# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  8 19:33:22 2020
#   Inital geometry file: a 68 line input string
#   Ligand name: 4-chloro-N~1~-(pyridin-4-yl)benzene-1,2-diamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cc(Cl)ccc1Nc2ccncc2
#
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
 JHV  JHV  4-chloro-N~1~-(pyridin-4-yl)benzene-1,2-diamine  ligand  25  15  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_JHV
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
 JHV  C10   C   CR6   0   0.452  -2.1718  -0.3721  -0.2611
 JHV  C15   C   CR16  0  -0.396  -2.1789   0.5825   0.7651
 JHV  C01   C   CR16  0  -0.258   1.9625   1.2724  -0.5160
 JHV  C02   C   CR16  0  -0.272   0.6880   0.8149  -0.8106
 JHV  C03   C   CR6   0   0.222   0.2742  -0.4626  -0.4618
 JHV  C04   C   CR6   0   0.281   1.1598  -1.3360   0.1959
 JHV  C05   C   CR16  0  -0.296   2.4535  -0.8821   0.4806
 JHV  C06   C   CR6   0  -0.034   2.8273   0.4001   0.1281
 JHV  CL07  CL  CL    0  -0.133   4.4351   0.9321   0.5085
 JHV  N08   N   NH2   0  -0.848   0.7815  -2.6155   0.5017
 JHV  N09   N   NH1   0  -0.781  -1.0276  -0.9134  -0.7623
 JHV  C11   C   CR16  0  -0.415  -3.4227  -0.7751  -0.7528
 JHV  C12   C   CR16  0  -0.069  -4.5668  -0.2237  -0.2146
 JHV  N13   N   N     0  -0.438  -4.5810   0.6856   0.7587
 JHV  C14   C   CR16  0  -0.074  -3.3920   1.0616   1.2214
 JHV  H151  H   HCR6  0   0.274  -1.2610   0.9455   1.2063
 JHV  H021  H   HCR6  0   0.275  -0.0055   1.4679  -1.3260
 JHV  H051  H   HCR6  0   0.281   3.1507  -1.5362   0.9889
 JHV  H082  H   HNH2  0   0.384  -0.2087  -2.7766   0.5966
 JHV  H081  H   HNH2  0   0.388   1.3223  -3.0820   1.2114
 JHV  H091  H   HNH1  0   0.401  -1.1255  -1.6119  -1.4838
 JHV  H111  H   HCR6  0   0.271  -3.4956  -1.5094  -1.5452
 JHV  H121  H   HCR6  0   0.257  -5.5326  -0.5354  -0.5980
 JHV  H141  H   HCR6  0   0.256  -3.3957   1.7986   2.0176
 JHV  H011  H   HCR6  0   0.274   2.2713   2.2708  -0.7900

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
 JHV  C02  C01   aromatic  1.386  0.020  1.386
 JHV  C02  C03   aromatic  1.387  0.020  1.387
 JHV  C01  C06   aromatic  1.387  0.020  1.387
 JHV  N09  C03   single    1.410  0.020  1.410
 JHV  N09  C10   single    1.361  0.020  1.361
 JHV  C15  C10   aromatic  1.402  0.020  1.402
 JHV  C15  C14   aromatic  1.382  0.020  1.382
 JHV  C03  C04   aromatic  1.407  0.020  1.407
 JHV  C10  C11   aromatic  1.403  0.020  1.403
 JHV  C14  N13   aromatic  1.330  0.020  1.330
 JHV  C11  C12   aromatic  1.379  0.020  1.379
 JHV  C06  CL07  single    1.736  0.020  1.736
 JHV  C06  C05   aromatic  1.381  0.020  1.381
 JHV  N13  C12   aromatic  1.332  0.020  1.332
 JHV  C04  C05   aromatic  1.400  0.020  1.400
 JHV  C04  N08   single    1.369  0.020  1.369
 JHV  C15  H151  single    0.930  0.020  1.080
 JHV  C01  H011  single    0.930  0.020  1.080
 JHV  C02  H021  single    0.930  0.020  1.080
 JHV  C05  H051  single    0.930  0.020  1.080
 JHV  N08  H082  single    0.890  0.020  1.040
 JHV  N08  H081  single    0.890  0.020  1.040
 JHV  N09  H091  single    0.860  0.020  1.020
 JHV  C11  H111  single    0.930  0.020  1.080
 JHV  C12  H121  single    0.930  0.020  1.080
 JHV  C14  H141  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
 JHV  C11   C10  N09   120.40  3.000
 JHV  C11   C10  C15   116.60  3.000
 JHV  N09   C10  C15   123.00  3.000
 JHV  H151  C15  C14   119.62  3.000
 JHV  H151  C15  C10   121.55  3.000
 JHV  C14   C15  C10   118.84  3.000
 JHV  H011  C01  C06   121.38  3.000
 JHV  H011  C01  C02   120.93  3.000
 JHV  C06   C01  C02   117.68  3.000
 JHV  H021  C02  C03   118.94  3.000
 JHV  H021  C02  C01   119.41  3.000
 JHV  C03   C02  C01   121.65  3.000
 JHV  N09   C03  C04   118.83  3.000
 JHV  C04   C03  C02   120.09  3.000
 JHV  N09   C03  C02   121.08  3.000
 JHV  N08   C04  C05   120.85  3.000
 JHV  N08   C04  C03   120.71  3.000
 JHV  C05   C04  C03   118.38  3.000
 JHV  H051  C05  C06   120.42  3.000
 JHV  H051  C05  C04   119.64  3.000
 JHV  C06   C05  C04   119.93  3.000
 JHV  CL07  C06  C05   118.63  3.000
 JHV  C05   C06  C01   122.25  3.000
 JHV  CL07  C06  C01   119.12  3.000
 JHV  H081  N08  H082  112.79  3.000
 JHV  H081  N08  C04   116.23  3.000
 JHV  H082  N08  C04   116.23  3.000
 JHV  H091  N09  C03   117.60  3.000
 JHV  H091  N09  C10   117.19  3.000
 JHV  C03   N09  C10   124.77  3.000
 JHV  H111  C11  C12   120.06  3.000
 JHV  H111  C11  C10   120.74  3.000
 JHV  C12   C11  C10   119.20  3.000
 JHV  H121  C12  N13   116.41  3.000
 JHV  H121  C12  C11   119.06  3.000
 JHV  N13   C12  C11   124.53  3.000
 JHV  C14   N13  C12   115.95  3.000
 JHV  H141  C14  N13   116.38  3.000
 JHV  H141  C14  C15   118.74  3.000
 JHV  N13   C14  C15   124.88  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
 JHV  CONST_01  N13   C14  C15  C10    0.00   0.0  0
 JHV  CONST_02  N13   C12  C11  C10    0.00   0.0  0
 JHV  CONST_03  C12   C11  C10  C15    0.00   0.0  0
 JHV  CONST_04  C12   N13  C14  C15    0.00   0.0  0
 JHV  CONST_05  C04   C03  C02  C01    0.00   0.0  0
 JHV  CONST_06  C04   C05  C06  C01    0.00   0.0  0
 JHV  CONST_07  C05   C06  C01  C02    0.00   0.0  0
 JHV  CONST_08  C05   C04  C03  C02    0.00   0.0  0
 JHV  CONST_09  C06   C01  C02  C03    0.00   0.0  0
 JHV  CONST_10  C06   C05  C04  C03    0.00   0.0  0
 JHV  CONST_11  C14   C15  C10  C11    0.00   0.0  0
 JHV  CONST_12  C14   N13  C12  C11    0.00   0.0  0
 JHV  CONST_13  N09   C03  C02  C01  180.00   0.0  0
 JHV  CONST_14  CL07  C06  C01  C02  180.00   0.0  0
 JHV  CONST_15  N08   C04  C03  C02  180.00   0.0  0
 JHV  CONST_16  CL07  C06  C05  C04  180.00   0.0  0
 JHV  CONST_17  N09   C03  C04  C05  180.00   0.0  0
 JHV  CONST_18  N08   C04  C05  C06  180.00   0.0  0
 JHV  CONST_19  C14   C15  C10  N09  180.00   0.0  0
 JHV  CONST_20  C12   C11  C10  N09  180.00   0.0  0
 JHV  CONST_21  H141  C14  C15  C10  180.00   0.0  0
 JHV  CONST_22  H121  C12  C11  C10  180.00   0.0  0
 JHV  CONST_23  H111  C11  C10  C15  180.00   0.0  0
 JHV  CONST_24  H051  C05  C06  C01  180.00   0.0  0
 JHV  CONST_25  H011  C01  C02  C03  180.00   0.0  0
 JHV  CONST_26  H021  C02  C03  C04  180.00   0.0  0
 JHV  CONST_27  H151  C15  C10  C11  180.00   0.0  0
 JHV  Var_01    C02   C03  N09  C10  -63.20  30.0  2
 JHV  Var_02    C03   N09  C10  C15   -9.34  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
 JHV  plan-1  C10   0.020
 JHV  plan-1  C15   0.020
 JHV  plan-1  N09   0.020
 JHV  plan-1  C11   0.020
 JHV  plan-1  C12   0.020
 JHV  plan-1  N13   0.020
 JHV  plan-1  C14   0.020
 JHV  plan-1  H151  0.020
 JHV  plan-1  H111  0.020
 JHV  plan-1  H121  0.020
 JHV  plan-1  H141  0.020
 JHV  plan-2  C01   0.020
 JHV  plan-2  C02   0.020
 JHV  plan-2  C03   0.020
 JHV  plan-2  C04   0.020
 JHV  plan-2  C05   0.020
 JHV  plan-2  C06   0.020
 JHV  plan-2  CL07  0.020
 JHV  plan-2  N08   0.020
 JHV  plan-2  N09   0.020
 JHV  plan-2  H021  0.020
 JHV  plan-2  H051  0.020
 JHV  plan-2  H011  0.020
 JHV  plan-3  C04   0.020
 JHV  plan-3  N08   0.020
 JHV  plan-3  H082  0.020
 JHV  plan-3  H081  0.020

