# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 18 02:03:52 2020
#   Inital geometry file: a 129 line input string
#   Ligand name: N-{[(3S,4S)-4-benzylpyrrolidin-3-yl]methyl}-4-chloro-N-phenylaniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(cc1)N(C[C@@H]2CNC[C@H]2Cc3ccccc3)c4ccccc4
#
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
 0LS  0LS  N-{[(3S,4S)-4-benzylpyrrolidin-3-yl]methyl}-4-chloro-N-phenylaniline  ligand  52  27  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0LS
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
 0LS  N1   N   NR15  0  -0.581  -2.1332   2.8489  -1.0734
 0LS  C2   C   CH2   0  -0.307  -0.7968   2.2690  -1.1821
 0LS  C3   C   CR15  0  -0.252  -0.8272   0.8743  -0.4981
 0LS  C4   C   CR15  0  -0.245  -2.3144   0.6574  -0.1569
 0LS  C5   C   CH2   0  -0.302  -3.0284   1.7043  -1.0171
 0LS  C6   C   CH2   0  -0.527  -2.7907  -0.7779  -0.3670
 0LS  C7   C   CR6   0   0.154  -4.2467  -0.9538  -0.0325
 0LS  C8   C   CH2   0  -0.352   0.0372   0.7624   0.7572
 0LS  N9   N   NT    0  -0.597   1.4694   0.6991   0.5187
 0LS  C10  C   CR6   0   0.374   2.1019  -0.5103   0.3087
 0LS  C11  C   CR6   0   0.264   2.1740   1.9155   0.3751
 0LS  C12  C   CR16  0  -0.349   1.3811  -1.6916   0.0784
 0LS  C13  C   CR16  0  -0.202   2.0233  -2.9097  -0.0805
 0LS  C14  C   CR6   0  -0.078   3.4036  -2.9778  -0.0248
 0LS  C15  C   CR16  0  -0.199   4.1433  -1.8260   0.1977
 0LS  C16  C   CR16  0  -0.335   3.5025  -0.6131   0.3672
 0LS  C17  C   CR16  0  -0.269   2.8179   2.2256  -0.8218
 0LS  C18  C   CR16  0  -0.252   3.4905   3.4294  -0.9628
 0LS  C19  C   CR16  0  -0.263   3.5124   4.3474   0.0805
 0LS  C20  C   CR16  0  -0.252   2.8645   4.0453   1.2704
 0LS  C21  C   CR16  0  -0.290   2.2073   2.8320   1.4228
 0LS  C22  C   CR16  0  -0.316  -5.2126  -1.0233  -1.0331
 0LS  C23  C   CR16  0  -0.241  -6.5602  -1.1473  -0.7176
 0LS  C24  C   CR16  0  -0.274  -6.9633  -1.2049   0.6094
 0LS  C25  C   CR16  0  -0.240  -6.0086  -1.1406   1.6174
 0LS  C26  C   CR16  0  -0.309  -4.6641  -1.0172   1.2964
 0LS  CL2  CL  CL    0  -0.149   4.2114  -4.5017  -0.2318
 0LS  H1   H   HNR5  0   0.343  -2.1977   3.3453  -0.1926
 0LS  H3   H   HCH2  0   0.226  -0.5347   2.1531  -2.2369
 0LS  H4   H   HCH2  0   0.238  -0.0611   2.9467  -0.7483
 0LS  H5   H   HCR5  0   0.244  -0.5074   0.1159  -1.2197
 0LS  H6   H   HCR5  0   0.235  -2.4724   0.9293   0.8960
 0LS  H7   H   HCH2  0   0.241  -4.0053   1.9898  -0.6265
 0LS  H8   H   HCH2  0   0.214  -3.1838   1.3146  -2.0307
 0LS  H9   H   HCH2  0   0.243  -2.6125  -1.0657  -1.4075
 0LS  H10  H   HCH2  0   0.248  -2.1933  -1.4569   0.2493
 0LS  H11  H   HCH2  0   0.266  -0.1650   1.6183   1.4064
 0LS  H12  H   HCH2  0   0.252  -0.2559  -0.1164   1.3370
 0LS  H13  H   HCR6  0   0.267   0.3030  -1.6832   0.0094
 0LS  H14  H   HCR6  0   0.275   1.4332  -3.7991  -0.2575
 0LS  H15  H   HCR6  0   0.275   5.2229  -1.8683   0.2536
 0LS  H16  H   HCR6  0   0.275   4.1075   0.2621   0.5591
 0LS  H17  H   HCR6  0   0.265   2.7879   1.5225  -1.6451
 0LS  H18  H   HCR6  0   0.258   3.9872   3.6578  -1.8970
 0LS  H19  H   HCR6  0   0.257   4.0305   5.2905  -0.0343
 0LS  H20  H   HCR6  0   0.259   2.8801   4.7502   2.0915
 0LS  H21  H   HCR6  0   0.263   1.7199   2.5949   2.3606
 0LS  H22  H   HCR6  0   0.244  -4.9083  -0.9812  -2.0727
 0LS  H23  H   HCR6  0   0.253  -7.2950  -1.2011  -1.5107
 0LS  H24  H   HCR6  0   0.252  -8.0126  -1.3028   0.8565
 0LS  H25  H   HCR6  0   0.252  -6.3113  -1.1917   2.6557
 0LS  H26  H   HCR6  0   0.245  -3.9267  -0.9732   2.0897

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
 0LS  CL2  C14  single    1.737  0.020  1.737
 0LS  C13  C14  aromatic  1.383  0.020  1.383
 0LS  C13  C12  aromatic  1.386  0.020  1.386
 0LS  C14  C15  aromatic  1.387  0.020  1.387
 0LS  C25  C26  aromatic  1.388  0.020  1.388
 0LS  C25  C24  aromatic  1.390  0.020  1.390
 0LS  C26  C7   aromatic  1.394  0.020  1.394
 0LS  C12  C10  aromatic  1.403  0.020  1.403
 0LS  C24  C23  aromatic  1.388  0.020  1.388
 0LS  C7   C6   single    1.504  0.020  1.504
 0LS  C7   C22  aromatic  1.392  0.020  1.392
 0LS  C6   C4   single    1.527  0.020  1.527
 0LS  C15  C16  aromatic  1.382  0.020  1.382
 0LS  C23  C22  aromatic  1.390  0.020  1.390
 0LS  C10  C16  aromatic  1.406  0.020  1.406
 0LS  C10  N9   single    1.381  0.020  1.381
 0LS  C4   C3   single    1.541  0.020  1.541
 0LS  C4   C5   single    1.532  0.020  1.532
 0LS  C3   C8   single    1.528  0.020  1.528
 0LS  C3   C2   single    1.554  0.020  1.554
 0LS  C8   N9   single    1.453  0.020  1.453
 0LS  N9   C11  single    1.413  0.020  1.413
 0LS  C2   N1   single    1.461  0.020  1.461
 0LS  C5   N1   single    1.454  0.020  1.454
 0LS  C11  C17  aromatic  1.394  0.020  1.394
 0LS  C11  C21  aromatic  1.392  0.020  1.392
 0LS  C17  C18  aromatic  1.386  0.020  1.386
 0LS  C21  C20  aromatic  1.388  0.020  1.388
 0LS  C18  C19  aromatic  1.390  0.020  1.390
 0LS  C20  C19  aromatic  1.388  0.020  1.388
 0LS  N1   H1   single    0.890  0.020  1.040
 0LS  C2   H3   single    0.970  0.020  1.090
 0LS  C2   H4   single    0.970  0.020  1.090
 0LS  C3   H5   single    0.970  0.020  1.090
 0LS  C4   H6   single    0.970  0.020  1.090
 0LS  C5   H7   single    0.970  0.020  1.090
 0LS  C5   H8   single    0.970  0.020  1.090
 0LS  C6   H9   single    0.970  0.020  1.090
 0LS  C6   H10  single    0.970  0.020  1.090
 0LS  C8   H11  single    0.970  0.020  1.090
 0LS  C8   H12  single    0.970  0.020  1.090
 0LS  C12  H13  single    0.930  0.020  1.080
 0LS  C13  H14  single    0.930  0.020  1.080
 0LS  C15  H15  single    0.930  0.020  1.080
 0LS  C16  H16  single    0.930  0.020  1.080
 0LS  C17  H17  single    0.930  0.020  1.080
 0LS  C18  H18  single    0.930  0.020  1.080
 0LS  C19  H19  single    0.930  0.020  1.080
 0LS  C20  H20  single    0.930  0.020  1.080
 0LS  C21  H21  single    0.930  0.020  1.080
 0LS  C22  H22  single    0.930  0.020  1.080
 0LS  C23  H23  single    0.930  0.020  1.080
 0LS  C24  H24  single    0.930  0.020  1.080
 0LS  C25  H25  single    0.930  0.020  1.080
 0LS  C26  H26  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
 0LS  H1   N1   C5   108.23  3.000
 0LS  H1   N1   C2   108.51  3.000
 0LS  C5   N1   C2   104.69  3.000
 0LS  H4   C2   H3   106.74  3.000
 0LS  H4   C2   C3   113.33  3.000
 0LS  H3   C2   C3   109.53  3.000
 0LS  H4   C2   N1   109.94  3.000
 0LS  H3   C2   N1   109.47  3.000
 0LS  C3   C2   N1   107.80  3.000
 0LS  H5   C3   C8   108.99  3.000
 0LS  H5   C3   C4   109.29  3.000
 0LS  C8   C3   C4   110.72  3.000
 0LS  H5   C3   C2   109.03  3.000
 0LS  C8   C3   C2   114.60  3.000
 0LS  C4   C3   C2   104.05  3.000
 0LS  H6   C4   C6   108.64  3.000
 0LS  H6   C4   C5   107.58  3.000
 0LS  C6   C4   C5   114.83  3.000
 0LS  H6   C4   C3   108.42  3.000
 0LS  C5   C4   C3   103.26  3.000
 0LS  C6   C4   C3   113.76  3.000
 0LS  H8   C5   H7   107.29  3.000
 0LS  H8   C5   C4   110.01  3.000
 0LS  H7   C5   C4   113.30  3.000
 0LS  H8   C5   N1   109.33  3.000
 0LS  H7   C5   N1   111.06  3.000
 0LS  C4   C5   N1   105.83  3.000
 0LS  H10  C6   H9   106.46  3.000
 0LS  H10  C6   C7   109.30  3.000
 0LS  H9   C6   C7   109.78  3.000
 0LS  H10  C6   C4   109.60  3.000
 0LS  H9   C6   C4   109.11  3.000
 0LS  C7   C6   C4   112.41  3.000
 0LS  C26  C7   C22  118.35  3.000
 0LS  C22  C7   C6   121.16  3.000
 0LS  C26  C7   C6   120.47  3.000
 0LS  H12  C8   H11  105.36  3.000
 0LS  H12  C8   N9   108.44  3.000
 0LS  H11  C8   N9   108.29  3.000
 0LS  H12  C8   C3   110.05  3.000
 0LS  H11  C8   C3   109.02  3.000
 0LS  N9   C8   C3   115.21  3.000
 0LS  C11  N9   C10  120.67  3.000
 0LS  C11  N9   C8   118.07  3.000
 0LS  C10  N9   C8   120.97  3.000
 0LS  C16  C10  C12  117.21  3.000
 0LS  C16  C10  N9   120.95  3.000
 0LS  C12  C10  N9   121.81  3.000
 0LS  C21  C11  C17  119.25  3.000
 0LS  C21  C11  N9   120.14  3.000
 0LS  C17  C11  N9   120.60  3.000
 0LS  H13  C12  C13  117.51  3.000
 0LS  H13  C12  C10  121.11  3.000
 0LS  C13  C12  C10  121.38  3.000
 0LS  H14  C13  C14  120.70  3.000
 0LS  H14  C13  C12  119.23  3.000
 0LS  C14  C13  C12  120.07  3.000
 0LS  CL2  C14  C15  119.98  3.000
 0LS  C15  C14  C13  119.86  3.000
 0LS  CL2  C14  C13  120.16  3.000
 0LS  H15  C15  C16  119.38  3.000
 0LS  H15  C15  C14  120.54  3.000
 0LS  C16  C15  C14  120.07  3.000
 0LS  H16  C16  C15  118.21  3.000
 0LS  H16  C16  C10  120.38  3.000
 0LS  C15  C16  C10  121.41  3.000
 0LS  H17  C17  C18  120.00  3.000
 0LS  H17  C17  C11  119.70  3.000
 0LS  C18  C17  C11  120.30  3.000
 0LS  H18  C18  C19  120.08  3.000
 0LS  H18  C18  C17  119.58  3.000
 0LS  C19  C18  C17  120.33  3.000
 0LS  H19  C19  C20  120.26  3.000
 0LS  H19  C19  C18  120.24  3.000
 0LS  C20  C19  C18  119.50  3.000
 0LS  H20  C20  C21  119.52  3.000
 0LS  H20  C20  C19  120.12  3.000
 0LS  C21  C20  C19  120.35  3.000
 0LS  H21  C21  C20  119.96  3.000
 0LS  H21  C21  C11  119.78  3.000
 0LS  C20  C21  C11  120.26  3.000
 0LS  H22  C22  C23  119.56  3.000
 0LS  H22  C22  C7   119.50  3.000
 0LS  C23  C22  C7   120.93  3.000
 0LS  H23  C23  C24  120.08  3.000
 0LS  H23  C23  C22  119.76  3.000
 0LS  C24  C23  C22  120.16  3.000
 0LS  H24  C24  C25  120.30  3.000
 0LS  H24  C24  C23  120.23  3.000
 0LS  C25  C24  C23  119.47  3.000
 0LS  H25  C25  C26  119.79  3.000
 0LS  H25  C25  C24  120.08  3.000
 0LS  C26  C25  C24  120.12  3.000
 0LS  H26  C26  C25  119.57  3.000
 0LS  H26  C26  C7   119.47  3.000
 0LS  C25  C26  C7   120.97  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
 0LS  CONST_01  C24  C25  C26  C7      0.00   0.0  0
 0LS  CONST_02  C24  C23  C22  C7      0.00   0.0  0
 0LS  CONST_03  C14  C13  C12  C10     0.00   0.0  0
 0LS  CONST_04  C14  C15  C16  C10     0.00   0.0  0
 0LS  CONST_05  C19  C18  C17  C11     0.00   0.0  0
 0LS  CONST_06  C19  C20  C21  C11     0.00   0.0  0
 0LS  CONST_07  C15  C14  C13  C12     0.00   0.0  0
 0LS  CONST_08  C15  C16  C10  C12     0.00   0.0  0
 0LS  CONST_09  C16  C15  C14  C13     0.00   0.0  0
 0LS  CONST_10  C16  C10  C12  C13     0.00   0.0  0
 0LS  CONST_11  C20  C21  C11  C17     0.00   0.0  0
 0LS  CONST_12  C20  C19  C18  C17     0.00   0.0  0
 0LS  CONST_13  C21  C11  C17  C18     0.00   0.0  0
 0LS  CONST_14  C21  C20  C19  C18     0.00   0.0  0
 0LS  CONST_15  C25  C26  C7   C22     0.00   0.0  0
 0LS  CONST_16  C25  C24  C23  C22     0.00   0.0  0
 0LS  CONST_17  C26  C25  C24  C23     0.00   0.0  0
 0LS  CONST_18  C26  C7   C22  C23     0.00   0.0  0
 0LS  CONST_19  C25  C26  C7   C6    180.00   0.0  0
 0LS  CONST_20  C23  C22  C7   C6    180.00   0.0  0
 0LS  CONST_21  C13  C12  C10  N9    180.00   0.0  0
 0LS  CONST_22  C15  C16  C10  N9    180.00   0.0  0
 0LS  CONST_23  C18  C17  C11  N9    180.00   0.0  0
 0LS  CONST_24  C20  C21  C11  N9    180.00   0.0  0
 0LS  CONST_25  CL2  C14  C13  C12   180.00   0.0  0
 0LS  CONST_26  CL2  C14  C15  C16   180.00   0.0  0
 0LS  CONST_27  H25  C25  C26  C7    180.00   0.0  0
 0LS  CONST_28  H23  C23  C22  C7    180.00   0.0  0
 0LS  CONST_29  H14  C13  C12  C10   180.00   0.0  0
 0LS  CONST_30  H15  C15  C16  C10   180.00   0.0  0
 0LS  CONST_31  H18  C18  C17  C11   180.00   0.0  0
 0LS  CONST_32  H20  C20  C21  C11   180.00   0.0  0
 0LS  CONST_33  H16  C16  C10  C12   180.00   0.0  0
 0LS  CONST_34  H13  C12  C13  C14   180.00   0.0  0
 0LS  CONST_35  H21  C21  C11  C17   180.00   0.0  0
 0LS  CONST_36  H19  C19  C18  C17   180.00   0.0  0
 0LS  CONST_37  H17  C17  C18  C19   180.00   0.0  0
 0LS  CONST_38  H26  C26  C7   C22   180.00   0.0  0
 0LS  CONST_39  H24  C24  C23  C22   180.00   0.0  0
 0LS  CONST_40  H22  C22  C23  C24   180.00   0.0  0
 0LS  Var_01    C4   C5   N1   C2     38.81  30.0  1
 0LS  Var_02    C5   N1   C2   C3    -28.00  30.0  1
 0LS  Var_03    C26  C7   C6   C4    -76.33  30.0  3
 0LS  Var_04    C17  C11  N9   C10    56.65  30.0  2
 0LS  Var_05    C12  C10  N9   C11  -162.09  30.0  2
 0LS  Var_06    C10  N9   C8   C3    -88.46  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
 0LS  chir_01  C3  C4  C8  C2  positiv
 0LS  chir_02  C4  C6  C3  C5  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
 0LS  plan-1  N9   0.020
 0LS  plan-1  C11  0.020
 0LS  plan-1  C17  0.020
 0LS  plan-1  C18  0.020
 0LS  plan-1  C19  0.020
 0LS  plan-1  C20  0.020
 0LS  plan-1  C21  0.020
 0LS  plan-1  H17  0.020
 0LS  plan-1  H18  0.020
 0LS  plan-1  H19  0.020
 0LS  plan-1  H20  0.020
 0LS  plan-1  H21  0.020
 0LS  plan-2  N9   0.020
 0LS  plan-2  C10  0.020
 0LS  plan-2  C12  0.020
 0LS  plan-2  C13  0.020
 0LS  plan-2  C14  0.020
 0LS  plan-2  C15  0.020
 0LS  plan-2  C16  0.020
 0LS  plan-2  CL2  0.020
 0LS  plan-2  H13  0.020
 0LS  plan-2  H14  0.020
 0LS  plan-2  H15  0.020
 0LS  plan-2  H16  0.020
 0LS  plan-3  C6   0.020
 0LS  plan-3  C7   0.020
 0LS  plan-3  C22  0.020
 0LS  plan-3  C23  0.020
 0LS  plan-3  C24  0.020
 0LS  plan-3  C25  0.020
 0LS  plan-3  C26  0.020
 0LS  plan-3  H22  0.020
 0LS  plan-3  H23  0.020
 0LS  plan-3  H24  0.020
 0LS  plan-3  H25  0.020
 0LS  plan-3  H26  0.020

