# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 15 21:15:11 2020
#   Inital geometry file: a 57 line input string
#   Ligand name: 2,4-difluoro-6-(1H-pyrazol-3-yl)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1c(F)cc(F)cc1c2cc[nH]n2
#
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
 AY4  AY4  2,4-difluoro-6-(1H-pyrazol-3-yl)phenol  ligand  20  14  .  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_AY4
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
 AY4  N1  N  NR15  0  -0.397  -3.5533  -0.4910   0.0640
 AY4  C4  C  CR6   0  -0.059  -0.1177   0.2225   0.0272
 AY4  C5  C  CR16  0  -0.521   0.6189   1.4095  -0.0300
 AY4  C6  C  CR6   0   0.552   1.9916   1.3622  -0.0281
 AY4  C7  C  CR16  0  -0.569   2.6861   0.1667   0.0301
 AY4  C8  C  CR6   0   0.484   1.9470  -0.9921   0.0858
 AY4  C1  C  CR15  0  -0.524  -2.4436   1.3822  -0.0281
 AY4  C2  C  CR15  0   0.041  -3.7059   0.8391  -0.0009
 AY4  N2  N  N     0  -0.393  -2.2833  -0.8545   0.0809
 AY4  C3  C  CR5   0   0.397  -1.5788   0.2706   0.0254
 AY4  C9  C  CR6   0   0.178   0.5527  -1.0095   0.0860
 AY4  O1  O  OH1   0  -0.631  -0.0523  -2.2011   0.1428
 AY4  F1  F  F     0  -0.309   2.5829  -2.1693   0.1438
 AY4  F2  F  F     0  -0.317   2.6902   2.5079  -0.0863
 AY4  H1  H  HNR5  0   0.430  -4.2780  -1.1901   0.1001
 AY4  H2  H  HCR6  0   0.277   0.1162   2.3664  -0.0779
 AY4  H3  H  HCR6  0   0.305   3.7679   0.1358   0.0312
 AY4  H4  H  HCR5  0   0.272  -2.1965   2.4287  -0.0802
 AY4  H5  H  HCR5  0   0.305  -4.6797   1.2987  -0.0227
 AY4  H6  H  HOH1  0   0.478  -1.0259  -2.0627   0.1346

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
 AY4  F1  C8  single    1.339  0.020  1.339
 AY4  O1  C9  single    1.338  0.020  1.338
 AY4  C8  C9  aromatic  1.394  0.020  1.394
 AY4  C8  C7  aromatic  1.376  0.020  1.376
 AY4  C9  C4  aromatic  1.404  0.020  1.404
 AY4  C7  C6  aromatic  1.384  0.020  1.384
 AY4  C4  C3  single    1.462  0.020  1.462
 AY4  C4  C5  aromatic  1.398  0.020  1.398
 AY4  C6  C5  aromatic  1.374  0.020  1.374
 AY4  C6  F2  single    1.343  0.020  1.343
 AY4  C1  C3  aromatic  1.409  0.020  1.409
 AY4  C1  C2  aromatic  1.374  0.020  1.374
 AY4  C3  N2  aromatic  1.329  0.020  1.329
 AY4  C2  N1  aromatic  1.340  0.020  1.340
 AY4  N2  N1  aromatic  1.321  0.020  1.321
 AY4  N1  H1  single    0.860  0.020  1.020
 AY4  C5  H2  single    0.930  0.020  1.080
 AY4  C7  H3  single    0.930  0.020  1.080
 AY4  C1  H4  single    0.930  0.020  1.080
 AY4  C2  H5  single    0.930  0.020  1.080
 AY4  O1  H6  single    0.850  0.020  0.980

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
 AY4  H1  N1  N2  120.00  3.000
 AY4  H1  N1  C2  127.47  3.000
 AY4  N2  N1  C2  112.53  3.000
 AY4  C9  C4  C3  120.41  3.000
 AY4  C3  C4  C5  119.90  3.000
 AY4  C9  C4  C5  119.68  3.000
 AY4  H2  C5  C6  119.66  3.000
 AY4  H2  C5  C4  120.53  3.000
 AY4  C6  C5  C4  119.82  3.000
 AY4  F2  C6  C7  118.54  3.000
 AY4  F2  C6  C5  119.36  3.000
 AY4  C7  C6  C5  122.09  3.000
 AY4  H3  C7  C8  120.87  3.000
 AY4  H3  C7  C6  121.75  3.000
 AY4  C8  C7  C6  117.38  3.000
 AY4  F1  C8  C9  117.64  3.000
 AY4  C9  C8  C7  123.21  3.000
 AY4  F1  C8  C7  119.15  3.000
 AY4  H4  C1  C3  128.88  3.000
 AY4  H4  C1  C2  126.58  3.000
 AY4  C3  C1  C2  104.54  3.000
 AY4  H5  C2  C1  131.40  3.000
 AY4  H5  C2  N1  121.83  3.000
 AY4  C1  C2  N1  106.77  3.000
 AY4  C3  N2  N1  106.03  3.000
 AY4  N2  C3  C1  110.13  3.000
 AY4  N2  C3  C4  120.14  3.000
 AY4  C1  C3  C4  129.74  3.000
 AY4  O1  C9  C8  117.61  3.000
 AY4  C8  C9  C4  117.81  3.000
 AY4  O1  C9  C4  124.58  3.000
 AY4  H6  O1  C9  108.79  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
 AY4  CONST_01  C3  C1  C2  N1    0.00  0.0  0
 AY4  CONST_02  C4  C3  N2  N1  180.00  0.0  0
 AY4  CONST_03  C1  C3  N2  N1    0.00  0.0  0
 AY4  CONST_04  C7  C8  C9  C4    0.00  0.0  0
 AY4  CONST_05  C2  C1  C3  C4  180.00  0.0  0
 AY4  CONST_06  C7  C6  C5  C4    0.00  0.0  0
 AY4  CONST_07  C8  C9  C4  C5    0.00  0.0  0
 AY4  CONST_08  C1  C3  C4  C5    0.00  0.0  0
 AY4  CONST_09  N2  C3  C4  C5  180.00  0.0  0
 AY4  CONST_10  C8  C7  C6  C5    0.00  0.0  0
 AY4  CONST_11  C9  C8  C7  C6    0.00  0.0  0
 AY4  CONST_12  C9  C4  C5  C6    0.00  0.0  0
 AY4  CONST_13  C3  C4  C5  C6  180.00  0.0  0
 AY4  CONST_14  C3  C4  C9  C8  180.00  0.0  0
 AY4  CONST_15  C9  C4  C3  C1  180.00  0.0  0
 AY4  CONST_16  N2  N1  C2  C1    0.00  0.0  0
 AY4  CONST_17  N2  C3  C1  C2    0.00  0.0  0
 AY4  CONST_18  C3  N2  N1  C2    0.00  0.0  0
 AY4  CONST_19  C9  C4  C3  N2    0.00  0.0  0
 AY4  CONST_20  F1  C8  C9  C4  180.00  0.0  0
 AY4  CONST_21  F2  C6  C5  C4  180.00  0.0  0
 AY4  CONST_22  O1  C9  C4  C5  180.00  0.0  0
 AY4  CONST_23  F1  C8  C7  C6  180.00  0.0  0
 AY4  CONST_24  O1  C9  C8  C7  180.00  0.0  0
 AY4  CONST_25  F2  C6  C7  C8  180.00  0.0  0
 AY4  CONST_26  O1  C9  C4  C3    0.00  0.0  0
 AY4  CONST_27  H4  C1  C2  N1  180.00  0.0  0
 AY4  CONST_28  H3  C7  C6  C5  180.00  0.0  0
 AY4  CONST_29  H2  C5  C6  C7  180.00  0.0  0
 AY4  CONST_30  H1  N1  C2  C1  180.00  0.0  0
 AY4  CONST_31  H5  C2  N1  N2  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
 AY4  plan-1  N1  0.020
 AY4  plan-1  C4  0.020
 AY4  plan-1  C1  0.020
 AY4  plan-1  C2  0.020
 AY4  plan-1  N2  0.020
 AY4  plan-1  C3  0.020
 AY4  plan-1  H1  0.020
 AY4  plan-1  H4  0.020
 AY4  plan-1  H5  0.020
 AY4  plan-2  C4  0.020
 AY4  plan-2  C5  0.020
 AY4  plan-2  C6  0.020
 AY4  plan-2  C7  0.020
 AY4  plan-2  C8  0.020
 AY4  plan-2  C3  0.020
 AY4  plan-2  C9  0.020
 AY4  plan-2  O1  0.020
 AY4  plan-2  F1  0.020
 AY4  plan-2  F2  0.020
 AY4  plan-2  H2  0.020
 AY4  plan-2  H3  0.020

