# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 21:44:19 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 6-[2,6-bis(chloranyl)phenoxy]pyridin-3-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(Oc2c(Cl)cccc2Cl)nc1
#
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
 A6H  A6H  6-[2,6-bis(chloranyl)phenoxy]pyridin-3-amine  ligand  24  16  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_A6H
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
 A6H  C10  C   CR16  0  -0.141   2.4299  -0.0715   1.2871
 A6H  C9   C   CR6   0  -0.129  -1.7769   1.2051   0.0714
 A6H  C8   C   CR16  0  -0.224  -2.9322   1.2084   0.8356
 A6H  C7   C   CR16  0  -0.274  -3.4982   0.0000   1.2119
 A6H  C4   C   CR6   0   0.507  -1.1895   0.0144  -0.3379
 A6H  C5   C   CR6   0  -0.127  -1.7688  -1.1840   0.0610
 A6H  C6   C   CR16  0  -0.224  -2.9229  -1.2011   0.8268
 A6H  C3   C   CR6   0   0.491   1.1330  -0.0162  -0.5718
 A6H  C2   C   CR16  0  -0.369   2.2339  -0.0297  -1.4200
 A6H  C1   C   CR16  0  -0.208   3.4842  -0.0704  -0.8407
 A6H  CL   CL  CL    0  -0.091  -1.0299  -2.6605  -0.4321
 A6H  O    O   O2    0  -0.500  -0.1070   0.0249  -1.1521
 A6H  N1   N   N     0  -0.420   1.2223  -0.0345   0.7293
 A6H  C    C   CR6   0   0.215   3.6143  -0.0961   0.5546
 A6H  N    N   NH2   0  -0.860   4.8483  -0.1984   1.1661
 A6H  H1   H   HCR6  0   0.265   2.4606  -0.0833   2.3719
 A6H  H2   H   HCR6  0   0.290  -3.3815   2.1456   1.1332
 A6H  H3   H   HCR6  0   0.281  -4.4000  -0.0056   1.8082
 A6H  H4   H   HCR6  0   0.290  -3.3641  -2.1436   1.1200
 A6H  H5   H   HCR6  0   0.281   2.1169  -0.0097  -2.4951
 A6H  H6   H   HCR6  0   0.280   4.3657  -0.0832  -1.4699
 A6H  H7   H   HNH2  0   0.379   4.8728   0.0993   2.1288
 A6H  H8   H   HNH2  0   0.381   5.6152   0.1986   0.6468
 A6H  CL1  CL  CL    0  -0.092  -1.0441   2.6907  -0.4041

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
 A6H  N    C    single    1.381  0.020  1.381
 A6H  C    C10  aromatic  1.393  0.020  1.393
 A6H  C    C1   aromatic  1.402  0.020  1.402
 A6H  C10  N1   aromatic  1.331  0.020  1.331
 A6H  C1   C2   aromatic  1.379  0.020  1.379
 A6H  N1   C3   aromatic  1.304  0.020  1.304
 A6H  C2   C3   aromatic  1.390  0.020  1.390
 A6H  C3   O    single    1.370  0.020  1.370
 A6H  CL   C5   single    1.723  0.020  1.723
 A6H  C5   C6   aromatic  1.385  0.020  1.385
 A6H  C5   C4   aromatic  1.390  0.020  1.390
 A6H  O    C4   single    1.355  0.020  1.355
 A6H  C6   C7   aromatic  1.386  0.020  1.386
 A6H  C4   C9   aromatic  1.389  0.020  1.389
 A6H  C7   C8   aromatic  1.386  0.020  1.386
 A6H  C9   C8   aromatic  1.385  0.020  1.385
 A6H  C9   CL1  single    1.723  0.020  1.723
 A6H  C10  H1   single    0.930  0.020  1.080
 A6H  C8   H2   single    0.930  0.020  1.080
 A6H  C7   H3   single    0.930  0.020  1.080
 A6H  C6   H4   single    0.930  0.020  1.080
 A6H  C2   H5   single    0.930  0.020  1.080
 A6H  C1   H6   single    0.930  0.020  1.080
 A6H  N    H7   single    0.890  0.020  1.040
 A6H  N    H8   single    0.890  0.020  1.040

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
 A6H  H1   C10  C    120.09  3.000
 A6H  H1   C10  N1   116.42  3.000
 A6H  C    C10  N1   123.48  3.000
 A6H  CL1  C9   C4   118.54  3.000
 A6H  CL1  C9   C8   120.32  3.000
 A6H  C4   C9   C8   121.14  3.000
 A6H  H2   C8   C7   120.74  3.000
 A6H  H2   C8   C9   120.04  3.000
 A6H  C7   C8   C9   119.22  3.000
 A6H  H3   C7   C6   119.66  3.000
 A6H  H3   C7   C8   119.65  3.000
 A6H  C6   C7   C8   120.69  3.000
 A6H  O    C4   C5   120.82  3.000
 A6H  O    C4   C9   120.55  3.000
 A6H  C5   C4   C9   118.57  3.000
 A6H  CL   C5   C6   120.33  3.000
 A6H  C6   C5   C4   121.11  3.000
 A6H  CL   C5   C4   118.56  3.000
 A6H  H4   C6   C5   120.05  3.000
 A6H  H4   C6   C7   120.71  3.000
 A6H  C5   C6   C7   119.25  3.000
 A6H  N1   C3   O    119.01  3.000
 A6H  O    C3   C2   117.32  3.000
 A6H  N1   C3   C2   123.67  3.000
 A6H  H5   C2   C1   121.09  3.000
 A6H  H5   C2   C3   121.38  3.000
 A6H  C1   C2   C3   117.53  3.000
 A6H  H6   C1   C    120.17  3.000
 A6H  H6   C1   C2   119.63  3.000
 A6H  C    C1   C2   120.21  3.000
 A6H  C3   O    C4   117.95  3.000
 A6H  C3   N1   C10  118.73  3.000
 A6H  N    C    C1   121.68  3.000
 A6H  C1   C    C10  116.38  3.000
 A6H  N    C    C10  121.88  3.000
 A6H  H8   N    H7   110.94  3.000
 A6H  H8   N    C    115.00  3.000
 A6H  H7   N    C    115.01  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
 A6H  CONST_01  C2   C1   C    C10    0.00   0.0  0
 A6H  CONST_02  C2   C3   N1   C10    0.00   0.0  0
 A6H  CONST_03  C6   C5   C4   C9     0.00   0.0  0
 A6H  CONST_04  C6   C7   C8   C9     0.00   0.0  0
 A6H  CONST_05  C5   C6   C7   C8     0.00   0.0  0
 A6H  CONST_06  C5   C4   C9   C8     0.00   0.0  0
 A6H  CONST_07  C4   C5   C6   C7     0.00   0.0  0
 A6H  CONST_08  C4   C9   C8   C7     0.00   0.0  0
 A6H  CONST_09  C    C10  N1   C3     0.00   0.0  0
 A6H  CONST_10  C    C1   C2   C3     0.00   0.0  0
 A6H  CONST_11  N1   C10  C    C1     0.00   0.0  0
 A6H  CONST_12  N1   C3   C2   C1     0.00   0.0  0
 A6H  CONST_13  O    C3   N1   C10  180.00   0.0  0
 A6H  CONST_14  CL   C5   C4   C9   180.00   0.0  0
 A6H  CONST_15  O    C4   C9   C8   180.00   0.0  0
 A6H  CONST_16  CL   C5   C6   C7   180.00   0.0  0
 A6H  CONST_17  CL1  C9   C8   C7   180.00   0.0  0
 A6H  CONST_18  CL1  C9   C4   C5   180.00   0.0  0
 A6H  CONST_19  O    C4   C5   C6   180.00   0.0  0
 A6H  CONST_20  N    C    C1   C2   180.00   0.0  0
 A6H  CONST_21  O    C3   C2   C1   180.00   0.0  0
 A6H  CONST_22  N    C    C10  N1   180.00   0.0  0
 A6H  CONST_23  H6   C1   C    C10  180.00   0.0  0
 A6H  CONST_24  H3   C7   C8   C9   180.00   0.0  0
 A6H  CONST_25  H4   C6   C7   C8   180.00   0.0  0
 A6H  CONST_26  H2   C8   C9   C4   180.00   0.0  0
 A6H  CONST_27  H1   C10  N1   C3   180.00   0.0  0
 A6H  CONST_28  H5   C2   C3   N1   180.00   0.0  0
 A6H  Var_01    N1   C3   O    C4    -1.45  30.0  1

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
 A6H  plan-1  C9   0.020
 A6H  plan-1  C8   0.020
 A6H  plan-1  C7   0.020
 A6H  plan-1  C4   0.020
 A6H  plan-1  C5   0.020
 A6H  plan-1  C6   0.020
 A6H  plan-1  CL   0.020
 A6H  plan-1  O    0.020
 A6H  plan-1  H2   0.020
 A6H  plan-1  H3   0.020
 A6H  plan-1  H4   0.020
 A6H  plan-1  CL1  0.020
 A6H  plan-2  C10  0.020
 A6H  plan-2  C3   0.020
 A6H  plan-2  C2   0.020
 A6H  plan-2  C1   0.020
 A6H  plan-2  O    0.020
 A6H  plan-2  N1   0.020
 A6H  plan-2  C    0.020
 A6H  plan-2  N    0.020
 A6H  plan-2  H1   0.020
 A6H  plan-2  H5   0.020
 A6H  plan-2  H6   0.020
 A6H  plan-3  C    0.020
 A6H  plan-3  N    0.020
 A6H  plan-3  H7   0.020
 A6H  plan-3  H8   0.020

