# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 03:52:21 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 4-hydroxy[2,2'-bipyridine]-6-carbaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cc(C=O)nc(c1)c2ccccn2
#
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
 67K  67K  4-hydroxy[2,2'-bipyridine]-6-carbaldehyde  ligand  23  15  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_67K
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
 67K  CAC  C  CR16  0  -0.301   2.0303   1.2448   0.0262
 67K  CAB  C  CR16  0  -0.151   3.4055   1.4086   0.0542
 67K  CAA  C  CR16  0  -0.320   4.2174   0.2855   0.0203
 67K  CAN  C  C1    0   0.129  -2.9066   1.8201  -0.0602
 67K  CAG  C  CR6   0   0.198   0.0473  -0.2788  -0.0671
 67K  CAK  C  CR6   0   0.141  -2.0401   0.6138  -0.0779
 67K  CAH  C  CR16  0  -0.381  -0.4608  -1.5753  -0.1112
 67K  OAO  O  O     0  -0.360  -2.4871   2.9479  -0.0246
 67K  NAL  N  N     0  -0.452  -0.7269   0.7978  -0.0509
 67K  CAJ  C  CR16  0  -0.438  -2.6525  -0.6265  -0.1213
 67K  CAI  C  CR6   0   0.473  -1.8370  -1.7583  -0.1385
 67K  OAM  O  OH1   0  -0.605  -2.3120  -3.0026  -0.1792
 67K  CAD  C  CR6   0   0.201   1.5134  -0.0472  -0.0350
 67K  NAE  N  N     0  -0.432   2.2934  -1.1242  -0.0667
 67K  CAF  C  CR16  0  -0.071   3.6071  -0.9596  -0.0400
 67K  H1   H  HCR6  0   0.276   1.3649   2.0953   0.0508
 67K  H2   H  HCR6  0   0.276   3.8356   2.4004   0.1024
 67K  H3   H  HCR6  0   0.275   5.2953   0.3657   0.0391
 67K  H4   H  H     0   0.203  -3.9890   1.6063  -0.0830
 67K  H5   H  HCR6  0   0.286   0.2083  -2.4242  -0.1225
 67K  H6   H  HCR6  0   0.301  -3.7334  -0.7067  -0.1401
 67K  H7   H  HOH1  0   0.486  -3.2769  -3.0069  -0.1962
 67K  H8   H  HCR6  0   0.265   4.2078  -1.8618  -0.0681

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
 67K  OAM  CAI  single    1.333  0.020  1.333
 67K  CAI  CAJ  aromatic  1.395  0.020  1.395
 67K  CAI  CAH  aromatic  1.389  0.020  1.389
 67K  CAJ  CAK  aromatic  1.384  0.020  1.384
 67K  CAH  CAG  aromatic  1.393  0.020  1.393
 67K  CAK  CAN  single    1.485  0.020  1.485
 67K  CAK  NAL  aromatic  1.326  0.020  1.326
 67K  CAG  NAL  aromatic  1.326  0.020  1.326
 67K  CAG  CAD  single    1.485  0.020  1.485
 67K  CAC  CAD  aromatic  1.393  0.020  1.393
 67K  CAC  CAB  aromatic  1.385  0.020  1.385
 67K  CAN  OAO  double    1.204  0.020  1.204
 67K  CAD  NAE  aromatic  1.330  0.020  1.330
 67K  CAB  CAA  aromatic  1.386  0.020  1.386
 67K  NAE  CAF  aromatic  1.324  0.020  1.324
 67K  CAA  CAF  aromatic  1.388  0.020  1.388
 67K  CAC  H1   single    0.930  0.020  1.080
 67K  CAB  H2   single    0.930  0.020  1.080
 67K  CAA  H3   single    0.930  0.020  1.080
 67K  CAN  H4   single    0.930  0.020  1.080
 67K  CAH  H5   single    0.930  0.020  1.080
 67K  CAJ  H6   single    0.930  0.020  1.080
 67K  OAM  H7   single    0.850  0.020  0.980
 67K  CAF  H8   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
 67K  H1   CAC  CAD  120.18  3.000
 67K  H1   CAC  CAB  121.19  3.000
 67K  CAD  CAC  CAB  118.62  3.000
 67K  H2   CAB  CAA  120.72  3.000
 67K  H2   CAB  CAC  120.26  3.000
 67K  CAA  CAB  CAC  119.02  3.000
 67K  H3   CAA  CAF  120.38  3.000
 67K  H3   CAA  CAB  121.56  3.000
 67K  CAF  CAA  CAB  118.06  3.000
 67K  H4   CAN  OAO  121.59  3.000
 67K  H4   CAN  CAK  114.50  3.000
 67K  OAO  CAN  CAK  123.91  3.000
 67K  CAD  CAG  NAL  116.72  3.000
 67K  CAD  CAG  CAH  120.40  3.000
 67K  NAL  CAG  CAH  122.88  3.000
 67K  CAJ  CAK  NAL  124.27  3.000
 67K  NAL  CAK  CAN  117.69  3.000
 67K  CAJ  CAK  CAN  118.04  3.000
 67K  H5   CAH  CAI  120.65  3.000
 67K  H5   CAH  CAG  120.35  3.000
 67K  CAI  CAH  CAG  118.99  3.000
 67K  CAK  NAL  CAG  117.72  3.000
 67K  H6   CAJ  CAI  121.51  3.000
 67K  H6   CAJ  CAK  120.53  3.000
 67K  CAI  CAJ  CAK  117.96  3.000
 67K  OAM  CAI  CAJ  123.33  3.000
 67K  CAJ  CAI  CAH  118.18  3.000
 67K  OAM  CAI  CAH  118.49  3.000
 67K  H7   OAM  CAI  111.17  3.000
 67K  NAE  CAD  CAG  116.89  3.000
 67K  NAE  CAD  CAC  122.30  3.000
 67K  CAG  CAD  CAC  120.81  3.000
 67K  CAF  NAE  CAD  118.73  3.000
 67K  H8   CAF  NAE  116.47  3.000
 67K  H8   CAF  CAA  120.26  3.000
 67K  NAE  CAF  CAA  123.27  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
 67K  CONST_01  CAH  CAG  CAD  CAC   180.00   0.0  0
 67K  CONST_02  NAL  CAG  CAD  CAC     0.00   0.0  0
 67K  CONST_03  CAF  NAE  CAD  CAC     0.00   0.0  0
 67K  CONST_04  CAF  CAA  CAB  CAC     0.00   0.0  0
 67K  CONST_05  CAG  CAD  CAC  CAB   180.00   0.0  0
 67K  CONST_06  NAE  CAD  CAC  CAB     0.00   0.0  0
 67K  CONST_07  NAE  CAF  CAA  CAB     0.00   0.0  0
 67K  CONST_08  CAD  CAC  CAB  CAA     0.00   0.0  0
 67K  CONST_09  CAD  NAE  CAF  CAA     0.00   0.0  0
 67K  CONST_10  CAJ  CAI  CAH  CAG     0.00   0.0  0
 67K  CONST_11  CAJ  CAK  NAL  CAG     0.00   0.0  0
 67K  CONST_12  CAF  NAE  CAD  CAG   180.00   0.0  0
 67K  CONST_13  CAH  CAI  CAJ  CAK     0.00   0.0  0
 67K  CONST_14  CAH  CAG  NAL  CAK     0.00   0.0  0
 67K  CONST_15  CAD  CAG  NAL  CAK   180.00   0.0  0
 67K  CONST_16  NAE  CAD  CAG  CAH     0.00   0.0  0
 67K  CONST_17  CAI  CAJ  CAK  NAL     0.00   0.0  0
 67K  CONST_18  CAI  CAH  CAG  NAL     0.00   0.0  0
 67K  CONST_19  NAE  CAD  CAG  NAL   180.00   0.0  0
 67K  CONST_20  CAD  CAG  CAH  CAI   180.00   0.0  0
 67K  CONST_21  CAI  CAJ  CAK  CAN   180.00   0.0  0
 67K  CONST_22  CAG  NAL  CAK  CAN   180.00   0.0  0
 67K  CONST_23  OAM  CAI  CAH  CAG   180.00   0.0  0
 67K  CONST_24  OAM  CAI  CAJ  CAK   180.00   0.0  0
 67K  CONST_25  H3   CAA  CAB  CAC   180.00   0.0  0
 67K  CONST_26  H8   CAF  CAA  CAB   180.00   0.0  0
 67K  CONST_27  H1   CAC  CAB  CAA   180.00   0.0  0
 67K  CONST_28  H6   CAJ  CAI  CAH   180.00   0.0  0
 67K  CONST_29  H5   CAH  CAG  NAL   180.00   0.0  0
 67K  CONST_30  H2   CAB  CAC  CAD   180.00   0.0  0
 67K  Var_01    CAJ  CAK  CAN  OAO  -179.91  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
 67K  plan-1  CAC  0.020
 67K  plan-1  CAB  0.020
 67K  plan-1  CAA  0.020
 67K  plan-1  CAG  0.020
 67K  plan-1  CAD  0.020
 67K  plan-1  NAE  0.020
 67K  plan-1  CAF  0.020
 67K  plan-1  H1   0.020
 67K  plan-1  H2   0.020
 67K  plan-1  H3   0.020
 67K  plan-1  H8   0.020
 67K  plan-2  CAN  0.020
 67K  plan-2  CAG  0.020
 67K  plan-2  CAK  0.020
 67K  plan-2  CAH  0.020
 67K  plan-2  NAL  0.020
 67K  plan-2  CAJ  0.020
 67K  plan-2  CAI  0.020
 67K  plan-2  OAM  0.020
 67K  plan-2  CAD  0.020
 67K  plan-2  H5   0.020
 67K  plan-2  H6   0.020
 67K  plan-3  CAN  0.020
 67K  plan-3  CAK  0.020
 67K  plan-3  OAO  0.020
 67K  plan-3  H4   0.020

