# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 02:46:43 2020
#   Inital geometry file: a 50 line input string
#   Ligand name: ethyl 1~{H}-pyrazole-4-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)c1c[nH]nc1
#
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
 GOJ  GOJ  'ethyl 1~{H}-pyrazole-4-carboxylate'  ligand  18  10  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_GOJ
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
 GOJ  N1  N  NR15  0  -0.417   2.9886   0.0255   0.0338
 GOJ  C4  C  CR15  0  -0.055   1.2564  -1.1630   0.0226
 GOJ  C5  C  CR15  0   0.070   1.9975   0.9150   0.0244
 GOJ  N   N  N     0  -0.259   2.5686  -1.2403   0.0323
 GOJ  C   C  CH3   0  -0.688  -3.6759  -1.0499   0.0129
 GOJ  O   O  O2    0  -0.462  -1.4473  -0.2120   0.0036
 GOJ  C1  C  CH2   0  -0.178  -2.8238   0.1951  -0.0071
 GOJ  C3  C  CR5   0  -0.278   0.8263   0.1809   0.0168
 GOJ  O1  O  O     0  -0.461  -0.7651   1.9213  -0.0041
 GOJ  H1  H  HNR5  0   0.431   3.9769   0.2240   0.0393
 GOJ  H2  H  HCR5  0   0.270   0.6551  -2.0591   0.0193
 GOJ  H3  H  HCR5  0   0.305   2.1760   1.9775   0.0240
 GOJ  H4  H  HCH3  0   0.236  -3.4958  -1.6768  -0.8604
 GOJ  H5  H  HCH3  0   0.236  -3.5019  -1.6439   0.9101
 GOJ  H6  H  HCH3  0   0.239  -4.7265  -0.7606   0.0040
 GOJ  H7  H  HCH2  0   0.235  -3.0238   0.7892  -0.9011
 GOJ  H8  H  HCH2  0   0.235  -3.0289   0.8219   0.8629
 GOJ  C2  C  C     0   0.542  -0.5210   0.7368   0.0045

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
 GOJ  N   N1  aromatic  1.334  0.020  1.334
 GOJ  N   C4  aromatic  1.315  0.020  1.315
 GOJ  N1  C5  aromatic  1.332  0.020  1.332
 GOJ  C4  C3  aromatic  1.411  0.020  1.411
 GOJ  C5  C3  aromatic  1.382  0.020  1.382
 GOJ  C3  C2  single    1.458  0.020  1.458
 GOJ  O   C2  single    1.326  0.020  1.326
 GOJ  O   C1  single    1.435  0.020  1.435
 GOJ  C2  O1  double    1.209  0.020  1.209
 GOJ  C1  C   single    1.509  0.020  1.509
 GOJ  N1  H1  single    0.860  0.020  1.020
 GOJ  C4  H2  single    0.930  0.020  1.080
 GOJ  C5  H3  single    0.930  0.020  1.080
 GOJ  C   H4  single    0.970  0.020  1.090
 GOJ  C   H5  single    0.970  0.020  1.090
 GOJ  C   H6  single    0.970  0.020  1.090
 GOJ  C1  H7  single    0.970  0.020  1.090
 GOJ  C1  H8  single    0.970  0.020  1.090

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
 GOJ  H1  N1  N   119.71  3.000
 GOJ  H1  N1  C5  126.74  3.000
 GOJ  N   N1  C5  113.55  3.000
 GOJ  H2  C4  C3  128.39  3.000
 GOJ  H2  C4  N   120.49  3.000
 GOJ  C3  C4  N   111.12  3.000
 GOJ  H3  C5  C3  131.62  3.000
 GOJ  H3  C5  N1  122.37  3.000
 GOJ  C3  C5  N1  106.01  3.000
 GOJ  C4  N   N1  104.98  3.000
 GOJ  H6  C   H5  107.78  3.000
 GOJ  H6  C   H4  107.78  3.000
 GOJ  H5  C   H4  108.64  3.000
 GOJ  H6  C   C1  108.98  3.000
 GOJ  H5  C   C1  111.75  3.000
 GOJ  H4  C   C1  111.76  3.000
 GOJ  C2  O   C1  117.84  3.000
 GOJ  H8  C1  H7  107.80  3.000
 GOJ  H8  C1  O   109.70  3.000
 GOJ  H7  C1  O   109.64  3.000
 GOJ  H8  C1  C   110.92  3.000
 GOJ  H7  C1  C   110.88  3.000
 GOJ  O   C1  C   107.91  3.000
 GOJ  C2  C3  C5  125.50  3.000
 GOJ  C2  C3  C4  130.17  3.000
 GOJ  C5  C3  C4  104.33  3.000
 GOJ  O1  C2  C3  124.07  3.000
 GOJ  O1  C2  O   124.04  3.000
 GOJ  C3  C2  O   111.89  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
 GOJ  CONST_01  C3  C4  N   N1    0.00   0.0  0
 GOJ  CONST_02  C4  C3  C5  N1    0.00   0.0  0
 GOJ  CONST_03  C5  N1  N   C4    0.00   0.0  0
 GOJ  CONST_04  N   C4  C3  C5    0.00   0.0  0
 GOJ  CONST_05  C3  C5  N1  N     0.00   0.0  0
 GOJ  CONST_06  C2  C3  C5  N1  180.00   0.0  0
 GOJ  CONST_07  C2  C3  C4  N   180.00   0.0  0
 GOJ  CONST_08  H2  C4  N   N1  180.00   0.0  0
 GOJ  CONST_09  H1  N1  N   C4  180.00   0.0  0
 GOJ  CONST_10  H3  C5  C3  C4  180.00   0.0  0
 GOJ  Var_01    O   C2  C3  C4    0.25  30.0  2
 GOJ  Var_02    C3  C2  O   C1  179.96  30.0  3
 GOJ  Var_03    H4  C   C1  O   -60.93  30.0  3
 GOJ  Var_04    H7  C1  O   C2   59.90  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
 GOJ  plan-1  N1  0.020
 GOJ  plan-1  C4  0.020
 GOJ  plan-1  C5  0.020
 GOJ  plan-1  N   0.020
 GOJ  plan-1  C3  0.020
 GOJ  plan-1  H1  0.020
 GOJ  plan-1  H2  0.020
 GOJ  plan-1  H3  0.020
 GOJ  plan-1  C2  0.020
 GOJ  plan-2  O   0.020
 GOJ  plan-2  C3  0.020
 GOJ  plan-2  O1  0.020
 GOJ  plan-2  C2  0.020

