# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 17:33:25 2020
#   Inital geometry file: a 74 line input string
#   Ligand name: 2-fluoro-4-[4-(4-fluorophenyl)-1H-pyrazol-3-yl]pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)c2c[nH]nc2c3ccnc(F)c3
#
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
 I46  I46  2-fluoro-4-[4-(4-fluorophenyl)-1H-pyrazol-3-yl]pyridine  ligand  28  19  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I46
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
 I46  C1    C  CR16  0  -0.288  -1.4295   0.0469   1.0372
 I46  C2    C  CR16  0  -0.291  -2.3741  -1.0988  -0.8446
 I46  C3    C  CR16  0  -0.393  -2.5662   0.8321   1.1422
 I46  C4    C  CR16  0  -0.397  -3.5241  -0.3284  -0.7485
 I46  C5    C  CR16  0  -0.369   3.0850   0.1310   0.6926
 I46  C6    C  CR16  0  -0.047   3.6363   1.3961   0.7016
 I46  C7    C  CR16  0  -0.523   1.2704   1.0231  -0.5799
 I46  C8    C  CR15  0   0.016  -0.0846  -3.1388  -0.1437
 I46  C9    C  CR6   0   0.008  -1.3120  -0.9246   0.0424
 I46  C10   C  CR6   0   0.514  -3.5963   0.6291   0.2438
 I46  C11   C  CR6   0   0.141   1.8658  -0.0698   0.0385
 I46  C12   C  CR6   0   0.593   1.9311   2.2347  -0.4887
 I46  C13   C  CR5   0  -0.146  -0.1132  -1.7637  -0.0528
 I46  C14   C  CR5   0   0.269   1.2562  -1.3998  -0.0175
 I46  N15   N  NR15  0  -0.419   1.2073  -3.4965  -0.1507
 I46  N16   N  N     0  -0.430   3.0630   2.4490   0.1171
 I46  N17   N  N     0  -0.277   2.0338  -2.4712  -0.0742
 I46  F18   F  F     0  -0.315  -4.7025   1.3839   0.3422
 I46  F19   F  F     0  -0.302   1.3784   3.3002  -1.0765
 I46  H1    H  HCR6  0   0.264  -0.6288   0.1888   1.7514
 I46  H2    H  HCR6  0   0.263  -2.3024  -1.8409  -1.6293
 I46  H3    H  HCR6  0   0.281  -2.6514   1.5826   1.9167
 I46  H4    H  HCR6  0   0.281  -4.3453  -0.4689  -1.4390
 I46  H6    H  HCR6  0   0.278   4.5785   1.5788   1.2034
 I46  H7    H  HCR6  0   0.287   0.3415   0.9408  -1.1268
 I46  H8    H  HCR5  0   0.300  -0.8812  -3.8636  -0.1784
 I46  HN15  H  HNR5  0   0.429   1.5747  -4.4332  -0.2145
 I46  H5    H  HCR6  0   0.271   3.5874  -0.6831   1.1948

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
 I46  C9   C1    aromatic  1.395  0.020  1.395
 I46  C1   C3    aromatic  1.386  0.020  1.386
 I46  C1   H1    single    0.930  0.020  1.080
 I46  C2   C9    aromatic  1.395  0.020  1.395
 I46  C2   C4    aromatic  1.388  0.020  1.388
 I46  C2   H2    single    0.930  0.020  1.080
 I46  C10  C3    aromatic  1.382  0.020  1.382
 I46  C3   H3    single    0.930  0.020  1.080
 I46  C4   C10   aromatic  1.381  0.020  1.381
 I46  C4   H4    single    0.930  0.020  1.080
 I46  C6   C5    aromatic  1.380  0.020  1.380
 I46  C5   C11   aromatic  1.398  0.020  1.398
 I46  C5   H5    single    0.930  0.020  1.080
 I46  C6   N16   aromatic  1.334  0.020  1.334
 I46  C6   H6    single    0.930  0.020  1.080
 I46  C12  C7    aromatic  1.383  0.020  1.383
 I46  C11  C7    aromatic  1.390  0.020  1.390
 I46  C7   H7    single    0.930  0.020  1.080
 I46  N15  C8    aromatic  1.340  0.020  1.340
 I46  C13  C8    aromatic  1.378  0.020  1.378
 I46  C8   H8    single    0.930  0.020  1.080
 I46  C13  C9    single    1.466  0.020  1.466
 I46  C10  F18   single    1.343  0.020  1.343
 I46  C11  C14   single    1.464  0.020  1.464
 I46  N16  C12   aromatic  1.302  0.020  1.302
 I46  C12  F19   single    1.337  0.020  1.337
 I46  C14  C13   aromatic  1.417  0.020  1.417
 I46  N17  C14   aromatic  1.325  0.020  1.325
 I46  N17  N15   aromatic  1.319  0.020  1.319
 I46  N15  HN15  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
 I46  H1    C1   C9   119.96  3.000
 I46  H1    C1   C3   118.86  3.000
 I46  C9    C1   C3   121.17  3.000
 I46  H2    C2   C9   119.75  3.000
 I46  H2    C2   C4   119.06  3.000
 I46  C9    C2   C4   121.19  3.000
 I46  H3    C3   C10  120.58  3.000
 I46  H3    C3   C1   120.80  3.000
 I46  C10   C3   C1   118.62  3.000
 I46  H4    C4   C10  120.60  3.000
 I46  H4    C4   C2   120.84  3.000
 I46  C10   C4   C2   118.56  3.000
 I46  H5    C5   C11  120.98  3.000
 I46  H5    C5   C6   120.13  3.000
 I46  C11   C5   C6   118.89  3.000
 I46  H6    C6   N16  116.35  3.000
 I46  H6    C6   C5   120.34  3.000
 I46  N16   C6   C5   123.31  3.000
 I46  H7    C7   C12  120.70  3.000
 I46  H7    C7   C11  122.23  3.000
 I46  C12   C7   C11  117.06  3.000
 I46  H8    C8   N15  122.20  3.000
 I46  H8    C8   C13  131.13  3.000
 I46  N15   C8   C13  106.65  3.000
 I46  C13   C9   C2   120.65  3.000
 I46  C13   C9   C1   120.90  3.000
 I46  C2    C9   C1   118.44  3.000
 I46  F18   C10  C4   119.05  3.000
 I46  F18   C10  C3   118.94  3.000
 I46  C4    C10  C3   122.02  3.000
 I46  C14   C11  C7   121.27  3.000
 I46  C14   C11  C5   120.76  3.000
 I46  C7    C11  C5   117.96  3.000
 I46  F19   C12  N16  115.66  3.000
 I46  F19   C12  C7   118.15  3.000
 I46  N16   C12  C7   126.19  3.000
 I46  C14   C13  C9   129.89  3.000
 I46  C14   C13  C8   103.75  3.000
 I46  C9    C13  C8   126.31  3.000
 I46  N17   C14  C13  110.99  3.000
 I46  N17   C14  C11  119.46  3.000
 I46  C13   C14  C11  129.53  3.000
 I46  HN15  N15  N17  119.83  3.000
 I46  HN15  N15  C8   126.83  3.000
 I46  N17   N15  C8   113.33  3.000
 I46  C12   N16  C6   116.60  3.000
 I46  N15   N17  C14  105.27  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
 I46  CONST_01  C4    C2   C9   C1     0.00  0.0  0
 I46  CONST_04  C4    C10  C3   C1     0.00  0.0  0
 I46  CONST_05  C3    C1   C9   C2     0.00  0.0  0
 I46  CONST_08  C3    C10  C4   C2     0.00  0.0  0
 I46  CONST_09  C13   C9   C1   C3   180.00  0.0  0
 I46  CONST_10  C13   C9   C2   C4   180.00  0.0  0
 I46  CONST_11  C12   N16  C6   C5     0.00  0.0  0
 I46  CONST_12  C12   C7   C11  C5     0.00  0.0  0
 I46  CONST_15  C7    C11  C5   C6     0.00  0.0  0
 I46  CONST_16  C14   C11  C5   C6   180.00  0.0  0
 I46  CONST_17  C7    C12  N16  C6     0.00  0.0  0
 I46  CONST_20  C14   N17  N15  C8     0.00  0.0  0
 I46  CONST_21  C11   C14  C13  C8   180.00  0.0  0
 I46  CONST_22  N17   C14  C13  C8     0.00  0.0  0
 I46  CONST_23  C10   C3   C1   C9     0.00  0.0  0
 I46  CONST_24  C10   C4   C2   C9     0.00  0.0  0
 I46  CONST_25  N15   C8   C13  C9   180.00  0.0  0
 I46  CONST_26  C11   C14  C13  C9     0.00  0.0  0
 I46  CONST_27  N17   C14  C13  C9   180.00  0.0  0
 I46  CONST_28  N16   C6   C5   C11    0.00  0.0  0
 I46  CONST_29  N16   C12  C7   C11    0.00  0.0  0
 I46  CONST_30  N15   N17  C14  C11  180.00  0.0  0
 I46  CONST_31  C14   C11  C7   C12  180.00  0.0  0
 I46  CONST_32  N17   N15  C8   C13    0.00  0.0  0
 I46  CONST_33  N15   N17  C14  C13    0.00  0.0  0
 I46  CONST_34  N15   C8   C13  C14    0.00  0.0  0
 I46  CONST_35  F18   C10  C3   C1   180.00  0.0  0
 I46  CONST_36  F18   C10  C4   C2   180.00  0.0  0
 I46  CONST_37  F19   C12  N16  C6   180.00  0.0  0
 I46  CONST_38  F19   C12  C7   C11  180.00  0.0  0
 I46  CONST_39  H2    C2   C9   C1   180.00  0.0  0
 I46  CONST_40  H1    C1   C9   C2   180.00  0.0  0
 I46  CONST_41  H4    C4   C10  C3   180.00  0.0  0
 I46  CONST_42  H3    C3   C10  C4   180.00  0.0  0
 I46  CONST_43  H7    C7   C11  C5   180.00  0.0  0
 I46  CONST_44  H5    C5   C11  C7   180.00  0.0  0
 I46  CONST_45  H8    C8   C13  C9     0.00  0.0  0
 I46  CONST_46  H6    C6   C5   C11  180.00  0.0  0
 I46  CONST_47  HN15  N15  C8   C13  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
 I46  plan-1  C8    0.020
 I46  plan-1  C9    0.020
 I46  plan-1  C11   0.020
 I46  plan-1  C13   0.020
 I46  plan-1  C14   0.020
 I46  plan-1  N15   0.020
 I46  plan-1  N17   0.020
 I46  plan-1  H8    0.020
 I46  plan-1  HN15  0.020
 I46  plan-2  C5    0.020
 I46  plan-2  C6    0.020
 I46  plan-2  C7    0.020
 I46  plan-2  C11   0.020
 I46  plan-2  C12   0.020
 I46  plan-2  C14   0.020
 I46  plan-2  N16   0.020
 I46  plan-2  F19   0.020
 I46  plan-2  H6    0.020
 I46  plan-2  H7    0.020
 I46  plan-2  H5    0.020
 I46  plan-3  C1    0.020
 I46  plan-3  C2    0.020
 I46  plan-3  C3    0.020
 I46  plan-3  C4    0.020
 I46  plan-3  C9    0.020
 I46  plan-3  C10   0.020
 I46  plan-3  C13   0.020
 I46  plan-3  F18   0.020
 I46  plan-3  H1    0.020
 I46  plan-3  H2    0.020
 I46  plan-3  H3    0.020
 I46  plan-3  H4    0.020

