# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May 30 09:59:55 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 3-{(E)-[(3Z)-5-amino-3-imino-3H-pyrazol-4-yl]diazenyl}benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC1=C(N=Nc2cccc(c2)C(O)=O)C(=N)N=N1
#
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
 U14  U14  '3-{(E)-[(3Z)-5-amino-3-imino-3H-pyrazol-4-yl]diazenyl}benzoic acid'  ligand  26  18  .  2021-08-24  2021-08-24  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_U14
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
 U14  O2    O  O     0  -0.436   4.1806   1.9847  -0.0135
 U14  C4    C  C     0   0.540   4.3252   0.7858  -0.0172
 U14  O1    O  OH1   0  -0.593   5.5113   0.1965  -0.0228
 U14  C9    C  CR6   0  -0.071   3.1975  -0.1808  -0.0175
 U14  C6    C  CR16  0  -0.268   3.3988  -1.5589  -0.0188
 U14  C10   C  CR16  0  -0.231   2.3023  -2.4126  -0.0201
 U14  C7    C  CR16  0  -0.272   1.0138  -1.9106  -0.0194
 U14  C8    C  CR16  0  -0.312   1.9019   0.3262  -0.0175
 U14  C5    C  CR6   0   0.272   0.8059  -0.5277  -0.0184
 U14  N6    N  N     0  -0.352  -0.4499   0.0963  -0.0189
 U14  N5    N  N     0  -0.198  -1.4293  -0.6852  -0.0165
 U14  C2    C  CR5   0   0.003  -2.6429  -0.0787  -0.0154
 U14  C3    C  CR5   0   0.506  -2.9745   1.2568  -0.0108
 U14  N4    N  NH2   0  -0.770  -2.2489   2.3456  -0.0134
 U14  N2    N  N     0  -0.210  -4.4048   1.3897  -0.0043
 U14  C1    C  CR5   0   0.326  -3.9158  -0.7618  -0.0125
 U14  N3    N  N     0  -0.205  -4.9376   0.2743  -0.0056
 U14  N1    N  N     0  -0.538  -4.1918  -1.9900  -0.0155
 U14  HO1   H  HOH1  0   0.489   6.2135   0.8639  -0.0245
 U14  H6    H  HCR6  0   0.273   4.3957  -1.9762  -0.0190
 U14  H10   H  HCR6  0   0.272   2.4581  -3.4832  -0.0247
 U14  H7    H  HCR6  0   0.276   0.1697  -2.5863  -0.0183
 U14  H8    H  HCR6  0   0.269   1.7321   1.3952  -0.0173
 U14  HN41  H  HNH2  0   0.433  -1.2428   2.2662  -0.0123
 U14  HN42  H  HNH2  0   0.428  -2.6792   3.2576   0.0034
 U14  HN12  H  H     0   0.368  -5.1991  -2.1346  -0.0118

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
 U14  O2   C4    double    1.208  0.020  1.208
 U14  C4   O1    single    1.325  0.020  1.325
 U14  C4   C9    single    1.485  0.020  1.485
 U14  O1   HO1   single    0.850  0.020  0.980
 U14  C9   C6    aromatic  1.393  0.020  1.393
 U14  C9   C8    aromatic  1.391  0.020  1.391
 U14  C6   C10   aromatic  1.390  0.020  1.390
 U14  C6   H6    single    0.930  0.020  1.080
 U14  C10  C7    aromatic  1.383  0.020  1.383
 U14  C10  H10   single    0.930  0.020  1.080
 U14  C7   C5    aromatic  1.398  0.020  1.398
 U14  C7   H7    single    0.930  0.020  1.080
 U14  C8   C5    aromatic  1.389  0.020  1.389
 U14  C8   H8    single    0.930  0.020  1.080
 U14  C5   N6    single    1.402  0.020  1.402
 U14  N6   N5    double    1.253  0.020  1.253
 U14  N5   C2    single    1.357  0.020  1.357
 U14  C2   C3    double    1.376  0.020  1.376
 U14  C2   C1    single    1.445  0.020  1.445
 U14  C3   N4    single    1.309  0.020  1.309
 U14  C3   N2    single    1.436  0.020  1.436
 U14  N4   HN41  single    0.860  0.020  1.020
 U14  N4   HN42  single    0.860  0.020  1.020
 U14  N2   N3    double    1.236  0.020  1.236
 U14  C1   N3    single    1.455  0.020  1.455
 U14  C1   N1    double    1.259  0.020  1.259
 U14  N1   HN12  single    0.890  0.020  1.040

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
 U14  C9    C4   O1    112.98  3.000
 U14  C9    C4   O2    123.73  3.000
 U14  O1    C4   O2    123.30  3.000
 U14  HO1   O1   C4    110.03  3.000
 U14  C8    C9   C6    119.68  3.000
 U14  C8    C9   C4    118.02  3.000
 U14  C6    C9   C4    122.30  3.000
 U14  H6    C6   C10   119.38  3.000
 U14  H6    C6   C9    121.02  3.000
 U14  C10   C6   C9    119.60  3.000
 U14  H10   C10  C7    119.57  3.000
 U14  H10   C10  C6    119.63  3.000
 U14  C7    C10  C6    120.81  3.000
 U14  H7    C7   C5    120.13  3.000
 U14  H7    C7   C10   120.04  3.000
 U14  C5    C7   C10   119.84  3.000
 U14  H8    C8   C5    118.90  3.000
 U14  H8    C8   C9    120.40  3.000
 U14  C5    C8   C9    120.71  3.000
 U14  N6    C5   C8    115.65  3.000
 U14  N6    C5   C7    124.98  3.000
 U14  C8    C5   C7    119.37  3.000
 U14  N5    N6   C5    114.98  3.000
 U14  C2    N5   N6    114.86  3.000
 U14  C1    C2   C3    104.28  3.000
 U14  C1    C2   N5    125.22  3.000
 U14  C3    C2   N5    130.50  3.000
 U14  N2    C3   N4    118.37  3.000
 U14  N2    C3   C2    109.26  3.000
 U14  N4    C3   C2    132.37  3.000
 U14  HN42  N4   HN41  119.77  3.000
 U14  HN42  N4   C3    121.05  3.000
 U14  HN41  N4   C3    119.16  3.000
 U14  N3    N2   C3    110.22  3.000
 U14  N1    C1   N3    122.73  3.000
 U14  N1    C1   C2    130.89  3.000
 U14  N3    C1   C2    106.38  3.000
 U14  C1    N3   N2    109.87  3.000
 U14  HN12  N1   C1    110.83  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
 U14  CONST_01  C7    C10  C6   C9      0.00   0.0  0
 U14  CONST_02  C7    C5   C8   C9      0.00   0.0  0
 U14  CONST_03  C5    C8   C9   C6      0.00   0.0  0
 U14  CONST_04  C5    C7   C10  C6      0.00   0.0  0
 U14  CONST_05  C8    C9   C6   C10     0.00   0.0  0
 U14  CONST_06  C8    C5   C7   C10     0.00   0.0  0
 U14  CONST_07  N3    N2   C3   C2      0.00   0.0  0
 U14  CONST_08  N2    N3   C1   C2      0.00   0.0  0
 U14  CONST_09  C10   C6   C9   C4    180.00   0.0  0
 U14  CONST_10  C5    C8   C9   C4    180.00   0.0  0
 U14  CONST_11  N6    C5   C8   C9    180.00   0.0  0
 U14  CONST_12  N6    C5   C7   C10   180.00   0.0  0
 U14  CONST_13  N3    N2   C3   N4    180.00   0.0  0
 U14  CONST_14  N1    C1   N3   N2    180.00   0.0  0
 U14  CONST_15  H10   C10  C6   C9    180.00   0.0  0
 U14  CONST_16  H8    C8   C9   C6    180.00   0.0  0
 U14  CONST_17  H7    C7   C10  C6    180.00   0.0  0
 U14  CONST_18  H6    C6   C10  C7    180.00   0.0  0
 U14  CONST_19  N5    N6   C5   C7      0.00   0.0  0
 U14  CONST_20  N5    N6   C5   C8    180.00   0.0  0
 U14  CONST_21  C3    C2   N5   N6      0.00   0.0  0
 U14  CONST_22  C1    C2   N5   N6    180.00   0.0  0
 U14  CONST_23  HN41  N4   C3   C2      0.00   0.0  0
 U14  CONST_24  HN42  N4   C3   C2    180.00   0.0  0
 U14  CONST_25  HN12  N1   C1   C2    180.00   0.0  0
 U14  CONST_26  HO1   O1   C4   C9    180.00   0.0  0
 U14  Var_01    C6    C9   C4   O2   -179.85  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
 U14  plan-1  C5    0.020
 U14  plan-1  N6    0.020
 U14  plan-1  N5    0.020
 U14  plan-1  C2    0.020
 U14  plan-1  C3    0.020
 U14  plan-1  N4    0.020
 U14  plan-1  N2    0.020
 U14  plan-1  C1    0.020
 U14  plan-1  N3    0.020
 U14  plan-1  N1    0.020
 U14  plan-1  HN41  0.020
 U14  plan-1  HN42  0.020
 U14  plan-1  HN12  0.020
 U14  plan-2  C4    0.020
 U14  plan-2  C9    0.020
 U14  plan-2  C6    0.020
 U14  plan-2  C10   0.020
 U14  plan-2  C7    0.020
 U14  plan-2  C8    0.020
 U14  plan-2  C5    0.020
 U14  plan-2  N6    0.020
 U14  plan-2  N5    0.020
 U14  plan-2  H6    0.020
 U14  plan-2  H10   0.020
 U14  plan-2  H7    0.020
 U14  plan-2  H8    0.020
 U14  plan-3  O2    0.020
 U14  plan-3  C4    0.020
 U14  plan-3  O1    0.020
 U14  plan-3  C9    0.020
 U14  plan-3  HO1   0.020

