# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 18:58:12 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: (4S,5R)-4,5-bis(4-chlorophenyl)-2-methyl-4,5-dihydro-1H-imidazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1=N[C@H]([C@H](N1)c2ccc(Cl)cc2)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
 I18  I18  (4S,5R)-4,5-bis(4-chlorophenyl)-2-methyl-4,5-dihydro-1H-imidazole  ligand  34  20  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_I18
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
 I18  N1   N   NR15  0  -0.635   3.0004   0.9396   0.5321
 I18  C5   C   CR15  0  -0.118   2.1962   0.8806  -0.6710
 I18  C51  C   CR6   0   0.117   0.8316   1.4888  -0.5373
 I18  C4   C   CR15  0  -0.223   2.2204  -0.6718  -0.9291
 I18  C41  C   CR6   0   0.150   0.9624  -1.3634  -0.4606
 I18  N3   N   N     0  -0.438   3.3988  -1.1411  -0.2144
 I18  C2   C   CR5   0   0.441   3.7635  -0.1990   0.5696
 I18  C21  C   CH3   0  -0.745   4.9018  -0.2887   1.5225
 I18  C56  C   CR16  0  -0.281   0.1272   1.4509   0.6619
 I18  C55  C   CR16  0  -0.191  -1.1682   1.9353   0.7414
 I18  C54  C   CR6   0  -0.053  -1.7636   2.4647  -0.3934
 I18  CL5  CL  CL    0  -0.138  -3.3890   3.0677  -0.3021
 I18  C53  C   CR16  0  -0.202  -1.0806   2.5272  -1.5963
 I18  C52  C   CR16  0  -0.310   0.2168   2.0393  -1.6557
 I18  C42  C   CR16  0  -0.279  -0.1424  -1.4184  -1.3056
 I18  C43  C   CR16  0  -0.196  -1.3455  -1.9610  -0.8857
 I18  C44  C   CR6   0  -0.054  -1.4391  -2.4664   0.4016
 I18  CL4  CL  CL    0  -0.139  -2.9423  -3.1437   0.9457
 I18  C45  C   CR16  0  -0.197  -0.3512  -2.4445   1.2576
 I18  C46  C   CR16  0  -0.317   0.8445  -1.8930   0.8184
 I18  H1   H   HNR5  0   0.388   3.4185   1.8212   0.7876
 I18  H2   H   HCR5  0   0.265   2.7178   1.3701  -1.5029
 I18  H3   H   HCR5  0   0.256   2.3273  -0.8524  -2.0013
 I18  H4   H   HCH3  0   0.263   4.5499  -0.1483   2.5451
 I18  H5   H   HCH3  0   0.259   5.3893  -1.2568   1.4479
 I18  H6   H   HCH3  0   0.259   5.6355   0.4929   1.3209
 I18  H7   H   HCR6  0   0.255   0.5885   1.0320   1.5462
 I18  H8   H   HCR6  0   0.274  -1.7082   1.8983   1.6779
 I18  H9   H   HCR6  0   0.277  -1.5473   2.9501  -2.4755
 I18  H10  H   HCR6  0   0.257   0.7533   2.0848  -2.5964
 I18  H11  H   HCR6  0   0.254  -0.0708  -1.0228  -2.3116
 I18  H12  H   HCR6  0   0.274  -2.1962  -1.9888  -1.5529
 I18  H13  H   HCR6  0   0.274  -0.4297  -2.8496   2.2577
 I18  H14  H   HCR6  0   0.255   1.6899  -1.8779   1.4932

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
 I18  C21  C2   single    1.487  0.020  1.487
 I18  C2   N1   single    1.371  0.020  1.371
 I18  C2   N3   double    1.279  0.020  1.279
 I18  N1   C5   single    1.448  0.020  1.448
 I18  C56  C55  aromatic  1.385  0.020  1.385
 I18  C56  C51  aromatic  1.391  0.020  1.391
 I18  N3   C4   single    1.456  0.020  1.456
 I18  C55  C54  aromatic  1.387  0.020  1.387
 I18  C5   C51  single    1.500  0.020  1.500
 I18  C5   C4   single    1.574  0.020  1.574
 I18  C51  C52  aromatic  1.390  0.020  1.390
 I18  C54  CL5  single    1.736  0.020  1.736
 I18  C54  C53  aromatic  1.385  0.020  1.385
 I18  C46  C45  aromatic  1.388  0.020  1.388
 I18  C46  C41  aromatic  1.389  0.020  1.389
 I18  C4   C41  single    1.510  0.020  1.510
 I18  C45  C44  aromatic  1.385  0.020  1.385
 I18  C52  C53  aromatic  1.387  0.020  1.387
 I18  C41  C42  aromatic  1.392  0.020  1.392
 I18  C44  CL4  single    1.736  0.020  1.736
 I18  C44  C43  aromatic  1.386  0.020  1.386
 I18  C42  C43  aromatic  1.385  0.020  1.385
 I18  N1   H1   single    0.890  0.020  1.040
 I18  C5   H2   single    0.970  0.020  1.090
 I18  C4   H3   single    0.970  0.020  1.090
 I18  C21  H4   single    0.970  0.020  1.090
 I18  C21  H5   single    0.970  0.020  1.090
 I18  C21  H6   single    0.970  0.020  1.090
 I18  C56  H7   single    0.930  0.020  1.080
 I18  C55  H8   single    0.930  0.020  1.080
 I18  C53  H9   single    0.930  0.020  1.080
 I18  C52  H10  single    0.930  0.020  1.080
 I18  C42  H11  single    0.930  0.020  1.080
 I18  C43  H12  single    0.930  0.020  1.080
 I18  C45  H13  single    0.930  0.020  1.080
 I18  C46  H14  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
 I18  H1   N1   C2   119.22  3.000
 I18  H1   N1   C5   118.43  3.000
 I18  C2   N1   C5   107.33  3.000
 I18  H2   C5   C4   107.97  3.000
 I18  H2   C5   C51  108.62  3.000
 I18  C4   C5   C51  115.37  3.000
 I18  H2   C5   N1   110.35  3.000
 I18  C4   C5   N1    99.66  3.000
 I18  C51  C5   N1   114.49  3.000
 I18  C52  C51  C56  118.71  3.000
 I18  C52  C51  C5   119.42  3.000
 I18  C56  C51  C5   121.77  3.000
 I18  H3   C4   N3   110.45  3.000
 I18  H3   C4   C41  108.07  3.000
 I18  N3   C4   C41  111.98  3.000
 I18  H3   C4   C5   108.99  3.000
 I18  C41  C4   C5   112.83  3.000
 I18  N3   C4   C5   104.47  3.000
 I18  C46  C41  C42  118.45  3.000
 I18  C42  C41  C4   119.40  3.000
 I18  C46  C41  C4   122.06  3.000
 I18  C2   N3   C4   107.11  3.000
 I18  C21  C2   N3   124.52  3.000
 I18  N3   C2   N1   115.87  3.000
 I18  C21  C2   N1   119.57  3.000
 I18  H6   C21  H5   108.90  3.000
 I18  H6   C21  H4   107.34  3.000
 I18  H5   C21  H4   108.90  3.000
 I18  H6   C21  C2   110.69  3.000
 I18  H5   C21  C2   110.68  3.000
 I18  H4   C21  C2   110.25  3.000
 I18  H7   C56  C55  119.16  3.000
 I18  H7   C56  C51  119.95  3.000
 I18  C55  C56  C51  120.89  3.000
 I18  H8   C55  C54  120.48  3.000
 I18  H8   C55  C56  120.30  3.000
 I18  C54  C55  C56  119.21  3.000
 I18  C53  C54  CL5  119.46  3.000
 I18  C53  C54  C55  121.09  3.000
 I18  CL5  C54  C55  119.44  3.000
 I18  H9   C53  C52  120.42  3.000
 I18  H9   C53  C54  120.73  3.000
 I18  C52  C53  C54  118.85  3.000
 I18  H10  C52  C53  119.03  3.000
 I18  H10  C52  C51  119.74  3.000
 I18  C53  C52  C51  121.23  3.000
 I18  H11  C42  C43  118.82  3.000
 I18  H11  C42  C41  119.79  3.000
 I18  C43  C42  C41  121.39  3.000
 I18  H12  C43  C44  120.70  3.000
 I18  H12  C43  C42  120.41  3.000
 I18  C44  C43  C42  118.89  3.000
 I18  C45  C44  CL4  119.52  3.000
 I18  CL4  C44  C43  119.45  3.000
 I18  C45  C44  C43  121.02  3.000
 I18  H13  C45  C46  120.25  3.000
 I18  H13  C45  C44  120.57  3.000
 I18  C46  C45  C44  119.18  3.000
 I18  H14  C46  C45  118.77  3.000
 I18  H14  C46  C41  120.17  3.000
 I18  C45  C46  C41  121.05  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
 I18  CONST_01  C54  C55  C56  C51    0.00   0.0  0
 I18  CONST_02  C54  C53  C52  C51    0.00   0.0  0
 I18  CONST_03  C44  C45  C46  C41    0.00   0.0  0
 I18  CONST_04  C44  C43  C42  C41    0.00   0.0  0
 I18  CONST_05  C53  C54  C55  C56    0.00   0.0  0
 I18  CONST_06  C53  C52  C51  C56    0.00   0.0  0
 I18  CONST_07  C52  C51  C56  C55    0.00   0.0  0
 I18  CONST_08  C52  C53  C54  C55    0.00   0.0  0
 I18  CONST_09  C45  C46  C41  C42    0.00   0.0  0
 I18  CONST_10  C45  C44  C43  C42    0.00   0.0  0
 I18  CONST_11  C46  C45  C44  C43    0.00   0.0  0
 I18  CONST_12  C46  C41  C42  C43    0.00   0.0  0
 I18  CONST_13  C55  C56  C51  C5   180.00   0.0  0
 I18  CONST_14  C53  C52  C51  C5   180.00   0.0  0
 I18  CONST_15  C45  C46  C41  C4   180.00   0.0  0
 I18  CONST_16  C43  C42  C41  C4   180.00   0.0  0
 I18  CONST_17  C4   N3   C2   N1     0.00   0.0  0
 I18  CONST_19  CL5  C54  C55  C56  180.00   0.0  0
 I18  CONST_20  C52  C53  C54  CL5  180.00   0.0  0
 I18  CONST_21  CL4  C44  C43  C42  180.00   0.0  0
 I18  CONST_22  C46  C45  C44  CL4  180.00   0.0  0
 I18  CONST_23  C21  C2   N1   C5   180.00   0.0  0
 I18  CONST_24  C21  C2   N3   C4   180.00   0.0  0
 I18  CONST_25  H7   C56  C51  C5     0.00   0.0  0
 I18  CONST_26  H10  C52  C51  C5     0.00   0.0  0
 I18  CONST_27  H8   C55  C56  C51  180.00   0.0  0
 I18  CONST_28  H9   C53  C52  C51  180.00   0.0  0
 I18  CONST_29  H14  C46  C41  C4     0.00   0.0  0
 I18  CONST_30  H11  C42  C41  C4     0.00   0.0  0
 I18  CONST_31  H13  C45  C46  C41  180.00   0.0  0
 I18  CONST_32  H12  C43  C42  C41  180.00   0.0  0
 I18  Var_01    H4   C21  C2   N1    58.06  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
 I18  chir_01  C5  N1  C51  C4   positiv
 I18  chir_02  C4  N3  C5   C41  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
 I18  plan-1  C5   0.020
 I18  plan-1  C51  0.020
 I18  plan-1  C56  0.020
 I18  plan-1  C55  0.020
 I18  plan-1  C54  0.020
 I18  plan-1  CL5  0.020
 I18  plan-1  C53  0.020
 I18  plan-1  C52  0.020
 I18  plan-1  H7   0.020
 I18  plan-1  H8   0.020
 I18  plan-1  H9   0.020
 I18  plan-1  H10  0.020
 I18  plan-2  C4   0.020
 I18  plan-2  C41  0.020
 I18  plan-2  C42  0.020
 I18  plan-2  C43  0.020
 I18  plan-2  C44  0.020
 I18  plan-2  CL4  0.020
 I18  plan-2  C45  0.020
 I18  plan-2  C46  0.020
 I18  plan-2  H11  0.020
 I18  plan-2  H12  0.020
 I18  plan-2  H13  0.020
 I18  plan-2  H14  0.020
 I18  plan-3  N1   0.020
 I18  plan-3  C5   0.020
 I18  plan-3  C4   0.020
 I18  plan-3  N3   0.020
 I18  plan-3  C2   0.020
 I18  plan-3  C21  0.020
 I18  plan-3  H1   0.020

