# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 18:50:56 2020
#   Inital geometry file: a 61 line input string
#   Ligand name: 2-(1H-pyrazol-3-yl)pyridine-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccnc(c1)c2cc[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
 0WS  0WS  '2-(1H-pyrazol-3-yl)pyridine-4-carboxylic acid'  ligand  21  14  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0WS
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
 0WS  C5  C  CR16  0  -0.334  -2.0045   1.4570   0.0131
 0WS  C2  C  CR16  0  -0.324  -0.5045  -0.4047   0.0005
 0WS  C3  C  CR6   0   0.208   0.5540   0.5023   0.0087
 0WS  C4  C  CR16  0  -0.066  -0.8857   2.2751   0.0203
 0WS  C6  C  CR5   0   0.245   1.9452   0.0492   0.0065
 0WS  O   O  OH1   0  -0.586  -4.1114  -0.3107   0.0131
 0WS  C1  C  CR6   0   0.027  -1.8018   0.0811   0.0032
 0WS  O1  O  O     0  -0.423  -2.7672  -2.0918  -0.0242
 0WS  C   C  C     0   0.541  -2.9277  -0.8974  -0.0046
 0WS  N   N  N     0  -0.421   0.3576   1.8187   0.0188
 0WS  C8  C  CR15  0  -0.490   3.1103   0.8417   0.0106
 0WS  C7  C  CR15  0   0.022   4.1389  -0.0681   0.0058
 0WS  N2  N  NR15  0  -0.410   3.5668  -1.2850  -0.0007
 0WS  N1  N  N     0  -0.297   2.2473  -1.2412  -0.0005
 0WS  H4  H  HCR6  0   0.281  -2.9907   1.8976   0.0146
 0WS  H2  H  HCR6  0   0.276  -0.3112  -1.4682  -0.0073
 0WS  H3  H  HCR6  0   0.272  -1.0048   3.3521   0.0279
 0WS  H1  H  HOH1  0   0.493  -4.8165  -0.9757   0.0081
 0WS  H6  H  HCR5  0   0.265   3.1830   1.9154   0.0163
 0WS  H5  H  HCR5  0   0.296   5.2088   0.0572   0.0069
 0WS  H   H  HNR5  0   0.426   4.0370  -2.1766  -0.0066

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
 0WS  O   C   single    1.321  0.020  1.321
 0WS  C   O1  double    1.205  0.020  1.205
 0WS  C   C1  single    1.492  0.020  1.492
 0WS  C5  C1  aromatic  1.391  0.020  1.391
 0WS  C5  C4  aromatic  1.386  0.020  1.386
 0WS  C1  C2  aromatic  1.385  0.020  1.385
 0WS  C4  N   aromatic  1.324  0.020  1.324
 0WS  C2  C3  aromatic  1.394  0.020  1.394
 0WS  N   C3  aromatic  1.331  0.020  1.331
 0WS  C3  C6  single    1.463  0.020  1.463
 0WS  C6  N1  aromatic  1.325  0.020  1.325
 0WS  C6  C8  aromatic  1.409  0.020  1.409
 0WS  N1  N2  aromatic  1.320  0.020  1.320
 0WS  C8  C7  aromatic  1.373  0.020  1.373
 0WS  N2  C7  aromatic  1.345  0.020  1.345
 0WS  C5  H4  single    0.930  0.020  1.080
 0WS  C2  H2  single    0.930  0.020  1.080
 0WS  C4  H3  single    0.930  0.020  1.080
 0WS  O   H1  single    0.850  0.020  0.980
 0WS  C8  H6  single    0.930  0.020  1.080
 0WS  C7  H5  single    0.930  0.020  1.080
 0WS  N2  H   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
 0WS  H4  C5  C1  122.45  3.000
 0WS  H4  C5  C4  119.75  3.000
 0WS  C1  C5  C4  117.79  3.000
 0WS  H2  C2  C1  120.83  3.000
 0WS  H2  C2  C3  120.29  3.000
 0WS  C1  C2  C3  118.88  3.000
 0WS  N   C3  C6  116.53  3.000
 0WS  C6  C3  C2  121.37  3.000
 0WS  N   C3  C2  122.10  3.000
 0WS  H3  C4  N   116.47  3.000
 0WS  H3  C4  C5  119.87  3.000
 0WS  N   C4  C5  123.67  3.000
 0WS  N1  C6  C8  111.04  3.000
 0WS  C8  C6  C3  127.74  3.000
 0WS  N1  C6  C3  121.22  3.000
 0WS  H1  O   C   110.31  3.000
 0WS  C   C1  C2  118.48  3.000
 0WS  C2  C1  C5  118.91  3.000
 0WS  C   C1  C5  122.61  3.000
 0WS  O1  C   C1  123.34  3.000
 0WS  C1  C   O   112.64  3.000
 0WS  O1  C   O   124.02  3.000
 0WS  C4  N   C3  118.65  3.000
 0WS  H6  C8  C7  127.62  3.000
 0WS  H6  C8  C6  128.09  3.000
 0WS  C7  C8  C6  104.29  3.000
 0WS  H5  C7  N2  121.86  3.000
 0WS  H5  C7  C8  131.82  3.000
 0WS  N2  C7  C8  106.31  3.000
 0WS  H   N2  N1  119.71  3.000
 0WS  H   N2  C7  127.01  3.000
 0WS  N1  N2  C7  113.28  3.000
 0WS  N2  N1  C6  105.08  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
 0WS  CONST_01  C3  C2  C1  C5    0.00   0.0  0
 0WS  CONST_02  C3  N   C4  C5    0.00   0.0  0
 0WS  CONST_03  C4  C5  C1  C2    0.00   0.0  0
 0WS  CONST_04  C4  N   C3  C2    0.00   0.0  0
 0WS  CONST_05  N1  C6  C3  C2    0.00   0.0  0
 0WS  CONST_06  C8  C6  C3  C2  180.00   0.0  0
 0WS  CONST_07  N2  N1  C6  C3  180.00   0.0  0
 0WS  CONST_08  C7  C8  C6  C3  180.00   0.0  0
 0WS  CONST_09  C6  C3  N   C4  180.00   0.0  0
 0WS  CONST_10  C1  C2  C3  C6  180.00   0.0  0
 0WS  CONST_11  C7  N2  N1  C6    0.00   0.0  0
 0WS  CONST_12  N2  C7  C8  C6    0.00   0.0  0
 0WS  CONST_13  N   C4  C5  C1    0.00   0.0  0
 0WS  CONST_14  N   C3  C2  C1    0.00   0.0  0
 0WS  CONST_15  N1  C6  C3  N   180.00   0.0  0
 0WS  CONST_16  C8  C6  C3  N     0.00   0.0  0
 0WS  CONST_17  N2  N1  C6  C8    0.00   0.0  0
 0WS  CONST_18  N1  N2  C7  C8    0.00   0.0  0
 0WS  CONST_19  N1  C6  C8  C7    0.00   0.0  0
 0WS  CONST_20  C   C1  C2  C3  180.00   0.0  0
 0WS  CONST_21  C   C1  C5  C4  180.00   0.0  0
 0WS  CONST_22  H2  C2  C1  C5  180.00   0.0  0
 0WS  CONST_23  H4  C5  C1  C2  180.00   0.0  0
 0WS  CONST_24  H3  C4  N   C3  180.00   0.0  0
 0WS  CONST_25  H6  C8  C6  C3    0.00   0.0  0
 0WS  CONST_26  H   N2  N1  C6  180.00   0.0  0
 0WS  CONST_27  H5  C7  C8  C6  180.00   0.0  0
 0WS  CONST_28  H1  O   C   C1  180.00   0.0  0
 0WS  Var_01    O   C   C1  C5   -0.66  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
 0WS  plan-1  C3  0.020
 0WS  plan-1  C6  0.020
 0WS  plan-1  C8  0.020
 0WS  plan-1  C7  0.020
 0WS  plan-1  N2  0.020
 0WS  plan-1  N1  0.020
 0WS  plan-1  H6  0.020
 0WS  plan-1  H5  0.020
 0WS  plan-1  H   0.020
 0WS  plan-2  C5  0.020
 0WS  plan-2  C2  0.020
 0WS  plan-2  C3  0.020
 0WS  plan-2  C4  0.020
 0WS  plan-2  C6  0.020
 0WS  plan-2  C1  0.020
 0WS  plan-2  C   0.020
 0WS  plan-2  N   0.020
 0WS  plan-2  H4  0.020
 0WS  plan-2  H2  0.020
 0WS  plan-2  H3  0.020
 0WS  plan-3  O   0.020
 0WS  plan-3  C1  0.020
 0WS  plan-3  O1  0.020
 0WS  plan-3  C   0.020
 0WS  plan-3  H1  0.020

