# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 12:40:41 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 3-[6-(oxan-4-yl)pyridin-2-yl]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(c1)c2cccc(n2)C3CCOCC3
#
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
 G68  G68  3-[6-(oxan-4-yl)pyridin-2-yl]phenol  ligand  36  19  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_G68
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
 G68  C10  C  CR16  0  -0.145   0.2242  -2.6241  -0.6988
 G68  C15  C  CH2   0  -0.442   3.2909   0.5273  -1.1751
 G68  O01  O  OH1   0  -0.634  -5.8295  -0.3921   0.6323
 G68  C02  C  CR6   0   0.393  -4.6392   0.2012   0.4116
 G68  C03  C  CR16  0  -0.347  -4.6094   1.5922   0.3488
 G68  C04  C  CR16  0  -0.228  -3.4005   2.2338   0.1328
 G68  C05  C  CR16  0  -0.316  -2.2245   1.5154  -0.0220
 G68  C06  C  CR6   0   0.086  -2.2492   0.1221   0.0324
 G68  C07  C  CR16  0  -0.474  -3.4638  -0.5264   0.2552
 G68  C08  C  CR6   0   0.224  -0.9950  -0.6455  -0.1490
 G68  C09  C  CR16  0  -0.344  -0.9937  -1.9825  -0.5390
 G68  C11  C  CR16  0  -0.344   1.3954  -1.9232  -0.4751
 G68  C12  C  CR6   0   0.296   1.3102  -0.5845  -0.0950
 G68  N13  N  N     0  -0.452   0.1403   0.0213   0.0609
 G68  C14  C  CH1   0  -0.361   2.5414   0.2507   0.1326
 G68  C16  C  CH2   0  -0.178   4.5329   1.3602  -0.8987
 G68  O17  O  O2    0  -0.485   5.3841   0.7489   0.0467
 G68  C18  C  CH2   0  -0.179   4.7405   0.5298   1.2835
 G68  C19  C  CH2   0  -0.442   3.5162  -0.3614   1.1408
 G68  H26  H  HCR6  0   0.272   0.2560  -3.6617  -1.0045
 G68  H29  H  HCH2  0   0.244   2.6491   1.0640  -1.8783
 G68  H20  H  HOH1  0   0.475  -5.7336  -1.3509   0.6336
 G68  H21  H  HCR6  0   0.265  -5.5232   2.1598   0.4714
 G68  H22  H  HCR6  0   0.259  -3.3773   3.3147   0.0828
 G68  H23  H  HCR6  0   0.250  -1.2900   2.0307  -0.1926
 G68  H24  H  HCR6  0   0.266  -3.5053  -1.6073   0.3292
 G68  H25  H  HCR6  0   0.266  -1.9143  -2.5140  -0.7352
 G68  H27  H  HCR6  0   0.262   2.3560  -2.4047  -0.6032
 G68  H28  H  HCH1  0   0.246   2.1961   1.2101   0.5330
 G68  H32  H  HCH2  0   0.237   5.1161   1.4953  -1.8113
 G68  H31  H  HCH2  0   0.198   4.2293   2.3589  -0.5506
 G68  H33  H  HCH2  0   0.237   5.4755   0.0698   1.9462
 G68  H34  H  HCH2  0   0.198   4.4437   1.4879   1.7368
 G68  H35  H  HCH2  0   0.245   3.0385  -0.4774   2.1167
 G68  H36  H  HCH2  0   0.227   3.8300  -1.3578   0.8154
 G68  H30  H  HCH2  0   0.229   3.5757  -0.4156  -1.6525

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
 G68  C10  C09  aromatic  1.386  0.020  1.386
 G68  C10  C11  aromatic  1.383  0.020  1.383
 G68  C09  C08  aromatic  1.393  0.020  1.393
 G68  C04  C05  aromatic  1.387  0.020  1.387
 G68  C04  C03  aromatic  1.386  0.020  1.386
 G68  C05  C06  aromatic  1.395  0.020  1.395
 G68  C11  C12  aromatic  1.394  0.020  1.394
 G68  C08  C06  single    1.482  0.020  1.482
 G68  C08  N13  aromatic  1.333  0.020  1.333
 G68  C03  C02  aromatic  1.393  0.020  1.393
 G68  C06  C07  aromatic  1.395  0.020  1.395
 G68  C12  N13  aromatic  1.327  0.020  1.327
 G68  C12  C14  single    1.505  0.020  1.505
 G68  C02  C07  aromatic  1.391  0.020  1.391
 G68  C02  O01  single    1.348  0.020  1.348
 G68  C19  C14  single    1.530  0.020  1.530
 G68  C19  C18  single    1.521  0.020  1.521
 G68  C14  C15  single    1.532  0.020  1.532
 G68  C15  C16  single    1.521  0.020  1.521
 G68  C18  O17  single    1.411  0.020  1.411
 G68  O17  C16  single    1.411  0.020  1.411
 G68  C10  H26  single    0.930  0.020  1.080
 G68  C15  H30  single    0.970  0.020  1.090
 G68  C15  H29  single    0.970  0.020  1.090
 G68  O01  H20  single    0.850  0.020  0.980
 G68  C03  H21  single    0.930  0.020  1.080
 G68  C04  H22  single    0.930  0.020  1.080
 G68  C05  H23  single    0.930  0.020  1.080
 G68  C07  H24  single    0.930  0.020  1.080
 G68  C09  H25  single    0.930  0.020  1.080
 G68  C11  H27  single    0.930  0.020  1.080
 G68  C14  H28  single    0.970  0.020  1.090
 G68  C16  H32  single    0.970  0.020  1.090
 G68  C16  H31  single    0.970  0.020  1.090
 G68  C18  H33  single    0.970  0.020  1.090
 G68  C18  H34  single    0.970  0.020  1.090
 G68  C19  H35  single    0.970  0.020  1.090
 G68  C19  H36  single    0.970  0.020  1.090

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
 G68  H26  C10  C11  120.44  3.000
 G68  H26  C10  C09  120.16  3.000
 G68  C11  C10  C09  119.40  3.000
 G68  H29  C15  H30  107.16  3.000
 G68  H29  C15  C16  109.12  3.000
 G68  H30  C15  C16  109.79  3.000
 G68  H29  C15  C14  110.52  3.000
 G68  H30  C15  C14  110.12  3.000
 G68  C16  C15  C14  110.07  3.000
 G68  H20  O01  C02  110.50  3.000
 G68  C07  C02  C03  119.95  3.000
 G68  C07  C02  O01  122.29  3.000
 G68  C03  C02  O01  117.76  3.000
 G68  H21  C03  C04  120.75  3.000
 G68  H21  C03  C02  120.02  3.000
 G68  C04  C03  C02  119.22  3.000
 G68  H22  C04  C05  119.61  3.000
 G68  H22  C04  C03  119.23  3.000
 G68  C05  C04  C03  121.16  3.000
 G68  H23  C05  C06  119.86  3.000
 G68  H23  C05  C04  120.26  3.000
 G68  C06  C05  C04  119.88  3.000
 G68  C08  C06  C07  121.05  3.000
 G68  C07  C06  C05  119.09  3.000
 G68  C08  C06  C05  119.86  3.000
 G68  H24  C07  C06  120.52  3.000
 G68  H24  C07  C02  118.77  3.000
 G68  C06  C07  C02  120.70  3.000
 G68  N13  C08  C09  121.57  3.000
 G68  N13  C08  C06  116.26  3.000
 G68  C09  C08  C06  122.17  3.000
 G68  H25  C09  C08  121.48  3.000
 G68  H25  C09  C10  119.99  3.000
 G68  C08  C09  C10  118.52  3.000
 G68  H27  C11  C12  120.91  3.000
 G68  H27  C11  C10  120.47  3.000
 G68  C12  C11  C10  118.61  3.000
 G68  C14  C12  N13  116.76  3.000
 G68  C14  C12  C11  121.60  3.000
 G68  N13  C12  C11  121.63  3.000
 G68  C12  N13  C08  120.26  3.000
 G68  H28  C14  C19  108.08  3.000
 G68  H28  C14  C12  106.47  3.000
 G68  C19  C14  C12  113.50  3.000
 G68  H28  C14  C15  107.94  3.000
 G68  C19  C14  C15  108.84  3.000
 G68  C12  C14  C15  111.79  3.000
 G68  H31  C16  H32  107.44  3.000
 G68  H31  C16  O17  110.34  3.000
 G68  H32  C16  O17  106.94  3.000
 G68  H31  C16  C15  109.22  3.000
 G68  H32  C16  C15  110.62  3.000
 G68  O17  C16  C15  112.16  3.000
 G68  C18  O17  C16  112.28  3.000
 G68  H34  C18  H33  107.37  3.000
 G68  H34  C18  C19  109.37  3.000
 G68  H33  C18  C19  110.61  3.000
 G68  H34  C18  O17  110.41  3.000
 G68  H33  C18  O17  106.88  3.000
 G68  C19  C18  O17  112.07  3.000
 G68  H36  C19  H35  107.12  3.000
 G68  H36  C19  C18  109.31  3.000
 G68  H35  C19  C18  109.28  3.000
 G68  H36  C19  C14  110.55  3.000
 G68  H35  C19  C14  110.63  3.000
 G68  C18  C19  C14  109.89  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
 G68  CONST_01  C06  C08  C09  C10  180.00   0.0  0
 G68  CONST_02  N13  C08  C09  C10    0.00   0.0  0
 G68  CONST_03  N13  C12  C11  C10    0.00   0.0  0
 G68  CONST_04  C05  C04  C03  C02    0.00   0.0  0
 G68  CONST_05  C05  C06  C07  C02    0.00   0.0  0
 G68  CONST_06  C08  C06  C07  C02  180.00   0.0  0
 G68  CONST_07  C06  C05  C04  C03    0.00   0.0  0
 G68  CONST_08  C06  C07  C02  C03    0.00   0.0  0
 G68  CONST_09  C08  C06  C05  C04  180.00   0.0  0
 G68  CONST_10  C07  C06  C05  C04    0.00   0.0  0
 G68  CONST_11  C07  C02  C03  C04    0.00   0.0  0
 G68  CONST_14  C12  N13  C08  C06  180.00   0.0  0
 G68  CONST_17  C11  C10  C09  C08    0.00   0.0  0
 G68  CONST_18  C11  C12  N13  C08    0.00   0.0  0
 G68  CONST_19  C12  C11  C10  C09    0.00   0.0  0
 G68  CONST_20  C12  N13  C08  C09    0.00   0.0  0
 G68  CONST_21  C14  C12  C11  C10  180.00   0.0  0
 G68  CONST_22  C14  C12  N13  C08  180.00   0.0  0
 G68  CONST_23  C04  C03  C02  O01  180.00   0.0  0
 G68  CONST_24  C06  C07  C02  O01  180.00   0.0  0
 G68  CONST_25  H22  C04  C03  C02  180.00   0.0  0
 G68  CONST_26  H23  C05  C04  C03  180.00   0.0  0
 G68  CONST_27  H24  C07  C02  C03  180.00   0.0  0
 G68  CONST_28  H21  C03  C04  C05  180.00   0.0  0
 G68  CONST_29  H25  C09  C08  C06    0.00   0.0  0
 G68  CONST_30  H26  C10  C09  C08  180.00   0.0  0
 G68  CONST_31  H27  C11  C10  C09  180.00   0.0  0
 G68  Var_01    O17  C18  C19  C14  -56.83  30.0  1
 G68  Var_02    O17  C16  C15  C14   56.18  30.0  1
 G68  Var_03    C19  C18  O17  C16   59.36  30.0  1

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 G68  chir_01  C14  C12  C19  C15  negativ

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
 G68  plan-1  C10  0.020
 G68  plan-1  C06  0.020
 G68  plan-1  C08  0.020
 G68  plan-1  C09  0.020
 G68  plan-1  C11  0.020
 G68  plan-1  C12  0.020
 G68  plan-1  N13  0.020
 G68  plan-1  C14  0.020
 G68  plan-1  H26  0.020
 G68  plan-1  H25  0.020
 G68  plan-1  H27  0.020
 G68  plan-2  O01  0.020
 G68  plan-2  C02  0.020
 G68  plan-2  C03  0.020
 G68  plan-2  C04  0.020
 G68  plan-2  C05  0.020
 G68  plan-2  C06  0.020
 G68  plan-2  C07  0.020
 G68  plan-2  C08  0.020
 G68  plan-2  H21  0.020
 G68  plan-2  H22  0.020
 G68  plan-2  H23  0.020
 G68  plan-2  H24  0.020

