# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar 23 12:50:18 2022
#   Inital geometry file: a 68 line input string
#   Ligand name: 4-(4-methylimidazol-1-yl)benzaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cn(cn1)c2ccc(C=O)cc2
#
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
 UPQ  UPQ  4-(4-methylimidazol-1-yl)benzaldehyde  ligand  24  14  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_UPQ
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
 UPQ  C01  C  C1    0   0.117  19.9185  -21.0682  -4.0574
 UPQ  C02  C  CR6   0  -0.022  19.0655  -21.4232  -2.9148
 UPQ  C03  C  CR16  0  -0.266  19.6101  -21.4199  -1.6341
 UPQ  C04  C  CR16  0  -0.290  18.8329  -21.7395  -0.5353
 UPQ  C05  C  CR6   0   0.388  17.4969  -22.0818  -0.7180
 UPQ  C07  C  CR15  0  -0.137  17.1186  -23.0244   1.5520
 UPQ  C08  C  CR5   0   0.126  16.0135  -23.1192   2.3425
 UPQ  C09  C  CH3   0  -0.735  15.9030  -23.7168   3.7003
 UPQ  C11  C  CR15  0   0.088  15.3753  -22.1600   0.5415
 UPQ  C12  C  CR16  0  -0.294  16.9449  -22.1022  -1.9998
 UPQ  C13  C  CR16  0  -0.254  17.7241  -21.7643  -3.0874
 UPQ  N06  N  NR5   0  -0.533  16.7030  -22.4123   0.3898
 UPQ  N10  N  N     0  -0.453  14.9348  -22.5667   1.6961
 UPQ  O1   O  O     0  -0.374  19.5454  -21.0355  -5.2064
 UPQ  H1   H  H     0   0.198  20.9619  -20.8225  -3.7903
 UPQ  H3   H  HCR6  0   0.278  20.6505  -21.1533  -1.4902
 UPQ  H4   H  HCR6  0   0.287  19.2617  -21.7047   0.4570
 UPQ  H5   H  HCR5  0   0.298  18.1309  -23.3625   1.6974
 UPQ  H6   H  HCH3  0   0.242  15.5410  -22.9870   4.4260
 UPQ  H7   H  HCH3  0   0.242  15.2058  -24.5562   3.7106
 UPQ  H8   H  HCH3  0   0.243  16.8693  -24.0808   4.0454
 UPQ  H9   H  HCR5  0   0.291  14.7951  -21.6515  -0.2141
 UPQ  H10  H  HCR6  0   0.287  15.9149  -22.3977  -2.1485
 UPQ  H11  H  HCR6  0   0.274  17.2913  -21.7809  -4.0790

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
 UPQ  C01  C02  single    1.469  0.020  1.469
 UPQ  C13  C02  aromatic  1.395  0.020  1.395
 UPQ  C13  C12  aromatic  1.380  0.020  1.380
 UPQ  C02  C03  aromatic  1.392  0.020  1.392
 UPQ  C12  C05  aromatic  1.396  0.020  1.396
 UPQ  C03  C04  aromatic  1.383  0.020  1.383
 UPQ  C05  C04  aromatic  1.391  0.020  1.391
 UPQ  C05  N06  single    1.402  0.020  1.402
 UPQ  N06  C11  aromatic  1.360  0.020  1.360
 UPQ  N06  C07  aromatic  1.378  0.020  1.378
 UPQ  C11  N10  aromatic  1.301  0.020  1.301
 UPQ  C07  C08  aromatic  1.362  0.020  1.362
 UPQ  N10  C08  aromatic  1.374  0.020  1.374
 UPQ  C08  C09  single    1.488  0.020  1.488
 UPQ  C01  O1   double    1.208  0.020  1.208
 UPQ  C01  H1   single    0.930  0.020  1.080
 UPQ  C03  H3   single    0.930  0.020  1.080
 UPQ  C04  H4   single    0.930  0.020  1.080
 UPQ  C07  H5   single    0.930  0.020  1.080
 UPQ  C09  H6   single    0.970  0.020  1.090
 UPQ  C09  H7   single    0.970  0.020  1.090
 UPQ  C09  H8   single    0.970  0.020  1.090
 UPQ  C11  H9   single    0.930  0.020  1.080
 UPQ  C12  H10  single    0.930  0.020  1.080
 UPQ  C13  H11  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
 UPQ  H1   C01  O1   121.03  3.000
 UPQ  H1   C01  C02  114.46  3.000
 UPQ  O1   C01  C02  124.51  3.000
 UPQ  C13  C02  C03  119.39  3.000
 UPQ  C03  C02  C01  119.20  3.000
 UPQ  C13  C02  C01  121.41  3.000
 UPQ  H3   C03  C04  119.39  3.000
 UPQ  H3   C03  C02  119.90  3.000
 UPQ  C04  C03  C02  120.70  3.000
 UPQ  H4   C04  C05  120.61  3.000
 UPQ  H4   C04  C03  119.91  3.000
 UPQ  C05  C04  C03  119.48  3.000
 UPQ  N06  C05  C12  119.88  3.000
 UPQ  N06  C05  C04  119.86  3.000
 UPQ  C12  C05  C04  120.27  3.000
 UPQ  H5   C07  N06  122.47  3.000
 UPQ  H5   C07  C08  131.48  3.000
 UPQ  N06  C07  C08  106.01  3.000
 UPQ  N10  C08  C09  122.19  3.000
 UPQ  C09  C08  C07  128.17  3.000
 UPQ  N10  C08  C07  109.64  3.000
 UPQ  H8   C09  H7   107.87  3.000
 UPQ  H8   C09  H6   107.90  3.000
 UPQ  H7   C09  H6   107.24  3.000
 UPQ  H8   C09  C08  110.95  3.000
 UPQ  H7   C09  C08  111.41  3.000
 UPQ  H6   C09  C08  111.29  3.000
 UPQ  H9   C11  N10  125.90  3.000
 UPQ  H9   C11  N06  122.26  3.000
 UPQ  N10  C11  N06  111.81  3.000
 UPQ  H10  C12  C13  119.75  3.000
 UPQ  H10  C12  C05  120.45  3.000
 UPQ  C13  C12  C05  119.80  3.000
 UPQ  H11  C13  C12  119.52  3.000
 UPQ  H11  C13  C02  120.12  3.000
 UPQ  C12  C13  C02  120.36  3.000
 UPQ  C11  N06  C07  106.43  3.000
 UPQ  C07  N06  C05  126.89  3.000
 UPQ  C11  N06  C05  126.66  3.000
 UPQ  C11  N10  C08  106.11  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
 UPQ  CONST_01  C05  C12  C13  C02     0.00   0.0  0
 UPQ  CONST_02  C05  C04  C03  C02     0.00   0.0  0
 UPQ  CONST_03  C12  C13  C02  C03     0.00   0.0  0
 UPQ  CONST_04  C12  C05  C04  C03     0.00   0.0  0
 UPQ  CONST_05  N06  C05  C04  C03   180.00   0.0  0
 UPQ  CONST_06  C13  C02  C03  C04     0.00   0.0  0
 UPQ  CONST_07  C13  C12  C05  C04     0.00   0.0  0
 UPQ  CONST_10  N10  C11  N06  C05   180.00   0.0  0
 UPQ  CONST_11  C08  C07  N06  C05   180.00   0.0  0
 UPQ  CONST_13  N10  C11  N06  C07     0.00   0.0  0
 UPQ  CONST_14  C11  N10  C08  C07     0.00   0.0  0
 UPQ  CONST_15  C11  N06  C07  C08     0.00   0.0  0
 UPQ  CONST_16  N06  C11  N10  C08     0.00   0.0  0
 UPQ  CONST_18  N06  C05  C12  C13   180.00   0.0  0
 UPQ  CONST_19  N10  C08  C07  N06     0.00   0.0  0
 UPQ  CONST_20  C12  C13  C02  C01   180.00   0.0  0
 UPQ  CONST_21  C04  C03  C02  C01   180.00   0.0  0
 UPQ  CONST_22  N06  C07  C08  C09   180.00   0.0  0
 UPQ  CONST_23  C11  N10  C08  C09   180.00   0.0  0
 UPQ  CONST_24  H10  C12  C13  C02   180.00   0.0  0
 UPQ  CONST_25  H4   C04  C03  C02   180.00   0.0  0
 UPQ  CONST_26  H11  C13  C02  C03   180.00   0.0  0
 UPQ  CONST_27  H3   C03  C04  C05   180.00   0.0  0
 UPQ  CONST_28  H9   C11  N06  C05     0.00   0.0  0
 UPQ  CONST_29  H5   C07  N06  C05     0.00   0.0  0
 UPQ  Var_01    O1   C01  C02  C03  -179.74  30.0  2
 UPQ  Var_02    H6   C09  C08  C07   121.64  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
 UPQ  plan-1  C05  0.020
 UPQ  plan-1  C07  0.020
 UPQ  plan-1  C08  0.020
 UPQ  plan-1  C09  0.020
 UPQ  plan-1  C11  0.020
 UPQ  plan-1  N06  0.020
 UPQ  plan-1  N10  0.020
 UPQ  plan-1  H5   0.020
 UPQ  plan-1  H9   0.020
 UPQ  plan-2  C01  0.020
 UPQ  plan-2  C02  0.020
 UPQ  plan-2  C03  0.020
 UPQ  plan-2  C04  0.020
 UPQ  plan-2  C05  0.020
 UPQ  plan-2  C12  0.020
 UPQ  plan-2  C13  0.020
 UPQ  plan-2  N06  0.020
 UPQ  plan-2  H3   0.020
 UPQ  plan-2  H4   0.020
 UPQ  plan-2  H10  0.020
 UPQ  plan-2  H11  0.020
 UPQ  plan-3  C01  0.020
 UPQ  plan-3  C02  0.020
 UPQ  plan-3  O1   0.020
 UPQ  plan-3  H1   0.020

