# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Nov 20 00:20:43 2022
#   Inital geometry file: a 105 line input string
#   Ligand name: 4-(4-phenylphenyl)carbonyloxypyrrolidine-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@H]1C[C@H](CN1)OC(=O)c2ccc(cc2)c3ccccc3
#
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
 TG2  TG2  "4-(4-phenylphenyl)carbonyloxypyrrolidine-2-carboxylic acid"  ligand  40  23  .  2023-02-16  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_TG2
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
 TG2  C10  C  C     0   0.606  122.4130  106.3530  108.4364
 TG2  C13  C  CR16  0  -0.294  120.1624  108.0388  105.9012
 TG2  C15  C  CR16  0  -0.296  119.0147  107.8801  107.9982
 TG2  C17  C  CR6   0   0.090  117.8365  108.9401  106.0667
 TG2  C20  C  CR16  0  -0.261  115.5960  110.1858  104.9401
 TG2  C21  C  CR16  0  -0.238  115.9544  110.4485  106.2557
 TG2  C22  C  CR16  0  -0.306  117.0626  109.8298  106.8146
 TG2  C01  C  CH2   0  -0.500  125.5025  106.6377  108.7089
 TG2  C02  C  CH1   0  -0.041  124.6304  105.5574  108.0920
 TG2  C03  C  CH2   0  -0.279  125.4577  105.1225  106.8917
 TG2  C05  C  CH1   0  -0.203  126.0583  107.3500  107.4707
 TG2  C06  C  C     0   0.534  125.1183  108.4128  106.9206
 TG2  C11  C  CR6   0  -0.102  121.2559  107.0176  107.7890
 TG2  C12  C  CR16  0  -0.252  121.2673  107.4145  106.4531
 TG2  C14  C  CR6   0   0.096  119.0159  108.2814  106.6606
 TG2  C16  C  CR16  0  -0.239  120.1172  107.2591  108.5550
 TG2  C18  C  CR16  0  -0.306  117.4665  108.6846  104.7449
 TG2  C19  C  CR16  0  -0.238  116.3569  109.3016  104.1869
 TG2  N04  N  NH1   0  -0.608  126.2972  106.2709  106.5323
 TG2  O07  O  O     0  -0.437  124.7489  108.4701  105.7749
 TG2  O08  O  OH1   0  -0.589  124.7956  109.3143  107.8388
 TG2  O09  O  O2    0  -0.474  123.4148  106.1407  107.5923
 TG2  O23  O  O     0  -0.438  122.4381  106.0364  109.6010
 TG2  H1   H  HCR6  0   0.261  120.2050  108.3575  104.8676
 TG2  H2   H  HCR6  0   0.261  118.1351  108.0343  108.6101
 TG2  H3   H  HCR6  0   0.258  114.7298  110.6669  104.5051
 TG2  H4   H  HCR6  0   0.258  115.3724  111.1414  106.8494
 TG2  H5   H  HCR6  0   0.256  117.3383  110.0595  107.8364
 TG2  H6   H  HCH2  0   0.276  126.3243  106.1612  109.2467
 TG2  H7   H  HCH2  0   0.279  124.9893  107.2893  109.4132
 TG2  H8   H  HCH1  0   0.275  124.4015  104.7349  108.7694
 TG2  H9   H  HCH2  0   0.250  124.8331  104.7870  106.0620
 TG2  H10  H  HCH2  0   0.232  126.0764  104.2714  107.1889
 TG2  H11  H  HCH1  0   0.289  126.9889  107.8730  107.7237
 TG2  H12  H  HCR6  0   0.264  122.1374  107.2509  105.8334
 TG2  H13  H  HCR6  0   0.263  120.0871  106.9539  109.5923
 TG2  H14  H  HCR6  0   0.256  118.0362  107.9818  104.1499
 TG2  H15  H  HCR6  0   0.258  116.0821  109.0842  103.1629
 TG2  H16  H  HNH1  0   0.359  126.1389  106.5677  105.5800
 TG2  H18  H  HOH1  0   0.480  124.2364  110.0027  107.4476

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
 TG2  C19  C18  aromatic  1.387  0.020  1.387
 TG2  C19  C20  aromatic  1.389  0.020  1.389
 TG2  C18  C17  aromatic  1.396  0.020  1.396
 TG2  O07  C06  double    1.205  0.020  1.205
 TG2  C13  C12  aromatic  1.384  0.020  1.384
 TG2  C13  C14  aromatic  1.396  0.020  1.396
 TG2  C20  C21  aromatic  1.389  0.020  1.389
 TG2  C12  C11  aromatic  1.394  0.020  1.394
 TG2  O08  C06  single    1.327  0.020  1.327
 TG2  C17  C14  single    1.476  0.020  1.476
 TG2  C17  C22  aromatic  1.396  0.020  1.396
 TG2  C06  C05  single    1.522  0.020  1.522
 TG2  C14  C15  aromatic  1.397  0.020  1.397
 TG2  C21  C22  aromatic  1.387  0.020  1.387
 TG2  C11  C10  single    1.483  0.020  1.483
 TG2  C11  C16  aromatic  1.393  0.020  1.393
 TG2  O09  C10  single    1.327  0.020  1.327
 TG2  O09  C02  single    1.438  0.020  1.438
 TG2  C10  O23  double    1.207  0.020  1.207
 TG2  N04  C05  single    1.450  0.020  1.450
 TG2  N04  C03  single    1.467  0.020  1.467
 TG2  C05  C01  single    1.533  0.020  1.533
 TG2  C15  C16  aromatic  1.382  0.020  1.382
 TG2  C03  C02  single    1.521  0.020  1.521
 TG2  C02  C01  single    1.519  0.020  1.519
 TG2  C13  H1   single    0.930  0.020  1.080
 TG2  C15  H2   single    0.930  0.020  1.080
 TG2  C20  H3   single    0.930  0.020  1.080
 TG2  C21  H4   single    0.930  0.020  1.080
 TG2  C22  H5   single    0.930  0.020  1.080
 TG2  C01  H6   single    0.970  0.020  1.090
 TG2  C01  H7   single    0.970  0.020  1.090
 TG2  C02  H8   single    0.970  0.020  1.090
 TG2  C03  H9   single    0.970  0.020  1.090
 TG2  C03  H10  single    0.970  0.020  1.090
 TG2  C05  H11  single    0.970  0.020  1.090
 TG2  C12  H12  single    0.930  0.020  1.080
 TG2  C16  H13  single    0.930  0.020  1.080
 TG2  C18  H14  single    0.930  0.020  1.080
 TG2  C19  H15  single    0.930  0.020  1.080
 TG2  N04  H16  single    0.890  0.020  1.040
 TG2  O08  H18  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
 TG2  O23  C10  O09  123.78  3.000
 TG2  O23  C10  C11  123.70  3.000
 TG2  O09  C10  C11  112.52  3.000
 TG2  H1   C13  C14  120.03  3.000
 TG2  H1   C13  C12  118.83  3.000
 TG2  C14  C13  C12  121.13  3.000
 TG2  H2   C15  C16  118.97  3.000
 TG2  H2   C15  C14  120.08  3.000
 TG2  C16  C15  C14  120.94  3.000
 TG2  C18  C17  C14  120.74  3.000
 TG2  C14  C17  C22  120.79  3.000
 TG2  C18  C17  C22  118.48  3.000
 TG2  H3   C20  C19  120.24  3.000
 TG2  H3   C20  C21  120.22  3.000
 TG2  C19  C20  C21  119.54  3.000
 TG2  H4   C21  C22  119.62  3.000
 TG2  H4   C21  C20  120.14  3.000
 TG2  C22  C21  C20  120.24  3.000
 TG2  H5   C22  C21  119.28  3.000
 TG2  H5   C22  C17  119.96  3.000
 TG2  C21  C22  C17  120.75  3.000
 TG2  H7   C01  H6   107.31  3.000
 TG2  H7   C01  C05  114.56  3.000
 TG2  H6   C01  C05  109.14  3.000
 TG2  H7   C01  C02  114.70  3.000
 TG2  H6   C01  C02  108.77  3.000
 TG2  C05  C01  C02  102.16  3.000
 TG2  H8   C02  O09  110.16  3.000
 TG2  H8   C02  C03  112.88  3.000
 TG2  O09  C02  C03  107.55  3.000
 TG2  H8   C02  C01  113.88  3.000
 TG2  C03  C02  C01  102.21  3.000
 TG2  O09  C02  C01  109.75  3.000
 TG2  H10  C03  H9   106.93  3.000
 TG2  H10  C03  N04  110.61  3.000
 TG2  H9   C03  N04  112.45  3.000
 TG2  H10  C03  C02  108.41  3.000
 TG2  H9   C03  C02  112.12  3.000
 TG2  N04  C03  C02  106.30  3.000
 TG2  H11  C05  N04  111.36  3.000
 TG2  H11  C05  C06  105.93  3.000
 TG2  N04  C05  C06  112.80  3.000
 TG2  H11  C05  C01  110.05  3.000
 TG2  N04  C05  C01  103.69  3.000
 TG2  C06  C05  C01  113.11  3.000
 TG2  O08  C06  O07  123.45  3.000
 TG2  O08  C06  C05  112.00  3.000
 TG2  O07  C06  C05  124.49  3.000
 TG2  C16  C11  C12  118.96  3.000
 TG2  C16  C11  C10  118.38  3.000
 TG2  C12  C11  C10  122.66  3.000
 TG2  H12  C12  C11  120.87  3.000
 TG2  H12  C12  C13  118.85  3.000
 TG2  C11  C12  C13  120.28  3.000
 TG2  C17  C14  C15  120.86  3.000
 TG2  C15  C14  C13  118.15  3.000
 TG2  C17  C14  C13  120.99  3.000
 TG2  H13  C16  C11  120.07  3.000
 TG2  H13  C16  C15  119.39  3.000
 TG2  C11  C16  C15  120.54  3.000
 TG2  H14  C18  C19  119.25  3.000
 TG2  H14  C18  C17  119.97  3.000
 TG2  C19  C18  C17  120.77  3.000
 TG2  H15  C19  C18  119.64  3.000
 TG2  H15  C19  C20  120.14  3.000
 TG2  C18  C19  C20  120.22  3.000
 TG2  H16  N04  C05  111.45  3.000
 TG2  H16  N04  C03  111.79  3.000
 TG2  C05  N04  C03  109.25  3.000
 TG2  H18  O08  C06  110.09  3.000
 TG2  C02  O09  C10  118.82  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
 TG2  CONST_01  C16  C11  C12  C13     0.00   0.0  0
 TG2  CONST_04  C16  C15  C14  C13     0.00   0.0  0
 TG2  CONST_05  C12  C13  C14  C15     0.00   0.0  0
 TG2  CONST_08  C12  C11  C16  C15     0.00   0.0  0
 TG2  CONST_09  C20  C19  C18  C17     0.00   0.0  0
 TG2  CONST_10  C12  C13  C14  C17   180.00   0.0  0
 TG2  CONST_11  C16  C15  C14  C17   180.00   0.0  0
 TG2  CONST_12  C20  C21  C22  C17     0.00   0.0  0
 TG2  CONST_13  C18  C19  C20  C21     0.00   0.0  0
 TG2  CONST_14  C18  C17  C22  C21     0.00   0.0  0
 TG2  CONST_15  C14  C17  C22  C21   180.00   0.0  0
 TG2  CONST_16  C19  C18  C17  C22     0.00   0.0  0
 TG2  CONST_17  C19  C20  C21  C22     0.00   0.0  0
 TG2  CONST_18  C14  C13  C12  C11     0.00   0.0  0
 TG2  CONST_19  C14  C15  C16  C11     0.00   0.0  0
 TG2  CONST_20  C19  C18  C17  C14   180.00   0.0  0
 TG2  CONST_21  C13  C12  C11  C10   180.00   0.0  0
 TG2  CONST_22  C15  C16  C11  C10   180.00   0.0  0
 TG2  CONST_23  H2   C15  C14  C13   180.00   0.0  0
 TG2  CONST_24  H1   C13  C14  C15   180.00   0.0  0
 TG2  CONST_25  H15  C19  C18  C17   180.00   0.0  0
 TG2  CONST_26  H1   C13  C14  C17     0.00   0.0  0
 TG2  CONST_27  H2   C15  C14  C17     0.00   0.0  0
 TG2  CONST_28  H4   C21  C22  C17   180.00   0.0  0
 TG2  CONST_29  H14  C18  C19  C20   180.00   0.0  0
 TG2  CONST_30  H5   C22  C21  C20   180.00   0.0  0
 TG2  CONST_31  H15  C19  C20  C21   180.00   0.0  0
 TG2  CONST_32  H14  C18  C17  C22   180.00   0.0  0
 TG2  CONST_33  H3   C20  C21  C22   180.00   0.0  0
 TG2  CONST_34  H1   C13  C12  C11   180.00   0.0  0
 TG2  CONST_35  H2   C15  C16  C11   180.00   0.0  0
 TG2  CONST_36  H13  C16  C11  C12   180.00   0.0  0
 TG2  CONST_37  H12  C12  C13  C14   180.00   0.0  0
 TG2  CONST_38  H14  C18  C17  C14     0.00   0.0  0
 TG2  CONST_39  H5   C22  C17  C14     0.00   0.0  0
 TG2  CONST_40  H13  C16  C15  C14   180.00   0.0  0
 TG2  CONST_41  H12  C12  C11  C16   180.00   0.0  0
 TG2  CONST_42  H3   C20  C19  C18   180.00   0.0  0
 TG2  CONST_43  H5   C22  C17  C18   180.00   0.0  0
 TG2  CONST_44  H4   C21  C20  C19   180.00   0.0  0
 TG2  CONST_45  H18  O08  C06  C05   180.00   0.0  0
 TG2  CONST_46  H18  O08  C06  O07     0.00   0.0  0
 TG2  Var_01    C05  N04  C03  C02     1.97  30.0  1
 TG2  Var_02    H16  N04  C03  C02  -121.86  30.0  1
 TG2  Var_03    H9   C03  N04  C05   125.02  30.0  1
 TG2  Var_04    H10  C03  N04  C05  -115.51  30.0  1
 TG2  Var_05    C11  C10  O09  C02   177.22  30.0  3
 TG2  Var_06    O09  C10  C11  C12    -2.46  30.0  2
 TG2  Var_07    O23  C10  C11  C12   177.77  30.0  2
 TG2  Var_08    O09  C10  C11  C16   177.92  30.0  2
 TG2  Var_09    O23  C10  C11  C16    -1.84  30.0  2
 TG2  Var_10    O23  C10  O09  C02    -3.01  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
 TG2  chir_01  C02  O09  C03  C01  negativ
 TG2  chir_02  C05  N04  C06  C01  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
 TG2  plan-1  C10  0.020
 TG2  plan-1  C13  0.020
 TG2  plan-1  C15  0.020
 TG2  plan-1  C17  0.020
 TG2  plan-1  C11  0.020
 TG2  plan-1  C12  0.020
 TG2  plan-1  C14  0.020
 TG2  plan-1  C16  0.020
 TG2  plan-1  H1   0.020
 TG2  plan-1  H2   0.020
 TG2  plan-1  H12  0.020
 TG2  plan-1  H13  0.020
 TG2  plan-2  C17  0.020
 TG2  plan-2  C20  0.020
 TG2  plan-2  C21  0.020
 TG2  plan-2  C22  0.020
 TG2  plan-2  C14  0.020
 TG2  plan-2  C18  0.020
 TG2  plan-2  C19  0.020
 TG2  plan-2  H3   0.020
 TG2  plan-2  H4   0.020
 TG2  plan-2  H5   0.020
 TG2  plan-2  H14  0.020
 TG2  plan-2  H15  0.020
 TG2  plan-3  C05  0.020
 TG2  plan-3  C06  0.020
 TG2  plan-3  O07  0.020
 TG2  plan-3  O08  0.020
 TG2  plan-3  H18  0.020
 TG2  plan-4  C10  0.020
 TG2  plan-4  C11  0.020
 TG2  plan-4  O09  0.020
 TG2  plan-4  O23  0.020

