# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May 15 06:21:35 2020
#   Inital geometry file: a 151 line input string
#   Ligand name: (2S)-tert-butoxy[4-(4-chlorophenyl)-6-(3,4-dimethylphenyl)-2,5-dimethylpyridin-3-yl]ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc(cc1C)c2nc(C)c([C@H](OC(C)(C)C)C(O)=O)c(c2C)c3ccc(Cl)cc3
#
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
 LF8  LF8  '(2S)-tert-butoxy[4-(4-chlorophenyl)-6-(3,4-dimethylphenyl)-2,5-dimethylpyridin-3-yl]ethanoic acid'  ligand  62  32  .  2022-03-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_LF8
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
 LF8  N1   N   N     0  -0.446  -1.9088   1.4395  -0.3042
 LF8  C2   C   CR6   0   0.168  -2.1538   0.1483  -0.0969
 LF8  C3   C   CR6   0  -0.013  -1.1288  -0.7872   0.0622
 LF8  C4   C   CR6   0   0.165   0.1835  -0.3201  -0.0927
 LF8  C5   C   CR6   0   0.015   0.4305   1.0276  -0.3518
 LF8  C6   C   CR6   0   0.212  -0.6711   1.8930  -0.4248
 LF8  C7   C   CR6   0  -0.050   1.2953  -1.3012   0.0288
 LF8  C8   C   CR16  0  -0.260   1.7741  -1.9724  -1.0922
 LF8  C9   C   CR16  0  -0.198   2.7877  -2.9124  -0.9784
 LF8  C10  C   CR6   0  -0.045   3.3214  -3.1822   0.2716
 LF8  C11  C   CR16  0  -0.199   2.8552  -2.5343   1.4045
 LF8  C12  C   CR16  0  -0.282   1.8400  -1.5988   1.2747
 LF8  CL   CL  CL    0  -0.127   4.5894  -4.3538   0.4219
 LF8  C14  C   CH3   0  -0.762  -1.3857  -2.2271   0.4030
 LF8  C15  C   CH3   0  -0.730  -0.5575   3.3761  -0.6378
 LF8  C16  C   CR6   0   0.049  -3.5924  -0.2058  -0.0473
 LF8  C17  C   CR16  0  -0.298  -4.1147  -1.2642  -0.7826
 LF8  C18  C   CR16  0  -0.285  -5.4753  -1.5335  -0.7458
 LF8  C19  C   CR6   0   0.057  -6.3481  -0.7685   0.0200
 LF8  C20  C   CR6   0   0.087  -5.8319   0.3067   0.7595
 LF8  C21  C   CR16  0  -0.341  -4.4702   0.5744   0.7047
 LF8  C22  C   CH3   0  -0.735  -7.8133  -1.0868   0.0502
 LF8  C23  C   CH3   0  -0.735  -6.7371   1.1596   1.5999
 LF8  C24  C   CH1   0  -0.173   1.8439   1.5408  -0.5596
 LF8  C25  C   C     0   0.541   2.0875   1.8719  -2.0340
 LF8  O26  O   O2    0  -0.484   2.0906   2.6577   0.2283
 LF8  C27  C   CT    0   0.187   3.2783   2.6960   1.0314
 LF8  C28  C   CH3   0  -0.657   3.2335   4.0679   1.6911
 LF8  C29  C   CH3   0  -0.674   3.2404   1.6056   2.0981
 LF8  C30  C   CH3   0  -0.677   4.5403   2.5629   0.1827
 LF8  O33  O   O     0  -0.424   2.5492   2.9038  -2.4410
 LF8  O34  O   OH1   0  -0.583   1.7420   0.8557  -2.8114
 LF8  H1   H   HCR6  0   0.264   1.3553  -1.7643  -2.0673
 LF8  H2   H   HCR6  0   0.283   3.1522  -3.4282  -1.8563
 LF8  H3   H   HCR6  0   0.284   3.2723  -2.7540   2.3776
 LF8  H4   H   HCR6  0   0.276   1.4675  -1.0990   2.1600
 LF8  H5   H   HCH3  0   0.254  -1.2730  -2.8770  -0.4672
 LF8  H6   H   HCH3  0   0.259  -0.6851  -2.5845   1.1563
 LF8  H7   H   HCH3  0   0.259  -2.3883  -2.3757   0.7952
 LF8  H8   H   HCH3  0   0.257  -0.2578   3.8811   0.2806
 LF8  H9   H   HCH3  0   0.241   0.1700   3.6499  -1.3990
 LF8  H10  H   HCH3  0   0.244  -1.5273   3.7669  -0.9372
 LF8  H11  H   HCR6  0   0.253  -3.4694  -1.8705  -1.4054
 LF8  H12  H   HCR6  0   0.246  -5.8669  -2.3581  -1.3298
 LF8  H13  H   HCR6  0   0.239  -4.0756   1.4118   1.2680
 LF8  H14  H   HCH3  0   0.244  -8.1511  -1.3218   1.0617
 LF8  H15  H   HCH3  0   0.244  -8.4171  -0.2443  -0.2944
 LF8  H16  H   HCH3  0   0.250  -8.0459  -1.9416  -0.5834
 LF8  H17  H   HCH3  0   0.244  -7.2193   0.5766   2.3879
 LF8  H18  H   HCH3  0   0.250  -6.1874   1.9703   2.0755
 LF8  H19  H   HCH3  0   0.243  -7.5364   1.6047   1.0042
 LF8  H20  H   HCH1  0   0.277   2.5339   0.7173  -0.3324
 LF8  H21  H   HCH3  0   0.233   3.2456   4.8643   0.9457
 LF8  H22  H   HCH3  0   0.232   2.3344   4.1799   2.2998
 LF8  H23  H   HCH3  0   0.225   4.0967   4.2025   2.3434
 LF8  H24  H   HCH3  0   0.239   4.0923   1.7112   2.7702
 LF8  H25  H   HCH3  0   0.236   2.3289   1.6673   2.6948
 LF8  H26  H   HCH3  0   0.232   3.2977   0.6046   1.6684
 LF8  H27  H   HCH3  0   0.241   4.5998   3.3487  -0.5698
 LF8  H28  H   HCH3  0   0.237   5.4229   2.6334   0.8195
 LF8  H29  H   HCH3  0   0.226   4.5985   1.5989  -0.3275
 LF8  H30  H   HOH1  0   0.485   1.9267   1.0654  -3.7395

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
 LF8  C28  C27  single    1.523  0.020  1.523
 LF8  C29  C27  single    1.526  0.020  1.526
 LF8  C27  C30  single    1.527  0.020  1.527
 LF8  C27  O26  single    1.434  0.020  1.434
 LF8  C18  C17  aromatic  1.387  0.020  1.387
 LF8  C18  C19  aromatic  1.391  0.020  1.391
 LF8  C17  C16  aromatic  1.391  0.020  1.391
 LF8  C12  C11  aromatic  1.387  0.020  1.387
 LF8  C12  C7   aromatic  1.392  0.020  1.392
 LF8  O26  C24  single    1.389  0.020  1.389
 LF8  C11  C10  aromatic  1.386  0.020  1.386
 LF8  C22  C19  single    1.500  0.020  1.500
 LF8  C19  C20  aromatic  1.403  0.020  1.403
 LF8  C16  C2   single    1.482  0.020  1.482
 LF8  C16  C21  aromatic  1.395  0.020  1.395
 LF8  N1   C2   aromatic  1.330  0.020  1.330
 LF8  N1   C6   aromatic  1.324  0.020  1.324
 LF8  C15  C6   single    1.503  0.020  1.503
 LF8  C2   C3   aromatic  1.397  0.020  1.397
 LF8  C6   C5   aromatic  1.403  0.020  1.403
 LF8  C5   C4   aromatic  1.395  0.020  1.395
 LF8  C5   C24  single    1.518  0.020  1.518
 LF8  C3   C14  single    1.502  0.020  1.502
 LF8  C3   C4   aromatic  1.402  0.020  1.402
 LF8  C4   C7   single    1.488  0.020  1.488
 LF8  C24  C25  single    1.531  0.020  1.531
 LF8  C7   C8   aromatic  1.392  0.020  1.392
 LF8  C21  C20  aromatic  1.389  0.020  1.389
 LF8  C20  C23  single    1.501  0.020  1.501
 LF8  C10  CL   single    1.733  0.020  1.733
 LF8  C10  C9   aromatic  1.386  0.020  1.386
 LF8  C25  O33  double    1.201  0.020  1.201
 LF8  C25  O34  single    1.325  0.020  1.325
 LF8  C8   C9   aromatic  1.387  0.020  1.387
 LF8  C8   H1   single    0.930  0.020  1.080
 LF8  C9   H2   single    0.930  0.020  1.080
 LF8  C11  H3   single    0.930  0.020  1.080
 LF8  C12  H4   single    0.930  0.020  1.080
 LF8  C14  H5   single    0.970  0.020  1.090
 LF8  C14  H6   single    0.970  0.020  1.090
 LF8  C14  H7   single    0.970  0.020  1.090
 LF8  C15  H8   single    0.970  0.020  1.090
 LF8  C15  H9   single    0.970  0.020  1.090
 LF8  C15  H10  single    0.970  0.020  1.090
 LF8  C17  H11  single    0.930  0.020  1.080
 LF8  C18  H12  single    0.930  0.020  1.080
 LF8  C21  H13  single    0.930  0.020  1.080
 LF8  C22  H14  single    0.970  0.020  1.090
 LF8  C22  H15  single    0.970  0.020  1.090
 LF8  C22  H16  single    0.970  0.020  1.090
 LF8  C23  H17  single    0.970  0.020  1.090
 LF8  C23  H18  single    0.970  0.020  1.090
 LF8  C23  H19  single    0.970  0.020  1.090
 LF8  C24  H20  single    0.970  0.020  1.090
 LF8  C28  H21  single    0.970  0.020  1.090
 LF8  C28  H22  single    0.970  0.020  1.090
 LF8  C28  H23  single    0.970  0.020  1.090
 LF8  C29  H24  single    0.970  0.020  1.090
 LF8  C29  H25  single    0.970  0.020  1.090
 LF8  C29  H26  single    0.970  0.020  1.090
 LF8  C30  H27  single    0.970  0.020  1.090
 LF8  C30  H28  single    0.970  0.020  1.090
 LF8  C30  H29  single    0.970  0.020  1.090
 LF8  O34  H30  single    0.850  0.020  0.980

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
 LF8  C6   N1   C2   121.26  3.000
 LF8  C16  C2   C3   123.25  3.000
 LF8  C3   C2   N1   122.18  3.000
 LF8  C16  C2   N1   114.57  3.000
 LF8  C14  C3   C4   120.31  3.000
 LF8  C4   C3   C2   116.82  3.000
 LF8  C14  C3   C2   122.86  3.000
 LF8  C7   C4   C5   121.35  3.000
 LF8  C7   C4   C3   118.09  3.000
 LF8  C5   C4   C3   120.56  3.000
 LF8  C24  C5   C6   121.03  3.000
 LF8  C24  C5   C4   121.13  3.000
 LF8  C6   C5   C4   117.83  3.000
 LF8  C15  C6   C5   123.84  3.000
 LF8  C5   C6   N1   121.21  3.000
 LF8  C15  C6   N1   114.95  3.000
 LF8  C12  C7   C8   118.90  3.000
 LF8  C8   C7   C4   120.62  3.000
 LF8  C12  C7   C4   120.44  3.000
 LF8  H1   C8   C9   119.17  3.000
 LF8  H1   C8   C7   120.02  3.000
 LF8  C9   C8   C7   120.81  3.000
 LF8  H2   C9   C10  120.63  3.000
 LF8  H2   C9   C8   120.19  3.000
 LF8  C10  C9   C8   119.17  3.000
 LF8  CL   C10  C11  119.43  3.000
 LF8  CL   C10  C9   119.46  3.000
 LF8  C11  C10  C9   121.12  3.000
 LF8  H3   C11  C12  120.25  3.000
 LF8  H3   C11  C10  120.72  3.000
 LF8  C12  C11  C10  119.03  3.000
 LF8  H4   C12  C11  119.13  3.000
 LF8  H4   C12  C7   119.90  3.000
 LF8  C11  C12  C7   120.97  3.000
 LF8  H7   C14  H6   107.39  3.000
 LF8  H7   C14  H5   107.54  3.000
 LF8  H6   C14  H5   106.83  3.000
 LF8  H7   C14  C3   111.76  3.000
 LF8  H6   C14  C3   111.20  3.000
 LF8  H5   C14  C3   111.85  3.000
 LF8  H10  C15  H9   108.26  3.000
 LF8  H10  C15  H8   108.09  3.000
 LF8  H9   C15  H8   106.80  3.000
 LF8  H10  C15  C6   109.04  3.000
 LF8  H9   C15  C6   113.46  3.000
 LF8  H8   C15  C6   111.01  3.000
 LF8  C21  C16  C17  118.33  3.000
 LF8  C21  C16  C2   119.68  3.000
 LF8  C17  C16  C2   121.92  3.000
 LF8  H11  C17  C18  119.41  3.000
 LF8  H11  C17  C16  120.43  3.000
 LF8  C18  C17  C16  120.14  3.000
 LF8  H12  C18  C19  119.25  3.000
 LF8  H12  C18  C17  119.20  3.000
 LF8  C19  C18  C17  121.55  3.000
 LF8  C22  C19  C20  120.75  3.000
 LF8  C20  C19  C18  118.74  3.000
 LF8  C22  C19  C18  120.51  3.000
 LF8  C23  C20  C21  120.26  3.000
 LF8  C23  C20  C19  120.57  3.000
 LF8  C21  C20  C19  119.17  3.000
 LF8  H13  C21  C20  119.04  3.000
 LF8  H13  C21  C16  118.91  3.000
 LF8  C20  C21  C16  122.05  3.000
 LF8  H16  C22  H15  107.68  3.000
 LF8  H16  C22  H14  107.69  3.000
 LF8  H15  C22  H14  106.69  3.000
 LF8  H16  C22  C19  111.31  3.000
 LF8  H15  C22  C19  111.72  3.000
 LF8  H14  C22  C19  111.51  3.000
 LF8  H19  C23  H18  107.72  3.000
 LF8  H19  C23  H17  106.74  3.000
 LF8  H18  C23  H17  107.76  3.000
 LF8  H19  C23  C20  111.57  3.000
 LF8  H18  C23  C20  111.29  3.000
 LF8  H17  C23  C20  111.52  3.000
 LF8  H20  C24  O26  111.96  3.000
 LF8  H20  C24  C25  105.16  3.000
 LF8  O26  C24  C25  110.13  3.000
 LF8  H20  C24  C5   107.66  3.000
 LF8  C25  C24  C5   110.69  3.000
 LF8  O26  C24  C5   111.07  3.000
 LF8  O34  C25  O33  124.05  3.000
 LF8  O34  C25  C24  110.95  3.000
 LF8  O33  C25  C24  124.98  3.000
 LF8  C27  O26  C24  119.09  3.000
 LF8  C30  C27  C29  110.30  3.000
 LF8  C30  C27  C28  110.10  3.000
 LF8  C29  C27  C28  109.89  3.000
 LF8  C30  C27  O26  111.77  3.000
 LF8  C29  C27  O26  110.60  3.000
 LF8  C28  C27  O26  104.02  3.000
 LF8  H23  C28  H22  107.81  3.000
 LF8  H23  C28  H21  108.05  3.000
 LF8  H22  C28  H21  108.38  3.000
 LF8  H23  C28  C27  110.31  3.000
 LF8  H22  C28  C27  110.99  3.000
 LF8  H21  C28  C27  111.19  3.000
 LF8  H26  C29  H25  108.13  3.000
 LF8  H26  C29  H24  106.90  3.000
 LF8  H25  C29  H24  108.07  3.000
 LF8  H26  C29  C27  112.28  3.000
 LF8  H25  C29  C27  111.26  3.000
 LF8  H24  C29  C27  110.02  3.000
 LF8  H29  C30  H28  106.66  3.000
 LF8  H29  C30  H27  108.12  3.000
 LF8  H28  C30  H27  108.20  3.000
 LF8  H29  C30  C27  112.38  3.000
 LF8  H28  C30  C27  109.80  3.000
 LF8  H27  C30  C27  111.48  3.000
 LF8  H30  O34  C25  110.25  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
 LF8  CONST_03  C4   C3   C2   N1      0.00   0.0  0
 LF8  CONST_04  C4   C5   C6   N1      0.00   0.0  0
 LF8  CONST_05  C18  C17  C16  C2    180.00   0.0  0
 LF8  CONST_06  C20  C21  C16  C2    180.00   0.0  0
 LF8  CONST_07  C5   C6   N1   C2      0.00   0.0  0
 LF8  CONST_08  C5   C4   C3   C2      0.00   0.0  0
 LF8  CONST_09  C7   C4   C3   C2    180.00   0.0  0
 LF8  CONST_12  C6   N1   C2   C3      0.00   0.0  0
 LF8  CONST_13  C6   C5   C4   C3      0.00   0.0  0
 LF8  CONST_16  C16  C2   C3   C4    180.00   0.0  0
 LF8  CONST_17  C11  C12  C7   C4    180.00   0.0  0
 LF8  CONST_18  C9   C8   C7   C4    180.00   0.0  0
 LF8  CONST_21  C16  C2   N1   C6    180.00   0.0  0
 LF8  CONST_22  C7   C4   C5   C6    180.00   0.0  0
 LF8  CONST_23  C10  C11  C12  C7      0.00   0.0  0
 LF8  CONST_24  C10  C9   C8   C7      0.00   0.0  0
 LF8  CONST_25  C11  C12  C7   C8      0.00   0.0  0
 LF8  CONST_26  C11  C10  C9   C8      0.00   0.0  0
 LF8  CONST_27  C12  C11  C10  C9      0.00   0.0  0
 LF8  CONST_28  C12  C7   C8   C9      0.00   0.0  0
 LF8  CONST_29  C19  C18  C17  C16     0.00   0.0  0
 LF8  CONST_30  C19  C20  C21  C16     0.00   0.0  0
 LF8  CONST_31  C20  C19  C18  C17     0.00   0.0  0
 LF8  CONST_32  C20  C21  C16  C17     0.00   0.0  0
 LF8  CONST_33  C21  C16  C17  C18     0.00   0.0  0
 LF8  CONST_34  C21  C20  C19  C18     0.00   0.0  0
 LF8  CONST_35  C14  C3   C2   N1    180.00   0.0  0
 LF8  CONST_36  C24  C5   C6   N1    180.00   0.0  0
 LF8  CONST_37  C15  C6   N1   C2    180.00   0.0  0
 LF8  CONST_38  C24  C5   C4   C3    180.00   0.0  0
 LF8  CONST_39  C15  C6   C5   C4    180.00   0.0  0
 LF8  CONST_40  C14  C3   C4   C5    180.00   0.0  0
 LF8  CONST_41  C24  C5   C4   C7      0.00   0.0  0
 LF8  CONST_42  C14  C3   C4   C7      0.00   0.0  0
 LF8  CONST_43  CL   C10  C9   C8    180.00   0.0  0
 LF8  CONST_44  CL   C10  C11  C12   180.00   0.0  0
 LF8  CONST_45  C16  C2   C3   C14     0.00   0.0  0
 LF8  CONST_46  C23  C20  C21  C16   180.00   0.0  0
 LF8  CONST_47  C22  C19  C18  C17   180.00   0.0  0
 LF8  CONST_48  C23  C20  C19  C18   180.00   0.0  0
 LF8  CONST_49  C22  C19  C20  C21   180.00   0.0  0
 LF8  CONST_50  H11  C17  C16  C2      0.00   0.0  0
 LF8  CONST_51  H13  C21  C16  C2      0.00   0.0  0
 LF8  CONST_52  H4   C12  C7   C4      0.00   0.0  0
 LF8  CONST_53  H1   C8   C7   C4      0.00   0.0  0
 LF8  CONST_54  H3   C11  C12  C7    180.00   0.0  0
 LF8  CONST_55  H2   C9   C8   C7    180.00   0.0  0
 LF8  CONST_56  H12  C18  C17  C16   180.00   0.0  0
 LF8  CONST_57  H30  O34  C25  C24   180.00   0.0  0
 LF8  Var_01    H8   C15  C6   N1    102.82  30.0  2
 LF8  Var_02    H5   C14  C3   C2    103.47  30.0  2
 LF8  Var_03    H14  C22  C19  C18   119.91  30.0  2
 LF8  Var_04    H17  C23  C20  C19    61.88  30.0  2
 LF8  Var_05    C28  C27  O26  C24   177.67  30.0  3
 LF8  Var_06    H21  C28  C27  O26   -60.79  30.0  3
 LF8  Var_07    H24  C29  C27  O26  -173.83  30.0  3
 LF8  Var_08    H27  C30  C27  O26    57.99  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 LF8  chir_01  C24  O26  C5  C25  negativ

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
 LF8  plan-1  N1   0.020
 LF8  plan-1  C2   0.020
 LF8  plan-1  C3   0.020
 LF8  plan-1  C4   0.020
 LF8  plan-1  C5   0.020
 LF8  plan-1  C6   0.020
 LF8  plan-1  C7   0.020
 LF8  plan-1  C14  0.020
 LF8  plan-1  C15  0.020
 LF8  plan-1  C16  0.020
 LF8  plan-1  C24  0.020
 LF8  plan-2  C4   0.020
 LF8  plan-2  C7   0.020
 LF8  plan-2  C8   0.020
 LF8  plan-2  C9   0.020
 LF8  plan-2  C10  0.020
 LF8  plan-2  C11  0.020
 LF8  plan-2  C12  0.020
 LF8  plan-2  CL   0.020
 LF8  plan-2  H1   0.020
 LF8  plan-2  H2   0.020
 LF8  plan-2  H3   0.020
 LF8  plan-2  H4   0.020
 LF8  plan-3  C2   0.020
 LF8  plan-3  C16  0.020
 LF8  plan-3  C17  0.020
 LF8  plan-3  C18  0.020
 LF8  plan-3  C19  0.020
 LF8  plan-3  C20  0.020
 LF8  plan-3  C21  0.020
 LF8  plan-3  C22  0.020
 LF8  plan-3  C23  0.020
 LF8  plan-3  H11  0.020
 LF8  plan-3  H12  0.020
 LF8  plan-3  H13  0.020
 LF8  plan-4  C24  0.020
 LF8  plan-4  C25  0.020
 LF8  plan-4  O33  0.020
 LF8  plan-4  O34  0.020
 LF8  plan-4  H30  0.020

