# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jun 10 01:37:28 2020
#   Inital geometry file: a 62 line input string
#   Ligand name: 1-phenyl-1H-pyrazole-4-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cnn(c1)c2ccccc2
#
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
 ZZA  ZZA  '1-phenyl-1H-pyrazole-4-carboxylic acid'  ligand  21  14  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZZA
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
 ZZA  O1   O  OC    -1  -0.601  4.7517  12.2181   4.7288
 ZZA  C2   C  C      0   0.350  4.3870  13.3846   4.4825
 ZZA  O3   O  O      0  -0.601  3.9174  14.2158   5.2845
 ZZA  C4   C  CR5    0  -0.344  4.5311  13.8362   3.0606
 ZZA  C5   C  CR15   0  -0.051  5.0461  13.1244   1.9571
 ZZA  N6   N  N      0  -0.285  5.0263  13.8434   0.8560
 ZZA  N7   N  NR5    0  -0.401  4.5021  15.0218   1.2155
 ZZA  C8   C  CR15   0   0.042  4.1950  15.0584   2.5318
 ZZA  C9   C  CR6    0   0.376  4.3467  16.0504   0.2671
 ZZA  C10  C  CR16   0  -0.317  3.3937  17.0445   0.4670
 ZZA  C11  C  CR16   0  -0.248  3.2604  18.0655  -0.4622
 ZZA  C12  C  CR16   0  -0.263  4.0578  18.0938  -1.5980
 ZZA  C13  C  CR16   0  -0.247  4.9971  17.0905  -1.7962
 ZZA  C14  C  CR16   0  -0.301  5.1502  16.0715  -0.8684
 ZZA  H5   H  HCR5   0   0.260  5.4255  12.1137   1.9364
 ZZA  H8   H  HCR5   0   0.293  3.7875  15.9377   3.0015
 ZZA  H10  H  HCR6   0   0.278  2.7425  17.0212   1.3307
 ZZA  H14  H  HCR6   0   0.274  5.8916  15.3005  -1.0228
 ZZA  H11  H  HCR6   0   0.265  2.5180  18.8353  -0.2988
 ZZA  H12  H  HCR6   0   0.261  3.9458  18.8882  -2.3238
 ZZA  H13  H  HCR6   0   0.263  5.6253  17.1015  -2.6772

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
 ZZA  O1   C2   deloc     1.247  0.020  1.247
 ZZA  C2   O3   deloc     1.247  0.020  1.247
 ZZA  C2   C4   single    1.499  0.020  1.499
 ZZA  C4   C5   aromatic  1.411  0.020  1.411
 ZZA  C4   C8   aromatic  1.373  0.020  1.373
 ZZA  C5   N6   aromatic  1.315  0.020  1.315
 ZZA  N6   N7   aromatic  1.339  0.020  1.339
 ZZA  N7   C8   aromatic  1.352  0.020  1.352
 ZZA  N7   C9   single    1.408  0.020  1.408
 ZZA  C9   C10  aromatic  1.391  0.020  1.391
 ZZA  C9   C14  aromatic  1.391  0.020  1.391
 ZZA  C10  C11  aromatic  1.387  0.020  1.387
 ZZA  C11  C12  aromatic  1.388  0.020  1.388
 ZZA  C12  C13  aromatic  1.389  0.020  1.389
 ZZA  C13  C14  aromatic  1.387  0.020  1.387
 ZZA  C5   H5   single    0.930  0.020  1.080
 ZZA  C8   H8   single    0.930  0.020  1.080
 ZZA  C10  H10  single    0.930  0.020  1.080
 ZZA  C14  H14  single    0.930  0.020  1.080
 ZZA  C11  H11  single    0.930  0.020  1.080
 ZZA  C12  H12  single    0.930  0.020  1.080
 ZZA  C13  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
 ZZA  C4   C2   O3   116.46  3.000
 ZZA  C4   C2   O1   116.18  3.000
 ZZA  O3   C2   O1   127.35  3.000
 ZZA  C8   C4   C5   103.72  3.000
 ZZA  C8   C4   C2   127.58  3.000
 ZZA  C5   C4   C2   128.70  3.000
 ZZA  H5   C5   N6   120.06  3.000
 ZZA  H5   C5   C4   128.00  3.000
 ZZA  N6   C5   C4   111.94  3.000
 ZZA  N7   N6   C5   105.20  3.000
 ZZA  C9   N7   C8   127.67  3.000
 ZZA  C9   N7   N6   120.36  3.000
 ZZA  C8   N7   N6   111.97  3.000
 ZZA  H8   C8   N7   122.18  3.000
 ZZA  H8   C8   C4   130.64  3.000
 ZZA  N7   C8   C4   107.17  3.000
 ZZA  C14  C9   C10  120.13  3.000
 ZZA  C14  C9   N7   119.81  3.000
 ZZA  C10  C9   N7   120.05  3.000
 ZZA  H10  C10  C11  119.52  3.000
 ZZA  H10  C10  C9   120.77  3.000
 ZZA  C11  C10  C9   119.70  3.000
 ZZA  H11  C11  C12  120.21  3.000
 ZZA  H11  C11  C10  119.25  3.000
 ZZA  C12  C11  C10  120.53  3.000
 ZZA  H12  C12  C13  120.32  3.000
 ZZA  H12  C12  C11  120.30  3.000
 ZZA  C13  C12  C11  119.38  3.000
 ZZA  H13  C13  C14  119.22  3.000
 ZZA  H13  C13  C12  120.10  3.000
 ZZA  C14  C13  C12  120.68  3.000
 ZZA  H14  C14  C13  120.29  3.000
 ZZA  H14  C14  C9   120.14  3.000
 ZZA  C13  C14  C9   119.57  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
 ZZA  CONST_01  N7   N6   C5   C4     0.00   0.0  0
 ZZA  CONST_02  N6   N7   C8   C4     0.00   0.0  0
 ZZA  CONST_03  C9   N7   C8   C4   180.00   0.0  0
 ZZA  CONST_04  N7   C8   C4   C5     0.00   0.0  0
 ZZA  CONST_05  C8   N7   N6   C5     0.00   0.0  0
 ZZA  CONST_06  C9   N7   N6   C5   180.00   0.0  0
 ZZA  CONST_07  C8   C4   C5   N6     0.00   0.0  0
 ZZA  CONST_10  C11  C10  C9   N7   180.00   0.0  0
 ZZA  CONST_11  C13  C14  C9   N7   180.00   0.0  0
 ZZA  CONST_14  C12  C11  C10  C9     0.00   0.0  0
 ZZA  CONST_15  C12  C13  C14  C9     0.00   0.0  0
 ZZA  CONST_16  C13  C14  C9   C10    0.00   0.0  0
 ZZA  CONST_17  C13  C12  C11  C10    0.00   0.0  0
 ZZA  CONST_18  C14  C9   C10  C11    0.00   0.0  0
 ZZA  CONST_19  C14  C13  C12  C11    0.00   0.0  0
 ZZA  CONST_20  N6   C5   C4   C2   180.00   0.0  0
 ZZA  CONST_21  N7   C8   C4   C2   180.00   0.0  0
 ZZA  CONST_22  H8   C8   C4   C5   180.00   0.0  0
 ZZA  CONST_23  H5   C5   N6   N7   180.00   0.0  0
 ZZA  CONST_24  H10  C10  C9   N7     0.00   0.0  0
 ZZA  CONST_25  H14  C14  C9   N7     0.00   0.0  0
 ZZA  CONST_26  H11  C11  C10  C9   180.00   0.0  0
 ZZA  CONST_27  H13  C13  C14  C9   180.00   0.0  0
 ZZA  CONST_28  H12  C12  C11  C10  180.00   0.0  0
 ZZA  Var_01    C5   C4   C2   O1    -1.10  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
 ZZA  plan-1  C2   0.020
 ZZA  plan-1  C4   0.020
 ZZA  plan-1  C5   0.020
 ZZA  plan-1  N6   0.020
 ZZA  plan-1  N7   0.020
 ZZA  plan-1  C8   0.020
 ZZA  plan-1  C9   0.020
 ZZA  plan-1  H5   0.020
 ZZA  plan-1  H8   0.020
 ZZA  plan-2  N7   0.020
 ZZA  plan-2  C9   0.020
 ZZA  plan-2  C10  0.020
 ZZA  plan-2  C11  0.020
 ZZA  plan-2  C12  0.020
 ZZA  plan-2  C13  0.020
 ZZA  plan-2  C14  0.020
 ZZA  plan-2  H10  0.020
 ZZA  plan-2  H14  0.020
 ZZA  plan-2  H11  0.020
 ZZA  plan-2  H12  0.020
 ZZA  plan-2  H13  0.020
 ZZA  plan-3  O1   0.020
 ZZA  plan-3  C2   0.020
 ZZA  plan-3  O3   0.020
 ZZA  plan-3  C4   0.020

