# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 18:52:19 2020
#   Inital geometry file: a 57 line input string
#   Ligand name: [1-(6-chloropyrimidin-4-yl)-1H-pyrazol-4-yl]boronic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OB(O)c1cnn(c1)c2cc(Cl)ncn2
#
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
 N95  N95  '[1-(6-chloropyrimidin-4-yl)-1H-pyrazol-4-yl]boronic acid'  ligand  21  15  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_N95
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
 N95  B03  B   B     0   0.507   4.2704   0.0943  -0.0089
 N95  O04  O   OH1   0  -0.628   4.6061   1.4101  -0.0129
 N95  O05  O   OH1   0  -0.627   5.2514  -0.8501  -0.0065
 N95  C06  C   CR5   0  -0.369   2.7586  -0.2662  -0.0064
 N95  C07  C   CR15  0  -0.065   2.1306  -1.5425   0.0026
 N95  N08  N   N     0  -0.265   0.8261  -1.4592   0.0032
 N95  N09  N   NR5   0  -0.386   0.5662  -0.1418  -0.0057
 N95  C10  C   CR6   0   0.588  -0.7457   0.3145  -0.0081
 N95  C11  C   CR16  0  -0.326  -1.8112  -0.5767  -0.0001
 N95  C12  C   CR6   0   0.207  -3.0548   0.0221  -0.0052
 N95  CL1  CL  CL    0  -0.067  -4.4595  -0.9726   0.0037
 N95  N14  N   N     0  -0.394  -3.2506   1.3233  -0.0159
 N95  C15  C   CR16  0   0.085  -2.1543   2.0670  -0.0223
 N95  N16  N   N     0  -0.437  -0.9105   1.6271  -0.0190
 N95  C17  C   CR15  0   0.025   1.6988   0.6046  -0.0116
 N95  H1   H   HOH1  0   0.486   5.5554   1.5726  -0.0137
 N95  H2   H   HOH1  0   0.482   4.9358  -1.7571  -0.0020
 N95  H3   H   HCR5  0   0.272   2.5966  -2.5178   0.0090
 N95  H4   H   HCR6  0   0.320  -1.6790  -1.6467   0.0088
 N95  H5   H   HCR6  0   0.285  -2.2939   3.1408  -0.0309
 N95  H6   H   HCR5  0   0.309   1.6613   1.6808  -0.0193

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
 N95  CL1  C12  single    1.721  0.020  1.721
 N95  C12  N14  aromatic  1.316  0.020  1.316
 N95  C12  C11  aromatic  1.380  0.020  1.380
 N95  N14  C15  aromatic  1.325  0.020  1.325
 N95  C11  C10  aromatic  1.389  0.020  1.389
 N95  C15  N16  aromatic  1.319  0.020  1.319
 N95  N16  C10  aromatic  1.323  0.020  1.323
 N95  C10  N09  single    1.389  0.020  1.389
 N95  N09  N08  aromatic  1.343  0.020  1.343
 N95  N09  C17  aromatic  1.356  0.020  1.356
 N95  N08  C07  aromatic  1.307  0.020  1.307
 N95  C17  C06  aromatic  1.372  0.020  1.372
 N95  C07  C06  aromatic  1.422  0.020  1.422
 N95  C06  B03  single    1.554  0.020  1.554
 N95  B03  O05  single    1.362  0.020  1.362
 N95  B03  O04  single    1.358  0.020  1.358
 N95  O04  H1   single    0.850  0.020  0.980
 N95  O05  H2   single    0.850  0.020  0.980
 N95  C07  H3   single    0.930  0.020  1.080
 N95  C11  H4   single    0.930  0.020  1.080
 N95  C15  H5   single    0.930  0.020  1.080
 N95  C17  H6   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
 N95  C06  B03  O05  122.68  3.000
 N95  O05  B03  O04  119.60  3.000
 N95  C06  B03  O04  117.73  3.000
 N95  H1   O04  B03  114.02  3.000
 N95  H2   O05  B03  114.72  3.000
 N95  C17  C06  C07  103.21  3.000
 N95  C07  C06  B03  129.62  3.000
 N95  C17  C06  B03  127.18  3.000
 N95  H3   C07  N08  119.19  3.000
 N95  H3   C07  C06  128.26  3.000
 N95  N08  C07  C06  112.55  3.000
 N95  N09  N08  C07  104.81  3.000
 N95  C17  N09  C10  127.43  3.000
 N95  C17  N09  N08  112.23  3.000
 N95  C10  N09  N08  120.34  3.000
 N95  N16  C10  C11  122.75  3.000
 N95  N16  C10  N09  116.34  3.000
 N95  C11  C10  N09  120.91  3.000
 N95  H4   C11  C12  122.75  3.000
 N95  H4   C11  C10  122.86  3.000
 N95  C12  C11  C10  114.38  3.000
 N95  N14  C12  CL1  116.75  3.000
 N95  N14  C12  C11  124.26  3.000
 N95  CL1  C12  C11  118.99  3.000
 N95  C15  N14  C12  115.60  3.000
 N95  H5   C15  N16  116.88  3.000
 N95  H5   C15  N14  116.74  3.000
 N95  N16  C15  N14  126.37  3.000
 N95  C15  N16  C10  116.63  3.000
 N95  H6   C17  N09  121.39  3.000
 N95  H6   C17  C06  131.40  3.000
 N95  N09  C17  C06  107.20  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
 N95  CONST_01  C10  N09  C17  C06  180.00   0.0  0
 N95  CONST_02  N08  N09  C17  C06    0.00   0.0  0
 N95  CONST_03  N09  N08  C07  C06    0.00   0.0  0
 N95  CONST_04  C10  N09  N08  C07  180.00   0.0  0
 N95  CONST_05  C17  N09  N08  C07    0.00   0.0  0
 N95  CONST_06  N09  C17  C06  C07    0.00   0.0  0
 N95  CONST_07  C11  C10  N09  N08    0.00   0.0  0
 N95  CONST_08  N16  C10  N09  N08  180.00   0.0  0
 N95  CONST_09  C17  C06  C07  N08    0.00   0.0  0
 N95  CONST_10  C12  C11  C10  N09  180.00   0.0  0
 N95  CONST_11  C15  N16  C10  N09  180.00   0.0  0
 N95  CONST_12  N14  C12  C11  C10    0.00   0.0  0
 N95  CONST_13  N14  C15  N16  C10    0.00   0.0  0
 N95  CONST_14  C15  N14  C12  C11    0.00   0.0  0
 N95  CONST_15  C15  N16  C10  C11    0.00   0.0  0
 N95  CONST_16  C17  N09  C10  C11  180.00   0.0  0
 N95  CONST_17  N16  C15  N14  C12    0.00   0.0  0
 N95  CONST_18  N16  C10  C11  C12    0.00   0.0  0
 N95  CONST_19  C17  N09  C10  N16    0.00   0.0  0
 N95  CONST_20  N09  C17  C06  B03  180.00   0.0  0
 N95  CONST_21  N08  C07  C06  B03  180.00   0.0  0
 N95  CONST_22  CL1  C12  C11  C10  180.00   0.0  0
 N95  CONST_23  C15  N14  C12  CL1  180.00   0.0  0
 N95  CONST_24  H6   C17  C06  C07  180.00   0.0  0
 N95  CONST_25  H4   C11  C10  N09    0.00   0.0  0
 N95  CONST_26  H3   C07  N08  N09  180.00   0.0  0
 N95  CONST_27  H5   C15  N16  C10  180.00   0.0  0
 N95  Var_01    C17  C06  B03  O04    0.21  30.0  3

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
 N95  plan-1  B03  0.020
 N95  plan-1  C06  0.020
 N95  plan-1  C07  0.020
 N95  plan-1  N08  0.020
 N95  plan-1  N09  0.020
 N95  plan-1  C10  0.020
 N95  plan-1  C17  0.020
 N95  plan-1  H3   0.020
 N95  plan-1  H6   0.020
 N95  plan-2  N09  0.020
 N95  plan-2  C10  0.020
 N95  plan-2  C11  0.020
 N95  plan-2  C12  0.020
 N95  plan-2  CL1  0.020
 N95  plan-2  N14  0.020
 N95  plan-2  C15  0.020
 N95  plan-2  N16  0.020
 N95  plan-2  H4   0.020
 N95  plan-2  H5   0.020

