# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 29 14:02:45 2021
#   Inital geometry file: a 160 line input string
#   Ligand name: [(3R,5R,6S)-1-[(2S)-1-tert-butoxy-1-oxobutan-2-yl]-5-(3-chlorophenyl)-6-(4-chlorophenyl)-2-oxopiperidin-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H](N1[C@@H]([C@H](C[C@H](CC(O)=O)C1=O)c2cccc(Cl)c2)c3ccc(Cl)cc3)C(=O)OC(C)(C)C
#
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
 0R2  0R2  '[(3R,5R,6S)-1-[(2S)-1-tert-butoxy-1-oxobutan-2-yl]-5-(3-chlorophenyl)-6-(4-chlorophenyl)-2-oxopiperidin-3-yl]acetic acid'  ligand  66  35  .  2021-08-03  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0R2
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
 0R2  CL1  CL  CL    0  -0.130   7.0978  24.7583  22.9298
 0R2  C1   C   CR6   0  -0.054   8.4353  25.1916  21.9148
 0R2  C2   C   CR16  0  -0.198   8.2299  26.0575  20.8502
 0R2  C3   C   CR16  0  -0.294   9.3048  26.4040  20.0492
 0R2  C4   C   CR16  0  -0.196   9.6896  24.6707  22.1820
 0R2  C5   C   CR16  0  -0.299  10.7531  25.0282  21.3646
 0R2  C6   C   CR6   0   0.141  10.5759  25.8945  20.2942
 0R2  C7   C   CH1   0  -0.111  11.7598  26.3335  19.4639
 0R2  N1   N   NT    0  -0.476  11.5579  26.0447  18.0386
 0R2  C8   C   CH1   0  -0.241  11.4363  24.6237  17.7382
 0R2  C9   C   C     0   0.649  12.8268  24.0751  17.4047
 0R2  O4   O   O     0  -0.446  13.8404  24.7088  17.5569
 0R2  C11  C   C     0   0.587  11.9649  26.8526  17.0246
 0R2  O1   O   O     0  -0.485  11.9688  26.4665  15.8664
 0R2  C12  C   CH1   0  -0.381  12.3904  28.2743  17.3399
 0R2  C13  C   CH2   0  -0.594  11.2058  29.2126  17.0976
 0R2  C14  C   C     0   0.557  11.6039  30.6648  17.0531
 0R2  O2   O   OH1   0  -0.590  10.5597  31.4647  17.2265
 0R2  O3   O   O     0  -0.439  12.7220  31.0689  16.8541
 0R2  C15  C   CH2   0  -0.430  13.0061  28.3826  18.7266
 0R2  C16  C   CH1   0  -0.402  12.0494  27.8113  19.7585
 0R2  C17  C   CR6   0   0.206  12.5508  27.9527  21.1742
 0R2  C18  C   CR16  0  -0.310  13.7839  27.4331  21.5621
 0R2  C19  C   CR16  0  -0.244  14.2212  27.5590  22.8717
 0R2  C20  C   CR16  0  -0.233  13.4403  28.2048  23.8205
 0R2  C21  C   CR6   0  -0.018  12.2176  28.7209  23.4260
 0R2  CL2  CL  CL    0  -0.132  11.2222  29.5357  24.5907
 0R2  C22  C   CR16  0  -0.277  11.7666  28.6014  22.1210
 0R2  C10  C   CH2   0  -0.419  10.3542  24.2200  16.7241
 0R2  C23  C   CH3   0  -0.668   9.0148  24.8948  16.9671
 0R2  O5   O   O2    0  -0.471  12.7538  22.8259  16.9963
 0R2  C24  C   CT    0   0.180  13.9249  22.0289  16.6388
 0R2  C25  C   CH3   0  -0.657  13.3258  20.6757  16.2792
 0R2  C26  C   CH3   0  -0.672  14.8675  21.8804  17.8262
 0R2  C27  C   CH3   0  -0.670  14.6179  22.6296  15.4231
 0R2  H1   H   HCR6  0   0.280   7.2461  26.4592  20.6487
 0R2  H2   H   HCR6  0   0.262   9.1391  27.0832  19.2219
 0R2  H3   H   HCR6  0   0.280   9.8416  23.9959  23.0132
 0R2  H4   H   HCR6  0   0.263  11.7370  24.6260  21.5750
 0R2  H5   H   HCH1  0   0.271  12.6325  25.7555  19.7914
 0R2  H6   H   HCH1  0   0.304  11.1531  24.1400  18.6799
 0R2  H7   H   HCH1  0   0.291  13.1534  28.5077  16.5949
 0R2  H8   H   HCH2  0   0.282  10.4072  29.0766  17.8290
 0R2  H9   H   HCH2  0   0.314  10.7541  28.9852  16.1258
 0R2  H10  H   HOH1  0   0.482  10.8370  32.3910  17.1608
 0R2  H11  H   HCH2  0   0.254  13.9489  27.8298  18.7381
 0R2  H12  H   HCH2  0   0.266  13.2487  29.4184  18.9678
 0R2  H13  H   HCH1  0   0.277  11.1086  28.3651  19.6990
 0R2  H14  H   HCR6  0   0.255  14.4154  26.9238  20.8441
 0R2  H15  H   HCR6  0   0.268  15.1801  27.1509  23.1619
 0R2  H16  H   HCR6  0   0.279  13.7792  28.3023  24.8428
 0R2  H17  H   HCR6  0   0.272  10.8041  29.0100  21.8400
 0R2  H18  H   HCH2  0   0.239  10.2241  23.1408  16.8157
 0R2  H19  H   HCH2  0   0.239  10.6854  24.4110  15.7060
 0R2  H20  H   HCH3  0   0.236   8.2754  24.5182  16.2596
 0R2  H21  H   HCH3  0   0.224   8.6400  24.6975  17.9718
 0R2  H22  H   HCH3  0   0.222   9.0700  25.9756  16.8373
 0R2  H23  H   HCH3  0   0.239  12.8165  20.2247  17.1319
 0R2  H24  H   HCH3  0   0.240  12.6146  20.7636  15.4572
 0R2  H25  H   HCH3  0   0.232  14.1188  19.9967  15.9659
 0R2  H26  H   HCH3  0   0.237  14.3310  21.5321  18.7102
 0R2  H27  H   HCH3  0   0.238  15.6223  21.1306  17.5866
 0R2  H28  H   HCH3  0   0.247  15.3847  22.8046  18.0724
 0R2  H29  H   HCH3  0   0.247  15.0771  23.5923  15.6362
 0R2  H30  H   HCH3  0   0.239  15.4059  21.9532  15.0896
 0R2  H31  H   HCH3  0   0.237  13.9170  22.7512  14.5957

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
 0R2  C27  C24  single    1.523  0.020  1.523
 0R2  O3   C14  double    1.205  0.020  1.205
 0R2  O1   C11  double    1.221  0.020  1.221
 0R2  C25  C24  single    1.523  0.020  1.523
 0R2  C10  C23  single    1.519  0.020  1.519
 0R2  C10  C8   single    1.537  0.020  1.537
 0R2  C24  O5   single    1.461  0.020  1.461
 0R2  C24  C26  single    1.523  0.020  1.523
 0R2  C14  C13  single    1.506  0.020  1.506
 0R2  C14  O2   single    1.327  0.020  1.327
 0R2  C11  C12  single    1.517  0.020  1.517
 0R2  C11  N1   single    1.359  0.020  1.359
 0R2  C13  C12  single    1.531  0.020  1.531
 0R2  O5   C9   single    1.316  0.020  1.316
 0R2  C12  C15  single    1.521  0.020  1.521
 0R2  C9   O4   double    1.205  0.020  1.205
 0R2  C9   C8   single    1.532  0.020  1.532
 0R2  C8   N1   single    1.457  0.020  1.457
 0R2  N1   C7   single    1.468  0.020  1.468
 0R2  C15  C16  single    1.519  0.020  1.519
 0R2  C7   C16  single    1.534  0.020  1.534
 0R2  C7   C6   single    1.511  0.020  1.511
 0R2  C16  C17  single    1.509  0.020  1.509
 0R2  C3   C6   aromatic  1.391  0.020  1.391
 0R2  C3   C2   aromatic  1.385  0.020  1.385
 0R2  C6   C5   aromatic  1.388  0.020  1.388
 0R2  C2   C1   aromatic  1.388  0.020  1.388
 0R2  C17  C18  aromatic  1.393  0.020  1.393
 0R2  C17  C22  aromatic  1.390  0.020  1.390
 0R2  C5   C4   aromatic  1.388  0.020  1.388
 0R2  C18  C19  aromatic  1.386  0.020  1.386
 0R2  C1   C4   aromatic  1.384  0.020  1.384
 0R2  C1   CL1  single    1.734  0.020  1.734
 0R2  C22  C21  aromatic  1.386  0.020  1.386
 0R2  C19  C20  aromatic  1.388  0.020  1.388
 0R2  C21  C20  aromatic  1.385  0.020  1.385
 0R2  C21  CL2  single    1.735  0.020  1.735
 0R2  C2   H1   single    0.930  0.020  1.080
 0R2  C3   H2   single    0.930  0.020  1.080
 0R2  C4   H3   single    0.930  0.020  1.080
 0R2  C5   H4   single    0.930  0.020  1.080
 0R2  C7   H5   single    0.970  0.020  1.090
 0R2  C8   H6   single    0.970  0.020  1.090
 0R2  C12  H7   single    0.970  0.020  1.090
 0R2  C13  H8   single    0.970  0.020  1.090
 0R2  C13  H9   single    0.970  0.020  1.090
 0R2  O2   H10  single    0.850  0.020  0.980
 0R2  C15  H11  single    0.970  0.020  1.090
 0R2  C15  H12  single    0.970  0.020  1.090
 0R2  C16  H13  single    0.970  0.020  1.090
 0R2  C18  H14  single    0.930  0.020  1.080
 0R2  C19  H15  single    0.930  0.020  1.080
 0R2  C20  H16  single    0.930  0.020  1.080
 0R2  C22  H17  single    0.930  0.020  1.080
 0R2  C10  H18  single    0.970  0.020  1.090
 0R2  C10  H19  single    0.970  0.020  1.090
 0R2  C23  H20  single    0.970  0.020  1.090
 0R2  C23  H21  single    0.970  0.020  1.090
 0R2  C23  H22  single    0.970  0.020  1.090
 0R2  C25  H23  single    0.970  0.020  1.090
 0R2  C25  H24  single    0.970  0.020  1.090
 0R2  C25  H25  single    0.970  0.020  1.090
 0R2  C26  H26  single    0.970  0.020  1.090
 0R2  C26  H27  single    0.970  0.020  1.090
 0R2  C26  H28  single    0.970  0.020  1.090
 0R2  C27  H29  single    0.970  0.020  1.090
 0R2  C27  H30  single    0.970  0.020  1.090
 0R2  C27  H31  single    0.970  0.020  1.090

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
 0R2  C4   C1   C2   121.13  3.000
 0R2  C4   C1   CL1  119.47  3.000
 0R2  C2   C1   CL1  119.40  3.000
 0R2  H1   C2   C3   120.36  3.000
 0R2  H1   C2   C1   120.62  3.000
 0R2  C3   C2   C1   119.02  3.000
 0R2  H2   C3   C6   120.26  3.000
 0R2  H2   C3   C2   118.69  3.000
 0R2  C6   C3   C2   121.05  3.000
 0R2  H3   C4   C5   120.37  3.000
 0R2  H3   C4   C1   120.70  3.000
 0R2  C5   C4   C1   118.93  3.000
 0R2  H4   C5   C6   119.82  3.000
 0R2  H4   C5   C4   119.06  3.000
 0R2  C6   C5   C4   121.12  3.000
 0R2  C7   C6   C5   120.32  3.000
 0R2  C5   C6   C3   118.75  3.000
 0R2  C7   C6   C3   120.84  3.000
 0R2  H5   C7   C16  107.46  3.000
 0R2  H5   C7   N1   107.19  3.000
 0R2  C16  C7   N1   113.69  3.000
 0R2  H5   C7   C6   107.83  3.000
 0R2  C16  C7   C6   108.79  3.000
 0R2  N1   C7   C6   111.62  3.000
 0R2  C11  N1   C8   116.80  3.000
 0R2  C8   N1   C7   113.78  3.000
 0R2  C11  N1   C7   124.49  3.000
 0R2  H6   C8   C10  105.61  3.000
 0R2  H6   C8   C9   105.29  3.000
 0R2  C10  C8   C9   113.66  3.000
 0R2  H6   C8   N1   105.95  3.000
 0R2  C9   C8   N1   108.57  3.000
 0R2  C10  C8   N1   116.80  3.000
 0R2  O5   C9   O4   125.80  3.000
 0R2  O4   C9   C8   123.21  3.000
 0R2  O5   C9   C8   110.93  3.000
 0R2  C12  C11  O1   119.51  3.000
 0R2  C12  C11  N1   119.08  3.000
 0R2  O1   C11  N1   121.39  3.000
 0R2  H7   C12  C15  108.90  3.000
 0R2  H7   C12  C13  107.57  3.000
 0R2  C15  C12  C13  114.45  3.000
 0R2  H7   C12  C11  104.75  3.000
 0R2  C15  C12  C11  111.70  3.000
 0R2  C13  C12  C11  108.94  3.000
 0R2  H9   C13  H8   105.48  3.000
 0R2  H9   C13  C14  106.43  3.000
 0R2  H8   C13  C14  109.47  3.000
 0R2  H9   C13  C12  109.41  3.000
 0R2  H8   C13  C12  112.57  3.000
 0R2  C14  C13  C12  113.02  3.000
 0R2  O3   C14  O2   123.33  3.000
 0R2  O2   C14  C13  111.67  3.000
 0R2  O3   C14  C13  124.98  3.000
 0R2  H10  O2   C14  110.01  3.000
 0R2  H12  C15  H11  106.62  3.000
 0R2  H12  C15  C16  110.31  3.000
 0R2  H11  C15  C16  110.24  3.000
 0R2  H12  C15  C12  111.05  3.000
 0R2  H11  C15  C12  108.83  3.000
 0R2  C16  C15  C12  109.74  3.000
 0R2  H13  C16  C17  106.84  3.000
 0R2  H13  C16  C15  108.33  3.000
 0R2  C17  C16  C15  113.14  3.000
 0R2  H13  C16  C7   108.36  3.000
 0R2  C17  C16  C7   109.46  3.000
 0R2  C15  C16  C7   110.53  3.000
 0R2  C22  C17  C18  118.93  3.000
 0R2  C22  C17  C16  119.70  3.000
 0R2  C18  C17  C16  121.37  3.000
 0R2  H14  C18  C19  119.00  3.000
 0R2  H14  C18  C17  120.45  3.000
 0R2  C19  C18  C17  120.55  3.000
 0R2  H15  C19  C20  119.39  3.000
 0R2  H15  C19  C18  119.92  3.000
 0R2  C20  C19  C18  120.69  3.000
 0R2  H16  C20  C21  120.83  3.000
 0R2  H16  C20  C19  120.78  3.000
 0R2  C21  C20  C19  118.39  3.000
 0R2  C22  C21  CL2  119.07  3.000
 0R2  CL2  C21  C20  119.37  3.000
 0R2  C22  C21  C20  121.56  3.000
 0R2  H17  C22  C21  120.07  3.000
 0R2  H17  C22  C17  120.06  3.000
 0R2  C21  C22  C17  119.87  3.000
 0R2  H19  C10  H18  106.78  3.000
 0R2  H19  C10  C23  109.89  3.000
 0R2  H18  C10  C23  108.72  3.000
 0R2  H19  C10  C8   110.92  3.000
 0R2  H18  C10  C8   106.76  3.000
 0R2  C23  C10  C8   113.48  3.000
 0R2  H22  C23  H21  107.86  3.000
 0R2  H22  C23  H20  107.43  3.000
 0R2  H21  C23  H20  107.60  3.000
 0R2  H22  C23  C10  112.13  3.000
 0R2  H21  C23  C10  111.71  3.000
 0R2  H20  C23  C10  109.91  3.000
 0R2  C24  O5   C9   123.31  3.000
 0R2  C27  C24  C26  112.28  3.000
 0R2  C26  C24  C25  109.92  3.000
 0R2  C27  C24  C25  109.94  3.000
 0R2  C26  C24  O5   111.00  3.000
 0R2  C25  C24  O5   103.13  3.000
 0R2  C27  C24  O5   110.18  3.000
 0R2  H25  C25  H24  107.94  3.000
 0R2  H25  C25  H23  107.87  3.000
 0R2  H24  C25  H23  108.54  3.000
 0R2  H25  C25  C24  109.58  3.000
 0R2  H24  C25  C24  111.28  3.000
 0R2  H23  C25  C24  111.50  3.000
 0R2  H28  C26  H27  107.75  3.000
 0R2  H28  C26  H26  108.77  3.000
 0R2  H27  C26  H26  107.39  3.000
 0R2  H28  C26  C24  112.82  3.000
 0R2  H27  C26  C24  108.91  3.000
 0R2  H26  C26  C24  111.00  3.000
 0R2  H31  C27  H30  107.54  3.000
 0R2  H31  C27  H29  108.73  3.000
 0R2  H30  C27  H29  107.68  3.000
 0R2  H31  C27  C24  110.91  3.000
 0R2  H30  C27  C24  109.17  3.000
 0R2  H29  C27  C24  112.63  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
 0R2  CONST_01  C6   C3   C2   C1      0.00   0.0  0
 0R2  CONST_02  C6   C5   C4   C1      0.00   0.0  0
 0R2  CONST_03  C5   C6   C3   C2      0.00   0.0  0
 0R2  CONST_04  C5   C4   C1   C2      0.00   0.0  0
 0R2  CONST_05  C4   C5   C6   C3      0.00   0.0  0
 0R2  CONST_06  C4   C1   C2   C3      0.00   0.0  0
 0R2  CONST_07  C20  C19  C18  C17     0.00   0.0  0
 0R2  CONST_08  C20  C21  C22  C17     0.00   0.0  0
 0R2  CONST_09  C21  C22  C17  C18     0.00   0.0  0
 0R2  CONST_10  C21  C20  C19  C18     0.00   0.0  0
 0R2  CONST_11  C22  C17  C18  C19     0.00   0.0  0
 0R2  CONST_12  C22  C21  C20  C19     0.00   0.0  0
 0R2  CONST_13  C7   C6   C3   C2    180.00   0.0  0
 0R2  CONST_14  C7   C6   C5   C4    180.00   0.0  0
 0R2  CONST_15  C19  C18  C17  C16   180.00   0.0  0
 0R2  CONST_16  C21  C22  C17  C16   180.00   0.0  0
 0R2  CONST_17  C12  C11  N1   C7      0.00   0.0  0
 0R2  CONST_18  C3   C2   C1   CL1   180.00   0.0  0
 0R2  CONST_19  C5   C4   C1   CL1   180.00   0.0  0
 0R2  CONST_20  CL2  C21  C22  C17   180.00   0.0  0
 0R2  CONST_21  CL2  C21  C20  C19   180.00   0.0  0
 0R2  CONST_22  O1   C11  N1   C7    180.00   0.0  0
 0R2  CONST_23  C12  C11  N1   C8    180.00   0.0  0
 0R2  CONST_24  H2   C3   C2   C1    180.00   0.0  0
 0R2  CONST_25  H4   C5   C4   C1    180.00   0.0  0
 0R2  CONST_26  H3   C4   C1   C2    180.00   0.0  0
 0R2  CONST_27  H1   C2   C1   C4    180.00   0.0  0
 0R2  CONST_28  H14  C18  C17  C16     0.00   0.0  0
 0R2  CONST_29  H17  C22  C17  C16     0.00   0.0  0
 0R2  CONST_30  H15  C19  C18  C17   180.00   0.0  0
 0R2  CONST_31  H16  C20  C19  C18   180.00   0.0  0
 0R2  CONST_32  O1   C11  N1   C8      0.00   0.0  0
 0R2  CONST_33  H10  O2   C14  C13   180.00   0.0  0
 0R2  Var_01    O3   C14  C13  C12    19.60  30.0  2
 0R2  Var_02    C27  C24  O5   C9    -64.20  30.0  2
 0R2  Var_03    H20  C23  C10  C8   -176.22  30.0  3
 0R2  Var_04    H29  C27  C24  O5     67.96  30.0  3
 0R2  Var_05    H23  C25  C24  O5    -62.15  30.0  3
 0R2  Var_06    H26  C26  C24  O5     51.15  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
 0R2  chir_01  C7   N1   C16  C6   negativ
 0R2  chir_02  C8   N1   C9   C10  positiv
 0R2  chir_03  C12  C15  C13  C11  positiv
 0R2  chir_04  C16  C15  C7   C17  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
 0R2  plan-1  CL1  0.020
 0R2  plan-1  C1   0.020
 0R2  plan-1  C2   0.020
 0R2  plan-1  C3   0.020
 0R2  plan-1  C4   0.020
 0R2  plan-1  C5   0.020
 0R2  plan-1  C6   0.020
 0R2  plan-1  C7   0.020
 0R2  plan-1  H1   0.020
 0R2  plan-1  H2   0.020
 0R2  plan-1  H3   0.020
 0R2  plan-1  H4   0.020
 0R2  plan-2  C16  0.020
 0R2  plan-2  C17  0.020
 0R2  plan-2  C18  0.020
 0R2  plan-2  C19  0.020
 0R2  plan-2  C20  0.020
 0R2  plan-2  C21  0.020
 0R2  plan-2  CL2  0.020
 0R2  plan-2  C22  0.020
 0R2  plan-2  H14  0.020
 0R2  plan-2  H15  0.020
 0R2  plan-2  H16  0.020
 0R2  plan-2  H17  0.020
 0R2  plan-3  C13  0.020
 0R2  plan-3  C14  0.020
 0R2  plan-3  O2   0.020
 0R2  plan-3  O3   0.020
 0R2  plan-3  H10  0.020
 0R2  plan-4  C7   0.020
 0R2  plan-4  N1   0.020
 0R2  plan-4  C8   0.020
 0R2  plan-4  C11  0.020
 0R2  plan-4  O1   0.020
 0R2  plan-4  C12  0.020
 0R2  plan-5  C8   0.020
 0R2  plan-5  C9   0.020
 0R2  plan-5  O4   0.020
 0R2  plan-5  O5   0.020

