# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 17 16:54:48 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  23  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  -0.310   2.7036   0.9565  -0.3816
 0LO  CAD  C  CR16   0  -0.239   4.0281   0.5464  -0.4254
 0LO  CAC  C  CR16   0  -0.265   4.3770  -0.7344  -0.0174
 0LO  CAE  C  CR16   0  -0.239   3.3908  -1.6021   0.4337
 0LO  CAG  C  CR16   0  -0.310   2.0667  -1.1917   0.4787
 0LO  CAN  C  CR6    0   0.086   1.7043   0.0943   0.0736
 0LO  CAO  C  C      0   0.009   0.2964   0.5292   0.1238
 0LO  CAJ  C  C1     0  -0.229  -0.7522  -0.3278  -0.1986
 0LO  CAI  C  C1     0  -0.108  -0.0437   1.8272   0.5047
 0LO  NAK  N  N      0  -0.400  -1.2895   2.2754   0.5657
 0LO  CAH  C  C1     0  -0.094  -2.2708   1.4389   0.2463
 0LO  CAM  C  C      0  -0.179  -2.0643   0.1194  -0.1429
 0LO  CAL  C  C      0   0.405  -3.2286  -0.7931  -0.5072
 0LO  OAB  O  OC    -1  -0.589  -4.3657  -0.2926  -0.4353
 0LO  OAA  O  O      0  -0.588  -2.9341  -1.9541  -0.8451
 0LO  H1   H  HCR6   0   0.255   2.4432   1.9495  -0.7265
 0LO  H2   H  HCR6   0   0.258   4.7881   1.2272  -0.7871
 0LO  H3   H  HCR6   0   0.258   5.4105  -1.0539  -0.0504
 0LO  H4   H  HCR6   0   0.258   3.6536  -2.6000   0.7598
 0LO  H5   H  HCR6   0   0.255   1.3105  -1.8731   0.8495
 0LO  H6   H  H      0   0.255  -0.5510  -1.3438  -0.5144
 0LO  H7   H  H      0   0.256   0.7332   2.5301   0.7894
 0LO  H8   H  H      0   0.255  -3.2790   1.8321   0.3027

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  1.392  0.020  1.392
 0LO  CAO  CAI  aromatic  1.395  0.020  1.395
 0LO  CAJ  CAM  aromatic  1.387  0.020  1.387
 0LO  CAI  NAK  aromatic  1.325  0.020  1.325
 0LO  CAM  CAL  single    1.523  0.020  1.523
 0LO  CAM  CAH  aromatic  1.391  0.020  1.391
 0LO  OAA  CAL  deloc     1.245  0.020  1.245
 0LO  NAK  CAH  aromatic  1.328  0.020  1.328
 0LO  CAL  OAB  deloc     1.244  0.020  1.244
 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

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  119.87  3.000
 0LO  H1   CAF  CAD  119.38  3.000
 0LO  CAN  CAF  CAD  120.74  3.000
 0LO  H2   CAD  CAC  120.12  3.000
 0LO  H2   CAD  CAF  119.66  3.000
 0LO  CAC  CAD  CAF  120.21  3.000
 0LO  H3   CAC  CAE  120.23  3.000
 0LO  H3   CAC  CAD  120.22  3.000
 0LO  CAE  CAC  CAD  119.55  3.000
 0LO  H4   CAE  CAG  119.67  3.000
 0LO  H4   CAE  CAC  120.10  3.000
 0LO  CAG  CAE  CAC  120.23  3.000
 0LO  H5   CAG  CAN  119.84  3.000
 0LO  H5   CAG  CAE  119.43  3.000
 0LO  CAN  CAG  CAE  120.73  3.000
 0LO  CAO  CAN  CAG  120.64  3.000
 0LO  CAO  CAN  CAF  120.82  3.000
 0LO  CAG  CAN  CAF  118.54  3.000
 0LO  CAI  CAO  CAJ  116.90  3.000
 0LO  CAI  CAO  CAN  121.10  3.000
 0LO  CAJ  CAO  CAN  121.99  3.000
 0LO  H6   CAJ  CAM  119.34  3.000
 0LO  H6   CAJ  CAO  120.35  3.000
 0LO  CAM  CAJ  CAO  120.31  3.000
 0LO  H7   CAI  NAK  116.20  3.000
 0LO  H7   CAI  CAO  119.98  3.000
 0LO  NAK  CAI  CAO  123.81  3.000
 0LO  CAH  NAK  CAI  118.05  3.000
 0LO  H8   CAH  CAM  119.79  3.000
 0LO  H8   CAH  NAK  116.50  3.000
 0LO  CAM  CAH  NAK  123.70  3.000
 0LO  CAL  CAM  CAH  121.44  3.000
 0LO  CAH  CAM  CAJ  117.22  3.000
 0LO  CAL  CAM  CAJ  121.34  3.000
 0LO  OAA  CAL  OAB  127.38  3.000
 0LO  OAB  CAL  CAM  116.33  3.000
 0LO  OAA  CAL  CAM  116.28  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  Var_01    OAA  CAL  CAM  CAJ    0.48  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

