# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 10 16:51:09 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: 6-phenylpyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc(nc1)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
 6P3  6P3  '6-phenylpyridine-3-carboxylic acid'  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 GRAND
;

data_comp_6P3
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
 6P3  C1   C  CR6    0   0.076   1.9382  -0.0304   0.0241
 6P3  C2   C  CR16   0  -0.287   2.5985   1.1797  -0.1986
 6P3  C3   C  CR16   0  -0.240   3.9833   1.2411  -0.1994
 6P3  C4   C  CR16   0  -0.263   4.7355   0.0965   0.0333
 6P3  C5   C  CR16   0  -0.239   4.0897  -1.1102   0.2672
 6P3  C6   C  CR16   0  -0.321   2.7039  -1.1732   0.2614
 6P3  C12  C  CR6    0   0.219   0.4597  -0.0812   0.0110
 6P3  N13  N  N      0  -0.430  -0.1831   1.0596   0.2605
 6P3  C14  C  CR16   0  -0.096  -1.5083   1.0641   0.2537
 6P3  C15  C  CR6    0  -0.187  -2.2945  -0.0561   0.0033
 6P3  C16  C  CR16   0  -0.174  -1.6182  -1.2399  -0.2651
 6P3  C17  C  CR16   0  -0.328  -0.2346  -1.2584  -0.2671
 6P3  C21  C  C      0   0.400  -3.8133   0.0170   0.0159
 6P3  O22  O  O      0  -0.589  -4.4183  -1.0517  -0.1874
 6P3  O23  O  OC    -1  -0.591  -4.3125   1.1378   0.2282
 6P3  H1   H  HCR6   0   0.252   2.0196   2.0750  -0.3819
 6P3  H2   H  HCR6   0   0.257   4.4772   2.1862  -0.3855
 6P3  H3   H  HCR6   0   0.258   5.8166   0.1453   0.0351
 6P3  H4   H  HCR6   0   0.259   4.6653  -2.0058   0.4621
 6P3  H5   H  HCR6   0   0.253   2.2224  -2.1210   0.4661
 6P3  H6   H  HCR6   0   0.251  -1.9827   2.0160   0.4641
 6P3  H7   H  HCR6   0   0.258  -2.1728  -2.1431  -0.4836
 6P3  H8   H  HCR6   0   0.263   0.2936  -2.1724  -0.5023

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
 6P3  C4   C3   aromatic  1.389  0.020  1.389
 6P3  C4   C5   aromatic  1.388  0.020  1.388
 6P3  C3   C2   aromatic  1.386  0.020  1.386
 6P3  C5   C6   aromatic  1.387  0.020  1.387
 6P3  C2   C1   aromatic  1.396  0.020  1.396
 6P3  C6   C1   aromatic  1.396  0.020  1.396
 6P3  C1   C12  single    1.479  0.020  1.479
 6P3  C12  N13  aromatic  1.333  0.020  1.333
 6P3  C12  C17  aromatic  1.395  0.020  1.395
 6P3  N13  C14  aromatic  1.325  0.020  1.325
 6P3  C17  C16  aromatic  1.384  0.020  1.384
 6P3  C14  C15  aromatic  1.391  0.020  1.391
 6P3  C16  C15  aromatic  1.389  0.020  1.389
 6P3  C15  C21  single    1.521  0.020  1.521
 6P3  C21  O22  deloc     1.245  0.020  1.245
 6P3  C21  O23  deloc     1.245  0.020  1.245
 6P3  C2   H1   single    0.930  0.020  1.080
 6P3  C3   H2   single    0.930  0.020  1.080
 6P3  C4   H3   single    0.930  0.020  1.080
 6P3  C5   H4   single    0.930  0.020  1.080
 6P3  C6   H5   single    0.930  0.020  1.080
 6P3  C14  H6   single    0.930  0.020  1.080
 6P3  C16  H7   single    0.930  0.020  1.080
 6P3  C17  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
 6P3  C12  C1   C6   121.43  3.000
 6P3  C12  C1   C2   120.06  3.000
 6P3  C6   C1   C2   118.51  3.000
 6P3  H1   C2   C3   119.86  3.000
 6P3  H1   C2   C1   119.42  3.000
 6P3  C3   C2   C1   120.72  3.000
 6P3  H2   C3   C4   120.07  3.000
 6P3  H2   C3   C2   119.64  3.000
 6P3  C4   C3   C2   120.28  3.000
 6P3  H3   C4   C5   120.23  3.000
 6P3  H3   C4   C3   120.26  3.000
 6P3  C5   C4   C3   119.50  3.000
 6P3  H4   C5   C6   119.63  3.000
 6P3  H4   C5   C4   120.14  3.000
 6P3  C6   C5   C4   120.22  3.000
 6P3  H5   C6   C5   118.90  3.000
 6P3  H5   C6   C1   120.33  3.000
 6P3  C5   C6   C1   120.76  3.000
 6P3  C17  C12  N13  121.30  3.000
 6P3  C17  C12  C1   121.89  3.000
 6P3  N13  C12  C1   116.80  3.000
 6P3  C14  N13  C12  118.96  3.000
 6P3  H6   C14  C15  119.64  3.000
 6P3  H6   C14  N13  116.07  3.000
 6P3  C15  C14  N13  124.28  3.000
 6P3  C21  C15  C16  121.92  3.000
 6P3  C21  C15  C14  121.61  3.000
 6P3  C16  C15  C14  116.47  3.000
 6P3  H7   C16  C17  120.07  3.000
 6P3  H7   C16  C15  120.04  3.000
 6P3  C17  C16  C15  119.89  3.000
 6P3  H8   C17  C16  120.00  3.000
 6P3  H8   C17  C12  120.90  3.000
 6P3  C16  C17  C12  119.09  3.000
 6P3  O23  C21  O22  127.28  3.000
 6P3  O23  C21  C15  116.44  3.000
 6P3  O22  C21  C15  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
 6P3  CONST_01  C4   C3   C2   C1      0.00   0.0  0
 6P3  CONST_02  C4   C5   C6   C1      0.00   0.0  0
 6P3  CONST_03  C14  N13  C12  C1    180.00   0.0  0
 6P3  CONST_04  C16  C17  C12  C1    180.00   0.0  0
 6P3  CONST_05  C5   C4   C3   C2      0.00   0.0  0
 6P3  CONST_06  C5   C6   C1   C2      0.00   0.0  0
 6P3  CONST_09  C6   C5   C4   C3      0.00   0.0  0
 6P3  CONST_10  C6   C1   C2   C3      0.00   0.0  0
 6P3  CONST_11  C12  C1   C2   C3    180.00   0.0  0
 6P3  CONST_12  C12  C1   C6   C5    180.00   0.0  0
 6P3  CONST_15  C15  C14  N13  C12     0.00   0.0  0
 6P3  CONST_16  C15  C16  C17  C12     0.00   0.0  0
 6P3  CONST_17  C16  C17  C12  N13     0.00   0.0  0
 6P3  CONST_18  C16  C15  C14  N13     0.00   0.0  0
 6P3  CONST_19  C17  C12  N13  C14     0.00   0.0  0
 6P3  CONST_20  C17  C16  C15  C14     0.00   0.0  0
 6P3  CONST_21  C21  C15  C14  N13   180.00   0.0  0
 6P3  CONST_22  C21  C15  C16  C17   180.00   0.0  0
 6P3  CONST_23  H2   C3   C2   C1    180.00   0.0  0
 6P3  CONST_24  H4   C5   C6   C1    180.00   0.0  0
 6P3  CONST_25  H8   C17  C12  C1      0.00   0.0  0
 6P3  CONST_26  H3   C4   C3   C2    180.00   0.0  0
 6P3  CONST_27  H5   C6   C1   C2    180.00   0.0  0
 6P3  CONST_28  H1   C2   C3   C4    180.00   0.0  0
 6P3  CONST_29  H6   C14  N13  C12   180.00   0.0  0
 6P3  CONST_30  H7   C16  C17  C12   180.00   0.0  0
 6P3  Var_01    O22  C21  C15  C14  -178.23  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
 6P3  plan-1  C1   0.020
 6P3  plan-1  C2   0.020
 6P3  plan-1  C3   0.020
 6P3  plan-1  C4   0.020
 6P3  plan-1  C5   0.020
 6P3  plan-1  C6   0.020
 6P3  plan-1  C12  0.020
 6P3  plan-1  H1   0.020
 6P3  plan-1  H2   0.020
 6P3  plan-1  H3   0.020
 6P3  plan-1  H4   0.020
 6P3  plan-1  H5   0.020
 6P3  plan-2  C1   0.020
 6P3  plan-2  C12  0.020
 6P3  plan-2  N13  0.020
 6P3  plan-2  C14  0.020
 6P3  plan-2  C15  0.020
 6P3  plan-2  C16  0.020
 6P3  plan-2  C17  0.020
 6P3  plan-2  C21  0.020
 6P3  plan-2  H6   0.020
 6P3  plan-2  H7   0.020
 6P3  plan-2  H8   0.020
 6P3  plan-3  C15  0.020
 6P3  plan-3  C21  0.020
 6P3  plan-3  O22  0.020
 6P3  plan-3  O23  0.020

