# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 23:48:20 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 5-amino-1-(2-chlorophenyl)-1H-pyrazole-4-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1n(ncc1C#N)c2ccccc2Cl
#
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
 8S1  8S1  5-amino-1-(2-chlorophenyl)-1H-pyrazole-4-carbonitrile  ligand  22  15  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8S1
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
 8S1  N1   N   N     0  -0.279  -0.8079  -0.6770   1.5028
 8S1  N3   N   NH2   0  -0.833  -1.3110   1.3878  -1.3236
 8S1  C4   C   CR6   0   0.346   0.9314   0.5181   0.3417
 8S1  C5   C   CR16  0  -0.254   1.4435   1.6184   1.0135
 8S1  C6   C   CR16  0  -0.255   2.7744   1.9699   0.8532
 8S1  C7   C   CR16  0  -0.242   3.5896   1.2203   0.0163
 8S1  C8   C   CR16  0  -0.226   3.0861   0.1203  -0.6630
 8S1  C10  C   CR5   0   0.621  -1.4427   0.5287  -0.2966
 8S1  C1   C   CSP   0   0.004  -3.8811  -0.0140  -0.2652
 8S1  C2   C   CR5   0  -0.254  -2.5727  -0.1012   0.2297
 8S1  C3   C   CR15  0  -0.012  -2.0900  -0.8300   1.3451
 8S1  N2   N   NR5   0  -0.444  -0.4237   0.1595   0.5017
 8S1  C9   C   CR6   0  -0.062   1.7555  -0.2280  -0.4963
 8S1  CL1  CL  CL    0  -0.087   1.1062  -1.5903  -1.3308
 8S1  N4   N   NS    0  -0.269  -4.9575   0.0634  -0.6789
 8S1  H1   H   HNH2  0   0.413  -2.0718   1.4369  -1.9812
 8S1  H2   H   HNH2  0   0.411  -0.4028   1.5010  -1.7461
 8S1  H3   H   HCR6  0   0.287   0.7912   2.1903   1.6600
 8S1  H4   H   HCR6  0   0.277   3.1726   2.8274   1.3777
 8S1  H5   H   HCR6  0   0.280   4.6287   1.4905  -0.1142
 8S1  H6   H   HCR6  0   0.292   3.7222  -0.4603  -1.3164
 8S1  H7   H   HCR5  0   0.285  -2.6649  -1.4500   2.0154

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
 8S1  N3   C10  single    1.345  0.020  1.345
 8S1  CL1  C9   single    1.724  0.020  1.724
 8S1  C8   C9   aromatic  1.385  0.020  1.385
 8S1  C8   C7   aromatic  1.387  0.020  1.387
 8S1  C9   C4   aromatic  1.392  0.020  1.392
 8S1  C7   C6   aromatic  1.388  0.020  1.388
 8S1  N4   C1   triple    1.156  0.020  1.156
 8S1  C10  C2   aromatic  1.397  0.020  1.397
 8S1  C10  N2   aromatic  1.346  0.020  1.346
 8S1  C1   C2   single    1.402  0.020  1.402
 8S1  C4   N2   single    1.411  0.020  1.411
 8S1  C4   C5   aromatic  1.387  0.020  1.387
 8S1  C6   C5   aromatic  1.386  0.020  1.386
 8S1  C2   C3   aromatic  1.417  0.020  1.417
 8S1  N2   N1   aromatic  1.360  0.020  1.360
 8S1  C3   N1   aromatic  1.301  0.020  1.301
 8S1  N3   H1   single    0.890  0.020  1.040
 8S1  N3   H2   single    0.890  0.020  1.040
 8S1  C5   H3   single    0.930  0.020  1.080
 8S1  C6   H4   single    0.930  0.020  1.080
 8S1  C7   H5   single    0.930  0.020  1.080
 8S1  C8   H6   single    0.930  0.020  1.080
 8S1  C3   H7   single    0.930  0.020  1.080

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
 8S1  N2   N1   C3   105.16  3.000
 8S1  H2   N3   H1   113.68  3.000
 8S1  H2   N3   C10  118.67  3.000
 8S1  H1   N3   C10  117.11  3.000
 8S1  C9   C4   N2   120.04  3.000
 8S1  N2   C4   C5   120.09  3.000
 8S1  C9   C4   C5   119.87  3.000
 8S1  H3   C5   C6   120.93  3.000
 8S1  H3   C5   C4   119.08  3.000
 8S1  C6   C5   C4   119.98  3.000
 8S1  H4   C6   C7   120.30  3.000
 8S1  H4   C6   C5   119.92  3.000
 8S1  C7   C6   C5   119.78  3.000
 8S1  H5   C7   C8   119.19  3.000
 8S1  H5   C7   C6   120.14  3.000
 8S1  C8   C7   C6   120.68  3.000
 8S1  H6   C8   C9   120.18  3.000
 8S1  H6   C8   C7   120.55  3.000
 8S1  C9   C8   C7   119.27  3.000
 8S1  N2   C10  C2   105.39  3.000
 8S1  N2   C10  N3   123.62  3.000
 8S1  C2   C10  N3   130.90  3.000
 8S1  N4   C1   C2   180.00  3.000
 8S1  C3   C2   C1   128.90  3.000
 8S1  C3   C2   C10  104.65  3.000
 8S1  C1   C2   C10  126.45  3.000
 8S1  H7   C3   C2   127.08  3.000
 8S1  H7   C3   N1   121.16  3.000
 8S1  C2   C3   N1   111.76  3.000
 8S1  C10  N2   C4   126.17  3.000
 8S1  C4   N2   N1   120.74  3.000
 8S1  C10  N2   N1   113.04  3.000
 8S1  CL1  C9   C8   120.13  3.000
 8S1  C8   C9   C4   120.41  3.000
 8S1  CL1  C9   C4   119.46  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
 8S1  CONST_01  C2   C10  N2   N1     0.00  0.0  0
 8S1  CONST_04  C10  C2   C3   N1     0.00  0.0  0
 8S1  CONST_05  C7   C8   C9   C4     0.00  0.0  0
 8S1  CONST_06  C2   C10  N2   C4   180.00  0.0  0
 8S1  CONST_07  C3   N1   N2   C4   180.00  0.0  0
 8S1  CONST_08  C7   C6   C5   C4     0.00  0.0  0
 8S1  CONST_09  C8   C9   C4   C5     0.00  0.0  0
 8S1  CONST_11  C8   C7   C6   C5     0.00  0.0  0
 8S1  CONST_12  C9   C8   C7   C6     0.00  0.0  0
 8S1  CONST_13  C9   C4   C5   C6     0.00  0.0  0
 8S1  CONST_14  N2   C4   C5   C6   180.00  0.0  0
 8S1  CONST_15  N2   C4   C9   C8   180.00  0.0  0
 8S1  CONST_17  C3   N1   N2   C10    0.00  0.0  0
 8S1  CONST_18  N2   N1   C3   C2     0.00  0.0  0
 8S1  CONST_19  N2   C10  C2   C3     0.00  0.0  0
 8S1  CONST_20  N3   C10  N2   N1   180.00  0.0  0
 8S1  CONST_21  C1   C2   C3   N1   180.00  0.0  0
 8S1  CONST_22  C3   C2   C10  N3   180.00  0.0  0
 8S1  CONST_23  C4   N2   C10  N3     0.00  0.0  0
 8S1  CONST_24  CL1  C9   C4   C5   180.00  0.0  0
 8S1  CONST_25  CL1  C9   C8   C7   180.00  0.0  0
 8S1  CONST_26  N2   C10  C2   C1   180.00  0.0  0
 8S1  CONST_27  CL1  C9   C4   N2     0.00  0.0  0
 8S1  CONST_28  H6   C8   C9   C4   180.00  0.0  0
 8S1  CONST_29  H4   C6   C5   C4   180.00  0.0  0
 8S1  CONST_30  H5   C7   C6   C5   180.00  0.0  0
 8S1  CONST_31  H3   C5   C6   C7   180.00  0.0  0
 8S1  CONST_32  H7   C3   C2   C10  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
 8S1  plan-1  N1   0.020
 8S1  plan-1  N3   0.020
 8S1  plan-1  C4   0.020
 8S1  plan-1  C10  0.020
 8S1  plan-1  C1   0.020
 8S1  plan-1  C2   0.020
 8S1  plan-1  C3   0.020
 8S1  plan-1  N2   0.020
 8S1  plan-1  N4   0.020
 8S1  plan-1  H7   0.020
 8S1  plan-2  C4   0.020
 8S1  plan-2  C5   0.020
 8S1  plan-2  C6   0.020
 8S1  plan-2  C7   0.020
 8S1  plan-2  C8   0.020
 8S1  plan-2  N2   0.020
 8S1  plan-2  C9   0.020
 8S1  plan-2  CL1  0.020
 8S1  plan-2  H3   0.020
 8S1  plan-2  H4   0.020
 8S1  plan-2  H5   0.020
 8S1  plan-2  H6   0.020
 8S1  plan-3  N3   0.020
 8S1  plan-3  C10  0.020
 8S1  plan-3  H1   0.020
 8S1  plan-3  H2   0.020

