# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 06:47:39 2020
#   Inital geometry file: a 60 line input string
#   Ligand name: 8-bromo-4H-[1,2,4]oxadiazolo[3,4-c][1,4]benzoxazin-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1ccc2OCC3=NOC(=O)N3c2c1
#
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
 28N  28N  8-bromo-4H-[1,2,4]oxadiazolo[3,4-c][1,4]benzoxazin-1-one  ligand  20  15  .  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_28N
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
 28N  C4   C   CR16  0  -0.346   0.4057   2.4013   0.2692
 28N  C5   C   CR6   0   0.332  -0.7626   1.6661   0.1771
 28N  C7   C   CH2   0  -0.252  -3.0133   1.7507  -0.4922
 28N  C8   C   CR5   0   0.450  -3.0911   0.2922  -0.2255
 28N  C15  C   CR16  0  -0.276   0.5295  -0.3695  -0.0634
 28N  C11  C   CR5   0   0.711  -2.2516  -1.7022   0.1739
 28N  O10  O   O     0  -0.367  -3.5942  -1.7383   0.0838
 28N  N9   N   N     0  -0.159  -4.1124  -0.4711  -0.1585
 28N  N13  N   NR5   0  -0.664  -1.9242  -0.3853  -0.0384
 28N  O6   O   O2    0  -0.466  -1.9589   2.2935   0.2855
 28N  C14  C   CR6   0   0.348  -0.6913   0.2798   0.0179
 28N  C2   C   CR6   0  -0.123   1.6854   0.3899   0.0380
 28N  BR1  BR  BR    0  -0.026   3.3573  -0.4750  -0.0623
 28N  C3   C   CR16  0  -0.223   1.6361   1.7646   0.2109
 28N  H4   H   HCR6  0   0.295   0.3539   3.4742   0.3972
 28N  H7   H   HCH2  0   0.294  -2.8340   1.9148  -1.5600
 28N  H7A  H   HCH2  0   0.309  -3.9338   2.2537  -0.2075
 28N  H15  H   HCR6  0   0.309   0.5748  -1.4402  -0.1965
 28N  H3   H   HCR6  0   0.292   2.5405   2.3518   0.2908
 28N  O12  O   O     0  -0.437  -1.5529  -2.6497   0.3939

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
 28N  C3   C4   aromatic  1.387  0.020  1.387
 28N  C4   C5   aromatic  1.383  0.020  1.383
 28N  C4   H4   single    0.930  0.020  1.080
 28N  C5   O6   single    1.355  0.020  1.355
 28N  C5   C14  aromatic  1.397  0.020  1.397
 28N  O6   C7   single    1.418  0.020  1.418
 28N  C7   C8   single    1.485  0.020  1.485
 28N  C7   H7   single    0.970  0.020  1.090
 28N  C7   H7A  single    0.970  0.020  1.090
 28N  C8   N13  single    1.362  0.020  1.362
 28N  C8   N9   double    1.277  0.020  1.277
 28N  C2   C15  aromatic  1.387  0.020  1.387
 28N  C15  C14  aromatic  1.385  0.020  1.385
 28N  C15  H15  single    0.930  0.020  1.080
 28N  C11  O12  double    1.198  0.020  1.198
 28N  N13  C11  single    1.373  0.020  1.373
 28N  C11  O10  single    1.346  0.020  1.346
 28N  N9   O10  single    1.390  0.020  1.390
 28N  C14  N13  single    1.402  0.020  1.402
 28N  C3   C2   aromatic  1.386  0.020  1.386
 28N  BR1  C2   single    1.885  0.020  1.885
 28N  C3   H3   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
 28N  H4   C4   C3   120.19  3.000
 28N  H4   C4   C5   119.64  3.000
 28N  C3   C4   C5   120.17  3.000
 28N  C14  C5   O6   120.90  3.000
 28N  C14  C5   C4   119.45  3.000
 28N  O6   C5   C4   119.61  3.000
 28N  H7A  C7   H7   108.94  3.000
 28N  H7A  C7   O6   107.99  3.000
 28N  H7   C7   O6   110.84  3.000
 28N  H7A  C7   C8   111.29  3.000
 28N  H7   C7   C8   109.33  3.000
 28N  O6   C7   C8   108.45  3.000
 28N  N13  C8   N9   112.38  3.000
 28N  N9   C8   C7   129.69  3.000
 28N  N13  C8   C7   117.92  3.000
 28N  H15  C15  C2   121.13  3.000
 28N  H15  C15  C14  120.60  3.000
 28N  C2   C15  C14  118.27  3.000
 28N  N13  C11  O10  104.66  3.000
 28N  O10  C11  O12  124.95  3.000
 28N  N13  C11  O12  130.38  3.000
 28N  N9   O10  C11  111.04  3.000
 28N  O10  N9   C8   104.82  3.000
 28N  C14  N13  C11  131.17  3.000
 28N  C14  N13  C8   121.53  3.000
 28N  C11  N13  C8   107.09  3.000
 28N  C7   O6   C5   115.80  3.000
 28N  N13  C14  C15  123.39  3.000
 28N  N13  C14  C5   115.49  3.000
 28N  C15  C14  C5   121.12  3.000
 28N  C3   C2   BR1  119.55  3.000
 28N  BR1  C2   C15  118.96  3.000
 28N  C3   C2   C15  121.50  3.000
 28N  H3   C3   C2   121.20  3.000
 28N  H3   C3   C4   119.32  3.000
 28N  C2   C3   C4   119.48  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
 28N  CONST_01  C15  C2   C3   C4     0.00   0.0  0
 28N  CONST_02  C15  C14  C5   C4     0.00   0.0  0
 28N  CONST_03  C2   C3   C4   C5     0.00   0.0  0
 28N  CONST_04  C2   C15  C14  C5     0.00   0.0  0
 28N  CONST_05  C3   C4   C5   C14    0.00   0.0  0
 28N  CONST_06  C3   C2   C15  C14    0.00   0.0  0
 28N  CONST_07  C11  N13  C8   C7   180.00   0.0  0
 28N  CONST_08  C14  N13  C8   C7     0.00   0.0  0
 28N  CONST_09  O10  N9   C8   C7   180.00   0.0  0
 28N  CONST_10  O10  C11  N13  C8     0.00   0.0  0
 28N  CONST_11  C11  O10  N9   C8     0.00   0.0  0
 28N  CONST_12  N9   C8   N13  C11    0.00   0.0  0
 28N  CONST_13  C14  N13  C11  O10  180.00   0.0  0
 28N  CONST_14  N13  C8   N9   O10    0.00   0.0  0
 28N  CONST_15  C14  N13  C8   N9   180.00   0.0  0
 28N  CONST_16  N13  C11  O10  N9     0.00   0.0  0
 28N  CONST_17  BR1  C2   C3   C4   180.00   0.0  0
 28N  CONST_18  BR1  C2   C15  C14  180.00   0.0  0
 28N  CONST_19  H3   C3   C4   C5   180.00   0.0  0
 28N  CONST_20  H15  C15  C14  C5   180.00   0.0  0
 28N  CONST_21  H4   C4   C5   O6     0.00   0.0  0
 28N  Var_01    C8   C7   O6   C5    51.49  30.0  1
 28N  Var_02    C8   N13  C14  C5    13.99  30.0  1
 28N  Var_03    C14  C5   O6   C7   -35.65  30.0  1
 28N  Var_04    O6   C7   C8   N9   144.28  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
 28N  plan-1  C7   0.020
 28N  plan-1  C8   0.020
 28N  plan-1  C11  0.020
 28N  plan-1  O10  0.020
 28N  plan-1  N9   0.020
 28N  plan-1  N13  0.020
 28N  plan-1  C14  0.020
 28N  plan-1  O12  0.020
 28N  plan-2  C4   0.020
 28N  plan-2  C5   0.020
 28N  plan-2  C15  0.020
 28N  plan-2  N13  0.020
 28N  plan-2  O6   0.020
 28N  plan-2  C14  0.020
 28N  plan-2  C2   0.020
 28N  plan-2  BR1  0.020
 28N  plan-2  C3   0.020
 28N  plan-2  H4   0.020
 28N  plan-2  H15  0.020
 28N  plan-2  H3   0.020

