# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr  4 01:28:06 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: N-[2-[2,5-bis(oxidanylidene)pyrrol-1-yl]ethyl]-2,3-bis(oxidanyl)benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1cccc(C(=O)NCCN2C(=O)C=CC2=O)c1O
#
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
 4LF  4LF  N-[2-[2,5-bis(oxidanylidene)pyrrol-1-yl]ethyl]-2,3-bis(oxidanyl)benzamide  ligand  32  20  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_4LF
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
 4LF  N3   N  NH1   0  -0.630   0.0713  -0.5428   0.6388
 4LF  C4   C  CR15  0  -0.309  -5.5022   1.0122  -0.2854
 4LF  C8   C  CH2   0  -0.320  -2.0580  -0.3378  -0.5676
 4LF  C5   C  CR15  0  -0.310  -5.7336  -0.2763  -0.0703
 4LF  C6   C  CR5   0   0.568  -4.4352  -1.0073  -0.1499
 4LF  O3   O  O     0  -0.402  -4.2378  -2.1859  -0.0014
 4LF  C7   C  CR5   0   0.569  -4.0396   1.1963  -0.5175
 4LF  O2   O  O     0  -0.400  -3.4472   2.2211  -0.7370
 4LF  N2   N  NR5   0  -0.577  -3.4695  -0.0605  -0.4340
 4LF  C9   C  CH2   0  -0.296  -1.3315  -0.2422   0.7746
 4LF  C10  C  C     0   0.530   0.9913   0.3875   0.3187
 4LF  O4   O  O     0  -0.479   0.7100   1.5595   0.1225
 4LF  C11  C  CR6   0  -0.162   2.3949  -0.1222   0.2571
 4LF  C12  C  CR16  0  -0.294   2.8923  -0.9370   1.2778
 4LF  C13  C  CR16  0  -0.263   4.2050  -1.3676   1.2565
 4LF  C14  C  CR16  0  -0.369   5.0376  -1.0009   0.2049
 4LF  C15  C  CR6   0   0.268   4.5553  -0.2014  -0.8157
 4LF  O6   O  OH1   0  -0.646   5.2873   0.1945  -1.8806
 4LF  C16  C  CR6   0   0.283   3.2272   0.2523  -0.7946
 4LF  O5   O  OH1   0  -0.615   2.7465   1.0121  -1.7936
 4LF  H1   H  HNH1  0   0.410   0.3528  -1.5084   0.6941
 4LF  H2   H  HCR5  0   0.304  -6.2036   1.8320  -0.3010
 4LF  H4   H  HCH2  0   0.273  -1.9425  -1.3359  -0.9890
 4LF  H5   H  HCH2  0   0.275  -1.6336   0.3691  -1.2794
 4LF  H6   H  HCR5  0   0.303  -6.6708  -0.7705   0.1345
 4LF  H8   H  HCH2  0   0.266  -1.7648  -0.9473   1.4839
 4LF  H9   H  HCH2  0   0.257  -1.4483   0.7576   1.1916
 4LF  H10  H  HCR6  0   0.264   2.2504  -1.2142   2.1039
 4LF  H11  H  HCR6  0   0.261   4.5896  -1.9862   2.0555
 4LF  H12  H  HCR6  0   0.279   6.0664  -1.3417   0.1786
 4LF  H13  H  HOH1  0   0.485   6.1909  -0.1350  -1.8232
 4LF  H14  H  HOH1  0   0.476   3.4342   1.1724  -2.4515

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
 4LF  O6   C15  single    1.351  0.020  1.351
 4LF  C15  C14  aromatic  1.383  0.020  1.383
 4LF  C15  C16  aromatic  1.404  0.020  1.404
 4LF  O5   C16  single    1.344  0.020  1.344
 4LF  C14  C13  aromatic  1.391  0.020  1.391
 4LF  C16  C11  aromatic  1.392  0.020  1.392
 4LF  C13  C12  aromatic  1.382  0.020  1.382
 4LF  C11  C12  aromatic  1.398  0.020  1.398
 4LF  C11  C10  single    1.495  0.020  1.495
 4LF  N3   C9   single    1.441  0.020  1.441
 4LF  N3   C10  single    1.347  0.020  1.347
 4LF  C9   C8   single    1.529  0.020  1.529
 4LF  C10  O4   double    1.221  0.020  1.221
 4LF  O2   C7   double    1.204  0.020  1.204
 4LF  C8   N2   single    1.445  0.020  1.445
 4LF  C7   C4   single    1.492  0.020  1.492
 4LF  C7   N2   single    1.382  0.020  1.382
 4LF  C4   C5   double    1.327  0.020  1.327
 4LF  N2   C6   single    1.382  0.020  1.382
 4LF  C6   C5   single    1.492  0.020  1.492
 4LF  C6   O3   double    1.204  0.020  1.204
 4LF  N3   H1   single    0.860  0.020  1.020
 4LF  C4   H2   single    0.930  0.020  1.080
 4LF  C8   H4   single    0.970  0.020  1.090
 4LF  C8   H5   single    0.970  0.020  1.090
 4LF  C5   H6   single    0.930  0.020  1.080
 4LF  C9   H8   single    0.970  0.020  1.090
 4LF  C9   H9   single    0.970  0.020  1.090
 4LF  C12  H10  single    0.930  0.020  1.080
 4LF  C13  H11  single    0.930  0.020  1.080
 4LF  C14  H12  single    0.930  0.020  1.080
 4LF  O6   H13  single    0.850  0.020  0.980
 4LF  O5   H14  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
 4LF  H1   N3   C10  118.96  3.000
 4LF  H1   N3   C9   117.82  3.000
 4LF  C10  N3   C9   122.90  3.000
 4LF  H2   C4   C7   122.76  3.000
 4LF  H2   C4   C5   128.82  3.000
 4LF  C7   C4   C5   108.42  3.000
 4LF  H5   C8   H4   107.48  3.000
 4LF  H5   C8   C9   110.36  3.000
 4LF  H4   C8   C9   110.27  3.000
 4LF  H5   C8   N2   108.45  3.000
 4LF  H4   C8   N2   108.37  3.000
 4LF  C9   C8   N2   111.78  3.000
 4LF  H6   C5   C6   122.78  3.000
 4LF  H6   C5   C4   128.83  3.000
 4LF  C6   C5   C4   108.38  3.000
 4LF  N2   C6   O3   125.55  3.000
 4LF  O3   C6   C5   127.99  3.000
 4LF  N2   C6   C5   106.46  3.000
 4LF  N2   C7   O2   125.59  3.000
 4LF  N2   C7   C4   106.42  3.000
 4LF  O2   C7   C4   127.99  3.000
 4LF  C7   N2   C6   110.31  3.000
 4LF  C6   N2   C8   124.77  3.000
 4LF  C7   N2   C8   124.87  3.000
 4LF  H9   C9   H8   107.58  3.000
 4LF  H9   C9   C8   110.02  3.000
 4LF  H8   C9   C8   109.99  3.000
 4LF  H9   C9   N3   109.38  3.000
 4LF  H8   C9   N3   108.26  3.000
 4LF  C8   C9   N3   111.51  3.000
 4LF  C11  C10  O4   122.48  3.000
 4LF  O4   C10  N3   122.93  3.000
 4LF  C11  C10  N3   114.56  3.000
 4LF  C16  C11  C12  119.71  3.000
 4LF  C12  C11  C10  120.20  3.000
 4LF  C16  C11  C10  120.05  3.000
 4LF  H10  C12  C13  119.70  3.000
 4LF  H10  C12  C11  119.72  3.000
 4LF  C13  C12  C11  120.57  3.000
 4LF  H11  C13  C14  119.79  3.000
 4LF  H11  C13  C12  120.32  3.000
 4LF  C14  C13  C12  119.89  3.000
 4LF  H12  C14  C15  119.65  3.000
 4LF  H12  C14  C13  120.24  3.000
 4LF  C15  C14  C13  120.11  3.000
 4LF  C16  C15  O6   115.44  3.000
 4LF  C16  C15  C14  120.37  3.000
 4LF  O6   C15  C14  124.18  3.000
 4LF  H13  O6   C15  111.15  3.000
 4LF  O5   C16  C15  120.66  3.000
 4LF  O5   C16  C11  119.98  3.000
 4LF  C15  C16  C11  119.34  3.000
 4LF  H14  O5   C16  110.22  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
 4LF  CONST_01  C14  C15  C16  C11    0.00   0.0  0
 4LF  CONST_02  C14  C13  C12  C11    0.00   0.0  0
 4LF  CONST_03  C15  C14  C13  C12    0.00   0.0  0
 4LF  CONST_04  C15  C16  C11  C12    0.00   0.0  0
 4LF  CONST_05  C16  C15  C14  C13    0.00   0.0  0
 4LF  CONST_06  C16  C11  C12  C13    0.00   0.0  0
 4LF  CONST_07  C7   N2   C6   C5     0.00   0.0  0
 4LF  CONST_08  C15  C16  C11  C10  180.00   0.0  0
 4LF  CONST_09  C13  C12  C11  C10  180.00   0.0  0
 4LF  CONST_10  O6   C15  C16  C11  180.00   0.0  0
 4LF  CONST_11  O5   C16  C11  C12  180.00   0.0  0
 4LF  CONST_12  O6   C15  C14  C13  180.00   0.0  0
 4LF  CONST_13  O5   C16  C15  C14  180.00   0.0  0
 4LF  CONST_14  C5   C6   N2   C8   180.00   0.0  0
 4LF  CONST_15  C7   N2   C6   O3   180.00   0.0  0
 4LF  CONST_16  H11  C13  C12  C11  180.00   0.0  0
 4LF  CONST_17  H12  C14  C13  C12  180.00   0.0  0
 4LF  CONST_18  H10  C12  C13  C14  180.00   0.0  0
 4LF  CONST_19  O3   C6   N2   C8     0.00   0.0  0
 4LF  CONST_20  C11  C10  N3   C9   180.00   0.0  0
 4LF  CONST_21  H1   N3   C10  C11    0.00   0.0  0
 4LF  CONST_22  O4   C10  N3   C9     0.00   0.0  0
 4LF  Var_01    C16  C11  C10  N3   135.90  30.0  2
 4LF  Var_02    C9   C8   N2   C6   -88.71  30.0  2
 4LF  Var_03    N2   C8   C9   N3   178.99  30.0  3
 4LF  Var_04    C10  N3   C9   C8    87.05  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
 4LF  plan-1  C4   0.020
 4LF  plan-1  C8   0.020
 4LF  plan-1  C5   0.020
 4LF  plan-1  C6   0.020
 4LF  plan-1  O3   0.020
 4LF  plan-1  C7   0.020
 4LF  plan-1  O2   0.020
 4LF  plan-1  N2   0.020
 4LF  plan-1  H2   0.020
 4LF  plan-1  H6   0.020
 4LF  plan-2  C10  0.020
 4LF  plan-2  C11  0.020
 4LF  plan-2  C12  0.020
 4LF  plan-2  C13  0.020
 4LF  plan-2  C14  0.020
 4LF  plan-2  C15  0.020
 4LF  plan-2  O6   0.020
 4LF  plan-2  C16  0.020
 4LF  plan-2  O5   0.020
 4LF  plan-2  H10  0.020
 4LF  plan-2  H11  0.020
 4LF  plan-2  H12  0.020
 4LF  plan-3  N3   0.020
 4LF  plan-3  C9   0.020
 4LF  plan-3  C10  0.020
 4LF  plan-3  O4   0.020
 4LF  plan-3  C11  0.020
 4LF  plan-3  H1   0.020

