# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 21:17:10 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: 3-(1H-pyrazol-4-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)c2c[nH]nc2
#
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
 EWG  EWG  '3-(1H-pyrazol-4-yl)benzoic acid'  ligand  21  14  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EWG
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
 EWG  C2   C  CR5    0  -0.107  -1.9513  -0.0207  -0.0290
 EWG  C3   C  CR15   0  -0.013  -3.1323  -0.7171   0.1505
 EWG  C6   C  CR15   0  -0.120  -2.3822   1.3096  -0.2295
 EWG  N4   N  NR15   0  -0.426  -4.1245   0.1783   0.0526
 EWG  N5   N  N      0  -0.264  -3.6960   1.4125  -0.1788
 EWG  C13  C  CR6    0   0.134  -0.5839  -0.5391  -0.0155
 EWG  C14  C  CR16   0  -0.397   0.5069   0.3294   0.0391
 EWG  C15  C  CR6    0  -0.074   1.8168  -0.1372   0.0502
 EWG  C16  C  CR16   0  -0.314   2.0405  -1.5109   0.0102
 EWG  C17  C  CR16   0  -0.224   0.9684  -2.3908  -0.0421
 EWG  C18  C  CR16   0  -0.349  -0.3326  -1.9127  -0.0585
 EWG  C19  C  C      0   0.400   2.9852   0.8416   0.1105
 EWG  O20  O  O      0  -0.592   2.6988   2.0539   0.1449
 EWG  O21  O  OC    -1  -0.594   4.1275   0.3448   0.1199
 EWG  H1   H  HCR5   0   0.289  -3.3303  -1.7583   0.3461
 EWG  H2   H  HCR5   0   0.258  -1.7789   2.1855  -0.4172
 EWG  H3   H  HNR5   0   0.422  -5.1120  -0.0039   0.1344
 EWG  H4   H  HCR6   0   0.235   0.3440   1.3988   0.0821
 EWG  H5   H  HCR6   0   0.242   3.0541  -1.8885   0.0192
 EWG  H6   H  HCR6   0   0.249   1.1441  -3.4588  -0.0756
 EWG  H7   H  HCR6   0   0.244  -1.1549  -2.6156  -0.1119

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
 EWG  O20  C19  deloc     1.246  0.020  1.246
 EWG  C16  C17  aromatic  1.388  0.020  1.388
 EWG  C16  C15  aromatic  1.392  0.020  1.392
 EWG  C17  C18  aromatic  1.386  0.020  1.386
 EWG  C15  C19  single    1.525  0.020  1.525
 EWG  C15  C14  aromatic  1.391  0.020  1.391
 EWG  C18  C13  aromatic  1.397  0.020  1.397
 EWG  C19  O21  deloc     1.246  0.020  1.246
 EWG  C14  C13  aromatic  1.395  0.020  1.395
 EWG  C13  C2   single    1.462  0.020  1.462
 EWG  C2   C3   aromatic  1.383  0.020  1.383
 EWG  C2   C6   aromatic  1.413  0.020  1.413
 EWG  C3   N4   aromatic  1.340  0.020  1.340
 EWG  C6   N5   aromatic  1.319  0.020  1.319
 EWG  N4   N5   aromatic  1.327  0.020  1.327
 EWG  C3   H1   single    0.930  0.020  1.080
 EWG  C6   H2   single    0.930  0.020  1.080
 EWG  N4   H3   single    0.860  0.020  1.020
 EWG  C14  H4   single    0.930  0.020  1.080
 EWG  C16  H5   single    0.930  0.020  1.080
 EWG  C17  H6   single    0.930  0.020  1.080
 EWG  C18  H7   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
 EWG  C13  C2   C6   128.35  3.000
 EWG  C6   C2   C3   103.43  3.000
 EWG  C13  C2   C3   128.23  3.000
 EWG  H1   C3   N4   121.52  3.000
 EWG  H1   C3   C2   131.84  3.000
 EWG  N4   C3   C2   106.64  3.000
 EWG  H2   C6   N5   119.99  3.000
 EWG  H2   C6   C2   128.17  3.000
 EWG  N5   C6   C2   111.83  3.000
 EWG  H3   N4   N5   119.93  3.000
 EWG  H3   N4   C3   126.80  3.000
 EWG  N5   N4   C3   113.27  3.000
 EWG  N4   N5   C6   104.83  3.000
 EWG  C18  C13  C14  118.20  3.000
 EWG  C14  C13  C2   120.70  3.000
 EWG  C18  C13  C2   121.10  3.000
 EWG  H4   C14  C15  118.22  3.000
 EWG  H4   C14  C13  119.92  3.000
 EWG  C15  C14  C13  121.86  3.000
 EWG  C19  C15  C16  120.74  3.000
 EWG  C19  C15  C14  120.43  3.000
 EWG  C16  C15  C14  118.83  3.000
 EWG  H5   C16  C17  120.19  3.000
 EWG  H5   C16  C15  119.65  3.000
 EWG  C17  C16  C15  120.16  3.000
 EWG  H6   C17  C18  119.48  3.000
 EWG  H6   C17  C16  120.07  3.000
 EWG  C18  C17  C16  120.45  3.000
 EWG  H7   C18  C17  119.30  3.000
 EWG  H7   C18  C13  120.20  3.000
 EWG  C17  C18  C13  120.50  3.000
 EWG  O21  C19  O20  126.76  3.000
 EWG  O21  C19  C15  116.54  3.000
 EWG  O20  C19  C15  116.70  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
 EWG  CONST_01  C17  C18  C13  C2   180.00   0.0  0
 EWG  CONST_02  C15  C14  C13  C2   180.00   0.0  0
 EWG  CONST_03  N5   N4   C3   C2     0.00   0.0  0
 EWG  CONST_04  N4   N5   C6   C2     0.00   0.0  0
 EWG  CONST_05  C18  C13  C2   C3     0.00   0.0  0
 EWG  CONST_06  C14  C13  C2   C3   180.00   0.0  0
 EWG  CONST_07  N5   C6   C2   C3     0.00   0.0  0
 EWG  CONST_08  C6   N5   N4   C3     0.00   0.0  0
 EWG  CONST_09  C18  C13  C2   C6   180.00   0.0  0
 EWG  CONST_10  C14  C13  C2   C6     0.00   0.0  0
 EWG  CONST_11  N4   C3   C2   C6     0.00   0.0  0
 EWG  CONST_12  C13  C2   C3   N4   180.00   0.0  0
 EWG  CONST_13  C13  C2   C6   N5   180.00   0.0  0
 EWG  CONST_14  C16  C17  C18  C13    0.00   0.0  0
 EWG  CONST_15  C16  C15  C14  C13    0.00   0.0  0
 EWG  CONST_16  C17  C16  C15  C14    0.00   0.0  0
 EWG  CONST_17  C17  C18  C13  C14    0.00   0.0  0
 EWG  CONST_18  C18  C17  C16  C15    0.00   0.0  0
 EWG  CONST_19  C18  C13  C14  C15    0.00   0.0  0
 EWG  CONST_20  C19  C15  C14  C13  180.00   0.0  0
 EWG  CONST_21  C19  C15  C16  C17  180.00   0.0  0
 EWG  CONST_22  H7   C18  C13  C2     0.00   0.0  0
 EWG  CONST_23  H4   C14  C13  C2     0.00   0.0  0
 EWG  CONST_24  H3   N4   C3   C2   180.00   0.0  0
 EWG  CONST_25  H2   C6   C2   C3   180.00   0.0  0
 EWG  CONST_26  H1   C3   C2   C6   180.00   0.0  0
 EWG  CONST_27  H6   C17  C18  C13  180.00   0.0  0
 EWG  CONST_28  H5   C16  C15  C14  180.00   0.0  0
 EWG  Var_01    O20  C19  C15  C14   -0.17  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
 EWG  plan-1  C2   0.020
 EWG  plan-1  C3   0.020
 EWG  plan-1  C6   0.020
 EWG  plan-1  N4   0.020
 EWG  plan-1  N5   0.020
 EWG  plan-1  C13  0.020
 EWG  plan-1  H1   0.020
 EWG  plan-1  H2   0.020
 EWG  plan-1  H3   0.020
 EWG  plan-2  C2   0.020
 EWG  plan-2  C13  0.020
 EWG  plan-2  C14  0.020
 EWG  plan-2  C15  0.020
 EWG  plan-2  C16  0.020
 EWG  plan-2  C17  0.020
 EWG  plan-2  C18  0.020
 EWG  plan-2  C19  0.020
 EWG  plan-2  H4   0.020
 EWG  plan-2  H5   0.020
 EWG  plan-2  H6   0.020
 EWG  plan-2  H7   0.020
 EWG  plan-3  C15  0.020
 EWG  plan-3  C19  0.020
 EWG  plan-3  O20  0.020
 EWG  plan-3  O21  0.020

