# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 09:55:20 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: (5E)-5-(3H-indol-3-ylidene)-2,5-dihydro-1H-pyrazole-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C1=C\C(NN1)=C2/C=Nc3ccccc23
#
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
 4ZF  4ZF  '(5E)-5-(3H-indol-3-ylidene)-2,5-dihydro-1H-pyrazole-3-carboxylic acid'  ligand  26  17  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4ZF
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
 4ZF  C10  C  CR15  0  -0.162  -1.1459  -1.9276  -0.0244
 4ZF  C13  C  CR16  0  -0.329  -4.3609  -0.5335   0.0076
 4ZF  C15  C  CR16  0  -0.268  -3.7463   1.8079   0.0639
 4ZF  C17  C  CR56  0   0.115  -2.0093   0.1513   0.0199
 4ZF  O01  O  O     0  -0.401   4.7030  -1.2601  -0.0003
 4ZF  O03  O  OH1   0  -0.588   4.9319   0.9747   0.0123
 4ZF  C04  C  CR5   0   0.318   2.7890   0.1013   0.0025
 4ZF  C05  C  CR15  0  -0.536   1.7764  -0.8238   0.0047
 4ZF  C06  C  CR5   0   0.438   0.5621  -0.0988   0.0003
 4ZF  N07  N  NR15  0  -0.495   0.9225   1.1968  -0.0059
 4ZF  N08  N  NR15  0  -0.430   2.2526   1.3258   0.0019
 4ZF  C09  C  CR5   0  -0.068  -0.7701  -0.5650   0.0018
 4ZF  N11  N  N     0  -0.495  -2.4521  -2.1210  -0.0267
 4ZF  C12  C  CR56  0   0.175  -3.0052  -0.8656  -0.0006
 4ZF  C14  C  CR16  0  -0.292  -4.7224   0.8019   0.0385
 4ZF  C16  C  CR16  0  -0.414  -2.3976   1.4952   0.0555
 4ZF  H1   H  HCR5  0   0.236  -0.4603  -2.7682  -0.0435
 4ZF  H2   H  HCR6  0   0.236  -5.1141  -1.3123  -0.0095
 4ZF  H3   H  HCR6  0   0.241  -4.0506   2.8467   0.0921
 4ZF  H4   H  HOH1  0   0.505   5.8867   0.8028   0.0108
 4ZF  H6   H  HCR5  0   0.304   1.8869  -1.8942   0.0166
 4ZF  H9   H  HNR5  0   0.461   0.3442   2.0232  -0.0157
 4ZF  H10  H  HNR5  0   0.459   2.6832   2.2383  -0.0418
 4ZF  H12  H  HCR6  0   0.238  -5.7704   1.0752   0.0454
 4ZF  H13  H  HCR6  0   0.218  -1.6800   2.3070   0.0788
 4ZF  C02  C  C     0   0.533   4.2463  -0.1497   0.0047

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
 4ZF  C15  C14  aromatic  1.402  0.020  1.402
 4ZF  C15  C16  aromatic  1.384  0.020  1.384
 4ZF  C14  C13  aromatic  1.384  0.020  1.384
 4ZF  C16  C17  aromatic  1.399  0.020  1.399
 4ZF  C13  C12  aromatic  1.396  0.020  1.396
 4ZF  C17  C12  aromatic  1.424  0.020  1.424
 4ZF  C17  C09  single    1.431  0.020  1.431
 4ZF  C12  N11  single    1.372  0.020  1.372
 4ZF  N07  N08  single    1.336  0.020  1.336
 4ZF  N07  C06  single    1.345  0.020  1.345
 4ZF  C09  C06  double    1.411  0.020  1.411
 4ZF  C09  C10  single    1.414  0.020  1.414
 4ZF  N08  C04  single    1.337  0.020  1.337
 4ZF  N11  C10  double    1.320  0.020  1.320
 4ZF  C06  C05  single    1.414  0.020  1.414
 4ZF  C04  C05  double    1.372  0.020  1.372
 4ZF  C04  C02  single    1.479  0.020  1.479
 4ZF  O01  C02  double    1.201  0.020  1.201
 4ZF  C02  O03  single    1.317  0.020  1.317
 4ZF  C10  H1   single    0.930  0.020  1.080
 4ZF  C13  H2   single    0.930  0.020  1.080
 4ZF  C15  H3   single    0.930  0.020  1.080
 4ZF  O03  H4   single    0.850  0.020  0.980
 4ZF  C05  H6   single    0.930  0.020  1.080
 4ZF  N07  H9   single    0.860  0.020  1.020
 4ZF  N08  H10  single    0.860  0.020  1.020
 4ZF  C14  H12  single    0.930  0.020  1.080
 4ZF  C16  H13  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
 4ZF  H1   C10  N11  120.77  3.000
 4ZF  H1   C10  C09  125.39  3.000
 4ZF  N11  C10  C09  113.84  3.000
 4ZF  H2   C13  C14  120.83  3.000
 4ZF  H2   C13  C12  120.26  3.000
 4ZF  C14  C13  C12  118.91  3.000
 4ZF  H3   C15  C16  119.38  3.000
 4ZF  H3   C15  C14  119.55  3.000
 4ZF  C16  C15  C14  121.07  3.000
 4ZF  C16  C17  C12  119.49  3.000
 4ZF  C12  C17  C09  104.36  3.000
 4ZF  C16  C17  C09  136.15  3.000
 4ZF  H4   O03  C02  111.16  3.000
 4ZF  N08  C04  C05  108.76  3.000
 4ZF  C05  C04  C02  127.81  3.000
 4ZF  N08  C04  C02  123.43  3.000
 4ZF  H6   C05  C06  126.73  3.000
 4ZF  H6   C05  C04  126.52  3.000
 4ZF  C06  C05  C04  106.75  3.000
 4ZF  C09  C06  N07  124.83  3.000
 4ZF  C09  C06  C05  129.87  3.000
 4ZF  N07  C06  C05  105.29  3.000
 4ZF  H9   N07  N08  119.45  3.000
 4ZF  H9   N07  C06  129.47  3.000
 4ZF  N08  N07  C06  111.08  3.000
 4ZF  H10  N08  N07  120.75  3.000
 4ZF  H10  N08  C04  131.03  3.000
 4ZF  N07  N08  C04  108.12  3.000
 4ZF  C06  C09  C17  130.68  3.000
 4ZF  C06  C09  C10  124.70  3.000
 4ZF  C17  C09  C10  104.62  3.000
 4ZF  C12  N11  C10  105.35  3.000
 4ZF  N11  C12  C17  111.83  3.000
 4ZF  N11  C12  C13  127.54  3.000
 4ZF  C17  C12  C13  120.63  3.000
 4ZF  H12  C14  C15  119.51  3.000
 4ZF  H12  C14  C13  119.76  3.000
 4ZF  C15  C14  C13  120.73  3.000
 4ZF  H13  C16  C17  122.43  3.000
 4ZF  H13  C16  C15  118.41  3.000
 4ZF  C17  C16  C15  119.17  3.000
 4ZF  C04  C02  O03  111.60  3.000
 4ZF  O03  C02  O01  126.27  3.000
 4ZF  C04  C02  O01  122.13  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
 4ZF  CONST_01  C16  C15  C14  C13     0.00   0.0  0
 4ZF  CONST_02  C16  C17  C12  C13     0.00   0.0  0
 4ZF  CONST_03  C12  C13  C14  C15     0.00   0.0  0
 4ZF  CONST_04  C12  C17  C16  C15     0.00   0.0  0
 4ZF  CONST_05  C14  C15  C16  C17     0.00   0.0  0
 4ZF  CONST_06  C14  C13  C12  C17     0.00   0.0  0
 4ZF  CONST_07  H3   C15  C14  C13   180.00   0.0  0
 4ZF  CONST_08  H2   C13  C14  C15   180.00   0.0  0
 4ZF  CONST_09  H13  C16  C17  C09     0.00   0.0  0
 4ZF  CONST_10  H12  C14  C13  C12   180.00   0.0  0
 4ZF  CONST_11  H4   O03  C02  C04   180.00   0.0  0
 4ZF  Var_01    N07  C06  C09  C10   178.39  30.0  2
 4ZF  Var_02    N08  C04  C02  O01  -179.69  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
 4ZF  plan-1  C04  0.020
 4ZF  plan-1  C05  0.020
 4ZF  plan-1  C06  0.020
 4ZF  plan-1  N07  0.020
 4ZF  plan-1  N08  0.020
 4ZF  plan-1  C09  0.020
 4ZF  plan-1  H6   0.020
 4ZF  plan-1  H9   0.020
 4ZF  plan-1  H10  0.020
 4ZF  plan-1  C02  0.020
 4ZF  plan-2  C10  0.020
 4ZF  plan-2  C13  0.020
 4ZF  plan-2  C15  0.020
 4ZF  plan-2  C17  0.020
 4ZF  plan-2  C06  0.020
 4ZF  plan-2  C09  0.020
 4ZF  plan-2  N11  0.020
 4ZF  plan-2  C12  0.020
 4ZF  plan-2  C14  0.020
 4ZF  plan-2  C16  0.020
 4ZF  plan-2  H1   0.020
 4ZF  plan-2  H2   0.020
 4ZF  plan-2  H3   0.020
 4ZF  plan-2  H12  0.020
 4ZF  plan-2  H13  0.020
 4ZF  plan-3  O01  0.020
 4ZF  plan-3  O03  0.020
 4ZF  plan-3  C04  0.020
 4ZF  plan-3  H4   0.020
 4ZF  plan-3  C02  0.020

