# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 07:50:39 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: 3-(5-chloranyl-6-ethoxy-2-oxidanylidene-1,3-benzoxazol-3-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc2OC(=O)N(CCC(O)=O)c2cc1Cl
#
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
 8EQ  8EQ  '3-(5-chloranyl-6-ethoxy-2-oxidanylidene-1,3-benzoxazol-3-yl)propanoic acid'  ligand  31  19  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_8EQ
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
 8EQ  C4   C   CR56  0   0.345  -0.6106   1.4980   0.1066
 8EQ  C5   C   CR5   0   0.671   1.4213   2.3365   0.3202
 8EQ  C6   C   CH2   0  -0.316   2.7326   0.2650   0.7150
 8EQ  C7   C   CH2   0  -0.594   3.2653  -0.3070  -0.5907
 8EQ  C8   C   C     0   0.560   4.5222  -1.1053  -0.3869
 8EQ  C10  C   CR16  0  -0.253  -0.2440  -0.8498   0.4290
 8EQ  CL   CL  CL    0  -0.102  -2.2736  -2.6101   0.3066
 8EQ  C11  C   CR6   0  -0.174  -1.6092  -1.0168   0.2334
 8EQ  C2   C   CR6   0   0.457  -2.4767   0.0559  -0.0236
 8EQ  O    O   O2    0  -0.456  -3.7688  -0.2454  -0.1943
 8EQ  C1   C   CH2   0  -0.194  -4.6891   0.8030  -0.4820
 8EQ  C    C   CH3   0  -0.679  -6.0590   0.1900  -0.6406
 8EQ  C9   C   CR56  0   0.317   0.2389   0.4393   0.3597
 8EQ  C3   C   CR16  0  -0.482  -1.9629   1.3558  -0.0880
 8EQ  N    N   NR5   0  -0.594   1.5014   0.9911   0.5038
 8EQ  O2   O   O     0  -0.451   2.2944   3.1621   0.3447
 8EQ  O1   O   O     0  -0.468   0.1131   2.6499   0.0882
 8EQ  O4   O   O     0  -0.442   5.0595  -1.2770   0.6787
 8EQ  O3   O   OH1   0  -0.591   4.9798  -1.6032  -1.5275
 8EQ  H1   H   HCH2  0   0.284   2.5399  -0.5228   1.4430
 8EQ  H2   H   HCH2  0   0.290   3.4505   0.9461   1.1678
 8EQ  H3   H   HCH2  0   0.296   2.5193  -0.9478  -1.0703
 8EQ  H4   H   HCH2  0   0.301   3.4724   0.4970  -1.3023
 8EQ  H5   H   HCR6  0   0.302   0.3948  -1.7006   0.6237
 8EQ  H6   H   HCH2  0   0.232  -4.6888   1.5362   0.3309
 8EQ  H7   H   HCH2  0   0.232  -4.3917   1.3209  -1.3997
 8EQ  H8   H   HCH3  0   0.237  -6.0832  -0.5279  -1.4602
 8EQ  H9   H   HCH3  0   0.237  -6.3801  -0.3103   0.2729
 8EQ  H10  H   HCH3  0   0.240  -6.7790   0.9769  -0.8630
 8EQ  H11  H   HCR6  0   0.313  -2.5867   2.2173  -0.2790
 8EQ  H12  H   HOH1  0   0.482   5.7917  -2.1080  -1.3690

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
 8EQ  O4   C8   double    1.206  0.020  1.206
 8EQ  C8   O3   single    1.326  0.020  1.326
 8EQ  C8   C7   single    1.503  0.020  1.503
 8EQ  CL   C11  single    1.728  0.020  1.728
 8EQ  C7   C6   single    1.522  0.020  1.522
 8EQ  C6   N    single    1.445  0.020  1.445
 8EQ  C10  C11  aromatic  1.389  0.020  1.389
 8EQ  C10  C9   aromatic  1.378  0.020  1.378
 8EQ  C11  C2   aromatic  1.403  0.020  1.403
 8EQ  C9   N    single    1.385  0.020  1.385
 8EQ  C9   C4   aromatic  1.381  0.020  1.381
 8EQ  N    C5   single    1.360  0.020  1.360
 8EQ  C2   O    single    1.338  0.020  1.338
 8EQ  C2   C3   aromatic  1.399  0.020  1.399
 8EQ  O    C1   single    1.424  0.020  1.424
 8EQ  C4   C3   aromatic  1.374  0.020  1.374
 8EQ  C4   O1   single    1.360  0.020  1.360
 8EQ  C5   O2   double    1.202  0.020  1.202
 8EQ  C5   O1   single    1.365  0.020  1.365
 8EQ  C    C1   single    1.509  0.020  1.509
 8EQ  C6   H1   single    0.970  0.020  1.090
 8EQ  C6   H2   single    0.970  0.020  1.090
 8EQ  C7   H3   single    0.970  0.020  1.090
 8EQ  C7   H4   single    0.970  0.020  1.090
 8EQ  C10  H5   single    0.930  0.020  1.080
 8EQ  C1   H6   single    0.970  0.020  1.090
 8EQ  C1   H7   single    0.970  0.020  1.090
 8EQ  C    H8   single    0.970  0.020  1.090
 8EQ  C    H9   single    0.970  0.020  1.090
 8EQ  C    H10  single    0.970  0.020  1.090
 8EQ  C3   H11  single    0.930  0.020  1.080
 8EQ  O3   H12  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
 8EQ  O1   C4   C3   127.55  3.000
 8EQ  O1   C4   C9   108.92  3.000
 8EQ  C3   C4   C9   123.52  3.000
 8EQ  O1   C5   O2   122.82  3.000
 8EQ  O1   C5   N    107.84  3.000
 8EQ  O2   C5   N    129.34  3.000
 8EQ  H2   C6   H1   106.92  3.000
 8EQ  H2   C6   N    107.96  3.000
 8EQ  H1   C6   N    108.07  3.000
 8EQ  H2   C6   C7   111.18  3.000
 8EQ  H1   C6   C7   111.30  3.000
 8EQ  N    C6   C7   111.21  3.000
 8EQ  H4   C7   H3   105.93  3.000
 8EQ  H4   C7   C8   108.69  3.000
 8EQ  H3   C7   C8   108.57  3.000
 8EQ  H4   C7   C6   110.39  3.000
 8EQ  H3   C7   C6   110.96  3.000
 8EQ  C8   C7   C6   112.09  3.000
 8EQ  O3   C8   O4   123.57  3.000
 8EQ  O3   C8   C7   111.80  3.000
 8EQ  O4   C8   C7   124.63  3.000
 8EQ  H5   C10  C9   122.54  3.000
 8EQ  H5   C10  C11  120.74  3.000
 8EQ  C9   C10  C11  116.72  3.000
 8EQ  C2   C11  CL   118.35  3.000
 8EQ  C2   C11  C10  122.78  3.000
 8EQ  CL   C11  C10  118.87  3.000
 8EQ  C3   C2   O    123.92  3.000
 8EQ  C3   C2   C11  119.44  3.000
 8EQ  O    C2   C11  116.64  3.000
 8EQ  C1   O    C2   118.95  3.000
 8EQ  H7   C1   H6   107.79  3.000
 8EQ  H7   C1   C    110.53  3.000
 8EQ  H6   C1   C    110.51  3.000
 8EQ  H7   C1   O    109.99  3.000
 8EQ  H6   C1   O    110.04  3.000
 8EQ  C    C1   O    107.98  3.000
 8EQ  H10  C    H9   107.94  3.000
 8EQ  H10  C    H8   107.91  3.000
 8EQ  H9   C    H8   108.76  3.000
 8EQ  H10  C    C1   109.14  3.000
 8EQ  H9   C    C1   111.45  3.000
 8EQ  H8   C    C1   111.51  3.000
 8EQ  N    C9   C10  133.36  3.000
 8EQ  N    C9   C4   105.92  3.000
 8EQ  C10  C9   C4   120.71  3.000
 8EQ  H11  C3   C2   122.46  3.000
 8EQ  H11  C3   C4   120.72  3.000
 8EQ  C2   C3   C4   116.82  3.000
 8EQ  C9   N    C6   126.27  3.000
 8EQ  C9   N    C5   109.04  3.000
 8EQ  C6   N    C5   124.54  3.000
 8EQ  C5   O1   C4   108.25  3.000
 8EQ  H12  O3   C8   110.12  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
 8EQ  CONST_01  C11  C10  C9   C4      0.00   0.0  0
 8EQ  CONST_02  C11  C2   C3   C4      0.00   0.0  0
 8EQ  CONST_03  C3   C2   C11  C10     0.00   0.0  0
 8EQ  CONST_04  C3   C4   C9   C10     0.00   0.0  0
 8EQ  CONST_05  C9   C10  C11  C2      0.00   0.0  0
 8EQ  CONST_06  C9   C4   C3   C2      0.00   0.0  0
 8EQ  CONST_07  O    C2   C3   C4    180.00   0.0  0
 8EQ  CONST_08  O    C2   C11  C10   180.00   0.0  0
 8EQ  CONST_09  C9   C10  C11  CL    180.00   0.0  0
 8EQ  CONST_10  C3   C2   C11  CL    180.00   0.0  0
 8EQ  CONST_11  H5   C10  C9   C4    180.00   0.0  0
 8EQ  CONST_12  H11  C3   C2   C11   180.00   0.0  0
 8EQ  CONST_13  H12  O3   C8   C7    180.00   0.0  0
 8EQ  Var_01    C7   C6   N    C5    -95.34  30.0  3
 8EQ  Var_02    C3   C2   O    C1      1.12  30.0  2
 8EQ  Var_03    N    C6   C7   C8   -178.11  30.0  3
 8EQ  Var_04    C    C1   O    C2    179.36  30.0  3
 8EQ  Var_05    O4   C8   C7   C6     -0.25  30.0  3
 8EQ  Var_06    H8   C    C1   O     -60.80  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
 8EQ  plan-1  C4   0.020
 8EQ  plan-1  C5   0.020
 8EQ  plan-1  C6   0.020
 8EQ  plan-1  C10  0.020
 8EQ  plan-1  CL   0.020
 8EQ  plan-1  C11  0.020
 8EQ  plan-1  C2   0.020
 8EQ  plan-1  O    0.020
 8EQ  plan-1  C9   0.020
 8EQ  plan-1  C3   0.020
 8EQ  plan-1  N    0.020
 8EQ  plan-1  O2   0.020
 8EQ  plan-1  O1   0.020
 8EQ  plan-1  H5   0.020
 8EQ  plan-1  H11  0.020
 8EQ  plan-2  C7   0.020
 8EQ  plan-2  C8   0.020
 8EQ  plan-2  O4   0.020
 8EQ  plan-2  O3   0.020
 8EQ  plan-2  H12  0.020

