# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 01:35:47 2021
#   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  31  22  .  2022-08-10  2022-11-17
;
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   0.354  12.8604  -18.2013  17.0099
 ER9  C5   C  C     0   0.522  13.3063  -18.1795  15.5912
 ER9  C6   C  CR6   0   0.414  13.5955  -19.6795  13.6429
 ER9  C11  C  CR16  0  -0.371  13.6494  -21.0364  13.3313
 ER9  C7   C  CR16  0  -0.294  13.9382  -18.7376  12.6739
 ER9  C8   C  CR16  0  -0.234  14.3374  -19.1683  11.4160
 ER9  C9   C  CR16  0  -0.268  14.3950  -20.5139  11.1024
 ER9  C10  C  CR6   0  -0.068  14.0439  -21.4549  12.0670
 ER9  C12  C  C     0   0.543  14.1120  -22.8946  11.7057
 ER9  N1   N  N     0  -0.309  11.4591  -20.0686  22.1297
 ER9  N2   N  N     0  -0.306  12.2585  -21.0690  21.6662
 ER9  C3   C  CR5   0   0.743  12.3688  -18.7710  19.0048
 ER9  N3   N  NR5   0  -0.567  12.1678  -19.5126  20.1524
 ER9  C1   C  CR15  0   0.101  11.4107  -19.1446  21.2265
 ER9  C2   C  CR15  0   0.085  12.6775  -20.7318  20.4901
 ER9  N4   N  NR15  0  -0.675  12.8091  -19.2762  17.8412
 ER9  N5   N  N     0  -0.283  12.4646  -17.1370  17.6453
 ER9  N6   N  N     0  -0.317  12.1545  -17.4921  18.9067
 ER9  N7   N  NH1   0  -0.759  13.1723  -19.3559  14.9405
 ER9  O1   O  O     0  -0.430  13.7399  -17.1508  15.1179
 ER9  O2   O  OH1   0  -0.592  13.7464  -23.6980  12.6931
 ER9  O3   O  O     0  -0.435  14.4645  -23.2929  10.6221
 ER9  H1   H  HCR6  0   0.285  13.3837  -21.7610  14.0908
 ER9  H2   H  HCR6  0   0.292  13.8912  -17.6811  12.8791
 ER9  H3   H  HCR6  0   0.272  14.6001  -18.4307  10.6697
 ER9  H4   H  HCR6  0   0.270  14.7075  -20.8311  10.1175
 ER9  H5   H  HCR5  0   0.329  10.8620  -18.2181  21.2756
 ER9  H6   H  HCR5  0   0.328  13.3397  -21.3052  19.8613
 ER9  H7   H  HNR5  0   0.456  13.0840  -20.2294  17.6485
 ER9  H8   H  HNH1  0   0.425  12.7055  -20.1093  15.4228
 ER9  H9   H  HOH1  0   0.490  13.8066  -24.6220  12.4076

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  1.383  0.020  1.383
 ER9  C8   C7   aromatic  1.388  0.020  1.388
 ER9  C9   C10  aromatic  1.393  0.020  1.393
 ER9  C7   C6   aromatic  1.394  0.020  1.394
 ER9  O3   C12  double    1.207  0.020  1.207
 ER9  C10  C12  single    1.486  0.020  1.486
 ER9  C10  C11  aromatic  1.389  0.020  1.389
 ER9  C6   C11  aromatic  1.393  0.020  1.393
 ER9  C6   N7   single    1.403  0.020  1.403
 ER9  C12  O2   single    1.324  0.020  1.324
 ER9  N7   C5   single    1.351  0.020  1.351
 ER9  O1   C5   double    1.213  0.020  1.213
 ER9  C5   C4   single    1.487  0.020  1.487
 ER9  C4   N4   aromatic  1.360  0.020  1.360
 ER9  C4   N5   aromatic  1.301  0.020  1.301
 ER9  N4   C3   aromatic  1.343  0.020  1.343
 ER9  N5   N6   aromatic  1.347  0.020  1.347
 ER9  C3   N6   aromatic  1.300  0.020  1.300
 ER9  C3   N3   single    1.381  0.020  1.381
 ER9  C2   N3   aromatic  1.364  0.020  1.364
 ER9  C2   N2   aromatic  1.293  0.020  1.293
 ER9  N3   C1   aromatic  1.365  0.020  1.365
 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
 ER9  O2   H9   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
 ER9  N5   C4   N4   109.67  3.000
 ER9  N5   C4   C5   123.03  3.000
 ER9  N4   C4   C5   127.30  3.000
 ER9  O1   C5   N7   125.89  3.000
 ER9  O1   C5   C4   119.47  3.000
 ER9  N7   C5   C4   114.64  3.000
 ER9  N7   C6   C7   124.14  3.000
 ER9  N7   C6   C11  116.31  3.000
 ER9  C7   C6   C11  119.54  3.000
 ER9  H1   C11  C10  120.43  3.000
 ER9  H1   C11  C6   119.03  3.000
 ER9  C10  C11  C6   120.53  3.000
 ER9  H2   C7   C8   119.30  3.000
 ER9  H2   C7   C6   121.30  3.000
 ER9  C8   C7   C6   119.40  3.000
 ER9  H3   C8   C9   119.80  3.000
 ER9  H3   C8   C7   118.92  3.000
 ER9  C9   C8   C7   121.28  3.000
 ER9  H4   C9   C10  120.38  3.000
 ER9  H4   C9   C8   120.28  3.000
 ER9  C10  C9   C8   119.34  3.000
 ER9  C12  C10  C9   118.34  3.000
 ER9  C12  C10  C11  121.75  3.000
 ER9  C9   C10  C11  119.91  3.000
 ER9  O3   C12  O2   123.35  3.000
 ER9  O2   C12  C10  113.19  3.000
 ER9  O3   C12  C10  123.46  3.000
 ER9  C1   N1   N2   108.01  3.000
 ER9  C2   N2   N1   107.95  3.000
 ER9  N6   C3   N4   111.02  3.000
 ER9  N6   C3   N3   124.53  3.000
 ER9  N4   C3   N3   124.46  3.000
 ER9  C2   N3   C1   104.69  3.000
 ER9  C1   N3   C3   126.16  3.000
 ER9  C2   N3   C3   129.15  3.000
 ER9  H5   C1   N3   123.37  3.000
 ER9  H5   C1   N1   126.97  3.000
 ER9  N3   C1   N1   109.65  3.000
 ER9  H6   C2   N3   124.09  3.000
 ER9  H6   C2   N2   126.20  3.000
 ER9  N3   C2   N2   109.70  3.000
 ER9  H7   N4   C3   127.54  3.000
 ER9  H7   N4   C4   128.23  3.000
 ER9  C3   N4   C4   104.16  3.000
 ER9  N6   N5   C4   108.17  3.000
 ER9  N5   N6   C3   106.99  3.000
 ER9  H8   N7   C6   114.17  3.000
 ER9  H8   N7   C5   117.76  3.000
 ER9  C6   N7   C5   128.06  3.000
 ER9  H9   O2   C12  109.98  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    180.00   0.0  0
 ER9  CONST_42  O1   C5   N7   C6      0.00   0.0  0
 ER9  CONST_43  H9   O2   C12  C10   180.00   0.0  0
 ER9  Var_01    O3   C12  C10  C11  -179.15  30.0  2
 ER9  Var_02    N7   C5   C4   N4     25.92  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
 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
 ER9  plan-5  H9   0.020

