# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Jul 31 20:16:36 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: 6-~{tert}-butyl-3-(4,5-dihydro-1~{H}-imidazol-2-ylmethyl)-2,4-dimethyl-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(c(O)c(C)c1CC2=NCCN2)C(C)(C)C
#
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
 J5C  J5C  "Oxymetazoline"
  ligand  43  19  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_J5C
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
 J5C  C1   C  CH3   0  -0.748  111.2449  122.8834  137.2230
 J5C  C2   C  CR6   0   0.106  109.8501  122.3440  137.0565
 J5C  C3   C  CR16  0  -0.402  108.8993  122.5955  138.0334
 J5C  C4   C  CR6   0   0.110  107.5806  122.1477  137.9670
 J5C  C5   C  CR6   0   0.234  107.2401  121.4117  136.8248
 J5C  C6   C  CR6   0  -0.051  108.1746  121.1169  135.8180
 J5C  C7   C  CR6   0   0.020  109.4825  121.5945  135.9327
 J5C  C8   C  CH2   0  -0.645  110.5340  121.2991  134.8903
 J5C  C9   C  CR5   0   0.466  111.3802  120.1080  135.2304
 J5C  N10  N  NR15  0  -0.645  110.7911  118.9609  135.7020
 J5C  C11  C  CH2   0  -0.308  111.8657  118.0974  136.1704
 J5C  C12  C  CH2   0  -0.347  113.0654  118.7134  135.4261
 J5C  N13  N  N     0  -0.462  112.6432  120.0601  135.0489
 J5C  C14  C  CH3   0  -0.717  107.7015  120.2752  134.6621
 J5C  O15  O  OH1   0  -0.622  106.0019  120.9105  136.5888
 J5C  C16  C  CT    0  -0.202  106.5887  122.4556  139.0972
 J5C  C17  C  CH3   0  -0.666  107.2532  123.2357  140.2378
 J5C  C18  C  CH3   0  -0.637  106.0558  121.1572  139.7303
 J5C  C19  C  CH3   0  -0.636  105.4347  123.3395  138.5908
 J5C  H1   H  HCH3  0   0.242  111.4891  123.6214  136.4552
 J5C  H2   H  HCH3  0   0.249  111.3583  123.3718  138.1898
 J5C  H3   H  HCH3  0   0.240  112.0028  122.1011  137.1590
 J5C  H4   H  HCR6  0   0.246  109.2161  123.1721  138.8910
 J5C  H5   H  HCH2  0   0.278  111.2016  122.1500  134.7599
 J5C  H6   H  HCH2  0   0.291  110.0848  121.1259  133.9114
 J5C  H7   H  HNR5  0   0.389  109.9616  119.0473  136.2696
 J5C  H8   H  HCH2  0   0.238  111.6932  117.0530  135.9116
 J5C  H9   H  HCH2  0   0.226  113.3081  118.1395  134.5254
 J5C  H11  H  HCH3  0   0.244  107.2913  119.3246  135.0062
 J5C  H12  H  HCH3  0   0.245  106.9103  120.7744  134.0997
 J5C  H13  H  HCH3  0   0.240  108.4949  120.0381  133.9597
 J5C  H14  H  HOH1  0   0.472  105.3807  121.1551  137.2781
 J5C  H15  H  HCH3  0   0.242  106.5158  123.4122  141.0219
 J5C  H16  H  HCH3  0   0.234  108.0805  122.6840  140.6861
 J5C  H17  H  HCH3  0   0.234  107.6239  124.2092  139.9142
 J5C  H18  H  HCH3  0   0.235  105.3796  121.3975  140.5526
 J5C  H19  H  HCH3  0   0.219  105.5021  120.5063  139.0538
 J5C  H20  H  HCH3  0   0.236  106.8791  120.5671  140.1352
 J5C  H21  H  HCH3  0   0.235  104.7498  123.5627  139.4109
 J5C  H22  H  HCH3  0   0.237  105.8198  124.2862  138.2099
 J5C  H23  H  HCH3  0   0.219  104.8334  122.8987  137.7945
 J5C  H24  H  HCH2  0   0.230  111.9828  118.1636  137.2567
 J5C  H25  H  HCH2  0   0.231  113.9694  118.7377  136.0365

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
 J5C  C14  C6   single    1.506  0.020  1.506
 J5C  N13  C9   double    1.277  0.020  1.277
 J5C  N13  C12  single    1.461  0.020  1.461
 J5C  C8   C9   single    1.500  0.020  1.500
 J5C  C8   C7   single    1.510  0.020  1.510
 J5C  C9   N10  single    1.373  0.020  1.373
 J5C  C12  C11  single    1.540  0.020  1.540
 J5C  C6   C7   aromatic  1.397  0.020  1.397
 J5C  C6   C5   aromatic  1.405  0.020  1.405
 J5C  C7   C2   aromatic  1.400  0.020  1.400
 J5C  N10  C11  single    1.456  0.020  1.456
 J5C  O15  C5   single    1.356  0.020  1.356
 J5C  C5   C4   aromatic  1.401  0.020  1.401
 J5C  C2   C1   single    1.505  0.020  1.505
 J5C  C2   C3   aromatic  1.386  0.020  1.386
 J5C  C4   C3   aromatic  1.394  0.020  1.394
 J5C  C4   C16  single    1.535  0.020  1.535
 J5C  C19  C16  single    1.539  0.020  1.539
 J5C  C16  C18  single    1.540  0.020  1.540
 J5C  C16  C17  single    1.533  0.020  1.533
 J5C  C1   H1   single    0.970  0.020  1.090
 J5C  C1   H2   single    0.970  0.020  1.090
 J5C  C1   H3   single    0.970  0.020  1.090
 J5C  C3   H4   single    0.930  0.020  1.080
 J5C  C8   H5   single    0.970  0.020  1.090
 J5C  C8   H6   single    0.970  0.020  1.090
 J5C  N10  H7   single    0.890  0.020  1.040
 J5C  C11  H8   single    0.970  0.020  1.090
 J5C  C12  H9   single    0.970  0.020  1.090
 J5C  C14  H11  single    0.970  0.020  1.090
 J5C  C14  H12  single    0.970  0.020  1.090
 J5C  C14  H13  single    0.970  0.020  1.090
 J5C  O15  H14  single    0.850  0.020  0.980
 J5C  C17  H15  single    0.970  0.020  1.090
 J5C  C17  H16  single    0.970  0.020  1.090
 J5C  C17  H17  single    0.970  0.020  1.090
 J5C  C18  H18  single    0.970  0.020  1.090
 J5C  C18  H19  single    0.970  0.020  1.090
 J5C  C18  H20  single    0.970  0.020  1.090
 J5C  C19  H21  single    0.970  0.020  1.090
 J5C  C19  H22  single    0.970  0.020  1.090
 J5C  C19  H23  single    0.970  0.020  1.090
 J5C  C11  H24  single    0.970  0.020  1.090
 J5C  C12  H25  single    0.970  0.020  1.090

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
 J5C  H3   C1   H2   107.53  3.000
 J5C  H3   C1   H1   106.73  3.000
 J5C  H2   C1   H1   107.31  3.000
 J5C  H3   C1   C2   112.36  3.000
 J5C  H2   C1   C2   110.82  3.000
 J5C  H1   C1   C2   111.81  3.000
 J5C  C7   C2   C3   118.87  3.000
 J5C  C3   C2   C1   119.53  3.000
 J5C  C7   C2   C1   121.61  3.000
 J5C  H4   C3   C4   119.10  3.000
 J5C  H4   C3   C2   117.06  3.000
 J5C  C4   C3   C2   123.85  3.000
 J5C  C16  C4   C5   123.27  3.000
 J5C  C16  C4   C3   120.78  3.000
 J5C  C5   C4   C3   115.94  3.000
 J5C  O15  C5   C6   113.89  3.000
 J5C  O15  C5   C4   123.91  3.000
 J5C  C6   C5   C4   122.20  3.000
 J5C  C14  C6   C7   123.24  3.000
 J5C  C7   C6   C5   119.49  3.000
 J5C  C14  C6   C5   117.28  3.000
 J5C  C8   C7   C6   121.90  3.000
 J5C  C6   C7   C2   119.65  3.000
 J5C  C8   C7   C2   118.43  3.000
 J5C  H6   C8   H5   105.60  3.000
 J5C  H6   C8   C9   108.03  3.000
 J5C  H5   C8   C9   107.55  3.000
 J5C  H6   C8   C7   111.34  3.000
 J5C  H5   C8   C7   110.90  3.000
 J5C  C9   C8   C7   113.06  3.000
 J5C  N13  C9   N10  116.22  3.000
 J5C  N10  C9   C8   119.94  3.000
 J5C  N13  C9   C8   123.75  3.000
 J5C  H7   N10  C11  118.47  3.000
 J5C  H7   N10  C9   118.33  3.000
 J5C  C11  N10  C9   106.82  3.000
 J5C  H24  C11  H8   108.10  3.000
 J5C  H24  C11  C12  111.84  3.000
 J5C  H8   C11  C12  113.07  3.000
 J5C  H24  C11  N10  111.24  3.000
 J5C  H8   C11  N10  112.03  3.000
 J5C  C12  C11  N10  100.50  3.000
 J5C  H25  C12  H9   106.75  3.000
 J5C  H25  C12  N13  111.31  3.000
 J5C  H9   C12  N13  109.56  3.000
 J5C  H25  C12  C11  112.58  3.000
 J5C  H9   C12  C11  111.12  3.000
 J5C  N13  C12  C11  105.57  3.000
 J5C  C12  N13  C9   106.48  3.000
 J5C  H13  C14  H12  107.23  3.000
 J5C  H13  C14  H11  106.77  3.000
 J5C  H12  C14  H11  106.76  3.000
 J5C  H13  C14  C6   112.89  3.000
 J5C  H12  C14  C6   111.56  3.000
 J5C  H11  C14  C6   111.28  3.000
 J5C  H14  O15  C5   111.82  3.000
 J5C  C19  C16  C18  111.10  3.000
 J5C  C18  C16  C17  105.85  3.000
 J5C  C19  C16  C17  106.11  3.000
 J5C  C17  C16  C4   111.70  3.000
 J5C  C18  C16  C4   110.93  3.000
 J5C  C19  C16  C4   110.94  3.000
 J5C  H17  C17  H16  108.40  3.000
 J5C  H17  C17  H15  107.38  3.000
 J5C  H16  C17  H15  107.41  3.000
 J5C  H17  C17  C16  112.37  3.000
 J5C  H16  C17  C16  112.15  3.000
 J5C  H15  C17  C16  108.91  3.000
 J5C  H20  C18  H19  106.90  3.000
 J5C  H20  C18  H18  107.88  3.000
 J5C  H19  C18  H18  106.52  3.000
 J5C  H20  C18  C16  110.34  3.000
 J5C  H19  C18  C16  115.10  3.000
 J5C  H18  C18  C16  109.79  3.000
 J5C  H23  C19  H22  106.88  3.000
 J5C  H23  C19  H21  106.57  3.000
 J5C  H22  C19  H21  107.84  3.000
 J5C  H23  C19  C16  114.92  3.000
 J5C  H22  C19  C16  110.40  3.000
 J5C  H21  C19  C16  109.92  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
 J5C  CONST_01  C5   C6   C7   C2      0.00   0.0  0
 J5C  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 J5C  CONST_03  C6   C7   C2   C3      0.00   0.0  0
 J5C  CONST_04  C6   C5   C4   C3      0.00   0.0  0
 J5C  CONST_05  C7   C6   C5   C4      0.00   0.0  0
 J5C  CONST_06  C7   C2   C3   C4      0.00   0.0  0
 J5C  CONST_07  C11  C12  N13  C9      0.00   0.0  0
 J5C  CONST_09  C12  N13  C9   N10     0.00   0.0  0
 J5C  CONST_11  N13  C9   N10  C11     0.00   0.0  0
 J5C  CONST_12  C6   C7   C2   C1    180.00   0.0  0
 J5C  CONST_13  C4   C3   C2   C1    180.00   0.0  0
 J5C  CONST_14  C14  C6   C7   C2    180.00   0.0  0
 J5C  CONST_15  C16  C4   C3   C2    180.00   0.0  0
 J5C  CONST_16  C8   C7   C2   C3    180.00   0.0  0
 J5C  CONST_17  O15  C5   C4   C3    180.00   0.0  0
 J5C  CONST_18  C14  C6   C5   C4    180.00   0.0  0
 J5C  CONST_19  C8   C7   C6   C5    180.00   0.0  0
 J5C  CONST_20  C16  C4   C5   C6    180.00   0.0  0
 J5C  CONST_21  O15  C5   C6   C7    180.00   0.0  0
 J5C  CONST_22  C12  N13  C9   C8    180.00   0.0  0
 J5C  CONST_23  C11  N10  C9   C8    180.00   0.0  0
 J5C  CONST_24  H4   C3   C4   C5    180.00   0.0  0
 J5C  CONST_25  H4   C3   C2   C7    180.00   0.0  0
 J5C  Var_01    C9   C8   C7   C2     83.51  30.0  3
 J5C  Var_02    C9   C8   C7   C6    -95.01  30.0  3
 J5C  Var_03    N13  C9   C8   C7   -138.93  30.0  3
 J5C  Var_04    N10  C9   C8   C7     44.56  30.0  3
 J5C  Var_05    H9   C12  N13  C9    106.77  30.0  1
 J5C  Var_06    H25  C12  N13  C9   -135.40  30.0  1
 J5C  Var_07    H8   C11  N10  C9   -139.88  30.0  1
 J5C  Var_08    H24  C11  N10  C9     99.01  30.0  1
 J5C  Var_09    H9   C12  C11  N10   -99.04  30.0  1
 J5C  Var_10    H25  C12  C11  N10   141.28  30.0  1
 J5C  Var_11    H8   C11  C12  N13   139.23  30.0  1
 J5C  Var_12    H24  C11  C12  N13   -98.46  30.0  1
 J5C  Var_13    C19  C16  C4   C3    116.45  30.0  2
 J5C  Var_14    C18  C16  C4   C3   -119.55  30.0  2
 J5C  Var_15    C17  C16  C4   C3     -1.71  30.0  2
 J5C  Var_16    C19  C16  C4   C5    -63.79  30.0  2
 J5C  Var_17    C18  C16  C4   C5     60.21  30.0  2
 J5C  Var_18    C17  C16  C4   C5    178.05  30.0  2
 J5C  Var_19    H5   C8   C7   C2    -37.39  30.0  3
 J5C  Var_20    H6   C8   C7   C2   -154.66  30.0  3
 J5C  Var_21    H1   C1   C2   C3   -115.11  30.0  2
 J5C  Var_22    H2   C1   C2   C3      4.57  30.0  2
 J5C  Var_23    H3   C1   C2   C3    124.90  30.0  2
 J5C  Var_24    H11  C14  C6   C5    -56.29  30.0  2
 J5C  Var_25    H12  C14  C6   C5     62.84  30.0  2
 J5C  Var_26    H13  C14  C6   C5   -176.32  30.0  2
 J5C  Var_27    H5   C8   C7   C6    144.09  30.0  3
 J5C  Var_28    H6   C8   C7   C6     26.83  30.0  3
 J5C  Var_29    H11  C14  C6   C7    123.05  30.0  2
 J5C  Var_30    H12  C14  C6   C7   -117.82  30.0  2
 J5C  Var_31    H13  C14  C6   C7      3.02  30.0  2
 J5C  Var_32    H1   C1   C2   C7     64.65  30.0  2
 J5C  Var_33    H2   C1   C2   C7   -175.67  30.0  2
 J5C  Var_34    H3   C1   C2   C7    -55.34  30.0  2
 J5C  Var_35    H5   C8   C9   N10   167.33  30.0  1
 J5C  Var_36    H6   C8   C9   N10   -79.12  30.0  1
 J5C  Var_37    H5   C8   C9   N13   -16.16  30.0  1
 J5C  Var_38    H6   C8   C9   N13    97.40  30.0  1
 J5C  Var_39    H21  C19  C16  C4   -178.99  30.0  3
 J5C  Var_40    H22  C19  C16  C4    -60.14  30.0  3
 J5C  Var_41    H23  C19  C16  C4     60.82  30.0  3
 J5C  Var_42    H18  C18  C16  C4    178.07  30.0  3
 J5C  Var_43    H19  C18  C16  C4    -61.77  30.0  3
 J5C  Var_44    H20  C18  C16  C4     59.30  30.0  3
 J5C  Var_45    H15  C17  C16  C4   -178.89  30.0  3
 J5C  Var_46    H16  C17  C16  C4    -60.14  30.0  3
 J5C  Var_47    H17  C17  C16  C4     62.27  30.0  3
 J5C  Var_48    H21  C19  C16  C17   -57.49  30.0  3
 J5C  Var_49    H22  C19  C16  C17    61.36  30.0  3
 J5C  Var_50    H23  C19  C16  C17  -177.68  30.0  3
 J5C  Var_51    H18  C18  C16  C17    56.73  30.0  3
 J5C  Var_52    H19  C18  C16  C17   176.89  30.0  3
 J5C  Var_53    H20  C18  C16  C17   -62.04  30.0  3
 J5C  Var_54    H21  C19  C16  C18    57.11  30.0  3
 J5C  Var_55    H22  C19  C16  C18   175.96  30.0  3
 J5C  Var_56    H23  C19  C16  C18   -63.08  30.0  3
 J5C  Var_57    H15  C17  C16  C18   -58.04  30.0  3
 J5C  Var_58    H16  C17  C16  C18    60.70  30.0  3
 J5C  Var_59    H17  C17  C16  C18  -176.88  30.0  3
 J5C  Var_60    H18  C18  C16  C19   -58.02  30.0  3
 J5C  Var_61    H19  C18  C16  C19    62.13  30.0  3
 J5C  Var_62    H20  C18  C16  C19  -176.80  30.0  3
 J5C  Var_63    H15  C17  C16  C19    60.10  30.0  3
 J5C  Var_64    H16  C17  C16  C19   178.84  30.0  3
 J5C  Var_65    H17  C17  C16  C19   -58.75  30.0  3

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
 J5C  plan-1  C1   0.020
 J5C  plan-1  C2   0.020
 J5C  plan-1  C3   0.020
 J5C  plan-1  C4   0.020
 J5C  plan-1  C5   0.020
 J5C  plan-1  C6   0.020
 J5C  plan-1  C7   0.020
 J5C  plan-1  C8   0.020
 J5C  plan-1  C14  0.020
 J5C  plan-1  O15  0.020
 J5C  plan-1  C16  0.020
 J5C  plan-1  H4   0.020
 J5C  plan-2  C8   0.020
 J5C  plan-2  C9   0.020
 J5C  plan-2  N10  0.020
 J5C  plan-2  C11  0.020
 J5C  plan-2  C12  0.020
 J5C  plan-2  N13  0.020
 J5C  plan-2  H7   0.020

