# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 15:58:29 2020
#   Inital geometry file: a 66 line input string
#   Ligand name: 4-[3,5-bis(chloranyl)pyridin-2-yl]oxyaniline
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1ccc(Oc2ncc(Cl)cc2Cl)cc1
#
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
 8OE  8OE  4-[3,5-bis(chloranyl)pyridin-2-yl]oxyaniline  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 PERFECT
;

data_comp_8OE
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
 8OE  C02   C   CR6   0   0.306  -4.3373  -0.7345   0.0394
 8OE  C03   C   CR16  0  -0.328  -3.6876  -0.5148   1.2598
 8OE  C04   C   CR16  0  -0.299  -2.4366   0.0789   1.3039
 8OE  C05   C   CR6   0   0.325  -1.8171   0.4692   0.1303
 8OE  C06   C   CR16  0  -0.296  -2.4408   0.2681  -1.0887
 8OE  C07   C   CR16  0  -0.328  -3.6903  -0.3269  -1.1341
 8OE  C09   C   CR6   0   0.584   0.5262   0.4130   0.0503
 8OE  C11   C   CR16  0  -0.021   1.6112  -1.5749  -0.2181
 8OE  C12   C   CR6   0  -0.142   2.8468  -0.9593  -0.2060
 8OE  C14   C   CR16  0  -0.039   2.9151   0.4210  -0.0559
 8OE  C15   C   CR6   0  -0.201   1.7364   1.1193   0.0731
 8OE  N01   N   NH2   0  -0.860  -5.5547  -1.3793  -0.0115
 8OE  N10   N   N     0  -0.430   0.4821  -0.8876  -0.0907
 8OE  O08   O   O2    0  -0.507  -0.5977   1.1249   0.1833
 8OE  CL1   CL  CL    0  -0.107   4.2882  -1.8901  -0.3762
 8OE  CL2   CL  CL    0  -0.085   1.7360   2.8280   0.2601
 8OE  H031  H   HCR6  0   0.262  -4.1673  -0.8104   2.1851
 8OE  H041  H   HCR6  0   0.267  -1.9525   0.2445   2.2583
 8OE  H061  H   HCR6  0   0.268  -1.9595   0.5780  -2.0078
 8OE  H071  H   HCR6  0   0.262  -4.1715  -0.4797  -2.0927
 8OE  H111  H   HCR6  0   0.294   1.5239  -2.6485  -0.3319
 8OE  H141  H   HCR6  0   0.317   3.8657   0.9365  -0.0406
 8OE  H012  H   HNH2  0   0.379  -6.1030  -1.3464   0.8328
 8OE  H011  H   HNH2  0   0.379  -6.1152  -1.1902  -0.8267

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
 8OE  N01  C02   single    1.379  0.020  1.379
 8OE  C02  C03   aromatic  1.400  0.020  1.400
 8OE  C02  C07   aromatic  1.401  0.020  1.401
 8OE  C03  C04   aromatic  1.385  0.020  1.385
 8OE  C07  C06   aromatic  1.385  0.020  1.385
 8OE  C04  C05   aromatic  1.383  0.020  1.383
 8OE  C06  C05   aromatic  1.384  0.020  1.384
 8OE  C05  O08   single    1.386  0.020  1.386
 8OE  O08  C09   single    1.337  0.020  1.337
 8OE  C09  N10   aromatic  1.309  0.020  1.309
 8OE  C09  C15   aromatic  1.401  0.020  1.401
 8OE  CL2  C15   single    1.719  0.020  1.719
 8OE  N10  C11   aromatic  1.328  0.020  1.328
 8OE  C15  C14   aromatic  1.376  0.020  1.376
 8OE  C11  C12   aromatic  1.380  0.020  1.380
 8OE  C14  C12   aromatic  1.390  0.020  1.390
 8OE  C12  CL1   single    1.724  0.020  1.724
 8OE  C03  H031  single    0.930  0.020  1.080
 8OE  C04  H041  single    0.930  0.020  1.080
 8OE  C06  H061  single    0.930  0.020  1.080
 8OE  C07  H071  single    0.930  0.020  1.080
 8OE  C11  H111  single    0.930  0.020  1.080
 8OE  C14  H141  single    0.930  0.020  1.080
 8OE  N01  H012  single    0.890  0.020  1.040
 8OE  N01  H011  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
 8OE  N01   C02  C07   120.87  3.000
 8OE  C07   C02  C03   118.06  3.000
 8OE  N01   C02  C03   121.03  3.000
 8OE  H031  C03  C04   119.31  3.000
 8OE  H031  C03  C02   119.76  3.000
 8OE  C04   C03  C02   120.94  3.000
 8OE  H041  C04  C05   120.29  3.000
 8OE  H041  C04  C03   119.82  3.000
 8OE  C05   C04  C03   119.89  3.000
 8OE  O08   C05  C06   119.94  3.000
 8OE  O08   C05  C04   119.68  3.000
 8OE  C06   C05  C04   120.29  3.000
 8OE  H061  C06  C07   119.75  3.000
 8OE  H061  C06  C05   120.38  3.000
 8OE  C07   C06  C05   119.87  3.000
 8OE  H071  C07  C06   119.37  3.000
 8OE  H071  C07  C02   119.68  3.000
 8OE  C06   C07  C02   120.96  3.000
 8OE  O08   C09  N10   120.76  3.000
 8OE  N10   C09  C15   122.11  3.000
 8OE  O08   C09  C15   117.12  3.000
 8OE  H111  C11  N10   117.04  3.000
 8OE  H111  C11  C12   121.00  3.000
 8OE  N10   C11  C12   121.96  3.000
 8OE  CL1   C12  C14   120.37  3.000
 8OE  CL1   C12  C11   120.44  3.000
 8OE  C14   C12  C11   119.19  3.000
 8OE  H141  C14  C15   120.65  3.000
 8OE  H141  C14  C12   121.20  3.000
 8OE  C15   C14  C12   118.15  3.000
 8OE  CL2   C15  C14   120.98  3.000
 8OE  C14   C15  C09   118.85  3.000
 8OE  CL2   C15  C09   120.17  3.000
 8OE  H011  N01  H012  111.68  3.000
 8OE  H011  N01  C02   115.69  3.000
 8OE  H012  N01  C02   115.75  3.000
 8OE  C11   N10  C09   119.73  3.000
 8OE  C09   O08  C05   118.95  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
 8OE  CONST_01  C05   C04  C03  C02    0.00   0.0  0
 8OE  CONST_02  C05   C06  C07  C02    0.00   0.0  0
 8OE  CONST_03  C06   C07  C02  C03    0.00   0.0  0
 8OE  CONST_04  C06   C05  C04  C03    0.00   0.0  0
 8OE  CONST_05  C07   C02  C03  C04    0.00   0.0  0
 8OE  CONST_06  C07   C06  C05  C04    0.00   0.0  0
 8OE  CONST_07  C12   C11  N10  C09    0.00   0.0  0
 8OE  CONST_08  C12   C14  C15  C09    0.00   0.0  0
 8OE  CONST_09  C15   C09  N10  C11    0.00   0.0  0
 8OE  CONST_10  C15   C14  C12  C11    0.00   0.0  0
 8OE  CONST_11  N10   C09  C15  C14    0.00   0.0  0
 8OE  CONST_12  N10   C11  C12  C14    0.00   0.0  0
 8OE  CONST_13  O08   C05  C04  C03  180.00   0.0  0
 8OE  CONST_14  N01   C02  C03  C04  180.00   0.0  0
 8OE  CONST_15  N01   C02  C07  C06  180.00   0.0  0
 8OE  CONST_16  O08   C05  C06  C07  180.00   0.0  0
 8OE  CONST_17  O08   C09  N10  C11  180.00   0.0  0
 8OE  CONST_18  CL2   C15  C14  C12  180.00   0.0  0
 8OE  CONST_19  O08   C09  C15  C14  180.00   0.0  0
 8OE  CONST_20  CL1   C12  C14  C15  180.00   0.0  0
 8OE  CONST_21  CL2   C15  C09  N10  180.00   0.0  0
 8OE  CONST_22  CL1   C12  C11  N10  180.00   0.0  0
 8OE  CONST_23  H041  C04  C03  C02  180.00   0.0  0
 8OE  CONST_24  H061  C06  C07  C02  180.00   0.0  0
 8OE  CONST_25  H071  C07  C02  C03  180.00   0.0  0
 8OE  CONST_26  H031  C03  C04  C05  180.00   0.0  0
 8OE  CONST_27  H111  C11  N10  C09  180.00   0.0  0
 8OE  CONST_28  H141  C14  C15  C09  180.00   0.0  0
 8OE  Var_01    N10   C09  O08  C05   -1.88  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
 8OE  plan-1  C02   0.020
 8OE  plan-1  C03   0.020
 8OE  plan-1  C04   0.020
 8OE  plan-1  C05   0.020
 8OE  plan-1  C06   0.020
 8OE  plan-1  C07   0.020
 8OE  plan-1  N01   0.020
 8OE  plan-1  O08   0.020
 8OE  plan-1  H031  0.020
 8OE  plan-1  H041  0.020
 8OE  plan-1  H061  0.020
 8OE  plan-1  H071  0.020
 8OE  plan-2  C09   0.020
 8OE  plan-2  C11   0.020
 8OE  plan-2  C12   0.020
 8OE  plan-2  C14   0.020
 8OE  plan-2  C15   0.020
 8OE  plan-2  N10   0.020
 8OE  plan-2  O08   0.020
 8OE  plan-2  CL1   0.020
 8OE  plan-2  CL2   0.020
 8OE  plan-2  H111  0.020
 8OE  plan-2  H141  0.020
 8OE  plan-3  C02   0.020
 8OE  plan-3  N01   0.020
 8OE  plan-3  H012  0.020
 8OE  plan-3  H011  0.020

