# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 10:52:57 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: (2R)-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
 HBO  HBO  (2R)-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_HBO
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
 HBO  O1A   O  OH1   0  -0.636  -1.6592   1.2863  -1.9607
 HBO  C3B   C  C     0   0.489  -0.0022  -0.2163  -2.5989
 HBO  N3B   N  NT    0  -0.290   0.9392  -0.1428  -1.6325
 HBO  C4B   C  CR6   0   0.307   0.6415  -0.0824  -0.2638
 HBO  C1B   C  CR6   0   0.347  -0.6655  -0.3867   0.1206
 HBO  O1B   O  O2    0  -0.480  -1.5743  -0.7320  -0.8251
 HBO  C2B   C  CH1   0   0.095  -1.4234  -0.0678  -2.0606
 HBO  C5B   C  CR16  0  -0.306   1.5770   0.2223   0.7066
 HBO  C6B   C  CR16  0  -0.393   1.2228   0.2267   2.0515
 HBO  C8B   C  CR16  0  -0.451  -1.0327  -0.3703   1.4480
 HBO  O3B   O  O     0  -0.442   0.2352  -0.3418  -3.7813
 HBO  OHB   O  OH1   0  -0.529   2.2432  -0.2575  -1.9895
 HBO  C7B   C  CR6   0   0.389  -0.0825  -0.0740   2.4281
 HBO  O7B   O  O2    0  -0.472  -0.5251  -0.0956   3.6985
 HBO  C9B   C  CH3   0  -0.438   0.3825   0.2244   4.7343
 HBO  H1A   H  HOH1  0   0.479  -2.6100   1.4495  -1.9489
 HBO  H2B   H  HCH1  0   0.274  -2.1094  -0.5763  -2.7411
 HBO  H5B   H  HCR6  0   0.281   2.5972   0.4520   0.4334
 HBO  H6B   H  HCR6  0   0.284   1.9847   0.4603   2.7814
 HBO  H8B   H  HCR6  0   0.281  -2.0523  -0.6043   1.7281
 HBO  HHB   H  HOH1  0   0.489   2.5479   0.6318  -2.2228
 HBO  H9B3  H  HCH3  0   0.261  -0.1713   0.1416   5.6661
 HBO  H9B2  H  HCH3  0   0.229   1.2286  -0.4668   4.7646
 HBO  H9B1  H  HCH3  0   0.229   0.7639   1.2445   4.6415

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
 HBO  O1A  C2B   single    1.378  0.020  1.378
 HBO  O1A  H1A   single    0.850  0.020  0.980
 HBO  C3B  N3B   single    1.351  0.020  1.351
 HBO  C3B  C2B   single    1.527  0.020  1.527
 HBO  C3B  O3B   double    1.213  0.020  1.213
 HBO  N3B  C4B   single    1.402  0.020  1.402
 HBO  N3B  OHB   single    1.357  0.020  1.357
 HBO  C4B  C1B   aromatic  1.396  0.020  1.396
 HBO  C4B  C5B   aromatic  1.382  0.020  1.382
 HBO  C1B  O1B   single    1.356  0.020  1.356
 HBO  C1B  C8B   aromatic  1.377  0.020  1.377
 HBO  O1B  C2B   single    1.411  0.020  1.411
 HBO  C2B  H2B   single    0.970  0.020  1.090
 HBO  C5B  C6B   aromatic  1.391  0.020  1.391
 HBO  C5B  H5B   single    0.930  0.020  1.080
 HBO  C6B  C7B   aromatic  1.391  0.020  1.391
 HBO  C6B  H6B   single    0.930  0.020  1.080
 HBO  C8B  C7B   aromatic  1.397  0.020  1.397
 HBO  C8B  H8B   single    0.930  0.020  1.080
 HBO  OHB  HHB   single    0.850  0.020  0.980
 HBO  C7B  O7B   single    1.345  0.020  1.345
 HBO  O7B  C9B   single    1.414  0.020  1.414
 HBO  C9B  H9B3  single    0.970  0.020  1.090
 HBO  C9B  H9B2  single    0.970  0.020  1.090
 HBO  C9B  H9B1  single    0.970  0.020  1.090

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
 HBO  H1A   O1A  C2B   109.62  3.000
 HBO  O3B   C3B  C2B   122.42  3.000
 HBO  O3B   C3B  N3B   124.52  3.000
 HBO  C2B   C3B  N3B   113.02  3.000
 HBO  OHB   N3B  C4B   117.68  3.000
 HBO  OHB   N3B  C3B   118.48  3.000
 HBO  C4B   N3B  C3B   123.55  3.000
 HBO  C5B   C4B  C1B   119.25  3.000
 HBO  C5B   C4B  N3B   123.45  3.000
 HBO  C1B   C4B  N3B   117.27  3.000
 HBO  C8B   C1B  O1B   119.76  3.000
 HBO  C8B   C1B  C4B   120.82  3.000
 HBO  O1B   C1B  C4B   119.40  3.000
 HBO  C2B   O1B  C1B   114.78  3.000
 HBO  H2B   C2B  O1B   105.03  3.000
 HBO  H2B   C2B  C3B   108.65  3.000
 HBO  O1B   C2B  C3B   111.25  3.000
 HBO  H2B   C2B  O1A   113.28  3.000
 HBO  O1B   C2B  O1A   112.38  3.000
 HBO  C3B   C2B  O1A   106.29  3.000
 HBO  H5B   C5B  C6B   118.96  3.000
 HBO  H5B   C5B  C4B   120.56  3.000
 HBO  C6B   C5B  C4B   120.48  3.000
 HBO  H6B   C6B  C7B   121.69  3.000
 HBO  H6B   C6B  C5B   118.31  3.000
 HBO  C7B   C6B  C5B   120.00  3.000
 HBO  H8B   C8B  C7B   120.31  3.000
 HBO  H8B   C8B  C1B   119.85  3.000
 HBO  C7B   C8B  C1B   119.83  3.000
 HBO  HHB   OHB  N3B   106.74  3.000
 HBO  O7B   C7B  C8B   115.81  3.000
 HBO  O7B   C7B  C6B   124.59  3.000
 HBO  C8B   C7B  C6B   119.60  3.000
 HBO  C9B   O7B  C7B   118.49  3.000
 HBO  H9B1  C9B  H9B2  108.81  3.000
 HBO  H9B1  C9B  H9B3  108.76  3.000
 HBO  H9B2  C9B  H9B3  108.81  3.000
 HBO  H9B1  C9B  O7B   111.90  3.000
 HBO  H9B2  C9B  O7B   111.97  3.000
 HBO  H9B3  C9B  O7B   106.48  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
 HBO  CONST_01  C7B   C8B  C1B  C4B     0.00   0.0  0
 HBO  CONST_02  C7B   C6B  C5B  C4B     0.00   0.0  0
 HBO  CONST_03  C6B   C5B  C4B  C1B     0.00   0.0  0
 HBO  CONST_04  C6B   C7B  C8B  C1B     0.00   0.0  0
 HBO  CONST_05  C8B   C1B  C4B  C5B     0.00   0.0  0
 HBO  CONST_06  C8B   C7B  C6B  C5B     0.00   0.0  0
 HBO  CONST_07  C2B   C3B  N3B  C4B     0.00   0.0  0
 HBO  CONST_08  O7B   C7B  C8B  C1B   180.00   0.0  0
 HBO  CONST_09  O7B   C7B  C6B  C5B   180.00   0.0  0
 HBO  CONST_10  O3B   C3B  N3B  C4B   180.00   0.0  0
 HBO  CONST_11  OHB   N3B  C3B  C2B   180.00   0.0  0
 HBO  CONST_12  H5B   C5B  C4B  N3B     0.00   0.0  0
 HBO  CONST_13  H8B   C8B  C1B  C4B   180.00   0.0  0
 HBO  CONST_14  H6B   C6B  C5B  C4B   180.00   0.0  0
 HBO  CONST_15  OHB   N3B  C3B  O3B     0.00   0.0  0
 HBO  Var_01    C1B   C4B  N3B  C3B    13.42  30.0  1
 HBO  Var_02    C8B   C1B  O1B  C2B   146.71  30.0  1
 HBO  Var_03    H9B3  C9B  O7B  C7B  -179.69  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
 HBO  chir_01  C2B  O1A  C3B  O1B  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
 HBO  plan-1  C3B  0.020
 HBO  plan-1  N3B  0.020
 HBO  plan-1  C4B  0.020
 HBO  plan-1  C2B  0.020
 HBO  plan-1  O3B  0.020
 HBO  plan-1  OHB  0.020
 HBO  plan-2  N3B  0.020
 HBO  plan-2  C4B  0.020
 HBO  plan-2  C1B  0.020
 HBO  plan-2  O1B  0.020
 HBO  plan-2  C5B  0.020
 HBO  plan-2  C6B  0.020
 HBO  plan-2  C8B  0.020
 HBO  plan-2  C7B  0.020
 HBO  plan-2  O7B  0.020
 HBO  plan-2  H5B  0.020
 HBO  plan-2  H6B  0.020
 HBO  plan-2  H8B  0.020

