# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 19 09:10:37 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: 2-({[(E)-(4-carbamimidoylphenyl)methylidene]amino}oxy)-2-methylpropanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O/N=C/c1ccc(cc1)C(N)=N)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
 O15  O15  '2-({[(E)-(4-carbamimidoylphenyl)methylidene]amino}oxy)-2-methylpropanoic acid'  ligand  33  18  .  2021-08-19  2021-08-19  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_O15
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
 O15  C1    C  C     0   0.328  -5.3233  -0.3178   0.1177
 O15  N1    N  NH2   0  -0.773  -5.6628  -1.5959  -0.2226
 O15  O1    O  O2    0  -0.423   2.4383   0.5680  -0.0283
 O15  C2    C  CR6   0   0.049  -3.8640  -0.0217   0.0955
 O15  N2    N  N     0  -0.112   1.1833   0.0523   0.0205
 O15  O2    O  OH1   0  -0.563   5.7747  -0.5053  -0.0272
 O15  C3    C  CR16  0  -0.190  -3.4338   1.2952  -0.0393
 O15  N3    N  N     0  -0.631  -6.1277   0.6026   0.4894
 O15  O3    O  O     0  -0.343   4.8224   1.5114  -0.0584
 O15  C4    C  CR16  0  -0.218  -2.0826   1.5954  -0.0634
 O15  C5    C  CR6   0   0.034  -1.1261   0.5879   0.0533
 O15  C6    C  C1    0   0.018   0.2884   0.9513   0.0094
 O15  C7    C  CT    0   0.128   3.4221  -0.4651  -0.0069
 O15  C8    C  C     0   0.505   4.7337   0.3130  -0.0313
 O15  C9    C  CH3   0  -0.605   3.3264  -1.2880   1.2767
 O15  C10   C  CH3   0  -0.636   3.3140  -1.3498  -1.2471
 O15  C11   C  CR16  0  -0.228  -1.5563  -0.7313   0.2020
 O15  C12   C  CR16  0  -0.308  -2.9061  -1.0300   0.2205
 O15  HN1   H  HNH2  0   0.369  -5.0652  -2.0955  -0.8607
 O15  HN1A  H  HNH2  0   0.309  -6.6423  -1.7932  -0.3529
 O15  HO2   H  HOH1  0   0.439   6.5994   0.0037  -0.0450
 O15  H3    H  HCR6  0   0.263  -4.1642   2.0865  -0.1349
 O15  HN3   H  H     0   0.325  -7.0938   0.2914   0.4320
 O15  H4    H  HCR6  0   0.236  -1.7675   2.6251  -0.1812
 O15  H6    H  H     0   0.219   0.5354   2.0116  -0.0423
 O15  H9    H  HCH3  0   0.235   2.3723  -1.8128   1.3065
 O15  H9A   H  HCH3  0   0.169   4.1169  -2.0349   1.3201
 O15  H9B   H  HCH3  0   0.231   3.4007  -0.6562   2.1629
 O15  H10   H  HCH3  0   0.240   3.3904  -0.7636  -2.1637
 O15  H10A  H  HCH3  0   0.218   4.0982  -2.1044  -1.2553
 O15  H10B  H  HCH3  0   0.235   2.3551  -1.8667  -1.2491
 O15  H11   H  HCR6  0   0.258  -0.8316  -1.5275   0.3076
 O15  H12   H  HCR6  0   0.220  -3.2073  -2.0610   0.3550

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
 O15  C10  C7    single    1.527  0.020  1.527
 O15  O2   C8    single    1.324  0.020  1.324
 O15  O1   C7    single    1.427  0.020  1.427
 O15  O1   N2    single    1.358  0.020  1.358
 O15  C7   C8    single    1.525  0.020  1.525
 O15  C7   C9    single    1.528  0.020  1.528
 O15  C6   N2    double    1.269  0.020  1.269
 O15  C6   C5    single    1.461  0.020  1.461
 O15  C8   O3    double    1.202  0.020  1.202
 O15  C11  C5    aromatic  1.396  0.020  1.396
 O15  C11  C12   aromatic  1.383  0.020  1.383
 O15  C5   C4    aromatic  1.394  0.020  1.394
 O15  C12  C2    aromatic  1.396  0.020  1.396
 O15  C4   C3    aromatic  1.384  0.020  1.384
 O15  C2   C3    aromatic  1.392  0.020  1.392
 O15  C2   C1    single    1.489  0.020  1.489
 O15  N3   C1    double    1.278  0.020  1.278
 O15  C1   N1    single    1.366  0.020  1.366
 O15  N1   HN1   single    0.890  0.020  1.040
 O15  N1   HN1A  single    0.890  0.020  1.040
 O15  O2   HO2   single    0.850  0.020  0.980
 O15  C3   H3    single    0.930  0.020  1.080
 O15  N3   HN3   single    0.890  0.020  1.040
 O15  C4   H4    single    0.930  0.020  1.080
 O15  C6   H6    single    0.930  0.020  1.080
 O15  C9   H9    single    0.970  0.020  1.090
 O15  C9   H9A   single    0.970  0.020  1.090
 O15  C9   H9B   single    0.970  0.020  1.090
 O15  C10  H10   single    0.970  0.020  1.090
 O15  C10  H10A  single    0.970  0.020  1.090
 O15  C10  H10B  single    0.970  0.020  1.090
 O15  C11  H11   single    0.930  0.020  1.080
 O15  C12  H12   single    0.930  0.020  1.080

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
 O15  N3    C1   C2    118.56  3.000
 O15  N3    C1   N1    126.18  3.000
 O15  C2    C1   N1    115.21  3.000
 O15  HN1A  N1   HN1   113.45  3.000
 O15  HN1A  N1   C1    117.21  3.000
 O15  HN1   N1   C1    118.34  3.000
 O15  C7    O1   N2    111.21  3.000
 O15  C12   C2   C3    118.67  3.000
 O15  C3    C2   C1    119.50  3.000
 O15  C12   C2   C1    121.82  3.000
 O15  C6    N2   O1    112.49  3.000
 O15  HO2   O2   C8    110.14  3.000
 O15  H3    C3   C4    119.94  3.000
 O15  H3    C3   C2    119.49  3.000
 O15  C4    C3   C2    120.57  3.000
 O15  HN3   N3   C1    111.18  3.000
 O15  H4    C4   C5    119.77  3.000
 O15  H4    C4   C3    119.47  3.000
 O15  C5    C4   C3    120.76  3.000
 O15  C11   C5   C6    122.46  3.000
 O15  C11   C5   C4    118.72  3.000
 O15  C6    C5   C4    118.81  3.000
 O15  H6    C6   C5    117.57  3.000
 O15  H6    C6   N2    122.01  3.000
 O15  C5    C6   N2    120.42  3.000
 O15  C10   C7   C9    111.46  3.000
 O15  C9    C7   C8    110.01  3.000
 O15  C10   C7   C8    110.08  3.000
 O15  C9    C7   O1    111.06  3.000
 O15  C8    C7   O1    102.91  3.000
 O15  C10   C7   O1    111.01  3.000
 O15  C7    C8   O3    124.92  3.000
 O15  O3    C8   O2    123.93  3.000
 O15  C7    C8   O2    111.15  3.000
 O15  H9B   C9   H9A   108.39  3.000
 O15  H9B   C9   H9    108.45  3.000
 O15  H9A   C9   H9    107.73  3.000
 O15  H9B   C9   C7    111.49  3.000
 O15  H9A   C9   C7    110.96  3.000
 O15  H9    C9   C7    109.72  3.000
 O15  H10B  C10  H10A  107.77  3.000
 O15  H10B  C10  H10   108.36  3.000
 O15  H10A  C10  H10   108.41  3.000
 O15  H10B  C10  C7    109.79  3.000
 O15  H10A  C10  C7    110.91  3.000
 O15  H10   C10  C7    111.48  3.000
 O15  H11   C11  C12   119.59  3.000
 O15  H11   C11  C5    119.98  3.000
 O15  C12   C11  C5    120.44  3.000
 O15  H12   C12  C11   118.62  3.000
 O15  H12   C12  C2    120.53  3.000
 O15  C11   C12  C2    120.83  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
 O15  CONST_01  C5    C11  C12  C2     0.00   0.0  0
 O15  CONST_02  C5    C4   C3   C2     0.00   0.0  0
 O15  CONST_03  C11   C5   C4   C3     0.00   0.0  0
 O15  CONST_04  C11   C12  C2   C3     0.00   0.0  0
 O15  CONST_05  C12   C11  C5   C4     0.00   0.0  0
 O15  CONST_06  C12   C2   C3   C4     0.00   0.0  0
 O15  CONST_07  C11   C12  C2   C1   180.00   0.0  0
 O15  CONST_08  C4    C3   C2   C1   180.00   0.0  0
 O15  CONST_09  C6    C5   C4   C3   180.00   0.0  0
 O15  CONST_10  C12   C11  C5   C6   180.00   0.0  0
 O15  CONST_11  H11   C11  C12  C2   180.00   0.0  0
 O15  CONST_12  H4    C4   C3   C2   180.00   0.0  0
 O15  CONST_13  H12   C12  C2   C3   180.00   0.0  0
 O15  CONST_14  H3    C3   C4   C5   180.00   0.0  0
 O15  CONST_15  HN3   N3   C1   C2   180.00   0.0  0
 O15  CONST_17  HN1A  N1   C1   C2   180.00   0.0  0
 O15  CONST_18  HO2   O2   C8   O3     0.00   0.0  0
 O15  Var_01    C12   C2   C1   N1   -23.00  30.0  3
 O15  Var_02    C11   C5   C6   N2     4.56  30.0  2
 O15  Var_03    C5    C6   N2   O1   179.85   0.0  2
 O15  Var_04    O2    C8   C7   O1  -179.46  30.0  3
 O15  Var_05    C10   C7   O1   N2    63.67  30.0  3
 O15  Var_06    H10   C10  C7   O1    56.08  30.0  3
 O15  Var_07    H9    C9   C7   O1    64.66  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
 O15  plan-1  C1    0.020
 O15  plan-1  C2    0.020
 O15  plan-1  C3    0.020
 O15  plan-1  C4    0.020
 O15  plan-1  C5    0.020
 O15  plan-1  C6    0.020
 O15  plan-1  C11   0.020
 O15  plan-1  C12   0.020
 O15  plan-1  H3    0.020
 O15  plan-1  H4    0.020
 O15  plan-1  H11   0.020
 O15  plan-1  H12   0.020
 O15  plan-2  C1    0.020
 O15  plan-2  N1    0.020
 O15  plan-2  C2    0.020
 O15  plan-2  N3    0.020
 O15  plan-2  HN1   0.020
 O15  plan-2  HN1A  0.020
 O15  plan-2  HN3   0.020
 O15  plan-3  O2    0.020
 O15  plan-3  O3    0.020
 O15  plan-3  C7    0.020
 O15  plan-3  C8    0.020
 O15  plan-3  HO2   0.020
 O15  plan-4  O1    0.020
 O15  plan-4  N2    0.020
 O15  plan-4  C5    0.020
 O15  plan-4  C6    0.020
 O15  plan-4  H6    0.020

