# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 05:15:38 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: (5Z)-5-(3-bromobenzylidene)-2,3-dimethyl-3,5-dihydro-4H-imidazol-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=NC(=C/c2cccc(Br)c2)\C1=O)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
 2ZZ  2ZZ  (5Z)-5-(3-bromobenzylidene)-2,3-dimethyl-3,5-dihydro-4H-imidazol-4-one  ligand  27  16  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2ZZ
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
 2ZZ  O18  O   O     0  -0.439   4.0490  -1.6426   0.0015
 2ZZ  C15  C   CR5   0   0.542   3.3506  -0.6516   0.0100
 2ZZ  N14  N   NR5   0  -0.548   3.7800   0.6555   0.0092
 2ZZ  C16  C   CH3   0  -0.531   5.1591   1.0820   0.0265
 2ZZ  C13  C   CR5   0   0.517   2.6697   1.4729   0.0302
 2ZZ  C17  C   CH3   0  -0.759   2.8062   2.9452   0.0363
 2ZZ  C11  C   CR5   0   0.111   1.8701  -0.5140   0.0231
 2ZZ  N12  N   N     0  -0.493   1.5473   0.8347   0.0367
 2ZZ  C10  C   C1    0  -0.389   1.0460  -1.5764   0.0216
 2ZZ  C2   C   CR6   0   0.162  -0.4062  -1.6119   0.0308
 2ZZ  C1   C   CR16  0  -0.297  -1.0296  -2.8644   0.0482
 2ZZ  C6   C   CR16  0  -0.240  -2.4097  -2.9709   0.0581
 2ZZ  C5   C   CR16  0  -0.235  -3.2027  -1.8323   0.0492
 2ZZ  C4   C   CR6   0  -0.085  -2.5811  -0.5900   0.0301
 2ZZ  BR7  BR  BR    0  -0.043  -3.6484   0.9703   0.0155
 2ZZ  C3   C   CR16  0  -0.288  -1.2047  -0.4600   0.0216
 2ZZ  H1   H   HCH3  0   0.271   5.7916   0.2210  -0.1707
 2ZZ  H2   H   HCH3  0   0.262   5.3414   1.8263  -0.7460
 2ZZ  H3   H   HCH3  0   0.263   5.4305   1.4988   0.9953
 2ZZ  H5   H   HCH3  0   0.275   3.2999   3.2926  -0.8729
 2ZZ  H6   H   HCH3  0   0.278   1.8243   3.4061   0.0975
 2ZZ  H7   H   HCH3  0   0.275   3.4081   3.2810   0.8822
 2ZZ  H8   H   H     0   0.272   1.5326  -2.5463   0.0135
 2ZZ  H10  H   HCR6  0   0.268  -0.4214  -3.7604   0.0550
 2ZZ  H11  H   HCR6  0   0.274  -2.8782  -3.9458   0.0731
 2ZZ  H12  H   HCR6  0   0.285  -4.2806  -1.9201   0.0564
 2ZZ  H13  H   HCR6  0   0.293  -0.7375   0.5143   0.0072

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
 2ZZ  O18  C15  double    1.212  0.020  1.212
 2ZZ  C16  N14  single    1.444  0.020  1.444
 2ZZ  C15  N14  single    1.376  0.020  1.376
 2ZZ  C15  C11  single    1.487  0.020  1.487
 2ZZ  N14  C13  single    1.379  0.020  1.379
 2ZZ  C10  C11  double    1.345  0.020  1.345
 2ZZ  C10  C2   single    1.453  0.020  1.453
 2ZZ  C11  N12  single    1.387  0.020  1.387
 2ZZ  C1   C2   aromatic  1.399  0.020  1.399
 2ZZ  C1   C6   aromatic  1.384  0.020  1.384
 2ZZ  C13  N12  double    1.291  0.020  1.291
 2ZZ  C13  C17  single    1.479  0.020  1.479
 2ZZ  C2   C3   aromatic  1.402  0.020  1.402
 2ZZ  C6   C5   aromatic  1.388  0.020  1.388
 2ZZ  C3   C4   aromatic  1.383  0.020  1.383
 2ZZ  C5   C4   aromatic  1.389  0.020  1.389
 2ZZ  C4   BR7  single    1.890  0.020  1.890
 2ZZ  C16  H1   single    0.970  0.020  1.090
 2ZZ  C16  H2   single    0.970  0.020  1.090
 2ZZ  C16  H3   single    0.970  0.020  1.090
 2ZZ  C17  H5   single    0.970  0.020  1.090
 2ZZ  C17  H6   single    0.970  0.020  1.090
 2ZZ  C17  H7   single    0.970  0.020  1.090
 2ZZ  C10  H8   single    0.930  0.020  1.080
 2ZZ  C1   H10  single    0.930  0.020  1.080
 2ZZ  C6   H11  single    0.930  0.020  1.080
 2ZZ  C5   H12  single    0.930  0.020  1.080
 2ZZ  C3   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
 2ZZ  C11  C15  N14  102.88  3.000
 2ZZ  C11  C15  O18  130.48  3.000
 2ZZ  N14  C15  O18  126.64  3.000
 2ZZ  C13  N14  C16  126.44  3.000
 2ZZ  C13  N14  C15  108.17  3.000
 2ZZ  C16  N14  C15  125.36  3.000
 2ZZ  H3   C16  H2   109.14  3.000
 2ZZ  H3   C16  H1   108.65  3.000
 2ZZ  H2   C16  H1   108.40  3.000
 2ZZ  H3   C16  N14  111.21  3.000
 2ZZ  H2   C16  N14  110.71  3.000
 2ZZ  H1   C16  N14  108.66  3.000
 2ZZ  N12  C13  C17  124.92  3.000
 2ZZ  C17  C13  N14  121.06  3.000
 2ZZ  N12  C13  N14  114.02  3.000
 2ZZ  H7   C17  H6   108.93  3.000
 2ZZ  H7   C17  H5   107.36  3.000
 2ZZ  H6   C17  H5   108.71  3.000
 2ZZ  H7   C17  C13  111.13  3.000
 2ZZ  H6   C17  C13  109.83  3.000
 2ZZ  H5   C17  C13  110.81  3.000
 2ZZ  C10  C11  N12  128.74  3.000
 2ZZ  N12  C11  C15  108.77  3.000
 2ZZ  C10  C11  C15  122.49  3.000
 2ZZ  C11  N12  C13  106.16  3.000
 2ZZ  H8   C10  C2   115.25  3.000
 2ZZ  H8   C10  C11  115.55  3.000
 2ZZ  C2   C10  C11  129.20  3.000
 2ZZ  C3   C2   C1   118.81  3.000
 2ZZ  C3   C2   C10  123.32  3.000
 2ZZ  C1   C2   C10  117.86  3.000
 2ZZ  H10  C1   C6   119.75  3.000
 2ZZ  H10  C1   C2   119.38  3.000
 2ZZ  C6   C1   C2   120.88  3.000
 2ZZ  H11  C6   C5   119.48  3.000
 2ZZ  H11  C6   C1   120.08  3.000
 2ZZ  C5   C6   C1   120.43  3.000
 2ZZ  H12  C5   C4   121.24  3.000
 2ZZ  H12  C5   C6   120.19  3.000
 2ZZ  C4   C5   C6   118.57  3.000
 2ZZ  C3   C4   BR7  118.97  3.000
 2ZZ  BR7  C4   C5   119.05  3.000
 2ZZ  C3   C4   C5   121.98  3.000
 2ZZ  H13  C3   C4   121.02  3.000
 2ZZ  H13  C3   C2   119.65  3.000
 2ZZ  C4   C3   C2   119.33  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
 2ZZ  CONST_01  C5   C6   C1   C2      0.00   0.0  0
 2ZZ  CONST_02  C5   C4   C3   C2      0.00   0.0  0
 2ZZ  CONST_03  C4   C3   C2   C1      0.00   0.0  0
 2ZZ  CONST_04  C4   C5   C6   C1      0.00   0.0  0
 2ZZ  CONST_05  C3   C2   C1   C6      0.00   0.0  0
 2ZZ  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 2ZZ  CONST_07  N12  C13  N14  C15     0.00   0.0  0
 2ZZ  CONST_08  C13  N12  C11  C15     0.00   0.0  0
 2ZZ  CONST_09  N12  C11  C15  N14     0.00   0.0  0
 2ZZ  CONST_10  C11  N12  C13  N14     0.00   0.0  0
 2ZZ  CONST_11  C11  C15  N14  C13     0.00   0.0  0
 2ZZ  CONST_12  C6   C1   C2   C10   180.00   0.0  0
 2ZZ  CONST_13  C4   C3   C2   C10   180.00   0.0  0
 2ZZ  CONST_14  BR7  C4   C3   C2    180.00   0.0  0
 2ZZ  CONST_15  BR7  C4   C5   C6    180.00   0.0  0
 2ZZ  CONST_16  C13  N14  C15  O18   180.00   0.0  0
 2ZZ  CONST_17  C17  C13  N14  C15   180.00   0.0  0
 2ZZ  CONST_18  C11  C15  N14  C16   180.00   0.0  0
 2ZZ  CONST_19  N12  C13  N14  C16   180.00   0.0  0
 2ZZ  CONST_20  C11  N12  C13  C17   180.00   0.0  0
 2ZZ  CONST_21  H11  C6   C1   C2    180.00   0.0  0
 2ZZ  CONST_22  H13  C3   C2   C1    180.00   0.0  0
 2ZZ  CONST_23  H12  C5   C6   C1    180.00   0.0  0
 2ZZ  CONST_24  H10  C1   C6   C5    180.00   0.0  0
 2ZZ  CONST_25  C16  N14  C15  O18     0.00   0.0  0
 2ZZ  CONST_26  C17  C13  N14  C16     0.00   0.0  0
 2ZZ  Var_01    C2   C10  C11  C15  -179.88  30.0  2
 2ZZ  Var_02    C1   C2   C10  C11  -179.01  30.0  2
 2ZZ  Var_03    H1   C16  N14  C15    11.81  30.0  3
 2ZZ  Var_04    H5   C17  C13  N14    62.35  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
 2ZZ  plan-1  O18  0.020
 2ZZ  plan-1  C15  0.020
 2ZZ  plan-1  N14  0.020
 2ZZ  plan-1  C16  0.020
 2ZZ  plan-1  C13  0.020
 2ZZ  plan-1  C17  0.020
 2ZZ  plan-1  C11  0.020
 2ZZ  plan-1  N12  0.020
 2ZZ  plan-1  C10  0.020
 2ZZ  plan-2  C10  0.020
 2ZZ  plan-2  C2   0.020
 2ZZ  plan-2  C1   0.020
 2ZZ  plan-2  C6   0.020
 2ZZ  plan-2  C5   0.020
 2ZZ  plan-2  C4   0.020
 2ZZ  plan-2  BR7  0.020
 2ZZ  plan-2  C3   0.020
 2ZZ  plan-2  H10  0.020
 2ZZ  plan-2  H11  0.020
 2ZZ  plan-2  H12  0.020
 2ZZ  plan-2  H13  0.020

