# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 23:06:06 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: [(1R)-3-(4-chlorophenyl)-3-oxo-1-phenylpropyl]propanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C([C@@H](CC(=O)c1ccc(Cl)cc1)c2ccccc2)C(O)=O
#
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
 MJF  MJF  '[(1R)-3-(4-chlorophenyl)-3-oxo-1-phenylpropyl]propanedioic acid'  ligand  37  24  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_MJF
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
 MJF  O18   O   O      0  -0.371   0.7798  -1.5926   1.5948
 MJF  C8    C   C      0   0.359   0.9658  -0.5588   0.9869
 MJF  C2    C   CR6    0  -0.070   2.3569  -0.1717   0.5993
 MJF  C3    C   CR16   0  -0.222   3.4067  -1.0409   0.8991
 MJF  C4    C   CR16   0  -0.198   4.7124  -0.7220   0.5739
 MJF  C5    C   CR6    0  -0.065   4.9729   0.4878  -0.0548
 MJF  CL7   CL  CL     0  -0.091   6.6023   0.8984  -0.4616
 MJF  C6    C   CR16   0  -0.169   3.9514   1.3719  -0.3629
 MJF  C1    C   CR16   0  -0.265   2.6477   1.0340  -0.0365
 MJF  C9    C   CH2    0  -0.532  -0.1608   0.3574   0.5909
 MJF  C10   C   CH1    0  -0.342  -1.5635  -0.2484   0.6873
 MJF  C11   C   CH1    0  -0.418  -1.7803  -1.4593  -0.2503
 MJF  C15   C   C      0   0.401  -3.2919  -1.7776  -0.3331
 MJF  O17   O   OC    -1  -0.798  -3.8556  -2.0219   0.7540
 MJF  O16   O   O      0  -0.488  -3.8302  -1.7625  -1.4541
 MJF  C12   C   C      0   0.390  -1.1464  -1.4438  -1.6457
 MJF  O14   O   OC    -1  -0.640  -0.8690  -2.5695  -2.1128
 MJF  O13   O   O      0  -0.540  -0.9648  -0.3622  -2.2453
 MJF  C19   C   CR6    0   0.098  -2.5822   0.8654   0.5653
 MJF  C24   C   CR16   0  -0.291  -3.1851   1.3658   1.7178
 MJF  C23   C   CR16   0  -0.242  -4.0943   2.4141   1.6624
 MJF  C22   C   CR16   0  -0.321  -4.4217   2.9853   0.4400
 MJF  C21   C   CR16   0  -0.238  -3.8305   2.4946  -0.7168
 MJF  C20   C   CR16   0  -0.198  -2.9222   1.4454  -0.6559
 MJF  H91C  H   HCH2   0   0.285  -0.0895   1.2252   1.2597
 MJF  H92C  H   HCH2   0   0.294   0.0039   0.7410  -0.4160
 MJF  H3    H   HCR6   0   0.259   3.2026  -1.9804   1.3943
 MJF  H1    H   HCR6   0   0.283   1.8626   1.7347  -0.2847
 MJF  H4    H   HCR6   0   0.277   5.5177  -1.4047   0.8081
 MJF  H6    H   HCR6   0   0.281   4.1651   2.3115  -0.8531
 MJF  H10   H   HCH1   0   0.258  -1.6802  -0.6415   1.7002
 MJF  H11   H   HCH1   0   0.218  -1.3275  -2.3097   0.2675
 MJF  H24   H   HCR6   0   0.174  -2.9409   0.9258   2.6783
 MJF  H20   H   HCR6   0   0.224  -2.4557   1.0690  -1.5557
 MJF  H23   H   HCR6   0   0.233  -4.5499   2.7809   2.5739
 MJF  H22   H   HCR6   0   0.252  -5.1296   3.8027   0.3907
 MJF  H21   H   HCR6   0   0.213  -4.0787   2.9310  -1.6767

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
 MJF  O18  C8    double    1.214  0.020  1.214
 MJF  C8   C2    single    1.495  0.020  1.495
 MJF  C8   C9    single    1.505  0.020  1.505
 MJF  C2   C3    aromatic  1.396  0.020  1.396
 MJF  C2   C1    aromatic  1.394  0.020  1.394
 MJF  C3   C4    aromatic  1.383  0.020  1.383
 MJF  C4   C5    aromatic  1.388  0.020  1.388
 MJF  C5   CL7   single    1.729  0.020  1.729
 MJF  C5   C6    aromatic  1.386  0.020  1.386
 MJF  C6   C1    aromatic  1.386  0.020  1.386
 MJF  C9   C10   single    1.531  0.020  1.531
 MJF  C10  C11   single    1.547  0.020  1.547
 MJF  C10  C19   single    1.514  0.020  1.514
 MJF  C11  C15   single    1.547  0.020  1.547
 MJF  C11  C12   single    1.533  0.020  1.533
 MJF  C15  O17   deloc     1.249  0.020  1.249
 MJF  C15  O16   deloc     1.244  0.020  1.244
 MJF  C12  O14   deloc     1.250  0.020  1.250
 MJF  C12  O13   deloc     1.250  0.020  1.250
 MJF  C19  C24   aromatic  1.394  0.020  1.394
 MJF  C19  C20   aromatic  1.394  0.020  1.394
 MJF  C24  C23   aromatic  1.389  0.020  1.389
 MJF  C23  C22   aromatic  1.388  0.020  1.388
 MJF  C22  C21   aromatic  1.389  0.020  1.389
 MJF  C21  C20   aromatic  1.389  0.020  1.389
 MJF  C9   H91C  single    0.970  0.020  1.090
 MJF  C9   H92C  single    0.970  0.020  1.090
 MJF  C3   H3    single    0.930  0.020  1.080
 MJF  C1   H1    single    0.930  0.020  1.080
 MJF  C4   H4    single    0.930  0.020  1.080
 MJF  C6   H6    single    0.930  0.020  1.080
 MJF  C10  H10   single    0.970  0.020  1.090
 MJF  C11  H11   single    0.970  0.020  1.090
 MJF  C24  H24   single    0.930  0.020  1.080
 MJF  C20  H20   single    0.930  0.020  1.080
 MJF  C23  H23   single    0.930  0.020  1.080
 MJF  C22  H22   single    0.930  0.020  1.080
 MJF  C21  H21   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
 MJF  C9    C8   C2    118.08  3.000
 MJF  C9    C8   O18   122.39  3.000
 MJF  C2    C8   O18   119.54  3.000
 MJF  C1    C2   C3    118.68  3.000
 MJF  C1    C2   C8    122.44  3.000
 MJF  C3    C2   C8    118.88  3.000
 MJF  H3    C3   C4    119.09  3.000
 MJF  H3    C3   C2    119.83  3.000
 MJF  C4    C3   C2    121.08  3.000
 MJF  H4    C4   C5    120.57  3.000
 MJF  H4    C4   C3    120.44  3.000
 MJF  C5    C4   C3    118.99  3.000
 MJF  C6    C5   CL7   119.40  3.000
 MJF  C6    C5   C4    121.23  3.000
 MJF  CL7   C5   C4    119.37  3.000
 MJF  H6    C6   C1    120.31  3.000
 MJF  H6    C6   C5    120.64  3.000
 MJF  C1    C6   C5    119.05  3.000
 MJF  H1    C1   C6    118.10  3.000
 MJF  H1    C1   C2    120.92  3.000
 MJF  C6    C1   C2    120.97  3.000
 MJF  H92C  C9   H91C  105.94  3.000
 MJF  H92C  C9   C10   109.62  3.000
 MJF  H91C  C9   C10   109.50  3.000
 MJF  H92C  C9   C8    110.13  3.000
 MJF  H91C  C9   C8    105.80  3.000
 MJF  C10   C9   C8    115.37  3.000
 MJF  H10   C10  C19   105.51  3.000
 MJF  H10   C10  C11   105.38  3.000
 MJF  C19   C10  C11   115.63  3.000
 MJF  H10   C10  C9    107.38  3.000
 MJF  C19   C10  C9    108.68  3.000
 MJF  C11   C10  C9    113.58  3.000
 MJF  H11   C11  C12   105.52  3.000
 MJF  H11   C11  C15   105.66  3.000
 MJF  C12   C11  C15   110.94  3.000
 MJF  H11   C11  C10   105.29  3.000
 MJF  C12   C11  C10   119.08  3.000
 MJF  C15   C11  C10   109.30  3.000
 MJF  O16   C15  O17   126.28  3.000
 MJF  O16   C15  C11   117.95  3.000
 MJF  O17   C15  C11   115.77  3.000
 MJF  O13   C12  O14   124.59  3.000
 MJF  O13   C12  C11   120.37  3.000
 MJF  O14   C12  C11   115.02  3.000
 MJF  C20   C19  C24   118.00  3.000
 MJF  C20   C19  C10   122.74  3.000
 MJF  C24   C19  C10   119.24  3.000
 MJF  H24   C24  C23   119.28  3.000
 MJF  H24   C24  C19   119.30  3.000
 MJF  C23   C24  C19   121.42  3.000
 MJF  H23   C23  C22   120.17  3.000
 MJF  H23   C23  C24   119.83  3.000
 MJF  C22   C23  C24   120.00  3.000
 MJF  H22   C22  C21   120.49  3.000
 MJF  H22   C22  C23   120.33  3.000
 MJF  C21   C22  C23   119.19  3.000
 MJF  H21   C21  C20   119.54  3.000
 MJF  H21   C21  C22   119.88  3.000
 MJF  C20   C21  C22   120.58  3.000
 MJF  H20   C20  C21   120.57  3.000
 MJF  H20   C20  C19   118.61  3.000
 MJF  C21   C20  C19   120.81  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
 MJF  CONST_01  C5   C4   C3   C2     0.00   0.0  0
 MJF  CONST_02  C5   C6   C1   C2     0.00   0.0  0
 MJF  CONST_03  C6   C1   C2   C3     0.00   0.0  0
 MJF  CONST_04  C6   C5   C4   C3     0.00   0.0  0
 MJF  CONST_05  C1   C2   C3   C4     0.00   0.0  0
 MJF  CONST_06  C1   C6   C5   C4     0.00   0.0  0
 MJF  CONST_07  C22  C23  C24  C19    0.00   0.0  0
 MJF  CONST_08  C22  C21  C20  C19    0.00   0.0  0
 MJF  CONST_09  C21  C20  C19  C24    0.00   0.0  0
 MJF  CONST_10  C21  C22  C23  C24    0.00   0.0  0
 MJF  CONST_11  C20  C19  C24  C23    0.00   0.0  0
 MJF  CONST_12  C20  C21  C22  C23    0.00   0.0  0
 MJF  CONST_13  C4   C3   C2   C8   180.00   0.0  0
 MJF  CONST_14  C6   C1   C2   C8   180.00   0.0  0
 MJF  CONST_15  CL7  C5   C4   C3   180.00   0.0  0
 MJF  CONST_16  C1   C6   C5   CL7  180.00   0.0  0
 MJF  CONST_17  C23  C24  C19  C10  180.00   0.0  0
 MJF  CONST_18  C21  C20  C19  C10  180.00   0.0  0
 MJF  CONST_19  H4   C4   C3   C2   180.00   0.0  0
 MJF  CONST_20  H6   C6   C1   C2   180.00   0.0  0
 MJF  CONST_21  H1   C1   C2   C3   180.00   0.0  0
 MJF  CONST_22  H3   C3   C4   C5   180.00   0.0  0
 MJF  CONST_23  H23  C23  C24  C19  180.00   0.0  0
 MJF  CONST_24  H21  C21  C20  C19  180.00   0.0  0
 MJF  CONST_25  H20  C20  C19  C24  180.00   0.0  0
 MJF  CONST_26  H22  C22  C23  C24  180.00   0.0  0
 MJF  CONST_27  H24  C24  C23  C22  180.00   0.0  0
 MJF  Var_01    C3   C2   C8   O18    2.65  30.0  2
 MJF  Var_02    C10  C9   C8   C2   164.88  30.0  3
 MJF  Var_03    O17  C15  C11  C10  -57.63  30.0  3
 MJF  Var_04    O14  C12  C11  C10  151.34  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
 MJF  chir_01  C10  C9  C11  C19  positiv

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
 MJF  plan-1  C8   0.020
 MJF  plan-1  C2   0.020
 MJF  plan-1  C3   0.020
 MJF  plan-1  C4   0.020
 MJF  plan-1  C5   0.020
 MJF  plan-1  CL7  0.020
 MJF  plan-1  C6   0.020
 MJF  plan-1  C1   0.020
 MJF  plan-1  H3   0.020
 MJF  plan-1  H1   0.020
 MJF  plan-1  H4   0.020
 MJF  plan-1  H6   0.020
 MJF  plan-2  C10  0.020
 MJF  plan-2  C19  0.020
 MJF  plan-2  C24  0.020
 MJF  plan-2  C23  0.020
 MJF  plan-2  C22  0.020
 MJF  plan-2  C21  0.020
 MJF  plan-2  C20  0.020
 MJF  plan-2  H24  0.020
 MJF  plan-2  H20  0.020
 MJF  plan-2  H23  0.020
 MJF  plan-2  H22  0.020
 MJF  plan-2  H21  0.020
 MJF  plan-3  O18  0.020
 MJF  plan-3  C8   0.020
 MJF  plan-3  C2   0.020
 MJF  plan-3  C9   0.020
 MJF  plan-4  C11  0.020
 MJF  plan-4  C15  0.020
 MJF  plan-4  O17  0.020
 MJF  plan-4  O16  0.020
 MJF  plan-5  C11  0.020
 MJF  plan-5  C12  0.020
 MJF  plan-5  O14  0.020
 MJF  plan-5  O13  0.020

