# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 11:02:47 2021
#   Inital geometry file: a 63 line input string
#   Ligand name: N-(2-chloropyridin-3-yl)butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCC(=O)Nc1cccnc1Cl
#
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
 WNS  WNS  N-(2-chloropyridin-3-yl)butanamide  ligand  24  13  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_WNS
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
 WNS  C10  C   CR16  0  -0.074  -35.8847  21.3799  -1.4545
 WNS  C01  C   CH3   0  -0.664  -27.4655  22.8156  -0.2964
 WNS  C02  C   CH2   0  -0.426  -28.9033  22.3976  -0.0301
 WNS  C03  C   CH2   0  -0.564  -29.8860  23.5439  -0.2951
 WNS  C04  C   C     0   0.524  -31.3033  23.1047  -0.0251
 WNS  C07  C   CR6   0   0.351  -33.3010  22.2583  -1.1838
 WNS  C08  C   CR16  0  -0.177  -33.8602  21.4544  -0.1943
 WNS  C09  C   CR16  0  -0.318  -35.1682  21.0178  -0.3282
 WNS  C12  C   CR6   0   0.083  -34.1290  22.5524  -2.2733
 WNS  N06  N   NH1   0  -0.737  -31.9933  22.7300  -1.1424
 WNS  N11  N   N     0  -0.378  -35.3575  22.1329  -2.4137
 WNS  O05  O   O     0  -0.460  -31.7737  23.0473   1.0950
 WNS  CL1  CL  CL    0  -0.095  -33.5028  23.5368  -3.5635
 WNS  H1   H   HCR6  0   0.279  -36.9078  21.0568  -1.5987
 WNS  H2   H   HCH3  0   0.235  -26.7755  21.9971  -0.0908
 WNS  H3   H   HCH3  0   0.223  -27.3256  23.1152  -1.3362
 WNS  H4   H   HCH3  0   0.224  -27.1761  23.6588   0.3331
 WNS  H5   H   HCH2  0   0.232  -29.1630  21.5434  -0.6606
 WNS  H6   H   HCH2  0   0.235  -29.0062  22.0651   1.0052
 WNS  H7   H   HCH2  0   0.267  -29.6565  24.3830   0.3641
 WNS  H8   H   HCH2  0   0.253  -29.7674  23.8957  -1.3225
 WNS  H9   H   HCR6  0   0.296  -33.2794  21.1571   0.6651
 WNS  H10  H   HCR6  0   0.283  -35.6178  20.3928   0.4301
 WNS  H11  H   HNH1  0   0.409  -31.5473  22.8999  -2.0309

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
 WNS  CL1  C12  single    1.740  0.020  1.740
 WNS  N11  C12  aromatic  1.306  0.020  1.306
 WNS  N11  C10  aromatic  1.329  0.020  1.329
 WNS  C12  C07  aromatic  1.400  0.020  1.400
 WNS  C10  C09  aromatic  1.383  0.020  1.383
 WNS  C07  N06  single    1.391  0.020  1.391
 WNS  C07  C08  aromatic  1.392  0.020  1.392
 WNS  N06  C04  single    1.366  0.020  1.366
 WNS  C01  C02  single    1.521  0.020  1.521
 WNS  C09  C08  aromatic  1.385  0.020  1.385
 WNS  C02  C03  single    1.533  0.020  1.533
 WNS  C03  C04  single    1.508  0.020  1.508
 WNS  C04  O05  double    1.216  0.020  1.216
 WNS  C10  H1   single    0.930  0.020  1.080
 WNS  C01  H2   single    0.970  0.020  1.090
 WNS  C01  H3   single    0.970  0.020  1.090
 WNS  C01  H4   single    0.970  0.020  1.090
 WNS  C02  H5   single    0.970  0.020  1.090
 WNS  C02  H6   single    0.970  0.020  1.090
 WNS  C03  H7   single    0.970  0.020  1.090
 WNS  C03  H8   single    0.970  0.020  1.090
 WNS  C08  H9   single    0.930  0.020  1.080
 WNS  C09  H10  single    0.930  0.020  1.080
 WNS  N06  H11  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
 WNS  H1   C10  N11  116.61  3.000
 WNS  H1   C10  C09  121.33  3.000
 WNS  N11  C10  C09  122.06  3.000
 WNS  H4   C01  H3   107.67  3.000
 WNS  H4   C01  H2   107.67  3.000
 WNS  H3   C01  H2   107.75  3.000
 WNS  H4   C01  C02  111.22  3.000
 WNS  H3   C01  C02  111.31  3.000
 WNS  H2   C01  C02  111.04  3.000
 WNS  H6   C02  H5   106.65  3.000
 WNS  H6   C02  C03  109.33  3.000
 WNS  H5   C02  C03  109.41  3.000
 WNS  H6   C02  C01  109.80  3.000
 WNS  H5   C02  C01  109.78  3.000
 WNS  C03  C02  C01  111.74  3.000
 WNS  H8   C03  H7   107.31  3.000
 WNS  H8   C03  C04  111.35  3.000
 WNS  H7   C03  C04  108.26  3.000
 WNS  H8   C03  C02  109.50  3.000
 WNS  H7   C03  C02  109.61  3.000
 WNS  C04  C03  C02  110.72  3.000
 WNS  O05  C04  N06  123.04  3.000
 WNS  O05  C04  C03  122.82  3.000
 WNS  N06  C04  C03  114.10  3.000
 WNS  N06  C07  C12  120.54  3.000
 WNS  N06  C07  C08  123.53  3.000
 WNS  C12  C07  C08  115.91  3.000
 WNS  H9   C08  C09  119.89  3.000
 WNS  H9   C08  C07  120.60  3.000
 WNS  C09  C08  C07  119.50  3.000
 WNS  H10  C09  C08  120.48  3.000
 WNS  H10  C09  C10  120.48  3.000
 WNS  C08  C09  C10  119.04  3.000
 WNS  CL1  C12  N11  116.15  3.000
 WNS  N11  C12  C07  124.95  3.000
 WNS  CL1  C12  C07  118.90  3.000
 WNS  H11  N06  C07  116.53  3.000
 WNS  H11  N06  C04  116.82  3.000
 WNS  C07  N06  C04  126.33  3.000
 WNS  C12  N11  C10  118.54  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
 WNS  CONST_01  C07  C12  N11  C10    0.00   0.0  0
 WNS  CONST_02  C07  C08  C09  C10    0.00   0.0  0
 WNS  CONST_03  N11  C12  C07  C08    0.00   0.0  0
 WNS  CONST_04  N11  C10  C09  C08    0.00   0.0  0
 WNS  CONST_05  C12  N11  C10  C09    0.00   0.0  0
 WNS  CONST_06  C12  C07  C08  C09    0.00   0.0  0
 WNS  CONST_07  CL1  C12  N11  C10  180.00   0.0  0
 WNS  CONST_08  CL1  C12  C07  C08  180.00   0.0  0
 WNS  CONST_09  N06  C07  C08  C09  180.00   0.0  0
 WNS  CONST_10  N11  C12  C07  N06  180.00   0.0  0
 WNS  CONST_11  H9   C08  C09  C10  180.00   0.0  0
 WNS  CONST_12  H10  C09  C08  C07  180.00   0.0  0
 WNS  CONST_13  H1   C10  C09  C08  180.00   0.0  0
 WNS  CONST_17  C07  N06  C04  C03  180.00   0.0  0
 WNS  CONST_18  O05  C04  N06  C07    0.00   0.0  0
 WNS  Var_01    C04  C03  C02  C01  179.96  30.0  3
 WNS  Var_02    N06  C04  C03  C02  -97.79  30.0  3
 WNS  Var_03    H2   C01  C02  C03  179.18  30.0  3

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
 WNS  plan-1  C10  0.020
 WNS  plan-1  C07  0.020
 WNS  plan-1  C08  0.020
 WNS  plan-1  C09  0.020
 WNS  plan-1  C12  0.020
 WNS  plan-1  N06  0.020
 WNS  plan-1  N11  0.020
 WNS  plan-1  CL1  0.020
 WNS  plan-1  H1   0.020
 WNS  plan-1  H9   0.020
 WNS  plan-1  H10  0.020
 WNS  plan-2  C03  0.020
 WNS  plan-2  C04  0.020
 WNS  plan-2  C07  0.020
 WNS  plan-2  N06  0.020
 WNS  plan-2  O05  0.020
 WNS  plan-2  H11  0.020

