# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 01:57:01 2020
#   Inital geometry file: a 124 line input string
#   Ligand name: 2-(6'-oxo-1'-phenyl[1',6'-dihydro[2,3'-bipyridine]]-5'-yl)benzonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C1N(C=C(C=C1c2ccccc2C#N)c3ccccn3)c4ccccc4
#
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
 6ZP  6ZP  2-(6'-oxo-1'-phenyl[1',6'-dihydro[2,3'-bipyridine]]-5'-yl)benzonitrile  ligand  42  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_6ZP
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
 6ZP  N01  N  NS    0  -0.243   2.4154  -1.5983   2.6877
 6ZP  C02  C  CSP   0   0.010   2.8451  -1.0628   1.7621
 6ZP  C03  C  CR6   0  -0.023   3.4144  -0.3906   0.6375
 6ZP  C04  C  CR16  0  -0.232   4.8056  -0.3186   0.5433
 6ZP  C05  C  CR16  0  -0.256   5.3852   0.3590  -0.5129
 6ZP  C06  C  CR16  0  -0.223   4.5774   0.9630  -1.4689
 6ZP  C07  C  CR16  0  -0.286   3.1967   0.8915  -1.3718
 6ZP  C08  C  CR6   0   0.174   2.5884   0.2059  -0.3246
 6ZP  C09  C  CR6   0  -0.220   1.1199   0.0969  -0.2443
 6ZP  C10  C  CR6   0   0.549   0.3584   1.3258  -0.1776
 6ZP  O11  O  O     0  -0.466   0.8323   2.4516  -0.1813
 6ZP  C12  C  CR16  0  -0.156   0.4956  -1.1115  -0.2341
 6ZP  C13  C  CR6   0  -0.055  -0.9147  -1.2294  -0.1415
 6ZP  C14  C  CR6   0   0.237  -1.5645  -2.5523  -0.1326
 6ZP  N15  N  N     0  -0.438  -0.8325  -3.5663  -0.5893
 6ZP  C16  C  CR16  0  -0.070  -1.3610  -4.7821  -0.6088
 6ZP  C17  C  CR16  0  -0.328  -2.6494  -5.0615  -0.1820
 6ZP  C18  C  CR16  0  -0.150  -3.4121  -4.0096   0.3049
 6ZP  C19  C  CR16  0  -0.344  -2.8645  -2.7395   0.3400
 6ZP  C20  C  CR16  0   0.007  -1.6249  -0.0692  -0.0887
 6ZP  N21  N  NR6   0  -0.615  -1.0214   1.1431  -0.1030
 6ZP  C22  C  CR6   0   0.266  -1.8449   2.3149  -0.0620
 6ZP  C23  C  CR16  0  -0.253  -2.4281   2.7731  -1.2322
 6ZP  C24  C  CR16  0  -0.260  -3.2485   3.8923  -1.1888
 6ZP  C25  C  CR16  0  -0.241  -3.4735   4.5444   0.0159
 6ZP  C26  C  CR16  0  -0.262  -2.8815   4.0759   1.1822
 6ZP  C27  C  CR16  0  -0.253  -2.0636   2.9557   1.1475
 6ZP  H1   H  HCR6  0   0.284   5.4198  -0.7866   1.3005
 6ZP  H2   H  HCR6  0   0.276   6.4622   0.4172  -0.5906
 6ZP  H3   H  HCR6  0   0.275   5.0267   1.4912  -2.2991
 6ZP  H4   H  HCR6  0   0.268   2.5840   1.3561  -2.1323
 6ZP  H5   H  HCR6  0   0.279   1.0823  -2.0186  -0.3083
 6ZP  H6   H  HCR6  0   0.264  -0.7252  -5.5757  -0.9857
 6ZP  H7   H  HCR6  0   0.273  -3.0349  -6.0706  -0.2214
 6ZP  H8   H  HCR6  0   0.277  -4.4184  -4.1779   0.6648
 6ZP  H9   H  HCR6  0   0.270  -3.4380  -1.9171   0.7455
 6ZP  H10  H  HCR6  0   0.316  -2.7046  -0.0412  -0.0481
 6ZP  H11  H  HCR6  0   0.273  -2.2437   2.2603  -2.1675
 6ZP  H12  H  HCR6  0   0.268  -3.7107   4.2526  -2.0981
 6ZP  H13  H  HCR6  0   0.266  -4.1124   5.4169   0.0473
 6ZP  H14  H  HCR6  0   0.268  -3.0577   4.5806   2.1226
 6ZP  H15  H  HCR6  0   0.272  -1.6046   2.5804   2.0530

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
 6ZP  C24  C25  aromatic  1.388  0.020  1.388
 6ZP  C24  C23  aromatic  1.388  0.020  1.388
 6ZP  C25  C26  aromatic  1.389  0.020  1.389
 6ZP  C23  C22  aromatic  1.385  0.020  1.385
 6ZP  N01  C02  triple    1.152  0.020  1.152
 6ZP  C26  C27  aromatic  1.387  0.020  1.387
 6ZP  C02  C03  single    1.429  0.020  1.429
 6ZP  C22  C27  aromatic  1.386  0.020  1.386
 6ZP  C22  N21  single    1.433  0.020  1.433
 6ZP  O11  C10  double    1.222  0.020  1.222
 6ZP  C03  C04  aromatic  1.396  0.020  1.396
 6ZP  C03  C08  aromatic  1.401  0.020  1.401
 6ZP  C04  C05  aromatic  1.382  0.020  1.382
 6ZP  C10  N21  single    1.394  0.020  1.394
 6ZP  C10  C09  single    1.447  0.020  1.447
 6ZP  N21  C20  single    1.354  0.020  1.354
 6ZP  C08  C09  single    1.475  0.020  1.475
 6ZP  C08  C07  aromatic  1.392  0.020  1.392
 6ZP  C05  C06  aromatic  1.390  0.020  1.390
 6ZP  C09  C12  double    1.360  0.020  1.360
 6ZP  C20  C13  double    1.361  0.020  1.361
 6ZP  C13  C12  single    1.418  0.020  1.418
 6ZP  C13  C14  single    1.474  0.020  1.474
 6ZP  C07  C06  aromatic  1.386  0.020  1.386
 6ZP  C19  C14  aromatic  1.396  0.020  1.396
 6ZP  C19  C18  aromatic  1.384  0.020  1.384
 6ZP  C14  N15  aromatic  1.331  0.020  1.331
 6ZP  C18  C17  aromatic  1.387  0.020  1.387
 6ZP  N15  C16  aromatic  1.326  0.020  1.326
 6ZP  C17  C16  aromatic  1.386  0.020  1.386
 6ZP  C04  H1   single    0.930  0.020  1.080
 6ZP  C05  H2   single    0.930  0.020  1.080
 6ZP  C06  H3   single    0.930  0.020  1.080
 6ZP  C07  H4   single    0.930  0.020  1.080
 6ZP  C12  H5   single    0.930  0.020  1.080
 6ZP  C16  H6   single    0.930  0.020  1.080
 6ZP  C17  H7   single    0.930  0.020  1.080
 6ZP  C18  H8   single    0.930  0.020  1.080
 6ZP  C19  H9   single    0.930  0.020  1.080
 6ZP  C20  H10  single    0.930  0.020  1.080
 6ZP  C23  H11  single    0.930  0.020  1.080
 6ZP  C24  H12  single    0.930  0.020  1.080
 6ZP  C25  H13  single    0.930  0.020  1.080
 6ZP  C26  H14  single    0.930  0.020  1.080
 6ZP  C27  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
 6ZP  C03  C02  N01  180.00  3.000
 6ZP  C08  C03  C04  121.27  3.000
 6ZP  C08  C03  C02  120.39  3.000
 6ZP  C04  C03  C02  118.33  3.000
 6ZP  H1   C04  C05  120.60  3.000
 6ZP  H1   C04  C03  119.75  3.000
 6ZP  C05  C04  C03  119.64  3.000
 6ZP  H2   C05  C06  120.41  3.000
 6ZP  H2   C05  C04  119.93  3.000
 6ZP  C06  C05  C04  119.67  3.000
 6ZP  H3   C06  C07  119.52  3.000
 6ZP  H3   C06  C05  119.91  3.000
 6ZP  C07  C06  C05  120.56  3.000
 6ZP  H4   C07  C08  119.55  3.000
 6ZP  H4   C07  C06  119.53  3.000
 6ZP  C08  C07  C06  120.91  3.000
 6ZP  C09  C08  C07  120.84  3.000
 6ZP  C07  C08  C03  117.95  3.000
 6ZP  C09  C08  C03  121.21  3.000
 6ZP  C12  C09  C10  120.83  3.000
 6ZP  C12  C09  C08  121.54  3.000
 6ZP  C10  C09  C08  117.63  3.000
 6ZP  N21  C10  O11  120.33  3.000
 6ZP  N21  C10  C09  114.33  3.000
 6ZP  O11  C10  C09  125.33  3.000
 6ZP  H5   C12  C13  118.26  3.000
 6ZP  H5   C12  C09  119.67  3.000
 6ZP  C13  C12  C09  122.06  3.000
 6ZP  C20  C13  C14  122.32  3.000
 6ZP  C14  C13  C12  120.90  3.000
 6ZP  C20  C13  C12  116.77  3.000
 6ZP  C19  C14  N15  121.75  3.000
 6ZP  N15  C14  C13  116.04  3.000
 6ZP  C19  C14  C13  122.21  3.000
 6ZP  C16  N15  C14  118.96  3.000
 6ZP  H6   C16  C17  120.31  3.000
 6ZP  H6   C16  N15  116.26  3.000
 6ZP  C17  C16  N15  123.43  3.000
 6ZP  H7   C17  C18  121.63  3.000
 6ZP  H7   C17  C16  120.57  3.000
 6ZP  C18  C17  C16  117.80  3.000
 6ZP  H8   C18  C19  120.16  3.000
 6ZP  H8   C18  C17  120.67  3.000
 6ZP  C19  C18  C17  119.17  3.000
 6ZP  H9   C19  C18  119.85  3.000
 6ZP  H9   C19  C14  121.26  3.000
 6ZP  C18  C19  C14  118.88  3.000
 6ZP  H10  C20  N21  114.99  3.000
 6ZP  H10  C20  C13  123.00  3.000
 6ZP  N21  C20  C13  122.00  3.000
 6ZP  C22  N21  C20  118.40  3.000
 6ZP  C20  N21  C10  123.99  3.000
 6ZP  C22  N21  C10  117.60  3.000
 6ZP  C27  C22  C23  121.18  3.000
 6ZP  C27  C22  N21  119.59  3.000
 6ZP  C23  C22  N21  119.22  3.000
 6ZP  H11  C23  C24  120.64  3.000
 6ZP  H11  C23  C22  120.10  3.000
 6ZP  C24  C23  C22  119.27  3.000
 6ZP  H12  C24  C25  120.24  3.000
 6ZP  H12  C24  C23  119.65  3.000
 6ZP  C25  C24  C23  120.10  3.000
 6ZP  H13  C25  C26  119.95  3.000
 6ZP  H13  C25  C24  119.98  3.000
 6ZP  C26  C25  C24  120.07  3.000
 6ZP  H14  C26  C27  119.63  3.000
 6ZP  H14  C26  C25  120.20  3.000
 6ZP  C27  C26  C25  120.17  3.000
 6ZP  H15  C27  C26  120.60  3.000
 6ZP  H15  C27  C22  120.18  3.000
 6ZP  C26  C27  C22  119.21  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
 6ZP  CONST_01  C06  C05  C04  C03    0.00   0.0  0
 6ZP  CONST_02  C06  C07  C08  C03    0.00   0.0  0
 6ZP  CONST_03  C07  C08  C03  C04    0.00   0.0  0
 6ZP  CONST_04  C07  C06  C05  C04    0.00   0.0  0
 6ZP  CONST_05  C08  C03  C04  C05    0.00   0.0  0
 6ZP  CONST_06  C08  C07  C06  C05    0.00   0.0  0
 6ZP  CONST_07  C17  C18  C19  C14    0.00   0.0  0
 6ZP  CONST_08  C17  C16  N15  C14    0.00   0.0  0
 6ZP  CONST_09  C18  C19  C14  N15    0.00   0.0  0
 6ZP  CONST_10  C18  C17  C16  N15    0.00   0.0  0
 6ZP  CONST_11  C19  C14  N15  C16    0.00   0.0  0
 6ZP  CONST_12  C19  C18  C17  C16    0.00   0.0  0
 6ZP  CONST_13  C25  C24  C23  C22    0.00   0.0  0
 6ZP  CONST_14  C25  C26  C27  C22    0.00   0.0  0
 6ZP  CONST_15  C26  C25  C24  C23    0.00   0.0  0
 6ZP  CONST_16  C26  C27  C22  C23    0.00   0.0  0
 6ZP  CONST_17  C27  C26  C25  C24    0.00   0.0  0
 6ZP  CONST_18  C27  C22  C23  C24    0.00   0.0  0
 6ZP  CONST_19  C09  C08  C03  C04  180.00   0.0  0
 6ZP  CONST_20  C09  C08  C07  C06  180.00   0.0  0
 6ZP  CONST_21  C18  C19  C14  C13  180.00   0.0  0
 6ZP  CONST_22  C16  N15  C14  C13  180.00   0.0  0
 6ZP  CONST_23  C24  C23  C22  N21  180.00   0.0  0
 6ZP  CONST_24  C26  C27  C22  N21  180.00   0.0  0
 6ZP  CONST_25  C22  N21  C10  C09  180.00   0.0  0
 6ZP  CONST_26  C20  N21  C10  C09    0.00   0.0  0
 6ZP  CONST_27  C05  C04  C03  C02  180.00   0.0  0
 6ZP  CONST_28  C09  C08  C03  C02    0.00   0.0  0
 6ZP  CONST_29  C07  C08  C03  C02  180.00   0.0  0
 6ZP  CONST_30  C22  N21  C10  O11    0.00   0.0  0
 6ZP  CONST_31  C20  N21  C10  O11  180.00   0.0  0
 6ZP  CONST_32  H2   C05  C04  C03  180.00   0.0  0
 6ZP  CONST_33  H4   C07  C08  C03  180.00   0.0  0
 6ZP  CONST_34  H3   C06  C05  C04  180.00   0.0  0
 6ZP  CONST_35  H1   C04  C05  C06  180.00   0.0  0
 6ZP  CONST_36  H9   C19  C14  C13    0.00   0.0  0
 6ZP  CONST_37  H8   C18  C19  C14  180.00   0.0  0
 6ZP  CONST_38  H6   C16  N15  C14  180.00   0.0  0
 6ZP  CONST_39  H7   C17  C16  N15  180.00   0.0  0
 6ZP  CONST_40  H11  C23  C22  N21    0.00   0.0  0
 6ZP  CONST_41  H15  C27  C22  N21    0.00   0.0  0
 6ZP  CONST_42  H12  C24  C23  C22  180.00   0.0  0
 6ZP  CONST_43  H14  C26  C27  C22  180.00   0.0  0
 6ZP  CONST_44  H13  C25  C24  C23  180.00   0.0  0
 6ZP  Var_01    C10  C09  C08  C03  121.83  30.0  2
 6ZP  Var_02    C23  C22  N21  C10   97.58  30.0  2
 6ZP  Var_03    C19  C14  C13  C12  160.81  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
 6ZP  plan-1  N01  0.020
 6ZP  plan-1  C02  0.020
 6ZP  plan-1  C03  0.020
 6ZP  plan-1  C04  0.020
 6ZP  plan-1  C05  0.020
 6ZP  plan-1  C06  0.020
 6ZP  plan-1  C07  0.020
 6ZP  plan-1  C08  0.020
 6ZP  plan-1  C09  0.020
 6ZP  plan-1  H1   0.020
 6ZP  plan-1  H2   0.020
 6ZP  plan-1  H3   0.020
 6ZP  plan-1  H4   0.020
 6ZP  plan-2  C08  0.020
 6ZP  plan-2  C09  0.020
 6ZP  plan-2  C10  0.020
 6ZP  plan-2  O11  0.020
 6ZP  plan-2  C12  0.020
 6ZP  plan-2  C13  0.020
 6ZP  plan-2  C14  0.020
 6ZP  plan-2  C20  0.020
 6ZP  plan-2  N21  0.020
 6ZP  plan-2  C22  0.020
 6ZP  plan-2  H5   0.020
 6ZP  plan-2  H10  0.020
 6ZP  plan-3  C13  0.020
 6ZP  plan-3  C14  0.020
 6ZP  plan-3  N15  0.020
 6ZP  plan-3  C16  0.020
 6ZP  plan-3  C17  0.020
 6ZP  plan-3  C18  0.020
 6ZP  plan-3  C19  0.020
 6ZP  plan-3  H6   0.020
 6ZP  plan-3  H7   0.020
 6ZP  plan-3  H8   0.020
 6ZP  plan-3  H9   0.020
 6ZP  plan-4  N21  0.020
 6ZP  plan-4  C22  0.020
 6ZP  plan-4  C23  0.020
 6ZP  plan-4  C24  0.020
 6ZP  plan-4  C25  0.020
 6ZP  plan-4  C26  0.020
 6ZP  plan-4  C27  0.020
 6ZP  plan-4  H11  0.020
 6ZP  plan-4  H12  0.020
 6ZP  plan-4  H13  0.020
 6ZP  plan-4  H14  0.020
 6ZP  plan-4  H15  0.020

