# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 12:59:56 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: (2S)-2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc2N(O)C(=O)[C@@H](O)Oc2c1
#
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
 HBK  HBK  (2S)-2,4-dihydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one  ligand  24  15  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HBK
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
 HBK  O1A   O  OH1   0  -0.630   3.0646   2.0641  -0.0281
 HBK  C1B   C  CR6   0   0.333  -0.1294   0.6703  -0.2291
 HBK  O1B   O  O2    0  -0.488   0.8993   1.5297  -0.4201
 HBK  C2B   C  CH1   0   0.152   2.0754   1.1969   0.3135
 HBK  C3B   C  C     0   0.466   2.5270  -0.2201  -0.0588
 HBK  N3B   N  NT    0  -0.298   1.4885  -1.0848  -0.1389
 HBK  O3B   O  O     0  -0.433   3.6862  -0.5307  -0.2074
 HBK  C4B   C  CR6   0   0.298   0.1443  -0.6900  -0.0699
 HBK  C5B   C  CR16  0  -0.303  -0.9038  -1.5758   0.0932
 HBK  C6B   C  CR16  0  -0.393  -2.2175  -1.1197   0.0954
 HBK  C7B   C  CR6   0   0.390  -2.4850   0.2368  -0.0642
 HBK  O7B   O  O2    0  -0.471  -3.7172   0.7758  -0.0751
 HBK  C8B   C  CR16  0  -0.450  -1.4265   1.1360  -0.2155
 HBK  C9B   C  CH3   0  -0.437  -4.8300  -0.0766   0.1099
 HBK  OHB   O  OH1   0  -0.528   1.7498  -2.3802  -0.4487
 HBK  HO1A  H  HOH1  0   0.480   2.9820   2.8690   0.4951
 HBK  H2B   H  HCH1  0   0.256   1.8353   1.2216   1.3881
 HBK  H5B   H  HCR6  0   0.280  -0.7180  -2.6349   0.2032
 HBK  H6B   H  HCR6  0   0.285  -3.0105  -1.8438   0.2144
 HBK  H8B   H  HCR6  0   0.281  -1.6199   2.1949  -0.3351
 HBK  H9B   H  HCH3  0   0.229  -4.9117  -0.8218  -0.6855
 HBK  H9BA  H  HCH3  0   0.230  -4.7953  -0.5903   1.0739
 HBK  H9BB  H  HCH3  0   0.261  -5.7119   0.5584   0.0840
 HBK  HOHB  H  HOH1  0   0.489   1.9400  -2.8323   0.3865

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
 HBK  O1A  C2B   single    1.359  0.020  1.359
 HBK  C1B  O1B   single    1.354  0.020  1.354
 HBK  C1B  C4B   aromatic  1.397  0.020  1.397
 HBK  C1B  C8B   aromatic  1.378  0.020  1.378
 HBK  O1B  C2B   single    1.425  0.020  1.425
 HBK  C2B  C3B   single    1.533  0.020  1.533
 HBK  C3B  N3B   single    1.354  0.020  1.354
 HBK  C3B  O3B   double    1.209  0.020  1.209
 HBK  N3B  C4B   single    1.403  0.020  1.403
 HBK  N3B  OHB   single    1.357  0.020  1.357
 HBK  C4B  C5B   aromatic  1.382  0.020  1.382
 HBK  C5B  C6B   aromatic  1.391  0.020  1.391
 HBK  C6B  C7B   aromatic  1.392  0.020  1.392
 HBK  C7B  O7B   single    1.345  0.020  1.345
 HBK  C7B  C8B   aromatic  1.397  0.020  1.397
 HBK  O7B  C9B   single    1.414  0.020  1.414
 HBK  O1A  HO1A  single    0.850  0.020  0.980
 HBK  C2B  H2B   single    0.970  0.020  1.090
 HBK  C5B  H5B   single    0.930  0.020  1.080
 HBK  C6B  H6B   single    0.930  0.020  1.080
 HBK  C8B  H8B   single    0.930  0.020  1.080
 HBK  C9B  H9B   single    0.970  0.020  1.090
 HBK  C9B  H9BA  single    0.970  0.020  1.090
 HBK  C9B  H9BB  single    0.970  0.020  1.090
 HBK  OHB  HOHB  single    0.850  0.020  0.980

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
 HBK  HO1A  O1A  C2B   109.52  3.000
 HBK  C8B   C1B  C4B   120.83  3.000
 HBK  C8B   C1B  O1B   120.12  3.000
 HBK  C4B   C1B  O1B   119.04  3.000
 HBK  C2B   O1B  C1B   113.96  3.000
 HBK  H2B   C2B  C3B   108.77  3.000
 HBK  H2B   C2B  O1B   108.48  3.000
 HBK  C3B   C2B  O1B   109.51  3.000
 HBK  H2B   C2B  O1A   112.92  3.000
 HBK  C3B   C2B  O1A   108.32  3.000
 HBK  O1B   C2B  O1A   108.80  3.000
 HBK  O3B   C3B  N3B   124.33  3.000
 HBK  O3B   C3B  C2B   123.34  3.000
 HBK  N3B   C3B  C2B   112.26  3.000
 HBK  OHB   N3B  C4B   117.66  3.000
 HBK  OHB   N3B  C3B   118.39  3.000
 HBK  C4B   N3B  C3B   123.53  3.000
 HBK  C5B   C4B  N3B   123.52  3.000
 HBK  C5B   C4B  C1B   119.28  3.000
 HBK  N3B   C4B  C1B   117.15  3.000
 HBK  H5B   C5B  C6B   118.92  3.000
 HBK  H5B   C5B  C4B   120.64  3.000
 HBK  C6B   C5B  C4B   120.43  3.000
 HBK  H6B   C6B  C7B   121.66  3.000
 HBK  H6B   C6B  C5B   118.27  3.000
 HBK  C7B   C6B  C5B   120.07  3.000
 HBK  C8B   C7B  O7B   115.80  3.000
 HBK  C8B   C7B  C6B   119.61  3.000
 HBK  O7B   C7B  C6B   124.58  3.000
 HBK  C9B   O7B  C7B   118.58  3.000
 HBK  H8B   C8B  C7B   120.40  3.000
 HBK  H8B   C8B  C1B   119.83  3.000
 HBK  C7B   C8B  C1B   119.77  3.000
 HBK  H9BB  C9B  H9BA  108.74  3.000
 HBK  H9BB  C9B  H9B   108.68  3.000
 HBK  H9BA  C9B  H9B   108.90  3.000
 HBK  H9BB  C9B  O7B   106.45  3.000
 HBK  H9BA  C9B  O7B   111.95  3.000
 HBK  H9B   C9B  O7B   112.00  3.000
 HBK  HOHB  OHB  N3B   106.64  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
 HBK  CONST_01  C6B  C5B  C4B  C1B    0.00   0.0  0
 HBK  CONST_02  C6B  C7B  C8B  C1B    0.00   0.0  0
 HBK  CONST_03  C7B  C8B  C1B  C4B    0.00   0.0  0
 HBK  CONST_04  C7B  C6B  C5B  C4B    0.00   0.0  0
 HBK  CONST_05  C8B  C1B  C4B  C5B    0.00   0.0  0
 HBK  CONST_06  C8B  C7B  C6B  C5B    0.00   0.0  0
 HBK  CONST_07  C4B  N3B  C3B  C2B    0.00   0.0  0
 HBK  CONST_08  O7B  C7B  C8B  C1B  180.00   0.0  0
 HBK  CONST_09  O7B  C7B  C6B  C5B  180.00   0.0  0
 HBK  CONST_10  OHB  N3B  C3B  C2B  180.00   0.0  0
 HBK  CONST_11  C4B  N3B  C3B  O3B  180.00   0.0  0
 HBK  CONST_12  H5B  C5B  C4B  C1B  180.00   0.0  0
 HBK  CONST_13  H8B  C8B  C1B  O1B    0.00   0.0  0
 HBK  CONST_14  H6B  C6B  C5B  C4B  180.00   0.0  0
 HBK  CONST_15  OHB  N3B  C3B  O3B    0.00   0.0  0
 HBK  Var_01    C3B  N3B  C4B  C1B   14.78  30.0  1
 HBK  Var_02    C4B  C1B  O1B  C2B  -36.19  30.0  1
 HBK  Var_03    H9B  C9B  O7B  C7B  -62.34  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 HBK  chir_01  C2B  O1A  O1B  C3B  negativ

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
 HBK  plan-1  C2B  0.020
 HBK  plan-1  C3B  0.020
 HBK  plan-1  N3B  0.020
 HBK  plan-1  O3B  0.020
 HBK  plan-1  C4B  0.020
 HBK  plan-1  OHB  0.020
 HBK  plan-2  C1B  0.020
 HBK  plan-2  O1B  0.020
 HBK  plan-2  N3B  0.020
 HBK  plan-2  C4B  0.020
 HBK  plan-2  C5B  0.020
 HBK  plan-2  C6B  0.020
 HBK  plan-2  C7B  0.020
 HBK  plan-2  O7B  0.020
 HBK  plan-2  C8B  0.020
 HBK  plan-2  H5B  0.020
 HBK  plan-2  H6B  0.020
 HBK  plan-2  H8B  0.020

