# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 10:31:55 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 5-amino-1-(4-chlorophenyl)-1H-pyrazole-4-carbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1n(ncc1C#N)c2ccc(Cl)cc2
#
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
 928  928  5-amino-1-(4-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_928
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
 928  N15   N   NS    0  -0.269  -5.5757  -0.7838  -0.3851
 928  C14   C   CSP   0   0.004  -4.5279  -0.3401  -0.1827
 928  C4    C   CR5   0  -0.263  -3.2544   0.1919   0.0604
 928  C3    C   CR15  0  -0.006  -2.9076   1.4679   0.5670
 928  N2    N   N     0  -0.280  -1.6184   1.6194   0.6459
 928  C5    C   CR5   0   0.634  -2.0308  -0.4409  -0.1767
 928  N13   N   NH2   0  -0.839  -1.7707  -1.6318  -0.7423
 928  N1    N   NR5   0  -0.457  -1.0890   0.4474   0.2012
 928  C6    C   CR6   0   0.322   0.3120   0.2864   0.1346
 928  C11   C   CR16  0  -0.263   1.0680   1.1877  -0.6034
 928  C10   C   CR16  0  -0.211   2.4431   1.0412  -0.6695
 928  C9    C   CR6   0  -0.035   3.0460  -0.0183  -0.0066
 928  CL12  CL  CL    0  -0.113   4.7622  -0.2105  -0.1010
 928  C8    C   CR16  0  -0.208   2.2997  -0.9219   0.7326
 928  C7    C   CR16  0  -0.303   0.9251  -0.7587   0.8123
 928  H3    H   HCR5  0   0.285  -3.5814   2.2544   0.8703
 928  HN13  H   HNH2  0   0.415  -2.5182  -2.3037  -0.7873
 928  HN1A  H   HNH2  0   0.416  -0.8517  -2.0347  -0.6659
 928  H11   H   HCR6  0   0.287   0.5862   2.0030  -1.1257
 928  H10   H   HCR6  0   0.292   3.0354   1.7422  -1.2410
 928  H8    H   HCR6  0   0.293   2.7793  -1.7377   1.2552
 928  H7    H   HCR6  0   0.301   0.3423  -1.4392   1.4201

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
 928  N15  C14   triple    1.156  0.020  1.156
 928  C14  C4    single    1.401  0.020  1.401
 928  C4   C3    aromatic  1.416  0.020  1.416
 928  C4   C5    aromatic  1.398  0.020  1.398
 928  C3   N2    aromatic  1.300  0.020  1.300
 928  N2   N1    aromatic  1.361  0.020  1.361
 928  C5   N13   single    1.344  0.020  1.344
 928  C5   N1    aromatic  1.349  0.020  1.349
 928  N1   C6    single    1.412  0.020  1.412
 928  C6   C11   aromatic  1.389  0.020  1.389
 928  C6   C7    aromatic  1.388  0.020  1.388
 928  C11  C10   aromatic  1.384  0.020  1.384
 928  C10  C9    aromatic  1.388  0.020  1.388
 928  C9   CL12  single    1.729  0.020  1.729
 928  C9   C8    aromatic  1.386  0.020  1.386
 928  C8   C7    aromatic  1.387  0.020  1.387
 928  C3   H3    single    0.930  0.020  1.080
 928  N13  HN13  single    0.890  0.020  1.040
 928  N13  HN1A  single    0.890  0.020  1.040
 928  C11  H11   single    0.930  0.020  1.080
 928  C10  H10   single    0.930  0.020  1.080
 928  C8   H8    single    0.930  0.020  1.080
 928  C7   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
 928  C4    C14  N15   180.00  3.000
 928  C5    C4   C3    104.73  3.000
 928  C5    C4   C14   126.45  3.000
 928  C3    C4   C14   128.81  3.000
 928  H3    C3   N2    121.14  3.000
 928  H3    C3   C4    127.18  3.000
 928  N2    C3   C4    111.68  3.000
 928  N1    N2   C3    105.40  3.000
 928  N1    C5   N13   124.51  3.000
 928  N1    C5   C4    105.40  3.000
 928  N13   C5   C4    129.94  3.000
 928  HN1A  N13  HN13  114.49  3.000
 928  HN1A  N13  C5    119.97  3.000
 928  HN13  N13  C5    117.83  3.000
 928  C6    N1   C5    127.20  3.000
 928  C6    N1   N2    119.98  3.000
 928  C5    N1   N2    112.78  3.000
 928  C7    C6   C11   120.51  3.000
 928  C7    C6   N1    120.07  3.000
 928  C11   C6   N1    119.43  3.000
 928  H11   C11  C10   119.94  3.000
 928  H11   C11  C6    120.23  3.000
 928  C10   C11  C6    119.83  3.000
 928  H10   C10  C9    120.63  3.000
 928  H10   C10  C11   120.05  3.000
 928  C9    C10  C11   119.31  3.000
 928  C8    C9   CL12  119.42  3.000
 928  C8    C9   C10   121.25  3.000
 928  CL12  C9   C10   119.34  3.000
 928  H8    C8   C7    120.06  3.000
 928  H8    C8   C9    120.74  3.000
 928  C7    C8   C9    119.20  3.000
 928  H7    C7   C8    119.46  3.000
 928  H7    C7   C6    120.64  3.000
 928  C8    C7   C6    119.89  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
 928  CONST_01  N1    N2   C3   C4      0.00  0.0  0
 928  CONST_02  N2    N1   C5   C4      0.00  0.0  0
 928  CONST_03  C6    N1   C5   C4    180.00  0.0  0
 928  CONST_04  N1    C5   C4   C3      0.00  0.0  0
 928  CONST_05  C5    N1   N2   C3      0.00  0.0  0
 928  CONST_06  C6    N1   N2   C3    180.00  0.0  0
 928  CONST_07  C5    C4   C3   N2      0.00  0.0  0
 928  CONST_12  C10   C11  C6   N1    180.00  0.0  0
 928  CONST_13  C8    C7   C6   N1    180.00  0.0  0
 928  CONST_14  C9    C10  C11  C6      0.00  0.0  0
 928  CONST_15  C9    C8   C7   C6      0.00  0.0  0
 928  CONST_16  C8    C7   C6   C11     0.00  0.0  0
 928  CONST_17  C8    C9   C10  C11     0.00  0.0  0
 928  CONST_18  C7    C6   C11  C10     0.00  0.0  0
 928  CONST_19  C7    C8   C9   C10     0.00  0.0  0
 928  CONST_20  N2    C3   C4   C14   180.00  0.0  0
 928  CONST_21  N1    C5   C4   C14   180.00  0.0  0
 928  CONST_22  N13   C5   C4   C3    180.00  0.0  0
 928  CONST_23  N13   C5   N1   N2    180.00  0.0  0
 928  CONST_24  C6    N1   C5   N13     0.00  0.0  0
 928  CONST_25  CL12  C9   C10  C11   180.00  0.0  0
 928  CONST_26  C7    C8   C9   CL12  180.00  0.0  0
 928  CONST_27  H3    C3   C4   C5    180.00  0.0  0
 928  CONST_28  H11   C11  C6   N1      0.00  0.0  0
 928  CONST_29  H7    C7   C6   N1      0.00  0.0  0
 928  CONST_30  H10   C10  C11  C6    180.00  0.0  0
 928  CONST_31  H8    C8   C7   C6    180.00  0.0  0
 928  CONST_33  HN1A  N13  C5   C4    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
 928  plan-1  N15   0.020
 928  plan-1  C14   0.020
 928  plan-1  C4    0.020
 928  plan-1  C3    0.020
 928  plan-1  N2    0.020
 928  plan-1  C5    0.020
 928  plan-1  N13   0.020
 928  plan-1  N1    0.020
 928  plan-1  C6    0.020
 928  plan-1  H3    0.020
 928  plan-2  N1    0.020
 928  plan-2  C6    0.020
 928  plan-2  C11   0.020
 928  plan-2  C10   0.020
 928  plan-2  C9    0.020
 928  plan-2  CL12  0.020
 928  plan-2  C8    0.020
 928  plan-2  C7    0.020
 928  plan-2  H11   0.020
 928  plan-2  H10   0.020
 928  plan-2  H8    0.020
 928  plan-2  H7    0.020
 928  plan-3  C5    0.020
 928  plan-3  N13   0.020
 928  plan-3  HN13  0.020
 928  plan-3  HN1A  0.020

