# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 02:56:32 2020
#   Inital geometry file: a 70 line input string
#   Ligand name: 5-(2,3-dichlorophenyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1nn2c(cccc2c3cccc(Cl)c3Cl)n1
#
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
 GN6  GN6  5-(2,3-dichlorophenyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine  ligand  26  18  .  2021-08-10  2021-08-10  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GN6
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
 GN6  N01   N   N     0  -0.407   1.7011   0.1885  -0.1933
 GN6  C02   C   CR56  0   0.566   3.0042   0.2901   0.2228
 GN6  N03   N   N     0  -0.531   3.6397  -0.8343  -0.0790
 GN6  C04   C   CR5   0   0.498   2.6866  -1.5751  -0.6720
 GN6  N05   N   N     0  -0.328   1.4923  -1.0037  -0.7708
 GN6  C06   C   CR6   0   0.356   0.7761   1.1649  -0.0297
 GN6  C07   C   CR16  0  -0.410   1.1791   2.3303   0.5621
 GN6  C08   C   CR16  0  -0.134   2.5100   2.4866   0.9962
 GN6  C09   C   CR16  0  -0.422   3.4235   1.4786   0.8387
 GN6  N10   N   NH2   0  -0.849   2.9380  -2.8060  -1.1896
 GN6  C11   C   CR6   0   0.124  -0.5961   0.9225  -0.5092
 GN6  C12   C   CR6   0  -0.035  -1.4258  -0.0054   0.1195
 GN6  C13   C   CR6   0   0.013  -2.7232  -0.1991  -0.3401
 GN6  C14   C   CR16  0  -0.224  -3.2004   0.5312  -1.4189
 GN6  C15   C   CR16  0  -0.241  -2.3815   1.4607  -2.0362
 GN6  C16   C   CR16  0  -0.285  -1.0858   1.6554  -1.5829
 GN6  CL17  CL  CL    0  -0.081  -0.8500  -0.8765   1.4826
 GN6  CL18  CL  CL    0  -0.090  -3.7584  -1.3396   0.4286
 GN6  H1    H   HCR6  0   0.285   0.4561   3.1200   0.7042
 GN6  H2    H   HCR6  0   0.280   2.8066   3.4139   1.4664
 GN6  H3    H   HCR6  0   0.283   4.4478   1.5741   1.1689
 GN6  H4    H   HNH2  0   0.392   3.7190  -3.2944  -0.7829
 GN6  H5    H   HNH2  0   0.389   2.1335  -3.3946  -1.3330
 GN6  H6    H   HCR6  0   0.294  -4.2119   0.3721  -1.7663
 GN6  H7    H   HCR6  0   0.280  -2.7557   2.0308  -2.8750
 GN6  H8    H   HCR6  0   0.276  -0.4398   2.3752  -2.0669

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
 GN6  C08   C07  aromatic  1.409  0.020  1.409
 GN6  C08   C09  aromatic  1.369  0.020  1.369
 GN6  C07   C06  aromatic  1.368  0.020  1.368
 GN6  CL17  C12  single    1.717  0.020  1.717
 GN6  C09   C02  aromatic  1.403  0.020  1.403
 GN6  CL18  C13  single    1.721  0.020  1.721
 GN6  C06   C11  single    1.474  0.020  1.474
 GN6  C06   N01  aromatic  1.355  0.020  1.355
 GN6  C12   C11  aromatic  1.395  0.020  1.395
 GN6  C12   C13  aromatic  1.390  0.020  1.390
 GN6  C11   C16  aromatic  1.389  0.020  1.389
 GN6  C13   C14  aromatic  1.387  0.020  1.387
 GN6  C02   N01  aromatic  1.372  0.020  1.372
 GN6  C02   N03  aromatic  1.326  0.020  1.326
 GN6  N01   N05  aromatic  1.341  0.020  1.341
 GN6  C16   C15  aromatic  1.386  0.020  1.386
 GN6  C14   C15  aromatic  1.384  0.020  1.384
 GN6  N03   C04  aromatic  1.345  0.020  1.345
 GN6  N05   C04  aromatic  1.328  0.020  1.328
 GN6  C04   N10  single    1.359  0.020  1.359
 GN6  C07   H1   single    0.930  0.020  1.080
 GN6  C08   H2   single    0.930  0.020  1.080
 GN6  C09   H3   single    0.930  0.020  1.080
 GN6  N10   H4   single    0.890  0.020  1.040
 GN6  N10   H5   single    0.890  0.020  1.040
 GN6  C14   H6   single    0.930  0.020  1.080
 GN6  C15   H7   single    0.930  0.020  1.080
 GN6  C16   H8   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
 GN6  C06   N01  N05  125.90  3.000
 GN6  N05   N01  C02  110.14  3.000
 GN6  C06   N01  C02  123.96  3.000
 GN6  C09   C02  N03  132.45  3.000
 GN6  N03   C02  N01  108.86  3.000
 GN6  C09   C02  N01  118.68  3.000
 GN6  C04   N03  C02  103.17  3.000
 GN6  N10   C04  N05  121.87  3.000
 GN6  N10   C04  N03  122.40  3.000
 GN6  N05   C04  N03  115.67  3.000
 GN6  C04   N05  N01  102.15  3.000
 GN6  C11   C06  C07  123.73  3.000
 GN6  C11   C06  N01  118.55  3.000
 GN6  C07   C06  N01  117.71  3.000
 GN6  H1    C07  C08  120.72  3.000
 GN6  H1    C07  C06  118.86  3.000
 GN6  C08   C07  C06  120.42  3.000
 GN6  H2    C08  C09  119.89  3.000
 GN6  H2    C08  C07  119.24  3.000
 GN6  C09   C08  C07  120.88  3.000
 GN6  H3    C09  C08  122.16  3.000
 GN6  H3    C09  C02  119.50  3.000
 GN6  C08   C09  C02  118.34  3.000
 GN6  H5    N10  H4   113.19  3.000
 GN6  H5    N10  C04  115.84  3.000
 GN6  H4    N10  C04  115.41  3.000
 GN6  C16   C11  C12  119.33  3.000
 GN6  C16   C11  C06  119.54  3.000
 GN6  C12   C11  C06  121.11  3.000
 GN6  CL17  C12  C13  120.32  3.000
 GN6  C13   C12  C11  119.93  3.000
 GN6  CL17  C12  C11  119.73  3.000
 GN6  CL18  C13  C14  119.28  3.000
 GN6  C14   C13  C12  120.32  3.000
 GN6  CL18  C13  C12  120.40  3.000
 GN6  H6    C14  C15  120.60  3.000
 GN6  H6    C14  C13  119.61  3.000
 GN6  C15   C14  C13  119.79  3.000
 GN6  H7    C15  C16  120.21  3.000
 GN6  H7    C15  C14  119.70  3.000
 GN6  C16   C15  C14  120.10  3.000
 GN6  H8    C16  C15  120.36  3.000
 GN6  H8    C16  C11  119.11  3.000
 GN6  C15   C16  C11  120.53  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
 GN6  CONST_01  C08   C07  C06  N01    0.00  0.0  0
 GN6  CONST_04  C08   C09  C02  N01    0.00  0.0  0
 GN6  CONST_05  C04   N03  C02  N01    0.00  0.0  0
 GN6  CONST_06  N03   C04  N05  N01    0.00  0.0  0
 GN6  CONST_07  C07   C08  C09  C02    0.00  0.0  0
 GN6  CONST_08  C07   C06  N01  C02    0.00  0.0  0
 GN6  CONST_09  C11   C06  N01  C02  180.00  0.0  0
 GN6  CONST_10  C04   N05  N01  C02    0.00  0.0  0
 GN6  CONST_11  N05   C04  N03  C02    0.00  0.0  0
 GN6  CONST_12  C08   C09  C02  N03  180.00  0.0  0
 GN6  CONST_13  C06   N01  C02  N03  180.00  0.0  0
 GN6  CONST_14  N05   N01  C02  N03    0.00  0.0  0
 GN6  CONST_15  C09   C02  N03  C04  180.00  0.0  0
 GN6  CONST_16  C06   N01  N05  C04  180.00  0.0  0
 GN6  CONST_17  C07   C06  N01  N05  180.00  0.0  0
 GN6  CONST_18  C11   C06  N01  N05    0.00  0.0  0
 GN6  CONST_19  C09   C02  N01  N05  180.00  0.0  0
 GN6  CONST_20  C09   C08  C07  C06    0.00  0.0  0
 GN6  CONST_21  C13   C12  C11  C06  180.00  0.0  0
 GN6  CONST_22  C15   C16  C11  C06  180.00  0.0  0
 GN6  CONST_23  C09   C02  N01  C06    0.00  0.0  0
 GN6  CONST_26  C11   C06  C07  C08  180.00  0.0  0
 GN6  CONST_27  C14   C13  C12  C11    0.00  0.0  0
 GN6  CONST_28  C14   C15  C16  C11    0.00  0.0  0
 GN6  CONST_29  C15   C16  C11  C12    0.00  0.0  0
 GN6  CONST_30  C15   C14  C13  C12    0.00  0.0  0
 GN6  CONST_31  C16   C11  C12  C13    0.00  0.0  0
 GN6  CONST_32  C16   C15  C14  C13    0.00  0.0  0
 GN6  CONST_33  N10   C04  N05  N01  180.00  0.0  0
 GN6  CONST_34  N10   C04  N03  C02  180.00  0.0  0
 GN6  CONST_35  CL17  C12  C11  C06    0.00  0.0  0
 GN6  CONST_36  CL18  C13  C12  C11  180.00  0.0  0
 GN6  CONST_37  CL17  C12  C13  C14  180.00  0.0  0
 GN6  CONST_38  CL18  C13  C14  C15  180.00  0.0  0
 GN6  CONST_39  CL17  C12  C11  C16  180.00  0.0  0
 GN6  CONST_40  H1    C07  C06  N01  180.00  0.0  0
 GN6  CONST_41  H3    C09  C02  N01  180.00  0.0  0
 GN6  CONST_42  H2    C08  C09  C02  180.00  0.0  0
 GN6  CONST_43  H8    C16  C11  C06    0.00  0.0  0
 GN6  CONST_44  H7    C15  C16  C11  180.00  0.0  0
 GN6  CONST_45  H6    C14  C13  C12  180.00  0.0  0

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
 GN6  plan-1  C06   0.020
 GN6  plan-1  C11   0.020
 GN6  plan-1  C12   0.020
 GN6  plan-1  C13   0.020
 GN6  plan-1  C14   0.020
 GN6  plan-1  C15   0.020
 GN6  plan-1  C16   0.020
 GN6  plan-1  CL17  0.020
 GN6  plan-1  CL18  0.020
 GN6  plan-1  H6    0.020
 GN6  plan-1  H7    0.020
 GN6  plan-1  H8    0.020
 GN6  plan-2  N01   0.020
 GN6  plan-2  C02   0.020
 GN6  plan-2  N03   0.020
 GN6  plan-2  C04   0.020
 GN6  plan-2  N05   0.020
 GN6  plan-2  C06   0.020
 GN6  plan-2  C07   0.020
 GN6  plan-2  C08   0.020
 GN6  plan-2  C09   0.020
 GN6  plan-2  N10   0.020
 GN6  plan-2  C11   0.020
 GN6  plan-2  H1    0.020
 GN6  plan-2  H2    0.020
 GN6  plan-2  H3    0.020
 GN6  plan-3  C04   0.020
 GN6  plan-3  N10   0.020
 GN6  plan-3  H4    0.020
 GN6  plan-3  H5    0.020

