# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 18:12:41 2020
#   Inital geometry file: a 119 line input string
#   Ligand name: ~{N}-[3-[5-chloranyl-2,4-bis(oxidanyl)phenyl]-4-(4-methoxyphenyl)-1,2-oxazol-5-yl]-2-methyl-propanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2c(NC(=O)C(C)C)onc2c3cc(Cl)c(O)cc3O
#
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
 8CO  8CO  ~{N}-[3-[5-chloranyl-2,4-bis(oxidanyl)phenyl]-4-(4-methoxyphenyl)-1,2-oxazol-5-yl]-2-methyl-propanamide  ligand  47  28  .  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_8CO
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
 8CO  C10  C   CR16  0  -0.321  -0.5877  -2.8186  -1.1105
 8CO  C13  C   CR16  0  -0.287   0.7759  -1.8145   1.0754
 8CO  C15  C   CR6   0  -0.185  -3.7461   0.7182   0.5307
 8CO  C17  C   CR16  0  -0.444  -3.6283   2.9586  -0.3105
 8CO  C24  C   C     0   0.565   4.4229   0.9609   0.0829
 8CO  C28  C   CH3   0  -0.649   5.6966  -0.4086  -1.5455
 8CO  N01  N   N     0  -0.281   0.5841   2.7323   0.1496
 8CO  O02  O   O     0  -0.319   1.8984   2.3584   0.1250
 8CO  C03  C   CR5   0   0.678   1.9592   1.0365   0.1201
 8CO  C04  C   CR5   0  -0.221   0.7085   0.4866   0.1310
 8CO  C05  C   CR5   0   0.396  -0.1304   1.6347   0.1500
 8CO  C06  C   CR6   0  -0.153  -1.5874   1.7315   0.1461
 8CO  C07  C   CR6   0  -0.055   0.3885  -0.9442   0.0629
 8CO  C09  C   CR16  0  -0.266  -0.2964  -1.4728  -1.0355
 8CO  C11  C   CR6   0   0.380  -0.1890  -3.6858  -0.0881
 8CO  C12  C   CR16  0  -0.369   0.5011  -3.1753   1.0080
 8CO  C14  C   CR16  0  -0.261  -2.3716   0.6556   0.5574
 8CO  C16  C   CR6   0   0.441  -4.3972   1.8739   0.0847
 8CO  C18  C   CR6   0   0.376  -2.2394   2.9113  -0.2704
 8CO  O19  O   OH1   0  -0.625  -1.5874   4.0136  -0.6484
 8CO  O20  O   OH1   0  -0.604  -5.7252   1.9910   0.0277
 8CO  CL1  CL  CL    0  -0.115  -4.6945  -0.6369   1.0533
 8CO  O22  O   O2    0  -0.467  -0.5116  -4.9797  -0.2477
 8CO  C23  C   CH3   0  -0.438  -0.1359  -5.9009   0.7582
 8CO  C25  C   CH1   0  -0.416   5.5337  -0.0593  -0.0612
 8CO  O26  O   O     0  -0.427   4.5999   2.1547   0.1577
 8CO  C27  C   CH3   0  -0.647   6.8359   0.4590   0.5302
 8CO  H1   H   HCR6  0   0.268  -1.1186  -3.2138  -1.9674
 8CO  H2   H   HCR6  0   0.267   1.2899  -1.4303   1.9484
 8CO  H3   H   HCR6  0   0.287  -4.1202   3.8639  -0.6441
 8CO  H4   H   HCH3  0   0.235   6.0045   0.4670  -2.1190
 8CO  H5   H   HCH3  0   0.249   6.4649  -1.1727  -1.6617
 8CO  H6   H   HCH3  0   0.241   4.7768  -0.7963  -1.9841
 8CO  H7   H   HNH1  0   0.431   3.0976  -0.6096   0.0518
 8CO  H8   H   HCR6  0   0.258  -0.6051  -0.8197  -1.8422
 8CO  H9   H   HCR6  0   0.284   0.8257  -3.8105   1.8207
 8CO  H10  H   HCR6  0   0.292  -1.8988  -0.2473   0.9161
 8CO  H11  H   HOH1  0   0.477  -0.6271   3.9091  -0.4970
 8CO  H12  H   HOH1  0   0.473  -6.1627   1.1897   0.3444
 8CO  H13  H   HCH3  0   0.231   0.9491  -5.9532   0.8783
 8CO  H14  H   HCH3  0   0.231  -0.5871  -5.6564   1.7230
 8CO  H15  H   HCH3  0   0.262  -0.5004  -6.8733   0.4376
 8CO  H16  H   HCH1  0   0.269   5.2390  -0.9688   0.4724
 8CO  H17  H   HCH3  0   0.230   7.1872   1.3426  -0.0017
 8CO  H18  H   HCH3  0   0.239   6.7315   0.7140   1.5846
 8CO  H19  H   HCH3  0   0.239   7.6056  -0.3078   0.4478
 8CO  N08  N   NH1   0  -0.746   3.1640   0.3989   0.0831

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
 8CO  C25  C28  single    1.534  0.020  1.534
 8CO  C25  C27  single    1.521  0.020  1.521
 8CO  C25  C24  single    1.515  0.020  1.515
 8CO  N08  C24  single    1.379  0.020  1.379
 8CO  N08  C03  single    1.364  0.020  1.364
 8CO  O02  C03  aromatic  1.323  0.020  1.323
 8CO  O02  N01  aromatic  1.367  0.020  1.367
 8CO  C24  O26  double    1.209  0.020  1.209
 8CO  C03  C04  aromatic  1.366  0.020  1.366
 8CO  N01  C05  aromatic  1.310  0.020  1.310
 8CO  C04  C05  aromatic  1.422  0.020  1.422
 8CO  C04  C07  single    1.468  0.020  1.468
 8CO  C05  C06  single    1.460  0.020  1.460
 8CO  C13  C07  aromatic  1.390  0.020  1.390
 8CO  C13  C12  aromatic  1.390  0.020  1.390
 8CO  C07  C09  aromatic  1.398  0.020  1.398
 8CO  C06  C14  aromatic  1.394  0.020  1.394
 8CO  C06  C18  aromatic  1.411  0.020  1.411
 8CO  O19  C18  single    1.335  0.020  1.335
 8CO  C12  C11  aromatic  1.392  0.020  1.392
 8CO  C14  C15  aromatic  1.376  0.020  1.376
 8CO  C18  C17  aromatic  1.390  0.020  1.390
 8CO  C09  C10  aromatic  1.379  0.020  1.379
 8CO  C11  C10  aromatic  1.399  0.020  1.399
 8CO  C11  O22  single    1.343  0.020  1.343
 8CO  C15  CL1  single    1.735  0.020  1.735
 8CO  C15  C16  aromatic  1.399  0.020  1.399
 8CO  C17  C16  aromatic  1.387  0.020  1.387
 8CO  O22  C23  single    1.415  0.020  1.415
 8CO  C16  O20  single    1.334  0.020  1.334
 8CO  C10  H1   single    0.930  0.020  1.080
 8CO  C13  H2   single    0.930  0.020  1.080
 8CO  C17  H3   single    0.930  0.020  1.080
 8CO  C28  H4   single    0.970  0.020  1.090
 8CO  C28  H5   single    0.970  0.020  1.090
 8CO  C28  H6   single    0.970  0.020  1.090
 8CO  N08  H7   single    0.860  0.020  1.020
 8CO  C09  H8   single    0.930  0.020  1.080
 8CO  C12  H9   single    0.930  0.020  1.080
 8CO  C14  H10  single    0.930  0.020  1.080
 8CO  O19  H11  single    0.850  0.020  0.980
 8CO  O20  H12  single    0.850  0.020  0.980
 8CO  C23  H13  single    0.970  0.020  1.090
 8CO  C23  H14  single    0.970  0.020  1.090
 8CO  C23  H15  single    0.970  0.020  1.090
 8CO  C25  H16  single    0.970  0.020  1.090
 8CO  C27  H17  single    0.970  0.020  1.090
 8CO  C27  H18  single    0.970  0.020  1.090
 8CO  C27  H19  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
 8CO  H1   C10  C11  119.47  3.000
 8CO  H1   C10  C09  120.19  3.000
 8CO  C11  C10  C09  120.34  3.000
 8CO  H2   C13  C12  118.68  3.000
 8CO  H2   C13  C07  119.81  3.000
 8CO  C12  C13  C07  121.50  3.000
 8CO  CL1  C15  C16  119.12  3.000
 8CO  C16  C15  C14  120.56  3.000
 8CO  CL1  C15  C14  120.31  3.000
 8CO  H3   C17  C18  119.41  3.000
 8CO  H3   C17  C16  119.32  3.000
 8CO  C18  C17  C16  121.26  3.000
 8CO  O26  C24  C25  124.29  3.000
 8CO  O26  C24  N08  122.42  3.000
 8CO  C25  C24  N08  113.26  3.000
 8CO  H6   C28  H5   107.61  3.000
 8CO  H6   C28  H4   108.19  3.000
 8CO  H5   C28  H4   107.92  3.000
 8CO  H6   C28  C25  112.38  3.000
 8CO  H5   C28  C25  109.74  3.000
 8CO  H4   C28  C25  110.85  3.000
 8CO  C05  N01  O02  107.18  3.000
 8CO  C03  O02  N01  108.52  3.000
 8CO  N08  C03  C04  128.38  3.000
 8CO  C04  C03  O02  111.09  3.000
 8CO  N08  C03  O02  120.52  3.000
 8CO  C07  C04  C05  131.22  3.000
 8CO  C07  C04  C03  126.27  3.000
 8CO  C05  C04  C03  102.43  3.000
 8CO  C06  C05  C04  129.95  3.000
 8CO  C06  C05  N01  119.26  3.000
 8CO  C04  C05  N01  110.78  3.000
 8CO  C18  C06  C14  118.21  3.000
 8CO  C18  C06  C05  121.16  3.000
 8CO  C14  C06  C05  120.63  3.000
 8CO  C09  C07  C04  120.78  3.000
 8CO  C09  C07  C13  118.16  3.000
 8CO  C04  C07  C13  121.05  3.000
 8CO  H8   C09  C07  119.79  3.000
 8CO  H8   C09  C10  119.20  3.000
 8CO  C07  C09  C10  121.01  3.000
 8CO  O22  C11  C12  124.47  3.000
 8CO  O22  C11  C10  116.23  3.000
 8CO  C12  C11  C10  119.30  3.000
 8CO  H9   C12  C11  121.68  3.000
 8CO  H9   C12  C13  118.64  3.000
 8CO  C11  C12  C13  119.68  3.000
 8CO  H10  C14  C06  119.80  3.000
 8CO  H10  C14  C15  118.79  3.000
 8CO  C06  C14  C15  121.41  3.000
 8CO  O20  C16  C17  118.09  3.000
 8CO  O20  C16  C15  123.31  3.000
 8CO  C17  C16  C15  118.60  3.000
 8CO  O19  C18  C06  123.25  3.000
 8CO  O19  C18  C17  116.84  3.000
 8CO  C06  C18  C17  119.91  3.000
 8CO  H11  O19  C18  110.33  3.000
 8CO  H12  O20  C16  111.33  3.000
 8CO  C23  O22  C11  118.62  3.000
 8CO  H15  C23  H14  108.79  3.000
 8CO  H15  C23  H13  108.82  3.000
 8CO  H14  C23  H13  108.88  3.000
 8CO  H15  C23  O22  106.49  3.000
 8CO  H14  C23  O22  111.86  3.000
 8CO  H13  C23  O22  111.90  3.000
 8CO  H16  C25  C27  108.91  3.000
 8CO  H16  C25  C28  108.13  3.000
 8CO  C27  C25  C28  111.28  3.000
 8CO  H16  C25  C24  108.40  3.000
 8CO  C27  C25  C24  111.18  3.000
 8CO  C28  C25  C24  108.86  3.000
 8CO  H19  C27  H18  107.79  3.000
 8CO  H19  C27  H17  107.83  3.000
 8CO  H18  C27  H17  108.26  3.000
 8CO  H19  C27  C25  109.60  3.000
 8CO  H18  C27  C25  111.95  3.000
 8CO  H17  C27  C25  111.26  3.000
 8CO  H7   N08  C03  114.15  3.000
 8CO  H7   N08  C24  117.81  3.000
 8CO  C03  N08  C24  128.04  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
 8CO  CONST_01  C04  C07  C09  C10  180.00   0.0  0
 8CO  CONST_02  C13  C07  C09  C10    0.00   0.0  0
 8CO  CONST_03  C13  C12  C11  C10    0.00   0.0  0
 8CO  CONST_06  C05  C06  C14  C15  180.00   0.0  0
 8CO  CONST_07  C18  C06  C14  C15    0.00   0.0  0
 8CO  CONST_08  C18  C17  C16  C15    0.00   0.0  0
 8CO  CONST_09  C05  C06  C18  C17  180.00   0.0  0
 8CO  CONST_10  C14  C06  C18  C17    0.00   0.0  0
 8CO  CONST_11  C14  C15  C16  C17    0.00   0.0  0
 8CO  CONST_12  C04  C03  O02  N01    0.00   0.0  0
 8CO  CONST_13  C03  C04  C05  N01    0.00   0.0  0
 8CO  CONST_14  C07  C04  C05  N01  180.00   0.0  0
 8CO  CONST_17  C05  C04  C03  O02    0.00   0.0  0
 8CO  CONST_18  C07  C04  C03  O02  180.00   0.0  0
 8CO  CONST_19  C04  C05  N01  O02    0.00   0.0  0
 8CO  CONST_20  C06  C05  N01  O02  180.00   0.0  0
 8CO  CONST_21  C05  N01  O02  C03    0.00   0.0  0
 8CO  CONST_22  C06  C05  C04  C03  180.00   0.0  0
 8CO  CONST_26  C12  C13  C07  C04  180.00   0.0  0
 8CO  CONST_28  C07  C04  C05  C06    0.00   0.0  0
 8CO  CONST_29  C16  C15  C14  C06    0.00   0.0  0
 8CO  CONST_30  C16  C17  C18  C06    0.00   0.0  0
 8CO  CONST_31  C11  C12  C13  C07    0.00   0.0  0
 8CO  CONST_32  C11  C10  C09  C07    0.00   0.0  0
 8CO  CONST_33  C12  C13  C07  C09    0.00   0.0  0
 8CO  CONST_34  C12  C11  C10  C09    0.00   0.0  0
 8CO  CONST_35  O22  C11  C12  C13  180.00   0.0  0
 8CO  CONST_36  CL1  C15  C16  C17  180.00   0.0  0
 8CO  CONST_37  N08  C03  O02  N01  180.00   0.0  0
 8CO  CONST_38  N08  C03  C04  C05  180.00   0.0  0
 8CO  CONST_39  O19  C18  C06  C05    0.00   0.0  0
 8CO  CONST_40  CL1  C15  C14  C06  180.00   0.0  0
 8CO  CONST_41  N08  C03  C04  C07    0.00   0.0  0
 8CO  CONST_42  O22  C11  C10  C09  180.00   0.0  0
 8CO  CONST_43  O19  C18  C06  C14  180.00   0.0  0
 8CO  CONST_44  O20  C16  C15  C14  180.00   0.0  0
 8CO  CONST_45  O19  C18  C17  C16  180.00   0.0  0
 8CO  CONST_46  O20  C16  C17  C18  180.00   0.0  0
 8CO  CONST_47  H9   C12  C11  C10  180.00   0.0  0
 8CO  CONST_48  H8   C09  C07  C13  180.00   0.0  0
 8CO  CONST_49  H3   C17  C16  C15  180.00   0.0  0
 8CO  CONST_50  H2   C13  C07  C04    0.00   0.0  0
 8CO  CONST_51  H10  C14  C06  C05    0.00   0.0  0
 8CO  CONST_52  H1   C10  C09  C07  180.00   0.0  0
 8CO  CONST_53  O02  C03  N08  C24    0.00   0.0  0
 8CO  CONST_54  C04  C03  N08  C24  180.00   0.0  0
 8CO  CONST_55  H7   N08  C03  O02  180.00   0.0  0
 8CO  CONST_56  C25  C24  N08  C03  180.00   0.0  0
 8CO  CONST_57  O26  C24  N08  C03    0.00   0.0  0
 8CO  Var_01    H13  C23  O22  C11  -61.86  30.0  3
 8CO  Var_02    N08  C24  C25  C28   81.84  30.0  3
 8CO  Var_03    H4   C28  C25  C24   63.21  30.0  3
 8CO  Var_04    H17  C27  C25  C24  -63.02  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
 8CO  plan-1  N01  0.020
 8CO  plan-1  O02  0.020
 8CO  plan-1  C03  0.020
 8CO  plan-1  C04  0.020
 8CO  plan-1  C05  0.020
 8CO  plan-1  C06  0.020
 8CO  plan-1  C07  0.020
 8CO  plan-1  N08  0.020
 8CO  plan-2  C10  0.020
 8CO  plan-2  C13  0.020
 8CO  plan-2  C04  0.020
 8CO  plan-2  C07  0.020
 8CO  plan-2  C09  0.020
 8CO  plan-2  C11  0.020
 8CO  plan-2  C12  0.020
 8CO  plan-2  O22  0.020
 8CO  plan-2  H1   0.020
 8CO  plan-2  H2   0.020
 8CO  plan-2  H8   0.020
 8CO  plan-2  H9   0.020
 8CO  plan-3  C15  0.020
 8CO  plan-3  C17  0.020
 8CO  plan-3  C05  0.020
 8CO  plan-3  C06  0.020
 8CO  plan-3  C14  0.020
 8CO  plan-3  C16  0.020
 8CO  plan-3  C18  0.020
 8CO  plan-3  O19  0.020
 8CO  plan-3  O20  0.020
 8CO  plan-3  CL1  0.020
 8CO  plan-3  H3   0.020
 8CO  plan-3  H10  0.020
 8CO  plan-4  C24  0.020
 8CO  plan-4  C03  0.020
 8CO  plan-4  C25  0.020
 8CO  plan-4  O26  0.020
 8CO  plan-4  H7   0.020
 8CO  plan-4  N08  0.020

