# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 16 20:24:26 2020
#   Inital geometry file: a 72 line input string
#   Ligand name: 7-(4-chlorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc2nccc(n2n1)c3ccc(Cl)cc3
#
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
 8G6  8G6  7-(4-chlorophenyl)-2-methyl-pyrazolo[1,5-a]pyrimidine  ligand  27  17  .  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_8G6
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
 8G6  C10  C   CR16  0  -0.293  -1.5075   1.1824  -0.8585
 8G6  C11  C   CR16  0  -0.262  -1.0570  -0.5035   0.7948
 8G6  C14  C   CR16  0  -0.197  -2.8476   0.8316  -0.8649
 8G6  C15  C   CR16  0  -0.201  -2.3961  -0.8532   0.8053
 8G6  C7   C   CR15  0  -0.594   3.8826  -0.7136   0.0028
 8G6  C5   C   CR6   0   0.059  -0.5988   0.5209  -0.0341
 8G6  C16  C   CR6   0  -0.041  -3.2804  -0.1853  -0.0291
 8G6  C9   C   CR5   0   0.323   2.9286  -1.7365  -0.0331
 8G6  C3   C   CR56  0   0.568   3.1493   0.4578   0.0147
 8G6  C6   C   CR16  0  -0.430   1.1688   2.2841  -0.0205
 8G6  C12  C   CR16  0  -0.052   2.5366   2.6265   0.0021
 8G6  C2   C   CR6   0   0.418   0.8011   0.9659  -0.0230
 8G6  N4   N   N     0  -0.327   1.6865  -1.2642  -0.0437
 8G6  N8   N   N     0  -0.428   3.5046   1.7509   0.0244
 8G6  N1   N   N     0  -0.416   1.8160   0.0614  -0.0072
 8G6  CL   CL  CL    0  -0.115  -4.9511  -0.6314  -0.0265
 8G6  H1   H   HCR6  0   0.277  -1.1695   1.9707  -1.5186
 8G6  H2   H   HCR6  0   0.273  -0.3767  -1.0263   1.4506
 8G6  H3   H   HCR6  0   0.288  -3.5398   1.3430  -1.5189
 8G6  H4   H   HCR6  0   0.287  -2.7446  -1.6408   1.4590
 8G6  H5   H   HCR5  0   0.269   4.9557  -0.8066   0.0092
 8G6  H6   H   HCR6  0   0.292   0.4157   3.0571  -0.0066
 8G6  H7   H   HCR6  0   0.277   2.8182   3.6732   0.0104
 8G6  H8   H   HCH3  0   0.256   3.5452  -3.5458   0.9186
 8G6  H9   H   HCH3  0   0.251   2.2606  -3.7515  -0.2720
 8G6  H10  H   HCH3  0   0.253   3.9254  -3.4665  -0.7934
 8G6  C13  C   CH3   0  -0.734   3.1745  -3.2040  -0.0488

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
 8G6  CL   C16  single    1.729  0.020  1.729
 8G6  C14  C10  aromatic  1.385  0.020  1.385
 8G6  C14  C16  aromatic  1.386  0.020  1.386
 8G6  C10  C5   aromatic  1.394  0.020  1.394
 8G6  C16  C15  aromatic  1.387  0.020  1.387
 8G6  C5   C11  aromatic  1.395  0.020  1.395
 8G6  C5   C2   single    1.469  0.020  1.469
 8G6  C15  C11  aromatic  1.384  0.020  1.384
 8G6  C6   C2   aromatic  1.369  0.020  1.369
 8G6  C6   C12  aromatic  1.410  0.020  1.410
 8G6  C2   N1   aromatic  1.360  0.020  1.360
 8G6  C12  N8   aromatic  1.305  0.020  1.305
 8G6  N1   C3   aromatic  1.391  0.020  1.391
 8G6  N1   N4   aromatic  1.332  0.020  1.332
 8G6  N8   C3   aromatic  1.341  0.020  1.341
 8G6  C3   C7   aromatic  1.382  0.020  1.382
 8G6  N4   C9   aromatic  1.329  0.020  1.329
 8G6  C7   C9   aromatic  1.399  0.020  1.399
 8G6  C9   C13  single    1.488  0.020  1.488
 8G6  C10  H1   single    0.930  0.020  1.080
 8G6  C11  H2   single    0.930  0.020  1.080
 8G6  C14  H3   single    0.930  0.020  1.080
 8G6  C15  H4   single    0.930  0.020  1.080
 8G6  C7   H5   single    0.930  0.020  1.080
 8G6  C6   H6   single    0.930  0.020  1.080
 8G6  C12  H7   single    0.930  0.020  1.080
 8G6  C13  H8   single    0.970  0.020  1.090
 8G6  C13  H9   single    0.970  0.020  1.090
 8G6  C13  H10  single    0.970  0.020  1.090

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
 8G6  H1   C10  C5   120.18  3.000
 8G6  H1   C10  C14  118.94  3.000
 8G6  C5   C10  C14  120.88  3.000
 8G6  H2   C11  C5   120.62  3.000
 8G6  H2   C11  C15  118.86  3.000
 8G6  C5   C11  C15  120.51  3.000
 8G6  H3   C14  C16  120.80  3.000
 8G6  H3   C14  C10  120.16  3.000
 8G6  C16  C14  C10  119.03  3.000
 8G6  H4   C15  C16  120.59  3.000
 8G6  H4   C15  C11  120.03  3.000
 8G6  C16  C15  C11  119.38  3.000
 8G6  H5   C7   C3   127.00  3.000
 8G6  H5   C7   C9   128.05  3.000
 8G6  C3   C7   C9   104.96  3.000
 8G6  C2   C5   C11  122.07  3.000
 8G6  C2   C5   C10  118.82  3.000
 8G6  C11  C5   C10  119.06  3.000
 8G6  CL   C16  C15  119.39  3.000
 8G6  C15  C16  C14  121.13  3.000
 8G6  CL   C16  C14  119.48  3.000
 8G6  N4   C9   C13  120.32  3.000
 8G6  C13  C9   C7   127.49  3.000
 8G6  N4   C9   C7   112.19  3.000
 8G6  N1   C3   N8   121.92  3.000
 8G6  N8   C3   C7   132.59  3.000
 8G6  N1   C3   C7   105.48  3.000
 8G6  H6   C6   C2   120.16  3.000
 8G6  H6   C6   C12  120.18  3.000
 8G6  C2   C6   C12  119.64  3.000
 8G6  H7   C12  N8   117.06  3.000
 8G6  H7   C12  C6   119.12  3.000
 8G6  N8   C12  C6   123.82  3.000
 8G6  N1   C2   C6   116.12  3.000
 8G6  N1   C2   C5   120.66  3.000
 8G6  C6   C2   C5   123.22  3.000
 8G6  N1   N4   C9   105.22  3.000
 8G6  C12  N8   C3   116.75  3.000
 8G6  N4   N1   C2   126.08  3.000
 8G6  N4   N1   C3   112.15  3.000
 8G6  C2   N1   C3   121.74  3.000
 8G6  H10  C13  H9   108.50  3.000
 8G6  H10  C13  H8   107.24  3.000
 8G6  H9   C13  H8   108.04  3.000
 8G6  H10  C13  C9   111.01  3.000
 8G6  H9   C13  C9   111.07  3.000
 8G6  H8   C13  C9   110.84  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
 8G6  CONST_01  C15  C16  C14  C10    0.00   0.0  0
 8G6  CONST_02  C15  C11  C5   C10    0.00   0.0  0
 8G6  CONST_05  C14  C10  C5   C11    0.00   0.0  0
 8G6  CONST_08  C14  C16  C15  C11    0.00   0.0  0
 8G6  CONST_09  C2   C5   C10  C14  180.00   0.0  0
 8G6  CONST_10  C2   C5   C11  C15  180.00   0.0  0
 8G6  CONST_11  C2   N1   C3   C7   180.00   0.0  0
 8G6  CONST_12  N4   N1   C3   C7     0.00   0.0  0
 8G6  CONST_13  C12  N8   C3   C7   180.00   0.0  0
 8G6  CONST_14  N1   N4   C9   C7     0.00   0.0  0
 8G6  CONST_15  C16  C14  C10  C5     0.00   0.0  0
 8G6  CONST_16  C16  C15  C11  C5     0.00   0.0  0
 8G6  CONST_17  C12  C6   C2   C5   180.00   0.0  0
 8G6  CONST_18  C3   N1   C2   C5   180.00   0.0  0
 8G6  CONST_19  N4   N1   C2   C5     0.00   0.0  0
 8G6  CONST_20  C2   N1   N4   C9   180.00   0.0  0
 8G6  CONST_21  C3   N1   N4   C9     0.00   0.0  0
 8G6  CONST_22  N1   C3   C7   C9     0.00   0.0  0
 8G6  CONST_23  N8   C3   C7   C9   180.00   0.0  0
 8G6  CONST_24  C6   C2   N1   C3     0.00   0.0  0
 8G6  CONST_25  C6   C12  N8   C3     0.00   0.0  0
 8G6  CONST_26  N4   C9   C7   C3     0.00   0.0  0
 8G6  CONST_27  N4   N1   C2   C6   180.00   0.0  0
 8G6  CONST_28  N1   C2   C6   C12    0.00   0.0  0
 8G6  CONST_29  N1   C3   N8   C12    0.00   0.0  0
 8G6  CONST_30  N8   C12  C6   C2     0.00   0.0  0
 8G6  CONST_31  N8   C3   N1   C2     0.00   0.0  0
 8G6  CONST_32  N8   C3   N1   N4   180.00   0.0  0
 8G6  CONST_33  CL   C16  C14  C10  180.00   0.0  0
 8G6  CONST_34  CL   C16  C15  C11  180.00   0.0  0
 8G6  CONST_35  C13  C9   C7   C3   180.00   0.0  0
 8G6  CONST_36  N1   N4   C9   C13  180.00   0.0  0
 8G6  CONST_37  H2   C11  C5   C10  180.00   0.0  0
 8G6  CONST_38  H1   C10  C5   C11  180.00   0.0  0
 8G6  CONST_39  H4   C15  C16  C14  180.00   0.0  0
 8G6  CONST_40  H3   C14  C16  C15  180.00   0.0  0
 8G6  CONST_41  H6   C6   C2   C5     0.00   0.0  0
 8G6  CONST_42  H7   C12  N8   C3   180.00   0.0  0
 8G6  CONST_43  H5   C7   C9   N4   180.00   0.0  0
 8G6  Var_01    H8   C13  C9   C7    70.96  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
 8G6  plan-1  C10  0.020
 8G6  plan-1  C11  0.020
 8G6  plan-1  C14  0.020
 8G6  plan-1  C15  0.020
 8G6  plan-1  C5   0.020
 8G6  plan-1  C16  0.020
 8G6  plan-1  C2   0.020
 8G6  plan-1  CL   0.020
 8G6  plan-1  H1   0.020
 8G6  plan-1  H2   0.020
 8G6  plan-1  H3   0.020
 8G6  plan-1  H4   0.020
 8G6  plan-2  C7   0.020
 8G6  plan-2  C5   0.020
 8G6  plan-2  C9   0.020
 8G6  plan-2  C3   0.020
 8G6  plan-2  C6   0.020
 8G6  plan-2  C12  0.020
 8G6  plan-2  C2   0.020
 8G6  plan-2  N4   0.020
 8G6  plan-2  N8   0.020
 8G6  plan-2  N1   0.020
 8G6  plan-2  H5   0.020
 8G6  plan-2  H6   0.020
 8G6  plan-2  H7   0.020
 8G6  plan-2  C13  0.020

