# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 05:37:41 2020
#   Inital geometry file: a 84 line input string
#   Ligand name: 4-(3-methyl-5-phenyl-imidazol-4-yl)pyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1cnc(c2ccccc2)c1c3ccncc3
#
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
 EH8  EH8  4-(3-methyl-5-phenyl-imidazol-4-yl)pyridine  ligand  31  18  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EH8
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
 EH8  N1   N  NR5   0  -0.445  -1.4817  -2.0553   0.0660
 EH8  N3   N  N     0  -0.449   0.6504  -2.6035  -0.0117
 EH8  C4   C  CR5   0   0.086   0.5479  -1.2433  -0.0329
 EH8  C5   C  CR5   0   0.309  -0.7809  -0.8759   0.0238
 EH8  C6   C  CR6   0   0.026   1.7398  -0.3964  -0.1272
 EH8  C7   C  CR6   0   0.096  -1.4160   0.4391   0.0979
 EH8  C8   C  CR16  0  -0.301   2.9326  -0.8122   0.4680
 EH8  C10  C  CR16  0  -0.268   4.0505   1.1762  -0.3018
 EH8  C13  C  CH3   0  -0.533  -2.9136  -2.2272   0.1898
 EH8  C15  C  CR16  0  -0.056  -1.6000   2.6195   1.0726
 EH8  C17  C  CR16  0  -0.058  -3.0100   2.0772  -0.6190
 EH8  C2   C  CR15  0   0.087  -0.5756  -3.0512   0.0499
 EH8  C9   C  CR16  0  -0.242   4.0761  -0.0318   0.3835
 EH8  C11  C  CR16  0  -0.240   2.8722   1.5929  -0.9080
 EH8  C12  C  CR16  0  -0.318   1.7288   0.8120  -0.8262
 EH8  C14  C  CR16  0  -0.360  -0.9851   1.3797   1.0320
 EH8  N16  N  N     0  -0.406  -2.5976   2.9732   0.2689
 EH8  C18  C  CR16  0  -0.360  -2.4583   0.8119  -0.7480
 EH8  H1   H  HCR6  0   0.247   2.9607  -1.7513   1.0059
 EH8  H2   H  HCR6  0   0.256   4.9426   1.7852  -0.3690
 EH8  H3   H  HCH3  0   0.262  -3.4227  -1.9880  -0.7412
 EH8  H4   H  HCH3  0   0.276  -3.1183  -3.2637   0.4421
 EH8  H5   H  HCH3  0   0.268  -3.3052  -1.5936   0.9823
 EH8  H6   H  HCR6  0   0.267  -1.2731   3.3588   1.7953
 EH8  H7   H  HCR6  0   0.267  -3.8210   2.3784  -1.2730
 EH8  H8   H  HCR5  0   0.286  -0.8692  -4.0896   0.0893
 EH8  H9   H  HCR6  0   0.255   4.9898  -0.3680   0.8566
 EH8  H10  H  HCR6  0   0.256   2.8448   2.5252  -1.4575
 EH8  H11  H  HCR6  0   0.250   0.8269   1.1410  -1.3263
 EH8  H12  H  HCR6  0   0.270  -0.1867   1.1520   1.7251
 EH8  H13  H  HCR6  0   0.272  -2.8322   0.1463  -1.5140

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
 EH8  C10  C11  aromatic  1.389  0.020  1.389
 EH8  C10  C9   aromatic  1.389  0.020  1.389
 EH8  C11  C12  aromatic  1.387  0.020  1.387
 EH8  C9   C8   aromatic  1.387  0.020  1.387
 EH8  C12  C6   aromatic  1.396  0.020  1.396
 EH8  C8   C6   aromatic  1.396  0.020  1.396
 EH8  C6   C4   single    1.465  0.020  1.465
 EH8  C4   N3   aromatic  1.364  0.020  1.364
 EH8  C4   C5   aromatic  1.380  0.020  1.380
 EH8  N3   C2   aromatic  1.307  0.020  1.307
 EH8  C14  C15  aromatic  1.385  0.020  1.385
 EH8  C14  C7   aromatic  1.394  0.020  1.394
 EH8  C15  N16  aromatic  1.329  0.020  1.329
 EH8  C5   C7   single    1.462  0.020  1.462
 EH8  C5   N1   aromatic  1.373  0.020  1.373
 EH8  C7   C18  aromatic  1.393  0.020  1.393
 EH8  N16  C17  aromatic  1.327  0.020  1.327
 EH8  C18  C17  aromatic  1.386  0.020  1.386
 EH8  C2   N1   aromatic  1.347  0.020  1.347
 EH8  N1   C13  single    1.447  0.020  1.447
 EH8  C8   H1   single    0.930  0.020  1.080
 EH8  C10  H2   single    0.930  0.020  1.080
 EH8  C13  H3   single    0.970  0.020  1.090
 EH8  C13  H4   single    0.970  0.020  1.090
 EH8  C13  H5   single    0.970  0.020  1.090
 EH8  C15  H6   single    0.930  0.020  1.080
 EH8  C17  H7   single    0.930  0.020  1.080
 EH8  C2   H8   single    0.930  0.020  1.080
 EH8  C9   H9   single    0.930  0.020  1.080
 EH8  C11  H10  single    0.930  0.020  1.080
 EH8  C12  H11  single    0.930  0.020  1.080
 EH8  C14  H12  single    0.930  0.020  1.080
 EH8  C18  H13  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
 EH8  C2   N1   C13  125.37  3.000
 EH8  C13  N1   C5   127.57  3.000
 EH8  C2   N1   C5   106.95  3.000
 EH8  C2   N3   C4   105.77  3.000
 EH8  C6   C4   C5   129.21  3.000
 EH8  C5   C4   N3   109.71  3.000
 EH8  C6   C4   N3   121.07  3.000
 EH8  C7   C5   C4   131.29  3.000
 EH8  C7   C5   N1   123.33  3.000
 EH8  C4   C5   N1   105.31  3.000
 EH8  C12  C6   C8   118.55  3.000
 EH8  C8   C6   C4   119.69  3.000
 EH8  C12  C6   C4   121.75  3.000
 EH8  C18  C7   C14  117.23  3.000
 EH8  C18  C7   C5   122.33  3.000
 EH8  C14  C7   C5   120.43  3.000
 EH8  H1   C8   C9   119.80  3.000
 EH8  H1   C8   C6   119.49  3.000
 EH8  C9   C8   C6   120.71  3.000
 EH8  H2   C10  C11  120.23  3.000
 EH8  H2   C10  C9   120.31  3.000
 EH8  C11  C10  C9   119.46  3.000
 EH8  H5   C13  H4   108.59  3.000
 EH8  H5   C13  H3   109.09  3.000
 EH8  H4   C13  H3   108.69  3.000
 EH8  H5   C13  N1   110.44  3.000
 EH8  H4   C13  N1   108.64  3.000
 EH8  H3   C13  N1   111.32  3.000
 EH8  H6   C15  N16  116.61  3.000
 EH8  H6   C15  C14  119.74  3.000
 EH8  N16  C15  C14  123.64  3.000
 EH8  H7   C17  C18  119.67  3.000
 EH8  H7   C17  N16  116.64  3.000
 EH8  C18  C17  N16  123.69  3.000
 EH8  H8   C2   N3   125.90  3.000
 EH8  H8   C2   N1   121.86  3.000
 EH8  N3   C2   N1   112.24  3.000
 EH8  H9   C9   C10  120.08  3.000
 EH8  H9   C9   C8   119.64  3.000
 EH8  C10  C9   C8   120.28  3.000
 EH8  H10  C11  C12  119.60  3.000
 EH8  H10  C11  C10  120.09  3.000
 EH8  C12  C11  C10  120.31  3.000
 EH8  H11  C12  C11  119.24  3.000
 EH8  H11  C12  C6   120.06  3.000
 EH8  C11  C12  C6   120.69  3.000
 EH8  H12  C14  C15  119.84  3.000
 EH8  H12  C14  C7   121.04  3.000
 EH8  C15  C14  C7   119.12  3.000
 EH8  C17  N16  C15  117.27  3.000
 EH8  H13  C18  C17  119.34  3.000
 EH8  H13  C18  C7   121.60  3.000
 EH8  C17  C18  C7   119.04  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
 EH8  CONST_01  C6   C4   C5   N1   180.00   0.0  0
 EH8  CONST_02  N3   C4   C5   N1     0.00   0.0  0
 EH8  CONST_05  C4   N3   C2   N1     0.00   0.0  0
 EH8  CONST_08  C7   C5   C4   N3   180.00   0.0  0
 EH8  CONST_09  C5   N1   C2   N3     0.00   0.0  0
 EH8  CONST_10  C11  C12  C6   C4   180.00   0.0  0
 EH8  CONST_11  C9   C8   C6   C4   180.00   0.0  0
 EH8  CONST_14  C2   N1   C5   C4     0.00   0.0  0
 EH8  CONST_17  C2   N3   C4   C5     0.00   0.0  0
 EH8  CONST_18  C15  C14  C7   C5   180.00   0.0  0
 EH8  CONST_19  C17  C18  C7   C5   180.00   0.0  0
 EH8  CONST_20  C10  C11  C12  C6     0.00   0.0  0
 EH8  CONST_21  C10  C9   C8   C6     0.00   0.0  0
 EH8  CONST_22  C2   N3   C4   C6   180.00   0.0  0
 EH8  CONST_23  C7   C5   C4   C6     0.00   0.0  0
 EH8  CONST_24  N16  C15  C14  C7     0.00   0.0  0
 EH8  CONST_25  C2   N1   C5   C7   180.00   0.0  0
 EH8  CONST_26  N16  C17  C18  C7     0.00   0.0  0
 EH8  CONST_27  C11  C10  C9   C8     0.00   0.0  0
 EH8  CONST_28  C11  C12  C6   C8     0.00   0.0  0
 EH8  CONST_29  C18  C7   C14  C15    0.00   0.0  0
 EH8  CONST_30  C18  C17  N16  C15    0.00   0.0  0
 EH8  CONST_31  C14  C15  N16  C17    0.00   0.0  0
 EH8  CONST_32  C14  C7   C18  C17    0.00   0.0  0
 EH8  CONST_33  C12  C11  C10  C9     0.00   0.0  0
 EH8  CONST_34  C12  C6   C8   C9     0.00   0.0  0
 EH8  CONST_35  C13  N1   C2   N3   180.00   0.0  0
 EH8  CONST_36  C13  N1   C5   C4   180.00   0.0  0
 EH8  CONST_37  C13  N1   C5   C7     0.00   0.0  0
 EH8  CONST_38  H11  C12  C6   C4     0.00   0.0  0
 EH8  CONST_39  H1   C8   C6   C4     0.00   0.0  0
 EH8  CONST_40  H8   C2   N3   C4   180.00   0.0  0
 EH8  CONST_41  H12  C14  C7   C5     0.00   0.0  0
 EH8  CONST_42  H13  C18  C7   C5     0.00   0.0  0
 EH8  CONST_43  H10  C11  C12  C6   180.00   0.0  0
 EH8  CONST_44  H9   C9   C8   C6   180.00   0.0  0
 EH8  CONST_45  H6   C15  C14  C7   180.00   0.0  0
 EH8  CONST_46  H7   C17  C18  C7   180.00   0.0  0
 EH8  CONST_47  H2   C10  C9   C8   180.00   0.0  0
 EH8  Var_01    H3   C13  N1   C5    74.44  30.0  2

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
 EH8  plan-1  N1   0.020
 EH8  plan-1  N3   0.020
 EH8  plan-1  C4   0.020
 EH8  plan-1  C5   0.020
 EH8  plan-1  C6   0.020
 EH8  plan-1  C7   0.020
 EH8  plan-1  C13  0.020
 EH8  plan-1  C2   0.020
 EH8  plan-1  H8   0.020
 EH8  plan-2  C4   0.020
 EH8  plan-2  C6   0.020
 EH8  plan-2  C8   0.020
 EH8  plan-2  C10  0.020
 EH8  plan-2  C9   0.020
 EH8  plan-2  C11  0.020
 EH8  plan-2  C12  0.020
 EH8  plan-2  H1   0.020
 EH8  plan-2  H2   0.020
 EH8  plan-2  H9   0.020
 EH8  plan-2  H10  0.020
 EH8  plan-2  H11  0.020
 EH8  plan-3  C5   0.020
 EH8  plan-3  C7   0.020
 EH8  plan-3  C15  0.020
 EH8  plan-3  C17  0.020
 EH8  plan-3  C14  0.020
 EH8  plan-3  N16  0.020
 EH8  plan-3  C18  0.020
 EH8  plan-3  H6   0.020
 EH8  plan-3  H7   0.020
 EH8  plan-3  H12  0.020
 EH8  plan-3  H13  0.020

