# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 11:23:01 2022
#   Inital geometry file: a 133 line input string
#   Ligand name: 2-[3-[2,6-bis(fluoranyl)-4-(1~{H}-pyrazol-4-yl)phenyl]-3-oxidanylidene-prop-1-enyl]-4-(1-methylpyrazol-4-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cc(cn1)c2ccc(C(O)=O)c(/C=C/C(=O)c3c(F)cc(cc3F)c4c[nH]nc4)c2
#
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
 L68  L68  '2-[3-[2,6-bis(fluoranyl)-4-(1~{H}-pyrazol-4-yl)phenyl]-3-oxidanylidene-prop-1-enyl]-4-(1-methylpyrazol-4-yl)benzoic acid'  ligand  47  32  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_L68
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
 L68  C10  C  CR6    0  -0.165   3.7321   1.9617  -0.4271
 L68  C13  C  C      0   0.402   3.8119   3.4196  -0.8358
 L68  C15  C  C1     0  -0.357   0.2073   2.1363   0.4355
 L68  C21  C  CR6    0   0.599  -2.6413   0.9167  -1.5384
 L68  C22  C  CR16   0  -0.532  -3.9716   0.5704  -1.4577
 L68  C24  C  CR16   0  -0.526  -3.6445   0.0264   0.8604
 L68  C28  C  CR5    0  -0.110  -5.8932  -0.2692  -0.1454
 L68  C01  C  CR15   0   0.013   4.3298  -3.2203   0.2082
 L68  C04  C  CR15   0  -0.103   2.6431  -2.8089   1.5448
 L68  C05  C  CR5    0  -0.132   3.5353  -2.1784   0.6532
 L68  C07  C  CR6    0   0.122   3.6095  -0.7688   0.2804
 L68  C08  C  CR16   0  -0.371   2.5768   0.1087   0.6020
 L68  C09  C  CR6    0   0.071   2.6196   1.4561   0.2513
 L68  C11  C  CR16   0  -0.264   4.7635   1.0835  -0.7490
 L68  C12  C  CR16   0  -0.344   4.7118  -0.2550  -0.4073
 L68  C14  C  C1     0  -0.144   1.5090   2.3134   0.7057
 L68  C16  C  C      0   0.360  -0.3221   1.2252  -0.5824
 L68  C19  C  CR6    0  -0.468  -1.7701   0.8643  -0.4563
 L68  C23  C  CR6    0   0.158  -4.4923   0.1127  -0.2458
 L68  C25  C  CR6    0   0.626  -2.3280   0.4060   0.7310
 L68  C29  C  CR15   0   0.008  -6.6169  -0.5619   0.9972
 L68  C32  C  CR15   0  -0.107  -6.8345  -0.4307  -1.1868
 L68  F27  F  F      0  -0.298  -1.5300   0.2927   1.7993
 L68  N02  N  NR5    0  -0.266   3.8980  -4.3351   0.8158
 L68  N03  N  N      0  -0.277   2.8753  -4.1039   1.6323
 L68  N30  N  NR15   0  -0.425  -7.8560  -0.8577   0.5945
 L68  N31  N  N      0  -0.256  -8.0135  -0.7879  -0.7232
 L68  O17  O  OC    -1  -0.586   4.8544   3.7964  -1.4020
 L68  O18  O  O      0  -0.572   2.8148   4.1201  -0.5660
 L68  O20  O  O      0  -0.386   0.3254   0.7933  -1.5143
 L68  H1   H  H      0   0.262  -0.5165   2.7373   0.9729
 L68  H3   H  HCR6   0   0.279  -4.5960   0.6683  -2.3357
 L68  H4   H  HCR6   0   0.279  -3.9957  -0.3452   1.8140
 L68  H5   H  HCR5   0   0.293   5.1474  -3.2433  -0.4939
 L68  H6   H  HCR5   0   0.255   1.8528  -2.3640   2.1311
 L68  H7   H  HCH3   0   0.262   4.7314  -6.0742   1.6129
 L68  H8   H  HCH3   0   0.261   3.6389  -6.3252   0.2382
 L68  H9   H  HCH3   0   0.259   5.2552  -5.6527  -0.0238
 L68  H10  H  HCR6   0   0.230   1.7086  -0.2578   1.1370
 L68  H11  H  HCR6   0   0.246   5.6264   1.4644  -1.2790
 L68  H12  H  HCR6   0   0.243   5.5407  -0.9012  -0.6693
 L68  H13  H  H      0   0.272   1.7559   3.0640   1.4466
 L68  H15  H  HCR5   0   0.298  -6.3449  -0.5699   2.0399
 L68  H16  H  HCR5   0   0.266  -6.6864  -0.3079  -2.2493
 L68  H17  H  HNR5   0   0.428  -8.6345  -1.1155   1.1806
 L68  C06  C  CH3    0  -0.507   4.4070  -5.6758   0.6539
 L68  F26  F  F      0  -0.294  -2.1796   1.3655  -2.7082

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
 L68  C06  N02  single    1.443  0.020  1.443
 L68  N02  C01  aromatic  1.341  0.020  1.341
 L68  N02  N03  aromatic  1.329  0.020  1.329
 L68  C01  C05  aromatic  1.384  0.020  1.384
 L68  N03  C04  aromatic  1.319  0.020  1.319
 L68  C15  C14  double    1.341  0.020  1.341
 L68  C15  C16  single    1.465  0.020  1.465
 L68  C05  C04  aromatic  1.410  0.020  1.410
 L68  C05  C07  single    1.460  0.020  1.460
 L68  C14  C09  single    1.475  0.020  1.475
 L68  C08  C07  aromatic  1.393  0.020  1.393
 L68  C08  C09  aromatic  1.393  0.020  1.393
 L68  F26  C21  single    1.335  0.020  1.335
 L68  C07  C12  aromatic  1.397  0.020  1.397
 L68  C09  C10  aromatic  1.398  0.020  1.398
 L68  C16  O20  double    1.214  0.020  1.214
 L68  C16  C19  single    1.498  0.020  1.498
 L68  C21  C19  aromatic  1.390  0.020  1.390
 L68  C21  C22  aromatic  1.377  0.020  1.377
 L68  C12  C11  aromatic  1.382  0.020  1.382
 L68  O18  C13  deloc     1.248  0.020  1.248
 L68  C10  C11  aromatic  1.392  0.020  1.392
 L68  C10  C13  single    1.516  0.020  1.516
 L68  C19  C25  aromatic  1.390  0.020  1.390
 L68  C13  O17  deloc     1.245  0.020  1.245
 L68  C22  C23  aromatic  1.396  0.020  1.396
 L68  C25  F27  single    1.338  0.020  1.338
 L68  C25  C24  aromatic  1.376  0.020  1.376
 L68  C23  C24  aromatic  1.396  0.020  1.396
 L68  C23  C28  single    1.455  0.020  1.455
 L68  C32  C28  aromatic  1.413  0.020  1.413
 L68  C32  N31  aromatic  1.316  0.020  1.316
 L68  C28  C29  aromatic  1.384  0.020  1.384
 L68  N31  N30  aromatic  1.329  0.020  1.329
 L68  C29  N30  aromatic  1.336  0.020  1.336
 L68  C15  H1   single    0.930  0.020  1.080
 L68  C22  H3   single    0.930  0.020  1.080
 L68  C24  H4   single    0.930  0.020  1.080
 L68  C01  H5   single    0.930  0.020  1.080
 L68  C04  H6   single    0.930  0.020  1.080
 L68  C06  H7   single    0.970  0.020  1.090
 L68  C06  H8   single    0.970  0.020  1.090
 L68  C06  H9   single    0.970  0.020  1.090
 L68  C08  H10  single    0.930  0.020  1.080
 L68  C11  H11  single    0.930  0.020  1.080
 L68  C12  H12  single    0.930  0.020  1.080
 L68  C14  H13  single    0.930  0.020  1.080
 L68  C29  H15  single    0.930  0.020  1.080
 L68  C32  H16  single    0.930  0.020  1.080
 L68  N30  H17  single    0.860  0.020  1.020

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
 L68  C11  C10  C09  118.27  3.000
 L68  C11  C10  C13  120.34  3.000
 L68  C09  C10  C13  121.37  3.000
 L68  O18  C13  O17  126.69  3.000
 L68  O17  C13  C10  117.24  3.000
 L68  O18  C13  C10  116.06  3.000
 L68  H1   C15  C16  116.62  3.000
 L68  H1   C15  C14  118.37  3.000
 L68  C16  C15  C14  124.95  3.000
 L68  F26  C21  C19  118.55  3.000
 L68  C19  C21  C22  123.39  3.000
 L68  F26  C21  C22  118.03  3.000
 L68  H3   C22  C23  121.26  3.000
 L68  H3   C22  C21  119.16  3.000
 L68  C23  C22  C21  119.58  3.000
 L68  H4   C24  C25  119.21  3.000
 L68  H4   C24  C23  121.49  3.000
 L68  C25  C24  C23  119.29  3.000
 L68  C32  C28  C29  103.65  3.000
 L68  C29  C28  C23  128.01  3.000
 L68  C32  C28  C23  128.34  3.000
 L68  H5   C01  N02  121.44  3.000
 L68  H5   C01  C05  131.38  3.000
 L68  N02  C01  C05  107.18  3.000
 L68  H6   C04  N03  119.83  3.000
 L68  H6   C04  C05  128.47  3.000
 L68  N03  C04  C05  111.70  3.000
 L68  C07  C05  C04  128.70  3.000
 L68  C07  C05  C01  128.01  3.000
 L68  C04  C05  C01  103.29  3.000
 L68  C12  C07  C08  117.83  3.000
 L68  C12  C07  C05  121.39  3.000
 L68  C08  C07  C05  120.78  3.000
 L68  H10  C08  C09  118.43  3.000
 L68  H10  C08  C07  119.66  3.000
 L68  C09  C08  C07  121.91  3.000
 L68  C14  C09  C08  117.49  3.000
 L68  C08  C09  C10  119.77  3.000
 L68  C14  C09  C10  122.59  3.000
 L68  H11  C11  C12  119.46  3.000
 L68  H11  C11  C10  118.82  3.000
 L68  C12  C11  C10  121.73  3.000
 L68  H12  C12  C11  119.29  3.000
 L68  H12  C12  C07  120.22  3.000
 L68  C11  C12  C07  120.48  3.000
 L68  H13  C14  C09  116.23  3.000
 L68  H13  C14  C15  116.78  3.000
 L68  C09  C14  C15  126.30  3.000
 L68  O20  C16  C19  119.64  3.000
 L68  C19  C16  C15  116.15  3.000
 L68  O20  C16  C15  124.18  3.000
 L68  C25  C19  C16  122.66  3.000
 L68  C25  C19  C21  115.21  3.000
 L68  C16  C19  C21  122.09  3.000
 L68  C28  C23  C24  120.89  3.000
 L68  C28  C23  C22  120.32  3.000
 L68  C24  C23  C22  118.78  3.000
 L68  F27  C25  C19  118.07  3.000
 L68  F27  C25  C24  118.17  3.000
 L68  C19  C25  C24  123.73  3.000
 L68  H15  C29  N30  121.61  3.000
 L68  H15  C29  C28  131.95  3.000
 L68  N30  C29  C28  106.44  3.000
 L68  H16  C32  N31  120.02  3.000
 L68  H16  C32  C28  128.38  3.000
 L68  N31  C32  C28  111.60  3.000
 L68  N03  N02  C06  120.12  3.000
 L68  N03  N02  C01  112.43  3.000
 L68  C06  N02  C01  127.44  3.000
 L68  N02  N03  C04  105.40  3.000
 L68  H17  N30  N31  119.90  3.000
 L68  H17  N30  C29  126.70  3.000
 L68  N31  N30  C29  113.40  3.000
 L68  N30  N31  C32  104.91  3.000
 L68  H9   C06  H8   109.00  3.000
 L68  H9   C06  H7   108.96  3.000
 L68  H8   C06  H7   109.19  3.000
 L68  H9   C06  N02  109.00  3.000
 L68  H8   C06  N02  110.38  3.000
 L68  H7   C06  N02  110.27  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
 L68  CONST_01  C07  C08  C09  C10    0.00   0.0  0
 L68  CONST_02  C07  C12  C11  C10    0.00   0.0  0
 L68  CONST_03  C24  C25  C19  C21    0.00   0.0  0
 L68  CONST_04  C24  C23  C22  C21    0.00   0.0  0
 L68  CONST_05  C28  C23  C22  C21  180.00   0.0  0
 L68  CONST_06  C25  C19  C21  C22    0.00   0.0  0
 L68  CONST_07  C25  C24  C23  C22    0.00   0.0  0
 L68  CONST_08  C32  C28  C23  C22    0.00   0.0  0
 L68  CONST_09  C29  C28  C23  C22  180.00   0.0  0
 L68  CONST_10  C32  C28  C23  C24  180.00   0.0  0
 L68  CONST_11  C29  C28  C23  C24    0.00   0.0  0
 L68  CONST_12  C25  C24  C23  C28  180.00   0.0  0
 L68  CONST_13  N30  N31  C32  C28    0.00   0.0  0
 L68  CONST_14  N31  N30  C29  C28    0.00   0.0  0
 L68  CONST_15  C04  N03  N02  C01    0.00   0.0  0
 L68  CONST_16  N03  C04  C05  C01    0.00   0.0  0
 L68  CONST_17  C08  C07  C05  C01  180.00   0.0  0
 L68  CONST_18  C12  C07  C05  C01    0.00   0.0  0
 L68  CONST_19  N02  C01  C05  C04    0.00   0.0  0
 L68  CONST_20  C08  C07  C05  C04    0.00   0.0  0
 L68  CONST_21  C12  C07  C05  C04  180.00   0.0  0
 L68  CONST_22  N03  N02  C01  C05    0.00   0.0  0
 L68  CONST_23  N02  N03  C04  C05    0.00   0.0  0
 L68  CONST_24  C09  C08  C07  C05  180.00   0.0  0
 L68  CONST_25  C11  C12  C07  C05  180.00   0.0  0
 L68  CONST_26  N02  C01  C05  C07  180.00   0.0  0
 L68  CONST_27  N03  C04  C05  C07  180.00   0.0  0
 L68  CONST_28  C11  C12  C07  C08    0.00   0.0  0
 L68  CONST_29  C11  C10  C09  C08    0.00   0.0  0
 L68  CONST_30  C12  C07  C08  C09    0.00   0.0  0
 L68  CONST_31  C12  C11  C10  C09    0.00   0.0  0
 L68  CONST_32  C23  C22  C21  C19    0.00   0.0  0
 L68  CONST_33  C23  C24  C25  C19    0.00   0.0  0
 L68  CONST_34  N31  C32  C28  C23  180.00   0.0  0
 L68  CONST_35  N30  C29  C28  C23  180.00   0.0  0
 L68  CONST_36  N31  C32  C28  C29    0.00   0.0  0
 L68  CONST_37  C32  N31  N30  C29    0.00   0.0  0
 L68  CONST_38  N30  C29  C28  C32    0.00   0.0  0
 L68  CONST_39  C08  C09  C10  C13  180.00   0.0  0
 L68  CONST_40  C12  C11  C10  C13  180.00   0.0  0
 L68  CONST_41  F27  C25  C19  C21  180.00   0.0  0
 L68  CONST_42  C16  C19  C21  C22  180.00   0.0  0
 L68  CONST_43  C16  C19  C25  C24  180.00   0.0  0
 L68  CONST_44  C06  N02  N03  C04  180.00   0.0  0
 L68  CONST_45  C06  N02  C01  C05  180.00   0.0  0
 L68  CONST_46  C14  C09  C08  C07  180.00   0.0  0
 L68  CONST_47  C14  C09  C10  C11  180.00   0.0  0
 L68  CONST_48  F26  C21  C22  C23  180.00   0.0  0
 L68  CONST_49  F27  C25  C24  C23  180.00   0.0  0
 L68  CONST_50  F26  C21  C19  C25  180.00   0.0  0
 L68  CONST_51  H10  C08  C09  C10  180.00   0.0  0
 L68  CONST_52  H12  C12  C11  C10  180.00   0.0  0
 L68  CONST_53  H4   C24  C23  C22  180.00   0.0  0
 L68  CONST_54  H3   C22  C23  C24  180.00   0.0  0
 L68  CONST_55  H17  N30  C29  C28  180.00   0.0  0
 L68  CONST_56  H6   C04  C05  C01  180.00   0.0  0
 L68  CONST_57  H5   C01  C05  C04  180.00   0.0  0
 L68  CONST_58  H11  C11  C12  C07  180.00   0.0  0
 L68  CONST_59  H16  C32  C28  C23    0.00   0.0  0
 L68  CONST_60  H15  C29  C28  C23    0.00   0.0  0
 L68  Var_01    C15  C14  C09  C10  126.47  30.0  3
 L68  Var_02    C21  C19  C16  C15  132.08  30.0  2
 L68  Var_03    O18  C13  C10  C09   -2.07  30.0  2
 L68  Var_04    H7   C06  N02  C01  122.22  30.0  2
 L68  Var_05    C16  C15  C14  C09  -13.41   0.0  2
 L68  Var_06    C19  C16  C15  C14  162.26  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
 L68  plan-1  C28  0.020
 L68  plan-1  C23  0.020
 L68  plan-1  C29  0.020
 L68  plan-1  C32  0.020
 L68  plan-1  N30  0.020
 L68  plan-1  N31  0.020
 L68  plan-1  H15  0.020
 L68  plan-1  H16  0.020
 L68  plan-1  H17  0.020
 L68  plan-2  C01  0.020
 L68  plan-2  C04  0.020
 L68  plan-2  C05  0.020
 L68  plan-2  C07  0.020
 L68  plan-2  N02  0.020
 L68  plan-2  N03  0.020
 L68  plan-2  H5   0.020
 L68  plan-2  H6   0.020
 L68  plan-2  C06  0.020
 L68  plan-3  C21  0.020
 L68  plan-3  C22  0.020
 L68  plan-3  C24  0.020
 L68  plan-3  C28  0.020
 L68  plan-3  C16  0.020
 L68  plan-3  C19  0.020
 L68  plan-3  C23  0.020
 L68  plan-3  C25  0.020
 L68  plan-3  F27  0.020
 L68  plan-3  H3   0.020
 L68  plan-3  H4   0.020
 L68  plan-3  F26  0.020
 L68  plan-4  C10  0.020
 L68  plan-4  C13  0.020
 L68  plan-4  C05  0.020
 L68  plan-4  C07  0.020
 L68  plan-4  C08  0.020
 L68  plan-4  C09  0.020
 L68  plan-4  C11  0.020
 L68  plan-4  C12  0.020
 L68  plan-4  C14  0.020
 L68  plan-4  H10  0.020
 L68  plan-4  H11  0.020
 L68  plan-4  H12  0.020
 L68  plan-5  C15  0.020
 L68  plan-5  C16  0.020
 L68  plan-5  C19  0.020
 L68  plan-5  O20  0.020
 L68  plan-6  C10  0.020
 L68  plan-6  C13  0.020
 L68  plan-6  O17  0.020
 L68  plan-6  O18  0.020
 L68  plan-7  C15  0.020
 L68  plan-7  C09  0.020
 L68  plan-7  C14  0.020
 L68  plan-7  C16  0.020
 L68  plan-7  H1   0.020
 L68  plan-7  H13  0.020

