# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 28 22:45:54 2022
#   Inital geometry file: a 59 line input string
#   Ligand name: 3-(1~{H}-pyrazol-5-yl)aniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc(c1)c2[nH]ncc2
#
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
 3DI  3DI  "3-(1~{H}-pyrazol-5-yl)aniline"  ligand  21  12  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_3DI
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
 3DI  C1  C  CR16  0  -0.332  10.7794  13.8611  17.1245
 3DI  C2  C  CR16  0  -0.232  11.0907  15.2095  17.1354
 3DI  C3  C  CR16  0  -0.342  10.4417  16.1057  16.2980
 3DI  C4  C  CR6   0   0.092   9.4479  15.6356  15.4374
 3DI  C5  C  CR16  0  -0.400   9.1317  14.2795  15.4246
 3DI  C6  C  CR5   0   0.407   8.7322  16.5375  14.5363
 3DI  C   C  CR6   0   0.340   9.7932  13.3725  16.2572
 3DI  C7  C  CR15  0  -0.091   7.6078  17.5517  12.9329
 3DI  C8  C  CR15  0  -0.518   8.0887  16.2980  13.3362
 3DI  N1  N  NR15  0  -0.507   8.5955  17.8622  14.7578
 3DI  N2  N  N     0  -0.260   7.9185  18.4924  13.8068
 3DI  H1  H  HCR6  0   0.257  11.2995  13.1785  17.7862
 3DI  H2  H  HCR6  0   0.254  11.8599  15.5692  17.8069
 3DI  H3  H  HCR6  0   0.243  10.7263  17.1498  16.3095
 3DI  H4  H  HCR6  0   0.253   8.3487  13.9161  14.7687
 3DI  H5  H  HNH2  0   0.379   9.7481  11.4885  17.0127
 3DI  H6  H  HNH2  0   0.380   8.6084  11.7791  15.8257
 3DI  H7  H  HCR5  0   0.258   7.0532  17.7983  12.0401
 3DI  H8  H  HCR5  0   0.262   8.0009  15.3582  12.8169
 3DI  H9  H  HNR5  0   0.418   8.9070  18.3820  15.5637
 3DI  N   N  NH2   0  -0.861   9.5124  12.0268  16.1948

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
 3DI  C7  C8  aromatic  1.402  0.020  1.402
 3DI  C7  N2  aromatic  1.321  0.020  1.321
 3DI  C8  C6  aromatic  1.383  0.020  1.383
 3DI  N2  N1  aromatic  1.327  0.020  1.327
 3DI  C6  N1  aromatic  1.350  0.020  1.350
 3DI  C6  C4  single    1.462  0.020  1.462
 3DI  C5  C4  aromatic  1.392  0.020  1.392
 3DI  C5  C   aromatic  1.398  0.020  1.398
 3DI  C4  C3  aromatic  1.396  0.020  1.396
 3DI  N   C   single    1.376  0.020  1.376
 3DI  C   C1  aromatic  1.401  0.020  1.401
 3DI  C3  C2  aromatic  1.388  0.020  1.388
 3DI  C1  C2  aromatic  1.384  0.020  1.384
 3DI  C1  H1  single    0.930  0.020  1.080
 3DI  C2  H2  single    0.930  0.020  1.080
 3DI  C3  H3  single    0.930  0.020  1.080
 3DI  C5  H4  single    0.930  0.020  1.080
 3DI  N   H5  single    0.890  0.020  1.040
 3DI  N   H6  single    0.890  0.020  1.040
 3DI  C7  H7  single    0.930  0.020  1.080
 3DI  C8  H8  single    0.930  0.020  1.080
 3DI  N1  H9  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
 3DI  H1  C1  C   119.74  3.000
 3DI  H1  C1  C2  120.07  3.000
 3DI  C   C1  C2  120.20  3.000
 3DI  H2  C2  C3  119.48  3.000
 3DI  H2  C2  C1  119.24  3.000
 3DI  C3  C2  C1  121.29  3.000
 3DI  H3  C3  C4  121.24  3.000
 3DI  H3  C3  C2  119.58  3.000
 3DI  C4  C3  C2  119.17  3.000
 3DI  C6  C4  C5  118.94  3.000
 3DI  C5  C4  C3  119.68  3.000
 3DI  C6  C4  C3  121.38  3.000
 3DI  H4  C5  C   118.99  3.000
 3DI  H4  C5  C4  119.74  3.000
 3DI  C   C5  C4  121.27  3.000
 3DI  N1  C6  C8  105.38  3.000
 3DI  N1  C6  C4  123.63  3.000
 3DI  C8  C6  C4  130.99  3.000
 3DI  N   C   C5  120.73  3.000
 3DI  N   C   C1  120.84  3.000
 3DI  C5  C   C1  118.39  3.000
 3DI  H7  C7  N2  120.35  3.000
 3DI  H7  C7  C8  128.20  3.000
 3DI  N2  C7  C8  111.46  3.000
 3DI  H8  C8  C7  127.84  3.000
 3DI  H8  C8  C6  127.40  3.000
 3DI  C7  C8  C6  104.74  3.000
 3DI  H9  N1  N2  119.06  3.000
 3DI  H9  N1  C6  127.27  3.000
 3DI  N2  N1  C6  113.59  3.000
 3DI  N1  N2  C7  104.83  3.000
 3DI  H6  N   H5  112.10  3.000
 3DI  H6  N   C   116.12  3.000
 3DI  H5  N   C   115.98  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
 3DI  CONST_01  C4  C5  C   C1    0.00  0.0  0
 3DI  CONST_02  C4  C3  C2  C1    0.00  0.0  0
 3DI  CONST_03  C6  C4  C3  C2  180.00  0.0  0
 3DI  CONST_04  C5  C4  C3  C2    0.00  0.0  0
 3DI  CONST_05  C5  C   C1  C2    0.00  0.0  0
 3DI  CONST_08  C   C5  C4  C3    0.00  0.0  0
 3DI  CONST_09  C   C1  C2  C3    0.00  0.0  0
 3DI  CONST_10  C7  C8  C6  C4  180.00  0.0  0
 3DI  CONST_11  N2  N1  C6  C4  180.00  0.0  0
 3DI  CONST_14  N2  C7  C8  C6    0.00  0.0  0
 3DI  CONST_15  C7  N2  N1  C6    0.00  0.0  0
 3DI  CONST_16  C   C5  C4  C6  180.00  0.0  0
 3DI  CONST_17  N1  C6  C8  C7    0.00  0.0  0
 3DI  CONST_18  N1  N2  C7  C8    0.00  0.0  0
 3DI  CONST_19  N2  N1  C6  C8    0.00  0.0  0
 3DI  CONST_20  N   C   C1  C2  180.00  0.0  0
 3DI  CONST_21  N   C   C5  C4  180.00  0.0  0
 3DI  CONST_22  H4  C5  C   C1  180.00  0.0  0
 3DI  CONST_23  H3  C3  C2  C1  180.00  0.0  0
 3DI  CONST_24  H4  C5  C4  C3  180.00  0.0  0
 3DI  CONST_25  H1  C1  C2  C3  180.00  0.0  0
 3DI  CONST_26  H8  C8  C6  C4    0.00  0.0  0
 3DI  CONST_27  H9  N1  C6  C4    0.00  0.0  0
 3DI  CONST_28  H2  C2  C3  C4  180.00  0.0  0
 3DI  CONST_29  H3  C3  C4  C5  180.00  0.0  0
 3DI  CONST_30  H1  C1  C   C5  180.00  0.0  0
 3DI  CONST_31  H7  C7  C8  C6  180.00  0.0  0
 3DI  CONST_32  H4  C5  C4  C6    0.00  0.0  0
 3DI  CONST_33  H3  C3  C4  C6    0.00  0.0  0
 3DI  CONST_34  H2  C2  C1  C   180.00  0.0  0
 3DI  CONST_35  H9  N1  N2  C7  180.00  0.0  0
 3DI  CONST_36  H9  N1  C6  C8  180.00  0.0  0
 3DI  CONST_37  H7  C7  N2  N1  180.00  0.0  0
 3DI  CONST_38  H8  C8  C6  N1  180.00  0.0  0
 3DI  CONST_39  H8  C8  C7  N2  180.00  0.0  0

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
 3DI  plan-1  C4  0.020
 3DI  plan-1  C6  0.020
 3DI  plan-1  C7  0.020
 3DI  plan-1  C8  0.020
 3DI  plan-1  N1  0.020
 3DI  plan-1  N2  0.020
 3DI  plan-1  H7  0.020
 3DI  plan-1  H8  0.020
 3DI  plan-1  H9  0.020
 3DI  plan-2  C1  0.020
 3DI  plan-2  C2  0.020
 3DI  plan-2  C3  0.020
 3DI  plan-2  C4  0.020
 3DI  plan-2  C5  0.020
 3DI  plan-2  C6  0.020
 3DI  plan-2  C   0.020
 3DI  plan-2  H1  0.020
 3DI  plan-2  H2  0.020
 3DI  plan-2  H3  0.020
 3DI  plan-2  H4  0.020
 3DI  plan-2  N   0.020
 3DI  plan-3  C   0.020
 3DI  plan-3  H5  0.020
 3DI  plan-3  H6  0.020
 3DI  plan-3  N   0.020

