# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 18:42:36 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: 4-chloranyl-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]pyridazin-3-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNC1=C(Cl)C(=O)N(N=C1)c2cccc(c2)C(F)(F)F
#
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
 NRF  NRF  4-chloranyl-5-(methylamino)-2-[3-(trifluoromethyl)phenyl]pyridazin-3-one  ligand  29  20  .  2022-07-22  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_NRF
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
 NRF  N    N   NH1   0  -0.668   4.4504  -1.4273   0.0335
 NRF  C    C   CH3   0  -0.541   4.7614  -2.7741   0.4570
 NRF  O    O   O     0  -0.479   1.3416   2.1088  -0.5958
 NRF  CL   CL  CL    0  -0.088   4.1854   1.4104  -0.9917
 NRF  C1   C   CR6   0   0.477   3.2454  -0.8621   0.1149
 NRF  N1   N   NR6   0  -0.480   0.7117   0.1440   0.3764
 NRF  C2   C   CR6   0  -0.302   2.9596   0.4216  -0.2974
 NRF  N2   N   N     0  -0.185   0.9464  -1.0997   0.7679
 NRF  C3   C   CR6   0   0.579   1.6558   0.9932  -0.2086
 NRF  C4   C   CR16  0  -0.153   2.1277  -1.5910   0.6549
 NRF  C5   C   CR6   0   0.375  -0.6387   0.5718   0.5127
 NRF  C6   C   CR16  0  -0.258  -0.9450   1.7242   1.2225
 NRF  C7   C   CR16  0  -0.247  -2.2697   2.1059   1.3577
 NRF  C8   C   CR16  0  -0.275  -3.2851   1.3442   0.7981
 NRF  C9   C   CR6   0  -0.197  -2.9665   0.1901   0.0947
 NRF  C10  C   CR16  0  -0.300  -1.6410  -0.1978  -0.0545
 NRF  C11  C   CT    0   1.056  -4.0508  -0.6772  -0.4651
 NRF  F    F   F     0  -0.313  -4.3912  -1.6506   0.3934
 NRF  F1   F   F     0  -0.305  -5.1655   0.0112  -0.7291
 NRF  F2   F   F     0  -0.307  -3.6807  -1.2799  -1.6009
 NRF  H1   H   HCH3  0   0.275   5.8137  -2.9511   0.2594
 NRF  H2   H   HCH3  0   0.251   4.5894  -2.9172   1.5247
 NRF  H3   H   HCH3  0   0.251   4.1842  -3.5186  -0.0929
 NRF  H5   H   HCR6  0   0.307   2.2433  -2.6087   1.0009
 NRF  H6   H   HCR6  0   0.282  -0.1629   2.3123   1.6813
 NRF  H7   H   HCR6  0   0.278  -2.5149   3.0020   1.9107
 NRF  H8   H   HCR6  0   0.280  -4.3121   1.6596   0.9201
 NRF  H9   H   HCR6  0   0.285  -1.3752  -1.0913  -0.6041
 NRF  H10  H   HNH1  0   0.404   5.2046  -0.8736  -0.3386

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
 NRF  F    C11  single    1.342  0.020  1.342
 NRF  F1   C11  single    1.337  0.020  1.337
 NRF  F2   C11  single    1.338  0.020  1.338
 NRF  C11  C9   single    1.497  0.020  1.497
 NRF  C9   C10  aromatic  1.389  0.020  1.389
 NRF  C9   C8   aromatic  1.389  0.020  1.389
 NRF  C10  C5   aromatic  1.385  0.020  1.385
 NRF  O    C3   double    1.222  0.020  1.222
 NRF  CL   C2   single    1.721  0.020  1.721
 NRF  C8   C7   aromatic  1.387  0.020  1.387
 NRF  C3   C2   single    1.426  0.020  1.426
 NRF  C3   N1   single    1.398  0.020  1.398
 NRF  C2   C1   double    1.378  0.020  1.378
 NRF  C5   N1   single    1.423  0.020  1.423
 NRF  C5   C6   aromatic  1.388  0.020  1.388
 NRF  N1   N2   single    1.325  0.020  1.325
 NRF  C7   C6   aromatic  1.385  0.020  1.385
 NRF  C1   N    single    1.333  0.020  1.333
 NRF  C1   C4   single    1.439  0.020  1.439
 NRF  N    C    single    1.446  0.020  1.446
 NRF  N2   C4   double    1.284  0.020  1.284
 NRF  C    H1   single    0.970  0.020  1.090
 NRF  C    H2   single    0.970  0.020  1.090
 NRF  C    H3   single    0.970  0.020  1.090
 NRF  C4   H5   single    0.930  0.020  1.080
 NRF  C6   H6   single    0.930  0.020  1.080
 NRF  C7   H7   single    0.930  0.020  1.080
 NRF  C8   H8   single    0.930  0.020  1.080
 NRF  C10  H9   single    0.930  0.020  1.080
 NRF  N    H10  single    0.860  0.020  1.020

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
 NRF  H10  N    C1   117.80  3.000
 NRF  H10  N    C    117.35  3.000
 NRF  C1   N    C    124.85  3.000
 NRF  H3   C    H2   108.69  3.000
 NRF  H3   C    H1   108.06  3.000
 NRF  H2   C    H1   108.04  3.000
 NRF  H3   C    N    111.99  3.000
 NRF  H2   C    N    112.02  3.000
 NRF  H1   C    N    107.89  3.000
 NRF  C4   C1   C2   115.01  3.000
 NRF  C4   C1   N    120.66  3.000
 NRF  C2   C1   N    124.33  3.000
 NRF  C5   N1   C3   119.88  3.000
 NRF  C5   N1   N2   114.96  3.000
 NRF  C3   N1   N2   125.05  3.000
 NRF  C3   C2   C1   122.97  3.000
 NRF  C1   C2   CL   120.53  3.000
 NRF  C3   C2   CL   116.48  3.000
 NRF  C4   N2   N1   119.74  3.000
 NRF  C2   C3   N1   113.57  3.000
 NRF  N1   C3   O    120.90  3.000
 NRF  C2   C3   O    125.53  3.000
 NRF  H5   C4   N2   115.48  3.000
 NRF  H5   C4   C1   120.91  3.000
 NRF  N2   C4   C1   123.60  3.000
 NRF  C10  C5   C6   120.74  3.000
 NRF  C6   C5   N1   120.54  3.000
 NRF  C10  C5   N1   118.71  3.000
 NRF  H6   C6   C7   120.05  3.000
 NRF  H6   C6   C5   120.62  3.000
 NRF  C7   C6   C5   119.33  3.000
 NRF  H7   C7   C8   119.70  3.000
 NRF  H7   C7   C6   119.68  3.000
 NRF  C8   C7   C6   120.62  3.000
 NRF  H8   C8   C9   121.17  3.000
 NRF  H8   C8   C7   119.31  3.000
 NRF  C9   C8   C7   119.52  3.000
 NRF  C11  C9   C10  119.29  3.000
 NRF  C10  C9   C8   120.36  3.000
 NRF  C11  C9   C8   120.31  3.000
 NRF  H9   C10  C9   121.30  3.000
 NRF  H9   C10  C5   119.28  3.000
 NRF  C9   C10  C5   119.43  3.000
 NRF  F2   C11  F1   107.16  3.000
 NRF  F2   C11  F    106.65  3.000
 NRF  F1   C11  F    106.76  3.000
 NRF  F2   C11  C9   112.21  3.000
 NRF  F1   C11  C9   112.30  3.000
 NRF  F    C11  C9   111.40  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
 NRF  CONST_01  C8   C9   C10  C5     0.00   0.0  0
 NRF  CONST_02  C8   C7   C6   C5     0.00   0.0  0
 NRF  CONST_03  C9   C10  C5   C6     0.00   0.0  0
 NRF  CONST_04  C9   C8   C7   C6     0.00   0.0  0
 NRF  CONST_05  C10  C9   C8   C7     0.00   0.0  0
 NRF  CONST_06  C10  C5   C6   C7     0.00   0.0  0
 NRF  CONST_07  C9   C10  C5   N1   180.00   0.0  0
 NRF  CONST_08  C7   C6   C5   N1   180.00   0.0  0
 NRF  CONST_09  C5   N1   C3   C2   180.00   0.0  0
 NRF  CONST_10  N2   N1   C3   C2     0.00   0.0  0
 NRF  CONST_11  C11  C9   C10  C5   180.00   0.0  0
 NRF  CONST_12  C11  C9   C8   C7   180.00   0.0  0
 NRF  CONST_13  C5   N1   C3   O      0.00   0.0  0
 NRF  CONST_14  N2   N1   C3   O    180.00   0.0  0
 NRF  CONST_15  H9   C10  C5   N1     0.00   0.0  0
 NRF  CONST_16  H6   C6   C5   N1     0.00   0.0  0
 NRF  CONST_17  H7   C7   C6   C5   180.00   0.0  0
 NRF  CONST_18  H8   C8   C7   C6   180.00   0.0  0
 NRF  Var_01    C10  C5   N1   N2   -53.31  30.0  2
 NRF  Var_02    C2   C1   N    C   -179.72  30.0  3
 NRF  Var_03    F    C11  C9   C8   -92.60  30.0  3
 NRF  Var_04    H1   C    N    C1   179.52  30.0  3

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
 NRF  plan-1  N    0.020
 NRF  plan-1  O    0.020
 NRF  plan-1  CL   0.020
 NRF  plan-1  C1   0.020
 NRF  plan-1  N1   0.020
 NRF  plan-1  C2   0.020
 NRF  plan-1  N2   0.020
 NRF  plan-1  C3   0.020
 NRF  plan-1  C4   0.020
 NRF  plan-1  C5   0.020
 NRF  plan-1  H5   0.020
 NRF  plan-2  N1   0.020
 NRF  plan-2  C5   0.020
 NRF  plan-2  C6   0.020
 NRF  plan-2  C7   0.020
 NRF  plan-2  C8   0.020
 NRF  plan-2  C9   0.020
 NRF  plan-2  C10  0.020
 NRF  plan-2  C11  0.020
 NRF  plan-2  H6   0.020
 NRF  plan-2  H7   0.020
 NRF  plan-2  H8   0.020
 NRF  plan-2  H9   0.020

