# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 21:15:54 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: 5-(3-chloranyl-4-methoxy-phenyl)-~{N}-[3-(1,2,4-triazol-1-yl)propyl]-1,3-oxazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1Cl)c2ocnc2C(=O)NCCCn3cncn3
#
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
 6QH  6QH  5-(3-chloranyl-4-methoxy-phenyl)-~{N}-[3-(1,2,4-triazol-1-yl)propyl]-1,3-oxazole-4-carboxamide  ligand  41  25  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6QH
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
 6QH  C4   C   CR6   0   0.462  -4.9435  -1.1517  -0.5652
 6QH  C6   C   CR16  0  -0.231  -3.8557   0.8488   0.2641
 6QH  C20  C   CH2   0  -0.274   5.4647  -1.2013   0.1062
 6QH  C8   C   CR15  0   0.175  -0.5960   3.3129  -0.1108
 6QH  C18  C   CH2   0  -0.239   3.0112  -0.7349  -0.0142
 6QH  O17  O   O     0  -0.485   0.2476  -1.0904  -0.2269
 6QH  C19  C   CH2   0  -0.493   4.3965  -0.1194   0.0974
 6QH  C2   C   CR16  0  -0.260  -2.6374  -0.6897  -1.1143
 6QH  C3   C   CR16  0  -0.383  -3.7577  -1.4987  -1.2085
 6QH  C23  C   CR15  0   0.003   8.5091   0.4179  -0.2209
 6QH  C25  C   CR15  0   0.110   7.6276  -0.7215   1.2798
 6QH  C1   C   CR6   0  -0.048  -2.6642   0.4876  -0.3729
 6QH  C5   C   CR6   0  -0.143  -4.9674   0.0406   0.1689
 6QH  C11  C   CR5   0   0.401  -1.5101   1.3679  -0.2740
 6QH  C10  C   CR5   0  -0.033  -0.1515   1.2493  -0.2120
 6QH  C15  C   C     0   0.481   0.7035   0.0451  -0.1719
 6QH  C14  C   CH3   0  -0.441  -6.0741  -3.0995  -1.2942
 6QH  N24  N   N     0  -0.463   8.7324  -0.0567   1.0218
 6QH  N22  N   N     0  -0.263   7.3469   0.0839  -0.7301
 6QH  N9   N   N     0  -0.428   0.4010   2.5107  -0.1128
 6QH  N21  N   NR5   0  -0.261   6.7942  -0.6480   0.2404
 6QH  N16  N   NH1   0  -0.653   2.0114   0.3082  -0.0614
 6QH  O7   O   O     0  -0.396  -1.7774   2.6950  -0.2056
 6QH  O13  O   O2    0  -0.448  -6.0684  -1.8654  -0.5954
 6QH  CL1  CL  CL    0  -0.105  -6.4283   0.4940   0.9729
 6QH  H1   H   HCR6  0   0.282  -3.9182   1.7551   0.8521
 6QH  H2   H   HCH2  0   0.270   5.3176  -1.8843   0.9426
 6QH  H3   H   HCH2  0   0.273   5.4294  -1.7920  -0.8098
 6QH  H4   H   HCR5  0   0.308  -0.5946   4.3898  -0.0451
 6QH  H5   H   HCH2  0   0.242   2.9472  -1.3533  -0.9143
 6QH  H6   H   HCH2  0   0.242   2.8281  -1.3960   0.8378
 6QH  H7   H   HCH2  0   0.254   4.4674   0.4715   1.0143
 6QH  H8   H   HCH2  0   0.256   4.5679   0.5570  -0.7431
 6QH  H9   H   HCR6  0   0.267  -1.7408  -0.9844  -1.6368
 6QH  H10  H   HCR6  0   0.296  -3.6957  -2.4016  -1.8003
 6QH  H12  H   HCR5  0   0.301   7.3938  -1.2632   2.1836
 6QH  H13  H   HCH3  0   0.267  -7.0739  -3.5089  -1.1797
 6QH  H14  H   HCH3  0   0.238  -5.8662  -2.9634  -2.3575
 6QH  H15  H   HCH3  0   0.238  -5.3515  -3.8027  -0.8746
 6QH  H16  H   HNH1  0   0.410   2.3050   1.2716  -0.0020
 6QH  H11  H   HCR5  0   0.271   9.2199   1.0210  -0.7652

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
 6QH  CL1  C5   single    1.728  0.020  1.728
 6QH  C8   O7   aromatic  1.337  0.020  1.337
 6QH  C8   N9   aromatic  1.280  0.020  1.280
 6QH  O7   C11  aromatic  1.355  0.020  1.355
 6QH  C6   C5   aromatic  1.378  0.020  1.378
 6QH  C6   C1   aromatic  1.399  0.020  1.399
 6QH  C5   C4   aromatic  1.400  0.020  1.400
 6QH  N9   C10  aromatic  1.381  0.020  1.381
 6QH  C11  C1   single    1.455  0.020  1.455
 6QH  C11  C10  aromatic  1.365  0.020  1.365
 6QH  C1   C2   aromatic  1.392  0.020  1.392
 6QH  C10  C15  single    1.477  0.020  1.477
 6QH  C4   O13  single    1.333  0.020  1.333
 6QH  C4   C3   aromatic  1.393  0.020  1.393
 6QH  O13  C14  single    1.418  0.020  1.418
 6QH  C2   C3   aromatic  1.385  0.020  1.385
 6QH  C15  N16  single    1.339  0.020  1.339
 6QH  C15  O17  double    1.225  0.020  1.225
 6QH  N16  C18  single    1.446  0.020  1.446
 6QH  C18  C19  single    1.520  0.020  1.520
 6QH  C19  C20  single    1.520  0.020  1.520
 6QH  C20  N21  single    1.446  0.020  1.446
 6QH  N21  C25  aromatic  1.334  0.020  1.334
 6QH  N21  N22  aromatic  1.335  0.020  1.335
 6QH  C25  N24  aromatic  1.315  0.020  1.315
 6QH  N22  C23  aromatic  1.312  0.020  1.312
 6QH  N24  C23  aromatic  1.349  0.020  1.349
 6QH  C6   H1   single    0.930  0.020  1.080
 6QH  C20  H2   single    0.970  0.020  1.090
 6QH  C20  H3   single    0.970  0.020  1.090
 6QH  C8   H4   single    0.930  0.020  1.080
 6QH  C18  H5   single    0.970  0.020  1.090
 6QH  C18  H6   single    0.970  0.020  1.090
 6QH  C19  H7   single    0.970  0.020  1.090
 6QH  C19  H8   single    0.970  0.020  1.090
 6QH  C2   H9   single    0.930  0.020  1.080
 6QH  C3   H10  single    0.930  0.020  1.080
 6QH  C23  H11  single    0.930  0.020  1.080
 6QH  C25  H12  single    0.930  0.020  1.080
 6QH  C14  H13  single    0.970  0.020  1.090
 6QH  C14  H14  single    0.970  0.020  1.090
 6QH  C14  H15  single    0.970  0.020  1.090
 6QH  N16  H16  single    0.860  0.020  1.020

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
 6QH  O13  C4   C5   116.97  3.000
 6QH  O13  C4   C3   125.09  3.000
 6QH  C5   C4   C3   117.94  3.000
 6QH  H1   C6   C5   118.84  3.000
 6QH  H1   C6   C1   120.86  3.000
 6QH  C5   C6   C1   120.30  3.000
 6QH  H3   C20  H2   107.51  3.000
 6QH  H3   C20  N21  108.36  3.000
 6QH  H2   C20  N21  107.02  3.000
 6QH  H3   C20  C19  110.97  3.000
 6QH  H2   C20  C19  110.83  3.000
 6QH  N21  C20  C19  111.97  3.000
 6QH  H4   C8   O7   117.83  3.000
 6QH  H4   C8   N9   128.68  3.000
 6QH  O7   C8   N9   113.50  3.000
 6QH  H6   C18  H5   106.82  3.000
 6QH  H6   C18  N16  110.23  3.000
 6QH  H5   C18  N16  109.91  3.000
 6QH  H6   C18  C19  109.88  3.000
 6QH  H5   C18  C19  110.03  3.000
 6QH  N16  C18  C19  109.91  3.000
 6QH  H8   C19  H7   107.49  3.000
 6QH  H8   C19  C18  109.71  3.000
 6QH  H7   C19  C18  109.85  3.000
 6QH  H8   C19  C20  109.56  3.000
 6QH  H7   C19  C20  109.53  3.000
 6QH  C18  C19  C20  110.65  3.000
 6QH  H9   C2   C1   120.34  3.000
 6QH  H9   C2   C3   118.67  3.000
 6QH  C1   C2   C3   120.99  3.000
 6QH  H10  C3   C2   118.59  3.000
 6QH  H10  C3   C4   120.63  3.000
 6QH  C2   C3   C4   120.78  3.000
 6QH  H11  C23  N22  121.99  3.000
 6QH  H11  C23  N24  123.51  3.000
 6QH  N22  C23  N24  114.49  3.000
 6QH  H12  C25  N21  123.00  3.000
 6QH  H12  C25  N24  126.87  3.000
 6QH  N21  C25  N24  110.12  3.000
 6QH  C11  C1   C2   122.20  3.000
 6QH  C2   C1   C6   118.52  3.000
 6QH  C11  C1   C6   119.25  3.000
 6QH  CL1  C5   C6   119.74  3.000
 6QH  C6   C5   C4   121.46  3.000
 6QH  CL1  C5   C4   118.79  3.000
 6QH  O7   C11  C10  106.20  3.000
 6QH  C10  C11  C1   137.73  3.000
 6QH  O7   C11  C1   116.06  3.000
 6QH  N9   C10  C15  120.74  3.000
 6QH  C15  C10  C11  130.39  3.000
 6QH  N9   C10  C11  108.79  3.000
 6QH  N16  C15  C10  114.05  3.000
 6QH  N16  C15  O17  123.34  3.000
 6QH  C10  C15  O17  122.61  3.000
 6QH  H15  C14  H14  109.17  3.000
 6QH  H15  C14  H13  109.01  3.000
 6QH  H14  C14  H13  108.95  3.000
 6QH  H15  C14  O13  111.61  3.000
 6QH  H14  C14  O13  111.76  3.000
 6QH  H13  C14  O13  106.24  3.000
 6QH  C25  N24  C23  102.69  3.000
 6QH  N21  N22  C23  102.95  3.000
 6QH  C10  N9   C8   105.14  3.000
 6QH  N22  N21  C25  109.75  3.000
 6QH  N22  N21  C20  121.52  3.000
 6QH  C25  N21  C20  128.71  3.000
 6QH  H16  N16  C15  118.47  3.000
 6QH  H16  N16  C18  119.07  3.000
 6QH  C15  N16  C18  122.45  3.000
 6QH  C11  O7   C8   106.37  3.000
 6QH  C14  O13  C4   118.72  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
 6QH  CONST_01  C1   C6   C5   C4      0.00   0.0  0
 6QH  CONST_02  C1   C2   C3   C4      0.00   0.0  0
 6QH  CONST_03  C3   C4   C5   C6      0.00   0.0  0
 6QH  CONST_06  C3   C2   C1   C6      0.00   0.0  0
 6QH  CONST_07  C1   C11  O7   C8    180.00   0.0  0
 6QH  CONST_08  C10  C11  O7   C8      0.00   0.0  0
 6QH  CONST_09  C11  C10  N9   C8      0.00   0.0  0
 6QH  CONST_10  C5   C6   C1   C2      0.00   0.0  0
 6QH  CONST_13  C5   C4   C3   C2      0.00   0.0  0
 6QH  CONST_14  C11  C1   C2   C3    180.00   0.0  0
 6QH  CONST_15  C25  N21  N22  C23     0.00   0.0  0
 6QH  CONST_16  N21  C25  N24  C23     0.00   0.0  0
 6QH  CONST_17  N22  C23  N24  C25     0.00   0.0  0
 6QH  CONST_18  N9   C10  C11  C1    180.00   0.0  0
 6QH  CONST_19  C11  C1   C6   C5    180.00   0.0  0
 6QH  CONST_20  N9   C8   O7   C11     0.00   0.0  0
 6QH  CONST_21  O7   C8   N9   C10     0.00   0.0  0
 6QH  CONST_22  N22  N21  C25  N24     0.00   0.0  0
 6QH  CONST_23  N21  N22  C23  N24     0.00   0.0  0
 6QH  CONST_24  O7   C11  C10  N9      0.00   0.0  0
 6QH  CONST_25  O13  C4   C5   C6    180.00   0.0  0
 6QH  CONST_26  N24  C25  N21  C20   180.00   0.0  0
 6QH  CONST_27  C23  N22  N21  C20   180.00   0.0  0
 6QH  CONST_28  C15  C10  N9   C8    180.00   0.0  0
 6QH  CONST_29  O13  C4   C3   C2    180.00   0.0  0
 6QH  CONST_30  CL1  C5   C4   C3    180.00   0.0  0
 6QH  CONST_31  CL1  C5   C6   C1    180.00   0.0  0
 6QH  CONST_32  C15  C10  C11  C1      0.00   0.0  0
 6QH  CONST_33  O7   C11  C10  C15   180.00   0.0  0
 6QH  CONST_34  H1   C6   C5   C4    180.00   0.0  0
 6QH  CONST_35  H9   C2   C3   C4    180.00   0.0  0
 6QH  CONST_36  H12  C25  N24  C23   180.00   0.0  0
 6QH  CONST_37  H11  C23  N24  C25   180.00   0.0  0
 6QH  CONST_38  H10  C3   C2   C1    180.00   0.0  0
 6QH  CONST_39  H4   C8   O7   C11   180.00   0.0  0
 6QH  CONST_40  C10  C15  N16  C18   180.00   0.0  0
 6QH  CONST_41  H16  N16  C15  C10     0.00   0.0  0
 6QH  CONST_42  O17  C15  N16  C18     0.00   0.0  0
 6QH  Var_01    N9   C10  C15  O17   178.33  30.0  2
 6QH  Var_02    C25  N21  C20  C19   110.09  30.0  2
 6QH  Var_03    N21  C20  C19  C18  -178.77  30.0  3
 6QH  Var_04    H13  C14  O13  C4    179.38  30.0  3
 6QH  Var_05    N16  C18  C19  C20  -178.30  30.0  2
 6QH  Var_06    C15  N16  C18  C19   179.38  30.0  1

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
 6QH  plan-1  C8   0.020
 6QH  plan-1  C1   0.020
 6QH  plan-1  C11  0.020
 6QH  plan-1  C10  0.020
 6QH  plan-1  C15  0.020
 6QH  plan-1  N9   0.020
 6QH  plan-1  O7   0.020
 6QH  plan-1  H4   0.020
 6QH  plan-2  C20  0.020
 6QH  plan-2  C23  0.020
 6QH  plan-2  C25  0.020
 6QH  plan-2  N24  0.020
 6QH  plan-2  N22  0.020
 6QH  plan-2  N21  0.020
 6QH  plan-2  H12  0.020
 6QH  plan-2  H11  0.020
 6QH  plan-3  C4   0.020
 6QH  plan-3  C6   0.020
 6QH  plan-3  C2   0.020
 6QH  plan-3  C3   0.020
 6QH  plan-3  C1   0.020
 6QH  plan-3  C5   0.020
 6QH  plan-3  C11  0.020
 6QH  plan-3  O13  0.020
 6QH  plan-3  CL1  0.020
 6QH  plan-3  H1   0.020
 6QH  plan-3  H9   0.020
 6QH  plan-3  H10  0.020
 6QH  plan-4  C18  0.020
 6QH  plan-4  O17  0.020
 6QH  plan-4  C10  0.020
 6QH  plan-4  C15  0.020
 6QH  plan-4  N16  0.020
 6QH  plan-4  H16  0.020

