# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 23 22:52:14 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 5-phenylpyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cncc(c1)c2ccccc2
#
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
 0LO  0LO  '5-phenylpyridine-3-carboxylic acid'  ligand  24  15  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_0LO
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
 0LO  CAF  C  CR16  0  -0.306   2.6931   0.9097  -0.4374
 0LO  CAD  C  CR16  0  -0.239   4.0150   0.4995  -0.5283
 0LO  CAC  C  CR16  0  -0.261   4.3786  -0.7791  -0.1267
 0LO  CAE  C  CR16  0  -0.239   3.4114  -1.6457   0.3659
 0LO  CAG  C  CR16  0  -0.307   2.0896  -1.2363   0.4576
 0LO  CAN  C  CR6   0   0.086   1.7143   0.0474   0.0585
 0LO  CAO  C  CR6   0   0.010   0.3100   0.4826   0.1588
 0LO  CAJ  C  CR16  0  -0.196  -0.7469  -0.3727  -0.1242
 0LO  CAI  C  CR16  0  -0.083  -0.0192   1.7807   0.5526
 0LO  NAK  N  N     0  -0.393  -1.2599   2.2324   0.6594
 0LO  CAH  C  CR16  0  -0.052  -2.2578   1.4059   0.3814
 0LO  CAM  C  CR6   0  -0.160  -2.0528   0.0863  -0.0128
 0LO  CAL  C  C     0   0.538  -3.1676  -0.8421  -0.3249
 0LO  OAB  O  OH1   0  -0.592  -4.3575  -0.2822  -0.1796
 0LO  OAA  O  O     0  -0.431  -3.0026  -1.9855  -0.6725
 0LO  H1   H  HCR6  0   0.259   2.4196   1.9010  -0.7769
 0LO  H2   H  HCR6  0   0.261   4.7608   1.1788  -0.9203
 0LO  H3   H  HCR6  0   0.261   5.4104  -1.0982  -0.1965
 0LO  H4   H  HCR6  0   0.261   3.6873  -2.6411   0.6881
 0LO  H5   H  HCR6  0   0.259   1.3487  -1.9155   0.8616
 0LO  H6   H  HCR6  0   0.279  -0.5562  -1.3885  -0.4462
 0LO  H7   H  HCR6  0   0.273   0.7670   2.4832   0.8092
 0LO  H8   H  HCR6  0   0.281  -3.2564   1.8132   0.4798
 0LO  H9   H  HOH1  0   0.492  -5.0551  -0.9221  -0.3866

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
 0LO  CAC  CAE  aromatic  1.389  0.020  1.389
 0LO  CAC  CAD  aromatic  1.389  0.020  1.389
 0LO  CAE  CAG  aromatic  1.387  0.020  1.387
 0LO  CAD  CAF  aromatic  1.387  0.020  1.387
 0LO  CAG  CAN  aromatic  1.396  0.020  1.396
 0LO  CAF  CAN  aromatic  1.396  0.020  1.396
 0LO  CAN  CAO  single    1.474  0.020  1.474
 0LO  CAO  CAJ  aromatic  1.389  0.020  1.389
 0LO  CAO  CAI  aromatic  1.396  0.020  1.396
 0LO  CAJ  CAM  aromatic  1.389  0.020  1.389
 0LO  CAI  NAK  aromatic  1.325  0.020  1.325
 0LO  CAM  CAL  single    1.484  0.020  1.484
 0LO  CAM  CAH  aromatic  1.392  0.020  1.392
 0LO  OAA  CAL  double    1.206  0.020  1.206
 0LO  NAK  CAH  aromatic  1.325  0.020  1.325
 0LO  CAL  OAB  single    1.323  0.020  1.323
 0LO  CAF  H1   single    0.930  0.020  1.080
 0LO  CAD  H2   single    0.930  0.020  1.080
 0LO  CAC  H3   single    0.930  0.020  1.080
 0LO  CAE  H4   single    0.930  0.020  1.080
 0LO  CAG  H5   single    0.930  0.020  1.080
 0LO  CAJ  H6   single    0.930  0.020  1.080
 0LO  CAI  H7   single    0.930  0.020  1.080
 0LO  CAH  H8   single    0.930  0.020  1.080
 0LO  OAB  H9   single    0.850  0.020  0.980

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
 0LO  H1   CAF  CAN  120.00  3.000
 0LO  H1   CAF  CAD  119.40  3.000
 0LO  CAN  CAF  CAD  120.59  3.000
 0LO  H2   CAD  CAC  120.14  3.000
 0LO  H2   CAD  CAF  119.66  3.000
 0LO  CAC  CAD  CAF  120.19  3.000
 0LO  H3   CAC  CAE  120.19  3.000
 0LO  H3   CAC  CAD  120.16  3.000
 0LO  CAE  CAC  CAD  119.65  3.000
 0LO  H4   CAE  CAG  119.67  3.000
 0LO  H4   CAE  CAC  120.13  3.000
 0LO  CAG  CAE  CAC  120.20  3.000
 0LO  H5   CAG  CAN  119.96  3.000
 0LO  H5   CAG  CAE  119.44  3.000
 0LO  CAN  CAG  CAE  120.59  3.000
 0LO  CAO  CAN  CAG  120.56  3.000
 0LO  CAO  CAN  CAF  120.67  3.000
 0LO  CAG  CAN  CAF  118.77  3.000
 0LO  CAI  CAO  CAJ  116.79  3.000
 0LO  CAI  CAO  CAN  121.24  3.000
 0LO  CAJ  CAO  CAN  121.97  3.000
 0LO  H6   CAJ  CAM  119.98  3.000
 0LO  H6   CAJ  CAO  120.30  3.000
 0LO  CAM  CAJ  CAO  119.72  3.000
 0LO  H7   CAI  NAK  116.03  3.000
 0LO  H7   CAI  CAO  119.86  3.000
 0LO  NAK  CAI  CAO  124.10  3.000
 0LO  CAH  NAK  CAI  118.41  3.000
 0LO  H8   CAH  CAM  121.19  3.000
 0LO  H8   CAH  NAK  116.16  3.000
 0LO  CAM  CAH  NAK  122.66  3.000
 0LO  CAL  CAM  CAH  122.81  3.000
 0LO  CAH  CAM  CAJ  118.32  3.000
 0LO  CAL  CAM  CAJ  118.87  3.000
 0LO  OAA  CAL  OAB  123.77  3.000
 0LO  OAB  CAL  CAM  112.82  3.000
 0LO  OAA  CAL  CAM  123.42  3.000
 0LO  H9   OAB  CAL  110.15  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
 0LO  CONST_01  CAE  CAC  CAD  CAF    0.00   0.0  0
 0LO  CONST_02  CAE  CAG  CAN  CAF    0.00   0.0  0
 0LO  CONST_05  CAG  CAE  CAC  CAD    0.00   0.0  0
 0LO  CONST_06  CAG  CAN  CAF  CAD    0.00   0.0  0
 0LO  CONST_07  CAO  CAN  CAF  CAD  180.00   0.0  0
 0LO  CONST_08  CAN  CAG  CAE  CAC    0.00   0.0  0
 0LO  CONST_09  CAN  CAF  CAD  CAC    0.00   0.0  0
 0LO  CONST_10  CAO  CAN  CAG  CAE  180.00   0.0  0
 0LO  CONST_13  CAM  CAJ  CAO  CAN  180.00   0.0  0
 0LO  CONST_14  NAK  CAI  CAO  CAN  180.00   0.0  0
 0LO  CONST_15  CAH  CAM  CAJ  CAO    0.00   0.0  0
 0LO  CONST_16  CAH  NAK  CAI  CAO    0.00   0.0  0
 0LO  CONST_17  NAK  CAI  CAO  CAJ    0.00   0.0  0
 0LO  CONST_18  NAK  CAH  CAM  CAJ    0.00   0.0  0
 0LO  CONST_19  CAM  CAJ  CAO  CAI    0.00   0.0  0
 0LO  CONST_20  CAM  CAH  NAK  CAI    0.00   0.0  0
 0LO  CONST_21  CAL  CAM  CAJ  CAO  180.00   0.0  0
 0LO  CONST_22  CAL  CAM  CAH  NAK  180.00   0.0  0
 0LO  CONST_23  H3   CAC  CAD  CAF  180.00   0.0  0
 0LO  CONST_24  H5   CAG  CAN  CAF  180.00   0.0  0
 0LO  CONST_25  H4   CAE  CAC  CAD  180.00   0.0  0
 0LO  CONST_26  H1   CAF  CAD  CAC  180.00   0.0  0
 0LO  CONST_27  H2   CAD  CAC  CAE  180.00   0.0  0
 0LO  CONST_28  H6   CAJ  CAO  CAN    0.00   0.0  0
 0LO  CONST_29  H7   CAI  CAO  CAN    0.00   0.0  0
 0LO  CONST_30  H8   CAH  CAM  CAJ  180.00   0.0  0
 0LO  CONST_31  H9   OAB  CAL  CAM  180.00   0.0  0
 0LO  Var_01    OAA  CAL  CAM  CAJ    0.07  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
 0LO  plan-1  CAF  0.020
 0LO  plan-1  CAD  0.020
 0LO  plan-1  CAC  0.020
 0LO  plan-1  CAE  0.020
 0LO  plan-1  CAG  0.020
 0LO  plan-1  CAN  0.020
 0LO  plan-1  CAO  0.020
 0LO  plan-1  H1   0.020
 0LO  plan-1  H2   0.020
 0LO  plan-1  H3   0.020
 0LO  plan-1  H4   0.020
 0LO  plan-1  H5   0.020
 0LO  plan-2  CAN  0.020
 0LO  plan-2  CAO  0.020
 0LO  plan-2  CAJ  0.020
 0LO  plan-2  CAI  0.020
 0LO  plan-2  NAK  0.020
 0LO  plan-2  CAH  0.020
 0LO  plan-2  CAM  0.020
 0LO  plan-2  CAL  0.020
 0LO  plan-2  H6   0.020
 0LO  plan-2  H7   0.020
 0LO  plan-2  H8   0.020
 0LO  plan-3  CAM  0.020
 0LO  plan-3  CAL  0.020
 0LO  plan-3  OAB  0.020
 0LO  plan-3  OAA  0.020
 0LO  plan-3  H9   0.020

