# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 13:56:08 2020
#   Inital geometry file: a 44 line input string
#   Ligand name: 1-(4-chloropyridin-3-yl)methanamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: NCc1cnccc1Cl
#
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
 NNU  NNU  1-(4-chloropyridin-3-yl)methanamine  ligand  16  9  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NNU
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
 NNU  N16   N   NH2   0  -0.782  -1.8812  -1.7649  -0.7060
 NNU  C17   C   CH2   0  -0.365  -1.1331  -1.5754   0.5266
 NNU  C18   C   CR6   0   0.079   0.0809  -0.7291   0.2748
 NNU  C22   C   CR16  0  -0.102   1.3492  -1.3016   0.2565
 NNU  N23   N   N     0  -0.403   2.4772  -0.6466   0.0170
 NNU  C24   C   CR16  0  -0.066   2.3898   0.6546  -0.2223
 NNU  C25   C   CR16  0  -0.296   1.1894   1.3480  -0.2334
 NNU  C26   C   CR6   0   0.031   0.0285   0.6360   0.0138
 NNU  CL27  CL  CL    0  -0.098  -1.4801   1.4723   0.0231
 NNU  HN16  H   HNH2  0   0.344  -1.3639  -2.3796  -1.3219
 NNU  HN1A  H   HNH2  0   0.354  -2.7471  -2.2452  -0.4963
 NNU  H17   H   HCH2  0   0.243  -1.7816  -1.0749   1.2485
 NNU  H17A  H   HCH2  0   0.226  -0.8058  -2.5094   1.0009
 NNU  H22   H   HCR6  0   0.267   1.4413  -2.3658   0.4523
 NNU  H24   H   HCR6  0   0.274   3.3162   1.1835  -0.4146
 NNU  H25   H   HCR6  0   0.293   1.1703   2.4113  -0.4261

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
 NNU  N16  C17   single    1.454  0.020  1.454
 NNU  C17  C18   single    1.501  0.020  1.501
 NNU  C18  C22   aromatic  1.392  0.020  1.392
 NNU  C18  C26   aromatic  1.391  0.020  1.391
 NNU  C22  N23   aromatic  1.326  0.020  1.326
 NNU  N23  C24   aromatic  1.326  0.020  1.326
 NNU  C24  C25   aromatic  1.386  0.020  1.386
 NNU  C25  C26   aromatic  1.384  0.020  1.384
 NNU  C26  CL27  single    1.725  0.020  1.725
 NNU  N16  HN16  single    0.890  0.020  1.040
 NNU  N16  HN1A  single    0.890  0.020  1.040
 NNU  C17  H17   single    0.970  0.020  1.090
 NNU  C17  H17A  single    0.970  0.020  1.090
 NNU  C22  H22   single    0.930  0.020  1.080
 NNU  C24  H24   single    0.930  0.020  1.080
 NNU  C25  H25   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
 NNU  HN1A  N16  HN16  105.96  3.000
 NNU  HN1A  N16  C17   109.04  3.000
 NNU  HN16  N16  C17   109.38  3.000
 NNU  H17A  C17  H17   106.35  3.000
 NNU  H17A  C17  C18   108.13  3.000
 NNU  H17   C17  C18   109.44  3.000
 NNU  H17A  C17  N16   114.13  3.000
 NNU  H17   C17  N16   108.33  3.000
 NNU  C18   C17  N16   110.32  3.000
 NNU  C26   C18  C22   115.83  3.000
 NNU  C26   C18  C17   123.67  3.000
 NNU  C22   C18  C17   120.48  3.000
 NNU  H22   C22  N23   116.39  3.000
 NNU  H22   C22  C18   118.55  3.000
 NNU  N23   C22  C18   125.06  3.000
 NNU  C24   N23  C22   117.47  3.000
 NNU  H24   C24  C25   119.64  3.000
 NNU  H24   C24  N23   117.03  3.000
 NNU  C25   C24  N23   123.32  3.000
 NNU  H25   C25  C26   121.54  3.000
 NNU  H25   C25  C24   120.58  3.000
 NNU  C26   C25  C24   117.88  3.000
 NNU  CL27  C26  C25   119.02  3.000
 NNU  CL27  C26  C18   120.52  3.000
 NNU  C25   C26  C18   120.45  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
 NNU  CONST_01  C24   N23  C22  C18     0.00   0.0  0
 NNU  CONST_02  C24   C25  C26  C18     0.00   0.0  0
 NNU  CONST_03  C25   C26  C18  C22     0.00   0.0  0
 NNU  CONST_04  C25   C24  N23  C22     0.00   0.0  0
 NNU  CONST_05  C26   C18  C22  N23     0.00   0.0  0
 NNU  CONST_06  C26   C25  C24  N23     0.00   0.0  0
 NNU  CONST_07  N23   C22  C18  C17   180.00   0.0  0
 NNU  CONST_08  C25   C26  C18  C17   180.00   0.0  0
 NNU  CONST_09  CL27  C26  C18  C22   180.00   0.0  0
 NNU  CONST_10  CL27  C26  C25  C24   180.00   0.0  0
 NNU  CONST_11  H25   C25  C26  C18   180.00   0.0  0
 NNU  CONST_12  H24   C24  N23  C22   180.00   0.0  0
 NNU  CONST_13  H22   C22  N23  C24   180.00   0.0  0
 NNU  Var_01    C22   C18  C17  N16  -106.38  30.0  2
 NNU  Var_02    HN16  N16  C17  C18    70.99  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
 NNU  plan-1  C17   0.020
 NNU  plan-1  C18   0.020
 NNU  plan-1  C22   0.020
 NNU  plan-1  N23   0.020
 NNU  plan-1  C24   0.020
 NNU  plan-1  C25   0.020
 NNU  plan-1  C26   0.020
 NNU  plan-1  CL27  0.020
 NNU  plan-1  H22   0.020
 NNU  plan-1  H24   0.020
 NNU  plan-1  H25   0.020

