# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 11:37:51 2021
#   Inital geometry file: a 45 line input string
#   Ligand name: 2-chloropyridine-4-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NC(=O)c1ccnc(Cl)c1
#
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
 X4P  X4P  2-chloropyridine-4-carboxamide  ligand  15  10  .  2022-03-29  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_X4P
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
 X4P  C1   C   C     0   0.499  17.5813  -0.9176  44.9667
 X4P  C2   C   CR6   0   0.061  16.9478   0.1563  44.1278
 X4P  C3   C   CR16  0  -0.336  16.1393  -0.2181  43.0599
 X4P  C4   C   CR16  0  -0.051  15.5729   0.7739  42.2808
 X4P  C5   C   CR6   0   0.170  16.5592   2.4045  43.4877
 X4P  C6   C   CR16  0  -0.299  17.1719   1.5070  44.3505
 X4P  N1   N   NH2   0  -0.803  17.8519  -0.5854  46.2334
 X4P  N2   N   N     0  -0.384  15.7813   2.0715  42.4890
 X4P  O1   O   O     0  -0.465  17.8218  -2.0110  44.4812
 X4P  CL1  CL  CL    0  -0.096  16.8312   4.1004  43.7266
 X4P  H1   H   HCR6  0   0.286  15.9447  -1.2578  42.8397
 X4P  H2   H   HCR6  0   0.285  14.9271   0.5186  41.4498
 X4P  H3   H   HCR6  0   0.300  17.8122   1.8661  45.1441
 X4P  H4   H   HNH2  0   0.413  18.2471  -1.2730  46.8552
 X4P  H5   H   HNH2  0   0.419  17.5210   0.2668  46.6524

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
 X4P  C4  N2   aromatic  1.331  0.020  1.331
 X4P  C4  C3   aromatic  1.383  0.020  1.383
 X4P  N2  C5   aromatic  1.309  0.020  1.309
 X4P  C3  C2   aromatic  1.391  0.020  1.391
 X4P  C5  CL1  single    1.734  0.020  1.734
 X4P  C5  C6   aromatic  1.388  0.020  1.388
 X4P  C2  C6   aromatic  1.387  0.020  1.387
 X4P  C2  C1   single    1.503  0.020  1.503
 X4P  O1  C1   double    1.220  0.020  1.220
 X4P  C1  N1   single    1.337  0.020  1.337
 X4P  C3  H1   single    0.930  0.020  1.080
 X4P  C4  H2   single    0.930  0.020  1.080
 X4P  C6  H3   single    0.930  0.020  1.080
 X4P  N1  H4   single    0.860  0.020  1.020
 X4P  N1  H5   single    0.860  0.020  1.020

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
 X4P  O1   C1  N1  124.02  3.000
 X4P  N1   C1  C2  115.89  3.000
 X4P  O1   C1  C2  120.09  3.000
 X4P  C6   C2  C3  118.64  3.000
 X4P  C6   C2  C1  122.55  3.000
 X4P  C3   C2  C1  118.77  3.000
 X4P  H1   C3  C4  120.11  3.000
 X4P  H1   C3  C2  121.35  3.000
 X4P  C4   C3  C2  118.53  3.000
 X4P  H2   C4  N2  116.32  3.000
 X4P  H2   C4  C3  120.50  3.000
 X4P  N2   C4  C3  123.18  3.000
 X4P  CL1  C5  N2  116.56  3.000
 X4P  CL1  C5  C6  118.53  3.000
 X4P  N2   C5  C6  124.91  3.000
 X4P  H3   C6  C5  120.21  3.000
 X4P  H3   C6  C2  122.48  3.000
 X4P  C5   C6  C2  117.30  3.000
 X4P  H5   N1  H4  116.75  3.000
 X4P  H5   N1  C1  122.60  3.000
 X4P  H4   N1  C1  119.63  3.000
 X4P  C5   N2  C4  117.42  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
 X4P  CONST_01  N2   C4  C3  C2    0.00   0.0  0
 X4P  CONST_02  N2   C5  C6  C2    0.00   0.0  0
 X4P  CONST_03  C5   N2  C4  C3    0.00   0.0  0
 X4P  CONST_04  C5   C6  C2  C3    0.00   0.0  0
 X4P  CONST_05  C6   C5  N2  C4    0.00   0.0  0
 X4P  CONST_06  C6   C2  C3  C4    0.00   0.0  0
 X4P  CONST_07  C4   C3  C2  C1  180.00   0.0  0
 X4P  CONST_08  C5   C6  C2  C1  180.00   0.0  0
 X4P  CONST_09  CL1  C5  C6  C2  180.00   0.0  0
 X4P  CONST_10  CL1  C5  N2  C4  180.00   0.0  0
 X4P  CONST_11  H2   C4  C3  C2  180.00   0.0  0
 X4P  CONST_12  H3   C6  C2  C3  180.00   0.0  0
 X4P  CONST_13  H1   C3  C2  C6  180.00   0.0  0
 X4P  CONST_14  H4   N1  C1  C2  180.00   0.0  0
 X4P  CONST_15  H5   N1  C1  C2    0.00   0.0  0
 X4P  Var_01    O1   C1  C2  C3   27.40  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
 X4P  plan-1  C1   0.020
 X4P  plan-1  C2   0.020
 X4P  plan-1  C3   0.020
 X4P  plan-1  C4   0.020
 X4P  plan-1  C5   0.020
 X4P  plan-1  C6   0.020
 X4P  plan-1  N2   0.020
 X4P  plan-1  CL1  0.020
 X4P  plan-1  H1   0.020
 X4P  plan-1  H2   0.020
 X4P  plan-1  H3   0.020
 X4P  plan-2  C1   0.020
 X4P  plan-2  C2   0.020
 X4P  plan-2  N1   0.020
 X4P  plan-2  O1   0.020
 X4P  plan-2  H4   0.020
 X4P  plan-2  H5   0.020

