# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 18:49:36 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 4-ethyl-5-methyl-2-(1H-tetrazol-5-yl)-1,2-dihydro-3H-pyrazol-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCC1=C(C)NN(C1=O)c2[nH]nnn2
#
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
 GF4  GF4  4-ethyl-5-methyl-2-(1H-tetrazol-5-yl)-1,2-dihydro-3H-pyrazol-3-one  ligand  24  14  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_GF4
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
 GF4  O11   O  O     0  -0.453   0.3783  -1.9850  -0.4814
 GF4  C3    C  CR5   0   0.576   0.6463  -0.8024  -0.4276
 GF4  C4    C  CR5   0  -0.236   1.9139  -0.1160  -0.3131
 GF4  C12   C  CH2   0  -0.511   3.2219  -0.8288  -0.2514
 GF4  C13   C  CH3   0  -0.657   3.4803  -1.4710   1.1107
 GF4  C5    C  CR5   0   0.385   1.6537   1.2088  -0.2213
 GF4  C14   C  CH3   0  -0.728   2.5784   2.3633  -0.1439
 GF4  N1    N  NR15  0  -0.508   0.2925   1.4482  -0.2003
 GF4  N2    N  NR5   0  -0.446  -0.3125   0.2259  -0.4386
 GF4  C6    C  CR5   0   0.769  -1.6299   0.0823  -0.1093
 GF4  N10   N  NR15  0  -0.498  -2.3520   0.9986   0.5378
 GF4  N9    N  N     0  -0.071  -3.5907   0.5353   0.6616
 GF4  N8    N  N     0  -0.131  -3.6031  -0.6113   0.1173
 GF4  N7    N  N     0  -0.359  -2.4083  -0.9340  -0.3870
 GF4  H12   H  HCH2  0   0.246   3.2485  -1.5970  -1.0276
 GF4  H12A  H  HCH2  0   0.244   4.0298  -0.1327  -0.4849
 GF4  H13   H  HCH3  0   0.228   2.7084  -2.2003   1.3561
 GF4  H13A  H  HCH3  0   0.233   4.4407  -1.9873   1.1179
 GF4  H13B  H  HCH3  0   0.226   3.4962  -0.7202   1.9010
 GF4  H14   H  HCH3  0   0.271   2.3709   3.0844  -0.9358
 GF4  H14A  H  HCH3  0   0.275   2.4700   2.8823   0.8089
 GF4  H14B  H  HCH3  0   0.265   3.6106   2.0385  -0.2421
 GF4  HN10  H  HNR5  0   0.455  -2.0868   1.8979   0.9164
 GF4  H10   H  HNR5  0   0.426  -0.0345   2.1754  -0.8307

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
 GF4  C3   O11   double    1.214  0.020  1.214
 GF4  C4   C3    single    1.446  0.020  1.446
 GF4  C4   C12   single    1.491  0.020  1.491
 GF4  C12  C13   single    1.528  0.020  1.528
 GF4  C12  H12   single    0.970  0.020  1.090
 GF4  C12  H12A  single    0.970  0.020  1.090
 GF4  C13  H13   single    0.970  0.020  1.090
 GF4  C13  H13A  single    0.970  0.020  1.090
 GF4  C13  H13B  single    0.970  0.020  1.090
 GF4  C5   C4    double    1.353  0.020  1.353
 GF4  C5   N1    single    1.382  0.020  1.382
 GF4  C14  C5    single    1.481  0.020  1.481
 GF4  C14  H14   single    0.970  0.020  1.090
 GF4  C14  H14A  single    0.970  0.020  1.090
 GF4  C14  H14B  single    0.970  0.020  1.090
 GF4  N1   N2    single    1.384  0.020  1.384
 GF4  N2   C3    single    1.406  0.020  1.406
 GF4  N2   C6    single    1.365  0.020  1.365
 GF4  C6   N7    aromatic  1.310  0.020  1.310
 GF4  N10  C6    aromatic  1.334  0.020  1.334
 GF4  N10  N9    aromatic  1.328  0.020  1.328
 GF4  N10  HN10  single    0.860  0.020  1.020
 GF4  N9   N8    aromatic  1.269  0.020  1.269
 GF4  N8   N7    aromatic  1.336  0.020  1.336
 GF4  N1   H10   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
 GF4  N2    C3   C4    104.55  3.000
 GF4  N2    C3   O11   124.17  3.000
 GF4  C4    C3   O11   131.27  3.000
 GF4  C5    C4   C12   129.34  3.000
 GF4  C5    C4   C3    107.55  3.000
 GF4  C12   C4   C3    123.05  3.000
 GF4  H12A  C12  H12   106.17  3.000
 GF4  H12A  C12  C13   109.48  3.000
 GF4  H12   C12  C13   109.50  3.000
 GF4  H12A  C12  C4    109.60  3.000
 GF4  H12   C12  C4    109.16  3.000
 GF4  C13   C12  C4    112.72  3.000
 GF4  H13B  C13  H13A  107.97  3.000
 GF4  H13B  C13  H13   107.93  3.000
 GF4  H13A  C13  H13   107.78  3.000
 GF4  H13B  C13  C12   111.06  3.000
 GF4  H13A  C13  C12   110.73  3.000
 GF4  H13   C13  C12   111.23  3.000
 GF4  N1    C5   C14   118.62  3.000
 GF4  C14   C5   C4    130.28  3.000
 GF4  N1    C5   C4    111.09  3.000
 GF4  H14B  C14  H14A  108.40  3.000
 GF4  H14B  C14  H14   108.22  3.000
 GF4  H14A  C14  H14   107.50  3.000
 GF4  H14B  C14  C5    110.82  3.000
 GF4  H14A  C14  C5    110.77  3.000
 GF4  H14   C14  C5    111.01  3.000
 GF4  H10   N1   N2    112.60  3.000
 GF4  H10   N1   C5    115.54  3.000
 GF4  N2    N1   C5    105.95  3.000
 GF4  C6    N2   N1    118.22  3.000
 GF4  C6    N2   C3    125.39  3.000
 GF4  N1    N2   C3    110.26  3.000
 GF4  N7    C6   N10   108.30  3.000
 GF4  N10   C6   N2    124.54  3.000
 GF4  N7    C6   N2    127.14  3.000
 GF4  HN10  N10  N9    121.32  3.000
 GF4  HN10  N10  C6    130.58  3.000
 GF4  N9    N10  C6    108.09  3.000
 GF4  N8    N9   N10   106.51  3.000
 GF4  N7    N8   N9    111.79  3.000
 GF4  N8    N7   C6    105.30  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
 GF4  CONST_01  N9    N8   N7   C6     0.00   0.0  0
 GF4  CONST_02  N8    N9   N10  C6     0.00   0.0  0
 GF4  CONST_03  N8    N7   C6   N10    0.00   0.0  0
 GF4  CONST_04  N7    N8   N9   N10    0.00   0.0  0
 GF4  CONST_05  N7    C6   N10  N9     0.00   0.0  0
 GF4  CONST_06  N8    N7   C6   N2   180.00   0.0  0
 GF4  CONST_07  N9    N10  C6   N2   180.00   0.0  0
 GF4  CONST_08  N1    N2   C3   C4     0.00   0.0  0
 GF4  CONST_10  N1    N2   C3   O11  180.00   0.0  0
 GF4  CONST_12  HN10  N10  C6   N2     0.00   0.0  0
 GF4  Var_01    N7    C6   N2   C3   -38.27  30.0  2
 GF4  Var_02    C13   C12  C4   C3   -75.67  30.0  3
 GF4  Var_03    H14   C14  C5   C4   124.43  30.0  3
 GF4  Var_04    H13   C13  C12  C4    59.84  30.0  3

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
 GF4  plan-1  O11   0.020
 GF4  plan-1  C3    0.020
 GF4  plan-1  C4    0.020
 GF4  plan-1  C12   0.020
 GF4  plan-1  C5    0.020
 GF4  plan-1  C14   0.020
 GF4  plan-1  N1    0.020
 GF4  plan-1  N2    0.020
 GF4  plan-1  C6    0.020
 GF4  plan-1  H10   0.020
 GF4  plan-2  N2    0.020
 GF4  plan-2  C6    0.020
 GF4  plan-2  N10   0.020
 GF4  plan-2  N9    0.020
 GF4  plan-2  N8    0.020
 GF4  plan-2  N7    0.020
 GF4  plan-2  HN10  0.020

