# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 02:02:57 2020
#   Inital geometry file: a 67 line input string
#   Ligand name: 3-(2-oxo-1,3-benzoxazol-3(2H)-yl)propanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCN1C(=O)Oc2ccccc12
#
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
 6H6  6H6  3-(2-oxo-1,3-benzoxazol-3(2H)-yl)propanoate  ligand  24  15  .  2021-08-05  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_6H6
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
 6H6  O     O  O     0  -0.442  -3.9219   0.5198  -0.9770
 6H6  N1    N  NR5   0  -0.592   0.1135  -0.6010  -0.4223
 6H6  C2    C  CR5   0   0.674   0.5804  -1.8505  -0.1468
 6H6  O2    O  O     0  -0.468   1.8968  -1.7420   0.1815
 6H6  C3    C  CR56  0   0.307   2.2445  -0.4235   0.1310
 6H6  C4    C  CR16  0  -0.333   3.4652   0.1462   0.3964
 6H6  C5    C  CR16  0  -0.270   3.5384   1.5342   0.2689
 6H6  C6    C  CR16  0  -0.265   2.4307   2.2858  -0.1091
 6H6  C7    C  CR16  0  -0.303   1.1992   1.6890  -0.3759
 6H6  C8    C  CR56  0   0.339   1.1340   0.3165  -0.2447
 6H6  C9    C  CH2   0  -0.313  -1.2583  -0.2925  -0.7567
 6H6  C10   C  CH2   0  -0.595  -2.0125   0.2377   0.4549
 6H6  C11   C  C     0   0.560  -3.4278   0.6159   0.1184
 6H6  OXT   O  OH1   0  -0.591  -4.0791   1.0753   1.1787
 6H6  H4    H  HCR6  0   0.282   4.3223  -0.4444   0.6895
 6H6  H5    H  HCR6  0   0.267   4.4771   2.0318   0.4709
 6H6  H6    H  HCR6  0   0.267   2.5234   3.3597  -0.1975
 6H6  H7    H  HCR6  0   0.281   0.3416   2.2796  -0.6697
 6H6  H9    H  HCH2  0   0.282  -1.2536   0.4348  -1.5689
 6H6  H9A   H  HCH2  0   0.289  -1.7227  -1.1992  -1.1393
 6H6  H10   H  HCH2  0   0.301  -2.0286  -0.5102   1.2523
 6H6  H10A  H  HCH2  0   0.295  -1.5117   1.1154   0.8744
 6H6  HXT   H  HOH1  0   0.482  -4.9852   1.3176   0.9345
 6H6  O1    O  O     0  -0.455  -0.0021  -2.9019  -0.1715

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
 6H6  O    C11   double    1.206  0.020  1.206
 6H6  N1   C2    single    1.362  0.020  1.362
 6H6  N1   C8    single    1.384  0.020  1.384
 6H6  N1   C9    single    1.445  0.020  1.445
 6H6  O1   C2    double    1.202  0.020  1.202
 6H6  C2   O2    single    1.361  0.020  1.361
 6H6  O2   C3    single    1.364  0.020  1.364
 6H6  C3   C4    aromatic  1.373  0.020  1.373
 6H6  C3   C8    aromatic  1.386  0.020  1.386
 6H6  C4   C5    aromatic  1.396  0.020  1.396
 6H6  C5   C6    aromatic  1.391  0.020  1.391
 6H6  C6   C7    aromatic  1.394  0.020  1.394
 6H6  C7   C8    aromatic  1.380  0.020  1.380
 6H6  C9   C10   single    1.522  0.020  1.522
 6H6  C10  C11   single    1.503  0.020  1.503
 6H6  C11  OXT   single    1.326  0.020  1.326
 6H6  C4   H4    single    0.930  0.020  1.080
 6H6  C5   H5    single    0.930  0.020  1.080
 6H6  C6   H6    single    0.930  0.020  1.080
 6H6  C7   H7    single    0.930  0.020  1.080
 6H6  C9   H9    single    0.970  0.020  1.090
 6H6  C9   H9A   single    0.970  0.020  1.090
 6H6  C10  H10   single    0.970  0.020  1.090
 6H6  C10  H10A  single    0.970  0.020  1.090
 6H6  OXT  HXT   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
 6H6  C9    N1   C8   126.03  3.000
 6H6  C9    N1   C2   124.61  3.000
 6H6  C8    N1   C2   109.24  3.000
 6H6  O2    C2   O1   122.91  3.000
 6H6  O2    C2   N1   107.89  3.000
 6H6  O1    C2   N1   129.20  3.000
 6H6  C3    O2   C2   108.33  3.000
 6H6  C8    C3   C4   122.90  3.000
 6H6  C8    C3   O2   108.76  3.000
 6H6  C4    C3   O2   128.34  3.000
 6H6  H4    C4   C5   121.75  3.000
 6H6  H4    C4   C3   122.04  3.000
 6H6  C5    C4   C3   116.21  3.000
 6H6  H5    C5   C6   119.56  3.000
 6H6  H5    C5   C4   119.08  3.000
 6H6  C6    C5   C4   121.36  3.000
 6H6  H6    C6   C7   119.02  3.000
 6H6  H6    C6   C5   119.37  3.000
 6H6  C7    C6   C5   121.61  3.000
 6H6  H7    C7   C8   122.08  3.000
 6H6  H7    C7   C6   121.23  3.000
 6H6  C8    C7   C6   116.69  3.000
 6H6  C7    C8   C3   121.24  3.000
 6H6  C7    C8   N1   133.00  3.000
 6H6  C3    C8   N1   105.76  3.000
 6H6  H9A   C9   H9   107.21  3.000
 6H6  H9A   C9   C10  111.01  3.000
 6H6  H9    C9   C10  111.26  3.000
 6H6  H9A   C9   N1   107.98  3.000
 6H6  H9    C9   N1   108.10  3.000
 6H6  C10   C9   N1   111.12  3.000
 6H6  H10A  C10  H10  106.01  3.000
 6H6  H10A  C10  C11  108.36  3.000
 6H6  H10   C10  C11  108.75  3.000
 6H6  H10A  C10  C9   110.96  3.000
 6H6  H10   C10  C9   110.46  3.000
 6H6  C11   C10  C9   112.08  3.000
 6H6  OXT   C11  C10  111.75  3.000
 6H6  OXT   C11  O    123.56  3.000
 6H6  C10   C11  O    124.69  3.000
 6H6  HXT   OXT  C11  110.13  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
 6H6  CONST_01  C6   C5   C4   C3    0.00   0.0  0
 6H6  CONST_02  C6   C7   C8   C3    0.00   0.0  0
 6H6  CONST_03  C7   C8   C3   C4    0.00   0.0  0
 6H6  CONST_04  C7   C6   C5   C4    0.00   0.0  0
 6H6  CONST_05  C8   C3   C4   C5    0.00   0.0  0
 6H6  CONST_06  C8   C7   C6   C5    0.00   0.0  0
 6H6  CONST_07  H7   C7   C8   N1    0.00   0.0  0
 6H6  CONST_08  H4   C4   C3   O2    0.00   0.0  0
 6H6  CONST_09  H5   C5   C4   C3  180.00   0.0  0
 6H6  CONST_10  H6   C6   C5   C4  180.00   0.0  0
 6H6  CONST_11  HXT  OXT  C11  O     0.00   0.0  0
 6H6  Var_01    C10  C9   N1   C2   99.27  30.0  3
 6H6  Var_02    C11  C10  C9   N1  177.78  30.0  3
 6H6  Var_03    C9   C10  C11  O    -0.16  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
 6H6  plan-1  N1   0.020
 6H6  plan-1  C2   0.020
 6H6  plan-1  O2   0.020
 6H6  plan-1  C3   0.020
 6H6  plan-1  C4   0.020
 6H6  plan-1  C5   0.020
 6H6  plan-1  C6   0.020
 6H6  plan-1  C7   0.020
 6H6  plan-1  C8   0.020
 6H6  plan-1  C9   0.020
 6H6  plan-1  H4   0.020
 6H6  plan-1  H5   0.020
 6H6  plan-1  H6   0.020
 6H6  plan-1  H7   0.020
 6H6  plan-1  O1   0.020
 6H6  plan-2  O    0.020
 6H6  plan-2  C10  0.020
 6H6  plan-2  C11  0.020
 6H6  plan-2  OXT  0.020
 6H6  plan-2  HXT  0.020

