# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 18:27:34 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 1-({2-[2-(4-chlorophenyl)ethyl]-1,3-dioxolan-2-yl}methyl)-1H-imidazole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccc(CCC2(Cn3ccnc3)OCCO2)cc1
#
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
 224  224  1-({2-[2-(4-chlorophenyl)ethyl]-1,3-dioxolan-2-yl}methyl)-1H-imidazole  ligand  37  20  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_224
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
 224  C1   C   CR15  0  -0.100  -2.2104   0.5646  -4.3110
 224  N1   N   NR5   0  -0.394  -1.3847  -0.5233  -4.3828
 224  C2   C   CR15  0  -0.220  -3.4761   0.0724  -4.4453
 224  N2   N   N     0  -0.458  -3.4421  -1.2877  -4.5880
 224  C3   C   CR15  0   0.100  -2.1755  -1.6074  -4.5400
 224  C4   C   CH2   0  -0.344   0.0441  -0.5396  -4.1995
 224  C5   C   CR5   0   0.525   0.4207  -0.6078  -2.7156
 224  O1   O   O     0  -0.512  -0.2535  -1.6843  -2.1035
 224  O2   O   O     0  -0.503  -0.0378   0.5649  -2.0938
 224  C6   C   CH2   0  -0.225  -0.6340   0.2022  -0.8625
 224  C7   C   CH2   0  -0.211  -1.1920  -1.1732  -1.1712
 224  C8   C   CH2   0  -0.459   1.9234  -0.8046  -2.5171
 224  C9   C   CH2   0  -0.544   2.7860   0.3249  -3.0844
 224  C10  C   CR6   0   0.152   4.2378   0.1059  -2.7637
 224  C11  C   CR16  0  -0.313   4.7808   0.5689  -1.5678
 224  C12  C   CR16  0  -0.315   5.0643  -0.6039  -3.6302
 224  C13  C   CR16  0  -0.196   6.3950  -0.8475  -3.3215
 224  C14  C   CR16  0  -0.196   6.1084   0.3365  -1.2397
 224  C15  C   CR6   0  -0.058   6.9055  -0.3732  -2.1238
 224  CL   CL  CL    0  -0.136   8.5693  -0.6684  -1.7278
 224  H1   H   HCR5  0   0.283  -1.8354   1.5658  -4.1846
 224  H2   H   HCR5  0   0.247  -4.4034   0.6248  -4.4513
 224  H3   H   HCR5  0   0.276  -1.7678  -2.6036  -4.6243
 224  H41  H   HCH2  0   0.282   0.4528  -1.4057  -4.7219
 224  H42  H   HCH2  0   0.282   0.4692   0.3503  -4.6635
 224  H61  H   HCH2  0   0.252  -1.3988   0.9345  -0.6060
 224  H62  H   HCH2  0   0.227   0.1065   0.1675  -0.0555
 224  H71  H   HCH2  0   0.247  -1.2298  -1.8277  -0.3002
 224  H72  H   HCH2  0   0.224  -2.1932  -1.1141  -1.6110
 224  H81  H   HCH2  0   0.249   2.2178  -1.7553  -2.9703
 224  H82  H   HCH2  0   0.254   2.1138  -0.9010  -1.4436
 224  H91  H   HCH2  0   0.257   2.4573   1.2795  -2.6688
 224  H92  H   HCH2  0   0.257   2.6625   0.3916  -4.1675
 224  H11  H   HCR6  0   0.258   4.1608   1.1274  -0.8764
 224  H12  H   HCR6  0   0.258   4.6689  -0.9743  -4.5686
 224  H13  H   HCR6  0   0.278   7.0228  -1.3986  -4.0086
 224  H14  H   HCR6  0   0.278   6.5139   0.7078  -0.3082

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
 224  C1   N1   aromatic  1.368  0.020  1.368
 224  C1   C2   aromatic  1.365  0.020  1.365
 224  C1   H1   single    0.930  0.020  1.080
 224  N1   C3   aromatic  1.351  0.020  1.351
 224  N1   C4   single    1.441  0.020  1.441
 224  C2   N2   aromatic  1.368  0.020  1.368
 224  C2   H2   single    0.930  0.020  1.080
 224  N2   C3   aromatic  1.307  0.020  1.307
 224  C3   H3   single    0.930  0.020  1.080
 224  C4   C5   single    1.532  0.020  1.532
 224  C4   H41  single    0.970  0.020  1.090
 224  C4   H42  single    0.970  0.020  1.090
 224  C5   O2   single    1.404  0.020  1.404
 224  C5   C8   single    1.528  0.020  1.528
 224  C5   O1   single    1.410  0.020  1.410
 224  O1   C7   single    1.418  0.020  1.418
 224  O2   C6   single    1.415  0.020  1.415
 224  C6   C7   single    1.516  0.020  1.516
 224  C6   H61  single    0.970  0.020  1.090
 224  C6   H62  single    0.970  0.020  1.090
 224  C7   H71  single    0.970  0.020  1.090
 224  C7   H72  single    0.970  0.020  1.090
 224  C8   C9   single    1.530  0.020  1.530
 224  C8   H81  single    0.970  0.020  1.090
 224  C8   H82  single    0.970  0.020  1.090
 224  C9   C10  single    1.503  0.020  1.503
 224  C9   H91  single    0.970  0.020  1.090
 224  C9   H92  single    0.970  0.020  1.090
 224  C10  C11  aromatic  1.393  0.020  1.393
 224  C10  C12  aromatic  1.392  0.020  1.392
 224  C11  C14  aromatic  1.387  0.020  1.387
 224  C11  H11  single    0.930  0.020  1.080
 224  C12  C13  aromatic  1.388  0.020  1.388
 224  C12  H12  single    0.930  0.020  1.080
 224  C13  C15  aromatic  1.386  0.020  1.386
 224  C13  H13  single    0.930  0.020  1.080
 224  C14  C15  aromatic  1.386  0.020  1.386
 224  C14  H14  single    0.930  0.020  1.080
 224  C15  CL   single    1.736  0.020  1.736

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
 224  H1   C1   C2   132.07  3.000
 224  H1   C1   N1   122.39  3.000
 224  C2   C1   N1   105.54  3.000
 224  C4   N1   C3   125.89  3.000
 224  C4   N1   C1   126.95  3.000
 224  C3   N1   C1   106.92  3.000
 224  H2   C2   N2   121.98  3.000
 224  H2   C2   C1   127.79  3.000
 224  N2   C2   C1   110.23  3.000
 224  C3   N2   C2   105.27  3.000
 224  H3   C3   N2   126.06  3.000
 224  H3   C3   N1   121.90  3.000
 224  N2   C3   N1   112.04  3.000
 224  H42  C4   H41  107.35  3.000
 224  H42  C4   C5   110.66  3.000
 224  H41  C4   C5   109.65  3.000
 224  H42  C4   N1   108.87  3.000
 224  H41  C4   N1   108.64  3.000
 224  C5   C4   N1   111.56  3.000
 224  C8   C5   O2   111.78  3.000
 224  C8   C5   O1   108.39  3.000
 224  O2   C5   O1   106.81  3.000
 224  O1   C5   C4   109.69  3.000
 224  C8   C5   C4   111.91  3.000
 224  O2   C5   C4   108.14  3.000
 224  C7   O1   C5   109.07  3.000
 224  C6   O2   C5   107.99  3.000
 224  H62  C6   H61  108.80  3.000
 224  H62  C6   C7   111.71  3.000
 224  H61  C6   C7   113.54  3.000
 224  H62  C6   O2   111.36  3.000
 224  H61  C6   O2   109.17  3.000
 224  C7   C6   O2   102.14  3.000
 224  H72  C7   H71  108.76  3.000
 224  H72  C7   C6   111.67  3.000
 224  H71  C7   C6   113.25  3.000
 224  H72  C7   O1   111.13  3.000
 224  H71  C7   O1   109.38  3.000
 224  C6   C7   O1   102.55  3.000
 224  H82  C8   H81  106.44  3.000
 224  H82  C8   C9   109.30  3.000
 224  H81  C8   C9   109.65  3.000
 224  H82  C8   C5   108.05  3.000
 224  H81  C8   C5   108.83  3.000
 224  C9   C8   C5   114.27  3.000
 224  H92  C9   H91  106.86  3.000
 224  H92  C9   C10  109.26  3.000
 224  H91  C9   C10  109.70  3.000
 224  H92  C9   C8   110.42  3.000
 224  H91  C9   C8   109.54  3.000
 224  C10  C9   C8   110.97  3.000
 224  C12  C10  C11  118.20  3.000
 224  C12  C10  C9   121.00  3.000
 224  C11  C10  C9   120.76  3.000
 224  H11  C11  C14  118.88  3.000
 224  H11  C11  C10  119.75  3.000
 224  C14  C11  C10  121.37  3.000
 224  H12  C12  C13  118.85  3.000
 224  H12  C12  C10  119.78  3.000
 224  C13  C12  C10  121.36  3.000
 224  H13  C13  C15  120.63  3.000
 224  H13  C13  C12  120.32  3.000
 224  C15  C13  C12  119.05  3.000
 224  H14  C14  C15  120.63  3.000
 224  H14  C14  C11  120.33  3.000
 224  C15  C14  C11  119.04  3.000
 224  CL   C15  C14  119.53  3.000
 224  CL   C15  C13  119.49  3.000
 224  C14  C15  C13  120.98  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
 224  CONST_01  N2   C3   N1   C1     0.00   0.0  0
 224  CONST_02  C3   N2   C2   C1     0.00   0.0  0
 224  CONST_03  N2   C2   C1   N1     0.00   0.0  0
 224  CONST_04  C2   N2   C3   N1     0.00   0.0  0
 224  CONST_05  C3   N1   C1   C2     0.00   0.0  0
 224  CONST_06  C15  C14  C11  C10    0.00   0.0  0
 224  CONST_07  C15  C13  C12  C10    0.00   0.0  0
 224  CONST_08  C13  C12  C10  C11    0.00   0.0  0
 224  CONST_09  C13  C15  C14  C11    0.00   0.0  0
 224  CONST_10  C14  C11  C10  C12    0.00   0.0  0
 224  CONST_11  C14  C15  C13  C12    0.00   0.0  0
 224  CONST_12  C4   N1   C1   C2   180.00   0.0  0
 224  CONST_13  C4   N1   C3   N2   180.00   0.0  0
 224  CONST_14  C14  C11  C10  C9   180.00   0.0  0
 224  CONST_15  C13  C12  C10  C9   180.00   0.0  0
 224  CONST_16  CL   C15  C14  C11  180.00   0.0  0
 224  CONST_17  CL   C15  C13  C12  180.00   0.0  0
 224  CONST_18  H3   C3   N1   C1   180.00   0.0  0
 224  CONST_19  H2   C2   C1   N1   180.00   0.0  0
 224  CONST_20  H1   C1   C2   N2   180.00   0.0  0
 224  CONST_21  H14  C14  C11  C10  180.00   0.0  0
 224  CONST_22  H13  C13  C12  C10  180.00   0.0  0
 224  CONST_23  H12  C12  C10  C11  180.00   0.0  0
 224  CONST_24  H11  C11  C10  C12  180.00   0.0  0
 224  Var_01    C7   C6   O2   C5   -31.53  30.0  1
 224  Var_02    C6   C7   O1   C5   -22.68  30.0  1
 224  Var_03    O2   C6   C7   O1    32.59  30.0  1
 224  Var_04    C5   C4   N1   C1    83.20  30.0  2
 224  Var_05    C10  C9   C8   C5   175.95  30.0  3
 224  Var_06    C11  C10  C9   C8   -87.41  30.0  2

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
 224  chir_01  C5  O2  C8  O1  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
 224  plan-1  C1   0.020
 224  plan-1  N1   0.020
 224  plan-1  C2   0.020
 224  plan-1  N2   0.020
 224  plan-1  C3   0.020
 224  plan-1  C4   0.020
 224  plan-1  H1   0.020
 224  plan-1  H2   0.020
 224  plan-1  H3   0.020
 224  plan-2  C9   0.020
 224  plan-2  C10  0.020
 224  plan-2  C11  0.020
 224  plan-2  C12  0.020
 224  plan-2  C13  0.020
 224  plan-2  C14  0.020
 224  plan-2  C15  0.020
 224  plan-2  CL   0.020
 224  plan-2  H11  0.020
 224  plan-2  H12  0.020
 224  plan-2  H13  0.020
 224  plan-2  H14  0.020

