# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 04:10:43 2020
#   Inital geometry file: a 93 line input string
#   Ligand name: 1-[5-chloranyl-2-(4-fluoranylphenoxy)phenyl]-~{N}-oxidanyl-1,2,3-triazole-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: ONC(=O)c1cn(nn1)c2cc(Cl)ccc2Oc3ccc(F)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
 GRZ  GRZ  1-[5-chloranyl-2-(4-fluoranylphenoxy)phenyl]-~{N}-oxidanyl-1,2,3-triazole-4-carboxamide  ligand  34  24  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GRZ
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
 GRZ  C1   C   CR6   0   0.531  -4.6400   2.2455   0.5308
 GRZ  C2   C   CR16  0  -0.408  -3.9594   1.9015   1.6825
 GRZ  C3   C   CR16  0  -0.287  -2.7282   1.2713   1.5682
 GRZ  C4   C   CR6   0   0.296  -2.2106   1.0085   0.3112
 GRZ  C5   C   CR16  0  -0.277  -2.9006   1.3628  -0.8384
 GRZ  C6   C   CR16  0  -0.406  -4.1333   1.9876  -0.7294
 GRZ  C13  C   CR6   0   0.375  -0.8678  -0.8687  -0.1480
 GRZ  C14  C   CR6   0   0.272   0.4030  -1.3303  -0.4931
 GRZ  C15  C   CR16  0  -0.223   0.6070  -2.6471  -0.8698
 GRZ  C16  C   CR6   0  -0.062  -0.4731  -3.5107  -0.9097
 GRZ  C17  C   CR16  0  -0.195  -1.7405  -3.0727  -0.5625
 GRZ  C18  C   CR16  0  -0.344  -1.9360  -1.7559  -0.1790
 GRZ  C26  C   CR5   0  -0.001   3.0488   0.9525  -0.0338
 GRZ  C27  C   CR15  0  -0.005   1.9365   0.3584   0.4994
 GRZ  C28  C   C     0   0.494   3.9249   1.9437   0.6172
 GRZ  CL1  CL  CL    0  -0.115  -0.2286  -5.1552  -1.3834
 GRZ  O12  O   O2    0  -0.506  -0.9651   0.4285   0.2139
 GRZ  N23  N   NR5   0  -0.382   1.5025  -0.4434  -0.4856
 GRZ  N24  N   N     0  -0.074   2.2910  -0.3527  -1.5600
 GRZ  N25  N   N     0  -0.300   3.2182   0.4828  -1.2912
 GRZ  N29  N   NH1   0  -0.375   4.9939   2.2845  -0.1235
 GRZ  O30  O   OH1   0  -0.537   5.7692   3.3309   0.2683
 GRZ  O31  O   O     0  -0.461   3.6864   2.3693   1.7332
 GRZ  F1   F   F     0  -0.312  -5.8315   2.8517   0.6379
 GRZ  H1   H   HCR6  0   0.291  -4.3795   2.1170   2.6557
 GRZ  H2   H   HCR6  0   0.288  -2.1758   0.9940   2.4564
 GRZ  H3   H   HCR6  0   0.293  -2.4826   1.1583  -1.8156
 GRZ  H4   H   HCR6  0   0.291  -4.6869   2.2712  -1.6145
 GRZ  H5   H   HCR6  0   0.305   1.6015  -2.9842  -1.1279
 GRZ  H6   H   HCR6  0   0.297  -2.5822  -3.7506  -0.5857
 GRZ  H7   H   HCR6  0   0.303  -2.9316  -1.4301   0.0888
 GRZ  H8   H   HCR5  0   0.331   1.4662   0.4292   1.4643
 GRZ  H9   H   HNH1  0   0.420   5.0704   2.0326  -1.0999
 GRZ  H10  H   HOH1  0   0.481   6.5492   2.9452   0.6884

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
 GRZ  N24  N25  aromatic  1.277  0.020  1.277
 GRZ  N24  N23  aromatic  1.336  0.020  1.336
 GRZ  N25  C26  aromatic  1.353  0.020  1.353
 GRZ  CL1  C16  single    1.729  0.020  1.729
 GRZ  C15  C16  aromatic  1.384  0.020  1.384
 GRZ  C15  C14  aromatic  1.385  0.020  1.385
 GRZ  C16  C17  aromatic  1.385  0.020  1.385
 GRZ  N29  O30  single    1.360  0.020  1.360
 GRZ  N29  C28  single    1.344  0.020  1.344
 GRZ  N23  C14  single    1.413  0.020  1.413
 GRZ  N23  C27  aromatic  1.342  0.020  1.342
 GRZ  C26  C28  single    1.474  0.020  1.474
 GRZ  C26  C27  aromatic  1.369  0.020  1.369
 GRZ  C14  C13  aromatic  1.395  0.020  1.395
 GRZ  C28  O31  double    1.218  0.020  1.218
 GRZ  C17  C18  aromatic  1.385  0.020  1.385
 GRZ  C13  C18  aromatic  1.389  0.020  1.389
 GRZ  C13  O12  single    1.350  0.020  1.350
 GRZ  O12  C4   single    1.377  0.020  1.377
 GRZ  C4   C3   aromatic  1.385  0.020  1.385
 GRZ  C4   C5   aromatic  1.387  0.020  1.387
 GRZ  C3   C2   aromatic  1.388  0.020  1.388
 GRZ  C5   C6   aromatic  1.386  0.020  1.386
 GRZ  C2   C1   aromatic  1.381  0.020  1.381
 GRZ  C6   C1   aromatic  1.382  0.020  1.382
 GRZ  C1   F1   single    1.341  0.020  1.341
 GRZ  C2   H1   single    0.930  0.020  1.080
 GRZ  C3   H2   single    0.930  0.020  1.080
 GRZ  C5   H3   single    0.930  0.020  1.080
 GRZ  C6   H4   single    0.930  0.020  1.080
 GRZ  C15  H5   single    0.930  0.020  1.080
 GRZ  C17  H6   single    0.930  0.020  1.080
 GRZ  C18  H7   single    0.930  0.020  1.080
 GRZ  C27  H8   single    0.930  0.020  1.080
 GRZ  N29  H9   single    0.890  0.020  1.040
 GRZ  O30  H10  single    0.850  0.020  0.980

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
 GRZ  F1   C1   C6   118.86  3.000
 GRZ  F1   C1   C2   118.93  3.000
 GRZ  C6   C1   C2   122.21  3.000
 GRZ  H1   C2   C3   120.60  3.000
 GRZ  H1   C2   C1   120.61  3.000
 GRZ  C3   C2   C1   118.79  3.000
 GRZ  H2   C3   C4   120.38  3.000
 GRZ  H2   C3   C2   120.11  3.000
 GRZ  C4   C3   C2   119.51  3.000
 GRZ  O12  C4   C5   119.93  3.000
 GRZ  C5   C4   C3   121.21  3.000
 GRZ  O12  C4   C3   118.82  3.000
 GRZ  H3   C5   C6   119.97  3.000
 GRZ  H3   C5   C4   120.54  3.000
 GRZ  C6   C5   C4   119.49  3.000
 GRZ  H4   C6   C5   120.59  3.000
 GRZ  H4   C6   C1   120.62  3.000
 GRZ  C5   C6   C1   118.79  3.000
 GRZ  O12  C13  C18  124.34  3.000
 GRZ  O12  C13  C14  116.73  3.000
 GRZ  C18  C13  C14  118.92  3.000
 GRZ  N23  C14  C15  118.93  3.000
 GRZ  N23  C14  C13  119.99  3.000
 GRZ  C15  C14  C13  121.07  3.000
 GRZ  H5   C15  C16  121.10  3.000
 GRZ  H5   C15  C14  119.80  3.000
 GRZ  C16  C15  C14  119.10  3.000
 GRZ  CL1  C16  C17  119.93  3.000
 GRZ  C17  C16  C15  120.65  3.000
 GRZ  CL1  C16  C15  119.42  3.000
 GRZ  H6   C17  C18  119.48  3.000
 GRZ  H6   C17  C16  120.58  3.000
 GRZ  C18  C17  C16  119.94  3.000
 GRZ  H7   C18  C17  119.01  3.000
 GRZ  H7   C18  C13  120.68  3.000
 GRZ  C17  C18  C13  120.31  3.000
 GRZ  N25  C26  C28  124.71  3.000
 GRZ  C28  C26  C27  127.05  3.000
 GRZ  N25  C26  C27  108.24  3.000
 GRZ  H8   C27  N23  123.79  3.000
 GRZ  H8   C27  C26  132.53  3.000
 GRZ  N23  C27  C26  103.66  3.000
 GRZ  O31  C28  N29  124.89  3.000
 GRZ  O31  C28  C26  121.54  3.000
 GRZ  N29  C28  C26  113.55  3.000
 GRZ  C13  O12  C4   119.25  3.000
 GRZ  N24  N23  C27  111.03  3.000
 GRZ  C27  N23  C14  129.10  3.000
 GRZ  N24  N23  C14  119.85  3.000
 GRZ  N25  N24  N23  107.68  3.000
 GRZ  N24  N25  C26  109.39  3.000
 GRZ  H9   N29  O30  115.26  3.000
 GRZ  H9   N29  C28  121.94  3.000
 GRZ  O30  N29  C28  119.31  3.000
 GRZ  H10  O30  N29  106.16  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
 GRZ  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 GRZ  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 GRZ  CONST_03  C5   C4   C3   C2     0.00   0.0  0
 GRZ  CONST_04  C5   C6   C1   C2     0.00   0.0  0
 GRZ  CONST_05  C6   C5   C4   C3     0.00   0.0  0
 GRZ  CONST_06  C6   C1   C2   C3     0.00   0.0  0
 GRZ  CONST_07  C16  C15  C14  C13    0.00   0.0  0
 GRZ  CONST_10  C16  C17  C18  C13    0.00   0.0  0
 GRZ  CONST_11  C17  C16  C15  C14    0.00   0.0  0
 GRZ  CONST_12  N25  N24  N23  C14  180.00   0.0  0
 GRZ  CONST_13  C26  C27  N23  C14  180.00   0.0  0
 GRZ  CONST_14  C17  C18  C13  C14    0.00   0.0  0
 GRZ  CONST_15  C18  C17  C16  C15    0.00   0.0  0
 GRZ  CONST_18  C18  C13  C14  C15    0.00   0.0  0
 GRZ  CONST_19  N23  C14  C15  C16  180.00   0.0  0
 GRZ  CONST_20  N23  C14  C13  C18  180.00   0.0  0
 GRZ  CONST_21  N23  N24  N25  C26    0.00   0.0  0
 GRZ  CONST_22  N24  N23  C27  C26    0.00   0.0  0
 GRZ  CONST_23  N25  N24  N23  C27    0.00   0.0  0
 GRZ  CONST_24  N24  N25  C26  C27    0.00   0.0  0
 GRZ  CONST_25  N25  C26  C27  N23    0.00   0.0  0
 GRZ  CONST_26  O12  C4   C3   C2   180.00   0.0  0
 GRZ  CONST_27  F1   C1   C2   C3   180.00   0.0  0
 GRZ  CONST_28  F1   C1   C6   C5   180.00   0.0  0
 GRZ  CONST_29  O12  C4   C5   C6   180.00   0.0  0
 GRZ  CONST_30  CL1  C16  C15  C14  180.00   0.0  0
 GRZ  CONST_31  O12  C13  C14  C15  180.00   0.0  0
 GRZ  CONST_32  O12  C13  C18  C17  180.00   0.0  0
 GRZ  CONST_33  CL1  C16  C17  C18  180.00   0.0  0
 GRZ  CONST_34  N24  N25  C26  C28  180.00   0.0  0
 GRZ  CONST_35  N23  C27  C26  C28  180.00   0.0  0
 GRZ  CONST_36  N23  C14  C13  O12    0.00   0.0  0
 GRZ  CONST_37  H2   C3   C2   C1   180.00   0.0  0
 GRZ  CONST_38  H3   C5   C6   C1   180.00   0.0  0
 GRZ  CONST_39  H4   C6   C1   C2   180.00   0.0  0
 GRZ  CONST_40  H1   C2   C3   C4   180.00   0.0  0
 GRZ  CONST_41  H5   C15  C14  C13  180.00   0.0  0
 GRZ  CONST_42  H6   C17  C18  C13  180.00   0.0  0
 GRZ  CONST_43  H8   C27  N23  C14    0.00   0.0  0
 GRZ  CONST_44  H7   C18  C13  C14  180.00   0.0  0
 GRZ  CONST_45  O30  N29  C28  C26  180.00   0.0  0
 GRZ  CONST_46  H9   N29  C28  C26    0.00   0.0  0
 GRZ  CONST_47  O31  C28  N29  O30    0.00   0.0  0
 GRZ  Var_01    C14  C13  O12  C4   167.41  30.0  3
 GRZ  Var_02    N29  C28  C26  C27  175.92  30.0  2

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
 GRZ  plan-1  C14  0.020
 GRZ  plan-1  C26  0.020
 GRZ  plan-1  C27  0.020
 GRZ  plan-1  C28  0.020
 GRZ  plan-1  N23  0.020
 GRZ  plan-1  N24  0.020
 GRZ  plan-1  N25  0.020
 GRZ  plan-1  H8   0.020
 GRZ  plan-2  C1   0.020
 GRZ  plan-2  C2   0.020
 GRZ  plan-2  C3   0.020
 GRZ  plan-2  C4   0.020
 GRZ  plan-2  C5   0.020
 GRZ  plan-2  C6   0.020
 GRZ  plan-2  O12  0.020
 GRZ  plan-2  F1   0.020
 GRZ  plan-2  H1   0.020
 GRZ  plan-2  H2   0.020
 GRZ  plan-2  H3   0.020
 GRZ  plan-2  H4   0.020
 GRZ  plan-3  C13  0.020
 GRZ  plan-3  C14  0.020
 GRZ  plan-3  C15  0.020
 GRZ  plan-3  C16  0.020
 GRZ  plan-3  C17  0.020
 GRZ  plan-3  C18  0.020
 GRZ  plan-3  CL1  0.020
 GRZ  plan-3  O12  0.020
 GRZ  plan-3  N23  0.020
 GRZ  plan-3  H5   0.020
 GRZ  plan-3  H6   0.020
 GRZ  plan-3  H7   0.020
 GRZ  plan-4  C26  0.020
 GRZ  plan-4  C28  0.020
 GRZ  plan-4  N29  0.020
 GRZ  plan-4  O30  0.020
 GRZ  plan-4  O31  0.020
 GRZ  plan-4  H9   0.020

