  plan-2  H2   0.020
 8CF  plan-2  H3   0.020
 8CF  plan-2  H4   0.020
 8CF  plan-2  H5   0.020
 8CF  plan-2  O22  0.020
 8CF  plan-3  C05  0.020
 8CF  plan-3  C06  0.020
 8CF  plan-3  C14  0.020
 8CF  plan-3  C15  0.020
 8CF  plan-3  C16  0.020
 8CF  plan-3  C17  0.020
 8CF  plan-3  C18  0.020
 8CF  plan-3  O19  0.020
 8CF  plan-3  O20  0.020
 8CF  plan-3  CL1  0.020
 8CF  plan-3  H6   0.020
 8CF  plan-3  H7   0.020
 8CF  plan-4  C03  0.020
 8CF  plan-4  N08  0.020
 8CF  plan-4  C24  0.020
 8CF  plan-4  C25  0.020
 8CF  plan-4  O26  0.020
 8CF  plan-4  H1   0.020

