# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 25 21:10:07 2022
#   Inital geometry file: a 73 line input string
#   Ligand name: 2-[(4-chlorophenyl)amino]pyridine-3-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccnc1Nc2ccc(Cl)cc2
#
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
 ZZ0  ZZ0  '2-[(4-chlorophenyl)amino]pyridine-3-carboxylic acid'  ligand  25  17  .  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_ZZ0
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
 ZZ0  C7   C   CR16   0  -0.379  -1.5707  -1.5426  -0.0423
 ZZ0  C9   C   CR16   0  -0.199  -2.9501  -1.5751   0.0086
 ZZ0  C5   C   CR6    0  -0.071  -3.6576  -0.3863   0.1150
 ZZ0  CL1  CL  CL     0  -0.148  -5.3936  -0.4171   0.1795
 ZZ0  C10  C   CR16   0  -0.201  -2.9833   0.8202   0.1704
 ZZ0  C8   C   CR16   0  -0.330  -1.5966   0.8544   0.1200
 ZZ0  C4   C   CR6    0   0.386  -0.8601  -0.3321   0.0120
 ZZ0  N1   N   NH1    0  -0.801   0.5133  -0.4293  -0.0494
 ZZ0  C1   C   C      0   0.511   1.4943   0.5178  -0.0204
 ZZ0  N2   N   N      0  -0.478   1.1649   1.8000   0.1093
 ZZ0  C11  C   C1     0  -0.042   2.1276   2.7136   0.1436
 ZZ0  C12  C   C1     0  -0.369   3.4713   2.4129   0.0528
 ZZ0  C6   C   C1     0  -0.159   3.8150   1.0724  -0.0859
 ZZ0  C2   C   C      0  -0.310   2.8470   0.0867  -0.1285
 ZZ0  C3   C   C      0   0.457   3.2716  -1.3650  -0.2859
 ZZ0  O2   O   O      0  -0.601   2.3615  -2.2346  -0.3149
 ZZ0  O1   O   OC    -1  -0.566   4.4860  -1.5913  -0.3747
 ZZ0  H7   H   HCR6   0   0.267  -1.0283  -2.4770  -0.1282
 ZZ0  H9   H   HCR6   0   0.275  -3.4671  -2.5243  -0.0357
 ZZ0  H10  H   HCR6   0   0.273  -3.5313   1.7492   0.2554
 ZZ0  H8   H   HCR6   0   0.287  -1.0887   1.8030   0.1667
 ZZ0  H1   H   HNH1   0   0.424   0.9303  -1.3675  -0.1499
 ZZ0  H11  H   H      0   0.255   1.7997   3.7423   0.2513
 ZZ0  H12  H   H      0   0.258   4.2198   3.1915   0.0871
 ZZ0  H6   H   H      0   0.260   4.8547   0.7839  -0.1637

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
 ZZ0  C7   C9   aromatic  1.381  0.020  1.381
 ZZ0  C7   C4   aromatic  1.405  0.020  1.405
 ZZ0  C9   C5   aromatic  1.387  0.020  1.387
 ZZ0  C5   CL1  single    1.738  0.020  1.738
 ZZ0  C5   C10  aromatic  1.383  0.020  1.383
 ZZ0  C10  C8   aromatic  1.388  0.020  1.388
 ZZ0  C8   C4   aromatic  1.401  0.020  1.401
 ZZ0  C4   N1   single    1.378  0.020  1.378
 ZZ0  N1   C1   single    1.364  0.020  1.364
 ZZ0  C1   N2   aromatic  1.330  0.020  1.330
 ZZ0  C1   C2   aromatic  1.424  0.020  1.424
 ZZ0  N2   C11  aromatic  1.328  0.020  1.328
 ZZ0  C11  C12  aromatic  1.380  0.020  1.380
 ZZ0  C12  C6   aromatic  1.391  0.020  1.391
 ZZ0  C6   C2   aromatic  1.382  0.020  1.382
 ZZ0  C2   C3   single    1.521  0.020  1.521
 ZZ0  C3   O2   deloc     1.259  0.020  1.259
 ZZ0  C3   O1   deloc     1.239  0.020  1.239
 ZZ0  C7   H7   single    0.930  0.020  1.080
 ZZ0  C9   H9   single    0.930  0.020  1.080
 ZZ0  C10  H10  single    0.930  0.020  1.080
 ZZ0  C8   H8   single    0.930  0.020  1.080
 ZZ0  N1   H1   single    0.860  0.020  1.020
 ZZ0  C11  H11  single    0.930  0.020  1.080
 ZZ0  C12  H12  single    0.930  0.020  1.080
 ZZ0  C6   H6   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
 ZZ0  H7   C7   C4   119.53  3.000
 ZZ0  H7   C7   C9   118.86  3.000
 ZZ0  C4   C7   C9   121.61  3.000
 ZZ0  H9   C9   C5   120.75  3.000
 ZZ0  H9   C9   C7   119.77  3.000
 ZZ0  C5   C9   C7   119.48  3.000
 ZZ0  C10  C5   CL1  120.07  3.000
 ZZ0  C10  C5   C9   120.12  3.000
 ZZ0  CL1  C5   C9   119.81  3.000
 ZZ0  H10  C10  C8   119.19  3.000
 ZZ0  H10  C10  C5   120.34  3.000
 ZZ0  C8   C10  C5   120.47  3.000
 ZZ0  H8   C8   C4   120.09  3.000
 ZZ0  H8   C8   C10  119.43  3.000
 ZZ0  C4   C8   C10  120.48  3.000
 ZZ0  N1   C4   C8   125.95  3.000
 ZZ0  N1   C4   C7   116.21  3.000
 ZZ0  C8   C4   C7   117.84  3.000
 ZZ0  H1   N1   C1   110.06  3.000
 ZZ0  H1   N1   C4   118.11  3.000
 ZZ0  C1   N1   C4   131.83  3.000
 ZZ0  C2   C1   N2   122.32  3.000
 ZZ0  C2   C1   N1   118.13  3.000
 ZZ0  N2   C1   N1   119.56  3.000
 ZZ0  C11  N2   C1   119.09  3.000
 ZZ0  H11  C11  C12  120.49  3.000
 ZZ0  H11  C11  N2   115.84  3.000
 ZZ0  C12  C11  N2   123.67  3.000
 ZZ0  H12  C12  C6   121.77  3.000
 ZZ0  H12  C12  C11  121.02  3.000
 ZZ0  C6   C12  C11  117.21  3.000
 ZZ0  H6   C6   C2   118.73  3.000
 ZZ0  H6   C6   C12  120.12  3.000
 ZZ0  C2   C6   C12  121.15  3.000
 ZZ0  C3   C2   C6   119.24  3.000
 ZZ0  C3   C2   C1   124.21  3.000
 ZZ0  C6   C2   C1   116.56  3.000
 ZZ0  O1   C3   O2   125.51  3.000
 ZZ0  O1   C3   C2   117.10  3.000
 ZZ0  O2   C3   C2   117.38  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
 ZZ0  CONST_01  C10  C5   C9   C7      0.00   0.0  0
 ZZ0  CONST_02  C10  C8   C4   C7      0.00   0.0  0
 ZZ0  CONST_03  C8   C4   C7   C9      0.00   0.0  0
 ZZ0  CONST_04  C8   C10  C5   C9      0.00   0.0  0
 ZZ0  CONST_05  C4   C7   C9   C5      0.00   0.0  0
 ZZ0  CONST_06  C4   C8   C10  C5      0.00   0.0  0
 ZZ0  CONST_07  C12  C11  N2   C1      0.00   0.0  0
 ZZ0  CONST_08  C12  C6   C2   C1      0.00   0.0  0
 ZZ0  CONST_09  C6   C2   C1   N2      0.00   0.0  0
 ZZ0  CONST_10  C6   C12  C11  N2      0.00   0.0  0
 ZZ0  CONST_11  C2   C1   N2   C11     0.00   0.0  0
 ZZ0  CONST_12  C2   C6   C12  C11     0.00   0.0  0
 ZZ0  CONST_13  CL1  C5   C9   C7    180.00   0.0  0
 ZZ0  CONST_14  N1   C4   C7   C9    180.00   0.0  0
 ZZ0  CONST_15  C8   C10  C5   CL1   180.00   0.0  0
 ZZ0  CONST_16  N1   C4   C8   C10   180.00   0.0  0
 ZZ0  CONST_17  C11  N2   C1   N1    180.00   0.0  0
 ZZ0  CONST_18  C6   C2   C1   N1    180.00   0.0  0
 ZZ0  CONST_19  C3   C2   C1   N2    180.00   0.0  0
 ZZ0  CONST_20  C3   C2   C6   C12   180.00   0.0  0
 ZZ0  CONST_21  H8   C8   C4   C7    180.00   0.0  0
 ZZ0  CONST_22  H10  C10  C5   C9    180.00   0.0  0
 ZZ0  CONST_23  H7   C7   C9   C5    180.00   0.0  0
 ZZ0  CONST_24  H9   C9   C5   C10   180.00   0.0  0
 ZZ0  CONST_25  H11  C11  N2   C1    180.00   0.0  0
 ZZ0  CONST_26  H6   C6   C2   C1    180.00   0.0  0
 ZZ0  CONST_27  H12  C12  C11  N2    180.00   0.0  0
 ZZ0  Var_01    C1   N1   C4   C7   -179.80  30.0  2
 ZZ0  Var_02    N2   C1   N1   C4      1.21  30.0  2
 ZZ0  Var_03    O2   C3   C2   C1     -0.36  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
 ZZ0  plan-1  C7   0.020
 ZZ0  plan-1  C9   0.020
 ZZ0  plan-1  C5   0.020
 ZZ0  plan-1  CL1  0.020
 ZZ0  plan-1  C10  0.020
 ZZ0  plan-1  C8   0.020
 ZZ0  plan-1  C4   0.020
 ZZ0  plan-1  N1   0.020
 ZZ0  plan-1  H7   0.020
 ZZ0  plan-1  H9   0.020
 ZZ0  plan-1  H10  0.020
 ZZ0  plan-1  H8   0.020
 ZZ0  plan-2  N1   0.020
 ZZ0  plan-2  C1   0.020
 ZZ0  plan-2  N2   0.020
 ZZ0  plan-2  C11  0.020
 ZZ0  plan-2  C12  0.020
 ZZ0  plan-2  C6   0.020
 ZZ0  plan-2  C2   0.020
 ZZ0  plan-2  C3   0.020
 ZZ0  plan-2  H11  0.020
 ZZ0  plan-2  H12  0.020
 ZZ0  plan-2  H6   0.020
 ZZ0  plan-3  C2   0.020
 ZZ0  plan-3  C3   0.020
 ZZ0  plan-3  O2   0.020
 ZZ0  plan-3  O1   0.020

