# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Mar 10 14:55:00 2022
#   Inital geometry file: a 87 line input string
#   Ligand name: 3-[[5-(1,2,4-triazol-4-yl)-4~{H}-1,2,4-triazol-3-yl]carbonylamino]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(NC(=O)c2[nH]c(nn2)n3cnnc3)c1
#
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
 ER9  ER9  '3-[[5-(1,2,4-triazol-4-yl)-4~{H}-1,2,4-triazol-3-yl]carbonylamino]benzoic acid'  ligand  30  22  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_ER9
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
 ER9  C4   C  CR5    0   0.310  12.0946  -17.9162  16.2408
 ER9  C5   C  C      0   0.479  11.3866  -17.6088  14.9633
 ER9  C6   C  CR6    0   0.273  12.7775  -19.2689  13.7710
 ER9  C11  C  CR16   0  -0.316  12.5321  -20.5802  13.3869
 ER9  C7   C  CR16   0  -0.267  14.0779  -18.8398  14.0141
 ER9  C8   C  CR16   0  -0.242  15.1204  -19.7479  13.9042
 ER9  C9   C  CR16   0  -0.288  14.8722  -21.0604  13.5274
 ER9  C10  C  CR6    0  -0.096  13.5759  -21.4899  13.2549
 ER9  C12  C  C      0   0.403  13.2921  -22.9337  12.8385
 ER9  N1   N  N      0  -0.307  13.9499  -20.8270  20.6765
 ER9  N2   N  N      0  -0.305  14.2768  -21.6616  19.6510
 ER9  C3   C  CR5    0   0.712  12.9588  -18.8889  17.9280
 ER9  N3   N  NR5    0  -0.558  13.4043  -19.8575  18.8093
 ER9  C1   C  CR15   0   0.096  13.4339  -19.7551  20.1690
 ER9  C2   C  CR15   0   0.086  13.9520  -21.0781  18.5428
 ER9  N4   N  NR15   0  -0.637  12.3895  -19.1437  16.7387
 ER9  N5   N  N      0  -0.288  12.4524  -16.9986  17.0930
 ER9  N6   N  N      0  -0.312  13.0161  -17.6095  18.1536
 ER9  N7   N  NH1    0  -0.710  11.6882  -18.3720  13.8955
 ER9  O1   O  O      0  -0.431  10.5655  -16.7138  14.9464
 ER9  O2   O  OC    -1  -0.582  12.1032  -23.2129  12.5960
 ER9  O3   O  O      0  -0.583  14.2747  -23.6952  12.7826
 ER9  H1   H  HCR6   0   0.259  11.5151  -20.8993  13.1977
 ER9  H2   H  HCR6   0   0.275  14.2733  -17.8089  14.2830
 ER9  H3   H  HCR6   0   0.257  16.1336  -19.4221  14.1013
 ER9  H4   H  HCR6   0   0.248  15.6924  -21.7600  13.4384
 ER9  H5   H  HCR5   0   0.324  13.0627  -18.8967  20.7059
 ER9  H6   H  HCR5   0   0.327  14.0893  -21.4677  17.5455
 ER9  H7   H  HNR5   0   0.460  12.1835  -20.0461  16.3282
 ER9  H8   H  HNH1   0   0.415  11.1023  -18.2344  13.0818

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
 ER9  C8   C9   aromatic  1.388  0.020  1.388
 ER9  C8   C7   aromatic  1.387  0.020  1.387
 ER9  C9   C10  aromatic  1.393  0.020  1.393
 ER9  C7   C6   aromatic  1.391  0.020  1.391
 ER9  O3   C12  deloc     1.244  0.020  1.244
 ER9  C10  C12  single    1.529  0.020  1.529
 ER9  C10  C11  aromatic  1.391  0.020  1.391
 ER9  C6   C11  aromatic  1.388  0.020  1.388
 ER9  C6   N7   single    1.417  0.020  1.417
 ER9  C12  O2   deloc     1.245  0.020  1.245
 ER9  N7   C5   single    1.347  0.020  1.347
 ER9  O1   C5   double    1.215  0.020  1.215
 ER9  C5   C4   single    1.493  0.020  1.493
 ER9  C4   N4   aromatic  1.357  0.020  1.357
 ER9  C4   N5   aromatic  1.302  0.020  1.302
 ER9  N4   C3   aromatic  1.343  0.020  1.343
 ER9  N5   N6   aromatic  1.348  0.020  1.348
 ER9  C3   N6   aromatic  1.300  0.020  1.300
 ER9  C3   N3   single    1.383  0.020  1.383
 ER9  C2   N3   aromatic  1.364  0.020  1.364
 ER9  C2   N2   aromatic  1.294  0.020  1.294
 ER9  N3   C1   aromatic  1.364  0.020  1.364
 ER9  N2   N1   aromatic  1.362  0.020  1.362
 ER9  C1   N1   aromatic  1.293  0.020  1.293
 ER9  C11  H1   single    0.930  0.020  1.080
 ER9  C7   H2   single    0.930  0.020  1.080
 ER9  C8   H3   single    0.930  0.020  1.080
 ER9  C9   H4   single    0.930  0.020  1.080
 ER9  C1   H5   single    0.930  0.020  1.080
 ER9  C2   H6   single    0.930  0.020  1.080
 ER9  N4   H7   single    0.860  0.020  1.020
 ER9  N7   H8   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
 ER9  N5   C4   N4   109.73  3.000
 ER9  N5   C4   C5   123.04  3.000
 ER9  N4   C4   C5   127.11  3.000
 ER9  O1   C5   N7   123.91  3.000
 ER9  O1   C5   C4   118.97  3.000
 ER9  N7   C5   C4   117.11  3.000
 ER9  N7   C6   C7   120.55  3.000
 ER9  N7   C6   C11  119.11  3.000
 ER9  C7   C6   C11  120.34  3.000
 ER9  H1   C11  C10  119.71  3.000
 ER9  H1   C11  C6   119.53  3.000
 ER9  C10  C11  C6   120.76  3.000
 ER9  H2   C7   C8   120.48  3.000
 ER9  H2   C7   C6   120.39  3.000
 ER9  C8   C7   C6   119.14  3.000
 ER9  H3   C8   C9   120.09  3.000
 ER9  H3   C8   C7   119.48  3.000
 ER9  C9   C8   C7   120.42  3.000
 ER9  H4   C9   C10  119.36  3.000
 ER9  H4   C9   C8   119.89  3.000
 ER9  C10  C9   C8   120.75  3.000
 ER9  C12  C10  C9   121.15  3.000
 ER9  C12  C10  C11  120.27  3.000
 ER9  C9   C10  C11  118.57  3.000
 ER9  O3   C12  O2   127.45  3.000
 ER9  O2   C12  C10  116.23  3.000
 ER9  O3   C12  C10  116.32  3.000
 ER9  C1   N1   N2   107.94  3.000
 ER9  C2   N2   N1   107.96  3.000
 ER9  N6   C3   N4   111.04  3.000
 ER9  N6   C3   N3   124.35  3.000
 ER9  N4   C3   N3   124.60  3.000
 ER9  C2   N3   C1   104.66  3.000
 ER9  C1   N3   C3   126.13  3.000
 ER9  C2   N3   C3   129.16  3.000
 ER9  H5   C1   N3   123.27  3.000
 ER9  H5   C1   N1   126.99  3.000
 ER9  N3   C1   N1   109.74  3.000
 ER9  H6   C2   N3   123.67  3.000
 ER9  H6   C2   N2   126.63  3.000
 ER9  N3   C2   N2   109.69  3.000
 ER9  H7   N4   C3   127.90  3.000
 ER9  H7   N4   C4   127.82  3.000
 ER9  C3   N4   C4   104.21  3.000
 ER9  N6   N5   C4   108.09  3.000
 ER9  N5   N6   C3   106.92  3.000
 ER9  H8   N7   C6   117.42  3.000
 ER9  H8   N7   C5   115.52  3.000
 ER9  C6   N7   C5   126.92  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
 ER9  CONST_01  N6   C3   N4   C4      0.00   0.0  0
 ER9  CONST_02  N3   C3   N4   C4    180.00   0.0  0
 ER9  CONST_03  C3   N6   N5   C4      0.00   0.0  0
 ER9  CONST_04  C9   C8   C7   C6      0.00   0.0  0
 ER9  CONST_05  C9   C10  C11  C6      0.00   0.0  0
 ER9  CONST_06  C8   C9   C10  C11     0.00   0.0  0
 ER9  CONST_07  C8   C7   C6   C11     0.00   0.0  0
 ER9  CONST_08  C10  C9   C8   C7      0.00   0.0  0
 ER9  CONST_09  C10  C11  C6   C7      0.00   0.0  0
 ER9  CONST_10  N3   C2   N2   N1      0.00   0.0  0
 ER9  CONST_11  C3   N3   C1   N1    180.00   0.0  0
 ER9  CONST_12  C2   N3   C1   N1      0.00   0.0  0
 ER9  CONST_13  C3   N3   C2   N2    180.00   0.0  0
 ER9  CONST_14  C1   N3   C2   N2      0.00   0.0  0
 ER9  CONST_15  N3   C1   N1   N2      0.00   0.0  0
 ER9  CONST_16  N5   C4   N4   C3      0.00   0.0  0
 ER9  CONST_17  N5   N6   C3   N3    180.00   0.0  0
 ER9  CONST_20  C2   N2   N1   C1      0.00   0.0  0
 ER9  CONST_23  N6   N5   C4   N4      0.00   0.0  0
 ER9  CONST_24  N5   N6   C3   N4      0.00   0.0  0
 ER9  CONST_25  C3   N4   C4   C5    180.00   0.0  0
 ER9  CONST_26  N6   N5   C4   C5    180.00   0.0  0
 ER9  CONST_27  C12  C10  C11  C6    180.00   0.0  0
 ER9  CONST_28  C12  C10  C9   C8    180.00   0.0  0
 ER9  CONST_29  N7   C6   C7   C8    180.00   0.0  0
 ER9  CONST_30  N7   C6   C11  C10   180.00   0.0  0
 ER9  CONST_31  H3   C8   C7   C6    180.00   0.0  0
 ER9  CONST_32  H4   C9   C10  C11   180.00   0.0  0
 ER9  CONST_33  H2   C7   C6   C11   180.00   0.0  0
 ER9  CONST_34  H1   C11  C6   C7    180.00   0.0  0
 ER9  CONST_35  H6   C2   N2   N1    180.00   0.0  0
 ER9  CONST_36  H5   C1   N1   N2    180.00   0.0  0
 ER9  CONST_37  H7   N4   C3   N3      0.00   0.0  0
 ER9  CONST_38  C6   N7   C5   C4      0.00   0.0  0
 ER9  CONST_42  O1   C5   N7   C6    180.00   0.0  0
 ER9  Var_01    O3   C12  C10  C11  -177.88  30.0  2
 ER9  Var_02    N7   C5   C4   N4    -39.81  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
 ER9  plan-1  C4   0.020
 ER9  plan-1  C5   0.020
 ER9  plan-1  C3   0.020
 ER9  plan-1  N3   0.020
 ER9  plan-1  N4   0.020
 ER9  plan-1  N5   0.020
 ER9  plan-1  N6   0.020
 ER9  plan-1  H7   0.020
 ER9  plan-2  N1   0.020
 ER9  plan-2  N2   0.020
 ER9  plan-2  C3   0.020
 ER9  plan-2  N3   0.020
 ER9  plan-2  C1   0.020
 ER9  plan-2  C2   0.020
 ER9  plan-2  H5   0.020
 ER9  plan-2  H6   0.020
 ER9  plan-3  C6   0.020
 ER9  plan-3  C11  0.020
 ER9  plan-3  C7   0.020
 ER9  plan-3  C8   0.020
 ER9  plan-3  C9   0.020
 ER9  plan-3  C10  0.020
 ER9  plan-3  C12  0.020
 ER9  plan-3  N7   0.020
 ER9  plan-3  H1   0.020
 ER9  plan-3  H2   0.020
 ER9  plan-3  H3   0.020
 ER9  plan-3  H4   0.020
 ER9  plan-4  C4   0.020
 ER9  plan-4  C5   0.020
 ER9  plan-4  C6   0.020
 ER9  plan-4  N7   0.020
 ER9  plan-4  O1   0.020
 ER9  plan-4  H8   0.020
 ER9  plan-5  C10  0.020
 ER9  plan-5  C12  0.020
 ER9  plan-5  O2   0.020
 ER9  plan-5  O3   0.020

