# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 13:08:28 2021
#   Inital geometry file: a 78 line input string
#   Ligand name: N-(1-ethyl-1H-pyrazol-4-yl)-4-fluorobenzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCn1cc(NC(=O)c2ccc(F)cc2)cn1
#
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
 WSG  WSG  N-(1-ethyl-1H-pyrazol-4-yl)-4-fluorobenzamide  ligand  29  17  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_WSG
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
 WSG  N1   N  NR5   0  -0.263  -0.3691   8.9907   -7.9372
 WSG  N3   N  NH1   0  -0.740   1.6261  10.1560  -10.6318
 WSG  C4   C  CR5   0   0.068   0.8123   9.8816   -9.5374
 WSG  C5   C  C     0   0.529   2.2619   9.2307  -11.3817
 WSG  C6   C  CR6   0  -0.061   3.0572   9.7554  -12.5290
 WSG  C7   C  CR16  0  -0.277   2.7869  10.9739  -13.1502
 WSG  C8   C  CR16  0  -0.396   3.5464  11.4082  -14.2247
 WSG  C10  C  CR16  0  -0.398   4.8706   9.3883  -14.0847
 WSG  C1   C  CH3   0  -0.659  -0.1447   8.0232   -5.6795
 WSG  C2   C  CH2   0  -0.297  -0.9373   8.0693   -6.9737
 WSG  N2   N  N     0  -0.270  -0.5527  10.2931   -7.8017
 WSG  C3   C  CR15  0  -0.112   0.1512  10.8546   -8.7672
 WSG  C9   C  CR16  0  -0.247   4.0962   8.9652  -13.0182
 WSG  C11  C  CR6   0   0.534   4.5808  10.6075  -14.6688
 WSG  F1   F  F     0  -0.307   5.3223  11.0230  -15.7025
 WSG  O1   O  O     0  -0.470   2.2060   8.0354  -11.1366
 WSG  C12  C  CR15  0   0.029   0.4516   8.6792   -8.9624
 WSG  H1   H  HNH1  0   0.421   1.7865  11.1321  -10.8223
 WSG  H2   H  HCR6  0   0.272   1.9649  11.5994  -12.8267
 WSG  H3   H  HCR6  0   0.290   3.3302  12.3507  -14.7092
 WSG  H4   H  HCR6  0   0.288   5.6839   8.7800  -14.4580
 WSG  H5   H  HCH3  0   0.240  -0.6142   7.3295   -4.9827
 WSG  H6   H  HCH3  0   0.234   0.8772   7.6867   -5.8543
 WSG  H7   H  HCH3  0   0.236  -0.1086   9.0040   -5.2061
 WSG  H8   H  HCH2  0   0.262  -1.9664   8.3753   -6.7883
 WSG  H9   H  HCH2  0   0.258  -0.9695   7.0869   -7.4430
 WSG  H10  H  HCR5  0   0.269   0.1651  11.9270   -8.8961
 WSG  H11  H  HCR6  0   0.273   4.3104   8.0102  -12.5583
 WSG  H12  H  HCR5  0   0.296   0.7018   7.6610   -9.1980

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
 WSG  F1   C11  single    1.338  0.020  1.338
 WSG  C11  C8   aromatic  1.381  0.020  1.381
 WSG  C11  C10  aromatic  1.383  0.020  1.383
 WSG  C8   C7   aromatic  1.386  0.020  1.386
 WSG  C10  C9   aromatic  1.384  0.020  1.384
 WSG  C7   C6   aromatic  1.394  0.020  1.394
 WSG  C9   C6   aromatic  1.394  0.020  1.394
 WSG  C6   C5   single    1.491  0.020  1.491
 WSG  C5   O1   double    1.221  0.020  1.221
 WSG  C5   N3   single    1.350  0.020  1.350
 WSG  N3   C4   single    1.391  0.020  1.391
 WSG  C4   C3   aromatic  1.406  0.020  1.406
 WSG  C4   C12  aromatic  1.381  0.020  1.381
 WSG  C3   N2   aromatic  1.320  0.020  1.320
 WSG  C12  N1   aromatic  1.350  0.020  1.350
 WSG  N2   N1   aromatic  1.322  0.020  1.322
 WSG  N1   C2   single    1.449  0.020  1.449
 WSG  C2   C1   single    1.518  0.020  1.518
 WSG  N3   H1   single    0.860  0.020  1.020
 WSG  C7   H2   single    0.930  0.020  1.080
 WSG  C8   H3   single    0.930  0.020  1.080
 WSG  C10  H4   single    0.930  0.020  1.080
 WSG  C1   H5   single    0.970  0.020  1.090
 WSG  C1   H6   single    0.970  0.020  1.090
 WSG  C1   H7   single    0.970  0.020  1.090
 WSG  C2   H8   single    0.970  0.020  1.090
 WSG  C2   H9   single    0.970  0.020  1.090
 WSG  C3   H10  single    0.930  0.020  1.080
 WSG  C9   H11  single    0.930  0.020  1.080
 WSG  C12  H12  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
 WSG  C12  N1   N2   112.93  3.000
 WSG  N2   N1   C2   120.24  3.000
 WSG  C12  N1   C2   126.64  3.000
 WSG  H1   N3   C5   118.95  3.000
 WSG  H1   N3   C4   115.66  3.000
 WSG  C5   N3   C4   125.26  3.000
 WSG  C12  C4   C3   104.58  3.000
 WSG  C12  C4   N3   130.70  3.000
 WSG  C3   C4   N3   124.71  3.000
 WSG  O1   C5   C6   121.54  3.000
 WSG  O1   C5   N3   122.52  3.000
 WSG  C6   C5   N3   115.93  3.000
 WSG  C9   C6   C7   118.92  3.000
 WSG  C9   C6   C5   117.90  3.000
 WSG  C7   C6   C5   123.16  3.000
 WSG  H2   C7   C8   117.83  3.000
 WSG  H2   C7   C6   121.27  3.000
 WSG  C8   C7   C6   120.88  3.000
 WSG  H3   C8   C11  120.72  3.000
 WSG  H3   C8   C7   120.72  3.000
 WSG  C11  C8   C7   118.56  3.000
 WSG  H4   C10  C11  120.50  3.000
 WSG  H4   C10  C9   120.97  3.000
 WSG  C11  C10  C9   118.54  3.000
 WSG  H7   C1   H6   108.45  3.000
 WSG  H7   C1   H5   108.03  3.000
 WSG  H6   C1   H5   108.06  3.000
 WSG  H7   C1   C2   111.11  3.000
 WSG  H6   C1   C2   111.23  3.000
 WSG  H5   C1   C2   109.85  3.000
 WSG  H9   C2   H8   107.38  3.000
 WSG  H9   C2   C1   110.81  3.000
 WSG  H8   C2   C1   110.89  3.000
 WSG  H9   C2   N1   107.37  3.000
 WSG  H8   C2   N1   107.76  3.000
 WSG  C1   C2   N1   112.42  3.000
 WSG  C3   N2   N1   105.66  3.000
 WSG  H10  C3   N2   121.08  3.000
 WSG  H10  C3   C4   128.00  3.000
 WSG  N2   C3   C4   110.91  3.000
 WSG  H11  C9   C10  119.13  3.000
 WSG  H11  C9   C6   119.93  3.000
 WSG  C10  C9   C6   120.94  3.000
 WSG  F1   C11  C10  118.95  3.000
 WSG  C10  C11  C8   122.16  3.000
 WSG  F1   C11  C8   118.89  3.000
 WSG  H12  C12  C4   132.30  3.000
 WSG  H12  C12  N1   121.79  3.000
 WSG  C4   C12  N1   105.91  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
 WSG  CONST_01  C3   C4   C12  N1    0.00   0.0  0
 WSG  CONST_02  C4   C3   N2   N1    0.00   0.0  0
 WSG  CONST_03  N2   N1   C12  C4    0.00   0.0  0
 WSG  CONST_04  C11  C8   C7   C6    0.00   0.0  0
 WSG  CONST_05  C11  C10  C9   C6    0.00   0.0  0
 WSG  CONST_06  C10  C11  C8   C7    0.00   0.0  0
 WSG  CONST_07  C10  C9   C6   C7    0.00   0.0  0
 WSG  CONST_08  C9   C10  C11  C8    0.00   0.0  0
 WSG  CONST_09  C9   C6   C7   C8    0.00   0.0  0
 WSG  CONST_10  C12  C4   C3   N2    0.00   0.0  0
 WSG  CONST_11  C12  N1   N2   C3    0.00   0.0  0
 WSG  CONST_12  N3   C4   C12  N1  180.00   0.0  0
 WSG  CONST_13  N2   C3   C4   N3  180.00   0.0  0
 WSG  CONST_14  C2   N1   C12  C4  180.00   0.0  0
 WSG  CONST_15  C8   C7   C6   C5  180.00   0.0  0
 WSG  CONST_16  C10  C9   C6   C5  180.00   0.0  0
 WSG  CONST_17  F1   C11  C8   C7  180.00   0.0  0
 WSG  CONST_18  C3   N2   N1   C2  180.00   0.0  0
 WSG  CONST_19  F1   C11  C10  C9  180.00   0.0  0
 WSG  CONST_20  H10  C3   N2   N1  180.00   0.0  0
 WSG  CONST_21  H3   C8   C7   C6  180.00   0.0  0
 WSG  CONST_22  H4   C10  C9   C6  180.00   0.0  0
 WSG  CONST_23  H11  C9   C6   C7  180.00   0.0  0
 WSG  CONST_24  H12  C12  N1   N2  180.00   0.0  0
 WSG  CONST_25  H2   C7   C6   C9  180.00   0.0  0
 WSG  CONST_26  C6   C5   N3   C4  180.00   0.0  0
 WSG  CONST_27  C3   C4   N3   C5  180.00   0.0  0
 WSG  CONST_28  C12  C4   N3   C5    0.00   0.0  0
 WSG  CONST_29  H1   N3   C4   C3    0.00   0.0  0
 WSG  CONST_30  O1   C5   N3   C4    0.00   0.0  0
 WSG  Var_01    C7   C6   C5   N3  -25.07  30.0  2
 WSG  Var_02    C12  N1   C2   C1   97.39  30.0  1
 WSG  Var_03    H5   C1   C2   N1  179.28  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
 WSG  plan-1  N1   0.020
 WSG  plan-1  N3   0.020
 WSG  plan-1  C4   0.020
 WSG  plan-1  C2   0.020
 WSG  plan-1  N2   0.020
 WSG  plan-1  C3   0.020
 WSG  plan-1  C12  0.020
 WSG  plan-1  H10  0.020
 WSG  plan-1  H12  0.020
 WSG  plan-2  C5   0.020
 WSG  plan-2  C6   0.020
 WSG  plan-2  C7   0.020
 WSG  plan-2  C8   0.020
 WSG  plan-2  C10  0.020
 WSG  plan-2  C9   0.020
 WSG  plan-2  C11  0.020
 WSG  plan-2  F1   0.020
 WSG  plan-2  H2   0.020
 WSG  plan-2  H3   0.020
 WSG  plan-2  H4   0.020
 WSG  plan-2  H11  0.020
 WSG  plan-3  N3   0.020
 WSG  plan-3  C4   0.020
 WSG  plan-3  C5   0.020
 WSG  plan-3  C6   0.020
 WSG  plan-3  O1   0.020
 WSG  plan-3  H1   0.020

