# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  2 18:41:24 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 3-(5-chloranyl-6-cyclopropyloxy-2-oxidanylidene-1,3-benzoxazol-3-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCN1C(=O)Oc2cc(OC3CC3)c(Cl)cc12
#
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
 FYK  FYK  '3-(5-chloranyl-6-cyclopropyloxy-2-oxidanylidene-1,3-benzoxazol-3-yl)propanoic acid'  ligand  31  20  .  2022-09-22  2023-02-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_FYK
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
 FYK  C4   C   C1     0  -0.255   0.0110  -0.9526  -0.1305
 FYK  C5   C   C      0  -0.177  -1.3210  -1.1950   0.1834
 FYK  C6   C   C      0   0.448  -2.2474  -0.1656   0.3931
 FYK  C7   C   CH1    0  -0.011  -4.4532   0.4630   0.9128
 FYK  C8   C   CH2    0  -0.522  -5.8532   0.1087   0.5729
 FYK  C10  C   C1     0  -0.461  -1.8394   1.1671   0.2835
 FYK  C12  C   CR5    0   0.663   1.4242   2.3318  -0.4775
 FYK  N    N   NR5    0  -0.587   1.5975   0.9859  -0.5222
 FYK  C2   C   CH2    0  -0.308   2.8688   0.3186  -0.7452
 FYK  C1   C   CH2    0  -0.600   3.4817  -0.1982   0.5459
 FYK  C    C   C      0   0.425   4.8229  -0.9287   0.3437
 FYK  O1   O   O      0  -0.605   5.2938  -0.9440  -0.8103
 FYK  O    O   OC    -1  -0.621   5.3257  -1.4379   1.3637
 FYK  O3   O   O      0  -0.471   0.1113   2.5785  -0.1821
 FYK  C11  C   CR5    0   0.340  -0.5187   1.3843  -0.0250
 FYK  C3   C   CR5    0   0.320   0.3955   0.3678  -0.2290
 FYK  CL   CL  CL     0  -0.104  -1.8619  -2.8307   0.3215
 FYK  O2   O   O2     0  -0.456  -3.5012  -0.5402   0.7049
 FYK  C9   C   CH2    0  -0.512  -5.1016   1.1025  -0.2701
 FYK  H1   H   H      0   0.301   0.7014  -1.7706  -0.2832
 FYK  H2   H   HCH1   0   0.268  -4.2721   1.0731   1.7944
 FYK  H3   H   HCH2   0   0.265  -6.0354  -0.8704   0.1485
 FYK  H4   H   HCH2   0   0.263  -6.6350   0.4673   1.2294
 FYK  H5   H   H      0   0.311  -2.5224   1.9924   0.4271
 FYK  H6   H   HCH2   0   0.259   2.6981  -0.4915  -1.4552
 FYK  H7   H   HCH2   0   0.267   3.5296   1.0302  -1.2348
 FYK  H8   H   HCH2   0   0.245   3.6378   0.6366   1.2370
 FYK  H9   H   HCH2   0   0.238   2.7864  -0.8734   1.0548
 FYK  H11  H   HCH2   0   0.264  -5.3594   2.1512  -0.1975
 FYK  H12  H   HCH2   0   0.268  -4.7840   0.7818  -1.2544
 FYK  O4   O   O      0  -0.457   2.2214   3.2148  -0.6546

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
 FYK  O1   C    deloc     1.246  0.020  1.246
 FYK  C    O    deloc     1.246  0.020  1.246
 FYK  C    C1   single    1.541  0.020  1.541
 FYK  CL   C5   single    1.728  0.020  1.728
 FYK  C1   C2   single    1.520  0.020  1.520
 FYK  C4   C5   aromatic  1.390  0.020  1.390
 FYK  C4   C3   aromatic  1.379  0.020  1.379
 FYK  C2   N    single    1.453  0.020  1.453
 FYK  C5   C6   aromatic  1.401  0.020  1.401
 FYK  C3   N    single    1.383  0.020  1.383
 FYK  C3   C11  aromatic  1.382  0.020  1.382
 FYK  N    C12  single    1.358  0.020  1.358
 FYK  C6   O2   single    1.345  0.020  1.345
 FYK  C6   C10  aromatic  1.398  0.020  1.398
 FYK  O2   C7   single    1.399  0.020  1.399
 FYK  C11  C10  aromatic  1.373  0.020  1.373
 FYK  C11  O3   single    1.359  0.020  1.359
 FYK  C12  O4   double    1.203  0.020  1.203
 FYK  C12  O3   single    1.368  0.020  1.368
 FYK  C9   C7   single    1.493  0.020  1.493
 FYK  C9   C8   single    1.504  0.020  1.504
 FYK  C7   C8   single    1.484  0.020  1.484
 FYK  C4   H1   single    0.930  0.020  1.080
 FYK  C7   H2   single    0.970  0.020  1.090
 FYK  C8   H3   single    0.970  0.020  1.090
 FYK  C8   H4   single    0.970  0.020  1.090
 FYK  C10  H5   single    0.930  0.020  1.080
 FYK  C2   H6   single    0.970  0.020  1.090
 FYK  C2   H7   single    0.970  0.020  1.090
 FYK  C1   H8   single    0.970  0.020  1.090
 FYK  C1   H9   single    0.970  0.020  1.090
 FYK  C9   H11  single    0.970  0.020  1.090
 FYK  C9   H12  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
 FYK  H1   C4   C3   122.44  3.000
 FYK  H1   C4   C5   120.79  3.000
 FYK  C3   C4   C5   116.78  3.000
 FYK  CL   C5   C6   118.46  3.000
 FYK  C6   C5   C4   122.65  3.000
 FYK  CL   C5   C4   118.89  3.000
 FYK  O2   C6   C10  123.75  3.000
 FYK  C10  C6   C5   119.73  3.000
 FYK  O2   C6   C5   116.52  3.000
 FYK  H2   C7   C9   118.33  3.000
 FYK  H2   C7   O2   114.18  3.000
 FYK  C9   C7   O2   119.02  3.000
 FYK  H2   C7   C8   118.48  3.000
 FYK  C9   C7   C8    60.72  3.000
 FYK  O2   C7   C8   115.91  3.000
 FYK  H4   C8   H3   114.58  3.000
 FYK  H4   C8   C9   118.82  3.000
 FYK  H3   C8   C9   117.51  3.000
 FYK  H4   C8   C7   117.63  3.000
 FYK  H3   C8   C7   117.69  3.000
 FYK  C9   C8   C7    59.94  3.000
 FYK  H5   C10  C11  121.11  3.000
 FYK  H5   C10  C6   122.21  3.000
 FYK  C11  C10  C6   116.68  3.000
 FYK  O3   C12  N    107.96  3.000
 FYK  O3   C12  O4   122.37  3.000
 FYK  N    C12  O4   129.67  3.000
 FYK  C3   N    C2   126.00  3.000
 FYK  C3   N    C12  108.97  3.000
 FYK  C2   N    C12  124.89  3.000
 FYK  H7   C2   H6   106.74  3.000
 FYK  H7   C2   C1   111.10  3.000
 FYK  H6   C2   C1   111.32  3.000
 FYK  H7   C2   N    107.47  3.000
 FYK  H6   C2   N    107.70  3.000
 FYK  C1   C2   N    112.25  3.000
 FYK  H9   C1   H8   105.51  3.000
 FYK  H9   C1   C    108.75  3.000
 FYK  H8   C1   C    108.68  3.000
 FYK  H9   C1   C2   110.40  3.000
 FYK  H8   C1   C2   109.54  3.000
 FYK  C    C1   C2   113.63  3.000
 FYK  O    C    O1   126.91  3.000
 FYK  O    C    C1   115.95  3.000
 FYK  O1   C    C1   117.14  3.000
 FYK  C11  O3   C12  108.14  3.000
 FYK  C3   C11  O3   108.81  3.000
 FYK  O3   C11  C10  127.63  3.000
 FYK  C3   C11  C10  123.56  3.000
 FYK  C11  C3   N    106.11  3.000
 FYK  C11  C3   C4   120.61  3.000
 FYK  N    C3   C4   133.27  3.000
 FYK  C7   O2   C6   117.98  3.000
 FYK  H12  C9   H11  114.69  3.000
 FYK  H12  C9   C8   117.41  3.000
 FYK  H11  C9   C8   118.91  3.000
 FYK  H12  C9   C7   117.78  3.000
 FYK  H11  C9   C7   117.73  3.000
 FYK  C8   C9   C7    59.34  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
 FYK  CONST_01  C10  C6   C5   C4      0.00   0.0  0
 FYK  CONST_02  C10  C11  C3   C4      0.00   0.0  0
 FYK  CONST_03  C11  C3   C4   C5      0.00   0.0  0
 FYK  CONST_04  C11  C10  C6   C5      0.00   0.0  0
 FYK  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 FYK  CONST_06  C3   C11  C10  C6      0.00   0.0  0
 FYK  CONST_07  O2   C6   C5   C4    180.00   0.0  0
 FYK  CONST_08  CL   C5   C6   C10   180.00   0.0  0
 FYK  CONST_09  O2   C6   C10  C11   180.00   0.0  0
 FYK  CONST_10  CL   C5   C4   C3    180.00   0.0  0
 FYK  CONST_11  H5   C10  C6   C5    180.00   0.0  0
 FYK  CONST_12  H1   C4   C5   C6    180.00   0.0  0
 FYK  Var_01    C9   C7   O2   C6     80.62  30.0  3
 FYK  Var_02    C10  C6   O2   C7      0.92  30.0  3
 FYK  Var_03    O2   C7   C9   C8    105.18  30.0  1
 FYK  Var_04    H3   C8   C9   C7   -107.69  30.0  1
 FYK  Var_05    C1   C2   N    C12   100.94  30.0  2
 FYK  Var_06    C    C1   C2   N     179.23  30.0  1
 FYK  Var_07    O1   C    C1   C2      4.38  30.0  2

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
 FYK  chir_01  C7  O2  C9  C8  both

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
 FYK  plan-1  C4   0.020
 FYK  plan-1  C5   0.020
 FYK  plan-1  C6   0.020
 FYK  plan-1  C10  0.020
 FYK  plan-1  C12  0.020
 FYK  plan-1  N    0.020
 FYK  plan-1  C2   0.020
 FYK  plan-1  O3   0.020
 FYK  plan-1  C11  0.020
 FYK  plan-1  C3   0.020
 FYK  plan-1  CL   0.020
 FYK  plan-1  O2   0.020
 FYK  plan-1  H1   0.020
 FYK  plan-1  H5   0.020
 FYK  plan-1  O4   0.020
 FYK  plan-2  C1   0.020
 FYK  plan-2  C    0.020
 FYK  plan-2  O1   0.020
 FYK  plan-2  O    0.020

