# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 12:15:11 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 2-[5-(3-hydroxyphenyl)-1H-pyrazol-1-yl]pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(c1)c2ccnn2c3cc(ccn3)C(O)=O
#
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
 QC2  QC2  '2-[5-(3-hydroxyphenyl)-1H-pyrazol-1-yl]pyridine-4-carboxylic acid'  ligand  31  21  .  2021-08-20  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_QC2
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
 QC2  O8   O  O      0  -0.580   4.7630  -0.4038   1.0048
 QC2  C7   C  C      0   0.412   4.4367   0.5505   0.2780
 QC2  O9   O  OC    -1  -0.581   5.1401   1.5088  -0.0838
 QC2  C1   C  CR6    0   0.007   2.9951   0.5450  -0.2324
 QC2  C2   C  CR16   0  -0.381   2.1319  -0.4918   0.0912
 QC2  C6   C  CR16   0  -0.365   2.5007   1.5782  -1.0221
 QC2  C5   C  CR16   0  -0.059   1.1865   1.5225  -1.4545
 QC2  N4   N  N      0  -0.404   0.3638   0.5209  -1.1650
 QC2  C3   C  CR6    0   0.478   0.8370  -0.4460  -0.4049
 QC2  N10  N  NR5    0  -0.440  -0.0610  -1.4964  -0.1079
 QC2  N14  N  N      0  -0.272   0.3757  -2.7579  -0.1682
 QC2  C13  C  CR15   0  -0.058  -0.6845  -3.5057   0.0489
 QC2  C12  C  CR15   0  -0.541  -1.8318  -2.7217   0.2518
 QC2  C11  C  CR5    0   0.411  -1.3949  -1.4207   0.1486
 QC2  C15  C  CR6    0   0.094  -2.1425  -0.1800   0.3736
 QC2  C20  C  CR16   0  -0.436  -3.3692  -0.0103  -0.2610
 QC2  C19  C  CR6    0   0.376  -4.1292   1.1322  -0.0264
 QC2  O21  O  OH1    0  -0.632  -5.3174   1.3432  -0.6262
 QC2  C18  C  CR16   0  -0.344  -3.6613   2.1072   0.8507
 QC2  C17  C  CR16   0  -0.234  -2.4421   1.9256   1.4852
 QC2  C16  C  CR16   0  -0.307  -1.6781   0.7917   1.2570
 QC2  H2   H  HCR6   0   0.269   2.4586  -1.3112   0.7151
 QC2  H3   H  HCR6   0   0.262   3.1295   2.4118  -1.3012
 QC2  H4   H  HCR6   0   0.264   0.7783   2.3136  -2.0732
 QC2  H5   H  HCR5   0   0.268  -0.5983  -4.5816   0.0544
 QC2  H6   H  HCR5   0   0.274  -2.8317  -3.0497   0.4829
 QC2  H7   H  HCR6   0   0.269  -3.7269  -0.7681  -0.9495
 QC2  H8   H  HOH1   0   0.475  -5.5254   0.6187  -1.2266
 QC2  H9   H  HCR6   0   0.265  -4.2512   2.9966   1.0336
 QC2  H10  H  HCR6   0   0.260  -2.0854   2.6814   2.1730
 QC2  H11  H  HCR6   0   0.251  -0.7372   0.6613   1.7750

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
 QC2  C16  C17  aromatic  1.386  0.020  1.386
 QC2  C16  C15  aromatic  1.393  0.020  1.393
 QC2  C17  C18  aromatic  1.386  0.020  1.386
 QC2  C12  C13  aromatic  1.404  0.020  1.404
 QC2  C12  C11  aromatic  1.376  0.020  1.376
 QC2  C13  N14  aromatic  1.315  0.020  1.315
 QC2  C11  C15  single    1.466  0.020  1.466
 QC2  C11  N10  aromatic  1.360  0.020  1.360
 QC2  C15  C20  aromatic  1.392  0.020  1.392
 QC2  C18  C19  aromatic  1.392  0.020  1.392
 QC2  N14  N10  aromatic  1.336  0.020  1.336
 QC2  N10  C3   single    1.413  0.020  1.413
 QC2  C20  C19  aromatic  1.392  0.020  1.392
 QC2  C19  O21  single    1.348  0.020  1.348
 QC2  C2   C3   aromatic  1.387  0.020  1.387
 QC2  C2   C1   aromatic  1.387  0.020  1.387
 QC2  C3   N4   aromatic  1.318  0.020  1.318
 QC2  O8   C7   deloc     1.243  0.020  1.243
 QC2  N4   C5   aromatic  1.328  0.020  1.328
 QC2  C1   C7   single    1.529  0.020  1.529
 QC2  C1   C6   aromatic  1.391  0.020  1.391
 QC2  C7   O9   deloc     1.243  0.020  1.243
 QC2  C5   C6   aromatic  1.385  0.020  1.385
 QC2  C2   H2   single    0.930  0.020  1.080
 QC2  C6   H3   single    0.930  0.020  1.080
 QC2  C5   H4   single    0.930  0.020  1.080
 QC2  C13  H5   single    0.930  0.020  1.080
 QC2  C12  H6   single    0.930  0.020  1.080
 QC2  C20  H7   single    0.930  0.020  1.080
 QC2  O21  H8   single    0.850  0.020  0.980
 QC2  C18  H9   single    0.930  0.020  1.080
 QC2  C17  H10  single    0.930  0.020  1.080
 QC2  C16  H11  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
 QC2  C1   C7   O9   116.05  3.000
 QC2  O9   C7   O8   127.85  3.000
 QC2  C1   C7   O8   116.09  3.000
 QC2  C6   C1   C2   117.79  3.000
 QC2  C6   C1   C7   121.45  3.000
 QC2  C2   C1   C7   120.75  3.000
 QC2  H2   C2   C3   120.91  3.000
 QC2  H2   C2   C1   120.89  3.000
 QC2  C3   C2   C1   118.20  3.000
 QC2  H3   C6   C5   120.17  3.000
 QC2  H3   C6   C1   120.84  3.000
 QC2  C5   C6   C1   118.99  3.000
 QC2  H4   C5   N4   116.20  3.000
 QC2  H4   C5   C6   120.42  3.000
 QC2  N4   C5   C6   123.38  3.000
 QC2  C3   N4   C5   117.18  3.000
 QC2  N10  C3   N4   116.00  3.000
 QC2  N4   C3   C2   124.44  3.000
 QC2  N10  C3   C2   119.55  3.000
 QC2  C11  N10  N14  112.43  3.000
 QC2  N14  N10  C3   118.98  3.000
 QC2  C11  N10  C3   128.40  3.000
 QC2  C13  N14  N10  105.42  3.000
 QC2  H5   C13  C12  128.39  3.000
 QC2  H5   C13  N14  120.21  3.000
 QC2  C12  C13  N14  111.40  3.000
 QC2  H6   C12  C11  126.76  3.000
 QC2  H6   C12  C13  128.26  3.000
 QC2  C11  C12  C13  104.92  3.000
 QC2  C15  C11  C12  128.80  3.000
 QC2  C15  C11  N10  125.18  3.000
 QC2  C12  C11  N10  105.83  3.000
 QC2  C16  C15  C20  119.87  3.000
 QC2  C20  C15  C11  118.87  3.000
 QC2  C16  C15  C11  121.18  3.000
 QC2  H7   C20  C19  120.02  3.000
 QC2  H7   C20  C15  119.68  3.000
 QC2  C19  C20  C15  120.30  3.000
 QC2  C18  C19  O21  117.84  3.000
 QC2  O21  C19  C20  122.34  3.000
 QC2  C18  C19  C20  119.83  3.000
 QC2  H8   O21  C19  110.48  3.000
 QC2  H9   C18  C17  120.62  3.000
 QC2  H9   C18  C19  119.90  3.000
 QC2  C17  C18  C19  119.48  3.000
 QC2  H10  C17  C16  119.62  3.000
 QC2  H10  C17  C18  119.29  3.000
 QC2  C16  C17  C18  121.09  3.000
 QC2  H11  C16  C17  119.94  3.000
 QC2  H11  C16  C15  120.63  3.000
 QC2  C17  C16  C15  119.43  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
 QC2  CONST_01  N10  C3   C2   C1   180.00   0.0  0
 QC2  CONST_02  N4   C3   C2   C1     0.00   0.0  0
 QC2  CONST_03  N4   C5   C6   C1     0.00   0.0  0
 QC2  CONST_06  C5   N4   C3   C2     0.00   0.0  0
 QC2  CONST_07  C5   C6   C1   C2     0.00   0.0  0
 QC2  CONST_08  C3   C2   C1   C6     0.00   0.0  0
 QC2  CONST_09  C3   N4   C5   C6     0.00   0.0  0
 QC2  CONST_10  N10  C3   N4   C5   180.00   0.0  0
 QC2  CONST_13  C12  C11  N10  C3   180.00   0.0  0
 QC2  CONST_14  C15  C11  N10  C3     0.00   0.0  0
 QC2  CONST_15  C13  N14  N10  C3   180.00   0.0  0
 QC2  CONST_16  C13  C12  C11  N10    0.00   0.0  0
 QC2  CONST_19  C12  C13  N14  N10    0.00   0.0  0
 QC2  CONST_20  C11  C12  C13  N14    0.00   0.0  0
 QC2  CONST_21  C12  C11  N10  N14    0.00   0.0  0
 QC2  CONST_22  C15  C11  N10  N14  180.00   0.0  0
 QC2  CONST_23  C15  C11  C12  C13  180.00   0.0  0
 QC2  CONST_24  C11  N10  N14  C13    0.00   0.0  0
 QC2  CONST_27  C17  C16  C15  C11  180.00   0.0  0
 QC2  CONST_28  C19  C20  C15  C11  180.00   0.0  0
 QC2  CONST_29  C18  C17  C16  C15    0.00   0.0  0
 QC2  CONST_30  C18  C19  C20  C15    0.00   0.0  0
 QC2  CONST_31  C17  C16  C15  C20    0.00   0.0  0
 QC2  CONST_32  C17  C18  C19  C20    0.00   0.0  0
 QC2  CONST_33  C16  C17  C18  C19    0.00   0.0  0
 QC2  CONST_34  C16  C15  C20  C19    0.00   0.0  0
 QC2  CONST_35  C3   C2   C1   C7   180.00   0.0  0
 QC2  CONST_36  C5   C6   C1   C7   180.00   0.0  0
 QC2  CONST_37  O21  C19  C20  C15  180.00   0.0  0
 QC2  CONST_38  C17  C18  C19  O21  180.00   0.0  0
 QC2  CONST_39  H4   C5   C6   C1   180.00   0.0  0
 QC2  CONST_40  H3   C6   C1   C2   180.00   0.0  0
 QC2  CONST_41  H2   C2   C1   C6   180.00   0.0  0
 QC2  CONST_42  H6   C12  C11  N10  180.00   0.0  0
 QC2  CONST_43  H5   C13  N14  N10  180.00   0.0  0
 QC2  CONST_44  H11  C16  C15  C11    0.00   0.0  0
 QC2  CONST_45  H7   C20  C15  C11    0.00   0.0  0
 QC2  CONST_46  H10  C17  C16  C15  180.00   0.0  0
 QC2  CONST_47  H9   C18  C19  C20  180.00   0.0  0
 QC2  Var_01    C2   C1   C7   O8    -1.24  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
 QC2  plan-1  C3   0.020
 QC2  plan-1  N10  0.020
 QC2  plan-1  N14  0.020
 QC2  plan-1  C13  0.020
 QC2  plan-1  C12  0.020
 QC2  plan-1  C11  0.020
 QC2  plan-1  C15  0.020
 QC2  plan-1  H5   0.020
 QC2  plan-1  H6   0.020
 QC2  plan-2  C7   0.020
 QC2  plan-2  C1   0.020
 QC2  plan-2  C2   0.020
 QC2  plan-2  C6   0.020
 QC2  plan-2  C5   0.020
 QC2  plan-2  N4   0.020
 QC2  plan-2  C3   0.020
 QC2  plan-2  N10  0.020
 QC2  plan-2  H2   0.020
 QC2  plan-2  H3   0.020
 QC2  plan-2  H4   0.020
 QC2  plan-3  C11  0.020
 QC2  plan-3  C15  0.020
 QC2  plan-3  C20  0.020
 QC2  plan-3  C19  0.020
 QC2  plan-3  O21  0.020
 QC2  plan-3  C18  0.020
 QC2  plan-3  C17  0.020
 QC2  plan-3  C16  0.020
 QC2  plan-3  H7   0.020
 QC2  plan-3  H9   0.020
 QC2  plan-3  H10  0.020
 QC2  plan-3  H11  0.020
 QC2  plan-4  O8   0.020
 QC2  plan-4  C7   0.020
 QC2  plan-4  O9   0.020
 QC2  plan-4  C1   0.020

