# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 13 15:36:04 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: (2E)-2-{[(2S)-2-(acetylamino)-2-carboxyethoxy]imino}pentanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)N[C@@H](CO\N=C(/CCC(O)=O)C(O)=O)C(O)=O
#
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
 L4C  L4C  '(2E)-2-{[(2S)-2-(acetylamino)-2-carboxyethoxy]imino}pentanedioic acid'  ligand  34  20  .  2021-08-13  2021-08-13  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_L4C
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
 L4C  O17   O  OH1   0  -0.593   3.4848  -0.1952   5.6486
 L4C  C9    C  C     0   0.555   2.1707  -0.0481   5.5278
 L4C  O16   O  O     0  -0.440   1.3704  -0.7276   6.1195
 L4C  C10   C  CH2   0  -0.578   1.8238   1.0555   4.5654
 L4C  C11   C  CH2   0  -0.511   0.3164   1.2307   4.3957
 L4C  C8    C  C     0   0.090   0.0082   2.3356   3.4312
 L4C  C12   C  C     0   0.514  -0.2796   3.7311   3.8870
 L4C  O19   O  O     0  -0.430  -0.6812   4.6107   3.1704
 L4C  O18   O  OH1   0  -0.586  -0.0223   3.8806   5.1762
 L4C  N1    N  N     0  -0.049  -0.0061   2.2267   2.1620
 L4C  O13   O  O2    0  -0.390   0.2956   0.9904   1.7333
 L4C  C5    C  CH2   0  -0.135   0.2431   0.9096   0.3155
 L4C  C3    C  CH1   0  -0.267   0.7025  -0.4976  -0.0406
 L4C  N2    N  NH1   0  -0.627  -0.2156  -1.5077   0.4094
 L4C  C6    C  C     0   0.535  -1.2902  -1.8764  -0.3143
 L4C  C7    C  CH3   0  -0.776  -2.1690  -2.9225   0.3199
 L4C  O15   O  O     0  -0.499  -1.5411  -1.3905  -1.4079
 L4C  C4    C  C     0   0.554   2.0819  -0.7824   0.5326
 L4C  O14   O  O     0  -0.422   2.3397  -1.7077   1.2560
 L4C  OXT   O  OH1   0  -0.585   2.9620   0.1161   0.1281
 L4C  H17   H  HOH1  0   0.481   3.6830  -0.9104   6.2715
 L4C  H101  H  HCH2  0   0.296   2.2861   1.9796   4.9226
 L4C  H102  H  HCH2  0   0.288   2.3000   0.8357   3.6061
 L4C  H111  H  HCH2  0   0.277  -0.1436   1.4401   5.3597
 L4C  H112  H  HCH2  0   0.279  -0.1258   0.3032   4.0306
 L4C  H18   H  HOH1  0   0.492  -0.2057   4.7919   5.4513
 L4C  H5C1  H  HCH2  0   0.260  -0.7764   1.0645  -0.0443
 L4C  H5C2  H  HCH2  0   0.255   0.8882   1.6618  -0.1419
 L4C  H3    H  HCH1  0   0.327   0.7782  -0.5470  -1.1312
 L4C  H2    H  HNH1  0   0.405  -0.0538  -1.9332   1.3080
 L4C  H7C1  H  HCH3  0   0.270  -3.1654  -2.5076   0.4722
 L4C  H7C2  H  HCH3  0   0.269  -2.2702  -3.7705  -0.3566
 L4C  H7C3  H  HCH3  0   0.252  -1.7983  -3.2831   1.2771
 L4C  HOT   H  HOH1  0   0.492   3.8401  -0.0848   0.4862

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
 L4C  O17  C9    single  1.328  0.020  1.328
 L4C  O17  H17   single  0.850  0.020  0.980
 L4C  C9   O16   double  1.205  0.020  1.205
 L4C  C9   C10   single  1.505  0.020  1.505
 L4C  C10  C11   single  1.527  0.020  1.527
 L4C  C10  H101  single  0.970  0.020  1.090
 L4C  C10  H102  single  0.970  0.020  1.090
 L4C  C11  C8    single  1.499  0.020  1.499
 L4C  C11  H111  single  0.970  0.020  1.090
 L4C  C11  H112  single  0.970  0.020  1.090
 L4C  C8   C12   single  1.496  0.020  1.496
 L4C  C8   N1    double  1.274  0.020  1.274
 L4C  C12  O19   double  1.204  0.020  1.204
 L4C  C12  O18   single  1.323  0.020  1.323
 L4C  O18  H18   single  0.850  0.020  0.980
 L4C  N1   O13   single  1.343  0.020  1.343
 L4C  O13  C5    single  1.421  0.020  1.421
 L4C  C5   C3    single  1.523  0.020  1.523
 L4C  C5   H5C1  single  0.970  0.020  1.090
 L4C  C5   H5C2  single  0.970  0.020  1.090
 L4C  C3   N2    single  1.437  0.020  1.437
 L4C  C3   C4    single  1.521  0.020  1.521
 L4C  C3   H3    single  0.970  0.020  1.090
 L4C  N2   C6    single  1.347  0.020  1.347
 L4C  N2   H2    single  0.860  0.020  1.020
 L4C  C6   C7    single  1.506  0.020  1.506
 L4C  C6   O15   double  1.223  0.020  1.223
 L4C  C7   H7C2  single  0.970  0.020  1.090
 L4C  C7   H7C3  single  0.970  0.020  1.090
 L4C  C7   H7C1  single  0.970  0.020  1.090
 L4C  C4   O14   double  1.202  0.020  1.202
 L4C  C4   OXT   single  1.321  0.020  1.321
 L4C  OXT  HOT   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
 L4C  H17   O17  C9    110.04  3.000
 L4C  C10   C9   O16   125.06  3.000
 L4C  C10   C9   O17   111.57  3.000
 L4C  O16   C9   O17   123.37  3.000
 L4C  H102  C10  H101  105.81  3.000
 L4C  H102  C10  C11   110.82  3.000
 L4C  H101  C10  C11   110.90  3.000
 L4C  H102  C10  C9    108.26  3.000
 L4C  H101  C10  C9    108.27  3.000
 L4C  C11   C10  C9    112.51  3.000
 L4C  H112  C11  H111  106.78  3.000
 L4C  H112  C11  C8    109.16  3.000
 L4C  H111  C11  C8    109.95  3.000
 L4C  H112  C11  C10   109.87  3.000
 L4C  H111  C11  C10   109.93  3.000
 L4C  C8    C11  C10   111.05  3.000
 L4C  N1    C8   C12   112.40  3.000
 L4C  N1    C8   C11   125.48  3.000
 L4C  C12   C8   C11   122.09  3.000
 L4C  O18   C12  O19   124.23  3.000
 L4C  O18   C12  C8    111.40  3.000
 L4C  O19   C12  C8    124.37  3.000
 L4C  H18   O18  C12   110.23  3.000
 L4C  O13   N1   C8    113.22  3.000
 L4C  C5    O13  N1    111.26  3.000
 L4C  H5C2  C5   H5C1  108.42  3.000
 L4C  H5C2  C5   C3    111.14  3.000
 L4C  H5C1  C5   C3    109.62  3.000
 L4C  H5C2  C5   O13   110.92  3.000
 L4C  H5C1  C5   O13   110.80  3.000
 L4C  C3    C5   O13   105.94  3.000
 L4C  H3    C3   C4    107.73  3.000
 L4C  H3    C3   N2    108.93  3.000
 L4C  C4    C3   N2    109.26  3.000
 L4C  H3    C3   C5    107.19  3.000
 L4C  C4    C3   C5    111.02  3.000
 L4C  N2    C3   C5    112.56  3.000
 L4C  H2    N2   C6    119.46  3.000
 L4C  H2    N2   C3    118.26  3.000
 L4C  C6    N2   C3    122.26  3.000
 L4C  O15   C6   C7    122.20  3.000
 L4C  O15   C6   N2    122.37  3.000
 L4C  C7    C6   N2    115.42  3.000
 L4C  H7C3  C7   H7C2  108.66  3.000
 L4C  H7C3  C7   H7C1  108.35  3.000
 L4C  H7C2  C7   H7C1  107.34  3.000
 L4C  H7C1  C7   C6    109.14  3.000
 L4C  H7C3  C7   C6    113.69  3.000
 L4C  H7C2  C7   C6    109.47  3.000
 L4C  OXT   C4   O14   124.38  3.000
 L4C  OXT   C4   C3    111.19  3.000
 L4C  O14   C4   C3    124.43  3.000
 L4C  HOT   OXT  C4    110.45  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
 L4C  CONST_01  C7    C6   N2   C3    180.00   0.0  0
 L4C  CONST_02  O15   C6   N2   C3      0.00   0.0  0
 L4C  CONST_03  H2    N2   C6   C7      0.00   0.0  0
 L4C  CONST_04  H17   O17  C9   O16     0.00   0.0  0
 L4C  CONST_05  H18   O18  C12  C8    180.00   0.0  0
 L4C  CONST_06  HOT   OXT  C4   C3    180.00   0.0  0
 L4C  Var_01    C11   C10  C9   O17   179.22  30.0  3
 L4C  Var_02    C8    C11  C10  C9   -179.96  30.0  3
 L4C  Var_03    C12   C8   C11  C10   -95.25  30.0  3
 L4C  Var_04    O19   C12  C8   C11  -171.02  30.0  2
 L4C  Var_05    C3    C5   O13  N1    175.87  30.0  3
 L4C  Var_06    H7C2  C7   C6   N2   -124.12  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
 L4C  chir_01  C3  C5  N2  C4  positiv

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
 L4C  plan-1  C3   0.020
 L4C  plan-1  N2   0.020
 L4C  plan-1  C6   0.020
 L4C  plan-1  C7   0.020
 L4C  plan-1  O15  0.020
 L4C  plan-1  H2   0.020
 L4C  plan-2  O17  0.020
 L4C  plan-2  C9   0.020
 L4C  plan-2  O16  0.020
 L4C  plan-2  C10  0.020
 L4C  plan-2  H17  0.020
 L4C  plan-3  C8   0.020
 L4C  plan-3  C12  0.020
 L4C  plan-3  O19  0.020
 L4C  plan-3  O18  0.020
 L4C  plan-3  H18  0.020
 L4C  plan-4  C3   0.020
 L4C  plan-4  C4   0.020
 L4C  plan-4  O14  0.020
 L4C  plan-4  OXT  0.020
 L4C  plan-4  HOT  0.020
 L4C  plan-5  C11  0.020
 L4C  plan-5  C8   0.020
 L4C  plan-5  C12  0.020
 L4C  plan-5  N1   0.020
 L4C  plan-5  O13  0.020

