# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 00:46:51 2020
#   Inital geometry file: a 78 line input string
#   Ligand name: (E)-N-(prop-2-en-1-yloxy)-1-(quinolin-4-yl)methanimine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C=CCO\N=C\c1ccnc2ccccc12
#
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
 QUB  QUB  (E)-N-(prop-2-en-1-yloxy)-1-(quinolin-4-yl)methanimine  ligand  28  16  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_QUB
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
 QUB  C5   C  CR66  0   0.057  -1.4111   0.2756   0.0026
 QUB  C6   C  CR16  0  -0.341  -0.7815   1.5408   0.0678
 QUB  C7   C  CR16  0  -0.237  -1.5217   2.6926   0.1195
 QUB  C8   C  CR16  0  -0.259  -2.9279   2.6466   0.1106
 QUB  C9   C  CR16  0  -0.285  -3.5682   1.4404   0.0487
 QUB  C4   C  CR66  0   0.186  -2.8333   0.2346  -0.0075
 QUB  N1   N  N     0  -0.429  -3.5444  -0.9177  -0.0706
 QUB  C3   C  CR16  0  -0.069  -2.8867  -2.0415  -0.1285
 QUB  C2   C  CR16  0  -0.412  -1.4838  -2.1207  -0.1279
 QUB  C1   C  CR6   0   0.171  -0.7237  -0.9768  -0.0604
 QUB  C10  C  C1    0  -0.082   0.7236  -1.1842  -0.0632
 QUB  N2   N  N     0  -0.086   1.5748  -0.2467   0.0365
 QUB  O1   O  O2    0  -0.391   2.8486  -0.7059   0.0170
 QUB  C11  C  CH2   0  -0.184   3.7715   0.3789   0.0985
 QUB  C12  C  C1    0  -0.223   5.1323  -0.2054   0.2774
 QUB  C13  C  C2    0  -0.509   6.1467   0.0374  -0.5423
 QUB  H1   H  HCR6  0   0.274   0.2952   1.6014   0.0765
 QUB  H2   H  HCR6  0   0.264  -1.0176   3.6489   0.1681
 QUB  H3   H  HCR6  0   0.265  -3.4988   3.5648   0.1528
 QUB  H4   H  HCR6  0   0.263  -4.6486   1.3777   0.0404
 QUB  H5   H  HCR6  0   0.270  -3.4707  -2.9540  -0.1803
 QUB  H6   H  HCR6  0   0.275  -1.0130  -3.0939  -0.1817
 QUB  H7   H  H     0   0.260   1.0472  -2.2215  -0.1531
 QUB  H10  H  HCH2  0   0.231   3.7228   0.9931  -0.8057
 QUB  H11  H  HCH2  0   0.235   3.5155   1.0122   0.9542
 QUB  H12  H  H     0   0.259   5.2789  -0.8322   1.1518
 QUB  H14  H  H     0   0.246   6.0343   0.6608  -1.4215
 QUB  H15  H  H     0   0.249   7.1310  -0.3729  -0.3598

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
 QUB  C12  C13  double    1.327  0.020  1.327
 QUB  C12  C11  single    1.492  0.020  1.492
 QUB  O1   C11  single    1.427  0.020  1.427
 QUB  O1   N2   single    1.354  0.020  1.354
 QUB  N2   C10  double    1.270  0.020  1.270
 QUB  C10  C1   single    1.462  0.020  1.462
 QUB  C6   C7   aromatic  1.370  0.020  1.370
 QUB  C6   C5   aromatic  1.415  0.020  1.415
 QUB  C7   C8   aromatic  1.407  0.020  1.407
 QUB  C1   C5   aromatic  1.430  0.020  1.430
 QUB  C1   C2   aromatic  1.375  0.020  1.375
 QUB  C5   C4   aromatic  1.423  0.020  1.423
 QUB  C8   C9   aromatic  1.367  0.020  1.367
 QUB  C2   C3   aromatic  1.405  0.020  1.405
 QUB  C4   C9   aromatic  1.413  0.020  1.413
 QUB  C4   N1   aromatic  1.356  0.020  1.356
 QUB  C3   N1   aromatic  1.303  0.020  1.303
 QUB  C6   H1   single    0.930  0.020  1.080
 QUB  C7   H2   single    0.930  0.020  1.080
 QUB  C8   H3   single    0.930  0.020  1.080
 QUB  C9   H4   single    0.930  0.020  1.080
 QUB  C3   H5   single    0.930  0.020  1.080
 QUB  C2   H6   single    0.930  0.020  1.080
 QUB  C10  H7   single    0.930  0.020  1.080
 QUB  C11  H10  single    0.970  0.020  1.090
 QUB  C11  H11  single    0.970  0.020  1.090
 QUB  C12  H12  single    0.930  0.020  1.080
 QUB  C13  H14  single    0.930  0.020  1.080
 QUB  C13  H15  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
 QUB  C1   C5   C4   117.06  3.000
 QUB  C4   C5   C6   118.10  3.000
 QUB  C1   C5   C6   124.84  3.000
 QUB  H1   C6   C7   119.47  3.000
 QUB  H1   C6   C5   119.66  3.000
 QUB  C7   C6   C5   120.87  3.000
 QUB  H2   C7   C8   119.65  3.000
 QUB  H2   C7   C6   119.53  3.000
 QUB  C8   C7   C6   120.82  3.000
 QUB  H3   C8   C9   120.23  3.000
 QUB  H3   C8   C7   119.96  3.000
 QUB  C9   C8   C7   119.81  3.000
 QUB  H4   C9   C4   117.99  3.000
 QUB  H4   C9   C8   121.27  3.000
 QUB  C4   C9   C8   120.74  3.000
 QUB  N1   C4   C9   117.02  3.000
 QUB  N1   C4   C5   123.31  3.000
 QUB  C9   C4   C5   119.66  3.000
 QUB  C3   N1   C4   118.05  3.000
 QUB  H5   C3   C2   119.35  3.000
 QUB  H5   C3   N1   117.12  3.000
 QUB  C2   C3   N1   123.53  3.000
 QUB  H6   C2   C1   120.65  3.000
 QUB  H6   C2   C3   119.01  3.000
 QUB  C1   C2   C3   120.33  3.000
 QUB  C10  C1   C2   115.41  3.000
 QUB  C2   C1   C5   117.71  3.000
 QUB  C10  C1   C5   126.88  3.000
 QUB  H7   C10  N2   120.65  3.000
 QUB  H7   C10  C1   115.40  3.000
 QUB  N2   C10  C1   123.95  3.000
 QUB  O1   N2   C10  112.27  3.000
 QUB  C11  O1   N2   110.48  3.000
 QUB  H11  C11  H10  108.10  3.000
 QUB  H11  C11  C12  110.25  3.000
 QUB  H10  C11  C12  111.07  3.000
 QUB  H11  C11  O1   109.47  3.000
 QUB  H10  C11  O1   110.54  3.000
 QUB  C12  C11  O1   107.41  3.000
 QUB  H12  C12  C13  120.00  3.000
 QUB  H12  C12  C11  116.48  3.000
 QUB  C13  C12  C11  123.49  3.000
 QUB  H15  C13  H14  116.71  3.000
 QUB  H15  C13  C12  121.47  3.000
 QUB  H14  C13  C12  121.82  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
 QUB  CONST_01  C8   C7   C6   C5     0.00   0.0  0
 QUB  CONST_02  C3   C2   C1   C5     0.00   0.0  0
 QUB  CONST_03  C8   C9   C4   C5     0.00   0.0  0
 QUB  CONST_04  C3   N1   C4   C5     0.00   0.0  0
 QUB  CONST_05  C9   C8   C7   C6     0.00   0.0  0
 QUB  CONST_06  C2   C1   C5   C6   180.00   0.0  0
 QUB  CONST_07  C9   C4   C5   C6     0.00   0.0  0
 QUB  CONST_08  N1   C4   C5   C6   180.00   0.0  0
 QUB  CONST_09  C1   C5   C6   C7   180.00   0.0  0
 QUB  CONST_10  C4   C5   C6   C7     0.00   0.0  0
 QUB  CONST_11  C4   C9   C8   C7     0.00   0.0  0
 QUB  CONST_12  N1   C4   C9   C8   180.00   0.0  0
 QUB  CONST_13  C1   C5   C4   C9   180.00   0.0  0
 QUB  CONST_14  C3   N1   C4   C9   180.00   0.0  0
 QUB  CONST_15  C2   C1   C5   C4     0.00   0.0  0
 QUB  CONST_16  C2   C3   N1   C4     0.00   0.0  0
 QUB  CONST_17  C1   C5   C4   N1     0.00   0.0  0
 QUB  CONST_18  C1   C2   C3   N1     0.00   0.0  0
 QUB  CONST_19  C10  C1   C5   C6     0.00   0.0  0
 QUB  CONST_20  C10  C1   C5   C4   180.00   0.0  0
 QUB  CONST_21  C10  C1   C2   C3   180.00   0.0  0
 QUB  CONST_22  H2   C7   C6   C5   180.00   0.0  0
 QUB  CONST_23  H6   C2   C1   C5   180.00   0.0  0
 QUB  CONST_24  H4   C9   C4   C5   180.00   0.0  0
 QUB  CONST_25  H3   C8   C7   C6   180.00   0.0  0
 QUB  CONST_26  H1   C6   C7   C8   180.00   0.0  0
 QUB  CONST_27  H5   C3   N1   C4   180.00   0.0  0
 QUB  Var_01    N2   C10  C1   C5     2.44  30.0  2
 QUB  Var_02    C12  C11  O1   N2   171.69  30.0  3
 QUB  Var_03    C13  C12  C11  O1   123.00  30.0  2
 QUB  Var_04    H14  C13  C12  C11   -1.96   0.0  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
 QUB  plan-1  C5   0.020
 QUB  plan-1  C6   0.020
 QUB  plan-1  C7   0.020
 QUB  plan-1  C8   0.020
 QUB  plan-1  C9   0.020
 QUB  plan-1  C4   0.020
 QUB  plan-1  N1   0.020
 QUB  plan-1  C3   0.020
 QUB  plan-1  C2   0.020
 QUB  plan-1  C1   0.020
 QUB  plan-1  C10  0.020
 QUB  plan-1  H1   0.020
 QUB  plan-1  H2   0.020
 QUB  plan-1  H3   0.020
 QUB  plan-1  H4   0.020
 QUB  plan-1  H5   0.020
 QUB  plan-1  H6   0.020
 QUB  plan-2  C11  0.020
 QUB  plan-2  C12  0.020
 QUB  plan-2  C13  0.020
 QUB  plan-2  H12  0.020
 QUB  plan-2  H14  0.020
 QUB  plan-2  H15  0.020
 QUB  plan-3  C1   0.020
 QUB  plan-3  C10  0.020
 QUB  plan-3  N2   0.020
 QUB  plan-3  O1   0.020
 QUB  plan-3  H7   0.020

